79037-17-5

Upstream product

• 90802-64-5 3β-acetoxyspirost-5-ene-1-one 
• 201858-25-5 (20S,22R,25R)-1α,2α-epoxyspirosta-4,6-dien-3-one 
• 17676-33-4 spirosta-5(6),25(27)-diene-1β,3β-diol 
• 14414-62-1 spirost-5-ene-1-oxo-3β-ol 
• 472-11-7 (25R)-ruscogenin 
• 1072072-38-8 (25R)-1α-hydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1->2)-[O-α-L-rhamnopyranosyl(1->4)]-β-D-glucopyranoside 
• 87425-36-3 ruscogenin 3-O-β-D-glucopyranosyl(1->3)-α-L-rhamnopyranoside 
• 105798-62-7 alliofuroside A 
• 39491-38-8 alliospiroside A 
• 105822-00-2 22-O-methyl ether of alliofuroside A 
• 87425-34-1 25(S)-ruscogenin 1-O-β-D-fucopyranosido-3-O-α-L-rhamnopyranoside 
• 87436-70-2 25(S)-ruscogenin 3-O-L-rhamnopyranoside 
• 38971-41-4 25(S)-ruscogenin 1-O-α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside 
• 87436-70-2 ruscogenin 3-O-α-L-rhamnopyranoside 

Downstream Products

• 35882-30-5 25(S) ruscogenin 
• 6155-50-6 25(S)-ruscogenin diacetate 
• 6155-50-6 25(S)-ruscogenin 1,3-diacetate 
• 861675-03-8 Toluene-4-sulfonic acid (R)-4-((2R,4S,4aR,4bS,6aS,6bS,9aS,10aR)-2,4-dihydroxy-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a-dodecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl)-2-methyl-butyl ester 

Relevant academic research and scientific papers

New steroidal glycosides from rhizomes of Clintonia udensis

A total of 10 steroidal glycosides, together with three new spirostanol glycosides (6-8), a new furostanol glycoside (9), and a new cholestane glycoside (10), were isolated from the rhizomes of Clintonia udensis (Liliaceae). The structures of the new compounds were determined on the basis of extensive spectroscopic analyses, including 2-D nuclear magnetic resonance (NMR) data, and of hydrolytic cleavage followed by chromatographic or spectroscopic analyses. The isolated glycosides were evaluated for their cytotoxic activity against HL-60 leukemia cells. Spirostanol glycosides 1 and 2, and furostanol glycoside 4 showed cytotoxic activity with IC50 values of 3:2 ± 0:02, 2:2 ± 0:12, and 2:2 ± 0:06 μg/ml, respectively. Neither the spirostanol and furostanol saponins with a hydroxy group at C-1 (6 and 9) and C-12 (7 and 8) nor cholestane glycosides (5 and 10) exhibited apparent cytotoxic activity at a sample concentration of 10μg/ml.

Preparations of vitamin D analogs, spirostanols and furostanols from diosgenin and their cytotoxic activities

Vitamin D analogs 12 and 13 having a spiro ring in the side chain, various spirostanols 18-21, 26, 27, 29 and 37, and furostanols 34-36 having SCN and SeCN groups at the 26 position were prepared from diosgenin 1 via (20S,22R,25R)-spirost-1α,2α-epoxy-4,6-

Synthesis of (25R)-ruscogenin-1-yl β-D-xylopyranosyl-(1→3)- [β-D-glucopyranosyl-(1→2)]-β-D-fucopyranoside

The synthesis of (25R)-ruscogenin-1-yl β-D-xylopyranosyl-(1→3)- [β-D-glucopyranosyl-(1→2)]-β-D-fucopyranoside, a saponin from the tuber of Liriope muscari (Decne.) Bailey, is described.

STEROIDS OF THE SPIROSTAN AND FUROSTAN SERIES FROM PLANTS OF THE GENUS Allium. XXI. STRUCTURE OF ALLIOSPIROSIDE A AND ALLIOFUROSIDE A FROM Allium cepa

Two new steroid glycosides have been isolated from the generative organs (pericarps and peduncles) of Allium cepa L.: alliospiroside A and alliofuroside A.According to chemical transformations and spectral characteristics, alliospiroside A has the structure of (25S)-spirost-5-ene-1β,3β-diol 1-O- 2)-α-L-arabinopyranoside>.The structure of (25S)-furost-5-ene-1β,3β,22α,26-tetraol 20-O-β-D-glucopyranoside 1-O- 2)-α-L-arabinopyranoside> has been established for alliofuroside A.

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.

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).

CONVERSION OF RUSCOGENIN INTO 1α- AND 1β-HYDROXYCHOLESTEROL DERIVATIVES STRUCTURE ELUCIDATION BY COMPUTER ASSISTED ANALYSIS OF THEIR LANTHANIDE-INDUCED NMR SHIFTS

The chemistry of ruscogenin (1) was studied since its structural features qualify it to serve as a potential starting material for 1-hydroxy vitamin D analogs.Ruscogenin was oxidized to the 1-oxo-derivative 2 which was reduced to a mixture of ruscogenin (1) and 1-epiruscogenin (3).Both 1 and 3 were converted by Clemmensen reduction to the respective tetrols 12 and 21, which were further reduced to the triols 15 and 25 and diols 16 and 24 by consecutive treatment with p-toluenesulfonylchloride and LAH.The reduction of triol 15 to diol 20 was achieved by selective benzoylation of positions 1 and 3, and mesylation of position 16 followed by LAH reduction.The utility of the shift reagent Eu(dpm)3 to determine the structures of the products was studied.It was shown that the shifts induced are characteristic of the position and orientation of the OH groups, and can facilitate the elucidation of the structures of hydroxylated steroids.