Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. II. Studies on the Constituents of the Subterranean Part of Ophiopogon planiscapus NAKAI. (1)
YOSHIAKI WATANABESHUICHI SANADAYOSHITERU IDAJUNZO SHOJI
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Keywords: ruscogenin
JOURNAL FREE ACCESS

1983 Volume 31 Issue 10 Pages 3486-3495

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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.
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© The Pharmaceutical Society of Japan
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