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有机化学
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有机化学 ›› 2012, Vol. 32 ›› Issue (04): 781-785.DOI: 10.6023/cjoc1106242 上一篇    下一篇

研究简报

桉烷-4(15)-烯-1β,7α-二醇的不对称全合成

马开庆a, 张春波b, 刘明明a, 楚勇a, 胡昌其a, 叶德泳a   

  1. a 复旦大学药学院药物化学教研室 上海 201203;
    b 延边大学 长白山生物资源与功能分子教育部重点实验室 延吉 133000
  • 收稿日期:2011-06-24 修回日期:2011-10-16 发布日期:2012-04-24
  • 通讯作者: 叶德泳 E-mail:dyye@shmu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 30672511)和创新药物平台(No. 2009ZX09301-011)资助项目.

Asymmetric Total Synthesis of 4(15)-Eudesmene-1β,7α-diol

Ma Kaiqinga, Zhang Chunbob, Liu Mingminga, Chu Yonga, Hu Changqia, Ye Deyonga   

  1. a Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 201203;
    b Key Laboratory of Natural Resources and Functional Molecules of the Changbai Mountain, Ministry of Education, Yanbian University, Yanji 133000
  • Received:2011-06-24 Revised:2011-10-16 Published:2012-04-24
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 30672511) and the National Drug Innovative Program (No. 2009ZX09301-011).

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天然产物桉烷-4(15)-烯-1β,7α-二醇(Y019)从植物中间锦鸡儿中分离得到, 初步的药理活性研究中发现具有抗稻瘟霉活性. 我们从原料1,3-环己二酮出发以线性步骤11 步反应9.4%的总产率, 首次完成了天然产物桉烷-4(15)-烯-1β,7α-二醇的不对称全合成, 为进一步的药理活性研究奠定了基础.

关键词: 桉烷-4(15)-烯-1β,7α-二醇, 不对称全合成, 催化氢化

The natural product 4(15)-eudesmene-1β,7α-diol is isolated from Caragana intermedia. In the preliminary biological test, it showed anti-pyricularia oryzae P-2b activity. In order to get enough amount to support diverse biological test, the asymmetric total synthesis of this compound was completed in 11 linear steps with 9.4% yield.

Key words: 4(15)-eudesmene-1β,7α-diol, asymmetric total synthesis, catalytic hydrogenation