title: Hybridaphniphyllines A and B, Daphniphyllum alkaloid and iridoid hybrids suggestive of Diels-Alder cycloaddition in Daphniphyllum longeracemosum.
abstract: Two Daphniphyllum alkaloid and iridoid hybrids with the hitherto unknown decacyclic fused skeletons, hybridaphniphyllines A and B, along with one diamino Daphniphyllum alkaloid, daphnicyclidin I, were isolated from dried stems and leaves of Daphniphyllum longeracemosum. Their structures were elucidated on the basis of extensive spectroscopic analysis, and the absolute configuration of daphnicyclidin I was deduced by the CD exciton chirality method. A biogenetic pathway for 1 and 2 involving natural Diels-Alder cycloaddition is proposed.
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China; BioBioPha Co., Ltd., 132 Lanhei Road, Kunming 650201, China. Electronic address: wangfei@mail.kib.ac.cn.
authors.forename: Fei
authors.initials: F
authors.lastname: Wang
authors.forename: Mei-Fen
authors.initials: MF
authors.lastname: Mao
authors.forename: Guo-Zhu
authors.initials: GZ
authors.lastname: Wei
authors.forename: Yuan
authors.initials: Y
authors.lastname: Gao
authors.forename: Fu-Cai
authors.initials: FC
authors.lastname: Ren
authors.forename: Ji-Kai
authors.initials: JK
authors.lastname: Liu
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D061565:Cycloaddition Reaction; D057889:Iridoid Glycosides / Q000737:chemistry / Q000302:isolation & purification*; D019684:Magnoliopsida / Q000737:chemistry*; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry
chemical_list: D000470:Alkaloids; D057889:Iridoid Glycosides; D010936:Plant Extracts
keywords: Alkaloid and iridoid hybrid; C-22 nor-Daphniphyllum alkaloid; Daphniphyllaceae; Daphniphyllum longeracemosum; Diels–Alder cycloaddition; Hybridaphniphylline