Synthesis of new metal complexes and investigation of their reactions with peptides

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Synthesis of new metal complexes and investigation of their reactions with peptides (en)
Синтеза нових комплекса метала и испитивање њихових реакција са пептидима (sr)
Sinteza novih kompleksa metala i ispitivanje njihovih reakcija sa peptidima (sr_RS)
Authors

Publications

Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands

Durić, Sonja Z.; Vojnović, Sandra; Andrejević, Tina P.; Stevanović, Nevena Lj.; Savić, Nada D.; Nikodinović-Runić, Jasmina; Glišić, Biljana; Djuran, Milos

(Hindawi Ltd, London, 2020)

TY  - JOUR
AU  - Durić, Sonja Z.
AU  - Vojnović, Sandra
AU  - Andrejević, Tina P.
AU  - Stevanović, Nevena Lj.
AU  - Savić, Nada D.
AU  - Nikodinović-Runić, Jasmina
AU  - Glišić, Biljana
AU  - Djuran, Milos 
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1401
AB  - 1,2-Bis(4-pyridyl)ethane (bpa) and 1,2-bis(4-pyridyl)ethene (bpe) were used for the synthesis of polynuclear silver(I) complexes, {[Ag(bpa)]NO3}(n) (1), {[Ag(bpa)(2)](CF3SO3H2O)-H-.}(n) (2) and {[Ag(bpe)]CF3SO3}(n) (3). In complexes 1-3, the corresponding nitrogen-containing heterocycle acts as a bridging ligand between two Ag(I) ions. In vitro antimicrobial activity of these complexes, along with the ligands used for their synthesis, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi. The silver(I) complexes 1-3 showed selectivity towards Candida spp. and Gram-negative Escherichia coli in comparison to the other investigated bacterial strains, effectively inhibiting the growth of four different Candida species with minimal inhibitory concentrations (MICs) between 2.5 and 25 mu g/mL and the growth of E. coli, with MIC value being 12.5 mu g/mL. Importantly, complex 2 significantly reduced C. albicans filamentation, an essential process for its pathogenesis. Antiproliferative effect on the normal human lung fibroblast cell line MRC-5 was also evaluated with the aim of determining the therapeutic potential of the complexes 1-3. The interactions of these complexes with calf thymus DNA (ctDNA) and bovine serum albumin (BSA) were studied to evaluate their binding activities towards these biomolecules for possible insights on their mode of action.
PB  - Hindawi Ltd, London
T2  - Bioinorganic Chemistry and Applications
T1  - Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands
VL  - 2020
DO  - 10.1155/2020/3812050
ER  - 
@article{
author = "Durić, Sonja Z. and Vojnović, Sandra and Andrejević, Tina P. and Stevanović, Nevena Lj. and Savić, Nada D. and Nikodinović-Runić, Jasmina and Glišić, Biljana and Djuran, Milos ",
year = "2020",
abstract = "1,2-Bis(4-pyridyl)ethane (bpa) and 1,2-bis(4-pyridyl)ethene (bpe) were used for the synthesis of polynuclear silver(I) complexes, {[Ag(bpa)]NO3}(n) (1), {[Ag(bpa)(2)](CF3SO3H2O)-H-.}(n) (2) and {[Ag(bpe)]CF3SO3}(n) (3). In complexes 1-3, the corresponding nitrogen-containing heterocycle acts as a bridging ligand between two Ag(I) ions. In vitro antimicrobial activity of these complexes, along with the ligands used for their synthesis, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi. The silver(I) complexes 1-3 showed selectivity towards Candida spp. and Gram-negative Escherichia coli in comparison to the other investigated bacterial strains, effectively inhibiting the growth of four different Candida species with minimal inhibitory concentrations (MICs) between 2.5 and 25 mu g/mL and the growth of E. coli, with MIC value being 12.5 mu g/mL. Importantly, complex 2 significantly reduced C. albicans filamentation, an essential process for its pathogenesis. Antiproliferative effect on the normal human lung fibroblast cell line MRC-5 was also evaluated with the aim of determining the therapeutic potential of the complexes 1-3. The interactions of these complexes with calf thymus DNA (ctDNA) and bovine serum albumin (BSA) were studied to evaluate their binding activities towards these biomolecules for possible insights on their mode of action.",
publisher = "Hindawi Ltd, London",
journal = "Bioinorganic Chemistry and Applications",
title = "Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands",
volume = "2020",
doi = "10.1155/2020/3812050"
}
Durić, S. Z., Vojnović, S., Andrejević, T. P., Stevanović, N. Lj., Savić, N. D., Nikodinović-Runić, J., Glišić, B.,& Djuran, M.. (2020). Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands. in Bioinorganic Chemistry and Applications
Hindawi Ltd, London., 2020.
https://doi.org/10.1155/2020/3812050
Durić SZ, Vojnović S, Andrejević TP, Stevanović NL, Savić ND, Nikodinović-Runić J, Glišić B, Djuran M. Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands. in Bioinorganic Chemistry and Applications. 2020;2020.
doi:10.1155/2020/3812050 .
Durić, Sonja Z., Vojnović, Sandra, Andrejević, Tina P., Stevanović, Nevena Lj., Savić, Nada D., Nikodinović-Runić, Jasmina, Glišić, Biljana, Djuran, Milos , "Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands" in Bioinorganic Chemistry and Applications, 2020 (2020),
https://doi.org/10.1155/2020/3812050 . .
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New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center

Durić, Sonja; Vojnović, Sandra; Pavić, Aleksandar; Mojicević, Marija; Wadepohl, Hubert; Savić, Nada D.; Popsavin, Mirjana; Nikodinović-Runić, Jasmina; Djuran, Milos ; Glišić, Biljana

(Elsevier Science Inc, New York, 2020)

TY  - JOUR
AU  - Durić, Sonja
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Mojicević, Marija
AU  - Wadepohl, Hubert
AU  - Savić, Nada D.
AU  - Popsavin, Mirjana
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos 
AU  - Glišić, Biljana
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1377
AB  - New polynuclear silver(I) complexes with 1,5-naphthyridine (1,5-naph), [Ag(NO3)(1,5-naph)](n) (Ag1), [Ag (CF3COO)(1,5-naph)]n (Ag2) and [Ag(CF3SO3)(1,5-naph)](n) (Ag3) were synthesized by the reaction of the corresponding silver(I) salt and 1,5-naph in ethanol at room temperature. These complexes were characterized by NMR, IR and UV Vis spectroscopy, while their crystal structures were determined by single-crystal X-ray diffraction analysis. In all these complexes, 1,5-naph acts as a bridging ligand between two Ag(I) ions, while the remaining coordination sites are occupied by oxygen atom(s) of the corresponding anion. The antimicrobial efficiency of these silver(I) complexes was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi. The complexes showed good to moderate antibacterial activity with the minimal inhibitory concentration (MIC) values being in the range 2.5-100 mu g/mL (6.5-333.3 mu M), while their antifungal activity against the investigated Candida spp. was significantly higher (MIC = 0.78-6.25 mu g/mL; 2.6-20.8 mu M). Moreover, complexes Ag1 and Ag2 effectively inhibited C. albicans biofilms formation, while Ag1 was also shown to inhibit the formation of mixed C. albicans/Pseudomonas aeruginosa biofilms. Toxicological evaluations on zebrafish (Dario rerio) embryos revealed that all silver(I) complexes could be applied as antifungal agents, whereas Ag3 had the best therapeutic potential showing both the lowest MIC values against the tested Candida strains and the non-toxic in vivo response in the zebrafish embryos at these doses.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center
VL  - 203
DO  - 10.1016/j.jinorgbio.2019.110872
ER  - 
@article{
author = "Durić, Sonja and Vojnović, Sandra and Pavić, Aleksandar and Mojicević, Marija and Wadepohl, Hubert and Savić, Nada D. and Popsavin, Mirjana and Nikodinović-Runić, Jasmina and Djuran, Milos  and Glišić, Biljana",
year = "2020",
abstract = "New polynuclear silver(I) complexes with 1,5-naphthyridine (1,5-naph), [Ag(NO3)(1,5-naph)](n) (Ag1), [Ag (CF3COO)(1,5-naph)]n (Ag2) and [Ag(CF3SO3)(1,5-naph)](n) (Ag3) were synthesized by the reaction of the corresponding silver(I) salt and 1,5-naph in ethanol at room temperature. These complexes were characterized by NMR, IR and UV Vis spectroscopy, while their crystal structures were determined by single-crystal X-ray diffraction analysis. In all these complexes, 1,5-naph acts as a bridging ligand between two Ag(I) ions, while the remaining coordination sites are occupied by oxygen atom(s) of the corresponding anion. The antimicrobial efficiency of these silver(I) complexes was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi. The complexes showed good to moderate antibacterial activity with the minimal inhibitory concentration (MIC) values being in the range 2.5-100 mu g/mL (6.5-333.3 mu M), while their antifungal activity against the investigated Candida spp. was significantly higher (MIC = 0.78-6.25 mu g/mL; 2.6-20.8 mu M). Moreover, complexes Ag1 and Ag2 effectively inhibited C. albicans biofilms formation, while Ag1 was also shown to inhibit the formation of mixed C. albicans/Pseudomonas aeruginosa biofilms. Toxicological evaluations on zebrafish (Dario rerio) embryos revealed that all silver(I) complexes could be applied as antifungal agents, whereas Ag3 had the best therapeutic potential showing both the lowest MIC values against the tested Candida strains and the non-toxic in vivo response in the zebrafish embryos at these doses.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center",
volume = "203",
doi = "10.1016/j.jinorgbio.2019.110872"
}
Durić, S., Vojnović, S., Pavić, A., Mojicević, M., Wadepohl, H., Savić, N. D., Popsavin, M., Nikodinović-Runić, J., Djuran, M.,& Glišić, B.. (2020). New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 203.
https://doi.org/10.1016/j.jinorgbio.2019.110872
Durić S, Vojnović S, Pavić A, Mojicević M, Wadepohl H, Savić ND, Popsavin M, Nikodinović-Runić J, Djuran M, Glišić B. New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center. in Journal of Inorganic Biochemistry. 2020;203.
doi:10.1016/j.jinorgbio.2019.110872 .
Durić, Sonja, Vojnović, Sandra, Pavić, Aleksandar, Mojicević, Marija, Wadepohl, Hubert, Savić, Nada D., Popsavin, Mirjana, Nikodinović-Runić, Jasmina, Djuran, Milos , Glišić, Biljana, "New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center" in Journal of Inorganic Biochemistry, 203 (2020),
https://doi.org/10.1016/j.jinorgbio.2019.110872 . .
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Silver(I) complexes with 1,10-phenanthroline-based ligands: The influence of epoxide function on the complex structure and biological activity

Durić, Sonja Z.; Mojicević, Marija; Vojnović, Sandra; Wadepohl, Hubert; Andrejević, Tina P.; Stevanović, Nevena Lj.; Nikodinović-Runić, Jasmina; Djuran, Milos; Glišić, Biljana

(Elsevier Science Sa, Lausanne, 2020)

TY  - JOUR
AU  - Durić, Sonja Z.
AU  - Mojicević, Marija
AU  - Vojnović, Sandra
AU  - Wadepohl, Hubert
AU  - Andrejević, Tina P.
AU  - Stevanović, Nevena Lj.
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos
AU  - Glišić, Biljana
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1369
AB  - In a continuing search for a novel metal-containing antimicrobial agents, the present study reports the synthesis, characterization and biological evaluation of two silver(I) complexes with 1,10-phenanthroline-based ligands, [Ag(1,10-phen)(2)]CF3COO center dot H2O (Ag1) and [Ag(CF3COO)(5,6-epoxy-1,10-phen)](2)(Ag2), 1,10-phen is 1, 10-phenanthroline and 5,6-epoxy-1,10-phen is 5,6-epoxy-5,6-dihydro-1,10-phenanthroline. The complexes were characterized by different spectroscopic techniques (IR, H-1 and C-13 NMR and UV-Vis), while the crystal structure of Ag2 complex was determined by a single-crystal X-ray diffraction analysis. The spectroscopic data confirmed that the structure of Ag1 complex, with silver(I) ion tetrahedrally coordinated by two bidentate 1, 10-phen ligands, is in accordance to the previous report (S.E. Paramonov et al., 2003). The crystallographic results showed that in dinuclear Ag2 complex, both Ag(I) ions are coordinated bidentately by 5,6-epoxy-1, 10-phen and monodentately by trifluoroacetate, with presence of the short Ag center dot center dot center dot Ag contact of 2.963 angstrom. Both silver (I) complexes were evaluated in vitro for antimicrobial activity against four bacterial and four Candida species, showing selectivity towards the investigated species of Candida with minimal inhibitory concentrations (MICs) between 0.9 and 12.5 mu M. Moreover, Ag2 complex manifested significant antiproliferative properties in the case of a range of human cell lines, including human breast cancer (MDA-MB 231), which resulted from the presence of epoxy functional group in the ligand. The gel electrophoresis results obtained from the studies of Ag1 and Ag2 interactions with bacteriophage lambda DNA (XDNA) suggested that these complexes did not cause DNA degradation.
PB  - Elsevier Science Sa, Lausanne
T2  - Inorganica Chimica Acta
T1  - Silver(I) complexes with 1,10-phenanthroline-based ligands: The influence of epoxide function on the complex structure and biological activity
VL  - 502
DO  - 10.1016/j.ica.2019.119357
ER  - 
@article{
author = "Durić, Sonja Z. and Mojicević, Marija and Vojnović, Sandra and Wadepohl, Hubert and Andrejević, Tina P. and Stevanović, Nevena Lj. and Nikodinović-Runić, Jasmina and Djuran, Milos and Glišić, Biljana",
year = "2020",
abstract = "In a continuing search for a novel metal-containing antimicrobial agents, the present study reports the synthesis, characterization and biological evaluation of two silver(I) complexes with 1,10-phenanthroline-based ligands, [Ag(1,10-phen)(2)]CF3COO center dot H2O (Ag1) and [Ag(CF3COO)(5,6-epoxy-1,10-phen)](2)(Ag2), 1,10-phen is 1, 10-phenanthroline and 5,6-epoxy-1,10-phen is 5,6-epoxy-5,6-dihydro-1,10-phenanthroline. The complexes were characterized by different spectroscopic techniques (IR, H-1 and C-13 NMR and UV-Vis), while the crystal structure of Ag2 complex was determined by a single-crystal X-ray diffraction analysis. The spectroscopic data confirmed that the structure of Ag1 complex, with silver(I) ion tetrahedrally coordinated by two bidentate 1, 10-phen ligands, is in accordance to the previous report (S.E. Paramonov et al., 2003). The crystallographic results showed that in dinuclear Ag2 complex, both Ag(I) ions are coordinated bidentately by 5,6-epoxy-1, 10-phen and monodentately by trifluoroacetate, with presence of the short Ag center dot center dot center dot Ag contact of 2.963 angstrom. Both silver (I) complexes were evaluated in vitro for antimicrobial activity against four bacterial and four Candida species, showing selectivity towards the investigated species of Candida with minimal inhibitory concentrations (MICs) between 0.9 and 12.5 mu M. Moreover, Ag2 complex manifested significant antiproliferative properties in the case of a range of human cell lines, including human breast cancer (MDA-MB 231), which resulted from the presence of epoxy functional group in the ligand. The gel electrophoresis results obtained from the studies of Ag1 and Ag2 interactions with bacteriophage lambda DNA (XDNA) suggested that these complexes did not cause DNA degradation.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Inorganica Chimica Acta",
title = "Silver(I) complexes with 1,10-phenanthroline-based ligands: The influence of epoxide function on the complex structure and biological activity",
volume = "502",
doi = "10.1016/j.ica.2019.119357"
}
Durić, S. Z., Mojicević, M., Vojnović, S., Wadepohl, H., Andrejević, T. P., Stevanović, N. Lj., Nikodinović-Runić, J., Djuran, M.,& Glišić, B.. (2020). Silver(I) complexes with 1,10-phenanthroline-based ligands: The influence of epoxide function on the complex structure and biological activity. in Inorganica Chimica Acta
Elsevier Science Sa, Lausanne., 502.
https://doi.org/10.1016/j.ica.2019.119357
Durić SZ, Mojicević M, Vojnović S, Wadepohl H, Andrejević TP, Stevanović NL, Nikodinović-Runić J, Djuran M, Glišić B. Silver(I) complexes with 1,10-phenanthroline-based ligands: The influence of epoxide function on the complex structure and biological activity. in Inorganica Chimica Acta. 2020;502.
doi:10.1016/j.ica.2019.119357 .
Durić, Sonja Z., Mojicević, Marija, Vojnović, Sandra, Wadepohl, Hubert, Andrejević, Tina P., Stevanović, Nevena Lj., Nikodinović-Runić, Jasmina, Djuran, Milos, Glišić, Biljana, "Silver(I) complexes with 1,10-phenanthroline-based ligands: The influence of epoxide function on the complex structure and biological activity" in Inorganica Chimica Acta, 502 (2020),
https://doi.org/10.1016/j.ica.2019.119357 . .
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Silver(I) complexes with 4,7-phenanthroline efficient in rescuing the zebrafish embryos of lethal Candida albicans infection

Pavić, Aleksandar; Savić, Nada D.; Glišić, Biljana; Crochet, Aurelien; Vojnović, Sandra; Kurutos, Atanas; Stanković, Dalibor; Fromm, Katharina M.; Nikodinović-Runić, Jasmina; Djuran, Milos

(Elsevier Science Inc, New York, 2019)

TY  - JOUR
AU  - Pavić, Aleksandar
AU  - Savić, Nada D.
AU  - Glišić, Biljana
AU  - Crochet, Aurelien
AU  - Vojnović, Sandra
AU  - Kurutos, Atanas
AU  - Stanković, Dalibor
AU  - Fromm, Katharina M.
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos
PY  - 2019
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1261
AB  - Five novel silver(I) complexes with 4,7-phenanthroline (4,7-phen), [Ag(NO3-O)(4,7-phen-mu-N4,N7)](n) (1), [Ag(ClO4-O)(4,7-phen-mu-N4,N7)](n) (2), [Ag(CF3COO-O)(4,7-phen-mu-N4,N7)](n) (3), [Ag-2(H2O)(0.58)(4,7-phen)(3)](SbF6)(2) (4) and {[Ag-2(H2O)(4,7-phen-mu-N4,N7)(2)](n)(BF4)(2)}(n) (5) were synthesized, structurally elucidated and biologically evaluated. These complexes showed selectivity towards Candida spp. in comparison to the tested bacteria and effectively inhibited the growth of four different Candida species, particularly of C. albicans strains, with minimal inhibitory concentrations (MICs) in the range of 2.0-10.0 mu M. In order to evaluate the therapeutic potential of 1-5, in vivo toxicity studies were conducted in the zebrafish model. Based on the favorable therapeutic profiles, complexes 1, 3 and 5 were selected for the evaluation of their antifungal efficacy in vivo using the zebrafish model of lethal disseminated candidiasis. Complexes 1 and 3 efficiently controlled and prevented fungal filamentation even at sub-MIC doses, while drastically increased the survival of the infected embryos. Moreover, at the MIC doses, both complexes totally prevented C. albicans filamentation and rescued almost all infected fish of the fatal infection outcome. On the other side, complex 5, which demonstrated the highest antifungal activity in vitro, affected the neutrophils occurrence of the infected host, failed to inhibit the C. albicans cells filamentation and showed a poor potential to cure candidal infection, highlighting the importance of the in vivo activity evaluation early in the therapeutic design and development process. The mechanism of action of the investigated silver(I) complexes was related to the induction of reactive oxygen species (ROS) response in C. albicans, with DNA being one of the possible target biomolecules.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Silver(I) complexes with 4,7-phenanthroline efficient in rescuing the zebrafish embryos of lethal Candida albicans infection
EP  - 163
SP  - 149
VL  - 195
DO  - 10.1016/j.jinorgbio.2019.03.017
ER  - 
@article{
author = "Pavić, Aleksandar and Savić, Nada D. and Glišić, Biljana and Crochet, Aurelien and Vojnović, Sandra and Kurutos, Atanas and Stanković, Dalibor and Fromm, Katharina M. and Nikodinović-Runić, Jasmina and Djuran, Milos",
year = "2019",
abstract = "Five novel silver(I) complexes with 4,7-phenanthroline (4,7-phen), [Ag(NO3-O)(4,7-phen-mu-N4,N7)](n) (1), [Ag(ClO4-O)(4,7-phen-mu-N4,N7)](n) (2), [Ag(CF3COO-O)(4,7-phen-mu-N4,N7)](n) (3), [Ag-2(H2O)(0.58)(4,7-phen)(3)](SbF6)(2) (4) and {[Ag-2(H2O)(4,7-phen-mu-N4,N7)(2)](n)(BF4)(2)}(n) (5) were synthesized, structurally elucidated and biologically evaluated. These complexes showed selectivity towards Candida spp. in comparison to the tested bacteria and effectively inhibited the growth of four different Candida species, particularly of C. albicans strains, with minimal inhibitory concentrations (MICs) in the range of 2.0-10.0 mu M. In order to evaluate the therapeutic potential of 1-5, in vivo toxicity studies were conducted in the zebrafish model. Based on the favorable therapeutic profiles, complexes 1, 3 and 5 were selected for the evaluation of their antifungal efficacy in vivo using the zebrafish model of lethal disseminated candidiasis. Complexes 1 and 3 efficiently controlled and prevented fungal filamentation even at sub-MIC doses, while drastically increased the survival of the infected embryos. Moreover, at the MIC doses, both complexes totally prevented C. albicans filamentation and rescued almost all infected fish of the fatal infection outcome. On the other side, complex 5, which demonstrated the highest antifungal activity in vitro, affected the neutrophils occurrence of the infected host, failed to inhibit the C. albicans cells filamentation and showed a poor potential to cure candidal infection, highlighting the importance of the in vivo activity evaluation early in the therapeutic design and development process. The mechanism of action of the investigated silver(I) complexes was related to the induction of reactive oxygen species (ROS) response in C. albicans, with DNA being one of the possible target biomolecules.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Silver(I) complexes with 4,7-phenanthroline efficient in rescuing the zebrafish embryos of lethal Candida albicans infection",
pages = "163-149",
volume = "195",
doi = "10.1016/j.jinorgbio.2019.03.017"
}
Pavić, A., Savić, N. D., Glišić, B., Crochet, A., Vojnović, S., Kurutos, A., Stanković, D., Fromm, K. M., Nikodinović-Runić, J.,& Djuran, M.. (2019). Silver(I) complexes with 4,7-phenanthroline efficient in rescuing the zebrafish embryos of lethal Candida albicans infection. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 195, 149-163.
https://doi.org/10.1016/j.jinorgbio.2019.03.017
Pavić A, Savić ND, Glišić B, Crochet A, Vojnović S, Kurutos A, Stanković D, Fromm KM, Nikodinović-Runić J, Djuran M. Silver(I) complexes with 4,7-phenanthroline efficient in rescuing the zebrafish embryos of lethal Candida albicans infection. in Journal of Inorganic Biochemistry. 2019;195:149-163.
doi:10.1016/j.jinorgbio.2019.03.017 .
Pavić, Aleksandar, Savić, Nada D., Glišić, Biljana, Crochet, Aurelien, Vojnović, Sandra, Kurutos, Atanas, Stanković, Dalibor, Fromm, Katharina M., Nikodinović-Runić, Jasmina, Djuran, Milos, "Silver(I) complexes with 4,7-phenanthroline efficient in rescuing the zebrafish embryos of lethal Candida albicans infection" in Journal of Inorganic Biochemistry, 195 (2019):149-163,
https://doi.org/10.1016/j.jinorgbio.2019.03.017 . .
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Different coordination abilities of 1,7-and 4,7-phenanthroline in the reactions with copper(II) salts: Structural characterization and biological evaluation of the reaction products

Stevanović, Nevena Lj.; Andrejević, Tina P.; Crochet, Aurelien; Ilić-Tomić, Tatjana; Drasković, Nenad S.; Nikodinović-Runić, Jasmina; Fromm, Katharina M.; Djuran, Milos ; Glišić, Biljana

(Pergamon-Elsevier Science Ltd, Oxford, 2019)

TY  - JOUR
AU  - Stevanović, Nevena Lj.
AU  - Andrejević, Tina P.
AU  - Crochet, Aurelien
AU  - Ilić-Tomić, Tatjana
AU  - Drasković, Nenad S.
AU  - Nikodinović-Runić, Jasmina
AU  - Fromm, Katharina M.
AU  - Djuran, Milos 
AU  - Glišić, Biljana
PY  - 2019
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1222
AB  - The reactions between equimolar amounts of CuX2 (X = NO3- and CF3SO3-) and two aromatic nitrogen-containing heterocycles differing in the position of nitrogen atoms, 1,7- and 4,7-phenanthroline (1,7-and 4,7-phen), were performed in ethanol/methanol at room temperature. When CuX 2 salts were mixed with 4,7-phen, two copper(II) complexes, [Cu(NO3)(2)(4,7-Hphen)(2)](NO3)(2) (1) and [Cu(CF3SO3)(4,7-phen)(2)(H2O)(2)]CF3SO3 (2), were formed. On the other hand, in the reaction of CuX2 salts with 1,7-phen, only 1,7-HphenNO(3) (3a/b) and 1,7-HphenCF(3)SO(3) (4) were obtained as the final products. The obtained products 1-4 were characterized by spectroscopic and X-ray diffraction techniques. In the copper(II) complexes 1 and 2, the coordination geometry around the Cu(II) ion is distorted octahedral and square pyramidal, respectively. The antimicrobial potential of the copper(II) complexes 1 and 2 and corresponding compounds used for their synthesis were assessed against four different bacterial species and Candida albicans, displaying moderate growth inhibiting activity. The cytotoxic properties of the investigated complexes were also evaluated against the normal human lung fibroblast cell line (MRC-5) indicating moderate, yet more pronounced cytotoxicity than antimicrobial properties.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Different coordination abilities of 1,7-and 4,7-phenanthroline in the reactions with copper(II) salts: Structural characterization and biological evaluation of the reaction products
VL  - 173
DO  - 10.1016/j.poly.2019.114112
ER  - 
@article{
author = "Stevanović, Nevena Lj. and Andrejević, Tina P. and Crochet, Aurelien and Ilić-Tomić, Tatjana and Drasković, Nenad S. and Nikodinović-Runić, Jasmina and Fromm, Katharina M. and Djuran, Milos  and Glišić, Biljana",
year = "2019",
abstract = "The reactions between equimolar amounts of CuX2 (X = NO3- and CF3SO3-) and two aromatic nitrogen-containing heterocycles differing in the position of nitrogen atoms, 1,7- and 4,7-phenanthroline (1,7-and 4,7-phen), were performed in ethanol/methanol at room temperature. When CuX 2 salts were mixed with 4,7-phen, two copper(II) complexes, [Cu(NO3)(2)(4,7-Hphen)(2)](NO3)(2) (1) and [Cu(CF3SO3)(4,7-phen)(2)(H2O)(2)]CF3SO3 (2), were formed. On the other hand, in the reaction of CuX2 salts with 1,7-phen, only 1,7-HphenNO(3) (3a/b) and 1,7-HphenCF(3)SO(3) (4) were obtained as the final products. The obtained products 1-4 were characterized by spectroscopic and X-ray diffraction techniques. In the copper(II) complexes 1 and 2, the coordination geometry around the Cu(II) ion is distorted octahedral and square pyramidal, respectively. The antimicrobial potential of the copper(II) complexes 1 and 2 and corresponding compounds used for their synthesis were assessed against four different bacterial species and Candida albicans, displaying moderate growth inhibiting activity. The cytotoxic properties of the investigated complexes were also evaluated against the normal human lung fibroblast cell line (MRC-5) indicating moderate, yet more pronounced cytotoxicity than antimicrobial properties.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Different coordination abilities of 1,7-and 4,7-phenanthroline in the reactions with copper(II) salts: Structural characterization and biological evaluation of the reaction products",
volume = "173",
doi = "10.1016/j.poly.2019.114112"
}
Stevanović, N. Lj., Andrejević, T. P., Crochet, A., Ilić-Tomić, T., Drasković, N. S., Nikodinović-Runić, J., Fromm, K. M., Djuran, M.,& Glišić, B.. (2019). Different coordination abilities of 1,7-and 4,7-phenanthroline in the reactions with copper(II) salts: Structural characterization and biological evaluation of the reaction products. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 173.
https://doi.org/10.1016/j.poly.2019.114112
Stevanović NL, Andrejević TP, Crochet A, Ilić-Tomić T, Drasković NS, Nikodinović-Runić J, Fromm KM, Djuran M, Glišić B. Different coordination abilities of 1,7-and 4,7-phenanthroline in the reactions with copper(II) salts: Structural characterization and biological evaluation of the reaction products. in Polyhedron. 2019;173.
doi:10.1016/j.poly.2019.114112 .
Stevanović, Nevena Lj., Andrejević, Tina P., Crochet, Aurelien, Ilić-Tomić, Tatjana, Drasković, Nenad S., Nikodinović-Runić, Jasmina, Fromm, Katharina M., Djuran, Milos , Glišić, Biljana, "Different coordination abilities of 1,7-and 4,7-phenanthroline in the reactions with copper(II) salts: Structural characterization and biological evaluation of the reaction products" in Polyhedron, 173 (2019),
https://doi.org/10.1016/j.poly.2019.114112 . .
8
6
6

Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles

Andrejević, Tina P.; Nikolić, Andrea M.; Glišić, Biljana; Wadepohl, Hubert; Vojnović, Sandra; Zlatović, Mario; Petković, Milos; Nikodinović-Runić, Jasmina; Opsenica, Igor M.; Djuran, Milos

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - JOUR
AU  - Andrejević, Tina P.
AU  - Nikolić, Andrea M.
AU  - Glišić, Biljana
AU  - Wadepohl, Hubert
AU  - Vojnović, Sandra
AU  - Zlatović, Mario
AU  - Petković, Milos
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor M.
AU  - Djuran, Milos
PY  - 2018
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1144
AB  - Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M).
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles
EP  - 333
SP  - 325
VL  - 154
DO  - 10.1016/j.poly.2018.08.001
ER  - 
@article{
author = "Andrejević, Tina P. and Nikolić, Andrea M. and Glišić, Biljana and Wadepohl, Hubert and Vojnović, Sandra and Zlatović, Mario and Petković, Milos and Nikodinović-Runić, Jasmina and Opsenica, Igor M. and Djuran, Milos",
year = "2018",
abstract = "Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M).",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles",
pages = "333-325",
volume = "154",
doi = "10.1016/j.poly.2018.08.001"
}
Andrejević, T. P., Nikolić, A. M., Glišić, B., Wadepohl, H., Vojnović, S., Zlatović, M., Petković, M., Nikodinović-Runić, J., Opsenica, I. M.,& Djuran, M.. (2018). Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 154, 325-333.
https://doi.org/10.1016/j.poly.2018.08.001
Andrejević TP, Nikolić AM, Glišić B, Wadepohl H, Vojnović S, Zlatović M, Petković M, Nikodinović-Runić J, Opsenica IM, Djuran M. Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron. 2018;154:325-333.
doi:10.1016/j.poly.2018.08.001 .
Andrejević, Tina P., Nikolić, Andrea M., Glišić, Biljana, Wadepohl, Hubert, Vojnović, Sandra, Zlatović, Mario, Petković, Milos, Nikodinović-Runić, Jasmina, Opsenica, Igor M., Djuran, Milos, "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles" in Polyhedron, 154 (2018):325-333,
https://doi.org/10.1016/j.poly.2018.08.001 . .
1
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18

Supplementary material for the article: Savić, N. D.; Vojnovic, S.; Glišić, B. Đ.; Crochet, A.; Pavic, A.; Janjić, G. V.; Pekmezović, M.; Opsenica, I. M.; Fromm, K. M.; Nikodinovic-Runic, J.; et al. Mononuclear Silver(I) Complexes with 1,7-Phenanthroline as Potent Inhibitors of Candida Growth. Eur. J. Med. Chem. 2018, 156, 760–773. https://doi.org/10.1016/j.ejmech.2018.07.049

Savić, Nada D.; Vojnović, Sandra; Glišić, Biljana Đ.; Crochet, Aurelien; Pavić, Aleksandar; Janjić, Goran V.; Pekmezović, Marina; Opsenica, Igor; Fromm, Katharina M.; Nikodinović-Runić, Jasmina; Đuran, Miloš I.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2018)

TY  - DATA
AU  - Savić, Nada D.
AU  - Vojnović, Sandra
AU  - Glišić, Biljana Đ.
AU  - Crochet, Aurelien
AU  - Pavić, Aleksandar
AU  - Janjić, Goran V.
AU  - Pekmezović, Marina
AU  - Opsenica, Igor
AU  - Fromm, Katharina M.
AU  - Nikodinović-Runić, Jasmina
AU  - Đuran, Miloš I.
PY  - 2018
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2229
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary material for the article: Savić, N. D.; Vojnovic, S.; Glišić, B. Đ.; Crochet, A.; Pavic, A.; Janjić, G. V.; Pekmezović, M.; Opsenica, I. M.; Fromm, K. M.; Nikodinovic-Runic, J.; et al. Mononuclear Silver(I) Complexes with 1,7-Phenanthroline as Potent Inhibitors of Candida Growth. Eur. J. Med. Chem. 2018, 156, 760–773. https://doi.org/10.1016/j.ejmech.2018.07.049
UR  - https://hdl.handle.net/21.15107/rcub_imagine_2229
ER  - 
@misc{
author = "Savić, Nada D. and Vojnović, Sandra and Glišić, Biljana Đ. and Crochet, Aurelien and Pavić, Aleksandar and Janjić, Goran V. and Pekmezović, Marina and Opsenica, Igor and Fromm, Katharina M. and Nikodinović-Runić, Jasmina and Đuran, Miloš I.",
year = "2018",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary material for the article: Savić, N. D.; Vojnovic, S.; Glišić, B. Đ.; Crochet, A.; Pavic, A.; Janjić, G. V.; Pekmezović, M.; Opsenica, I. M.; Fromm, K. M.; Nikodinovic-Runic, J.; et al. Mononuclear Silver(I) Complexes with 1,7-Phenanthroline as Potent Inhibitors of Candida Growth. Eur. J. Med. Chem. 2018, 156, 760–773. https://doi.org/10.1016/j.ejmech.2018.07.049",
url = "https://hdl.handle.net/21.15107/rcub_imagine_2229"
}
Savić, N. D., Vojnović, S., Glišić, B. Đ., Crochet, A., Pavić, A., Janjić, G. V., Pekmezović, M., Opsenica, I., Fromm, K. M., Nikodinović-Runić, J.,& Đuran, M. I.. (2018). Supplementary material for the article: Savić, N. D.; Vojnovic, S.; Glišić, B. Đ.; Crochet, A.; Pavic, A.; Janjić, G. V.; Pekmezović, M.; Opsenica, I. M.; Fromm, K. M.; Nikodinovic-Runic, J.; et al. Mononuclear Silver(I) Complexes with 1,7-Phenanthroline as Potent Inhibitors of Candida Growth. Eur. J. Med. Chem. 2018, 156, 760–773. https://doi.org/10.1016/j.ejmech.2018.07.049. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux..
https://hdl.handle.net/21.15107/rcub_imagine_2229
Savić ND, Vojnović S, Glišić BĐ, Crochet A, Pavić A, Janjić GV, Pekmezović M, Opsenica I, Fromm KM, Nikodinović-Runić J, Đuran MI. Supplementary material for the article: Savić, N. D.; Vojnovic, S.; Glišić, B. Đ.; Crochet, A.; Pavic, A.; Janjić, G. V.; Pekmezović, M.; Opsenica, I. M.; Fromm, K. M.; Nikodinovic-Runic, J.; et al. Mononuclear Silver(I) Complexes with 1,7-Phenanthroline as Potent Inhibitors of Candida Growth. Eur. J. Med. Chem. 2018, 156, 760–773. https://doi.org/10.1016/j.ejmech.2018.07.049. in European Journal of Medicinal Chemistry. 2018;.
https://hdl.handle.net/21.15107/rcub_imagine_2229 .
Savić, Nada D., Vojnović, Sandra, Glišić, Biljana Đ., Crochet, Aurelien, Pavić, Aleksandar, Janjić, Goran V., Pekmezović, Marina, Opsenica, Igor, Fromm, Katharina M., Nikodinović-Runić, Jasmina, Đuran, Miloš I., "Supplementary material for the article: Savić, N. D.; Vojnovic, S.; Glišić, B. Đ.; Crochet, A.; Pavic, A.; Janjić, G. V.; Pekmezović, M.; Opsenica, I. M.; Fromm, K. M.; Nikodinovic-Runic, J.; et al. Mononuclear Silver(I) Complexes with 1,7-Phenanthroline as Potent Inhibitors of Candida Growth. Eur. J. Med. Chem. 2018, 156, 760–773. https://doi.org/10.1016/j.ejmech.2018.07.049" in European Journal of Medicinal Chemistry (2018),
https://hdl.handle.net/21.15107/rcub_imagine_2229 .

Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth

Savić, Nada D.; Vojnović, Sandra; Glišić, Biljana Đ.; Crochet, Aurelien; Pavić, Aleksandar; Janjić, Goran V.; Pekmezović, Marina; Opsenica, Igor; Fromm, Katharina M.; Nikodinović-Runić, Jasmina; Đuran, Miloš I.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2018)

TY  - JOUR
AU  - Savić, Nada D.
AU  - Vojnović, Sandra
AU  - Glišić, Biljana Đ.
AU  - Crochet, Aurelien
AU  - Pavić, Aleksandar
AU  - Janjić, Goran V.
AU  - Pekmezović, Marina
AU  - Opsenica, Igor
AU  - Fromm, Katharina M.
AU  - Nikodinović-Runić, Jasmina
AU  - Đuran, Miloš I.
PY  - 2018
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2228
AB  - Mononuclear silver(I) complexes with 1,7-phenanthroline (1,7-phen), [Ag(NO3-O,O') (1,7-phen-N7)(2)] (1) and [Ag(1,7-phen-N7)(2)]X, X = ClO4- (2), CF3SO3- (3), BF4- (4) and SbF6- (5) were synthesized and structurally characterized by NMR (H-1 and C-13), IR and UV-Vis spectroscopy and ESI mass spectrometry. The crystal structures of 1, 3 and 4 were determined by single-crystal X-ray diffraction analysis. In all these complexes, 1,7-phen coordinates to the Ag(I) ion in a monodentate fashion via the less sterically hindered N7 nitrogen atom. The investigation of the solution stability of 1-5 in DMSO revealed that they are sufficiently stable in this solvent at room temperature. Complexes 1-5 showed selectivity towards Candida spp. in comparison to bacteria, effectively inhibiting the growth of four different Candida species with minimal inhibitory concentrations (MIC) between 1.2 and 11.3 mu M. Based on the lowest MIC values and the lowest cytotoxicity against healthy human fibroblasts with selectivity index of more than 30, the antifungal potential was examined in detail for the complex 1. It had the ability to attenuate C. albicans virulence and to reduce epithelial cell damage in the cell infection model. Induction of reactive oxygen species (ROS) response has been detected in C. albicans, with fungal DNA being one of the possible target biomolecules. The toxicity profile of 1 in the zebrafish model (Danio rerio) revealed improved safety and activity in comparison to that of clinically utilized silver(I) sulfadiazine. (C) 2018 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth
EP  - 773
SP  - 760
VL  - 156
DO  - 10.1016/j.ejmech.2018.07.049
ER  - 
@article{
author = "Savić, Nada D. and Vojnović, Sandra and Glišić, Biljana Đ. and Crochet, Aurelien and Pavić, Aleksandar and Janjić, Goran V. and Pekmezović, Marina and Opsenica, Igor and Fromm, Katharina M. and Nikodinović-Runić, Jasmina and Đuran, Miloš I.",
year = "2018",
abstract = "Mononuclear silver(I) complexes with 1,7-phenanthroline (1,7-phen), [Ag(NO3-O,O') (1,7-phen-N7)(2)] (1) and [Ag(1,7-phen-N7)(2)]X, X = ClO4- (2), CF3SO3- (3), BF4- (4) and SbF6- (5) were synthesized and structurally characterized by NMR (H-1 and C-13), IR and UV-Vis spectroscopy and ESI mass spectrometry. The crystal structures of 1, 3 and 4 were determined by single-crystal X-ray diffraction analysis. In all these complexes, 1,7-phen coordinates to the Ag(I) ion in a monodentate fashion via the less sterically hindered N7 nitrogen atom. The investigation of the solution stability of 1-5 in DMSO revealed that they are sufficiently stable in this solvent at room temperature. Complexes 1-5 showed selectivity towards Candida spp. in comparison to bacteria, effectively inhibiting the growth of four different Candida species with minimal inhibitory concentrations (MIC) between 1.2 and 11.3 mu M. Based on the lowest MIC values and the lowest cytotoxicity against healthy human fibroblasts with selectivity index of more than 30, the antifungal potential was examined in detail for the complex 1. It had the ability to attenuate C. albicans virulence and to reduce epithelial cell damage in the cell infection model. Induction of reactive oxygen species (ROS) response has been detected in C. albicans, with fungal DNA being one of the possible target biomolecules. The toxicity profile of 1 in the zebrafish model (Danio rerio) revealed improved safety and activity in comparison to that of clinically utilized silver(I) sulfadiazine. (C) 2018 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth",
pages = "773-760",
volume = "156",
doi = "10.1016/j.ejmech.2018.07.049"
}
Savić, N. D., Vojnović, S., Glišić, B. Đ., Crochet, A., Pavić, A., Janjić, G. V., Pekmezović, M., Opsenica, I., Fromm, K. M., Nikodinović-Runić, J.,& Đuran, M. I.. (2018). Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 156, 760-773.
https://doi.org/10.1016/j.ejmech.2018.07.049
Savić ND, Vojnović S, Glišić BĐ, Crochet A, Pavić A, Janjić GV, Pekmezović M, Opsenica I, Fromm KM, Nikodinović-Runić J, Đuran MI. Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth. in European Journal of Medicinal Chemistry. 2018;156:760-773.
doi:10.1016/j.ejmech.2018.07.049 .
Savić, Nada D., Vojnović, Sandra, Glišić, Biljana Đ., Crochet, Aurelien, Pavić, Aleksandar, Janjić, Goran V., Pekmezović, Marina, Opsenica, Igor, Fromm, Katharina M., Nikodinović-Runić, Jasmina, Đuran, Miloš I., "Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth" in European Journal of Medicinal Chemistry, 156 (2018):760-773,
https://doi.org/10.1016/j.ejmech.2018.07.049 . .
6
37
26
36

Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles

Andrejević, Tina P.; Nikolić, Andrea M.; Glišić, Biljana; Wadepohl, Hubert; Vojnović, Sandra; Zlatović, Mario; Petković, Milos; Nikodinović-Runić, Jasmina; Opsenica, Igor M.; Djuran, Milos

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - JOUR
AU  - Andrejević, Tina P.
AU  - Nikolić, Andrea M.
AU  - Glišić, Biljana
AU  - Wadepohl, Hubert
AU  - Vojnović, Sandra
AU  - Zlatović, Mario
AU  - Petković, Milos
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor M.
AU  - Djuran, Milos
PY  - 2018
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1759
AB  - Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M).
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles
EP  - 333
SP  - 325
VL  - 154
DO  - 10.1016/j.poly.2018.08.001
ER  - 
@article{
author = "Andrejević, Tina P. and Nikolić, Andrea M. and Glišić, Biljana and Wadepohl, Hubert and Vojnović, Sandra and Zlatović, Mario and Petković, Milos and Nikodinović-Runić, Jasmina and Opsenica, Igor M. and Djuran, Milos",
year = "2018",
abstract = "Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M).",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles",
pages = "333-325",
volume = "154",
doi = "10.1016/j.poly.2018.08.001"
}
Andrejević, T. P., Nikolić, A. M., Glišić, B., Wadepohl, H., Vojnović, S., Zlatović, M., Petković, M., Nikodinović-Runić, J., Opsenica, I. M.,& Djuran, M.. (2018). Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 154, 325-333.
https://doi.org/10.1016/j.poly.2018.08.001
Andrejević TP, Nikolić AM, Glišić B, Wadepohl H, Vojnović S, Zlatović M, Petković M, Nikodinović-Runić J, Opsenica IM, Djuran M. Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron. 2018;154:325-333.
doi:10.1016/j.poly.2018.08.001 .
Andrejević, Tina P., Nikolić, Andrea M., Glišić, Biljana, Wadepohl, Hubert, Vojnović, Sandra, Zlatović, Mario, Petković, Milos, Nikodinović-Runić, Jasmina, Opsenica, Igor M., Djuran, Milos, "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles" in Polyhedron, 154 (2018):325-333,
https://doi.org/10.1016/j.poly.2018.08.001 . .
1
18
12
18

A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity

Živković, Marija D.; Kljun, J.; Ilić-Tomić, Tatjana; Pavić, Aleksandar; Veselinović, A.; Manojlović, D. D.; Nikodinović-Runić, Jasmina; Turel, I.

(Royal Soc Chemistry, Cambridge, 2018)

TY  - JOUR
AU  - Živković, Marija D.
AU  - Kljun, J.
AU  - Ilić-Tomić, Tatjana
AU  - Pavić, Aleksandar
AU  - Veselinović, A.
AU  - Manojlović, D. D.
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, I.
PY  - 2018
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1158
AB  - The anticancer potential of sixteen platinum(II) complexes with general formulae [PtCl(hq)(S-dmso)] (1a-8a) and [PtCl(hq)(pta)] (1b-8b) (where hq is 5-chloro-7-iodo-8-quinolinol (clioquinol; cqH) (1a, 1b), 8-hydroxy-5-nitroquinoline (nitroxoline; nxH) (2a, 2b), 5,7-dichloro-8-quinolinol (3a, 3b), 5,7-diiodo-8-quinolinol (4a, 4b), 5,7-dibromo-8-quinolinol (5a, 5b), 5,7-dichloro-8-hydroxy-2-methyl-quinoline (6a, 6b), 8-hydroxyquinoline (7a, 7b) and 8-quinolinethiol (8a, 8b); dmso is dimethyl sulfoxide and pta is 1,3,5triaza- 7-phosphaadamantane) was determined through in vitro cytotoxicity assay in human fibroblasts (MRC5) and two carcinoma cell lines (A375 and A549) and embryotoxicity assay in a zebrafish model. Interactions with double stranded DNA through in vitro assay and a molecular docking study were examined. All complexes, except 6a, exhibited a high cytotoxic effect on MRC5 cells at a concentration of 10 mu g mL(-1) while 1b, 5a, 6a and 3b showed selective toxicity towards carcinoma cell lines. In general, pta-based complexes (series b) were more toxic according to the results of a MTT screen and the LC50 values obtained in zebrafish (Danio rerio) assay; they also induced higher oxidative stress in this model. Successful cellular uptake of complexes was shown by the ICP-MS methodology. The binding propensity of the complex with DNA obtained in in silico studies can be correlated with those from the experimental investigation. Compounds with the highest binding potential, according to the interaction energy value, were 1b, 3b, 6b and 5b. From observations of the DNA interaction ability and of the in silico assessment, no apparent DNA fragmentation was observed either on DNA extracted from the treated cancer cell line or from the zebrafish embryos.
PB  - Royal Soc Chemistry, Cambridge
T2  - Inorganic Chemistry Frontiers
T1  - A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity
EP  - 53
IS  - 1
SP  - 39
VL  - 5
DO  - 10.1039/c7qi00299h
ER  - 
@article{
author = "Živković, Marija D. and Kljun, J. and Ilić-Tomić, Tatjana and Pavić, Aleksandar and Veselinović, A. and Manojlović, D. D. and Nikodinović-Runić, Jasmina and Turel, I.",
year = "2018",
abstract = "The anticancer potential of sixteen platinum(II) complexes with general formulae [PtCl(hq)(S-dmso)] (1a-8a) and [PtCl(hq)(pta)] (1b-8b) (where hq is 5-chloro-7-iodo-8-quinolinol (clioquinol; cqH) (1a, 1b), 8-hydroxy-5-nitroquinoline (nitroxoline; nxH) (2a, 2b), 5,7-dichloro-8-quinolinol (3a, 3b), 5,7-diiodo-8-quinolinol (4a, 4b), 5,7-dibromo-8-quinolinol (5a, 5b), 5,7-dichloro-8-hydroxy-2-methyl-quinoline (6a, 6b), 8-hydroxyquinoline (7a, 7b) and 8-quinolinethiol (8a, 8b); dmso is dimethyl sulfoxide and pta is 1,3,5triaza- 7-phosphaadamantane) was determined through in vitro cytotoxicity assay in human fibroblasts (MRC5) and two carcinoma cell lines (A375 and A549) and embryotoxicity assay in a zebrafish model. Interactions with double stranded DNA through in vitro assay and a molecular docking study were examined. All complexes, except 6a, exhibited a high cytotoxic effect on MRC5 cells at a concentration of 10 mu g mL(-1) while 1b, 5a, 6a and 3b showed selective toxicity towards carcinoma cell lines. In general, pta-based complexes (series b) were more toxic according to the results of a MTT screen and the LC50 values obtained in zebrafish (Danio rerio) assay; they also induced higher oxidative stress in this model. Successful cellular uptake of complexes was shown by the ICP-MS methodology. The binding propensity of the complex with DNA obtained in in silico studies can be correlated with those from the experimental investigation. Compounds with the highest binding potential, according to the interaction energy value, were 1b, 3b, 6b and 5b. From observations of the DNA interaction ability and of the in silico assessment, no apparent DNA fragmentation was observed either on DNA extracted from the treated cancer cell line or from the zebrafish embryos.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Inorganic Chemistry Frontiers",
title = "A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity",
pages = "53-39",
number = "1",
volume = "5",
doi = "10.1039/c7qi00299h"
}
Živković, M. D., Kljun, J., Ilić-Tomić, T., Pavić, A., Veselinović, A., Manojlović, D. D., Nikodinović-Runić, J.,& Turel, I.. (2018). A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity. in Inorganic Chemistry Frontiers
Royal Soc Chemistry, Cambridge., 5(1), 39-53.
https://doi.org/10.1039/c7qi00299h
Živković MD, Kljun J, Ilić-Tomić T, Pavić A, Veselinović A, Manojlović DD, Nikodinović-Runić J, Turel I. A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity. in Inorganic Chemistry Frontiers. 2018;5(1):39-53.
doi:10.1039/c7qi00299h .
Živković, Marija D., Kljun, J., Ilić-Tomić, Tatjana, Pavić, Aleksandar, Veselinović, A., Manojlović, D. D., Nikodinović-Runić, Jasmina, Turel, I., "A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity" in Inorganic Chemistry Frontiers, 5, no. 1 (2018):39-53,
https://doi.org/10.1039/c7qi00299h . .
46
31
45

Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine

Glišić, Biljana; Nikodinović-Runić, Jasmina; Ilić-Tomić, Tatjana; Wadepohl, Hubert; Veselinović, Aleksandar; Opsenica, Igor M.; Djuran, Milos I.

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - JOUR
AU  - Glišić, Biljana
AU  - Nikodinović-Runić, Jasmina
AU  - Ilić-Tomić, Tatjana
AU  - Wadepohl, Hubert
AU  - Veselinović, Aleksandar
AU  - Opsenica, Igor M.
AU  - Djuran, Milos I.
PY  - 2018
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1166
AB  - Mononuclear copper(II) complexes with 2,2':6',2 ''-terpyridine (terpy), [Cu(terpy)(ClO4)(2)(H2O)] (1) and [Cu(terpy())2](CF3SO3)(2)center dot 2H(2)O (2), were synthesized and structurally characterized by UV-Vis and IR spectroscopy, ESI mass spectrometry and single-crystal X-ray diffraction analysis. In vitro study of cytotoxicity of the complexes demonstrated good antiproliferative properties in the case of human non-small cell lung cancer (A549), as well as in lung fibroblast (MRC5) cell line. Copper(II) complexes with terpy showed significant ability to interact with the high molecular weight double stranded DNA, without induction of DNA damage. On the other side, they caused nicking of plasmid DNA without presence of co-oxidant, indicating moderate nucleolytic activity. Circular dichroism spectra confirmed intercalation of the complexes to double-stranded DNA. Molecular docking studies also indicated strong binding affinity of the complexes with DNA revealing that two forms of 1 (1a and 1b with and without coordinated perchlorate ion, respectively) and 2 bind to the major groove of DNA.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine
EP  - 322
SP  - 313
VL  - 139
DO  - 10.1016/j.poly.2017.11.008
ER  - 
@article{
author = "Glišić, Biljana and Nikodinović-Runić, Jasmina and Ilić-Tomić, Tatjana and Wadepohl, Hubert and Veselinović, Aleksandar and Opsenica, Igor M. and Djuran, Milos I.",
year = "2018",
abstract = "Mononuclear copper(II) complexes with 2,2':6',2 ''-terpyridine (terpy), [Cu(terpy)(ClO4)(2)(H2O)] (1) and [Cu(terpy())2](CF3SO3)(2)center dot 2H(2)O (2), were synthesized and structurally characterized by UV-Vis and IR spectroscopy, ESI mass spectrometry and single-crystal X-ray diffraction analysis. In vitro study of cytotoxicity of the complexes demonstrated good antiproliferative properties in the case of human non-small cell lung cancer (A549), as well as in lung fibroblast (MRC5) cell line. Copper(II) complexes with terpy showed significant ability to interact with the high molecular weight double stranded DNA, without induction of DNA damage. On the other side, they caused nicking of plasmid DNA without presence of co-oxidant, indicating moderate nucleolytic activity. Circular dichroism spectra confirmed intercalation of the complexes to double-stranded DNA. Molecular docking studies also indicated strong binding affinity of the complexes with DNA revealing that two forms of 1 (1a and 1b with and without coordinated perchlorate ion, respectively) and 2 bind to the major groove of DNA.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine",
pages = "322-313",
volume = "139",
doi = "10.1016/j.poly.2017.11.008"
}
Glišić, B., Nikodinović-Runić, J., Ilić-Tomić, T., Wadepohl, H., Veselinović, A., Opsenica, I. M.,& Djuran, M. I.. (2018). Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 139, 313-322.
https://doi.org/10.1016/j.poly.2017.11.008
Glišić B, Nikodinović-Runić J, Ilić-Tomić T, Wadepohl H, Veselinović A, Opsenica IM, Djuran MI. Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine. in Polyhedron. 2018;139:313-322.
doi:10.1016/j.poly.2017.11.008 .
Glišić, Biljana, Nikodinović-Runić, Jasmina, Ilić-Tomić, Tatjana, Wadepohl, Hubert, Veselinović, Aleksandar, Opsenica, Igor M., Djuran, Milos I., "Synthesis, cytotoxic activity and DNA-binding properties of copper(II) complexes with terpyridine" in Polyhedron, 139 (2018):313-322,
https://doi.org/10.1016/j.poly.2017.11.008 . .
6
27
10
27

Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth

Savić, Nada D.; Vojnović, Sandra; Glišić, Biljana; Crochet, Aurelien; Pavić, Aleksandar; Janjić, Goran V.; Pekmezović, Marina; Opsenica, Igor M.; Fromm, Katharina M.; Nikodinović-Runić, Jasmina; Djuran, Milos

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2018)

TY  - JOUR
AU  - Savić, Nada D.
AU  - Vojnović, Sandra
AU  - Glišić, Biljana
AU  - Crochet, Aurelien
AU  - Pavić, Aleksandar
AU  - Janjić, Goran V.
AU  - Pekmezović, Marina
AU  - Opsenica, Igor M.
AU  - Fromm, Katharina M.
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos
PY  - 2018
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1098
AB  - Mononuclear silver(I) complexes with 1,7-phenanthroline (1,7-phen), [Ag(NO3-O,O') (1,7-phen-N7)(2)] (1) and [Ag(1,7-phen-N7)(2)]X, X = ClO4- (2), CF3SO3- (3), BF4- (4) and SbF6- (5) were synthesized and structurally characterized by NMR (H-1 and C-13), IR and UV-Vis spectroscopy and ESI mass spectrometry. The crystal structures of 1, 3 and 4 were determined by single-crystal X-ray diffraction analysis. In all these complexes, 1,7-phen coordinates to the Ag(I) ion in a monodentate fashion via the less sterically hindered N7 nitrogen atom. The investigation of the solution stability of 1-5 in DMSO revealed that they are sufficiently stable in this solvent at room temperature. Complexes 1-5 showed selectivity towards Candida spp. in comparison to bacteria, effectively inhibiting the growth of four different Candida species with minimal inhibitory concentrations (MIC) between 1.2 and 11.3 mu M. Based on the lowest MIC values and the lowest cytotoxicity against healthy human fibroblasts with selectivity index of more than 30, the antifungal potential was examined in detail for the complex 1. It had the ability to attenuate C. albicans virulence and to reduce epithelial cell damage in the cell infection model. Induction of reactive oxygen species (ROS) response has been detected in C. albicans, with fungal DNA being one of the possible target biomolecules. The toxicity profile of 1 in the zebrafish model (Danio rerio) revealed improved safety and activity in comparison to that of clinically utilized silver(I) sulfadiazine.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth
EP  - 773
SP  - 760
VL  - 156
DO  - 10.1016/j.ejmech.2018.07.049
ER  - 
@article{
author = "Savić, Nada D. and Vojnović, Sandra and Glišić, Biljana and Crochet, Aurelien and Pavić, Aleksandar and Janjić, Goran V. and Pekmezović, Marina and Opsenica, Igor M. and Fromm, Katharina M. and Nikodinović-Runić, Jasmina and Djuran, Milos",
year = "2018",
abstract = "Mononuclear silver(I) complexes with 1,7-phenanthroline (1,7-phen), [Ag(NO3-O,O') (1,7-phen-N7)(2)] (1) and [Ag(1,7-phen-N7)(2)]X, X = ClO4- (2), CF3SO3- (3), BF4- (4) and SbF6- (5) were synthesized and structurally characterized by NMR (H-1 and C-13), IR and UV-Vis spectroscopy and ESI mass spectrometry. The crystal structures of 1, 3 and 4 were determined by single-crystal X-ray diffraction analysis. In all these complexes, 1,7-phen coordinates to the Ag(I) ion in a monodentate fashion via the less sterically hindered N7 nitrogen atom. The investigation of the solution stability of 1-5 in DMSO revealed that they are sufficiently stable in this solvent at room temperature. Complexes 1-5 showed selectivity towards Candida spp. in comparison to bacteria, effectively inhibiting the growth of four different Candida species with minimal inhibitory concentrations (MIC) between 1.2 and 11.3 mu M. Based on the lowest MIC values and the lowest cytotoxicity against healthy human fibroblasts with selectivity index of more than 30, the antifungal potential was examined in detail for the complex 1. It had the ability to attenuate C. albicans virulence and to reduce epithelial cell damage in the cell infection model. Induction of reactive oxygen species (ROS) response has been detected in C. albicans, with fungal DNA being one of the possible target biomolecules. The toxicity profile of 1 in the zebrafish model (Danio rerio) revealed improved safety and activity in comparison to that of clinically utilized silver(I) sulfadiazine.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth",
pages = "773-760",
volume = "156",
doi = "10.1016/j.ejmech.2018.07.049"
}
Savić, N. D., Vojnović, S., Glišić, B., Crochet, A., Pavić, A., Janjić, G. V., Pekmezović, M., Opsenica, I. M., Fromm, K. M., Nikodinović-Runić, J.,& Djuran, M.. (2018). Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 156, 760-773.
https://doi.org/10.1016/j.ejmech.2018.07.049
Savić ND, Vojnović S, Glišić B, Crochet A, Pavić A, Janjić GV, Pekmezović M, Opsenica IM, Fromm KM, Nikodinović-Runić J, Djuran M. Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth. in European Journal of Medicinal Chemistry. 2018;156:760-773.
doi:10.1016/j.ejmech.2018.07.049 .
Savić, Nada D., Vojnović, Sandra, Glišić, Biljana, Crochet, Aurelien, Pavić, Aleksandar, Janjić, Goran V., Pekmezović, Marina, Opsenica, Igor M., Fromm, Katharina M., Nikodinović-Runić, Jasmina, Djuran, Milos, "Mononuclear silver(I) complexes with 1,7-phenanthroline as potent inhibitors of Candida growth" in European Journal of Medicinal Chemistry, 156 (2018):760-773,
https://doi.org/10.1016/j.ejmech.2018.07.049 . .
6
37
26
36

Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion

Warżajtis, Beata; Glišić, Biljana; Savić, Nada; Pavić, Aleksandar; Vojnović, Sandra; Veselinović, Aleksandar; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Warżajtis, Beata
AU  - Glišić, Biljana
AU  - Savić, Nada
AU  - Pavić, Aleksandar
AU  - Vojnović, Sandra
AU  - Veselinović, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš
PY  - 2017
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1807
AB  - Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion
EP  - 2608
IS  - 8
SP  - 2594
VL  - 46
DO  - 10.1039/c6dt04862e
ER  - 
@article{
author = "Warżajtis, Beata and Glišić, Biljana and Savić, Nada and Pavić, Aleksandar and Vojnović, Sandra and Veselinović, Aleksandar and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš",
year = "2017",
abstract = "Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion",
pages = "2608-2594",
number = "8",
volume = "46",
doi = "10.1039/c6dt04862e"
}
Warżajtis, B., Glišić, B., Savić, N., Pavić, A., Vojnović, S., Veselinović, A., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M.. (2017). Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 46(8), 2594-2608.
https://doi.org/10.1039/c6dt04862e
Warżajtis B, Glišić B, Savić N, Pavić A, Vojnović S, Veselinović A, Nikodinović-Runić J, Rychlewska U, Đuran M. Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions. 2017;46(8):2594-2608.
doi:10.1039/c6dt04862e .
Warżajtis, Beata, Glišić, Biljana, Savić, Nada, Pavić, Aleksandar, Vojnović, Sandra, Veselinović, Aleksandar, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš, "Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion" in Dalton Transactions, 46, no. 8 (2017):2594-2608,
https://doi.org/10.1039/c6dt04862e . .
1
22
14
22

Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib

Pavić, Aleksandar; Glišić, Biljana; Vojnović, Sandra; Warzajtis, Beata; Savić, Nada D.; Antić, Marija; Radenković, Slavko; Janjić, Goran V.; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Djuran, Milos I.

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Pavić, Aleksandar
AU  - Glišić, Biljana
AU  - Vojnović, Sandra
AU  - Warzajtis, Beata
AU  - Savić, Nada D.
AU  - Antić, Marija
AU  - Radenković, Slavko
AU  - Janjić, Goran V.
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Djuran, Milos I.
PY  - 2017
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1756
AB  - Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib
EP  - 168
SP  - 156
VL  - 174
DO  - 10.1016/j.jinorgbio.2017.06.009
ER  - 
@article{
author = "Pavić, Aleksandar and Glišić, Biljana and Vojnović, Sandra and Warzajtis, Beata and Savić, Nada D. and Antić, Marija and Radenković, Slavko and Janjić, Goran V. and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Djuran, Milos I.",
year = "2017",
abstract = "Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib",
pages = "168-156",
volume = "174",
doi = "10.1016/j.jinorgbio.2017.06.009"
}
Pavić, A., Glišić, B., Vojnović, S., Warzajtis, B., Savić, N. D., Antić, M., Radenković, S., Janjić, G. V., Nikodinović-Runić, J., Rychlewska, U.,& Djuran, M. I.. (2017). Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 174, 156-168.
https://doi.org/10.1016/j.jinorgbio.2017.06.009
Pavić A, Glišić B, Vojnović S, Warzajtis B, Savić ND, Antić M, Radenković S, Janjić GV, Nikodinović-Runić J, Rychlewska U, Djuran MI. Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry. 2017;174:156-168.
doi:10.1016/j.jinorgbio.2017.06.009 .
Pavić, Aleksandar, Glišić, Biljana, Vojnović, Sandra, Warzajtis, Beata, Savić, Nada D., Antić, Marija, Radenković, Slavko, Janjić, Goran V., Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Djuran, Milos I., "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib" in Journal of Inorganic Biochemistry, 174 (2017):156-168,
https://doi.org/10.1016/j.jinorgbio.2017.06.009 . .
22
20
24

Copper(II) complexes with different diamines as inhibitors of bacterial quorum sensing activity

Stanojević, Ivana M.; Aleksić, Ivana; Drasković, Nenad S.; Glišić, Biljana; Vojnović, Sandra; Nikodinović-Runić, Jasmina

(Srpsko hemijsko društvo, Beograd, 2017)

TY  - JOUR
AU  - Stanojević, Ivana M.
AU  - Aleksić, Ivana
AU  - Drasković, Nenad S.
AU  - Glišić, Biljana
AU  - Vojnović, Sandra
AU  - Nikodinović-Runić, Jasmina
PY  - 2017
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1021
AB  - Three copper(II) complexes, trans-[Cu(1,3-pd)(2)Cl-2]center dot H2O (Cu1; 1,3-pd is 1,3-propanediamine), trans-[Cu(2,2-diMe-1,3-pd)(2)Cl-2] (Cu2; 2,2-diMe-1,3-pd is 2,2-dimethyl-1,3-propanediamine) and trans-[Cu(1,3-pnd)(2)Cl-2]center dot H2O (Cu3; 1,3-pnd is (+/-)-1,3-pentanediamine), were synthesized and structurally characterized by elemental microanalyses, IR, electronic absorption and reflectance spectroscopy and molar conductivity measurements. The antimicrobial efficiency of the complexes against four clinically relevant microorganisms and their antiproliferative effect on the normal human lung fibroblast cell line MRC-5 were evaluated. Since in many bacteria, pathogenicity is regulated by an intercellular communication process called quorum sensing (QS), the effect of the copper(II) complexes Cu1-3 on bacterial QS was examined. The obtained results showed that these complexes inhibited violacein production in Chromobacterium violaceum CV026, indicating their anti-QS activity via the homoserine lactone (HSL) pathway. Two biosensor strains were used to determine which pathway, C4-HSL (N-butanoylhomoserine lactone) or 3OC12-HSL (N-(3-oxododecanoyl) homoserine lactone), was affected by the copper(II) complexes. The biological activities of the copper(II) complexes were compared with those for the nickel(II) complexes of the general formula trans-[Ni(L)(2)(H2O)(2)]Cl-2 (L = 1,3-pd, 2,2-diMe-1,3-pd and 1,3-pnd).
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Copper(II) complexes with different diamines as inhibitors of bacterial quorum sensing activity
EP  - 1367
IS  - 12
SP  - 1357
VL  - 82
DO  - 10.2298/JSC170706087S
ER  - 
@article{
author = "Stanojević, Ivana M. and Aleksić, Ivana and Drasković, Nenad S. and Glišić, Biljana and Vojnović, Sandra and Nikodinović-Runić, Jasmina",
year = "2017",
abstract = "Three copper(II) complexes, trans-[Cu(1,3-pd)(2)Cl-2]center dot H2O (Cu1; 1,3-pd is 1,3-propanediamine), trans-[Cu(2,2-diMe-1,3-pd)(2)Cl-2] (Cu2; 2,2-diMe-1,3-pd is 2,2-dimethyl-1,3-propanediamine) and trans-[Cu(1,3-pnd)(2)Cl-2]center dot H2O (Cu3; 1,3-pnd is (+/-)-1,3-pentanediamine), were synthesized and structurally characterized by elemental microanalyses, IR, electronic absorption and reflectance spectroscopy and molar conductivity measurements. The antimicrobial efficiency of the complexes against four clinically relevant microorganisms and their antiproliferative effect on the normal human lung fibroblast cell line MRC-5 were evaluated. Since in many bacteria, pathogenicity is regulated by an intercellular communication process called quorum sensing (QS), the effect of the copper(II) complexes Cu1-3 on bacterial QS was examined. The obtained results showed that these complexes inhibited violacein production in Chromobacterium violaceum CV026, indicating their anti-QS activity via the homoserine lactone (HSL) pathway. Two biosensor strains were used to determine which pathway, C4-HSL (N-butanoylhomoserine lactone) or 3OC12-HSL (N-(3-oxododecanoyl) homoserine lactone), was affected by the copper(II) complexes. The biological activities of the copper(II) complexes were compared with those for the nickel(II) complexes of the general formula trans-[Ni(L)(2)(H2O)(2)]Cl-2 (L = 1,3-pd, 2,2-diMe-1,3-pd and 1,3-pnd).",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Copper(II) complexes with different diamines as inhibitors of bacterial quorum sensing activity",
pages = "1367-1357",
number = "12",
volume = "82",
doi = "10.2298/JSC170706087S"
}
Stanojević, I. M., Aleksić, I., Drasković, N. S., Glišić, B., Vojnović, S.,& Nikodinović-Runić, J.. (2017). Copper(II) complexes with different diamines as inhibitors of bacterial quorum sensing activity. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 82(12), 1357-1367.
https://doi.org/10.2298/JSC170706087S
Stanojević IM, Aleksić I, Drasković NS, Glišić B, Vojnović S, Nikodinović-Runić J. Copper(II) complexes with different diamines as inhibitors of bacterial quorum sensing activity. in Journal of the Serbian Chemical Society. 2017;82(12):1357-1367.
doi:10.2298/JSC170706087S .
Stanojević, Ivana M., Aleksić, Ivana, Drasković, Nenad S., Glišić, Biljana, Vojnović, Sandra, Nikodinović-Runić, Jasmina, "Copper(II) complexes with different diamines as inhibitors of bacterial quorum sensing activity" in Journal of the Serbian Chemical Society, 82, no. 12 (2017):1357-1367,
https://doi.org/10.2298/JSC170706087S . .
6
2
1
3

Supplementary data for article: Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e

Warżajtis, Beata; Glišić, Biljana; Savić, Nada; Pavić, Aleksandar; Vojnović, Sandra; Veselinović, Aleksandar; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš

(Royal Soc Chemistry, Cambridge, 2017)

TY  - DATA
AU  - Warżajtis, Beata
AU  - Glišić, Biljana
AU  - Savić, Nada
AU  - Pavić, Aleksandar
AU  - Vojnović, Sandra
AU  - Veselinović, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš
PY  - 2017
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1808
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e
UR  - https://hdl.handle.net/21.15107/rcub_imagine_1808
ER  - 
@misc{
author = "Warżajtis, Beata and Glišić, Biljana and Savić, Nada and Pavić, Aleksandar and Vojnović, Sandra and Veselinović, Aleksandar and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš",
year = "2017",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e",
url = "https://hdl.handle.net/21.15107/rcub_imagine_1808"
}
Warżajtis, B., Glišić, B., Savić, N., Pavić, A., Vojnović, S., Veselinović, A., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M.. (2017). Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e. in Dalton Transactions
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_imagine_1808
Warżajtis B, Glišić B, Savić N, Pavić A, Vojnović S, Veselinović A, Nikodinović-Runić J, Rychlewska U, Đuran M. Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e. in Dalton Transactions. 2017;.
https://hdl.handle.net/21.15107/rcub_imagine_1808 .
Warżajtis, Beata, Glišić, Biljana, Savić, Nada, Pavić, Aleksandar, Vojnović, Sandra, Veselinović, Aleksandar, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš, "Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e" in Dalton Transactions (2017),
https://hdl.handle.net/21.15107/rcub_imagine_1808 .

In vitro antimicrobial activity and cytotoxicity of nickel(II) complexes with different diamine ligands

Drasković, Nenad S.; Glišić, Biljana; Vojnović, Sandra; Nikodinović-Runić, Jasmina; Djuran, Milos I.

(Srpsko hemijsko društvo, Beograd, 2017)

TY  - JOUR
AU  - Drasković, Nenad S.
AU  - Glišić, Biljana
AU  - Vojnović, Sandra
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos I.
PY  - 2017
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1087
AB  - Three diamines, 1,3-propanediamine (1,3-pd), 2,2-dimethyl-1,3-propanediamine (2,2-diMe-1,3-pd) and (+/-)-1,3-pentanediamine (1,3-pnd), were used for the synthesis of nickel(II) complexes 1-3, respectively, of the general formula [Ni(L)(2)(H2O)(2)]Cl-2. The stoichiometries of the complexes were confirmed by elemental microanalysis, and their structures were elucidated by spectroscopic (UV-Vis and IR) and molar conductivity measurements. The complexes 1-3, along with NiCl2 center dot 6H(2)O and the diamine ligands, were evaluated against a panel of microbial strains that are associated with skin, wound, urinary tract and nosocomial infections. The obtained results revealed no significant activity of 1-3 against the investigated bacterial strains. On the other hand, they showed good antifungal activity against pathogenic Candida strains, with minimum inhibitory concentration (MIC) values in the range from 15.6 to 62.5 mu g mL(-1). The best anti-Candida activity was observed for complex 2 against C. parapsilosis, while the least susceptible to the effect of the complexes was C. krusei. The antiproliferative effect on normal human lung fibro-blast cell line MRC-5 was also evaluated in order to determine the therapeutic potential of nickel(II) complexes 1-3. These complexes showed lower negative effects on the viability of the MRC-5 cell line than the clinically used nystatin and comparable selectivity indexes to that of this antifungal drug.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - In vitro antimicrobial activity and cytotoxicity of nickel(II) complexes with different diamine ligands
EP  - 398
IS  - 4
SP  - 389
VL  - 82
DO  - 10.2298/JSC170113026D
ER  - 
@article{
author = "Drasković, Nenad S. and Glišić, Biljana and Vojnović, Sandra and Nikodinović-Runić, Jasmina and Djuran, Milos I.",
year = "2017",
abstract = "Three diamines, 1,3-propanediamine (1,3-pd), 2,2-dimethyl-1,3-propanediamine (2,2-diMe-1,3-pd) and (+/-)-1,3-pentanediamine (1,3-pnd), were used for the synthesis of nickel(II) complexes 1-3, respectively, of the general formula [Ni(L)(2)(H2O)(2)]Cl-2. The stoichiometries of the complexes were confirmed by elemental microanalysis, and their structures were elucidated by spectroscopic (UV-Vis and IR) and molar conductivity measurements. The complexes 1-3, along with NiCl2 center dot 6H(2)O and the diamine ligands, were evaluated against a panel of microbial strains that are associated with skin, wound, urinary tract and nosocomial infections. The obtained results revealed no significant activity of 1-3 against the investigated bacterial strains. On the other hand, they showed good antifungal activity against pathogenic Candida strains, with minimum inhibitory concentration (MIC) values in the range from 15.6 to 62.5 mu g mL(-1). The best anti-Candida activity was observed for complex 2 against C. parapsilosis, while the least susceptible to the effect of the complexes was C. krusei. The antiproliferative effect on normal human lung fibro-blast cell line MRC-5 was also evaluated in order to determine the therapeutic potential of nickel(II) complexes 1-3. These complexes showed lower negative effects on the viability of the MRC-5 cell line than the clinically used nystatin and comparable selectivity indexes to that of this antifungal drug.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "In vitro antimicrobial activity and cytotoxicity of nickel(II) complexes with different diamine ligands",
pages = "398-389",
number = "4",
volume = "82",
doi = "10.2298/JSC170113026D"
}
Drasković, N. S., Glišić, B., Vojnović, S., Nikodinović-Runić, J.,& Djuran, M. I.. (2017). In vitro antimicrobial activity and cytotoxicity of nickel(II) complexes with different diamine ligands. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 82(4), 389-398.
https://doi.org/10.2298/JSC170113026D
Drasković NS, Glišić B, Vojnović S, Nikodinović-Runić J, Djuran MI. In vitro antimicrobial activity and cytotoxicity of nickel(II) complexes with different diamine ligands. in Journal of the Serbian Chemical Society. 2017;82(4):389-398.
doi:10.2298/JSC170113026D .
Drasković, Nenad S., Glišić, Biljana, Vojnović, Sandra, Nikodinović-Runić, Jasmina, Djuran, Milos I., "In vitro antimicrobial activity and cytotoxicity of nickel(II) complexes with different diamine ligands" in Journal of the Serbian Chemical Society, 82, no. 4 (2017):389-398,
https://doi.org/10.2298/JSC170113026D . .
1
2
2

Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib

Pavić, Aleksandar; Glišić, Biljana; Vojnović, Sandra; Warzajtis, Beata; Savić, Nada D.; Antić, Marija; Radenković, Slavko; Janjić, Goran V.; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Djuran, Milos I.

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Pavić, Aleksandar
AU  - Glišić, Biljana
AU  - Vojnović, Sandra
AU  - Warzajtis, Beata
AU  - Savić, Nada D.
AU  - Antić, Marija
AU  - Radenković, Slavko
AU  - Janjić, Goran V.
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Djuran, Milos I.
PY  - 2017
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1011
AB  - Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib
EP  - 168
SP  - 156
VL  - 174
DO  - 10.1016/j.jinorgbio.2017.06.009
ER  - 
@article{
author = "Pavić, Aleksandar and Glišić, Biljana and Vojnović, Sandra and Warzajtis, Beata and Savić, Nada D. and Antić, Marija and Radenković, Slavko and Janjić, Goran V. and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Djuran, Milos I.",
year = "2017",
abstract = "Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib",
pages = "168-156",
volume = "174",
doi = "10.1016/j.jinorgbio.2017.06.009"
}
Pavić, A., Glišić, B., Vojnović, S., Warzajtis, B., Savić, N. D., Antić, M., Radenković, S., Janjić, G. V., Nikodinović-Runić, J., Rychlewska, U.,& Djuran, M. I.. (2017). Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 174, 156-168.
https://doi.org/10.1016/j.jinorgbio.2017.06.009
Pavić A, Glišić B, Vojnović S, Warzajtis B, Savić ND, Antić M, Radenković S, Janjić GV, Nikodinović-Runić J, Rychlewska U, Djuran MI. Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry. 2017;174:156-168.
doi:10.1016/j.jinorgbio.2017.06.009 .
Pavić, Aleksandar, Glišić, Biljana, Vojnović, Sandra, Warzajtis, Beata, Savić, Nada D., Antić, Marija, Radenković, Slavko, Janjić, Goran V., Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Djuran, Milos I., "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib" in Journal of Inorganic Biochemistry, 174 (2017):156-168,
https://doi.org/10.1016/j.jinorgbio.2017.06.009 . .
22
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24

Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion

Warzajtis, Beata; Glišić, Biljana; Savić, Nada D.; Pavić, Aleksandar; Vojnović, Sandra; Veselinović, Aleksandar; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Djuran, Milos I.

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Warzajtis, Beata
AU  - Glišić, Biljana
AU  - Savić, Nada D.
AU  - Pavić, Aleksandar
AU  - Vojnović, Sandra
AU  - Veselinović, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Djuran, Milos I.
PY  - 2017
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1050
AB  - Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion
EP  - 2608
IS  - 8
SP  - 2594
VL  - 46
DO  - 10.1039/c6dt04862e
ER  - 
@article{
author = "Warzajtis, Beata and Glišić, Biljana and Savić, Nada D. and Pavić, Aleksandar and Vojnović, Sandra and Veselinović, Aleksandar and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Djuran, Milos I.",
year = "2017",
abstract = "Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion",
pages = "2608-2594",
number = "8",
volume = "46",
doi = "10.1039/c6dt04862e"
}
Warzajtis, B., Glišić, B., Savić, N. D., Pavić, A., Vojnović, S., Veselinović, A., Nikodinović-Runić, J., Rychlewska, U.,& Djuran, M. I.. (2017). Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 46(8), 2594-2608.
https://doi.org/10.1039/c6dt04862e
Warzajtis B, Glišić B, Savić ND, Pavić A, Vojnović S, Veselinović A, Nikodinović-Runić J, Rychlewska U, Djuran MI. Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions. 2017;46(8):2594-2608.
doi:10.1039/c6dt04862e .
Warzajtis, Beata, Glišić, Biljana, Savić, Nada D., Pavić, Aleksandar, Vojnović, Sandra, Veselinović, Aleksandar, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Djuran, Milos I., "Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion" in Dalton Transactions, 46, no. 8 (2017):2594-2608,
https://doi.org/10.1039/c6dt04862e . .
1
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22

Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains

Glišić, Biljana; Šenerović, Lidija; Comba, Peter; Wadepohl, Hubert; Veselinović, Aleksandar; Milivojević, Dušan; Djuran, Milos I.; Nikodinović-Runić, Jasmina

(Elsevier Science Inc, New York, 2016)

TY  - JOUR
AU  - Glišić, Biljana
AU  - Šenerović, Lidija
AU  - Comba, Peter
AU  - Wadepohl, Hubert
AU  - Veselinović, Aleksandar
AU  - Milivojević, Dušan
AU  - Djuran, Milos I.
AU  - Nikodinović-Runić, Jasmina
PY  - 2016
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/976
AB  - Five silver(I) complexes with aromatic nitrogen-containing heterocycles, phthalazine (phtz) and quinazoline (qz), were synthesized, characterized and analyzed by single-crystal X-ray diffraction analysis. Although different AgX salts reacted with phtz, only dinuclear silver(I) complexes of the general formula {[Ag(X-O)(phtz-N)](2)(mu-phtz-N,N')(2)} were formed, X = NO3- (1), CF3SO3- (2) and ClO4- (3). However, reactions of qz with an equimolar amount of AgCF3SO3 and AgBF4 resulted in the formation of polynuclear complexes, {[Ag(CF3SO3-O)(qz-N)](2)}(n) (4) and {[Ag(qz-N)][BF4]}(n) (5). Complexes 1-5 were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. The obtained results indicate that all tested silver(I) complexes have good antibacterial activity with MIC (minimum inhibitory concentration) values in the range from 2.9 to 48.0 mu M against the investigated strains. Among the investigated strains, these complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.9-29 mu M) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. On the other hand, their activity against the fungus Candida albicans was moderate. In order to determine the therapeutic potential of silver(I) complexes 1-5, their antiproliferative effect on the human lung fibroblastic cell line MRC5, has been also evaluated. The binding of complexes 1-5 to the genomic DNA of P. aeruginosa was demonstrated by gel electrophoresis techniques and well supported by molecular docking into the DNA minor groove. All investigated complexes showed an improved cytotoxicity profile in comparison to the clinically used AgNO3.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains
EP  - 128
SP  - 115
VL  - 155
DO  - 10.1016/j.jinorgbio.2015.11.026
ER  - 
@article{
author = "Glišić, Biljana and Šenerović, Lidija and Comba, Peter and Wadepohl, Hubert and Veselinović, Aleksandar and Milivojević, Dušan and Djuran, Milos I. and Nikodinović-Runić, Jasmina",
year = "2016",
abstract = "Five silver(I) complexes with aromatic nitrogen-containing heterocycles, phthalazine (phtz) and quinazoline (qz), were synthesized, characterized and analyzed by single-crystal X-ray diffraction analysis. Although different AgX salts reacted with phtz, only dinuclear silver(I) complexes of the general formula {[Ag(X-O)(phtz-N)](2)(mu-phtz-N,N')(2)} were formed, X = NO3- (1), CF3SO3- (2) and ClO4- (3). However, reactions of qz with an equimolar amount of AgCF3SO3 and AgBF4 resulted in the formation of polynuclear complexes, {[Ag(CF3SO3-O)(qz-N)](2)}(n) (4) and {[Ag(qz-N)][BF4]}(n) (5). Complexes 1-5 were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. The obtained results indicate that all tested silver(I) complexes have good antibacterial activity with MIC (minimum inhibitory concentration) values in the range from 2.9 to 48.0 mu M against the investigated strains. Among the investigated strains, these complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.9-29 mu M) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. On the other hand, their activity against the fungus Candida albicans was moderate. In order to determine the therapeutic potential of silver(I) complexes 1-5, their antiproliferative effect on the human lung fibroblastic cell line MRC5, has been also evaluated. The binding of complexes 1-5 to the genomic DNA of P. aeruginosa was demonstrated by gel electrophoresis techniques and well supported by molecular docking into the DNA minor groove. All investigated complexes showed an improved cytotoxicity profile in comparison to the clinically used AgNO3.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains",
pages = "128-115",
volume = "155",
doi = "10.1016/j.jinorgbio.2015.11.026"
}
Glišić, B., Šenerović, L., Comba, P., Wadepohl, H., Veselinović, A., Milivojević, D., Djuran, M. I.,& Nikodinović-Runić, J.. (2016). Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 155, 115-128.
https://doi.org/10.1016/j.jinorgbio.2015.11.026
Glišić B, Šenerović L, Comba P, Wadepohl H, Veselinović A, Milivojević D, Djuran MI, Nikodinović-Runić J. Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains. in Journal of Inorganic Biochemistry. 2016;155:115-128.
doi:10.1016/j.jinorgbio.2015.11.026 .
Glišić, Biljana, Šenerović, Lidija, Comba, Peter, Wadepohl, Hubert, Veselinović, Aleksandar, Milivojević, Dušan, Djuran, Milos I., Nikodinović-Runić, Jasmina, "Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains" in Journal of Inorganic Biochemistry, 155 (2016):115-128,
https://doi.org/10.1016/j.jinorgbio.2015.11.026 . .
9
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44
57

Copper(II) complexes with aromatic nitrogen-containing heterocycles as effective inhibitors of quorum sensing activity in Pseudomonas aeruginosa

Glišić, Biljana; Aleksić, Ivana; Comba, Peter; Wadepohl, Hubert; Ilić-Tomić, Tatjana; Nikodinović-Runić, Jasmina; Djuran, Milos I.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Glišić, Biljana
AU  - Aleksić, Ivana
AU  - Comba, Peter
AU  - Wadepohl, Hubert
AU  - Ilić-Tomić, Tatjana
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos I.
PY  - 2016
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/930
AB  - Five copper(II) complexes 1-5 with aromatic nitrogen-containing heterocycles, pyrimidine (pm, 1), pyrazine (pz, 2), quinazoline (qz, 3 and 4) and phthalazine (phtz, 5) have been synthesized and structurally characterized by spectroscopic and single-crystal X-ray diffraction techniques. The crystallographic results show that, dependent on the ligand structure, complexes 1-5 are of different nuclearity. The antimicrobial efficiency of complexes 1-5 has been evaluated against three clinically relevant microorganisms and none of the complexes showed significant growth inhibiting activity, with values of minimum inhibitory concentrations (MIC) in the mM range. Since in many bacteria, pathogenicity and virulence are regulated by intercellular communication processes, quorum sensing (QS), the effect of the copper(II) complexes on bacterial QS has also been examined. The results indicate that the investigated complexes inhibit violacein production in Chromobacterium violaceum CV026, suggesting an anti-QS activity. In order to differentiate, which of the QS pathways was affected by the copper(II) complexes, three biosensor strains were used: the PAO1 Delta rhlIpKD-rhlA and the PA14-R3 Delta lasIPrsaI lux strain to directly measure the levels of C4-HSL (N-butanoyl-homoserine lactone) and 3OC12-HSL (N-3-oxo-dodecanoyl- homoserine lactone), respectively, and PAO1 Delta pqsA mini-CTX luxPpqsA for the detection of AHQs (2-alkyl-4-quinolones). Complexes 1-5 were shown to be efficient inhibitors of biofilm formation of the human opportunistic pathogen Pseudomonas aeruginosa PAO1, with the qz-containing complex 3 being the most active. Finally, the most anti-QS-active complexes 1 and 3 showed synergistic activity against a multi-drug resistant clinical isolate of P. aeruginosa, when supplied in combination with the known antibiotics piperacillin and ceftazidime.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Copper(II) complexes with aromatic nitrogen-containing heterocycles as effective inhibitors of quorum sensing activity in Pseudomonas aeruginosa
EP  - 86709
IS  - 89
SP  - 86695
VL  - 6
DO  - 10.1039/c6ra19902j
ER  - 
@article{
author = "Glišić, Biljana and Aleksić, Ivana and Comba, Peter and Wadepohl, Hubert and Ilić-Tomić, Tatjana and Nikodinović-Runić, Jasmina and Djuran, Milos I.",
year = "2016",
abstract = "Five copper(II) complexes 1-5 with aromatic nitrogen-containing heterocycles, pyrimidine (pm, 1), pyrazine (pz, 2), quinazoline (qz, 3 and 4) and phthalazine (phtz, 5) have been synthesized and structurally characterized by spectroscopic and single-crystal X-ray diffraction techniques. The crystallographic results show that, dependent on the ligand structure, complexes 1-5 are of different nuclearity. The antimicrobial efficiency of complexes 1-5 has been evaluated against three clinically relevant microorganisms and none of the complexes showed significant growth inhibiting activity, with values of minimum inhibitory concentrations (MIC) in the mM range. Since in many bacteria, pathogenicity and virulence are regulated by intercellular communication processes, quorum sensing (QS), the effect of the copper(II) complexes on bacterial QS has also been examined. The results indicate that the investigated complexes inhibit violacein production in Chromobacterium violaceum CV026, suggesting an anti-QS activity. In order to differentiate, which of the QS pathways was affected by the copper(II) complexes, three biosensor strains were used: the PAO1 Delta rhlIpKD-rhlA and the PA14-R3 Delta lasIPrsaI lux strain to directly measure the levels of C4-HSL (N-butanoyl-homoserine lactone) and 3OC12-HSL (N-3-oxo-dodecanoyl- homoserine lactone), respectively, and PAO1 Delta pqsA mini-CTX luxPpqsA for the detection of AHQs (2-alkyl-4-quinolones). Complexes 1-5 were shown to be efficient inhibitors of biofilm formation of the human opportunistic pathogen Pseudomonas aeruginosa PAO1, with the qz-containing complex 3 being the most active. Finally, the most anti-QS-active complexes 1 and 3 showed synergistic activity against a multi-drug resistant clinical isolate of P. aeruginosa, when supplied in combination with the known antibiotics piperacillin and ceftazidime.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Copper(II) complexes with aromatic nitrogen-containing heterocycles as effective inhibitors of quorum sensing activity in Pseudomonas aeruginosa",
pages = "86709-86695",
number = "89",
volume = "6",
doi = "10.1039/c6ra19902j"
}
Glišić, B., Aleksić, I., Comba, P., Wadepohl, H., Ilić-Tomić, T., Nikodinović-Runić, J.,& Djuran, M. I.. (2016). Copper(II) complexes with aromatic nitrogen-containing heterocycles as effective inhibitors of quorum sensing activity in Pseudomonas aeruginosa. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(89), 86695-86709.
https://doi.org/10.1039/c6ra19902j
Glišić B, Aleksić I, Comba P, Wadepohl H, Ilić-Tomić T, Nikodinović-Runić J, Djuran MI. Copper(II) complexes with aromatic nitrogen-containing heterocycles as effective inhibitors of quorum sensing activity in Pseudomonas aeruginosa. in RSC Advances. 2016;6(89):86695-86709.
doi:10.1039/c6ra19902j .
Glišić, Biljana, Aleksić, Ivana, Comba, Peter, Wadepohl, Hubert, Ilić-Tomić, Tatjana, Nikodinović-Runić, Jasmina, Djuran, Milos I., "Copper(II) complexes with aromatic nitrogen-containing heterocycles as effective inhibitors of quorum sensing activity in Pseudomonas aeruginosa" in RSC Advances, 6, no. 89 (2016):86695-86709,
https://doi.org/10.1039/c6ra19902j . .
8
28
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30

Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity

Glišić, Biljana; Savić, Nada D.; Warzajtis, Beata; Đokić, Lidija; Ilić-Tomić, Tatjana; Antić, Marija; Radenković, Slavko; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Djuran, Milos I.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Glišić, Biljana
AU  - Savić, Nada D.
AU  - Warzajtis, Beata
AU  - Đokić, Lidija
AU  - Ilić-Tomić, Tatjana
AU  - Antić, Marija
AU  - Radenković, Slavko
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Djuran, Milos I.
PY  - 2016
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/913
AB  - Dinuclear gold(III) complexes {[AuCl3](2)(mu-4,4'-bipy)} (1) and {[AuCl3](2)(mu-bpe)} (2) with bridging aromatic nitrogen-containing heterocyclic ligands, 4,4'-bipyridine (4,4'-bipy) and 1,2-bis(4-pyridyl)ethane (bpe), were synthesized and characterized by NMR (H-1 and C-13), UV-vis and IR spectroscopic techniques. The crystal structure of 1 was determined by single-crystal X-ray diffraction analysis, while the DFT M06-2X method was applied in order to optimize the structures of 1 and 2. A detailed mechanistic study was performed using the same DFT approach in order to shed light on the disparate coordination modes of the presently investigated N-heterocyclic ligands and the monocyclic pyrazine, which contains two nitrogen atoms within one ring, toward the AuCl3 fragment. The investigation of the solution stability of 1 and 2 in DMSO revealed that both complexes were sufficiently stable in this solvent at room temperature. Complexes 1 and 2, along with K[AuCl4] and the N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of Gram-positive and Gram-negative bacteria and the fungus Candida albicans. In most cases, complexes 1 and 2 have higher antibacterial activity than K[AuCl4] (MICs for 1 and 2 were in the range 3.9-62.5 mu g mL(-1)), while both of the N-heterocycles did not affect the bacterial growth at concentrations up to 500 mu g mL(-1). On the other hand, the antifungal activity of these two complexes against C. albicans was moderate and lower than that of K[AuCl4]. In order to determine the therapeutic potential of 1 and 2, their antiproliferative effect on the normal human lung fibroblast cell line MRC5 and embryotoxicity on zebrafish (Danio rerio) have also been evaluated. To the best of our knowledge, complexes 1 and 2 are the first examples of dinuclear gold(III) complexes with aromatic six-membered heterocycles containing two nitrogen atoms as bridging ligands.
PB  - Royal Soc Chemistry, Cambridge
T2  - Medchemcomm
T1  - Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity
EP  - 1366
IS  - 7
SP  - 1356
VL  - 7
DO  - 10.1039/c6md00214e
ER  - 
@article{
author = "Glišić, Biljana and Savić, Nada D. and Warzajtis, Beata and Đokić, Lidija and Ilić-Tomić, Tatjana and Antić, Marija and Radenković, Slavko and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Djuran, Milos I.",
year = "2016",
abstract = "Dinuclear gold(III) complexes {[AuCl3](2)(mu-4,4'-bipy)} (1) and {[AuCl3](2)(mu-bpe)} (2) with bridging aromatic nitrogen-containing heterocyclic ligands, 4,4'-bipyridine (4,4'-bipy) and 1,2-bis(4-pyridyl)ethane (bpe), were synthesized and characterized by NMR (H-1 and C-13), UV-vis and IR spectroscopic techniques. The crystal structure of 1 was determined by single-crystal X-ray diffraction analysis, while the DFT M06-2X method was applied in order to optimize the structures of 1 and 2. A detailed mechanistic study was performed using the same DFT approach in order to shed light on the disparate coordination modes of the presently investigated N-heterocyclic ligands and the monocyclic pyrazine, which contains two nitrogen atoms within one ring, toward the AuCl3 fragment. The investigation of the solution stability of 1 and 2 in DMSO revealed that both complexes were sufficiently stable in this solvent at room temperature. Complexes 1 and 2, along with K[AuCl4] and the N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of Gram-positive and Gram-negative bacteria and the fungus Candida albicans. In most cases, complexes 1 and 2 have higher antibacterial activity than K[AuCl4] (MICs for 1 and 2 were in the range 3.9-62.5 mu g mL(-1)), while both of the N-heterocycles did not affect the bacterial growth at concentrations up to 500 mu g mL(-1). On the other hand, the antifungal activity of these two complexes against C. albicans was moderate and lower than that of K[AuCl4]. In order to determine the therapeutic potential of 1 and 2, their antiproliferative effect on the normal human lung fibroblast cell line MRC5 and embryotoxicity on zebrafish (Danio rerio) have also been evaluated. To the best of our knowledge, complexes 1 and 2 are the first examples of dinuclear gold(III) complexes with aromatic six-membered heterocycles containing two nitrogen atoms as bridging ligands.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Medchemcomm",
title = "Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity",
pages = "1366-1356",
number = "7",
volume = "7",
doi = "10.1039/c6md00214e"
}
Glišić, B., Savić, N. D., Warzajtis, B., Đokić, L., Ilić-Tomić, T., Antić, M., Radenković, S., Nikodinović-Runić, J., Rychlewska, U.,& Djuran, M. I.. (2016). Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity. in Medchemcomm
Royal Soc Chemistry, Cambridge., 7(7), 1356-1366.
https://doi.org/10.1039/c6md00214e
Glišić B, Savić ND, Warzajtis B, Đokić L, Ilić-Tomić T, Antić M, Radenković S, Nikodinović-Runić J, Rychlewska U, Djuran MI. Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity. in Medchemcomm. 2016;7(7):1356-1366.
doi:10.1039/c6md00214e .
Glišić, Biljana, Savić, Nada D., Warzajtis, Beata, Đokić, Lidija, Ilić-Tomić, Tatjana, Antić, Marija, Radenković, Slavko, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Djuran, Milos I., "Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity" in Medchemcomm, 7, no. 7 (2016):1356-1366,
https://doi.org/10.1039/c6md00214e . .
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A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture

Savić, Nada D.; Milivojević, Dušan; Glišić, Biljana; Ilić-Tomić, Tatjana; Veselinović, Jovana; Pavić, Aleksandar; Vasiljević, Branka; Nikodinović-Runić, Jasmina; Djuran, Milos I.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Savić, Nada D.
AU  - Milivojević, Dušan
AU  - Glišić, Biljana
AU  - Ilić-Tomić, Tatjana
AU  - Veselinović, Jovana
AU  - Pavić, Aleksandar
AU  - Vasiljević, Branka
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos I.
PY  - 2016
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/978
AB  - Five aromatic nitrogen-containing heterocycles, pyridazine (pydz, 1), pyrimidine (pm, 2), pyrazine (pz, 3), quinoxaline (qx, 4) and phenazine (phz, 5) have been used for the synthesis of gold(III) and silver(I) complexes. In contrast to the mononuclear Au1-5 complexes all having square-planar geometry, the corresponding Ag1-5 complexes have been found to be polynuclear and of different geometries. Complexes Au1-5 and Ag1-5, along with K[AuCl4], AgNO3 and N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. All tested complexes exhibited excellent to good antibacterial activity with minimal inhibitory (MIC) values in the range of 2.5 to 100 mu g mL(-1) against the investigated strains. The complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.5-30 mu g mL(-1)) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. Moreover, the Au1-4 and Ag1-5 complexes exhibited pronounced ability to competitively intercalate double stranded genomic DNA of P. aeruginosa, which was demonstrated by gel electrophoresis techniques and supported by molecular docking into the DNA major groove. Antiproliferative effect on the normal human lung fibroblast cell line MRC5 has also been evaluated in order to determine therapeutic potential of Au1-5 and Ag1-5 complexes. Since the investigated gold(III) complexes showed much lower negative effects on the viability of the MRC5 cell line than their silver(I) analogues and slightly lower antimicrobial activity against the investigated strains, the combination approach to improve their pharmacological profiles was applied. Synergistic antimicrobial effect and the selectivity index of 10 were achieved for the selected gold(III)/silver(I) complexes mixtures, as well as higher P. aeruginosa PAO1 biofilm disruption activity, and improved toxicity profile towards zebrafish embryos, in comparison to the single complexes. To the best of our knowledge, this is the first report on synergistic activity of gold(III)/silver(I) complexes mixtures and it could have an impact on development of new combination therapy methods for the treatment of multi-resistant bacterial infections.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture
EP  - 13206
IS  - 16
SP  - 13193
VL  - 6
DO  - 10.1039/c5ra26002g
ER  - 
@article{
author = "Savić, Nada D. and Milivojević, Dušan and Glišić, Biljana and Ilić-Tomić, Tatjana and Veselinović, Jovana and Pavić, Aleksandar and Vasiljević, Branka and Nikodinović-Runić, Jasmina and Djuran, Milos I.",
year = "2016",
abstract = "Five aromatic nitrogen-containing heterocycles, pyridazine (pydz, 1), pyrimidine (pm, 2), pyrazine (pz, 3), quinoxaline (qx, 4) and phenazine (phz, 5) have been used for the synthesis of gold(III) and silver(I) complexes. In contrast to the mononuclear Au1-5 complexes all having square-planar geometry, the corresponding Ag1-5 complexes have been found to be polynuclear and of different geometries. Complexes Au1-5 and Ag1-5, along with K[AuCl4], AgNO3 and N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. All tested complexes exhibited excellent to good antibacterial activity with minimal inhibitory (MIC) values in the range of 2.5 to 100 mu g mL(-1) against the investigated strains. The complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.5-30 mu g mL(-1)) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. Moreover, the Au1-4 and Ag1-5 complexes exhibited pronounced ability to competitively intercalate double stranded genomic DNA of P. aeruginosa, which was demonstrated by gel electrophoresis techniques and supported by molecular docking into the DNA major groove. Antiproliferative effect on the normal human lung fibroblast cell line MRC5 has also been evaluated in order to determine therapeutic potential of Au1-5 and Ag1-5 complexes. Since the investigated gold(III) complexes showed much lower negative effects on the viability of the MRC5 cell line than their silver(I) analogues and slightly lower antimicrobial activity against the investigated strains, the combination approach to improve their pharmacological profiles was applied. Synergistic antimicrobial effect and the selectivity index of 10 were achieved for the selected gold(III)/silver(I) complexes mixtures, as well as higher P. aeruginosa PAO1 biofilm disruption activity, and improved toxicity profile towards zebrafish embryos, in comparison to the single complexes. To the best of our knowledge, this is the first report on synergistic activity of gold(III)/silver(I) complexes mixtures and it could have an impact on development of new combination therapy methods for the treatment of multi-resistant bacterial infections.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture",
pages = "13206-13193",
number = "16",
volume = "6",
doi = "10.1039/c5ra26002g"
}
Savić, N. D., Milivojević, D., Glišić, B., Ilić-Tomić, T., Veselinović, J., Pavić, A., Vasiljević, B., Nikodinović-Runić, J.,& Djuran, M. I.. (2016). A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(16), 13193-13206.
https://doi.org/10.1039/c5ra26002g
Savić ND, Milivojević D, Glišić B, Ilić-Tomić T, Veselinović J, Pavić A, Vasiljević B, Nikodinović-Runić J, Djuran MI. A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture. in RSC Advances. 2016;6(16):13193-13206.
doi:10.1039/c5ra26002g .
Savić, Nada D., Milivojević, Dušan, Glišić, Biljana, Ilić-Tomić, Tatjana, Veselinović, Jovana, Pavić, Aleksandar, Vasiljević, Branka, Nikodinović-Runić, Jasmina, Djuran, Milos I., "A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture" in RSC Advances, 6, no. 16 (2016):13193-13206,
https://doi.org/10.1039/c5ra26002g . .
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Silver(I) complexes with quinazoline and phthalazine: synthesis, structural characterization and evaluation of biological activities

Savić, Nada D.; Glišić, Biljana; Wadepohl, Hubert; Pavić, Aleksandar; Šenerović, Lidija; Nikodinović-Runić, Jasmina; Djuran, Milos I.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Savić, Nada D.
AU  - Glišić, Biljana
AU  - Wadepohl, Hubert
AU  - Pavić, Aleksandar
AU  - Šenerović, Lidija
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos I.
PY  - 2016
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/983
AB  - New silver.I) complexes with quinazoline (qz) and phthalazine (phtz), [Ag(NO3)(qz)](n) (1) and {[Ag(CH3CN)](2)(mu-phtz)(2)}[BF4](2) (2), have been synthesized and structurally characterized by using different spectroscopic and single-crystal X-ray diffraction techniques. The obtained results revealed that the reaction of AgNO3 with qz at room temperature in a 2 : 1 molar ratio led to the formation of the polynuclear complex 1. However, the reaction of AgBF4 with phtz under the same experimental conditions resulted in the formation of the dinuclear complex 2. The solution behaviour and air/light stability of these silver.I) complexes have been investigated. The complexes 1 and 2, along with the silver.I) salts used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound, and nosocomial infections. The obtained results indicate that all tested silver(I) compounds have good antibacterial activity with MIC values in the range from 1.5 to 15.6 mu g mL(-1) against the investigated strains. On the other hand, their antifungal activity against Candida albicans was moderate. In order to determine the therapeutic potential of 1 and 2, their antiproliferative effect on the normal human lung fibroblast cell line MRC5, hemolytic effect on red blood cells and embryotoxicity on zebrafish (Danio rerio) have also been evaluated.
PB  - Royal Soc Chemistry, Cambridge
T2  - Medchemcomm
T1  - Silver(I) complexes with quinazoline and phthalazine: synthesis, structural characterization and evaluation of biological activities
EP  - 291
IS  - 2
SP  - 282
VL  - 7
DO  - 10.1039/c5md00494b
ER  - 
@article{
author = "Savić, Nada D. and Glišić, Biljana and Wadepohl, Hubert and Pavić, Aleksandar and Šenerović, Lidija and Nikodinović-Runić, Jasmina and Djuran, Milos I.",
year = "2016",
abstract = "New silver.I) complexes with quinazoline (qz) and phthalazine (phtz), [Ag(NO3)(qz)](n) (1) and {[Ag(CH3CN)](2)(mu-phtz)(2)}[BF4](2) (2), have been synthesized and structurally characterized by using different spectroscopic and single-crystal X-ray diffraction techniques. The obtained results revealed that the reaction of AgNO3 with qz at room temperature in a 2 : 1 molar ratio led to the formation of the polynuclear complex 1. However, the reaction of AgBF4 with phtz under the same experimental conditions resulted in the formation of the dinuclear complex 2. The solution behaviour and air/light stability of these silver.I) complexes have been investigated. The complexes 1 and 2, along with the silver.I) salts used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound, and nosocomial infections. The obtained results indicate that all tested silver(I) compounds have good antibacterial activity with MIC values in the range from 1.5 to 15.6 mu g mL(-1) against the investigated strains. On the other hand, their antifungal activity against Candida albicans was moderate. In order to determine the therapeutic potential of 1 and 2, their antiproliferative effect on the normal human lung fibroblast cell line MRC5, hemolytic effect on red blood cells and embryotoxicity on zebrafish (Danio rerio) have also been evaluated.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Medchemcomm",
title = "Silver(I) complexes with quinazoline and phthalazine: synthesis, structural characterization and evaluation of biological activities",
pages = "291-282",
number = "2",
volume = "7",
doi = "10.1039/c5md00494b"
}
Savić, N. D., Glišić, B., Wadepohl, H., Pavić, A., Šenerović, L., Nikodinović-Runić, J.,& Djuran, M. I.. (2016). Silver(I) complexes with quinazoline and phthalazine: synthesis, structural characterization and evaluation of biological activities. in Medchemcomm
Royal Soc Chemistry, Cambridge., 7(2), 282-291.
https://doi.org/10.1039/c5md00494b
Savić ND, Glišić B, Wadepohl H, Pavić A, Šenerović L, Nikodinović-Runić J, Djuran MI. Silver(I) complexes with quinazoline and phthalazine: synthesis, structural characterization and evaluation of biological activities. in Medchemcomm. 2016;7(2):282-291.
doi:10.1039/c5md00494b .
Savić, Nada D., Glišić, Biljana, Wadepohl, Hubert, Pavić, Aleksandar, Šenerović, Lidija, Nikodinović-Runić, Jasmina, Djuran, Milos I., "Silver(I) complexes with quinazoline and phthalazine: synthesis, structural characterization and evaluation of biological activities" in Medchemcomm, 7, no. 2 (2016):282-291,
https://doi.org/10.1039/c5md00494b . .
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Synthesis and Evaluation of Series of Diazine-Bridged Dinuclear Platinum(II) Complexes through in Vitro Toxicity and Molecular Modeling: Correlation between Structure and Activity of Pt(II) Complexes

Šenerović, Lidija; Živković, Marija D.; Veselinović, Aleksandar; Pavić, Aleksandar; Djuran, Milos I.; Rajković, Snežana; Nikodinović-Runić, Jasmina

(Amer Chemical Soc, Washington, 2015)

TY  - JOUR
AU  - Šenerović, Lidija
AU  - Živković, Marija D.
AU  - Veselinović, Aleksandar
AU  - Pavić, Aleksandar
AU  - Djuran, Milos I.
AU  - Rajković, Snežana
AU  - Nikodinović-Runić, Jasmina
PY  - 2015
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/861
AB  - Polynuclear Pt(II) complexes are a novel class of promising anticancer agents with potential clinical significance. A series of pyrazine (pz) bridged dinuclear Pt(II) complexes with general formulas {[Pt(L)Cl](2)(mu-pz)}(2+) (L, ethylenediamine, en; (+/-)-1,2-propylenediamine, 1,2-pn; isobutylenediamine, ibn; trans-(+/-)-1,2-diaminocyclohexane, dach; 1,3-propylenediamine, 1,3-pd; 2,2-dimethyl-1,3-propylenediamine, 2,2-diMe-1,3-pd) and one pyridazine (pydz) bridged {[Pt(en)Cl](2)(mu-pydz)}(2+) complex were prepared. The anticancer potential of these complexes were determined through in vitro cytotoxicity assay in human fibroblasts (MRC5) and two carcinoma cell lines (A375 and HCT116), interaction with double stranded DNA through in vitro assay, and molecular docking study. All complexes inhibited cell proliferation with inhibitory concentrations in the 0.5-120 mu M range. While {[Pt(1,3-pd)Cl](2)(mu-pz)}(2+) showed improved activity and {[Pt(en)Cl](2)(mu-pydz)}(2+) showed comparable activity to that of clinically relevant cisplatin, {[Pt(en)Cl](2)(mu-pydz)}(2+) was less toxic in an assay with zebrafish (Danio rerio) embryos, causing no adverse developmental effects. The in vitro cytotoxicity of all diazine-bridged dinuclear Pt(II) complexes is discussed in correlation to their structural characteristics.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Synthesis and Evaluation of Series of Diazine-Bridged Dinuclear Platinum(II) Complexes through in Vitro Toxicity and Molecular Modeling: Correlation between Structure and Activity of Pt(II) Complexes
EP  - 1451
IS  - 3
SP  - 1442
VL  - 58
DO  - 10.1021/jm5017686
ER  - 
@article{
author = "Šenerović, Lidija and Živković, Marija D. and Veselinović, Aleksandar and Pavić, Aleksandar and Djuran, Milos I. and Rajković, Snežana and Nikodinović-Runić, Jasmina",
year = "2015",
abstract = "Polynuclear Pt(II) complexes are a novel class of promising anticancer agents with potential clinical significance. A series of pyrazine (pz) bridged dinuclear Pt(II) complexes with general formulas {[Pt(L)Cl](2)(mu-pz)}(2+) (L, ethylenediamine, en; (+/-)-1,2-propylenediamine, 1,2-pn; isobutylenediamine, ibn; trans-(+/-)-1,2-diaminocyclohexane, dach; 1,3-propylenediamine, 1,3-pd; 2,2-dimethyl-1,3-propylenediamine, 2,2-diMe-1,3-pd) and one pyridazine (pydz) bridged {[Pt(en)Cl](2)(mu-pydz)}(2+) complex were prepared. The anticancer potential of these complexes were determined through in vitro cytotoxicity assay in human fibroblasts (MRC5) and two carcinoma cell lines (A375 and HCT116), interaction with double stranded DNA through in vitro assay, and molecular docking study. All complexes inhibited cell proliferation with inhibitory concentrations in the 0.5-120 mu M range. While {[Pt(1,3-pd)Cl](2)(mu-pz)}(2+) showed improved activity and {[Pt(en)Cl](2)(mu-pydz)}(2+) showed comparable activity to that of clinically relevant cisplatin, {[Pt(en)Cl](2)(mu-pydz)}(2+) was less toxic in an assay with zebrafish (Danio rerio) embryos, causing no adverse developmental effects. The in vitro cytotoxicity of all diazine-bridged dinuclear Pt(II) complexes is discussed in correlation to their structural characteristics.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Synthesis and Evaluation of Series of Diazine-Bridged Dinuclear Platinum(II) Complexes through in Vitro Toxicity and Molecular Modeling: Correlation between Structure and Activity of Pt(II) Complexes",
pages = "1451-1442",
number = "3",
volume = "58",
doi = "10.1021/jm5017686"
}
Šenerović, L., Živković, M. D., Veselinović, A., Pavić, A., Djuran, M. I., Rajković, S.,& Nikodinović-Runić, J.. (2015). Synthesis and Evaluation of Series of Diazine-Bridged Dinuclear Platinum(II) Complexes through in Vitro Toxicity and Molecular Modeling: Correlation between Structure and Activity of Pt(II) Complexes. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 58(3), 1442-1451.
https://doi.org/10.1021/jm5017686
Šenerović L, Živković MD, Veselinović A, Pavić A, Djuran MI, Rajković S, Nikodinović-Runić J. Synthesis and Evaluation of Series of Diazine-Bridged Dinuclear Platinum(II) Complexes through in Vitro Toxicity and Molecular Modeling: Correlation between Structure and Activity of Pt(II) Complexes. in Journal of Medicinal Chemistry. 2015;58(3):1442-1451.
doi:10.1021/jm5017686 .
Šenerović, Lidija, Živković, Marija D., Veselinović, Aleksandar, Pavić, Aleksandar, Djuran, Milos I., Rajković, Snežana, Nikodinović-Runić, Jasmina, "Synthesis and Evaluation of Series of Diazine-Bridged Dinuclear Platinum(II) Complexes through in Vitro Toxicity and Molecular Modeling: Correlation between Structure and Activity of Pt(II) Complexes" in Journal of Medicinal Chemistry, 58, no. 3 (2015):1442-1451,
https://doi.org/10.1021/jm5017686 . .
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