Five new triterpene glycosides from Russell lupine

In a continuing study on the ingredients of Lupinus genus, we examined the oligoglycoside constituents of the Russell lupine (L. polyphyllus x L. arboreus hybrid). Five new oleanene glycosides, called Lupinosides PA1-5 (1-5), together with three known ones were isolated. Their structures of 1-5 were determined to be 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl- (1-->2)-beta-D-glucuronopyranosyl soyasapogenol A 21-O-beta-D- xylopyranoside (1), 3-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl soyasapogenol A 21-O-beta-D-xylopyranoside (2), 3- O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl-(1-->2)-beta-D -glucuronopyranosyl kudzusapogenol A 21-O-beta-D- xylopyranoside (3), 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D- galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl soyasapogenol B 22-O-alpha-L-rhamnopyranoside (4), and 3-O-alpha-L-rhamnopyranosyl-(1-->2)- beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl soyasapogenol B 22-O- beta-D-glucopyranosyl-(1-->4)-alpha-L-rhamnopyranoside (5), respectively.