Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (4): 795-802.DOI: 10.6023/cjoc201509002 Previous Articles     Next Articles



陈艳华a, 侯熙彦c, 支德福c, 李常a, 田甜a, 孙竞阳a, 赵龙铉a,b, 赵春晖b   

  1. a. 辽宁师范大学化学化工学院 大连 116029;
    b. 辽宁师范大学 生物技术与分子药物研发辽宁省重点实验室 大连 116029;
    c. 大连民族大学生命科学学院 大连 116600
  • 收稿日期:2015-09-01 修回日期:2015-10-30 发布日期:2015-12-15
  • 通讯作者: 赵龙铉, 赵春晖;
  • 基金资助:


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

Chen Yanhuaa, Hou Xiyanc, Zhi Defuc, Li Changa, Tian Tiana, Sun Jingyanga, Zhao Longxuana,b, Zhao Chunhuib   

  1. a. School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
    b. Liaoning Provincial Key Laboratory of Biotechnology and Drug Discovery, Liaoning Normal University, Dalian 116029;
    c. College of Life Science, Dalian Nationalities University, Dalian 116600
  • Received:2015-09-01 Revised:2015-10-30 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