title: Unraveling the metabolic pathway in Leucosceptrum canum by isolation of new defensive leucosceptroid degradation products and biomimetic model synthesis.
abstract: Seven new leucosceptroid degradation products possessing a C20, C21, or C25 framework, norleucosceptroids D-H (1-5), leucosceptroids P (6), and Q (7), have been isolated from Leucosceptrum canum. Their structures were determined by comprehensive NMR, MS, and single-crystal X-ray diffraction analyses. Discovery of these key intermediates, together with the biomimetic oxidation of a model system, supports the hypothesis that two biosynthetic pathways are operative. Antifeedant activity was observed for compounds 1-3.
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, People's Republic of China.
authors.forename: Shi-Hong
authors.initials: SH
authors.lastname: Luo
authors.forename: Cedric L
authors.initials: CL
authors.lastname: Hugelshofer
authors.forename: Juan
authors.initials: J
authors.lastname: Hua
authors.forename: Shu-Xi
authors.initials: SX
authors.lastname: Jing
authors.forename: Chun-Huan
authors.initials: CH
authors.lastname: Li
authors.forename: Yan
authors.initials: Y
authors.lastname: Liu
authors.forename: Xiao-Nian
authors.initials: XN
authors.lastname: Li
authors.forename: Xu
authors.initials: X
authors.lastname: Zhao
authors.forename: Thomas
authors.initials: T
authors.lastname: Magauer
authors.forename: Sheng-Hong
authors.initials: SH
authors.lastname: Li
mesh_terms: D032701:Biomimetics / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy; D053858:Metabolic Networks and Pathways; D015394:Molecular Structure; D018515:Plant Leaves; D054830:Sesterterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D064201:Trichomes / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D054830:Sesterterpenes; C569090:leucosceptroid D