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  - 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  - CONF
AU  - Andrejević, Tina
AU  - Ašanin, Darko
AU  - Pantelić, Lena
AU  - Pantović, Bojana
AU  - Nikodinović-Runić, Jasmina
AU  - Glišić, Biljana
PY  - 2023
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2293
AB  - Pyocyanin (PYO) is a green blue pigment that is produced extracellularly by the Gram- negative bacteria Pseudomonas aeruginosa. Its color depends on pH value. It exists in blue zwitterion form at neutral and alkaline conditions, while in an acidic environment, it becomes pink after protonation. PYO has shown the antibacterial activity, as well as the ability to inhibit the growth of fungi like Aspergillus fumigatus and Candida albicans. Moreover, it shows the high cytotoxic effect against the human pancreatic cancer cells by inducing their apoptosis. To evaluate the possible mechanism of antimicrobial activity of PYO, in the present study, we have investigated its interactions with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) by fluorescence emission spectroscopy. The obtained value of binding constant to BSA is relatively high (KA = 5.3 × 10^6 M^-1 s^-1), showing the ability of PYO to bind to this transport protein. We have also used synchronous fluorescence spectroscopy to explore the structural changes in BSA in the presence of the studied biopigment. In contrast with the mentioned results for binding to BSA, PYO has shown a low affinity to ct-DNA, what can be seen from the value of its binding constant (KA = 7.8 × 10^3 M^-1 s^-1).
PB  - MDPI
C3  - Medical Sciences Forum
T1  - DNA/BSA binding affinity of pyocyanin produced by Pseudomonas aeruginosa
VL  - n/a
DO  - 10.3390/ECMC2023-15654
ER  - 

@conference{
author = "Andrejević, Tina and Ašanin, Darko and Pantelić, Lena and Pantović, Bojana and Nikodinović-Runić, Jasmina and Glišić, Biljana",
year = "2023",
abstract = "Pyocyanin (PYO) is a green blue pigment that is produced extracellularly by the Gram- negative bacteria Pseudomonas aeruginosa. Its color depends on pH value. It exists in blue zwitterion form at neutral and alkaline conditions, while in an acidic environment, it becomes pink after protonation. PYO has shown the antibacterial activity, as well as the ability to inhibit the growth of fungi like Aspergillus fumigatus and Candida albicans. Moreover, it shows the high cytotoxic effect against the human pancreatic cancer cells by inducing their apoptosis. To evaluate the possible mechanism of antimicrobial activity of PYO, in the present study, we have investigated its interactions with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) by fluorescence emission spectroscopy. The obtained value of binding constant to BSA is relatively high (KA = 5.3 × 10^6 M^-1 s^-1), showing the ability of PYO to bind to this transport protein. We have also used synchronous fluorescence spectroscopy to explore the structural changes in BSA in the presence of the studied biopigment. In contrast with the mentioned results for binding to BSA, PYO has shown a low affinity to ct-DNA, what can be seen from the value of its binding constant (KA = 7.8 × 10^3 M^-1 s^-1).",
publisher = "MDPI",
journal = "Medical Sciences Forum",
title = "DNA/BSA binding affinity of pyocyanin produced by Pseudomonas aeruginosa",
volume = "n/a",
doi = "10.3390/ECMC2023-15654"
}

Andrejević, T., Ašanin, D., Pantelić, L., Pantović, B., Nikodinović-Runić, J.,& Glišić, B.. (2023). DNA/BSA binding affinity of pyocyanin produced by Pseudomonas aeruginosa. in Medical Sciences Forum
MDPI., n/a.
https://doi.org/10.3390/ECMC2023-15654

Andrejević T, Ašanin D, Pantelić L, Pantović B, Nikodinović-Runić J, Glišić B. DNA/BSA binding affinity of pyocyanin produced by Pseudomonas aeruginosa. in Medical Sciences Forum. 2023;n/a.
doi:10.3390/ECMC2023-15654 .

Andrejević, Tina, Ašanin, Darko, Pantelić, Lena, Pantović, Bojana, Nikodinović-Runić, Jasmina, Glišić, Biljana, "DNA/BSA binding affinity of pyocyanin produced by Pseudomonas aeruginosa" in Medical Sciences Forum, n/a (2023),
https://doi.org/10.3390/ECMC2023-15654 . .

TY  - CONF
AU  - Glišić, Biljana
AU  - Andrejević, Tina
AU  - Lazić, Jelena
AU  - Ilić-Tomić, Tatjana
AU  - Ašanin, Darko
AU  - Pantović, Bojana
AU  - Djuran, Miloš
AU  - Nikodinović-Runić, Jasmina
PY  - 2023
UR  - https://isabc2023.com/
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1926
AB  - Prodigiosin (PG) is a red biopigment produced as a secondary metabolite by
microorganisms such as Serratia marcescens and Streptomyces. In recent years, this tripyrrole
compound has attracted an increasing attention due to its antibacterial, antimalarial, and
immunosuppressive activities [1]. It is also known for its antitumor activity, inducing the cell
death by apoptosis in different human cancer cell lines [2]. Considering this, in the present
study, we investigated the interactions of prodigiosin and its copper(II) complex (CuPG; the
structural formula is presented below), whose crystal structure was determined previously [2],
with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) by fluorescence emission
spectroscopy to clarify their binding affinities toward these biomolecules. The antimicrobial
activity of the synthesized CuPG complex and PG ligand was evaluated in vitro against various
microorganisms that can lead to many infections. Moreover, CuPG and PG were evaluated in
a cell viability assay on a healthy MRC-5 cell line, as well as a panel of MDA-MB-231, A549,
A375, and HCT116 cancer cell lines.
PB  - Greece : University of Ioannina
C3  - 16th International Symposium on Applied Bioinorganic Chemistry
T1  - DNA/BSA interactions and biological activity of prodigiosin and its
copper(II) complex
SP  - 264
UR  - https://hdl.handle.net/21.15107/rcub_imagine_1926
ER  - 

@conference{
author = "Glišić, Biljana and Andrejević, Tina and Lazić, Jelena and Ilić-Tomić, Tatjana and Ašanin, Darko and Pantović, Bojana and Djuran, Miloš and Nikodinović-Runić, Jasmina",
year = "2023",
abstract = "Prodigiosin (PG) is a red biopigment produced as a secondary metabolite by
microorganisms such as Serratia marcescens and Streptomyces. In recent years, this tripyrrole
compound has attracted an increasing attention due to its antibacterial, antimalarial, and
immunosuppressive activities [1]. It is also known for its antitumor activity, inducing the cell
death by apoptosis in different human cancer cell lines [2]. Considering this, in the present
study, we investigated the interactions of prodigiosin and its copper(II) complex (CuPG; the
structural formula is presented below), whose crystal structure was determined previously [2],
with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) by fluorescence emission
spectroscopy to clarify their binding affinities toward these biomolecules. The antimicrobial
activity of the synthesized CuPG complex and PG ligand was evaluated in vitro against various
microorganisms that can lead to many infections. Moreover, CuPG and PG were evaluated in
a cell viability assay on a healthy MRC-5 cell line, as well as a panel of MDA-MB-231, A549,
A375, and HCT116 cancer cell lines.",
publisher = "Greece : University of Ioannina",
journal = "16th International Symposium on Applied Bioinorganic Chemistry",
title = "DNA/BSA interactions and biological activity of prodigiosin and its
copper(II) complex",
pages = "264",
url = "https://hdl.handle.net/21.15107/rcub_imagine_1926"
}

Glišić, B., Andrejević, T., Lazić, J., Ilić-Tomić, T., Ašanin, D., Pantović, B., Djuran, M.,& Nikodinović-Runić, J.. (2023). DNA/BSA interactions and biological activity of prodigiosin and its
copper(II) complex. in 16th International Symposium on Applied Bioinorganic Chemistry
Greece : University of Ioannina., 264.
https://hdl.handle.net/21.15107/rcub_imagine_1926

Glišić B, Andrejević T, Lazić J, Ilić-Tomić T, Ašanin D, Pantović B, Djuran M, Nikodinović-Runić J. DNA/BSA interactions and biological activity of prodigiosin and its
copper(II) complex. in 16th International Symposium on Applied Bioinorganic Chemistry. 2023;:264.
https://hdl.handle.net/21.15107/rcub_imagine_1926 .

Glišić, Biljana, Andrejević, Tina, Lazić, Jelena, Ilić-Tomić, Tatjana, Ašanin, Darko, Pantović, Bojana, Djuran, Miloš, Nikodinović-Runić, Jasmina, "DNA/BSA interactions and biological activity of prodigiosin and its
copper(II) complex" in 16th International Symposium on Applied Bioinorganic Chemistry (2023):264,
https://hdl.handle.net/21.15107/rcub_imagine_1926 .

TY  - CONF
AU  - Lazić, Jelena
AU  - Milovanović, Jelena
AU  - Anejević, Tina
AU  - Ašanin, Darko
AU  - Ilić-Tomić, Tatjana
AU  - Glišić, Biljana
AU  - Nikodinović-Runić, Jasmina
PY  - 2023
UR  - https://afea.eventsair.com/10th-conference-of-mikrobiokosmos/abstract-book
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2235
AB  - Prodigiosin (PG, Fig. 1a) is a biologically active
pyrrolylpyrromethene alkaloid whose structure was
first confirmed in 1962 [1]. PG is commonly
produced by Gram-negative bacteria, such as
Serratia spp. and has an eco-physiological role [2].
Its biological activities were extensively researched,
and numerous pharmacological properties were
established, including anticancer and
immunosuppressive However, high cost of extraction and purification
still represent the bottleneck in the microbial
production of PG. Meat and fish processing wastes have high potential as raw materials for conversion
into useful products of higher value. In this study,
meat offcuts were assessed as the sole nutrient for
the fermentative production of PG from S.
marcescens. Using this substrate lowered the
cultivation medium cost and shortened the
fermentation time to 12 h, while allowing a
satisfying PG yield of 83.1 mg/L. The isolated PG
was used in one-step reactions with CuCl₂ or ZnCl₂
in terc-BuOH at 25 °C. The obtained [Cu(PG)Cl] (Fig.
1b) and [Zn(PG)₂] (Fig. 1c) complexes were
characterized by UV-Vis and IR spectroscopy and
their bioactivity potential was assessed.
Antimicrobial activity was assessed in a disc assay
against 4 human pathogens: Escherichia coli NCTC
9001, Pseudomonas aeruginosa ATCC 10332,
Staphylococcus aureus NCTC 6571, Candida
albicans ATCC 10231, but no effect was observed
for the tested concentrations of 200 μg per disc and
lower. However, the anticancer potential of the new
derivatives is promising and the bovine serum
albumin (BSA) binding study revealed that
complexes bind to BSA tightly and reversibly [4].
C3  - 10th Conference of Mikrobiokosmos
T1  - Biotechnological production of bacterial pigment prodigiosin and bioactive properties of its metal complexes with Cu(II) and Zn(II)
UR  - https://hdl.handle.net/21.15107/rcub_imagine_2235
ER  - 

@conference{
author = "Lazić, Jelena and Milovanović, Jelena and Anejević, Tina and Ašanin, Darko and Ilić-Tomić, Tatjana and Glišić, Biljana and Nikodinović-Runić, Jasmina",
year = "2023",
abstract = "Prodigiosin (PG, Fig. 1a) is a biologically active
pyrrolylpyrromethene alkaloid whose structure was
first confirmed in 1962 [1]. PG is commonly
produced by Gram-negative bacteria, such as
Serratia spp. and has an eco-physiological role [2].
Its biological activities were extensively researched,
and numerous pharmacological properties were
established, including anticancer and
immunosuppressive However, high cost of extraction and purification
still represent the bottleneck in the microbial
production of PG. Meat and fish processing wastes have high potential as raw materials for conversion
into useful products of higher value. In this study,
meat offcuts were assessed as the sole nutrient for
the fermentative production of PG from S.
marcescens. Using this substrate lowered the
cultivation medium cost and shortened the
fermentation time to 12 h, while allowing a
satisfying PG yield of 83.1 mg/L. The isolated PG
was used in one-step reactions with CuCl₂ or ZnCl₂
in terc-BuOH at 25 °C. The obtained [Cu(PG)Cl] (Fig.
1b) and [Zn(PG)₂] (Fig. 1c) complexes were
characterized by UV-Vis and IR spectroscopy and
their bioactivity potential was assessed.
Antimicrobial activity was assessed in a disc assay
against 4 human pathogens: Escherichia coli NCTC
9001, Pseudomonas aeruginosa ATCC 10332,
Staphylococcus aureus NCTC 6571, Candida
albicans ATCC 10231, but no effect was observed
for the tested concentrations of 200 μg per disc and
lower. However, the anticancer potential of the new
derivatives is promising and the bovine serum
albumin (BSA) binding study revealed that
complexes bind to BSA tightly and reversibly [4].",
journal = "10th Conference of Mikrobiokosmos",
title = "Biotechnological production of bacterial pigment prodigiosin and bioactive properties of its metal complexes with Cu(II) and Zn(II)",
url = "https://hdl.handle.net/21.15107/rcub_imagine_2235"
}

Lazić, J., Milovanović, J., Anejević, T., Ašanin, D., Ilić-Tomić, T., Glišić, B.,& Nikodinović-Runić, J.. (2023). Biotechnological production of bacterial pigment prodigiosin and bioactive properties of its metal complexes with Cu(II) and Zn(II). in 10th Conference of Mikrobiokosmos.
https://hdl.handle.net/21.15107/rcub_imagine_2235

Lazić J, Milovanović J, Anejević T, Ašanin D, Ilić-Tomić T, Glišić B, Nikodinović-Runić J. Biotechnological production of bacterial pigment prodigiosin and bioactive properties of its metal complexes with Cu(II) and Zn(II). in 10th Conference of Mikrobiokosmos. 2023;.
https://hdl.handle.net/21.15107/rcub_imagine_2235 .

Lazić, Jelena, Milovanović, Jelena, Anejević, Tina, Ašanin, Darko, Ilić-Tomić, Tatjana, Glišić, Biljana, Nikodinović-Runić, Jasmina, "Biotechnological production of bacterial pigment prodigiosin and bioactive properties of its metal complexes with Cu(II) and Zn(II)" in 10th Conference of Mikrobiokosmos (2023),
https://hdl.handle.net/21.15107/rcub_imagine_2235 .

TY  - JOUR
AU  - Ašanin, Darko
AU  - Andrejević, Tina
AU  - Nenadović, Marija
AU  - Rodić, Marko
AU  - Vojnović, Sandra
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2023
UR  - https://www.sciencedirect.com/science/article/pii/S0277538723003078
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2067
AB  - In the present study, synthesis of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine (1,6-naph), {[Ag(1,6-naph)(H2O)](BF4)}n (1) and [AuCl3(1,6-naph)] (2), was reported. The methods used for the structural characterization of a new compound 1 included IR, NMR (1H and 13C) and UV-Vis spectroscopy, cyclic voltammetry and single-crystal X-ray diffraction analysis. The crystallographic results showed that compound 1 represents silver(I) coordination polymer, in which 1,6-naph ligand acts as a bidentate bridging ligand connecting two Ag(I) ions via its N1 and N6 nitrogen atoms, while the third coordination site of the metal ion is occupied by the water oxygen atom, resulted in a T-shape geometry. Compounds 1 and 2 were evaluated in vitro for antimicrobial activity against five bacterial and two Candida species, while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5). Compound 1 has manifested a remarkable antifungal activity on both tested Candida strains (C. albicans and C. parapsilosis) with minimal inhibitory concentrations (MICs) of 1.43 and 11.38 µM (0.49 and 3.9 µg/mL), respectively, while no significant antimicrobial activity was observed for 2. Moreover, silver(I) coordination polymer 1 inhibits the hyphae formation of C. albicans at subinhibitory concentration. The binding affinity of both compounds 1 and 2 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence spectroscopy, indicating their ability to interact with these biomolecules, with compound 2 being more reactive.
T2  - Polyhedron
T1  - Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine
IS  - 1
SP  - 116585
VL  - 244
DO  - 10.1016/j.poly.2023.116585
ER  - 

@article{
author = "Ašanin, Darko and Andrejević, Tina and Nenadović, Marija and Rodić, Marko and Vojnović, Sandra and Djuran, Miloš and Glišić, Biljana",
year = "2023",
abstract = "In the present study, synthesis of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine (1,6-naph), {[Ag(1,6-naph)(H2O)](BF4)}n (1) and [AuCl3(1,6-naph)] (2), was reported. The methods used for the structural characterization of a new compound 1 included IR, NMR (1H and 13C) and UV-Vis spectroscopy, cyclic voltammetry and single-crystal X-ray diffraction analysis. The crystallographic results showed that compound 1 represents silver(I) coordination polymer, in which 1,6-naph ligand acts as a bidentate bridging ligand connecting two Ag(I) ions via its N1 and N6 nitrogen atoms, while the third coordination site of the metal ion is occupied by the water oxygen atom, resulted in a T-shape geometry. Compounds 1 and 2 were evaluated in vitro for antimicrobial activity against five bacterial and two Candida species, while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5). Compound 1 has manifested a remarkable antifungal activity on both tested Candida strains (C. albicans and C. parapsilosis) with minimal inhibitory concentrations (MICs) of 1.43 and 11.38 µM (0.49 and 3.9 µg/mL), respectively, while no significant antimicrobial activity was observed for 2. Moreover, silver(I) coordination polymer 1 inhibits the hyphae formation of C. albicans at subinhibitory concentration. The binding affinity of both compounds 1 and 2 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence spectroscopy, indicating their ability to interact with these biomolecules, with compound 2 being more reactive.",
journal = "Polyhedron",
title = "Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine",
number = "1",
pages = "116585",
volume = "244",
doi = "10.1016/j.poly.2023.116585"
}

Ašanin, D., Andrejević, T., Nenadović, M., Rodić, M., Vojnović, S., Djuran, M.,& Glišić, B.. (2023). Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine. in Polyhedron, 244(1), 116585.
https://doi.org/10.1016/j.poly.2023.116585

Ašanin D, Andrejević T, Nenadović M, Rodić M, Vojnović S, Djuran M, Glišić B. Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine. in Polyhedron. 2023;244(1):116585.
doi:10.1016/j.poly.2023.116585 .

Ašanin, Darko, Andrejević, Tina, Nenadović, Marija, Rodić, Marko, Vojnović, Sandra, Djuran, Miloš, Glišić, Biljana, "Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine" in Polyhedron, 244, no. 1 (2023):116585,
https://doi.org/10.1016/j.poly.2023.116585 . .

TY  - JOUR
AU  - Ašanin, Darko
AU  - Andrejević, Tina
AU  - Nenadović, Marija
AU  - Rodić, Marko
AU  - Vojnović, Sandra
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2023
UR  - https://www.sciencedirect.com/science/article/pii/S0277538723003078
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2076
AB  - In the present study, synthesis of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine (1,6-naph), {[Ag(1,6-naph)(H2O)](BF4)}n (1) and [AuCl3(1,6-naph)] (2), was reported. The methods used for the structural characterization of a new compound 1 included IR, NMR (1H and 13C) and UV-Vis spectroscopy, cyclic voltammetry and single-crystal X-ray diffraction analysis. The crystallographic results showed that compound 1 represents silver(I) coordination polymer, in which 1,6-naph ligand acts as a bidentate bridging ligand connecting two Ag(I) ions via its N1 and N6 nitrogen atoms, while the third coordination site of the metal ion is occupied by the water oxygen atom, resulted in a T-shape geometry. Compounds 1 and 2 were evaluated in vitro for antimicrobial activity against five bacterial and two Candida species, while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5). Compound 1 has manifested a remarkable antifungal activity on both tested Candida strains (C. albicans and C. parapsilosis) with minimal inhibitory concentrations (MICs) of 1.43 and 11.38 µM (0.49 and 3.9 µg/mL), respectively, while no significant antimicrobial activity was observed for 2. Moreover, silver(I) coordination polymer 1 inhibits the hyphae formation of C. albicans at subinhibitory concentration. The binding affinity of both compounds 1 and 2 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence spectroscopy, indicating their ability to interact with these biomolecules, with compound 2 being more reactive.
T2  - Polyhedron
T1  - Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine
IS  - 1
SP  - 116585
VL  - 244
DO  - 10.1016/j.poly.2023.116585
ER  - 

@article{
author = "Ašanin, Darko and Andrejević, Tina and Nenadović, Marija and Rodić, Marko and Vojnović, Sandra and Djuran, Miloš and Glišić, Biljana",
year = "2023",
abstract = "In the present study, synthesis of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine (1,6-naph), {[Ag(1,6-naph)(H2O)](BF4)}n (1) and [AuCl3(1,6-naph)] (2), was reported. The methods used for the structural characterization of a new compound 1 included IR, NMR (1H and 13C) and UV-Vis spectroscopy, cyclic voltammetry and single-crystal X-ray diffraction analysis. The crystallographic results showed that compound 1 represents silver(I) coordination polymer, in which 1,6-naph ligand acts as a bidentate bridging ligand connecting two Ag(I) ions via its N1 and N6 nitrogen atoms, while the third coordination site of the metal ion is occupied by the water oxygen atom, resulted in a T-shape geometry. Compounds 1 and 2 were evaluated in vitro for antimicrobial activity against five bacterial and two Candida species, while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5). Compound 1 has manifested a remarkable antifungal activity on both tested Candida strains (C. albicans and C. parapsilosis) with minimal inhibitory concentrations (MICs) of 1.43 and 11.38 µM (0.49 and 3.9 µg/mL), respectively, while no significant antimicrobial activity was observed for 2. Moreover, silver(I) coordination polymer 1 inhibits the hyphae formation of C. albicans at subinhibitory concentration. The binding affinity of both compounds 1 and 2 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence spectroscopy, indicating their ability to interact with these biomolecules, with compound 2 being more reactive.",
journal = "Polyhedron",
title = "Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine",
number = "1",
pages = "116585",
volume = "244",
doi = "10.1016/j.poly.2023.116585"
}

Ašanin, D., Andrejević, T., Nenadović, M., Rodić, M., Vojnović, S., Djuran, M.,& Glišić, B.. (2023). Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine. in Polyhedron, 244(1), 116585.
https://doi.org/10.1016/j.poly.2023.116585

Ašanin D, Andrejević T, Nenadović M, Rodić M, Vojnović S, Djuran M, Glišić B. Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine. in Polyhedron. 2023;244(1):116585.
doi:10.1016/j.poly.2023.116585 .

Ašanin, Darko, Andrejević, Tina, Nenadović, Marija, Rodić, Marko, Vojnović, Sandra, Djuran, Miloš, Glišić, Biljana, "Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine" in Polyhedron, 244, no. 1 (2023):116585,
https://doi.org/10.1016/j.poly.2023.116585 . .

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 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  - Gitarić, Jelena
AU  - Stanojević, Ivana M.
AU  - Radanović, Dušanka D.
AU  - Crochet, Aurélien
AU  - Ašanin, Darko P.
AU  - Janković, Vukašin
AU  - Škaro Bogojević, Sanja
AU  - Djuran, Miloš I.
AU  - Glišić, Biljana
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1670
AB  - To investigate how modification in the structure of 1,3-propanediamine chain of 1,3-pdta (1,3-propanediamine-N,N,N′,N′-tetraacetate) ligand affects the structural and biological properties of the corresponding metal complexes, two new octahedral complexes, [Co(H2O)5Co(2,2-diMe-1,3-pdta)]·H2O (1) and [Mg(H2O)5Mg(2,2-diMe-1,3-pdta)]·1.5H2O (2) (2,2-diMe-1,3-pdta = 2,2-dimethyl-1,3-propanediamine-N,N,N′,N′-tetraacetate), were synthesized and characterized by IR spectroscopy and single-crystal X-ray diffraction analysis. Additionally, UV-Vis and NMR spectroscopic methods were applied for the characterization of 1 and 2, respectively. Crystallographic data indicate that these complexes contain 2,2-diMe-1,3-pdta coordinated to the metal ion through 2 N and 4 O atoms forming [M(H2O)5M′(2,2-diMe-1,3-pdta)] complex unit (M, M′ = Co(II), Co(II) (1) and M, M′ = Mg(II), Mg(II) (2)), which is composed of [M′(2,2-diMe-1,3-pdta)]2− and [M(H2O)5O]2+ octahedra bridged by one of the axial carboxylate groups. The antimicrobial activities of 1 and 2 were evaluated against different bacteria and Candida spp., while their cytotoxic effect was tested on the normal human lung fibroblasts (MRC-5). The ability of 1 and 2 to inhibit formation of C. glabrata biofilms was also assessed. The obtained structural parameters and biological properties of the two complexes were compared to Co(II) and Mg(II) complexes with 1,3-pdta ligand.
T2  - Journal of Coordination Chemistry
T2  - Journal of Coordination Chemistry
T1  - Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex
EP  - 1914
IS  - 11-14
SP  - 1899
VL  - 75
DO  - 10.1080/00958972.2022.2101365
ER  - 

@article{
author = "Gitarić, Jelena and Stanojević, Ivana M. and Radanović, Dušanka D. and Crochet, Aurélien and Ašanin, Darko P. and Janković, Vukašin and Škaro Bogojević, Sanja and Djuran, Miloš I. and Glišić, Biljana",
year = "2022",
abstract = "To investigate how modification in the structure of 1,3-propanediamine chain of 1,3-pdta (1,3-propanediamine-N,N,N′,N′-tetraacetate) ligand affects the structural and biological properties of the corresponding metal complexes, two new octahedral complexes, [Co(H2O)5Co(2,2-diMe-1,3-pdta)]·H2O (1) and [Mg(H2O)5Mg(2,2-diMe-1,3-pdta)]·1.5H2O (2) (2,2-diMe-1,3-pdta = 2,2-dimethyl-1,3-propanediamine-N,N,N′,N′-tetraacetate), were synthesized and characterized by IR spectroscopy and single-crystal X-ray diffraction analysis. Additionally, UV-Vis and NMR spectroscopic methods were applied for the characterization of 1 and 2, respectively. Crystallographic data indicate that these complexes contain 2,2-diMe-1,3-pdta coordinated to the metal ion through 2 N and 4 O atoms forming [M(H2O)5M′(2,2-diMe-1,3-pdta)] complex unit (M, M′ = Co(II), Co(II) (1) and M, M′ = Mg(II), Mg(II) (2)), which is composed of [M′(2,2-diMe-1,3-pdta)]2− and [M(H2O)5O]2+ octahedra bridged by one of the axial carboxylate groups. The antimicrobial activities of 1 and 2 were evaluated against different bacteria and Candida spp., while their cytotoxic effect was tested on the normal human lung fibroblasts (MRC-5). The ability of 1 and 2 to inhibit formation of C. glabrata biofilms was also assessed. The obtained structural parameters and biological properties of the two complexes were compared to Co(II) and Mg(II) complexes with 1,3-pdta ligand.",
journal = "Journal of Coordination Chemistry, Journal of Coordination Chemistry",
title = "Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex",
pages = "1914-1899",
number = "11-14",
volume = "75",
doi = "10.1080/00958972.2022.2101365"
}

Gitarić, J., Stanojević, I. M., Radanović, D. D., Crochet, A., Ašanin, D. P., Janković, V., Škaro Bogojević, S., Djuran, M. I.,& Glišić, B.. (2022). Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex. in Journal of Coordination Chemistry, 75(11-14), 1899-1914.
https://doi.org/10.1080/00958972.2022.2101365

Gitarić J, Stanojević IM, Radanović DD, Crochet A, Ašanin DP, Janković V, Škaro Bogojević S, Djuran MI, Glišić B. Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex. in Journal of Coordination Chemistry. 2022;75(11-14):1899-1914.
doi:10.1080/00958972.2022.2101365 .

Gitarić, Jelena, Stanojević, Ivana M., Radanović, Dušanka D., Crochet, Aurélien, Ašanin, Darko P., Janković, Vukašin, Škaro Bogojević, Sanja, Djuran, Miloš I., Glišić, Biljana, "Cobalt(II) and magnesium(II) complexes with 1,3-pdta-type of ligands: influence of an alkyl substituent at 1,3-propanediamine chain on the structural and antimicrobial properties of the complex" in Journal of Coordination Chemistry, 75, no. 11-14 (2022):1899-1914,
https://doi.org/10.1080/00958972.2022.2101365 . .

TY  - JOUR
AU  - Gitarić, Jelena
AU  - Warzajtis, Beata
AU  - Drasković, Nenad S.
AU  - Stevanović, Milena
AU  - Ašanin, Darko P.
AU  - Škaro Bogojević, Sanja
AU  - Rychlewska, Urszula
AU  - Djuran, Milos 
AU  - Glišić, Biljana
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1599
AB  - Hexadentate 2,2-dimethyl-1,3-propanediamine-N,N,N',N'-tetraacetate (2,2-diMe-1,3-pdta) ligand, containing two methyl substituents at the central carbon atom of a 1,3-propanediamine, has been prepared and used for the synthesis of Na[Cr(2,2-diMe-1,3-pdta)].3.75H2O (1) and Na[Co(2,2-diMe-1,3-pdta)].3.88H(2)O (2) complexes. These complexes were characterized by IR and electronic absorption spectroscopy, and single-crystal X-ray diffraction analysis. NMR (H-1 and C-13) spectroscopy was additionally applied for the characterization of complex 2. Crystallographic data indicate that the two investigated crystals are isostructural and contain 2,2-diMe-1,3-pdta ligand coordinated to metal ion through 2N and 4O atoms forming an octahedral complex in which the six-membered 1,3-propanediamine chelate ring adopts a twist-boat conformation. There are four such complex anions in the symmetry independent part of the unit cell. Each complex anion is further connected to the sodium counterion(s) via the bridging carboxylate group(s). Structural changes in 2,2-diMe-1,3-pdta-Cr(III) complex stimulated solely by the presence of alkyl side groups are discussed. The present study shows that in 1,3-pdtatype complexes of Cr(III) and Co(III), the environment at coordination centre can be modified by introducing substitution in one of the carbon atoms of the diamine and the resulting difference in the subunit structure can bring about noticeable change in molecular and crystal structure. The examples illustrate the importance of the steric effect for the fine tuning of the dimensionality of the resulting coordination polymer and the water content. The antimicrobial activity of complexes 1 and 2 was evaluated against different bacterial and Candida spp., while their cytotoxic effects were tested on the normal human lung fibroblast cell line (MRC-5).
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Structural characterization and antimicrobial evaluation of chromium(III) and cobalt(III) complexes with 2,2-diMe-1,3-pdta: Tuning dimensionality of coordination polymer and the water content by alkyl substitution
VL  - 222
DO  - 10.1016/j.poly.2022.115864
ER  - 

@article{
author = "Gitarić, Jelena and Warzajtis, Beata and Drasković, Nenad S. and Stevanović, Milena and Ašanin, Darko P. and Škaro Bogojević, Sanja and Rychlewska, Urszula and Djuran, Milos  and Glišić, Biljana",
year = "2022",
abstract = "Hexadentate 2,2-dimethyl-1,3-propanediamine-N,N,N',N'-tetraacetate (2,2-diMe-1,3-pdta) ligand, containing two methyl substituents at the central carbon atom of a 1,3-propanediamine, has been prepared and used for the synthesis of Na[Cr(2,2-diMe-1,3-pdta)].3.75H2O (1) and Na[Co(2,2-diMe-1,3-pdta)].3.88H(2)O (2) complexes. These complexes were characterized by IR and electronic absorption spectroscopy, and single-crystal X-ray diffraction analysis. NMR (H-1 and C-13) spectroscopy was additionally applied for the characterization of complex 2. Crystallographic data indicate that the two investigated crystals are isostructural and contain 2,2-diMe-1,3-pdta ligand coordinated to metal ion through 2N and 4O atoms forming an octahedral complex in which the six-membered 1,3-propanediamine chelate ring adopts a twist-boat conformation. There are four such complex anions in the symmetry independent part of the unit cell. Each complex anion is further connected to the sodium counterion(s) via the bridging carboxylate group(s). Structural changes in 2,2-diMe-1,3-pdta-Cr(III) complex stimulated solely by the presence of alkyl side groups are discussed. The present study shows that in 1,3-pdtatype complexes of Cr(III) and Co(III), the environment at coordination centre can be modified by introducing substitution in one of the carbon atoms of the diamine and the resulting difference in the subunit structure can bring about noticeable change in molecular and crystal structure. The examples illustrate the importance of the steric effect for the fine tuning of the dimensionality of the resulting coordination polymer and the water content. The antimicrobial activity of complexes 1 and 2 was evaluated against different bacterial and Candida spp., while their cytotoxic effects were tested on the normal human lung fibroblast cell line (MRC-5).",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Structural characterization and antimicrobial evaluation of chromium(III) and cobalt(III) complexes with 2,2-diMe-1,3-pdta: Tuning dimensionality of coordination polymer and the water content by alkyl substitution",
volume = "222",
doi = "10.1016/j.poly.2022.115864"
}

Gitarić, J., Warzajtis, B., Drasković, N. S., Stevanović, M., Ašanin, D. P., Škaro Bogojević, S., Rychlewska, U., Djuran, M.,& Glišić, B.. (2022). Structural characterization and antimicrobial evaluation of chromium(III) and cobalt(III) complexes with 2,2-diMe-1,3-pdta: Tuning dimensionality of coordination polymer and the water content by alkyl substitution. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 222.
https://doi.org/10.1016/j.poly.2022.115864

Gitarić J, Warzajtis B, Drasković NS, Stevanović M, Ašanin DP, Škaro Bogojević S, Rychlewska U, Djuran M, Glišić B. Structural characterization and antimicrobial evaluation of chromium(III) and cobalt(III) complexes with 2,2-diMe-1,3-pdta: Tuning dimensionality of coordination polymer and the water content by alkyl substitution. in Polyhedron. 2022;222.
doi:10.1016/j.poly.2022.115864 .

Gitarić, Jelena, Warzajtis, Beata, Drasković, Nenad S., Stevanović, Milena, Ašanin, Darko P., Škaro Bogojević, Sanja, Rychlewska, Urszula, Djuran, Milos , Glišić, Biljana, "Structural characterization and antimicrobial evaluation of chromium(III) and cobalt(III) complexes with 2,2-diMe-1,3-pdta: Tuning dimensionality of coordination polymer and the water content by alkyl substitution" in Polyhedron, 222 (2022),
https://doi.org/10.1016/j.poly.2022.115864 . .

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  - JOUR
AU  - Ašanin, Darko P.
AU  - Škaro Bogojević, Sanja
AU  - Perdih, Franc
AU  - Andrejević, Tina P.
AU  - Milivojević, Dušan
AU  - Aleksić, Ivana
AU  - Nikodinović-Runić, Jasmina
AU  - Glišić, Biljana
AU  - Turel, Iztok
AU  - Djuran, Milos
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1420
AB  - Three new silver(I) complexes [Ag(NO3)(tia)(H2O)](n) (Ag1), [Ag(CF3SO3)(1,8-naph)](n) (Ag2) and [Ag-2(1,8-naph)(2)(H2O)(1.2)](PF6)(2) (Ag3), where tia is thianthrene and 1,8-naph is 1,8-naphthyridine, were synthesized and structurally characterized by different spectroscopic and electrochemical methods and their crystal structures were determined by single-crystal X-ray diffraction analysis. Their antimicrobial potential was evaluated against four bacterial and three Candida species, and the obtained results revealed that these complexes showed significant activity toward the Gram-positive Staphylococcus aureus, Gram-negative Pseudomonas aeruginosa and the investigated Candida species with minimal inhibitory concentration (MIC) values in the range 1.56-7.81 mu g/mL. On the other hand, tia and 1,8-naph ligands were not active against the investigated strains, suggesting that their complexation with Ag(I) ion results in the formation of antimicrobial compounds. Moreover, low toxicity of the complexes was detected by in vivo model Caenorhabditis elegans. The interaction of the complexes with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied to evaluate their binding affinity towards these biomolecules for possible insights into the mode of antimicrobial activity. The binding affinity of Ag1-3 to BSA was higher than that for DNA, indicating that proteins could be more favorable binding sites for these complexes in comparison to the nucleic acids.
PB  - Basel : MDPI
T2  - Molecules
T1  - Structural Characterization, Antimicrobial Activity and BSA/DNA Binding Affinity of New Silver(I) Complexes with Thianthrene and 1,8-Naphthyridine
IS  - 7
VL  - 26
DO  - 10.3390/molecules26071871
ER  - 

@article{
author = "Ašanin, Darko P. and Škaro Bogojević, Sanja and Perdih, Franc and Andrejević, Tina P. and Milivojević, Dušan and Aleksić, Ivana and Nikodinović-Runić, Jasmina and Glišić, Biljana and Turel, Iztok and Djuran, Milos",
year = "2021",
abstract = "Three new silver(I) complexes [Ag(NO3)(tia)(H2O)](n) (Ag1), [Ag(CF3SO3)(1,8-naph)](n) (Ag2) and [Ag-2(1,8-naph)(2)(H2O)(1.2)](PF6)(2) (Ag3), where tia is thianthrene and 1,8-naph is 1,8-naphthyridine, were synthesized and structurally characterized by different spectroscopic and electrochemical methods and their crystal structures were determined by single-crystal X-ray diffraction analysis. Their antimicrobial potential was evaluated against four bacterial and three Candida species, and the obtained results revealed that these complexes showed significant activity toward the Gram-positive Staphylococcus aureus, Gram-negative Pseudomonas aeruginosa and the investigated Candida species with minimal inhibitory concentration (MIC) values in the range 1.56-7.81 mu g/mL. On the other hand, tia and 1,8-naph ligands were not active against the investigated strains, suggesting that their complexation with Ag(I) ion results in the formation of antimicrobial compounds. Moreover, low toxicity of the complexes was detected by in vivo model Caenorhabditis elegans. The interaction of the complexes with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied to evaluate their binding affinity towards these biomolecules for possible insights into the mode of antimicrobial activity. The binding affinity of Ag1-3 to BSA was higher than that for DNA, indicating that proteins could be more favorable binding sites for these complexes in comparison to the nucleic acids.",
publisher = "Basel : MDPI",
journal = "Molecules",
title = "Structural Characterization, Antimicrobial Activity and BSA/DNA Binding Affinity of New Silver(I) Complexes with Thianthrene and 1,8-Naphthyridine",
number = "7",
volume = "26",
doi = "10.3390/molecules26071871"
}

Ašanin, D. P., Škaro Bogojević, S., Perdih, F., Andrejević, T. P., Milivojević, D., Aleksić, I., Nikodinović-Runić, J., Glišić, B., Turel, I.,& Djuran, M.. (2021). Structural Characterization, Antimicrobial Activity and BSA/DNA Binding Affinity of New Silver(I) Complexes with Thianthrene and 1,8-Naphthyridine. in Molecules
Basel : MDPI., 26(7).
https://doi.org/10.3390/molecules26071871

Ašanin DP, Škaro Bogojević S, Perdih F, Andrejević TP, Milivojević D, Aleksić I, Nikodinović-Runić J, Glišić B, Turel I, Djuran M. Structural Characterization, Antimicrobial Activity and BSA/DNA Binding Affinity of New Silver(I) Complexes with Thianthrene and 1,8-Naphthyridine. in Molecules. 2021;26(7).
doi:10.3390/molecules26071871 .

Ašanin, Darko P., Škaro Bogojević, Sanja, Perdih, Franc, Andrejević, Tina P., Milivojević, Dušan, Aleksić, Ivana, Nikodinović-Runić, Jasmina, Glišić, Biljana, Turel, Iztok, Djuran, Milos, "Structural Characterization, Antimicrobial Activity and BSA/DNA Binding Affinity of New Silver(I) Complexes with Thianthrene and 1,8-Naphthyridine" in Molecules, 26, no. 7 (2021),
https://doi.org/10.3390/molecules26071871 . .

TY  - JOUR
AU  - Stevanović, Nevena Lj.
AU  - Glišić, Biljana
AU  - Vojnović, Sandra
AU  - Wadepohl, Hubert
AU  - Andrejević, Tina P.
AU  - Durić, Sonja Z.
AU  - Savić, Nada D.
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Milos 
AU  - Pavić, Aleksandar
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1424
AB  - In order to develop a novel antifungal agent, we synthesized and completely structurally characterized the silver(I) complex with the known antimycotic itraconazole (itraco), [Ag(itraco-N)(2)]NO3 center dot H2O (Agitraco). The spectroscopic and crystallographic results revealed that, in this complex, two itraco ligands are monodentately coordinated to the Ag(I) ion via the triazole nitrogen atom forming a cationic [Ag(itraco-N)(2)]+ part, which is neutralized by the nitrate anion. The antifungal effect of silver(I) complex and itraconazole was evaluated against four different Candida species (C. albicans, C. glabrata, C. parapsilosis and C. krusei) by means of minimal inhibitory concentrations (MICs). Agitraco complex shows enhanced antifungal activity than itraco, being 2.3- and 4.5-fold more active against C. albicans and C. glabrata, respectively. The complex was also more efficient in inhibiting yeast to hyphae transition process in C. albicans, which is an important step in its pathogenesis. Part of the improved activity of Agitraco could be attributed to the greater induction of reactive oxygen species in Candida spp. with respect to itraco. The toxicity evaluation in the zebrafish model (Danio rerio) suggests that the Agitraco complex has better therapeutic profile and improved antifungal efficacy with respect to the parent drug, which were also proven in vivo using the zebrafish model of lethal disseminated candidiasis. Interaction of Agitraco with bovine serum albumin (BSA) was investigated with the aim to assess its binding affinity toward this biomolecule.
PB  - Elsevier, Amsterdam
T2  - Journal of Molecular Structure
T1  - Improvement of the anti-Candida activity of itraconazole in the zebrafish infection model by its coordination to silver(I)
VL  - 1232
DO  - 10.1016/j.molstruc.2021.130006
ER  - 

@article{
author = "Stevanović, Nevena Lj. and Glišić, Biljana and Vojnović, Sandra and Wadepohl, Hubert and Andrejević, Tina P. and Durić, Sonja Z. and Savić, Nada D. and Nikodinović-Runić, Jasmina and Djuran, Milos  and Pavić, Aleksandar",
year = "2021",
abstract = "In order to develop a novel antifungal agent, we synthesized and completely structurally characterized the silver(I) complex with the known antimycotic itraconazole (itraco), [Ag(itraco-N)(2)]NO3 center dot H2O (Agitraco). The spectroscopic and crystallographic results revealed that, in this complex, two itraco ligands are monodentately coordinated to the Ag(I) ion via the triazole nitrogen atom forming a cationic [Ag(itraco-N)(2)]+ part, which is neutralized by the nitrate anion. The antifungal effect of silver(I) complex and itraconazole was evaluated against four different Candida species (C. albicans, C. glabrata, C. parapsilosis and C. krusei) by means of minimal inhibitory concentrations (MICs). Agitraco complex shows enhanced antifungal activity than itraco, being 2.3- and 4.5-fold more active against C. albicans and C. glabrata, respectively. The complex was also more efficient in inhibiting yeast to hyphae transition process in C. albicans, which is an important step in its pathogenesis. Part of the improved activity of Agitraco could be attributed to the greater induction of reactive oxygen species in Candida spp. with respect to itraco. The toxicity evaluation in the zebrafish model (Danio rerio) suggests that the Agitraco complex has better therapeutic profile and improved antifungal efficacy with respect to the parent drug, which were also proven in vivo using the zebrafish model of lethal disseminated candidiasis. Interaction of Agitraco with bovine serum albumin (BSA) was investigated with the aim to assess its binding affinity toward this biomolecule.",
publisher = "Elsevier, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Improvement of the anti-Candida activity of itraconazole in the zebrafish infection model by its coordination to silver(I)",
volume = "1232",
doi = "10.1016/j.molstruc.2021.130006"
}

Stevanović, N. Lj., Glišić, B., Vojnović, S., Wadepohl, H., Andrejević, T. P., Durić, S. Z., Savić, N. D., Nikodinović-Runić, J., Djuran, M.,& Pavić, A.. (2021). Improvement of the anti-Candida activity of itraconazole in the zebrafish infection model by its coordination to silver(I). in Journal of Molecular Structure
Elsevier, Amsterdam., 1232.
https://doi.org/10.1016/j.molstruc.2021.130006

Stevanović NL, Glišić B, Vojnović S, Wadepohl H, Andrejević TP, Durić SZ, Savić ND, Nikodinović-Runić J, Djuran M, Pavić A. Improvement of the anti-Candida activity of itraconazole in the zebrafish infection model by its coordination to silver(I). in Journal of Molecular Structure. 2021;1232.
doi:10.1016/j.molstruc.2021.130006 .

Stevanović, Nevena Lj., Glišić, Biljana, Vojnović, Sandra, Wadepohl, Hubert, Andrejević, Tina P., Durić, Sonja Z., Savić, Nada D., Nikodinović-Runić, Jasmina, Djuran, Milos , Pavić, Aleksandar, "Improvement of the anti-Candida activity of itraconazole in the zebrafish infection model by its coordination to silver(I)" in Journal of Molecular Structure, 1232 (2021),
https://doi.org/10.1016/j.molstruc.2021.130006 . .

TY  - JOUR
AU  - Olaifa, Kayode
AU  - Nikodinović-Runić, Jasmina
AU  - Glišić, Biljana
AU  - Boschetto, Francesco
AU  - Marin, Elia
AU  - Segreto, Francesco
AU  - Marsili, Enrico
PY  - 2021
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1465
AB  - Candida albicans is a fungal pathogen that accounts for more than a million death annually. Analysis of Candida biofilms and rapid assessment of antifungal therapy is a critical challenge in clinical practice. Current biochemical methods are time-consuming and expensive or require expert interpretation of the results. Hence, there is the need for a rapid anti-fungal and anti-biofilm test. While electroanalysis has been previously adopted to determine antibiotic susceptibility in bacterial biofilms, there are no studies on yeast and fungi. In this work, electroanalysis of C. albicans biofilm and evaluation of anti-biofilm activity of several antifungal compounds using screen-printed carbon electrodes (SPEs) are reported. Results are compared with standard biochemical and microscopic methods. The current output decreases by 47.5%, 73.4%, and 88.5% in biofilms treated with the antifungals fluconazole (Flz), amphotericin B (AmB), and complex Ag3, respectively, indicating the suitability of electrochemical testing for evaluation of anti fungal drugs. Chronoamperometry allows measuring antifungal activity on Candida biofilm as early as 10 h after inoculation, which show promises for the development of bioelectrochemical sensors in clinical settings.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Electrochimica Acta
T1  - Electroanalysis of Candida albicans biofilms: A suitable real-time tool for antifungal testing
VL  - 389
DO  - 10.1016/j.electacta.2021.138757
ER  - 

@article{
author = "Olaifa, Kayode and Nikodinović-Runić, Jasmina and Glišić, Biljana and Boschetto, Francesco and Marin, Elia and Segreto, Francesco and Marsili, Enrico",
year = "2021",
abstract = "Candida albicans is a fungal pathogen that accounts for more than a million death annually. Analysis of Candida biofilms and rapid assessment of antifungal therapy is a critical challenge in clinical practice. Current biochemical methods are time-consuming and expensive or require expert interpretation of the results. Hence, there is the need for a rapid anti-fungal and anti-biofilm test. While electroanalysis has been previously adopted to determine antibiotic susceptibility in bacterial biofilms, there are no studies on yeast and fungi. In this work, electroanalysis of C. albicans biofilm and evaluation of anti-biofilm activity of several antifungal compounds using screen-printed carbon electrodes (SPEs) are reported. Results are compared with standard biochemical and microscopic methods. The current output decreases by 47.5%, 73.4%, and 88.5% in biofilms treated with the antifungals fluconazole (Flz), amphotericin B (AmB), and complex Ag3, respectively, indicating the suitability of electrochemical testing for evaluation of anti fungal drugs. Chronoamperometry allows measuring antifungal activity on Candida biofilm as early as 10 h after inoculation, which show promises for the development of bioelectrochemical sensors in clinical settings.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Electrochimica Acta",
title = "Electroanalysis of Candida albicans biofilms: A suitable real-time tool for antifungal testing",
volume = "389",
doi = "10.1016/j.electacta.2021.138757"
}

Olaifa, K., Nikodinović-Runić, J., Glišić, B., Boschetto, F., Marin, E., Segreto, F.,& Marsili, E.. (2021). Electroanalysis of Candida albicans biofilms: A suitable real-time tool for antifungal testing. in Electrochimica Acta
Pergamon-Elsevier Science Ltd, Oxford., 389.
https://doi.org/10.1016/j.electacta.2021.138757

Olaifa K, Nikodinović-Runić J, Glišić B, Boschetto F, Marin E, Segreto F, Marsili E. Electroanalysis of Candida albicans biofilms: A suitable real-time tool for antifungal testing. in Electrochimica Acta. 2021;389.
doi:10.1016/j.electacta.2021.138757 .

Olaifa, Kayode, Nikodinović-Runić, Jasmina, Glišić, Biljana, Boschetto, Francesco, Marin, Elia, Segreto, Francesco, Marsili, Enrico, "Electroanalysis of Candida albicans biofilms: A suitable real-time tool for antifungal testing" in Electrochimica Acta, 389 (2021),
https://doi.org/10.1016/j.electacta.2021.138757 . .

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  - CONF
AU  - Ašanin, Darko P.
AU  - Andrejević, Tina P.
AU  - Škaro Bogojević, Sanja
AU  - Stevanović, Nevena Lj
AU  - Aleksic, Ivana
AU  - Milivojević, Dušan
AU  - Perdih, Franc
AU  - Turel, Iztok
AU  - Djuran, Miloš I.
AU  - Glišić, Biljana
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1632
AB  - New silver(I) complex with thianthrene (tia), [Ag(NO3)(tia)(H2O)]n, was synthesized by the reaction of AgNO3 with an equimolar amount of tia in ethanol/dichloromethane (v/v 1:1) at room temperature, and characterized by NMR, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction analysis. The antimicrobial activity of the synthesized complex was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and Candida spp. This complex showed significant activity toward important human pathogens Gram-positive Staphylococcus aureus and Candida parapsilosis with minimal inhibitory concentrations (MICs) being 3.91 µg/mL. The interaction of [Ag(NO3)(tia)(H2O)]n with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied to evaluate the binding affinity towards these biomolecules for possible insights on the mode of antimicrobial activity. The binding affinity of the investigated complex to BSA is higher than that for DNA, indicating that proteins could be more favorable binding sites for this complex in comparison to the nucleic acids.
PB  - MDPI : Basel,Switzerland
C3  - The 1st International Electronic Conference on Applied Sciences
T1  - Polynuclear Silver(I) Complex with Thianthrene: Structural Characterization, Antimicrobial Activity and Interaction with Biomolecules
IS  - 1
SP  - 4
VL  - 67
DO  - 10.3390/ASEC2020-07534
ER  - 

@conference{
author = "Ašanin, Darko P. and Andrejević, Tina P. and Škaro Bogojević, Sanja and Stevanović, Nevena Lj and Aleksic, Ivana and Milivojević, Dušan and Perdih, Franc and Turel, Iztok and Djuran, Miloš I. and Glišić, Biljana",
year = "2020",
abstract = "New silver(I) complex with thianthrene (tia), [Ag(NO3)(tia)(H2O)]n, was synthesized by the reaction of AgNO3 with an equimolar amount of tia in ethanol/dichloromethane (v/v 1:1) at room temperature, and characterized by NMR, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction analysis. The antimicrobial activity of the synthesized complex was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and Candida spp. This complex showed significant activity toward important human pathogens Gram-positive Staphylococcus aureus and Candida parapsilosis with minimal inhibitory concentrations (MICs) being 3.91 µg/mL. The interaction of [Ag(NO3)(tia)(H2O)]n with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied to evaluate the binding affinity towards these biomolecules for possible insights on the mode of antimicrobial activity. The binding affinity of the investigated complex to BSA is higher than that for DNA, indicating that proteins could be more favorable binding sites for this complex in comparison to the nucleic acids.",
publisher = "MDPI : Basel,Switzerland",
journal = "The 1st International Electronic Conference on Applied Sciences",
title = "Polynuclear Silver(I) Complex with Thianthrene: Structural Characterization, Antimicrobial Activity and Interaction with Biomolecules",
number = "1",
pages = "4",
volume = "67",
doi = "10.3390/ASEC2020-07534"
}

Ašanin, D. P., Andrejević, T. P., Škaro Bogojević, S., Stevanović, N. L., Aleksic, I., Milivojević, D., Perdih, F., Turel, I., Djuran, M. I.,& Glišić, B.. (2020). Polynuclear Silver(I) Complex with Thianthrene: Structural Characterization, Antimicrobial Activity and Interaction with Biomolecules. in The 1st International Electronic Conference on Applied Sciences
MDPI : Basel,Switzerland., 67(1), 4.
https://doi.org/10.3390/ASEC2020-07534

Ašanin DP, Andrejević TP, Škaro Bogojević S, Stevanović NL, Aleksic I, Milivojević D, Perdih F, Turel I, Djuran MI, Glišić B. Polynuclear Silver(I) Complex with Thianthrene: Structural Characterization, Antimicrobial Activity and Interaction with Biomolecules. in The 1st International Electronic Conference on Applied Sciences. 2020;67(1):4.
doi:10.3390/ASEC2020-07534 .

Ašanin, Darko P., Andrejević, Tina P., Škaro Bogojević, Sanja, Stevanović, Nevena Lj, Aleksic, Ivana, Milivojević, Dušan, Perdih, Franc, Turel, Iztok, Djuran, Miloš I., Glišić, Biljana, "Polynuclear Silver(I) Complex with Thianthrene: Structural Characterization, Antimicrobial Activity and Interaction with Biomolecules" in The 1st International Electronic Conference on Applied Sciences, 67, no. 1 (2020):4,
https://doi.org/10.3390/ASEC2020-07534 . .

TY  - CONF
AU  - Asanin, Darko
AU  - Andrejević, Tina
AU  - Škaro Bogojević, Sanja
AU  - Perdih, Franc
AU  - Turel, Iztok
AU  - Nikodinović-Runić, Jasmina
AU  - Djuran, Miloš
AU  - Glišić, Biljana
PY  - 2020
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1634
AB  - Silver(I) compounds are well known for their pharmacological applications as antibiotics and have been also evaluated as potential anticancer agents. The use of simple silver(I) salts, such as AgNO3, as an antimicrobial agent, has been limited due to the formation of AgCl precipitate under the physiological conditions, preventing a major part of Ag(I) ions to reach the infected site. On the other hand, a slow and maintainable release of Ag(I) ion into the infected cell or tissue could be achieved by its administration in the form of complexes. Among different classes of ligands used for the synthesis of biologically active silver(I) complexes, a special attention was devoted to the aromatic nitrogen-containing heterocycles. Considering this, in the present study, we have synthesized two new silver(I) complexes with 1,8-naphthyridine (1,8-naph), polynuclear [Ag(CF3SO3)(1,8-naph)]n (Ag1) and dinuclear [Ag(1,8-naph)(H2O)]2(PF6)2 (Ag2), and evaluated their antimicrobial activity against Gram-positive and Gram-negative bacteria, as well as Candida spp. The obtained results revealed that these silver(I) complexes showed significant activity toward the Gram-positive Staphylococcus aureus and Candida spp. The values of binding constants of Ag1 and Ag2 to BSA are high enough to indicate their interaction to this biomolecule, but not so strong to prevent their release upon arrival to the target site. The partition coefficient (logP) values for Ag1 and Ag2 are -0.14 and 0.37, respectively, what is in accordance with those for pharmacophores in the Comprehensive Medicinal Chemistry database. Тhe investigated silver(I) complexes inside the cell could interact with DNA through the non-intercalative (electrostatic) mode.
C3  - Electronic Conference on Medicinal Chemistry
T1  - Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine
DO  - 10.3390/ECMC2020-07372
ER  - 

@conference{
author = "Asanin, Darko and Andrejević, Tina and Škaro Bogojević, Sanja and Perdih, Franc and Turel, Iztok and Nikodinović-Runić, Jasmina and Djuran, Miloš and Glišić, Biljana",
year = "2020",
abstract = "Silver(I) compounds are well known for their pharmacological applications as antibiotics and have been also evaluated as potential anticancer agents. The use of simple silver(I) salts, such as AgNO3, as an antimicrobial agent, has been limited due to the formation of AgCl precipitate under the physiological conditions, preventing a major part of Ag(I) ions to reach the infected site. On the other hand, a slow and maintainable release of Ag(I) ion into the infected cell or tissue could be achieved by its administration in the form of complexes. Among different classes of ligands used for the synthesis of biologically active silver(I) complexes, a special attention was devoted to the aromatic nitrogen-containing heterocycles. Considering this, in the present study, we have synthesized two new silver(I) complexes with 1,8-naphthyridine (1,8-naph), polynuclear [Ag(CF3SO3)(1,8-naph)]n (Ag1) and dinuclear [Ag(1,8-naph)(H2O)]2(PF6)2 (Ag2), and evaluated their antimicrobial activity against Gram-positive and Gram-negative bacteria, as well as Candida spp. The obtained results revealed that these silver(I) complexes showed significant activity toward the Gram-positive Staphylococcus aureus and Candida spp. The values of binding constants of Ag1 and Ag2 to BSA are high enough to indicate their interaction to this biomolecule, but not so strong to prevent their release upon arrival to the target site. The partition coefficient (logP) values for Ag1 and Ag2 are -0.14 and 0.37, respectively, what is in accordance with those for pharmacophores in the Comprehensive Medicinal Chemistry database. Тhe investigated silver(I) complexes inside the cell could interact with DNA through the non-intercalative (electrostatic) mode.",
journal = "Electronic Conference on Medicinal Chemistry",
title = "Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine",
doi = "10.3390/ECMC2020-07372"
}

Asanin, D., Andrejević, T., Škaro Bogojević, S., Perdih, F., Turel, I., Nikodinović-Runić, J., Djuran, M.,& Glišić, B.. (2020). Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine. in Electronic Conference on Medicinal Chemistry.
https://doi.org/10.3390/ECMC2020-07372

Asanin D, Andrejević T, Škaro Bogojević S, Perdih F, Turel I, Nikodinović-Runić J, Djuran M, Glišić B. Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine. in Electronic Conference on Medicinal Chemistry. 2020;.
doi:10.3390/ECMC2020-07372 .

Asanin, Darko, Andrejević, Tina, Škaro Bogojević, Sanja, Perdih, Franc, Turel, Iztok, Nikodinović-Runić, Jasmina, Djuran, Miloš, Glišić, Biljana, "Antimicrobial activity and DNA/BSA binding study of new silver(I) complexes with 1,8-naphthyridine" in Electronic Conference on Medicinal Chemistry (2020),
https://doi.org/10.3390/ECMC2020-07372 . .

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

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

Durić, S. Z., Vojnović, S., Andrejević, T. P., Stevanović, N. Lj., Savić, N. D., Nikodinović-Runić, J., Glišić, B.,& Djuran, M.. (2020). Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands. in Bioinorganic Chemistry and Applications
Hindawi Ltd, London., 2020.
https://doi.org/10.1155/2020/3812050

Durić SZ, Vojnović S, Andrejević TP, Stevanović NL, Savić ND, Nikodinović-Runić J, Glišić B, Djuran M. Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands. in Bioinorganic Chemistry and Applications. 2020;2020.
doi:10.1155/2020/3812050 .

Durić, Sonja Z., Vojnović, Sandra, Andrejević, Tina P., Stevanović, Nevena Lj., Savić, Nada D., Nikodinović-Runić, Jasmina, Glišić, Biljana, Djuran, Milos , "Antimicrobial Activity and DNA/BSA Binding Affinity of Polynuclear Silver(I) Complexes with 1,2-Bis(4-pyridyl)ethane/ethene as Bridging Ligands" in Bioinorganic Chemistry and Applications, 2020 (2020),
https://doi.org/10.1155/2020/3812050 . .

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

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

Durić, S., Vojnović, S., Pavić, A., Mojicević, M., Wadepohl, H., Savić, N. D., Popsavin, M., Nikodinović-Runić, J., Djuran, M.,& Glišić, B.. (2020). New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 203.
https://doi.org/10.1016/j.jinorgbio.2019.110872

Durić S, Vojnović S, Pavić A, Mojicević M, Wadepohl H, Savić ND, Popsavin M, Nikodinović-Runić J, Djuran M, Glišić B. New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center. in Journal of Inorganic Biochemistry. 2020;203.
doi:10.1016/j.jinorgbio.2019.110872 .

Durić, Sonja, Vojnović, Sandra, Pavić, Aleksandar, Mojicević, Marija, Wadepohl, Hubert, Savić, Nada D., Popsavin, Mirjana, Nikodinović-Runić, Jasmina, Djuran, Milos , Glišić, Biljana, "New polynuclear 1,5-naphthyridine-silver(I) complexes as potential antimicrobial agents: The key role of the nature of donor coordinated to the metal center" in Journal of Inorganic Biochemistry, 203 (2020),
https://doi.org/10.1016/j.jinorgbio.2019.110872 . .