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 . .