Synthesis, biological evaluation, and molecular docking studies of thiazolo[4,5‐b]pyridin‐5‐ones as antimicrobial agents

Synthesis, biological evaluation, and molecular docking studies of thiazolo[4,5‐b]pyridin‐5‐ones as antimicrobial agents Full article

Journal

Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193

Output data

Year: 2022, Volume: 59, Number: 9, Pages: 1573-1590 Pages count : 18 DOI: 10.1002/jhet.4491

Authors

Kartsev Victor ¹ , Geronikaki Athina ² , Lichitsky Boris ³ , Komogortsev Andrey ³ , Petrou Anthi ² , Ivanov Marija ⁴ , Glamočlija Jasmina ⁴ , Soković Marina ⁴

Affiliations

1	InterBioScreen, Moscow, Russia
2	School of Health, Department of Pharmacy, Aristotle University of Thessaloniki, Thessaloniki, Greece
3	Department of Chemistry, Zelinsky Institute of Organic Chemistry, Leninsky prospect, Moscow, Russia
4	Mycological Laboratory, Department of Plant Physiology, Institute for Biological Research, SinišaStankovic-NationalInstitute of Republic of Serbia, University of Belgrade, Belgrade, Serbia

Herein we report the design and synthesis of thiazolo[4,5-b]pyridin-5-ones and evaluation of their antimicrobial activity. The design was based on a molecular hybridization approach. Evaluation of their antibacterial activity revealed that these compounds generally showed moderate antibacterial activity. The best activity was achieved for compound 4p with MIC/MBC in the range of 0.12–0.47 and 0.23–0.94 mg mL−1 respectively. Three compounds (4g, 4n, and 4p) were tested against three resistant strains, namely MRSA, p.aeruginosa, and E.coli, showing higher inhibition potential than the reference drug ampicillin. These three compounds also were tested for their ability to inhibit biofilm formation, with two of them showing better activity than streptomycin in a concentration of MIC (4p) and ampicillin in both concentrations (MIC and 0.5 MIC). As far as antifungal activity is concerned, the best activity was observed for compound 4i with MIC at 0.12–0.47 mg mL−1 and MFC at 0.23–0.94 mg m−1. According to docking studies, the predicted inhibition of E.coli MurB enzyme is probably a putative mechanism of the antibacterial activity of these compounds, while inhibition of 14a-lanosterol demethylase is probably the mechanism of their antifungal activity.

Kartsev V. , Geronikaki A. , Lichitsky B. , Komogortsev A. , Petrou A. , Ivanov M. , Glamočlija J. , Soković M.
Synthesis, biological evaluation, and molecular docking studies of thiazolo[4,5‐b]pyridin‐5‐ones as antimicrobial agents
Journal of Heterocyclic Chemistry. 2022. V.59. N9. P.1573-1590. DOI: 10.1002/jhet.4491 WOS Scopus OpenAlex

Web of science:	WOS:000784201700001
Scopus:	2-s2.0-85128553219
OpenAlex:	W4223542256

DB	Citing
OpenAlex	6
Scopus	7
Web of science	6