39491-38-8Relevant academic research and scientific papers
Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. III. Studies on the Constituents of the Subterranean Part of Ophiopogon ohwii Okuyama and O. jaburan (Kunth) Lodd.
Watanabe, Yoshiaki,Sanada, Shuichi,Ida, Yoshiteru,Shoji, Junzo
, p. 3994 - 4002 (2007/10/02)
Six steroidal glycosides tentatively named glycosides O-1, O-2 (1), O-3 (2), O-4 (3), O-5 (4) and O-6 (5), were isolated from the subterranean part of Ophiopogon ohwii Okuyama (Liliaceae) and another six steroidal glycosides, tentatively named glycosides J-1, J-2 (6), J-3 (7), J-4 (8), J-5 (9) and J-6 (10), were isolated from the subterranean part of O. jaburan (Kunth) Lodd.Glycosides O-1 and J-1 were identified as so-called β-sitosterol β-D-glucopyranoside.The structures of 1-10 were established as ophiopogonin B (1), Ophiopogonin D (2), ruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranoside (3), ruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-α-L-arabinopyranoside (=glycoside E of O. planiscapus Nakai) (4), 26-O-β-D-glucopyranosyl 22-hydroxy-25(R)-furost-5-en-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranoside (5), ophiopogonin D (=glycoside O-3 (2)) (6), a mixture of 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranosido-3-O-β-D-glucopyranosides of ruscogenin and neoruscogenin (7), neoruscogenin 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-α-L-arabinopyranosido-3-O-β-D-glucopyranoside (8), a mixture of 26-O-β-D-glucopyranosyl 22-hydroxy-25(R)-furost-5-en-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranosido-3-O-β-D-glucopyranoside and 26-O-β-D-glucopyranosyl 22-hydroxyfurost-5,25(27)-dien-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-β-D-fucopyranosido-3-O-β-D-glucopyranoside (9), and 26-O-β-D-glucopyranosyl 22-hydroxyfurost-5,25(27)-dien-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl(1->2)-4-O-sulfo-α-L-arabinopyranosido-3-O-β-d-glucopyranoside (10).It is interesting that the main saponins, ophiopogonins B and D, found in Ophiopogonis Tuber (obtained from O. japonicus Ker-Gawler) were also found in O. ohwii (Okuyama and the latter saponin was also found in O. jaburan (Kunth) Lodd.Further, several steroidal glycosides carrying sulfate on the sugar moiety were found in Liliaceous plants belonging to the genus Ophiopogon. Keywords - Ophiopogonis Tuber; Ophiopogon ohwii; Ophiopogon jaburan; Liliaceae; spirostanol glycoside; furostanol glycoside; sulfated steroidal glycoside
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)
Watanabe, Yoshiaki,Sanada, Shuichi,Ida, Yoshiteru,Shoji, Junzo
, p. 3486 - 3495 (2007/10/02)
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-rhamnopyranosyl(12)-β-D-glucopyranoside (=prosapogenin A of dioscin) (1), diosgenin 3-O-2)>-4)>-β-D-glucopyranoside (=deltonin) (2), 26-O-β-D-gucopyranosyl-22-hydroxyfurost-5-ene-3β,26-diol 3-O-α-L-rhamnopyranosyl(12)-β-D-glucopyranoside (3), ruscogenin 1-O-α-L-rhamnopyranosyl(12)-4-O-sulfo-α-L-arabinopyranoside (4), 26-O-β-D-glucopyranosyl-22-hydroxyfurost-5-ene-3β,26-diol 3-O-2)>-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(12)-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.Keywords - Ophiopogonis Tuber; Ophiopogon planiscapus; Liliaceae; spirostanol glycoside; furostanol glycoside; sulfated steroidal glycoside; diosgenin; ruscogenin
