Citation: 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 shu

Synthesis, Characterization and Anticancer Activity of Oleanolic Acid and Ursolic Acid Derivatives

Chen Yanhua ^a ,
Hou Xiyan ^c ,
Zhi Defu ^c ,
Li Chang ^a ,
Tian Tian ^a ,
Sun Jingyang ^a ,
Zhao Longxuan ^a,b,, ,
Zhao Chunhui ^b,,

a.
a. School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
b.
b. Liaoning Provincial Key Laboratory of Biotechnology and Drug Discovery, Liaoning Normal University, Dalian 116029;
c.
c. College of Life Science, Dalian Nationalities University, Dalian 116600

Corresponding author: Zhao Longxuan, Zhao Chunhui,
Received Date: 1 September 2015
Available Online: 30 October 2015
Fund Project: 国家自然科学基金(No.21101067)资助项目. (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 IC₅₀of positive control gefitinib.
- oleanolic acid,
- ursolic acid,
- piperazine,
- anticancer activity
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