Design, Synthesis and Antimicrobial Evaluation of Novel 1,3-Oxazolidin-2- one Derivatives

Abstract

A series of novel derivatives of 1,3-oxazolidin-2-one 12a-12n has been synthesized starting from 4-nitro-(L)- phenylalanine by involving five-step reaction sequence. All the compounds were screened for their in vitro antibacterial activity against four pathogenic bacterial strains namely, Staphylococcus aureus, Bacillus subtilis (Gram-positive), Escherichia coli, Pseudomonas aeruginosa (Gram-negative) and in vitro antifungal activity against two pathogenic fungal strains namely, Candida albicans and Saccharomyces cerevisiae. All the synthesized compounds showed activity against Gram-positive bacteria. Compounds 12c and 12l exhibited maximum antibacterial activity against Gram-positive bacteria. However, against Gram-negative bacteria only five of screened compounds were found to be active. Compounds 12c and 12i displayed best antifungal activity against the tested fungi. Docking studies were carried out in order to gain insight into the mechanism of action and the binding mode of these compounds. These studies were in agreement with the biological data.

Synergistic antifungal effect of cyclized chalcone derivatives and fluconazole against Candida albicans

“…[27][28][29] Oxazolines are also known to have some antifungal activity against some unicellular fungi. 30,31 In another study, pyrazole carboxylic and dicarboxylic acid derivatives have shown poor anti-Candida activity, which has been related to the positions of the electronegative atoms in the pyrazole substituents and the amount of associated charges on these electronegative atoms play an important role in regulating the antifungal activity for the C. albicans strains. 32 5B and 6B are bis-pyrimidithione derivatives, whereas 5M and 6M contain a single pyrimidithione ring in their skeleton.…”