Synthesis, Molecular Docking and Antimicrobial Activity of Thiazolidine-2,4-dione Derivatives

Abstract

A novel series of thiazolidine-2,4-dione–naphthyridine hybrid derivatives was synthesized by reacting thiazolidine-2,4-dione with various naphthyridine carbaldehyde derivatives and evaluated for their in vitro antibacterial activity. The results revealed that all the synthesized compounds exhibited mild to good antibacterial activity against both Gram-positive and Gram-negative bacterial strains. Among them, compounds 5a and 5e demonstrated comparatively better antibacterial activity against the tested organisms. Compounds bearing halogen or other electron-withdrawing substituents at the C5 position of the thiazolidinedione ring displayed relatively lower antibacterial potency. Furthermore, all the synthesized compounds were subjected to molecular docking studies against dihydrofolate reductase (DHFR; PDB ID: 4DFR). The docking results indicated prominent interactions of these compounds with the active site residues of DHFR, comparable to those of the co-crystallized ligand.

KEYWORDS:

Thiazolidine-2,4-dione, napthyridine and antibacterial activity.