Design, synthesis, antimicrobial evaluation, and molecular docking study of some 4-thiazolidinone derivatives containing pyridine and quinazoline moiety

Abstract

A series of 5-aryl-3-(4-oxo-2-phenylquinazolin-3(4H)-yl)-2-(pyridin-4-yl)thiazolidin-4-ones were synthesized and evaluated for their antibacterial and antifungal activities. Various spectral techniques e.g., IR, ¹H NMR, ¹³C NMR and Mass spectrometry were used to determine structure of novel synthesized compounds. The title compounds showed good to excellent inhibition potency for respective Gram-positive bacterial strains and Gram-negative bacterial strains. These compounds exhibited a broad spectrum of inhibitory activity. Molecular docking studies against microbial DNA gyrase sub unit B could provide valuable insights into the binding affinity of these molecules and their plausible mechanism of antimicrobial action. Compounds 5a, 5d, 5f and 5h, 5i, 5j, 5o exhibited excellent activity against bacterial and fungal strains respectively.

Graphical Abstract

Keywords:

• Pyridine
• 4-thiazolidinone
• antibacterial
• antifungal
• DNA gyrase

Acknowledgments

One of the authors Prof. Nisheeth C Desai is thankful to UGC for awarding BSR faculty fellowship-2019 (No. F18-1/2011 (BSR)) and financial assistant. Authors are also acknowledged Schrödinger Inc. for providing Molecular modelling Suite to perform the in silico studies. Authors are thankful to the University Grants Commission, New Delhi and Department of Science and Technology, New Delhi for financial support under the NON-SAP and DST-FIST programs, respectively. Authors are also thankfuk to Priyanka Desai, founder of iScribblers for English editing portion of manuscript.