Chinese Journal of Organic Chemistry >
Synthesis, Characterization and Anticancer Activity of Oleanolic Acid and Ursolic Acid Derivatives
Received date: 2015-09-01
Revised date: 2015-10-30
Online published: 2015-12-15
Supported by
Project supported by the National Natural Science Foundation of China (No. 21101067).
Based on the combination principle, twelve novel oleanolic acid and ursolic acid derivatives were designed and synthesized through introduction of piperazine, N-methyl piperazine and morpholine moiety in C-28 position. Structures of all target compounds were characterized by IR, 1H NMR, 13C NMR and HRMS. Their in vitro anticancer activities towards MCF-7, Hela and A549 cell lines were evaluated by a 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl tetrazolium bromide (MTT) method. The results indicate that OA-4, OA-7, OA-8a, OA-8b, UA-4, UA-7, UA-8a and UA-8b against MCF-7, Hela and A549 cells are obviously better than OA and UA, OA-4, OA-7, UA-4 and UA-7 are equally as well the IC50 of positive control gefitinib.
Key words： oleanolic acid; ursolic acid; piperazine; anticancer activity
Chen Yanhua , Hou Xiyan , Zhi Defu , Li Chang , Tian Tian , Sun Jingyang , Zhao Longxuan , Zhao Chunhui . Synthesis, Characterization and Anticancer Activity of Oleanolic Acid and Ursolic Acid Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(4) : 795 -802 . DOI: 10.6023/cjoc201509002
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