Design, synthesis, characterization, and cytotoxicity evaluation of new 4-benzyl-1,3-oxazole derivatives bearing 4-(4-chlorophenylsulfonyl)phenyl moiety

Abstract

This paper presents the design, synthesis, characterization, and cytotoxicity evaluation of eight organic compounds that have in their molecules the 4-(4-chlorophenylsulfonyl)phenyl moiety: Four acyclic precursors derived from phenylalanine (one N-acyl-α-amino acid, one N-acyl-α-amino acyl chloride, and two N-acyl-α-amino ketones), and four cyclization products: One 1,3-oxazol-5(4H)-one, and three 1,3-oxazoles substituted in 5-position with phenyl, p-tolyl, and m-xylyl group, respectively. Structures of synthesized compounds were confirmed by elemental analysis and spectral methods (UV-Vis, FT-IR, MS, 1H- and 13C-NMR). The compounds purity determination was performed by RP-HPLC. Cytotoxic effect of synthesized compounds was evaluated on Daphnia magna crustacean.