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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (10): 1584-1592. 上一篇    下一篇

学术动态

白刺新碱的化学合成、生源关系及仿生合成

涂小军，刘建利*，王翠玲，刘晨   

  1. (西北大学生命科学学院 西部资源生物与现代生物技术省部共建教育部重点实验室 西安 710069)
  • 收稿日期:2009-12-30 修回日期:2010-05-10 发布日期:2010-05-25
  • 通讯作者: 涂小军 E-mail:ike_tb@hotmail.com
  • 基金资助:

    以仿生合成策略设计合成钩藤中的单萜吲哚生物碱;钩藤碱及异钩藤碱的仿生合成及构效关系

Tangutorine: Synthesis, Biogenetic Relationship and Biomimetic Synthesis

TU Xiao-Jun, LIU Jian-Li, WANG Cui-Ling, LIU Chen   

  1. (Key Laboratory of Resource Biology and Biotechnology in Western China of Ministry of Education, School of Life Science, Northwest University, Xi an 710069)
  • Received:2009-12-30 Revised:2010-05-10 Published:2010-05-25

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白刺新碱是从中国沙漠植物白刺叶子中分离出来的生物碱. 因为其特异的结构, 引发了化学合成与生源关系方面的探讨. 根据它与育亨宾结构的类似性, 提出它可能来源于育亨宾. 另一个可能则是来源于赖氨酸. 以来源于赖氨酸的C(5)结构为原料的三步仿生合成取得了成功. 对白刺新碱的化学合成、生源关系和仿生合成进展进行综述, 以促进相关研究的进展.

关键词: 白刺新碱, 合成, 生源关系, 仿生合成

Tangutorine was isolated from the leaves of Nitraria tangutorum (Zygophylaceae/Nitrariaceae) collected in China. Since its discovery, the unusual structure stimulated synthetic work and speculation of biogenetic relationship. Relying on the similarity with yohimbane alkaloids, a possible biosynthetic origin was proposed. An alternative biosynthetic pathway according to Nitraria metabolism was also proposed. It is believed that tangutorine biogenetically come from lysine. A biomimetic synthesis was achieved in three steps from simple C(5) lysine-derived units. This paper reviews the progresses in the synthesis, biogenetic relationship and biomimetic synthesis of tangutorine.

Key words: tangutorine, synthesis, biogenetic relationship, biomimetic synthesis