Glycosylated nervogenic acid derivatives from Liparis condylobulbon (Reichb.f.) leaves

Three new nervogenic acid glycosides, 1-O-a-L-rhamnopyranosyl 3,5-bis(3-methyl-but-2-enyl)-4-O-[a-Lrhamnopyranosyl-( 1?2)-b-D-glucopyranosyl]-benzoate, 3,5-bis(3-methyl-but-2-enyl)-4-O-[a-L-rhamnopyranosyl-( 1?2)-b-D-glucopyranosyl]-benzoic acid, and bis{3,5-bis(3-methyl-but-2-enyl)-4-O-[a-L-rhamnopyranosyl-( 1?2)-b-D-glucopyranosyl]-benzoyl} 1,2-O-b-D-glucopyranose, which we named condobulbosides A–C, were isolated from a methanol extract of the leaves of Liparis condylobulbon together with an apigenin C-glycoside, schaftoside. Their structures were established on the basis of spectral techniques, namely, UV, IR, HR-MS spectroscopy, both 1D and 2D NMR experiments, and chemical reactions