Serbian Academy of Sciences and Arts under project No. F128

Link to this page

Serbian Academy of Sciences and Arts under project No. F128

Authors

Publications

Silver(I) complexes with voriconazole as promising anti-Candida agents

Stanković, Mia; Škaro Bogojević, Sanja; Kljun, Jakob; Milanović, Žiko; Stevanović, Nevena; Lazić, Jelena; Vojnović, Sandra; Turel, Iztok; Đuran, Miloš; Glišić, Biljana

(Elsevier, 2024)

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 . .
3

DNA/BSA interactions and biological activity of prodigiosin and its copper(II) complex

Glišić, Biljana; Andrejević, Tina; Lazić, Jelena; Ilić-Tomić, Tatjana; Ašanin, Darko; Pantović, Bojana; Djuran, Miloš; Nikodinović-Runić, Jasmina

(Greece : University of Ioannina, 2023)

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 .