TY  - JOUR
AU  - Stanković, Mia
AU  - Škaro Bogojević, Sanja
AU  - Kljun, Jakob
AU  - Milanović, Žiko
AU  - Stevanović, Nevena
AU  - Lazić, Jelena
AU  - Vojnović, Sandra
AU  - Turel, Iztok
AU  - Đuran, Miloš
AU  - Glišić, Biljana
PY  - 2024
UR  - https://www.sciencedirect.com/science/article/pii/S0162013424000953
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2368
AB  - Recognizing that metal ions play an important role in modifying the pharmacological properties of known organic-based drugs, the present manuscript addresses the complexation of the antifungal agent voriconazole (vcz) with the biologically relevant silver(I) ion as a strategy for the development of new antimycotics. The synthesized silver(I) complexes with vcz were characterized by mass spectrometry, IR, UV–Vis and NMR spectroscopy and single-crystal X-ray diffraction analysis. The crystallographic results showed that complexes {[Ag(vcz)(H2O)]CH3SO3}n (1), {[Ag(vcz)2]BF4}n (2) and {[Ag(vcz)2]PF6}n (3) have polymeric structures in the solid state, in which silver(I) ions have a distorted tetrahedral geometry. On the other hand, DFT calculations revealed that the investigated silver(I) complexes 1–3 in DMSO exist as linear [Ag(vcz-N2)(vcz-N19)]+ (1a), [Ag(vcz-N2)(vcz-N4)]+ (2a) and [Ag(vcz-N4)2]+ (3a) species, respectively. The evaluated complexes showed an enhanced anti-Candida activity compared to the parent drug with minimal inhibitory concentration (MIC) values in the range of 0.02–1.05 μM. In comparison with vcz, the corresponding silver(I) complexes showed better activity in prevention hyphae and biofilm formation of C. albicans, indicating that they could be considered as promising agents against Candida that significantly inhibit its virulence. Also, these complexes are much better inhibitors of ergosterol synthesis in the cell membrane of C. albicans at the concentration of 0.5 × MIC. This is also confirmed by a molecular docking, which revealed that complexes 1a – 3a showed better inhibitory activity than vcz against the sterol 14α-demethylase enzyme cytochrome P450 (CYP51B), which plays a crucial role in the formation of ergosterol.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Silver(I) complexes with voriconazole as promising anti-Candida agents
SP  - 112572
VL  - 256
DO  - 10.1016/j.jinorgbio.2024.112572
ER  - 

@article{
author = "Stanković, Mia and Škaro Bogojević, Sanja and Kljun, Jakob and Milanović, Žiko and Stevanović, Nevena and Lazić, Jelena and Vojnović, Sandra and Turel, Iztok and Đuran, Miloš and Glišić, Biljana",
year = "2024",
abstract = "Recognizing that metal ions play an important role in modifying the pharmacological properties of known organic-based drugs, the present manuscript addresses the complexation of the antifungal agent voriconazole (vcz) with the biologically relevant silver(I) ion as a strategy for the development of new antimycotics. The synthesized silver(I) complexes with vcz were characterized by mass spectrometry, IR, UV–Vis and NMR spectroscopy and single-crystal X-ray diffraction analysis. The crystallographic results showed that complexes {[Ag(vcz)(H2O)]CH3SO3}n (1), {[Ag(vcz)2]BF4}n (2) and {[Ag(vcz)2]PF6}n (3) have polymeric structures in the solid state, in which silver(I) ions have a distorted tetrahedral geometry. On the other hand, DFT calculations revealed that the investigated silver(I) complexes 1–3 in DMSO exist as linear [Ag(vcz-N2)(vcz-N19)]+ (1a), [Ag(vcz-N2)(vcz-N4)]+ (2a) and [Ag(vcz-N4)2]+ (3a) species, respectively. The evaluated complexes showed an enhanced anti-Candida activity compared to the parent drug with minimal inhibitory concentration (MIC) values in the range of 0.02–1.05 μM. In comparison with vcz, the corresponding silver(I) complexes showed better activity in prevention hyphae and biofilm formation of C. albicans, indicating that they could be considered as promising agents against Candida that significantly inhibit its virulence. Also, these complexes are much better inhibitors of ergosterol synthesis in the cell membrane of C. albicans at the concentration of 0.5 × MIC. This is also confirmed by a molecular docking, which revealed that complexes 1a – 3a showed better inhibitory activity than vcz against the sterol 14α-demethylase enzyme cytochrome P450 (CYP51B), which plays a crucial role in the formation of ergosterol.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Silver(I) complexes with voriconazole as promising anti-Candida agents",
pages = "112572",
volume = "256",
doi = "10.1016/j.jinorgbio.2024.112572"
}

Stanković, M., Škaro Bogojević, S., Kljun, J., Milanović, Ž., Stevanović, N., Lazić, J., Vojnović, S., Turel, I., Đuran, M.,& Glišić, B.. (2024). Silver(I) complexes with voriconazole as promising anti-Candida agents. in Journal of Inorganic Biochemistry
Elsevier., 256, 112572.
https://doi.org/10.1016/j.jinorgbio.2024.112572

Stanković M, Škaro Bogojević S, Kljun J, Milanović Ž, Stevanović N, Lazić J, Vojnović S, Turel I, Đuran M, Glišić B. Silver(I) complexes with voriconazole as promising anti-Candida agents. in Journal of Inorganic Biochemistry. 2024;256:112572.
doi:10.1016/j.jinorgbio.2024.112572 .

Stanković, Mia, Škaro Bogojević, Sanja, Kljun, Jakob, Milanović, Žiko, Stevanović, Nevena, Lazić, Jelena, Vojnović, Sandra, Turel, Iztok, Đuran, Miloš, Glišić, Biljana, "Silver(I) complexes with voriconazole as promising anti-Candida agents" in Journal of Inorganic Biochemistry, 256 (2024):112572,
https://doi.org/10.1016/j.jinorgbio.2024.112572 . .

TY  - JOUR
AU  - Stanković, Mia
AU  - Kljun, Jakob
AU  - Stevanović, Nevena Lj.
AU  - Lazić, Jelena
AU  - Škaro Bogojević, Sanja
AU  - Vojnović, Sandra
AU  - Zlatar, Matija
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Đuran, Miloš
AU  - Glišić, Biljana
PY  - 2024
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2303
AB  - Inspired by the emergence of resistance to currently available antifungal therapy and by the great potential of metal complexes for the treatment of various diseases, we synthesized three new silver(I) complexes containing clinically used antifungal azoles as ligands, [Ag(ecz)2]SbF6 (1, ecz is econazole), {[Ag(vcz)2]SbF6}n (2, vcz is voriconazole), and [Ag(ctz)2]SbF6 (3, ctz is clotrimazole), and investigated their antimicrobial properties. The synthesized complexes were characterized by mass spectrometry, IR, UV-vis and 1H NMR spectroscopy, cyclic voltammetry, and single-crystal X-ray diffraction analysis. In the mononuclear complexes 1 and 3 with ecz and ctz, respectively, the silver(I) ion has the expected linear geometry, in which the azoles are monodentately coordinated to this metal center through the N3 imidazole nitrogen atom. In contrast, the vcz-containing complex 2 has a polymeric structure in the solid state in which the silver(I) ions are coordinated by four nitrogen atoms in a distorted tetrahedral geometry. DFT calculations were done to predict the most favorable structures of the studied complexes in DMSO solution. All the studied silver(I) complexes have shown excellent antifungal and good to moderate antibacterial activities with minimal inhibitory concentration (MIC) values in the ranges of 0.01–27.1 and 2.61–47.9 μM on the selected panel of fungi and bacteria, respectively. Importantly, the complexes 1–3 have exhibited a significantly improved antifungal activity compared to the free azoles, with the most pronounced effect observed in the case of complex 2 compared to the parent vcz against Candida glabrata with an increase of activity by five orders of magnitude. Moreover, the silver(I)-azole complexes 2 and 3 significantly inhibited the formation of C. albicans hyphae and biofilms at the subinhibitory concentration of 50% MIC. To investigate the impact of the complex 3 more thoroughly on Candida pathogenesis, its effect on the adherence of C. albicans to A549 cells (human adenocarcinoma alveolar basal epithelial cells), as an initial step of the invasion of host cells, was studied.
PB  - Royal Society of Chemistry (RSC)
T2  - Dalton Transactions
T1  - Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion
DO  - 10.1039/D3DT03010E
ER  - 

@article{
author = "Stanković, Mia and Kljun, Jakob and Stevanović, Nevena Lj. and Lazić, Jelena and Škaro Bogojević, Sanja and Vojnović, Sandra and Zlatar, Matija and Nikodinović-Runić, Jasmina and Turel, Iztok and Đuran, Miloš and Glišić, Biljana",
year = "2024",
abstract = "Inspired by the emergence of resistance to currently available antifungal therapy and by the great potential of metal complexes for the treatment of various diseases, we synthesized three new silver(I) complexes containing clinically used antifungal azoles as ligands, [Ag(ecz)2]SbF6 (1, ecz is econazole), {[Ag(vcz)2]SbF6}n (2, vcz is voriconazole), and [Ag(ctz)2]SbF6 (3, ctz is clotrimazole), and investigated their antimicrobial properties. The synthesized complexes were characterized by mass spectrometry, IR, UV-vis and 1H NMR spectroscopy, cyclic voltammetry, and single-crystal X-ray diffraction analysis. In the mononuclear complexes 1 and 3 with ecz and ctz, respectively, the silver(I) ion has the expected linear geometry, in which the azoles are monodentately coordinated to this metal center through the N3 imidazole nitrogen atom. In contrast, the vcz-containing complex 2 has a polymeric structure in the solid state in which the silver(I) ions are coordinated by four nitrogen atoms in a distorted tetrahedral geometry. DFT calculations were done to predict the most favorable structures of the studied complexes in DMSO solution. All the studied silver(I) complexes have shown excellent antifungal and good to moderate antibacterial activities with minimal inhibitory concentration (MIC) values in the ranges of 0.01–27.1 and 2.61–47.9 μM on the selected panel of fungi and bacteria, respectively. Importantly, the complexes 1–3 have exhibited a significantly improved antifungal activity compared to the free azoles, with the most pronounced effect observed in the case of complex 2 compared to the parent vcz against Candida glabrata with an increase of activity by five orders of magnitude. Moreover, the silver(I)-azole complexes 2 and 3 significantly inhibited the formation of C. albicans hyphae and biofilms at the subinhibitory concentration of 50% MIC. To investigate the impact of the complex 3 more thoroughly on Candida pathogenesis, its effect on the adherence of C. albicans to A549 cells (human adenocarcinoma alveolar basal epithelial cells), as an initial step of the invasion of host cells, was studied.",
publisher = "Royal Society of Chemistry (RSC)",
journal = "Dalton Transactions",
title = "Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion",
doi = "10.1039/D3DT03010E"
}

Stanković, M., Kljun, J., Stevanović, N. Lj., Lazić, J., Škaro Bogojević, S., Vojnović, S., Zlatar, M., Nikodinović-Runić, J., Turel, I., Đuran, M.,& Glišić, B.. (2024). Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion. in Dalton Transactions
Royal Society of Chemistry (RSC)..
https://doi.org/10.1039/D3DT03010E

Stanković M, Kljun J, Stevanović NL, Lazić J, Škaro Bogojević S, Vojnović S, Zlatar M, Nikodinović-Runić J, Turel I, Đuran M, Glišić B. Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion. in Dalton Transactions. 2024;.
doi:10.1039/D3DT03010E .

Stanković, Mia, Kljun, Jakob, Stevanović, Nevena Lj., Lazić, Jelena, Škaro Bogojević, Sanja, Vojnović, Sandra, Zlatar, Matija, Nikodinović-Runić, Jasmina, Turel, Iztok, Đuran, Miloš, Glišić, Biljana, "Silver(I) complexes containing antifungal azoles: significant improvement of the anti-Candida potential of the azole drug after its coordination to the silver(I) ion" in Dalton Transactions (2024),
https://doi.org/10.1039/D3DT03010E . .

TY  - DATA
AU  - Andrejević, Tina
AU  - Aleksić, Ivana
AU  - Kljun, Jakob
AU  - Počkaj, Marta
AU  - Zlatar, Matija
AU  - Vojnović, Sandra
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1791
AB  - Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.
PB  - Royal Society of Chemistry
T2  - RSC Advances
T2  - RSC Advances
T1  - Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J
EP  - 4393
IS  - 7
SP  - 4376
VL  - 13
DO  - 10.1039/D2RA07401J
ER  - 

@misc{
author = "Andrejević, Tina and Aleksić, Ivana and Kljun, Jakob and Počkaj, Marta and Zlatar, Matija and Vojnović, Sandra and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Miloš and Glišić, Biljana",
year = "2023",
abstract = "Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.",
publisher = "Royal Society of Chemistry",
journal = "RSC Advances, RSC Advances",
title = "Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J",
pages = "4393-4376",
number = "7",
volume = "13",
doi = "10.1039/D2RA07401J"
}

Andrejević, T., Aleksić, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnović, S., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2023). Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J. in RSC Advances
Royal Society of Chemistry., 13(7), 4376-4393.
https://doi.org/10.1039/D2RA07401J

Andrejević T, Aleksić I, Kljun J, Počkaj M, Zlatar M, Vojnović S, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J. in RSC Advances. 2023;13(7):4376-4393.
doi:10.1039/D2RA07401J .

Andrejević, Tina, Aleksić, Ivana, Kljun, Jakob, Počkaj, Marta, Zlatar, Matija, Vojnović, Sandra, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Miloš, Glišić, Biljana, "Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J" in RSC Advances, 13, no. 7 (2023):4376-4393,
https://doi.org/10.1039/D2RA07401J . .

TY  - JOUR
AU  - Andrejević, Tina
AU  - Aleksić, Ivana
AU  - Kljun, Jakob
AU  - Počkaj, Marta
AU  - Zlatar, Matija
AU  - Vojnović, Sandra
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1789
AB  - Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.
PB  - Royal Society of Chemistry
T2  - RSC Advances
T2  - RSC Advances
T1  - Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex
EP  - 4393
IS  - 7
SP  - 4376
VL  - 13
DO  - 10.1039/D2RA07401J
ER  - 

@article{
author = "Andrejević, Tina and Aleksić, Ivana and Kljun, Jakob and Počkaj, Marta and Zlatar, Matija and Vojnović, Sandra and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Miloš and Glišić, Biljana",
year = "2023",
abstract = "Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.",
publisher = "Royal Society of Chemistry",
journal = "RSC Advances, RSC Advances",
title = "Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex",
pages = "4393-4376",
number = "7",
volume = "13",
doi = "10.1039/D2RA07401J"
}

Andrejević, T., Aleksić, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnović, S., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex. in RSC Advances
Royal Society of Chemistry., 13(7), 4376-4393.
https://doi.org/10.1039/D2RA07401J

Andrejević T, Aleksić I, Kljun J, Počkaj M, Zlatar M, Vojnović S, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex. in RSC Advances. 2023;13(7):4376-4393.
doi:10.1039/D2RA07401J .

Andrejević, Tina, Aleksić, Ivana, Kljun, Jakob, Počkaj, Marta, Zlatar, Matija, Vojnović, Sandra, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Miloš, Glišić, Biljana, "Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex" in RSC Advances, 13, no. 7 (2023):4376-4393,
https://doi.org/10.1039/D2RA07401J . .

TY  - JOUR
AU  - Andrejević, Tina P.
AU  - Aleksić, Ivana
AU  - Kljun, Jakob
AU  - Pantović, Bojana, V
AU  - Milivojević, Dušan
AU  - Vojnović, Sandra
AU  - Turel, Iztok
AU  - Djuran, Milos
AU  - Glišić, Biljana
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1589
AB  - Two zinc(II) complexes with dimethyl 2,2 '-bipyridine-4,5-dicarboxylate (py-2py) of the general formula [Zn(py-2py)X-2], X = Cl- (1) and Br- (2) were synthesized and characterized by NMR, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction analysis. Complexes 1 and 2 are isostructural and adopt a slightly distorted tetrahedral geometry with values of tetrahedral indices tau(4) and tau'(4) in the range of 0.80-0.85. The complexes were evaluated for their in vitro antimicrobial activity against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two fungal strains (Candida albicans and Candida parapsilosis), while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5) and the model organism Caenorhabditis elegans. Complex 1 showed moderate activity against both Candida strains. However, this complex was twofold more cytotoxic compared to complex 2. The complexes tested had no effect on the survival rate of C. elegans. Complex 2 showed the ability to inhibit filamentation of C. albicans, while complex 1 was more effective than complex 2 in inhibiting biofilm formation. The interactions of complexes 1 and 2 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) were studied to evaluate their binding affinity toward these biomolecules.
PB  - MDPI, Basel
T2  - Inorganics
T1  - Zinc(II) Complexes with Dimethyl 2,2 '-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study
IS  - 6
VL  - 10
DO  - 10.3390/inorganics10060071
ER  - 

@article{
author = "Andrejević, Tina P. and Aleksić, Ivana and Kljun, Jakob and Pantović, Bojana, V and Milivojević, Dušan and Vojnović, Sandra and Turel, Iztok and Djuran, Milos and Glišić, Biljana",
year = "2022",
abstract = "Two zinc(II) complexes with dimethyl 2,2 '-bipyridine-4,5-dicarboxylate (py-2py) of the general formula [Zn(py-2py)X-2], X = Cl- (1) and Br- (2) were synthesized and characterized by NMR, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction analysis. Complexes 1 and 2 are isostructural and adopt a slightly distorted tetrahedral geometry with values of tetrahedral indices tau(4) and tau'(4) in the range of 0.80-0.85. The complexes were evaluated for their in vitro antimicrobial activity against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two fungal strains (Candida albicans and Candida parapsilosis), while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5) and the model organism Caenorhabditis elegans. Complex 1 showed moderate activity against both Candida strains. However, this complex was twofold more cytotoxic compared to complex 2. The complexes tested had no effect on the survival rate of C. elegans. Complex 2 showed the ability to inhibit filamentation of C. albicans, while complex 1 was more effective than complex 2 in inhibiting biofilm formation. The interactions of complexes 1 and 2 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) were studied to evaluate their binding affinity toward these biomolecules.",
publisher = "MDPI, Basel",
journal = "Inorganics",
title = "Zinc(II) Complexes with Dimethyl 2,2 '-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study",
number = "6",
volume = "10",
doi = "10.3390/inorganics10060071"
}

Andrejević, T. P., Aleksić, I., Kljun, J., Pantović, B. V., Milivojević, D., Vojnović, S., Turel, I., Djuran, M.,& Glišić, B.. (2022). Zinc(II) Complexes with Dimethyl 2,2 '-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study. in Inorganics
MDPI, Basel., 10(6).
https://doi.org/10.3390/inorganics10060071

Andrejević TP, Aleksić I, Kljun J, Pantović BV, Milivojević D, Vojnović S, Turel I, Djuran M, Glišić B. Zinc(II) Complexes with Dimethyl 2,2 '-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study. in Inorganics. 2022;10(6).
doi:10.3390/inorganics10060071 .

Andrejević, Tina P., Aleksić, Ivana, Kljun, Jakob, Pantović, Bojana, V, Milivojević, Dušan, Vojnović, Sandra, Turel, Iztok, Djuran, Milos, Glišić, Biljana, "Zinc(II) Complexes with Dimethyl 2,2 '-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study" in Inorganics, 10, no. 6 (2022),
https://doi.org/10.3390/inorganics10060071 . .

TY  - JOUR
AU  - Stevanović, Nevena Lj.
AU  - Kljun, Jakob
AU  - Aleksić, Ivana
AU  - Škaro Bogojević, Sanja
AU  - Milivojević, Dušan
AU  - Veselinović, Aleksandar
AU  - Turel, Iztok
AU  - Djuran, Milos
AU  - Nikodinović-Runić, Jasmina
AU  - Glišić, Biljana
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1568
AB  - In a search for novel antimicrobial metal-based therapeutic agents, mononuclear gold(III) complexes 1-7 of the general formula [AuCl3(azole)], where azole stands for imidazole (im, 1), 1-isopropylimidazole (ipim, 2), 1-phenylimidazole (phim, 3), clotrimazole (ctz, 4), econazole (ecz, 5), tioconazole (tcz, 6) and voriconazole (vcz, 7) were synthesized, characterized and biologically evaluated. In all complexes, the corresponding azole ligand is monodentately coordinated to the Au(III) via the imidazole or triazole nitrogen atom, while the remaining coordination sites are occupied by chloride anions leading to the square-planar arrangement. In vitro antimicrobial assays showed that the complexation of inactive azoles, imidazole, 1-isopropylimidazole and 1-phenylimidazole, to the Au(III) ion led to complexes 1-3, respectively, with moderate activity against the investigated strains and low cytotoxicity on the human normal lung fibroblast cell line (MRC-5). Moreover, gold(III) complexes 4-7 with clinically used antifungal agents clotrimazole, econazole, tioconazole and voriconazole, respectively, have, in most cases, enhanced antimicrobial effectiveness relative to the corresponding azoles, with the best improvement achieved after complexation of tioconazole (6) and voriconazole (7). The complexes 4-7 and the corresponding antifungal azoles inhibited the growth of dermatophyte Microsporum canis at 50 and 25 mu g mL(-1). Gold(III) complexes 1-3 significantly reduced the amount of ergosterol in the cell membrane of Candida albicans at the subinhibitory concentration of 0.5 x MIC (minimal inhibitory concentration), while the corresponding imidazole ligands did not significantly affect the ergosterol content, indicating that the mechanism of action of the gold(III)-azole complexes is associated with inhibition of ergosterol biosynthesis. Finally, complexes 5 and 6 significantly reduced the production of pyocyanin, a virulence factor in Pseudomonas aeruginosa controlled by quorum sensing, and increased cell survival after exposure to this bacterium. These findings could be of importance for the development of novel gold(III)-based antivirulence therapeutic agents that attenuate virulence without pronounced effect on the growth of the pathogens, offering a lower risk for resistance development.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Clinically used antifungal azoles as ligands for gold(III) complexes: the influence of the Au(III) ion on the antimicrobial activity of the complex
EP  - 5334
IS  - 13
SP  - 5322
VL  - 51
DO  - 10.1039/d2dt00411a
ER  - 

@article{
author = "Stevanović, Nevena Lj. and Kljun, Jakob and Aleksić, Ivana and Škaro Bogojević, Sanja and Milivojević, Dušan and Veselinović, Aleksandar and Turel, Iztok and Djuran, Milos and Nikodinović-Runić, Jasmina and Glišić, Biljana",
year = "2022",
abstract = "In a search for novel antimicrobial metal-based therapeutic agents, mononuclear gold(III) complexes 1-7 of the general formula [AuCl3(azole)], where azole stands for imidazole (im, 1), 1-isopropylimidazole (ipim, 2), 1-phenylimidazole (phim, 3), clotrimazole (ctz, 4), econazole (ecz, 5), tioconazole (tcz, 6) and voriconazole (vcz, 7) were synthesized, characterized and biologically evaluated. In all complexes, the corresponding azole ligand is monodentately coordinated to the Au(III) via the imidazole or triazole nitrogen atom, while the remaining coordination sites are occupied by chloride anions leading to the square-planar arrangement. In vitro antimicrobial assays showed that the complexation of inactive azoles, imidazole, 1-isopropylimidazole and 1-phenylimidazole, to the Au(III) ion led to complexes 1-3, respectively, with moderate activity against the investigated strains and low cytotoxicity on the human normal lung fibroblast cell line (MRC-5). Moreover, gold(III) complexes 4-7 with clinically used antifungal agents clotrimazole, econazole, tioconazole and voriconazole, respectively, have, in most cases, enhanced antimicrobial effectiveness relative to the corresponding azoles, with the best improvement achieved after complexation of tioconazole (6) and voriconazole (7). The complexes 4-7 and the corresponding antifungal azoles inhibited the growth of dermatophyte Microsporum canis at 50 and 25 mu g mL(-1). Gold(III) complexes 1-3 significantly reduced the amount of ergosterol in the cell membrane of Candida albicans at the subinhibitory concentration of 0.5 x MIC (minimal inhibitory concentration), while the corresponding imidazole ligands did not significantly affect the ergosterol content, indicating that the mechanism of action of the gold(III)-azole complexes is associated with inhibition of ergosterol biosynthesis. Finally, complexes 5 and 6 significantly reduced the production of pyocyanin, a virulence factor in Pseudomonas aeruginosa controlled by quorum sensing, and increased cell survival after exposure to this bacterium. These findings could be of importance for the development of novel gold(III)-based antivirulence therapeutic agents that attenuate virulence without pronounced effect on the growth of the pathogens, offering a lower risk for resistance development.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Clinically used antifungal azoles as ligands for gold(III) complexes: the influence of the Au(III) ion on the antimicrobial activity of the complex",
pages = "5334-5322",
number = "13",
volume = "51",
doi = "10.1039/d2dt00411a"
}

Stevanović, N. Lj., Kljun, J., Aleksić, I., Škaro Bogojević, S., Milivojević, D., Veselinović, A., Turel, I., Djuran, M., Nikodinović-Runić, J.,& Glišić, B.. (2022). Clinically used antifungal azoles as ligands for gold(III) complexes: the influence of the Au(III) ion on the antimicrobial activity of the complex. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 51(13), 5322-5334.
https://doi.org/10.1039/d2dt00411a

Stevanović NL, Kljun J, Aleksić I, Škaro Bogojević S, Milivojević D, Veselinović A, Turel I, Djuran M, Nikodinović-Runić J, Glišić B. Clinically used antifungal azoles as ligands for gold(III) complexes: the influence of the Au(III) ion on the antimicrobial activity of the complex. in Dalton Transactions. 2022;51(13):5322-5334.
doi:10.1039/d2dt00411a .

Stevanović, Nevena Lj., Kljun, Jakob, Aleksić, Ivana, Škaro Bogojević, Sanja, Milivojević, Dušan, Veselinović, Aleksandar, Turel, Iztok, Djuran, Milos, Nikodinović-Runić, Jasmina, Glišić, Biljana, "Clinically used antifungal azoles as ligands for gold(III) complexes: the influence of the Au(III) ion on the antimicrobial activity of the complex" in Dalton Transactions, 51, no. 13 (2022):5322-5334,
https://doi.org/10.1039/d2dt00411a . .

TY  - JOUR
AU  - Stevanović, Nevena
AU  - Lazić, Jelena
AU  - Kljun, Jakob
AU  - Stanković, Mia
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2022
UR  - https://www.mdpi.com/2673-9992/14/1/102
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1844
AB  - Recently, we synthesized silver(I) complex with the antifungal agent itraconazole, which showed improved anti-Candida potential and therapeutic safety in comparison to itraconazole and rescued zebrafish embryos affected by lethal C. albicans infection, when used in safe doses. Inspired by these results, in the present study, three new silver(I) complexes with clinically used azoles, econazole (ecz), clotrimazole (ctz) and voriconazole (vcz), [Ag(ecz)2]SbF6 (Ag1), [Ag(ctz)2]SbF6 (Ag2) and {[Ag(vcz)2]SbF6}n (Ag3) were synthesized and structurally characterized by elemental microanalysis, mass spectrometry, spectroscopy (1H NMR, IR and UV-Vis), cyclic voltammetry, molar conductivity measurements, and single crystal X-ray diffraction analysis. The spectroscopic and crystallographic results revealed that, in the synthesized silver(I) complexes, azole ligands are monodentately coordinated to the Ag(I) ion through the nitrogen atom forming [Ag(azole)2]+ complex cation. The antimicrobial effect of complexes and azole ligands was evaluated against different Candida species, as well as Gram-positive and Gram-negative bacteria. The synthesized complexes Ag1-3 exhibited good to moderate antimicrobial activity being, in most cases, more active than the corresponding azole ligands. Complexes Ag2 and Ag3 also showed strong inhibitory activity against C. albicans biofilm formation and strong inhibition of C. albicans filamentation at subinhibitory concentrations.
T2  - Medical Sciences Forum
T2  - Medical Sciences Forum
T1  - Silver(I) Complexes with Clinically Used Azoles: Synthesis, Structural Characterization and Antimicrobial Evaluation
IS  - 1
SP  - 102
VL  - 14
DO  - 10.3390/ECMC2022-13249
ER  - 

@article{
author = "Stevanović, Nevena and Lazić, Jelena and Kljun, Jakob and Stanković, Mia and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Miloš and Glišić, Biljana",
year = "2022",
abstract = "Recently, we synthesized silver(I) complex with the antifungal agent itraconazole, which showed improved anti-Candida potential and therapeutic safety in comparison to itraconazole and rescued zebrafish embryos affected by lethal C. albicans infection, when used in safe doses. Inspired by these results, in the present study, three new silver(I) complexes with clinically used azoles, econazole (ecz), clotrimazole (ctz) and voriconazole (vcz), [Ag(ecz)2]SbF6 (Ag1), [Ag(ctz)2]SbF6 (Ag2) and {[Ag(vcz)2]SbF6}n (Ag3) were synthesized and structurally characterized by elemental microanalysis, mass spectrometry, spectroscopy (1H NMR, IR and UV-Vis), cyclic voltammetry, molar conductivity measurements, and single crystal X-ray diffraction analysis. The spectroscopic and crystallographic results revealed that, in the synthesized silver(I) complexes, azole ligands are monodentately coordinated to the Ag(I) ion through the nitrogen atom forming [Ag(azole)2]+ complex cation. The antimicrobial effect of complexes and azole ligands was evaluated against different Candida species, as well as Gram-positive and Gram-negative bacteria. The synthesized complexes Ag1-3 exhibited good to moderate antimicrobial activity being, in most cases, more active than the corresponding azole ligands. Complexes Ag2 and Ag3 also showed strong inhibitory activity against C. albicans biofilm formation and strong inhibition of C. albicans filamentation at subinhibitory concentrations.",
journal = "Medical Sciences Forum, Medical Sciences Forum",
title = "Silver(I) Complexes with Clinically Used Azoles: Synthesis, Structural Characterization and Antimicrobial Evaluation",
number = "1",
pages = "102",
volume = "14",
doi = "10.3390/ECMC2022-13249"
}

Stevanović, N., Lazić, J., Kljun, J., Stanković, M., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2022). Silver(I) Complexes with Clinically Used Azoles: Synthesis, Structural Characterization and Antimicrobial Evaluation. in Medical Sciences Forum, 14(1), 102.
https://doi.org/10.3390/ECMC2022-13249

Stevanović N, Lazić J, Kljun J, Stanković M, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Silver(I) Complexes with Clinically Used Azoles: Synthesis, Structural Characterization and Antimicrobial Evaluation. in Medical Sciences Forum. 2022;14(1):102.
doi:10.3390/ECMC2022-13249 .

Stevanović, Nevena, Lazić, Jelena, Kljun, Jakob, Stanković, Mia, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Miloš, Glišić, Biljana, "Silver(I) Complexes with Clinically Used Azoles: Synthesis, Structural Characterization and Antimicrobial Evaluation" in Medical Sciences Forum, 14, no. 1 (2022):102,
https://doi.org/10.3390/ECMC2022-13249 . .

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  - Andrejević, Tina P.
AU  - Aleksić, Ivana
AU  - Pockaj, Marta
AU  - Kljun, Jakob
AU  - Milivojević, Dušan
AU  - Stevanović, Nevena Lj.
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Milos
AU  - Glišić, Biljana
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1492
AB  - Five novel copper(ii) complexes with pyridine-4,5-dicarboxylate esters as ligands, [Cu(NO3)(py-2tz)(H2O)(3)]NO3 (1), [Cu(NO3)(2)(py-2metz)(H2O)] (2), [Cu(NO3)(2)(py-2py)(H2O)]center dot H2O (3), [CuCl2(py-2tz)](2) (4) and [CuCl2(py-2metz)](n) (5) (py-2tz is dimethyl 2-(thiazol-2-yl)pyridine-4,5-dicarboxylate, py-2metz is dimethyl 2-(4-methylthiazol-2-yl)pyridine-4,5-dicarboxylate and py-2py is dimethyl 2,2 '-bipyridine-4,5-dicarboxylate), were synthesized and structurally characterized by different spectroscopic and electrochemical methods. The structure of these complexes was determined by single-crystal X-ray diffraction analysis, confirming the bidentate coordination mode of the corresponding pyridine-4,5-dicarboxylate ester to the Cu(ii) ion through the nitrogen atoms. The antimicrobial potential of copper(ii) complexes 1-5 was assessed against two bacterial and two Candida species. These complexes showed better growth inhibiting activity against Candida spp. with respect to the tested bacterial species, also being moderately toxic towards normal human lung fibroblast cells (MRC-5). Complexes 1 and 4 showed the greatest ability to inhibit the filamentation of C. albicans, which is an important process during fungal infection, and these two complexes efficiently inhibited the biofilm formation of C. albicans at subinhibitory concentrations. Complex 4 also successfully prevented the adhesion of C. albicans in an in vitro epithelial cell model. The mechanism of the antifungal activity of copper(ii) complexes 1-5 was studied through their interaction with ct-DNA, as one of the possible target biomolecules, by fluorescence spectroscopy and gel electrophoresis. Finally, the ability of these complexes to bind to bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity
EP  - 2638
IS  - 7
SP  - 2627
VL  - 50
DO  - 10.1039/d0dt04061d
ER  - 

@article{
author = "Andrejević, Tina P. and Aleksić, Ivana and Pockaj, Marta and Kljun, Jakob and Milivojević, Dušan and Stevanović, Nevena Lj. and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Milos and Glišić, Biljana",
year = "2021",
abstract = "Five novel copper(ii) complexes with pyridine-4,5-dicarboxylate esters as ligands, [Cu(NO3)(py-2tz)(H2O)(3)]NO3 (1), [Cu(NO3)(2)(py-2metz)(H2O)] (2), [Cu(NO3)(2)(py-2py)(H2O)]center dot H2O (3), [CuCl2(py-2tz)](2) (4) and [CuCl2(py-2metz)](n) (5) (py-2tz is dimethyl 2-(thiazol-2-yl)pyridine-4,5-dicarboxylate, py-2metz is dimethyl 2-(4-methylthiazol-2-yl)pyridine-4,5-dicarboxylate and py-2py is dimethyl 2,2 '-bipyridine-4,5-dicarboxylate), were synthesized and structurally characterized by different spectroscopic and electrochemical methods. The structure of these complexes was determined by single-crystal X-ray diffraction analysis, confirming the bidentate coordination mode of the corresponding pyridine-4,5-dicarboxylate ester to the Cu(ii) ion through the nitrogen atoms. The antimicrobial potential of copper(ii) complexes 1-5 was assessed against two bacterial and two Candida species. These complexes showed better growth inhibiting activity against Candida spp. with respect to the tested bacterial species, also being moderately toxic towards normal human lung fibroblast cells (MRC-5). Complexes 1 and 4 showed the greatest ability to inhibit the filamentation of C. albicans, which is an important process during fungal infection, and these two complexes efficiently inhibited the biofilm formation of C. albicans at subinhibitory concentrations. Complex 4 also successfully prevented the adhesion of C. albicans in an in vitro epithelial cell model. The mechanism of the antifungal activity of copper(ii) complexes 1-5 was studied through their interaction with ct-DNA, as one of the possible target biomolecules, by fluorescence spectroscopy and gel electrophoresis. Finally, the ability of these complexes to bind to bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity",
pages = "2638-2627",
number = "7",
volume = "50",
doi = "10.1039/d0dt04061d"
}

Andrejević, T. P., Aleksić, I., Pockaj, M., Kljun, J., Milivojević, D., Stevanović, N. Lj., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2021). Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 50(7), 2627-2638.
https://doi.org/10.1039/d0dt04061d

Andrejević TP, Aleksić I, Pockaj M, Kljun J, Milivojević D, Stevanović NL, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity. in Dalton Transactions. 2021;50(7):2627-2638.
doi:10.1039/d0dt04061d .

Andrejević, Tina P., Aleksić, Ivana, Pockaj, Marta, Kljun, Jakob, Milivojević, Dušan, Stevanović, Nevena Lj., Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Milos, Glišić, Biljana, "Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity" in Dalton Transactions, 50, no. 7 (2021):2627-2638,
https://doi.org/10.1039/d0dt04061d . .

TY  - CONF
AU  - Stevanović, Nevena
AU  - Aleksic, Ivana
AU  - Kljun, Jakob
AU  - Ašanin, Darko
AU  - Andrejević, Tina
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1641
AB  - Over the last few decades, invasive fungal infections represent a serious problem for modern-day healthcare. Aspergillus, Candida and Cryptococcus species are the most common pathogens causing life-threatening infections. Therapeutic options for the treatment of fungal infections are presently limited to only four classes of compounds and each of these drug classes has significant therapeutic limitations, including serious toxic-side effects, resistance development and limited routes of administration. In order to overcome resistance of the clinically used antifungal triazole agents, we synthesized zinc(II) and copper(II) complexes with fluconazole (flz), {[ZnCl2(flz)2]·2C2H5OH}n (1) and {[CuCl2(flz)2].5H2O}n (2). These complexes were obtained from the reactions between ZnCl2 or CuCl2·2H2O with this antifungal agent in 1 : 2 molar ratio in ethanol at room temperature. The compounds were characterized by elemental analysis, NMR, IR and UV-Vis spectroscopy and mass spectrometry. The crystal structure of complex 1 was determined by a single-crystal X-ray diffraction analysis. The antimicrobial effect of both complexes and fluconazole was evaluated against different Candida species as well as Gram-positive and Gram-negative bacteria by means of minimal inhibitory concentrations (MICs). The obtained results have shown that, in most cases, the coordination of fluconazole to Zn(II) and Cu(II) ions leads to the enhancement of its antifungal activity. Both complexes showed strong inhibitory activity against C. albicans biofilm formation at concentrations lower than MIC values, as well as strong inhibition of C. albicans filamentation.
C3  - Electronic Conference on Medicinal Chemistry
T1  - Improvement of antifungal activity and therapeutic profile of fluconazole by its complexation with copper(II) and zinc(II) ions. Complex characterization and antimicrobial activity studies
DO  - 10.3390/ECMC2020-07373
ER  - 

@conference{
author = "Stevanović, Nevena and Aleksic, Ivana and Kljun, Jakob and Ašanin, Darko and Andrejević, Tina and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Miloš and Glišić, Biljana",
year = "2020",
abstract = "Over the last few decades, invasive fungal infections represent a serious problem for modern-day healthcare. Aspergillus, Candida and Cryptococcus species are the most common pathogens causing life-threatening infections. Therapeutic options for the treatment of fungal infections are presently limited to only four classes of compounds and each of these drug classes has significant therapeutic limitations, including serious toxic-side effects, resistance development and limited routes of administration. In order to overcome resistance of the clinically used antifungal triazole agents, we synthesized zinc(II) and copper(II) complexes with fluconazole (flz), {[ZnCl2(flz)2]·2C2H5OH}n (1) and {[CuCl2(flz)2].5H2O}n (2). These complexes were obtained from the reactions between ZnCl2 or CuCl2·2H2O with this antifungal agent in 1 : 2 molar ratio in ethanol at room temperature. The compounds were characterized by elemental analysis, NMR, IR and UV-Vis spectroscopy and mass spectrometry. The crystal structure of complex 1 was determined by a single-crystal X-ray diffraction analysis. The antimicrobial effect of both complexes and fluconazole was evaluated against different Candida species as well as Gram-positive and Gram-negative bacteria by means of minimal inhibitory concentrations (MICs). The obtained results have shown that, in most cases, the coordination of fluconazole to Zn(II) and Cu(II) ions leads to the enhancement of its antifungal activity. Both complexes showed strong inhibitory activity against C. albicans biofilm formation at concentrations lower than MIC values, as well as strong inhibition of C. albicans filamentation.",
journal = "Electronic Conference on Medicinal Chemistry",
title = "Improvement of antifungal activity and therapeutic profile of fluconazole by its complexation with copper(II) and zinc(II) ions. Complex characterization and antimicrobial activity studies",
doi = "10.3390/ECMC2020-07373"
}

Stevanović, N., Aleksic, I., Kljun, J., Ašanin, D., Andrejević, T., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2020). Improvement of antifungal activity and therapeutic profile of fluconazole by its complexation with copper(II) and zinc(II) ions. Complex characterization and antimicrobial activity studies. in Electronic Conference on Medicinal Chemistry.
https://doi.org/10.3390/ECMC2020-07373

Stevanović N, Aleksic I, Kljun J, Ašanin D, Andrejević T, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Improvement of antifungal activity and therapeutic profile of fluconazole by its complexation with copper(II) and zinc(II) ions. Complex characterization and antimicrobial activity studies. in Electronic Conference on Medicinal Chemistry. 2020;.
doi:10.3390/ECMC2020-07373 .

Stevanović, Nevena, Aleksic, Ivana, Kljun, Jakob, Ašanin, Darko, Andrejević, Tina, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Miloš, Glišić, Biljana, "Improvement of antifungal activity and therapeutic profile of fluconazole by its complexation with copper(II) and zinc(II) ions. Complex characterization and antimicrobial activity studies" in Electronic Conference on Medicinal Chemistry (2020),
https://doi.org/10.3390/ECMC2020-07373 . .

TY  - JOUR
AU  - Andrejević, Tina P.
AU  - Milivojević, Dušan
AU  - Glišić, Biljana
AU  - Kljun, Jakob
AU  - Stevanović, Nevena Lj.
AU  - Vojnović, Sandra
AU  - Medić, Strahinja
AU  - Nikodinović-Runić, Jasmina
AU  - Turel, Iztok
AU  - Djuran, Milos 
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1333
AB  - Infections of the cow udder leading to mastitis and lower milk quality are one of the biggest problems in the dairy industry worldwide. Unfortunately, therapeutic options for the treatment of cow mastitis are limited as a consequence of the development of pathogens that are resistant to conventionally used antibiotics. In the search for agents that will be active against cow mastitis associated pathogens, in the present study, five new silver(I) complexes with different chelating pyridine-4,5-dicarboxylate types of ligands, [Ag(NO3)(py-2py)](n) (1), [Ag(NO3)(py-2metz)](n) (2), [Ag(CH3CN)(py-2py)]BF4 (3), [Ag(py-2tz)(2)]BF4 (4) and [Ag(py-2metz)(2)]BF4 (5), py-2py is dimethyl 2,2'-bipyridine-4,5-dicarboxylate, py-2metz is dimethyl 2-(4-methylthiazol-2-yl)pyridine-4,5-dicarboxylate and py-2tz is dimethyl 2-(thiazol-2-yl)pyridine-4,5-dicarboxylate, were synthesized, structurally characterized and assessed for in vitro antimicrobial activity using both standard bioassay and clinical isolates from a contaminated milk sample obtained from a cow with mastitis. These complexes showed remarkable activity against the standard panel of microorganisms and a selection of clinical isolates from the milk of the cow diagnosed with mastitis. With the aim of determining the therapeutic potential of silver(I) complexes, their toxicity in vivo against the model organism, Caenorhabditis elegans (C. elegans), was investigated. The complexes that had the best therapeutic profile, 2 and 5, induced bacterial membrane depolarization and the production of reactive oxygen species (ROS) in Candida albicans cells and inhibited the hyphae as well as the biofilm formation. Taken together, the presented data suggest that the silver(I) complexes with pyridine ligands could be considered for the treatment of microbial pathogens, which are causative agents of cow mastitis.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Silver(I) complexes with different pyridine-4,5-dicarboxylate ligands as efficient agents for the control of cow mastitis associated pathogens
EP  - 6096
IS  - 18
SP  - 6084
VL  - 49
DO  - 10.1039/d0dt00518e
ER  - 

@article{
author = "Andrejević, Tina P. and Milivojević, Dušan and Glišić, Biljana and Kljun, Jakob and Stevanović, Nevena Lj. and Vojnović, Sandra and Medić, Strahinja and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Milos ",
year = "2020",
abstract = "Infections of the cow udder leading to mastitis and lower milk quality are one of the biggest problems in the dairy industry worldwide. Unfortunately, therapeutic options for the treatment of cow mastitis are limited as a consequence of the development of pathogens that are resistant to conventionally used antibiotics. In the search for agents that will be active against cow mastitis associated pathogens, in the present study, five new silver(I) complexes with different chelating pyridine-4,5-dicarboxylate types of ligands, [Ag(NO3)(py-2py)](n) (1), [Ag(NO3)(py-2metz)](n) (2), [Ag(CH3CN)(py-2py)]BF4 (3), [Ag(py-2tz)(2)]BF4 (4) and [Ag(py-2metz)(2)]BF4 (5), py-2py is dimethyl 2,2'-bipyridine-4,5-dicarboxylate, py-2metz is dimethyl 2-(4-methylthiazol-2-yl)pyridine-4,5-dicarboxylate and py-2tz is dimethyl 2-(thiazol-2-yl)pyridine-4,5-dicarboxylate, were synthesized, structurally characterized and assessed for in vitro antimicrobial activity using both standard bioassay and clinical isolates from a contaminated milk sample obtained from a cow with mastitis. These complexes showed remarkable activity against the standard panel of microorganisms and a selection of clinical isolates from the milk of the cow diagnosed with mastitis. With the aim of determining the therapeutic potential of silver(I) complexes, their toxicity in vivo against the model organism, Caenorhabditis elegans (C. elegans), was investigated. The complexes that had the best therapeutic profile, 2 and 5, induced bacterial membrane depolarization and the production of reactive oxygen species (ROS) in Candida albicans cells and inhibited the hyphae as well as the biofilm formation. Taken together, the presented data suggest that the silver(I) complexes with pyridine ligands could be considered for the treatment of microbial pathogens, which are causative agents of cow mastitis.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Silver(I) complexes with different pyridine-4,5-dicarboxylate ligands as efficient agents for the control of cow mastitis associated pathogens",
pages = "6096-6084",
number = "18",
volume = "49",
doi = "10.1039/d0dt00518e"
}

Andrejević, T. P., Milivojević, D., Glišić, B., Kljun, J., Stevanović, N. Lj., Vojnović, S., Medić, S., Nikodinović-Runić, J., Turel, I.,& Djuran, M.. (2020). Silver(I) complexes with different pyridine-4,5-dicarboxylate ligands as efficient agents for the control of cow mastitis associated pathogens. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 49(18), 6084-6096.
https://doi.org/10.1039/d0dt00518e

Andrejević TP, Milivojević D, Glišić B, Kljun J, Stevanović NL, Vojnović S, Medić S, Nikodinović-Runić J, Turel I, Djuran M. Silver(I) complexes with different pyridine-4,5-dicarboxylate ligands as efficient agents for the control of cow mastitis associated pathogens. in Dalton Transactions. 2020;49(18):6084-6096.
doi:10.1039/d0dt00518e .

Andrejević, Tina P., Milivojević, Dušan, Glišić, Biljana, Kljun, Jakob, Stevanović, Nevena Lj., Vojnović, Sandra, Medić, Strahinja, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Milos , "Silver(I) complexes with different pyridine-4,5-dicarboxylate ligands as efficient agents for the control of cow mastitis associated pathogens" in Dalton Transactions, 49, no. 18 (2020):6084-6096,
https://doi.org/10.1039/d0dt00518e . .

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

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

Živković, M. D., Kljun, J., Ilić-Tomić, T., Pavić, A., Veselinović, A., Manojlović, D. D., Nikodinović-Runić, J.,& Turel, I.. (2018). A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity. in Inorganic Chemistry Frontiers
Royal Soc Chemistry, Cambridge., 5(1), 39-53.
https://doi.org/10.1039/c7qi00299h

Živković MD, Kljun J, Ilić-Tomić T, Pavić A, Veselinović A, Manojlović DD, Nikodinović-Runić J, Turel I. A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity. in Inorganic Chemistry Frontiers. 2018;5(1):39-53.
doi:10.1039/c7qi00299h .

Živković, Marija D., Kljun, J., Ilić-Tomić, Tatjana, Pavić, Aleksandar, Veselinović, A., Manojlović, D. D., Nikodinović-Runić, Jasmina, Turel, I., "A new class of platinum(II) complexes with the phosphine ligand pta which show potent anticancer activity" in Inorganic Chemistry Frontiers, 5, no. 1 (2018):39-53,
https://doi.org/10.1039/c7qi00299h . .