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2007Huang 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
Wuweizidilactones A-F: novel highly oxygenated nortriterpenoids with unusual skeletons isolated from Schisandra chinensis.
Chemistry (Weinheim an der Bergstrasse, Germany) 2007;13(17):4816-22.
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.

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