期刊
ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY
卷 16, 期 5, 页码 579-592出版社
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1871520615666150907095756
关键词
Beckmann rearrangement; cytotoxic activity; lactams of oleanolic acid; oleanolic acid derivatives; triterpenes
Oleanolic acid ketones, oximes, lactams and nitriles were obtained. Complete spectral characterizations (IR, H-1 NMR, C-13 NMR, DEPT and MS) of the synthesized compounds are presented. The derivatives had oxo, hydroxyimino, lactam or nitrile functions at the C-3 position, an esterified or unmodified carboxyl group at the C-17 location and, in some cases, an additional oxo function at the C-11 position. The new compounds were tested for cytotoxic activity on the HeLa, KB, MCF-7 and Hep-G2 cancer cell lines with the application of MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide] test. Among the tested compounds, some oximes and all lactams proved to be the most active cytotoxic agents. These triterpenes significantly inhibited the growth of the HeLa, KB, MCF-7 and Hep-G2 cancer cell lines at micromolar concentrations.
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