有机化学 ›› 2017, Vol. 37 ›› Issue (8): 2101-2108.DOI: 10.6023/cjoc201702007 上一篇    下一篇

研究论文

海洋天然产物呋喃二倍半萜(18S)-variabilin的全合成

熊维艳a, 赵迎春a, 徐亮a, 季红b   

  1. a 四川大学华西药学院 天然药物系暨教育部靶向药物重点实验室 成都 610041;
    b 广州医科大学药学院 广州 511436
  • 收稿日期:2017-02-08 修回日期:2017-03-13 出版日期:2017-08-25 发布日期:2017-04-01
  • 通讯作者: 徐亮, 季红 E-mail:liangxu@scu.edu.cn;dljih@126.com
  • 基金资助:

    国家自然科学基金(Nos.21472129,21272163)资助项目.

Total Synthesis of Marine Furanosesterterpene Natural Product, (18S)-Variabilin

Xiong Weiyana, Zhao Yingchuna, Xu Lianga, Ji Hongb   

  1. a Key Laboratory of Drug Targeting of Ministry of Education, and Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University, Chengdu 610041;
    b School of Pharmaceutical Science, Guangzhou Medical University, Guangzhou 511436
  • Received:2017-02-08 Revised:2017-03-13 Online:2017-08-25 Published:2017-04-01
  • Contact: 10.6023/cjoc201702007 E-mail:liangxu@scu.edu.cn;dljih@126.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21472129, 21272163).

(18S)-variabilin是代表性的呋喃二倍半萜海洋天然产物,具有广泛的生物活性.以香叶醇为起始原料,在通过Evans不对称烷基化反应构建关键手性片段的基础上,经关键的Julia-Lythgoe偶联反应和Aldol类型缩合反应,以13步的最长线性步骤完成了(18S)-variabilin的合成.

关键词: variabilin, 呋喃二倍半萜, 不对称全合成

(18S)-Variabilin is the representative furanosesterterpenes, which exhibits varieties of bioactivities. Starting from geraniol and the key chiral segment prepared via Evans' asymmetric alkylation protocol, (18S)-variabilin has been totally synthesized in the longest linear 13 steps involving Julia-Lythgoe coupling reaction and aldol-type condensation.

Key words: variabilin, furanosesterterpenes, asymmetric total synthesis