ChemMedChem, volume 17, issue 3
Promising Antifungal and Antibacterial Agents Based on 5‐Aryl‐2,2′‐bipyridines and Their Heteroligand Salicylate Metal Complexes: Synthesis, Bioevaluation, Molecular Docking
Yanina V. Burgart
1
,
E.V. Shchegol’kov
1
,
Irina Shchur
1
,
Dmitry Kopchuk
1, 2
,
Natalia Gerasimova
3
,
Natalia Evstigneeva
3
,
Grigory V Zyryanov
1, 2
,
Maria Savchuk
1, 2
,
Maria Ulitko
2
,
Natalia Zilberberg
3
,
Nikolai Kungurov
3
,
Victor Saloutin
1
,
Valery Charushin
1, 2
,
O. N. Chupakhin
1, 2
3
Ural Research Institute for Dermatology Venereology and Immunopathology Shcherbakova St., 8 Ekaterinburg 620076 Russia
|
Publication type: Journal Article
Publication date: 2021-11-26
Journal:
ChemMedChem
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 3.4
ISSN: 18607179, 18607187
Organic Chemistry
Drug Discovery
Biochemistry
Pharmacology
Molecular Medicine
General Pharmacology, Toxicology and Pharmaceutics
Abstract
A series of new 5-aryl-2,2'-bipyridines and their (polyfluoro)salicylate complexes of Cu(II), Co(II) and Mn(II) were synthesized. Their antimicrobial activity was evaluated in vitro against six strains of Trichophytons, E. floccosum, M. canis, C. ablicans and Gram-negative bacteria N. gonorrhoeae. Among azo-ligands, Ph-bipy and Tol-bipy showed promising antifungal activity (minimum inhibitory concentration (MIC)<0.8-27 μM). Their antifungal action was found can be realized via binding Fe(III) ions. Tol-bipy suppressed growth of Gram-positive bacteria S. aureus, S. aureus MRSA and their monospecies biofilms (MIC 6-16 μM). Using molecular docking, the anti-staphylococcal action mechanism based on the inhibition of S. aureus DNA gyrase GyrB was proposed for the lead compounds. Among metal complexes, Cu(II) and Mn(II) complexes based on tetrafluorosalicylic acid and Tol-bipy or Ph-bipy had the high antifungal activity (MIC<0.24-32 μM). Mn(SalF4 -2H)2 (Tol-bipy)2 ] suppressed the growth of seven Candida strains at MIC 12-24 μM. [Cu(Sal-2H)(Ph-bipy)] and [Cu(SalF3 -2H)(Ph-bipy)2 ] showed the promising anti-gonorrhoeae activity (MIC 4.2-5.2 μM). (Cu(SalFn -2H)(Tol-bipy)2 ], [Cu(SalF4 -2H)(Ph-bipy)2 ] and [Cu(SalF3 -2H)(Ph-bipy)2 ]) were found active against the bacteria of S. aureus, S. aureus MRSA and their biofilms (MIC 2.4-41.4 μM). The most active compounds were tested for toxicity in vitro against human embryonic kidney (HEK-293) cells and in vivo experiments with CD-1 mice.
Top-30
Citations by journals
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Pharmaceuticals
1 publication, 50%
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Russian Chemical Reviews
1 publication, 50%
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Citations by publishers
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 50%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 50%
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Burgart Y. V. et al. Promising Antifungal and Antibacterial Agents Based on 5‐Aryl‐2,2′‐bipyridines and Their Heteroligand Salicylate Metal Complexes: Synthesis, Bioevaluation, Molecular Docking // ChemMedChem. 2021. Vol. 17. No. 3.
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Burgart Y. V., Shchegol’kov E., Shchur I., Kopchuk D., Gerasimova N., Borisevich S. S., Evstigneeva N., Zyryanov G. V., Savchuk M., Ulitko M., Zilberberg N., Kungurov N., Saloutin V., Charushin V., Chupakhin O. N. Promising Antifungal and Antibacterial Agents Based on 5‐Aryl‐2,2′‐bipyridines and Their Heteroligand Salicylate Metal Complexes: Synthesis, Bioevaluation, Molecular Docking // ChemMedChem. 2021. Vol. 17. No. 3.
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TY - JOUR
DO - 10.1002/cmdc.202100577
UR - https://doi.org/10.1002/cmdc.202100577
TI - Promising Antifungal and Antibacterial Agents Based on 5‐Aryl‐2,2′‐bipyridines and Their Heteroligand Salicylate Metal Complexes: Synthesis, Bioevaluation, Molecular Docking
T2 - ChemMedChem
AU - Shchur, Irina
AU - Kopchuk, Dmitry
AU - Evstigneeva, Natalia
AU - Savchuk, Maria
AU - Zilberberg, Natalia
AU - Kungurov, Nikolai
AU - Burgart, Yanina V.
AU - Shchegol’kov, E.V.
AU - Saloutin, Victor
AU - Charushin, Valery
AU - Chupakhin, O. N.
AU - Gerasimova, Natalia
AU - Borisevich, Sophia S.
AU - Zyryanov, Grigory V
AU - Ulitko, Maria
PY - 2021
DA - 2021/11/26 00:00:00
PB - Wiley
IS - 3
VL - 17
SN - 1860-7179
SN - 1860-7187
ER -
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@article{2021_Burgart,
author = {Irina Shchur and Dmitry Kopchuk and Natalia Evstigneeva and Maria Savchuk and Natalia Zilberberg and Nikolai Kungurov and Yanina V. Burgart and E.V. Shchegol’kov and Victor Saloutin and Valery Charushin and O. N. Chupakhin and Natalia Gerasimova and Sophia S. Borisevich and Grigory V Zyryanov and Maria Ulitko},
title = {Promising Antifungal and Antibacterial Agents Based on 5‐Aryl‐2,2′‐bipyridines and Their Heteroligand Salicylate Metal Complexes: Synthesis, Bioevaluation, Molecular Docking},
journal = {ChemMedChem},
year = {2021},
volume = {17},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/cmdc.202100577},
number = {3},
doi = {10.1002/cmdc.202100577}
}