title: Glochidionionosides A-D: megastigmane glucosides from leaves of Glochidion zeylanicum (Gaertn.) A. Juss.
abstract: Five megastigmane glucosides were isolated from the leaves of Glochidion zeylanicum. One of them was a known compound, blumenol C O-beta-D-glucopyranoside (1), and the structures of the four new compounds, glochidionionosides A-D (2-5), were mainly elucidated by spectroscopic methods, including a modified Mosher's method. The absolute configurations of the six-membered ring of glochidionionoside D (5) were deduced by beta-D-glucopyranosylation-induced shift trends in the (13)C-NMR spectra and confirmed by X-ray analysis as its p-bromobenzoate (5b), and the axis chirality of C-7 was determined to be R.
authors.affiliation: Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University, Japan. hotsuka@hiroshma-u.ac.jp
authors.forename: Hideaki
authors.initials: H
authors.lastname: Otsuka
authors.forename: Hidehiko
authors.initials: H
authors.lastname: Kijima
authors.forename: Eiji
authors.initials: E
authors.lastname: Hirata
authors.forename: Takakazu
authors.initials: T
authors.lastname: Shinzato
authors.forename: Anki
authors.initials: A
authors.lastname: Takushi
authors.forename: Masahiko
authors.initials: M
authors.lastname: Bando
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Takeda
mesh_terms: D003512:Cyclohexanones / Q000737:chemistry* / Q000302:isolation & purification; D019665:Euphorbiaceae; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification; D045792:Norisoprenoids; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D018515:Plant Leaves
chemical_list: D003512:Cyclohexanones; D005960:Glucosides; D045792:Norisoprenoids; D010936:Plant Extracts; C413264:megastigmane