Abstract
Seven steroidal glycosides, tentatively named glycosides A, B(1), C(2), D(3), E(4), F(5) and G(6), were isolated from the methanol extract of the subterranean part of Ophiopogon planiscapus NAKAI (Liliaceae). The structures of these glycosides were established as so-called β-sitosterol-β-D-glucopyranoside, diosgenin 3-O-α-L-rhamnopyranoxyl (1→2)-β-D-glucopyranoside (=prosapogenin A of dioscin) (1), diosgenin 3-O-[α-L-rhamnopyranosyl(1→2)]-[β-D-glucopyranosyl-(1→4)]-β-D-glucopyranoside(=deltonin) (2), 26-O-β-D-glucopyranosyl-22-hydroxyfurost-5-ene-3β, 26-diol 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside (3), ruscogenin 1-O-α-L-rhamnopyranosyl(1→2) -4-O-sulfo-α-L-arabinopyranoside (4), 26-O-β-D-glucopyranosyl-22-hydroxyfurost-5-ene-3β, 26-diol 3-O-[α-L-rhamnopyranosyl(1→2)]-[β-D-glucopyranosyl(1→4)]-β-D-glucopyranoside (=22-hydroxyl form of deltoside) (5) and 26-O-β-D-glucopyranosyl-22-hydroxyfurost-5-ene-1β, 3β, 26-triol 1-O-α-L-rhamnopyranosyl(1→2)-4-O-sulfo-α-L-arabinopyranosides (6), respectively. The relationship of steroidal glycosides of Ophiopogon japonicus KER-GAWLER, O. planiscapus NAKAI and Liriope platyphylla WANG et TANG, which are considered to be the plants of origin of the crude drug, Ophiopogonis Tuber, is also discussed. This is believed to be the first report of steroidal glycosides having a sulfate group on the sugar moiety.
