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.