TY  - JOUR
AU  - Stevanović, Nevena Lj.
AU  - Aleksić, Ivana
AU  - Kljun, Jakob
AU  - Škaro Bogojević, Sanja
AU  - Veselinović, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Milos 
AU  - Glišić, Biljana
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1484
AB  - Copper(II) and zinc(II) complexes with clinically used antifungal drug fluconazole (fcz), {[CuCl2(fcz)(2)](.)5H(2)O}(n), 1, and {[ZnCl2(fcz)(2)]Greek ano teleia2C(2)H(5)OH}(n), 2, were prepared and characterized by spectroscopic and crystallographic methods. The polymeric structure of the complexes comprises four fluconazole molecules monodentately coordinated via the triazole nitrogen and two chlorido ligands. With respect to fluconazole, complex 2 showed significantly higher antifungal activity against Candida krusei and Candida parapsilosis. All tested compounds reduced the total amount of ergosterol at subinhibitory concentrations, indicating that the mode of activity of fluconazole was retained within the complexes, which was corroborated via molecular docking with cytochrome P450 sterol 14 alpha-demethylase (CYP51) as a target. Electrostatic, steric and internal energy interactions between the complexes and enzyme showed that 2 has higher binding potency to this target. Both complexes showed strong inhibition of C. albicans filamentation and biofilm formation at subinhibitory concentrations, with 2 being able to reduce the adherence of C. albicans to A549 cells in vitro. Complex 2 was able to reduce pyocyanin production in Pseudomonas aeruginosa between 10% and 25% and to inhibit its biofilm formation by 20% in comparison to the untreated control. These results suggest that complex 2 may be further examined in the mixed Candida-P. aeruginosa infections.
PB  - MDPI, Basel
T2  - Pharmaceuticals
T1  - Copper(II) and Zinc(II) Complexes with the Clinically Used Fluconazole: Comparison of Antifungal Activity and Therapeutic Potential
IS  - 1
VL  - 14
DO  - 10.3390/ph14010024
ER  - 

@article{
author = "Stevanović, Nevena Lj. and Aleksić, Ivana and Kljun, Jakob and Škaro Bogojević, Sanja and Veselinović, Aleksandar and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Milos  and Glišić, Biljana",
year = "2021",
abstract = "Copper(II) and zinc(II) complexes with clinically used antifungal drug fluconazole (fcz), {[CuCl2(fcz)(2)](.)5H(2)O}(n), 1, and {[ZnCl2(fcz)(2)]Greek ano teleia2C(2)H(5)OH}(n), 2, were prepared and characterized by spectroscopic and crystallographic methods. The polymeric structure of the complexes comprises four fluconazole molecules monodentately coordinated via the triazole nitrogen and two chlorido ligands. With respect to fluconazole, complex 2 showed significantly higher antifungal activity against Candida krusei and Candida parapsilosis. All tested compounds reduced the total amount of ergosterol at subinhibitory concentrations, indicating that the mode of activity of fluconazole was retained within the complexes, which was corroborated via molecular docking with cytochrome P450 sterol 14 alpha-demethylase (CYP51) as a target. Electrostatic, steric and internal energy interactions between the complexes and enzyme showed that 2 has higher binding potency to this target. Both complexes showed strong inhibition of C. albicans filamentation and biofilm formation at subinhibitory concentrations, with 2 being able to reduce the adherence of C. albicans to A549 cells in vitro. Complex 2 was able to reduce pyocyanin production in Pseudomonas aeruginosa between 10% and 25% and to inhibit its biofilm formation by 20% in comparison to the untreated control. These results suggest that complex 2 may be further examined in the mixed Candida-P. aeruginosa infections.",
publisher = "MDPI, Basel",
journal = "Pharmaceuticals",
title = "Copper(II) and Zinc(II) Complexes with the Clinically Used Fluconazole: Comparison of Antifungal Activity and Therapeutic Potential",
number = "1",
volume = "14",
doi = "10.3390/ph14010024"
}

Stevanović, N. Lj., Aleksić, I., Kljun, J., Škaro Bogojević, S., Veselinović, A., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2021). Copper(II) and Zinc(II) Complexes with the Clinically Used Fluconazole: Comparison of Antifungal Activity and Therapeutic Potential. in Pharmaceuticals
MDPI, Basel., 14(1).
https://doi.org/10.3390/ph14010024

Stevanović NL, Aleksić I, Kljun J, Škaro Bogojević S, Veselinović A, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Copper(II) and Zinc(II) Complexes with the Clinically Used Fluconazole: Comparison of Antifungal Activity and Therapeutic Potential. in Pharmaceuticals. 2021;14(1).
doi:10.3390/ph14010024 .

Stevanović, Nevena Lj., Aleksić, Ivana, Kljun, Jakob, Škaro Bogojević, Sanja, Veselinović, Aleksandar, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Milos , Glišić, Biljana, "Copper(II) and Zinc(II) Complexes with the Clinically Used Fluconazole: Comparison of Antifungal Activity and Therapeutic Potential" in Pharmaceuticals, 14, no. 1 (2021),
https://doi.org/10.3390/ph14010024 . .

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  - 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 . .

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  - 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  - Ajdačić, Vladimir
AU  - Šenerović, Lidija
AU  - Vranić, Marija
AU  - Pekmezović, Marina
AU  - Arsić-Arsenijević, Valentina
AU  - Veselinović, Aleksandar
AU  - Veselinović, Jovana
AU  - Solaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor M.
PY  - 2016
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/991
AB  - A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic & Medicinal Chemistry
T1  - Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates
EP  - 1291
IS  - 6
SP  - 1277
VL  - 24
DO  - 10.1016/j.bmc.2016.01.058
ER  - 

@article{
author = "Ajdačić, Vladimir and Šenerović, Lidija and Vranić, Marija and Pekmezović, Marina and Arsić-Arsenijević, Valentina and Veselinović, Aleksandar and Veselinović, Jovana and Solaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor M.",
year = "2016",
abstract = "A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic & Medicinal Chemistry",
title = "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates",
pages = "1291-1277",
number = "6",
volume = "24",
doi = "10.1016/j.bmc.2016.01.058"
}

Ajdačić, V., Šenerović, L., Vranić, M., Pekmezović, M., Arsić-Arsenijević, V., Veselinović, A., Veselinović, J., Solaja, B. A., Nikodinović-Runić, J.,& Opsenica, I. M.. (2016). Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic & Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 24(6), 1277-1291.
https://doi.org/10.1016/j.bmc.2016.01.058

Ajdačić V, Šenerović L, Vranić M, Pekmezović M, Arsić-Arsenijević V, Veselinović A, Veselinović J, Solaja BA, Nikodinović-Runić J, Opsenica IM. Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic & Medicinal Chemistry. 2016;24(6):1277-1291.
doi:10.1016/j.bmc.2016.01.058 .

Ajdačić, Vladimir, Šenerović, Lidija, Vranić, Marija, Pekmezović, Marina, Arsić-Arsenijević, Valentina, Veselinović, Aleksandar, Veselinović, Jovana, Solaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor M., "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates" in Bioorganic & Medicinal Chemistry, 24, no. 6 (2016):1277-1291,
https://doi.org/10.1016/j.bmc.2016.01.058 . .

TY  - JOUR
AU  - Veselinović, Jovana B.
AU  - Kocić, Gordana M.
AU  - Pavić, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Šenerović, Lidija
AU  - Nikolić, Goran M.
AU  - Veselinović, Aleksandar M.
PY  - 2015
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/856
AB  - A study of structure cytotoxic-activity relationship of three hydroxy 4-phenyl-coumarins and basic coumarin molecule against two human cell lines (MRC5 fibroblasts and A375 melanoma cells) is presented. Of all investigated compounds the highest cytotoxic activity in both cell lines was determined for 7,8-dihydroxy-4-phenyl coumarin. SAR studies revealed the influence of phenyl group and hydroxyl group's number and position on cytotoxic activity. In addition, to get an insight about their binding preferences at the active site of the receptor (catalytic subunit of cAMP-dependent protein kinase) molecular docking studies were performed. Docking studies suggest that 4-phenyl hydroxycoumarins are potent cAMP-dependent protein kinase inhibitors, better than their analogs without phenyl group. The teratogenic potential was assessed in zebrafish embryo toxicity test and results showed that 4-phenyl dihydroxycoumarins were more while 7-hydroxy-4-phenyl coumarin was less embryo toxic in comparison to coumarin. In order to examine selected 4-phenyl hydroxycoumarins as a new lead compounds the druglikeness of selected 4-phenyl hydroxycoumarins was estimated by using Lipinski's "rule of five". All selected 4-phenyl hydroxycoumarins proved to have satisfying pharmacokinetic profile.
PB  - Elsevier Ireland Ltd, Clare
T2  - Chemico-Biological Interactions
T1  - Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study
EP  - 17
SP  - 10
VL  - 231
DO  - 10.1016/j.cbi.2015.02.011
ER  - 

@article{
author = "Veselinović, Jovana B. and Kocić, Gordana M. and Pavić, Aleksandar and Nikodinović-Runić, Jasmina and Šenerović, Lidija and Nikolić, Goran M. and Veselinović, Aleksandar M.",
year = "2015",
abstract = "A study of structure cytotoxic-activity relationship of three hydroxy 4-phenyl-coumarins and basic coumarin molecule against two human cell lines (MRC5 fibroblasts and A375 melanoma cells) is presented. Of all investigated compounds the highest cytotoxic activity in both cell lines was determined for 7,8-dihydroxy-4-phenyl coumarin. SAR studies revealed the influence of phenyl group and hydroxyl group's number and position on cytotoxic activity. In addition, to get an insight about their binding preferences at the active site of the receptor (catalytic subunit of cAMP-dependent protein kinase) molecular docking studies were performed. Docking studies suggest that 4-phenyl hydroxycoumarins are potent cAMP-dependent protein kinase inhibitors, better than their analogs without phenyl group. The teratogenic potential was assessed in zebrafish embryo toxicity test and results showed that 4-phenyl dihydroxycoumarins were more while 7-hydroxy-4-phenyl coumarin was less embryo toxic in comparison to coumarin. In order to examine selected 4-phenyl hydroxycoumarins as a new lead compounds the druglikeness of selected 4-phenyl hydroxycoumarins was estimated by using Lipinski's "rule of five". All selected 4-phenyl hydroxycoumarins proved to have satisfying pharmacokinetic profile.",
publisher = "Elsevier Ireland Ltd, Clare",
journal = "Chemico-Biological Interactions",
title = "Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study",
pages = "17-10",
volume = "231",
doi = "10.1016/j.cbi.2015.02.011"
}

Veselinović, J. B., Kocić, G. M., Pavić, A., Nikodinović-Runić, J., Šenerović, L., Nikolić, G. M.,& Veselinović, A. M.. (2015). Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study. in Chemico-Biological Interactions
Elsevier Ireland Ltd, Clare., 231, 10-17.
https://doi.org/10.1016/j.cbi.2015.02.011

Veselinović JB, Kocić GM, Pavić A, Nikodinović-Runić J, Šenerović L, Nikolić GM, Veselinović AM. Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study. in Chemico-Biological Interactions. 2015;231:10-17.
doi:10.1016/j.cbi.2015.02.011 .

Veselinović, Jovana B., Kocić, Gordana M., Pavić, Aleksandar, Nikodinović-Runić, Jasmina, Šenerović, Lidija, Nikolić, Goran M., Veselinović, Aleksandar M., "Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study" in Chemico-Biological Interactions, 231 (2015):10-17,
https://doi.org/10.1016/j.cbi.2015.02.011 . .

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 . .