Kingston D G
Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061-0212, USA.
J Nat Prod. 2000 May;63(5):726-34. doi: 10.1021/np000064n.
The history of the development of the important anticancer drug taxol (1) is briefly described, and recent studies of its chemistry and tubulin-binding conformation are then presented. Topics discussed include side chain attachment to baccatin III (3a), the effect of oxygenation of the taxane ring system on bioactivity, the importance of the oxetane ring for bioactivity, the synthesis of a C-6/C-4 bridged analogue, and the conformation of the side chain when taxol is bound in a complex with polymerized tubulin.
简要描述了重要抗癌药物紫杉醇(1)的发展历程,接着介绍了其化学性质和与微管蛋白结合构象的最新研究。讨论的主题包括侧链与浆果赤霉素III(3a)的连接、紫杉烷环系统的氧化对生物活性的影响、氧杂环丁烷环对生物活性的重要性、C-6/C-4桥连类似物的合成,以及紫杉醇与聚合微管蛋白形成复合物时侧链的构象。