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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (02): 206-215. 上一篇    下一篇

综述与进展

Brefeldin A全合成研究新进展

高 剑; 黄祎先 ; 伍贻康*   

  1. (中国科学院上海有机化学研究所生命有机化学国家重点实验室 上海 200032)
  • 收稿日期:2008-10-24 修回日期:2009-01-11 发布日期:2009-02-20
  • 通讯作者: 伍贻康

Recent Progress in Total Synthesis of Brefeldin A

Gao, Jian; Huang, Yixian; Wu, Yikang*   

  1. (State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry,
    Chinese Academy of Sciences, Shanghai 200032)
  • Received:2008-10-24 Revised:2009-01-11 Published:2009-02-20
  • Contact: Wu, Yikang

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Brefeldin A(布雷菲德菌素甲)是一种天然抗生素, 最早发现于1958年, 许多种微生物中都能产生该化合物. 由于其有趣的结构和显著的抗真菌、抗病毒、抗肿瘤等生物活性, 该化合物很早就引起合成化学家们的注意. 到目前为止, 文献中有报道的全合成和表观合成已有30多种. 对近十年来的全合成及部分表观合成进行了综述, 对各路线的主要优缺点也进行了简要的分析. 一些类似物的合成也一并予以简介.

关键词: 关环反应, 抗生素, 天然产物, 对映体选择性合成

Brefeldin A is a natural product generated by many different microbes. Because of its interesting structure and significant antifungal, antiviral, and antitumoral activities brefeldin A has attracted remarkable attention in synthetic community since its first isolation in 1958. To date, over 30 total/formal syntheses have appeared. En route to the total syntheses many elegant synthetic methodologies and strategies were demonstrated, providing valuable knowledge to the new comers. Those syntheses published after 1997 are briefly reviewed. Some analogues are also included.

Key words: natural product, enantioselective synthesis, ring-closure reaction, antibiotics