2-Aryl-3-(6-trifluoromethoxy)benzo[d]thiazole-based thiazolidinone hybrids as potential anti-infective agents: Synthesis, biological evaluation and molecular docking studies.


Journal

Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377

Informations de publication

Date de publication:
15 01 2021
Historique:
received: 12 10 2020
revised: 03 11 2020
accepted: 22 11 2020
pubmed: 1 12 2020
medline: 11 8 2021
entrez: 30 11 2020
Statut: ppublish

Résumé

The search for new antimicrobial agents is greater than ever due to the perpetual threat of multidrug resistance in known pathogens and the relentless emergence of new infections. In this manuscript, ten thiazole-based thiazolidinone hybrids bearing a 6-trifluoromethoxy substituent on the benzothiazole core were synthesized and evaluated against a panel of four bacterial strains Salmonella typhimurium, Staphylococcus aureus, Escherichia coli and Listeria monocytogenes and three resistant strains Pseudomonas aeruginosa, E. coli and MRSA. The evaluation of minimum bactericidal and minimum inhibitory concentrations was accomplished by microdilution assay. As reference compounds ampicillin and streptomycin were employed. All compounds displayed antibacterial efficiencies with MBCs/MICs at 0.25-1 mg/mL and 0.12-1 mg/mL respectively while ampicillin displayed MBCs/MICs at 0.15-0.3 mg/mL and at 0.1-0.2 mg/mL respectively. MICs/MBC of streptomycin varied from 0.05 to 0.15 mg/mL and from 0.1 to 0.3 mg/mL respectively. The best overall effect was observed for compound h4, while compound h1 exhibited the highest effective action against E. coli (MIC/MBC 0.12/0.25 mg/ml) among all tested compounds.

Identifiants

pubmed: 33253880
pii: S0960-894X(20)30829-5
doi: 10.1016/j.bmcl.2020.127718
pii:
doi:

Substances chimiques

Anti-Infective Agents 0
Bacterial Proteins 0
Thiazoles 0
Thiazolidines 0
Carbohydrate Dehydrogenases EC 1.1.-
UDP-N-acetylmuramate dehydrogenase EC 1.3.1.98

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

127718

Informations de copyright

Copyright © 2020 Elsevier Ltd. All rights reserved.

Auteurs

Michelyne Haroun (M)

Department of Pharmaceutical Sciences, College of Clinical Pharmacy, King Faisal University, Al-Ahsa 31982, Saudi Arabia. Electronic address: mharoun@kfu.edu.sa.

Christophe Tratrat (C)

Department of Pharmaceutical Sciences, College of Clinical Pharmacy, King Faisal University, Al-Ahsa 31982, Saudi Arabia.

Anthi Petrou (A)

Aristotle University of Thessaloniki, School of Pharmacy, Thessaloniki 54124, Greece.

Athina Geronikaki (A)

Aristotle University of Thessaloniki, School of Pharmacy, Thessaloniki 54124, Greece. Electronic address: geronik@pharm.auth.gr.

Marina Ivanov (M)

Mycological Laboratory, Department of Plant Physiology, Institute for Biological Research, Siniša, Stanković-National Institute of Republic of Serbia, University of Belgrade, Bulevar Despota Stefana 142, 11000 Belgrade, Serbia.

Ana Ciric (A)

Mycological Laboratory, Department of Plant Physiology, Institute for Biological Research, Siniša, Stanković-National Institute of Republic of Serbia, University of Belgrade, Bulevar Despota Stefana 142, 11000 Belgrade, Serbia.

Marina Sokovic (M)

Mycological Laboratory, Department of Plant Physiology, Institute for Biological Research, Siniša, Stanković-National Institute of Republic of Serbia, University of Belgrade, Bulevar Despota Stefana 142, 11000 Belgrade, Serbia.

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Classifications MeSH