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2013 , Vol. 33 >Issue 06: 1340 - 1344

DOI: https://doi.org/10.6023/cjoc201303009

研究简报

虫草素的全合成研究

  • 李启欢 ,
  • 阳如春 ,
  • 阮志忠 ,
  • 胡韬 ,
  • 丁海新 ,
  • 肖强
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  • 江西科技师范大学 江西省有机功能分子重点实验室 南昌 330013

收稿日期: 2013-03-06

  修回日期: 2013-04-24

  网络出版日期: 2013-05-06

基金资助

国家自然科学基金(NSFC, Nos.20962009, 21062006);教育部新世纪优秀人才支持计划(NCET, No.11-1000);江西省青年科学家人才计划和南昌市科技局资助项目.

收起

Total Synthesis of Cordycepin

  • Li Qihuan ,
  • Yang Ruchun ,
  • Ruan Zhizhong ,
  • Hu Tao ,
  • Ding Haixin ,
  • Xiao Qiang
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  • Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013

Received date: 2013-03-06

  Revised date: 2013-04-24

  Online published: 2013-05-06

Supported by

Project supported by the National Natural Science Foundation of China (NSFC, Nos.20962009, 21062006), the Program for New Century Excellent Talents in University (NCET, No.11-1000), the Training Project of Jiangxi Youth Scientists, and the Bureau of Science & Technology of Nanchang City.

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摘要

虫草素具有广谱的生物活性和药理学作用, 有着重要的开发价值.为了大量制备高纯度虫草素, 分别以D-葡萄糖和D-木糖为原料, 以Barton-McCombie反应脱去葡糖糖和木糖3'-羟基合成得到3'-脱氧核糖为关键步骤, 分别经过8步和7步化学反应以37%和40%的总产率完成了虫草素的全合成, 产物纯度 >98.5%.

关键词： 核苷; 全合成; 天然产物; 糖基化; 自由基反应; 碳水化合物

本文引用格式

李启欢 , 阳如春 , 阮志忠 , 胡韬 , 丁海新 , 肖强 . 虫草素的全合成研究[J]. 有机化学, 2013 , 33(06) : 1340 -1344 . DOI: 10.6023/cjoc201303009

Abstract

Cordycepin has a large spectrum of biological and pharmaceutical activities, which is beneficial to human health in a number of aspects.In present paper, two total synthetic routes are developed to provide high quality product of cordycepin using D-glucose or D-xylose as the starting materials.The key step of the total synthesis is deoxygenation of 3-OH using Barton-McCombie reaction to afford 3-deoxyribose.Cordycepin is obtained in 8 steps and 7 steps with 37% and 40% overall yield, respectively.Its purity is above 98.5%.

Key words： nucleoside; total synthesis; natural product; glycosylation; radical reactions; carbohydrate

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