Structural revisions of blumenol C glucoside and byzantionoside B

Abstract

The absolute stereochemistry of blumenol C glucoside and byzantionoside B was revised here as (6R,9S)- and (6R,9R)-9-hydroxymegastigman-4-en-3-one 9-O-β-D-glucopyranosides, respectively, by modified Mosher's method. The empirical rules of 13C-NMR chemical shift to determine the absolute stereochemistry of C-9 of 9-hydroxymegastigmane 9-O-β-D-glucopyranoside were also discussed. © 2010 Pharmaceutical Society of Japan.