Synthesis and characterization of new thiazolidinones containing coumarin moieties and their antibacterial and antioxidant activities

Abstract

New coumarin derivatives namely (2-(4-methyl-2-oxo-2H-chromen-7-yloxy)- N-(4-oxo-2-phenylthiazolidin-3-yl)acetamide, N-(2-(3-methoxyphenyl)-4- oxothiazolidin- 3-yl)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)acetamide, 2-(4-methyl-2-oxo-2H-chromen- 7-yloxy)-N-(4-oxo-2-(2,3,4trimethoxyphenyl) thiazolidin-3-yl)acetamide and N-(2-(4- bromophenyl)-4-oxothiazolidin-3-yl)-2- (4-methyl-2-oxo-2H-chromen-7-yloxy)acetamide) were synthesized starting from 4-methyl-7-hydroxycoumarin. The structures of the obtained compounds were confirmed by analytical IR and NMR spectra to elucidate the different positions of protons and carbons and as well as theoretical studies (DFT/B3LYP). The new compounds were screened for antibacterial activity. Most of them are more active against E. coli S. aureus and B. subtilis than standard references.