title: Wuweizidilactones A-F: novel highly oxygenated nortriterpenoids with unusual skeletons isolated from Schisandra chinensis.
abstract: 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.
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Heilongtan, Kunming 650204, Yunnan, China.
authors.forename: Sheng-Xiong
authors.initials: SX
authors.lastname: Huang
authors.forename: Li-Bin
authors.initials: LB
authors.lastname: Yang
authors.forename: Wei-Lie
authors.initials: WL
authors.lastname: Xiao
authors.forename: Chun
authors.initials: C
authors.lastname: Lei
authors.forename: Jing-Pin
authors.initials: JP
authors.lastname: Liu
authors.forename: Yang
authors.initials: Y
authors.lastname: Lu
authors.forename: Zhi-Ying
authors.initials: ZY
authors.lastname: Weng
authors.forename: Li-Mei
authors.initials: LM
authors.lastname: Li
authors.forename: Rong-Tao
authors.initials: RT
authors.lastname: Li
authors.forename: Jun-Lin
authors.initials: JL
authors.lastname: Yu
authors.forename: Qi-Tai
authors.initials: QT
authors.lastname: Zheng
authors.forename: Han-Dong
authors.initials: HD
authors.lastname: Sun
mesh_terms: D018360:Crystallography, X-Ray; D007783:Lactones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry; D032141:Schisandra / Q000378:metabolism*; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D007783:Lactones; D014315:Triterpenes; D010100:Oxygen