Articles

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

  • Yu Fei ,
  • Zheng Yongxiang ,
  • Peng Yiyun ,
  • Zhou Demin ,
  • Xiao Sulong
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  • 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 date: 2015-09-01

  Revised date: 2015-11-27

  Online 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).

Abstract

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.

Cite this article

Yu Fei , Zheng Yongxiang , Peng Yiyun , Zhou Demin , Xiao Sulong . Design and Synthesis of Oleanolic Acid Rings A and C Lactone Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(3) : 512 -519 . DOI: 10.6023/cjoc204509001

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