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-β-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 β-D-glucopyranosylation-induced shift trends in the 13C-NMR spectra and confirmed by X-ray analysis as its pbromobenzoate (5b), and the axis chirality of C-7 was determined to be R. © 2003 Pharmaceutical Society of Japan.