Romanian Society of Pharmaceutical Sciences
 

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DESIGN, SYNTHESIS, CHARACTERIZATION, AND CYTOTOXICITY EVALUATION OF NEW 4-BENZYL-1,3-OXAZOLE DERIVATIVES BEARING 4-(4-CHLOROPHENYLSULFONYL)PHENYL MOIETY

THEODORA-VENERA APOSTOL 1*, LAURA-ILEANA SOCEA 1, CONSTANTIN DRĂGHICI 2, OCTAVIAN TUDOREL OLARU 3, GABRIEL ȘARAMET 4, CRISTIAN ENACHE-PREOTEASA 5, ȘTEFANIA-FELICIA BĂRBUCEANU 1

1.“Carol Davila” University of Medicine and Pharmacy, Faculty of Pharmacy, Organic Chemistry Department, 6 Traian Vuia Street, 020956, Bucharest, Romania
2 .“Costin D. Nenițescu” Institute of Organic Chemistry, Romanian Academy, 202B Splaiul Independenței Street, 060023, Bucharest, Romania
3 .“Carol Davila” University of Medicine and Pharmacy, Faculty of Pharmacy, Pharmaceutical Botany and Cell Biology
Department, 6 Traian Vuia Street, 020956, Bucharest, Romania
4 .“Carol Davila” University of Medicine and Pharmacy, Faculty of Pharmacy, Pharmaceutical Technology and
Biopharmacy Department, 6 Traian Vuia Street, 020956, Bucharest, Romania
5 .National Phytosanitary Laboratory, 11 Voluntari Boulevard, 077190, Voluntari, Ilfov, Romania

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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 Nacyl-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.