SYNTHESIS, CHARACTERIZATION AND CYTOTOXICITY ASSESSMENT OF NEW 4-BENZYL-1,3-OXAZOLE DERIVATIVES INCORPORATING 4-[(4-BROMOPHENYL)SULFONYL]PHENYL FRAGMENT

Herein we present the design, synthesis, characterization, and cytotoxicity assessment of seven compounds derived from phenylalanine that incorporate a 4-[(4-bromophenyl)sulfonyl]phenyl fragment: four open-chain products (one N-acyl-alpha-amino acid, one N-acyl-alpha-amino acyl chloride, two N-acyl-alpha-amino ketones), and three five-membered heterocycles with two heteroatoms (O and N): one 2-aryl-4-benzyl-1,3-oxazol-5(4H)-one, and two 2-aryl-4-benzyl-1,3-oxazoles with p-tolyl, and m-xylyl substituent, respectively, in position 5. Structures of new derivatives were assigned by elemental analysis, NMR spectroscopy, and other spectral methods (FT-IR, MS, UV-Vis). Evaluation of the purity of the compounds was realized by reversed-phase highperformance liquid chromatography. Daphnia magna toxicological test was used to assess the cytotoxicity of new compounds.

Automated summary

This study presents the design, synthesis, characterization, and cytotoxicity assessment of seven compounds derived from phenylalanine. The structures of the new derivatives were determined using various analytical methods, with the purity of the compounds evaluated by reversed-phase high-performance liquid chromatography, and their cytotoxicity assessed through Daphnia magna toxicological testing.