Chem. Pharm. Bull., 53(7),800-807, July 2005

Regular Articles

Staphylionosides A-K: Megastigmane Glucosides from the Leaves of Staphylea bumalda DC.

Qian YU,^a Katsuyoshi MATSUNAMI,^a Hideaki OTSUKA,^*,a and Yoshio TAKEDA^b

^a Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University; 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8551, Japan: and ^b Faculty of Integrated Arts and Sciences, The University of Tokushima; 1-1 Minamijosanjima-cho, Tokushima 770-8502, Japan. * To whom correspondence should be addressed. e-mail: hotsuka@hiroshima-u.ac.jp

Chemical investigation of leaves of Staphylea bumalda DC., collected in the suburbs of Hiroshima City, afforded 11 new megastigmane glucosides, named staphylionosides A-K (3-13), along with two known megastigmane glucosides (1, 2). The relative structures were elucidated from spectroscopic evidence, and the absolute structures of the aglycones were determined by means of the combination of β-D-glucosylation-induced shift-trends and the modified Mosher's method.

Key words Staphylea bumalda; Staphyleaceae; megastigmane glucoside; staphylionoside; modified Mosher's method