title: Synthesis and cytotoxicity of A-homo-lactam derivatives of cholic acid and 7-deoxycholic acid.
abstract: Using cholic acid and deoxycholic acid as starting materials, a series of 3-aza-A-homo-4-one bile acid and 7-deoxycholic acid derivatives were synthesized by the esterification, oxidation, reduction, oximation and Beckman rearrangement etc. The cytotoxicity of the synthesized compounds against MGC 7901 (human ventriculi carcinoma cell line), hela (human cervical carcinoma cell line), SMMC 7404 (human liver carcinoma cell line) were investigated. The results showed that bile acid and 7-deoxycholic-acid derivatives with 3-aza-A-homo-4-one configuration bearing a 6-hydroximino or 12-hydroximino group displayed a distinct cytotoxicity to Hela tumor cell line. In particular, the IC(50) values of the compounds 6 and 13 were 14.3 and 24.3 μmol/L against Hela human tumor cell line respectively. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs.
authors: School of Chemistry and Chemical Engineering, SUN YAT-SEN University, Guangzhou 510275, PR China.
authors: Yanmin
authors: Y
authors: Huang
authors: Sijing
authors: S
authors: Chen
authors: Jianguo
authors: J
authors: Cui
authors: Chunfang
authors: C
authors: Gan
authors: Zhiping
authors: Z
authors: Liu
authors: Yingliang
authors: Y
authors: Wei
authors: Huachan
authors: H
authors: Song
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D019826:Cholic Acid / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D003840:Deoxycholic Acid / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D007769:Lactams / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D007769:Lactams; D003840:Deoxycholic Acid; D019826:Cholic Acid