Synthesis, antimicrobial activities and computational studies of some oxazolone derivatives

Abstract

Synthesis of the oxazolone derivatives was achieved by the condensation of aromatic aldehydes with N-acetyl glycine in the presence of acetic anhydride and anhydrous sodium acetate. A total of six oxazolones were synthesized and characterized using ¹H-NMR, ¹³C-NMR and FT-IR spectroscopic techniques. The synthesized compounds were screened for their in vitro antibacterial and antifungal activities using streptomycin and ampicillin as control. The result showed that some of the compounds demonstrate good antibacterial activities against specific bacterial strains and moderate activities against other bacterial strains. The compounds did not show any sensitivity against the tested fungal strains. The quantitative structure-antibacterial activity relationship was studied using some quantum chemical parameters with the aid of Spartan 10 (V1.0.1) and XLSTAT (add-in) software. A good correlation was observed between the antibacterial activity of the compounds and the calculated quantum chemical descriptors.

Keywords: oxazolones; N-acetyl glycine; antibacterial activity; chemical descriptors.