Five New Triterpene Glycosides from Russell Lupine

Abstract

In a continuing study on the ingredients of Lupinus genus, we examined the oligoglycoside constituents of the Russell lupine (L. polyphyllus×L. arboreus hybrid). Five new oleanene glycosides, called Lupinosides PA_1-5 (1-5), together with three known ones were isolated. Their structures of 1-5 were determined to be 3-O-α-L-rhamno-pyranosyl-(1→2)-β-D-glactopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol A 21-O-β-D-xylopyranoside (1), 3-O-β-D-galactopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol A 21-O-β-D-xylopyranoside (2), 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-galactopyranosyl-(1→2)-β-D-glucuronopyranosyl kudzusapogenol A 21-O-β-D-xylopyranoside (3), 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-galactopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol B 22-O-α-L-rhamnopyranoside (4), and 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-galactopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol B 22-O-β-D-glucopyranosyl-(1→4)-α-L-rhamnopyranoside (5), respectively.