55639-73-1

Upstream product

• 110107-21-6 C₅₃H₇₆O₂₀ 
• 19108-08-8 degalactototigonin 
• 79975-21-6 balanitin-1 
• 82358-27-8 balanitin-3 
• 53846-52-9 diosgenin 3-O-<α-L-rhamnopyranosyl(1<*>2)>-<β-D-glucopyranosyl(1<*>4)>-β-D-glucopyranoside 

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• 512-04-9 diosgenin 

Relevant academic research and scientific papers

STEROID GLYCOSIDES OF THE ROOTS OF Capsicum annuum. II. THE STRUCTURE OF THE CAPSICOSIDES

Two tigogenin glycosides and two diosgenin glycosides have been isolated from a methanolic extract of the roots of bush red pepper.An aattempt to isolate the individual spirostanol glycosides directly was unsuccessful.These compounds have very similar structures.For their separation, acetylation and epoxidation of the double bond of the aglycon, diosgenin, in the corresponding glycosides was performed.The derivatives obtained were purified by chromatography.To establish the complete chemical structure of each capsicoside we used both chemical and physical methods:complete and partial acid hydrolysis, methylation followed by methanolysis, IR spectroscopy, mass spectroscopy, etc.It was shown that capsicoside A2 is (25R)-5α-spirostan-3β-ol 3-O-β-D-galactopyranoside, capsicoside B2 is (25R)-5α-spirostan-3β-ol 3-O-4)-β-D-galactopyranoside>, capsicoside A3 is (25R)-spirost-5-en-3β-ol 3-O-β-D-galactopyranoside, and capsicoside B3 is identical with funkioside C.

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)

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