title: Monoterpenoid indole alkaloids bearing an N4-Iridoid from Gelsemium elegans.
abstract: Five new alkaloids, gelseganines A-D (1-4) and humantenine N(4)-oxide (5), were isolated from the stems and leaves of Gelsemium elegans. Compounds 1-4 represent a rare class of monoterpenoid indole alkaloids that bear an N(4)-iridoid unit. The structures of 1-5 were determined by spectroscopic analysis, single-crystal X-ray diffraction, and chemical correlation, and their absolute configurations were elucidated by CD analysis. A plausible biogenetic pathway for alkaloids 1-5 was also postulated.
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai, China.
authors.forename: Sheng
authors.initials: S
authors.lastname: Yin
authors.forename: Xiu-Feng
authors.initials: XF
authors.lastname: He
authors.forename: Yan
authors.initials: Y
authors.lastname: Wu
authors.forename: Jian-Min
authors.initials: JM
authors.lastname: Yue
mesh_terms: D002942:Circular Dichroism; D031450:Gelsemium / Q000737:chemistry*; D039823:Iridoids / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D046948:Secologanin Tryptamine Alkaloids / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D039823:Iridoids; D046948:Secologanin Tryptamine Alkaloids