Chemistry and Biodiversity, volume 19, issue 2

Isatin-3-acylhydrazones with Enhanced Lipophilicity: Synthesis, Antimicrobial Activity Evaluation and the Influence on Hemostasis System

Alexandra D Voloshina 1
Anastasia S Sapunova 1
Natalia V Kulik 1
Sergey V Bukharov 2
Alexey B. Dobrynin 1
Julia K Voronina 3, 4
Natalia V Terekhova 1
Alexander V Samorodov 5
Valentin N Pavlov 5
Vladimir F. Mironov 1
Publication typeJournal Article
Publication date2022-01-13
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor2.9
ISSN16121872, 16121880
General Chemistry
Biochemistry
Molecular Biology
General Medicine
Molecular Medicine
Bioengineering
Abstract
Water‐soluble trialkylammonium isatin‐3‐hydrazone derivatives bearing phenolic substituent were easily synthesized with high yields. XRD studies confirmed the presence of these compounds as trans‐(Z)‐isomers in a crystal. It was shown that an increase in the lipophilicity of the cationic center leads to an increase in activity against Gram‐positive bacteria Staphylococcus aureus and Bacillus cereus, including methicillin‐resistant Staphylococcus aureus (MRSA) strains. The MIC values of all compounds turned out to be 2–100 times higher than the MIC of norfloxacin against the MRSA strains in the absence of hemo‐ and cytotoxicity. Antiaggregation and anticoagulation properties were in vitro better than for acetylsalicylic acid and sodium heparin drugs. It has been shown by UV spectroscopy and fluorescence microscopy that the mechanism of antimicrobial action of new acylhydrazones is associated with their ability to destroy the bacterial cell membrane.

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Bogdanov A. V. et al. Isatin-3-acylhydrazones with Enhanced Lipophilicity: Synthesis, Antimicrobial Activity Evaluation and the Influence on Hemostasis System // Chemistry and Biodiversity. 2022. Vol. 19. No. 2.
GOST all authors (up to 50) Copy
Bogdanov A. V., Voloshina A. D., Sapunova A. S., Kulik N. V., Bukharov S. V., Dobrynin A. B., Voronina J. K., Terekhova N. V., Samorodov A. V., Pavlov V. N., Mironov V. F. Isatin-3-acylhydrazones with Enhanced Lipophilicity: Synthesis, Antimicrobial Activity Evaluation and the Influence on Hemostasis System // Chemistry and Biodiversity. 2022. Vol. 19. No. 2.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/cbdv.202100496
UR - https://doi.org/10.1002/cbdv.202100496
TI - Isatin-3-acylhydrazones with Enhanced Lipophilicity: Synthesis, Antimicrobial Activity Evaluation and the Influence on Hemostasis System
T2 - Chemistry and Biodiversity
AU - Voloshina, Alexandra D
AU - Sapunova, Anastasia S
AU - Kulik, Natalia V
AU - Bukharov, Sergey V
AU - Dobrynin, Alexey B.
AU - Samorodov, Alexander V
AU - Pavlov, Valentin N
AU - Mironov, Vladimir F.
AU - Voronina, Julia K
AU - Terekhova, Natalia V
AU - Bogdanov, Andrei V
PY - 2022
DA - 2022/01/13 00:00:00
PB - Wiley
IS - 2
VL - 19
SN - 1612-1872
SN - 1612-1880
ER -
BibTex
Cite this
BibTex Copy
@article{2022_Bogdanov,
author = {Alexandra D Voloshina and Anastasia S Sapunova and Natalia V Kulik and Sergey V Bukharov and Alexey B. Dobrynin and Alexander V Samorodov and Valentin N Pavlov and Vladimir F. Mironov and Julia K Voronina and Natalia V Terekhova and Andrei V Bogdanov},
title = {Isatin-3-acylhydrazones with Enhanced Lipophilicity: Synthesis, Antimicrobial Activity Evaluation and the Influence on Hemostasis System},
journal = {Chemistry and Biodiversity},
year = {2022},
volume = {19},
publisher = {Wiley},
month = {jan},
url = {https://doi.org/10.1002/cbdv.202100496},
number = {2},
doi = {10.1002/cbdv.202100496}
}
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