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 . .

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 . .

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 . .

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 . .

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 . .

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 . .

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 . .

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 . .

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 . .

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 . .

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 . .