An efficient synthesis of some novel oxazolone derivatives showing cytotoxic activity

Abstract

Over the past few decades, oxazolones have shown promising results due to their biological behavior. The purpose of this study is to synthesize novel oxazolone derivatives possessing antimicrobial and cytotoxic activity. In the present study, two novel series of oxazolone derivatives were synthesized. In Scheme-1, p-substituted benzoyl glycines was fused with 4-n-octyloxy-3-methoxybenzaldehyde to yield corresponding oxazolone derivatives (1–6). In Scheme-2, 4-n-alkoxybenzoyloxybenzaldehydes were fused with 4-n-butyloxybenzoylglycine to yield the novel oxazolone (azlactone) compounds (1′-4′). The TLC was used to assess the purity of the synthesized compounds. All the compounds were characterized using elemental analysis, FT-IR and ¹H NMR. All the compounds were screened for their in vitro antibacterial activity against Escherichia coli and Micrococcus luteus showing good to moderate antibacterial activity as compared to the standard streptomycin. The cytotoxicity of the prepared compounds was assessed using a seed-infusion technique. All the synthesized compounds are non-mesogenic in nature as observed using a polarizing optical microscope.