31356-47-5Relevant academic research and scientific papers
Spirostanols obtained by cyclization of pseudosaponin derivatives and comparison of anti-platelet agglutination activities of spirostanol glycosides
Tobari, Akihiko,Teshima, Mutsumi,Koyanagi, Junich,Kawase, Masami,Miyamae, Hiroshi,Yoza, Kenji,Takasaki, Akihiko,Nagamura, Yoich,Saito, Setsuo
, p. 511 - 527 (2000)
Naturally occurring saponins 3 and 4 have a normal type F ring and α- arranged CH3-21 group. Treatments of pseudosaponin peracetates 18 and 19 derived from 3 and 4, respectively, with alcoholic KOH, followed by acidification with acetic acid, gave spirostanols 20 and 22 having iso type F rings as major products. Structural analyses of sapogenins and saponins derived from pseudo derivatives 11, 12, 18 and 19 were performed by comparisons of their 1H-NMR spectral data and the X-ray analytical data of 3-O-p-bromobenzoyl sarsasapogenin 7, 3-O-acetyl diosgenin 13 and saponin 20. The mechanisms of ring-closure reaction of the side chain at C-22 of pseudosapogenins and pseudosaponins were deduced using stereomodels of the spirostanols derived from 11 under various reaction conditions. Inhibitory activities of saponin diglycosides 3, 4, 20, 21 and 25 on human platelet agglutinations induced by ADP and ristocetin were compared. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
STEROID GLYCOSIDES OF THE SEEDS OF Solanum melongena. STRUCTURES OF MELONGOSIDES A, B, E, F, AND H
Kintya, P. K.,Shvets, S. A.
, p. 575 - 578 (2007/10/02)
Three chromatographically individual fractions, each containing tigogenin glycosides and diosgenin glycosides have been isolated by chromatography on a silica gel column from a methanolic extract of eggplant seeds.To separate the mixture of two difficultly separable glycosides into individual components, each fraction was acetylated and epoxidated, and the derivatives obtained were separated chromatographically.The tigogenin glycoside peracetates isolated were saponified, and the diosgenin epoxide glycoside acetates were de-epoxidated and saponified, to give the individual glycosides, melongosides A, B, E, F, and H.The complete chemical structure of each melongoside has been shown with the aid of acid hydrolysis, methylation, and periodate oxidation followed by a study of the products obtained.
Afromontoside. A New Cytotoxic Principle from Dracaena afromontana
Reddy, K. Sambi,Shekhani, Mohammed S.,Berry, David E.,Lynn, David G.,Hecht, Sidney M.
, p. 987 - 992 (2007/10/02)
A new cytotoxic principle, steroidal saponin afromontoside (1), has been isolated from a methanolic extract of the twigs of Dracaena afromontana.It was shown to be (25R)-furost-5-ene-3β,22α,26-triol 26-O-α-L-rhamnopyranoside 3-O-(4)>-β-D-glucopyranoside) by spectral and chemical methods.The aglycone of afromotoside, diosgenin, as well as dihydrodiosgenin and severall structurally related compounds have been shown to be cytotoxic to cultured KB cells.
Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. I. Studies of the Constituents of the Subterranean Part of Liriope platyphylla Wang et Tang.
Watanabe, Yoshiaki,Sanada, Shuichi,Ida, Yoshiteru,Shoji, Junzo
, p. 1980 - 1990 (2007/10/02)
Eight steroidal glycosides, tentatively named glycosides A(1), B(2), C(3), D(4), E(5), F(6), G(7) and H(8), were isolated from the methanol extract of the subterranean part of Liriope platyphylla Wang et Tang (Liliaceae).The structures of these glycosides were established as ruscogenin 3-O-α-L-rhamnopyranoside (1), 25(S)-ruscogenin 1-O-β-D-fucopyranosido-3-O-α-L-rhamnopyranoside (2), 25(S)-ruscogenin 1-O-α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside (3), ruscogenin 3-O-β-D-glucopyranosyl(1->3)-α-L-rhamnopyranoside (4), a mixture of 3-O-2)>3)>-β-D-glucopyranosides of diosgenin and yamogenin (=a mixture of ophiopogonin D' and its 25(S)-isomer, 5), a mixture of 3-O-β-chacotriosides of diosgenin and yamogenin (= a mixture of dioscin and its 25(S)-isomer, 6), ruscogenin 1-sulfate 3-O-α-L-rhamnopyranoside (7), and 26-O-β-D-glucopyranosyl-22-O-methylfurost-5-ene-3β,26-diol 3-O-β-chacotrioside (=methyl proto-dioscin, 8).
