白刺新碱的化学合成、生源关系及仿生合成有机化学.pdfVIP

2010 年第 30 卷 有 机 化 学 Vol. 30, 2010 第 10 期, 1584～1592 Chinese Journal of Organic Chemistry No. 10, 1584～1592 ·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 (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 710069) 摘要 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: Synthesis, Biogenetic Relationship and Biomimetic Synthesis Tu, Xiaojun Liu, Jianli* Wang, Cuiling Liu, Chen (Key Laboratory of Resource Biology and Biotechnology in Western China of Ministry of Education, School of Life Science, Northwest University, Xian 710069 ) Abstract 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 comes 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. Keiwords tangutorine;