TY  - JOUR
AU  - Kartsev, Vicor
AU  - Shikhaliev, Khidmet S.
AU  - Geronikaki, Athina
AU  - Medvedeva, Svetlana M.
AU  - Ledenyova, Irina V.
AU  - Krysin, Mikhail Yu
AU  - Petrou, Anthi
AU  - Ćirić, Ana
AU  - Glamočlija, Jasmina
AU  - Soković, Marina
PY  - 2019
UR  - https://www.sciencedirect.com/science/article/pii/S0223523419303642?via%3Dihub
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/3356
AB  - Herein we report the design, synthesis, molecular docking study and evaluation of antimicrobial activity of ten new dithioloquinolinethiones. The structures of compounds were confirmed by 1H NMR, 13C NMR and HPLC-HRMS. Before evaluation of their possible antimicrobial activity prediction of toxicity was performed. All compounds showed antibacterial activity against eight Gram positive and Gram negative bacterial species. All compounds appeared to be more active than ampicillin and almost all than streptomycin. The best antibacterial activity was observed for compound 8c 4,4,8-trimethyl-5-{[(4-phenyl-5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)thio]acetyl}-4,5-dihydro-1H-[1,2]dithiolo[3,4c]quino lone-1-thione). The most sensitive bacterium En.cloacae followed by S. aureus, while L.monocytogenes was the most resistant. All compounds were tested for antifungal activity also against eight fungal species. The best activity was expressed by compound 8d (5-[(4,5-Dihydro-1,3-thiazol-2-ylthio)acetyl]-4,4-dimethyl-4,5-dihydro-1H-[1,2]dithiolo[3,4-c]quinoline-1-thione). The most sensitive fungal was T. viride, while P. verrucosum var. cyclopium was the most resistant one. All compounds were more potent as antifungal agent than reference compound bifonazole and ketoconazole. The docking studies indicated a probable involvement of E. coli DNA GyrB inhibition in the anti-bacterial mechanism, while CYP51ca inhibition is probably responsible for antifungal activity of tested compounds. It is interesting to mention that docking results coincides with experimental.
T2  - European Journal of Medicinal Chemistry
T1  - Appendix A. dithioloquinolinethiones as new potential multitargeted antibacterial and antifungal agents: Synthesis, biological evaluation and molecular docking studies
VL  - 175
DO  - 10.1016/J.EJMECH.2019.04.046
SP  - 201
EP  - 214
ER  - 

@article{
author = "Kartsev, Vicor and Shikhaliev, Khidmet S. and Geronikaki, Athina and Medvedeva, Svetlana M. and Ledenyova, Irina V. and Krysin, Mikhail Yu and Petrou, Anthi and Ćirić, Ana and Glamočlija, Jasmina and Soković, Marina",
year = "2019",
abstract = "Herein we report the design, synthesis, molecular docking study and evaluation of antimicrobial activity of ten new dithioloquinolinethiones. The structures of compounds were confirmed by 1H NMR, 13C NMR and HPLC-HRMS. Before evaluation of their possible antimicrobial activity prediction of toxicity was performed. All compounds showed antibacterial activity against eight Gram positive and Gram negative bacterial species. All compounds appeared to be more active than ampicillin and almost all than streptomycin. The best antibacterial activity was observed for compound 8c 4,4,8-trimethyl-5-{[(4-phenyl-5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)thio]acetyl}-4,5-dihydro-1H-[1,2]dithiolo[3,4c]quino lone-1-thione). The most sensitive bacterium En.cloacae followed by S. aureus, while L.monocytogenes was the most resistant. All compounds were tested for antifungal activity also against eight fungal species. The best activity was expressed by compound 8d (5-[(4,5-Dihydro-1,3-thiazol-2-ylthio)acetyl]-4,4-dimethyl-4,5-dihydro-1H-[1,2]dithiolo[3,4-c]quinoline-1-thione). The most sensitive fungal was T. viride, while P. verrucosum var. cyclopium was the most resistant one. All compounds were more potent as antifungal agent than reference compound bifonazole and ketoconazole. The docking studies indicated a probable involvement of E. coli DNA GyrB inhibition in the anti-bacterial mechanism, while CYP51ca inhibition is probably responsible for antifungal activity of tested compounds. It is interesting to mention that docking results coincides with experimental.",
journal = "European Journal of Medicinal Chemistry",
title = "Appendix A. dithioloquinolinethiones as new potential multitargeted antibacterial and antifungal agents: Synthesis, biological evaluation and molecular docking studies",
volume = "175",
doi = "10.1016/J.EJMECH.2019.04.046",
pages = "201-214"
}

Kartsev, V., Shikhaliev, K. S., Geronikaki, A., Medvedeva, S. M., Ledenyova, I. V., Krysin, M. Y., Petrou, A., Ćirić, A., Glamočlija, J.,& Soković, M.. (2019). Appendix A. dithioloquinolinethiones as new potential multitargeted antibacterial and antifungal agents: Synthesis, biological evaluation and molecular docking studies. in European Journal of Medicinal Chemistry, 175, 201-214.
https://doi.org/10.1016/J.EJMECH.2019.04.046

Kartsev V, Shikhaliev KS, Geronikaki A, Medvedeva SM, Ledenyova IV, Krysin MY, Petrou A, Ćirić A, Glamočlija J, Soković M. Appendix A. dithioloquinolinethiones as new potential multitargeted antibacterial and antifungal agents: Synthesis, biological evaluation and molecular docking studies. in European Journal of Medicinal Chemistry. 2019;175:201-214.
doi:10.1016/J.EJMECH.2019.04.046 .

Kartsev, Vicor, Shikhaliev, Khidmet S., Geronikaki, Athina, Medvedeva, Svetlana M., Ledenyova, Irina V., Krysin, Mikhail Yu, Petrou, Anthi, Ćirić, Ana, Glamočlija, Jasmina, Soković, Marina, "Appendix A. dithioloquinolinethiones as new potential multitargeted antibacterial and antifungal agents: Synthesis, biological evaluation and molecular docking studies" in European Journal of Medicinal Chemistry, 175 (2019):201-214,
https://doi.org/10.1016/J.EJMECH.2019.04.046 . .