Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (3): 512-519.DOI: 10.6023/cjoc204509001 Previous Articles     Next Articles



俞飞a, 郑永祥b, 彭逸云b, 周德敏b, 肖苏龙b   

  1. a 昆明理工大学医学院 昆明 650500;
    b 北京大学药学院 天然药物及仿生药物国家重点实验室 北京 100191
  • 收稿日期:2015-09-01 修回日期:2015-11-27 发布日期:2015-12-07
  • 通讯作者: 俞飞, 肖苏龙;
  • 基金资助:

    天然药物及仿生药物国家重点实验室开放基金(No. K20150214)、昆明理工大学人才引进(No. KKSY201560002)资助项目.

Design and Synthesis of Oleanolic Acid Rings A and C Lactone Derivatives

Yu Feia, Zheng Yongxiangb, Peng Yiyunb, Zhou Deminb, Xiao Sulongb   

  1. a Medical Faculty, Kunming University of Science and Technology, Kunming 650500;
    b State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191
  • Received:2015-09-01 Revised:2015-11-27 Published:2015-12-07
  • Supported by:

    Project supported by the Open-Fund Program of the State Key Laboratory of Natural and Biomimetic Drugs (No. K20150214), the Scientific Research Foundation of Kunming University of Science and Technology (No. KKSY201560002).

Oleanolic acid (OA), a naturally occurring triterpene, was found to have a variety of biological and pharmacological properties. To expand its structural diversity, a series of oleanolic acid derivatives, including ring A and/or ring C expansion, were performed via Baeyer-Villiger reaction using m-CPBA and urea-hydrogen peroxide. The structures of all products were characterized by 1H NMR, 13C NMR and HRMS.

Key words: oleanolic acid, Baeyer-Villiger reaction, lactone