Huang Sheng-Xiong, Yang Li-Bin, Xiao Wei-Lie, Lei Chun, Liu Jing-Pin, Lu Yang, Weng Zhi-Ying, Li Li-Mei, Li Rong-Tao, Yu Jun-Lin, Zheng Qi-Tai, Sun Han-Dong
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Heilongtan, Kunming 650204, Yunnan, China.
Chemistry. 2007;13(17):4816-22. doi: 10.1002/chem.200700346.
A phytochemical study of secondary metabolites produced by Schisandra chinensis has led to the isolation of six novel highly oxygenated nortriterpenoids, wuweizidilactones A-F (1-6). Compounds 3-6 possess an unprecedented 3,4-seco-18(13-->14)-abeo-artane skeleton. Interestingly, structures 3-6 have a beta-oriented methyl group at the C-14 position. This structural feature corroborates the biogenetic pathway proposed for the formation of 18-norschiartane-type compounds 1 and 2. The structures of these novel metabolites were established on the basis of their detailed spectroscopic analysis. The structure of 1 was also confirmed by single-crystal X-ray diffraction analysis. For the first time, the absolute configuration of these nortriterpenoids was determined by using a modified Mosher method.
对五味子产生的次生代谢产物进行的植物化学研究，已分离出六种新型的高度氧化的降三萜类化合物，五味子二内酯A - F（1 - 6）。化合物3 - 6具有前所未有的3,4 - 裂环-18(13→14)-去甲-羊毛甾烷骨架。有趣的是，结构3 - 6在C - 14位有一个β取向的甲基。这一结构特征证实了为18 - 去甲五味子烷型化合物1和2的形成所提出的生源途径。这些新型代谢产物的结构是基于其详细的光谱分析确定的。1的结构也通过单晶X射线衍射分析得到证实。首次使用改进的莫舍尔方法确定了这些降三萜类化合物的绝对构型。
