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 p-bromobenzoate (5b), and the axis chirality of C-7 was determined to be R.