Glochidionionosides A-D: megastigmane glucosides from leaves of Glochidion zeylanicum (Gaertn.) A. Juss.
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.
Otsuka
Hideaki
H
Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University, Japan. hotsuka@hiroshma-u.ac.jp
Kijima
Hidehiko
H
Hirata
Eiji
E
Shinzato
Takakazu
T
Takushi
Anki
A
Bando
Masahiko
M
Takeda
Yoshio
Y
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
D003512:Cyclohexanones; D005960:Glucosides; D045792:Norisoprenoids; D010936:Plant Extracts; C413264:megastigmane