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

被引:6
作者
Apostol, Theodora-Venera [1 ]
Socea, Laura-Ileana [1 ]
Draghici, Constantin [2 ]
Olaru, Octavian Tudorel [3 ]
Saramet, Gabriel [4 ]
Enache-Preoteasa, Cristian [5 ]
Barbuceanu, Stefania-Felicia [1 ]
机构
[1] Carol Davila Univ Med & Pharm, Fac Pharm, Organ Chem Dept, 6 Traian Vuia St, Bucharest 020956, Romania
[2] Romanian Acad, Costin D Nenitescu Inst Organ Chem, 202B Splaiul Independentei St, Bucharest 060023, Romania
[3] Carol Davila Univ Med & Pharm, Fac Pharm, Pharmaceut Bot & Cell Biol Dept, 6 Traian Vuia St, Bucharest 020956, Romania
[4] Carol Davila Univ Med & Pharm, Fac Pharm, Pharmaceut Technol & Biopharm Dept, 6 Traian Vuia St, Bucharest 020956, Romania
[5] Natl Phytosanit Lab, 11 Voluntari Blvd, Voluntari 077190, Romania
关键词
N-acyl-alpha-amino acid; 1,3-oxazol-5(4H)-one; 1,3-oxazole; cytotoxicity; BIOLOGICAL EVALUATION; NATURAL-PRODUCTS; INHIBITORS; OXAZOLE; OXAZOL-5(4H)-ONES;
D O I
10.31925/farmacia.2021.2.17
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
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-alpha-amino acid, one N-acyl-alpha-amino acyl chloride, and two N-acyl-alpha-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, H-1 and C-13-NMR). The compounds purity determination was performed by RP-HPLC. Cytotoxic effect of synthesized compounds was evaluated on Daphnia magna crustacean.
引用
收藏
页码:314 / 324
页数:11
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