17676-33-4Relevant articles and documents
Four new steroidal saponins from the rhizomes of Helleborus orientalis
Watanab, Kazuki,Sakagami, Hiroshi,Mimaki, Yoshihiro
, p. 775 - 785 (2005)
A phytochemical analysis has been carried out on theglycoside-enriched fraction of a McOH extract of Helleborus orientalis rhizomes, resulting in the isolation of two new bisdesmosidic furostanol saponins (1 and 2) and two new furospirostanol saponins (3 and 4). The structures of 1-4 were determined on the basis of extensive spectroscopic analysis and acid hydrolysis followed by chromatographic and spectroscopic analysis. Compound (3) showed moderate cytotoxic activity against HSC-2 human squamous cell carcinoma cells with an IC50 value of 16 μg/mL.
Steroidal glycosides from the rhizomes of Ruscus hypophyllum
Mimaki, Yoshihiro,Aoki, Tsukasa,Jitsuno, Maki,Kilic, Ceyda Sibel,Coskun, Maksut
, p. 729 - 737 (2008)
Seven steroidal glycosides, along with one known glycoside, were isolated from the rhizomes of Ruscus hypophyllum (Liliaceae). Comprehensive spectroscopic analysis, including 2D NMR spectroscopy, and the results of acid hydrolysis allowed the chemical structures of the compounds to be assigned as (23S,25R)-23-hydroxyspirost-5-en-3β-yl O-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside (1), 1β-hydroxyspirosta-5,25(27)-dien-3β-yl O-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside (2), (22S)-16β,22-dihydroxycholest-5-en-3β-yl O-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside (3), (22S)-16β-[(β-d-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside (4), (22S)-16β-[(β-d-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl β-d-glucopyranoside (5), (22S)-16β-[(β-d-glucopyranosyl)oxy]-3β,22-dihydroxycholest-5-en-1β-yl O-α-l-rhamnopyranosyl-(1 → 2)-(3,4-di-O-acetyl-β-d-xylopyranoside) (6), and (22S)-16β-[(β-d-glucopyranosyl)oxy]-3β,22-dihydroxycholest-5-en-1β-yl O-α-l-rhamnopyranosyl-(1 → 2)-O-[β-d-xylopyranosyl-(1 → 3)]-β-d-xylopyranoside (7), respectively. This is the first isolation of a series of cholestane glycosides from a Ruscus species.
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