http://jcps.bjmu.edu.cn

中国药学(英文版) ›› 2017, Vol. 26 ›› Issue (7): 496-503.DOI: 10.5246/jcps.2017.07.055

• 【研究论文】 • 上一篇    下一篇

Fumigaclavines A–D的全合成研究

马永凡, 贾彦兴*   

  1. 北京大学医学部 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:2017-05-10 修回日期:2017-05-28 出版日期:2017-07-28 发布日期:2017-06-05
  • 通讯作者: Tel.: +86-010-82805166, E-mail: yxjia@bjmu.edu.cn
  • 基金资助:
    National Natural Science Foundation of China (Grant No. 21372017).

Synthetic study toward the total synthesis of fumigaclavines A–D

Yongfan Ma, Yanxing Jia*   

  1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China
  • Received:2017-05-10 Revised:2017-05-28 Online:2017-07-28 Published:2017-06-05
  • Contact: Tel.: +86-010-82805166, E-mail: yxjia@bjmu.edu.cn
  • Supported by:
    National Natural Science Foundation of China (Grant No. 21372017).

摘要:

本文报道了一种合成麦角生物碱fumigaclavines A–D四环骨架的新方法,利用钯催化的分子内Larock吲哚合成一步即构筑了四环核心骨架的B/C环。尽管将化合物18转化生成fumigaclavine B的所有尝试失败,本研究为fumigaclavines A–D的全合成做了有益的探索。

关键词: 吲哚生物碱, 麦角生物碱, 全合成, 钯催化

Abstract:

In the present study, we developed a novel approach for the synthesis of the tetracyclic core of fumigaclavines A–D. A palladium-catalyzed intramolecular Larock indole synthesis was utilized to assemble the B/C rings of the tetracyclic core in one step. Although all attempts to convert compound 18 to fumigaclavine B failed, this study provided useful information for the total synthesis of fumigaclavines A–D.

Key words: Indole alkaloids, Ergot alkaloids, Total synthesis, Palladium-catalyzed

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