35882-30-5

Upstream product

• 38971-21-0 C₃₃H₅₂O₈ 
• 128397-27-3 nolinospiroside C 
• 144028-91-1 nolinospiroside D 
• 145645-63-2 nolinofuroside A 
• 144028-91-1 25(S) ruscogenin 1-O-β-D-glucopyranoside 
• 105798-62-7 alliofuroside A 
• 105822-00-2 22-O-methyl ether of alliofuroside A 
• 67-56-1 methanol 
• 107195-78-8 [(25S)-3β-hydroxyspirost-5-en-1β-yl] 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranoside 
• 87425-34-1 (25S)-spirost-5-ene-1β,3β-diol 1-O-β-D-fucopyranoside 3-O-α-L-rhamnopyranoside 
• 87425-35-2 (25S)-spirost-5-ene-1β,3β-diol 1-O- 2)-β-D-fucopyranoside> 
• 39491-38-8 alliospiroside 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 

Downstream Products

• 472-11-7 (25R)-ruscogenin 
• 35882-30-5 25(S) ruscogenin 
• 6155-50-6 25(S)-ruscogenin 1,3-diacetate 
• 6155-50-6 25(S)-ruscogenin diacetate 

Relevant academic research and scientific papers

STEROIDS OF THE SPIROSTAN AND FUROSTAN SERIES FROM Nolina microcarpa III. STRUCTURE OF NOLINOFUROSIDES G AND H

Two new glycosides which have been called nolinofurosides G(I) and H(III), have been isolated from the leaves of Nolina microcarpa.Nolinofuroside G is the sodium salt of 26-β-D-glucofuranosyloxy-(25S)-furost-5,20(22)-diene-1β,3β-diol 1-sulfate, and nolinofuroside H is the sodium salt of 1-β-D-fucopyranosyloxy-26-β-D-glucopyranosyloxy-(25S)-furost-5,20(22)-diene-3β-ol 3-sulfate.

Highly efficient and regio-selective glucosylation of 25(S) ruscogenin by Gliocladium deliquescens NRRL1086

A new steroidal glycoside, 25(S) ruscogenin 1-O-β-D-glucopyranoside (2) was obtained through the microbial transformation of 25(S) ruscogenin (1) by G. deliquescens NRRL1086 in 54% isolated yield. The structure of the product was elucidated by IR, MS and NMR spectra. This is the first report on the preparation of steroidal saponins by microbial transformation.

STEROIDS OF THE SPIROSTAN AND FUROSTAN SERIES FROM Nolina microcarpa 1. STRUCTURES OF NOLINOSPIROSIDE C AND NOLINOFUROSIDES A AND C

In addition to the known steroid sapogenin (25S)-ruscogenin (I), three new glycosides have been isolated from the leaves of Nolina microcarpa S.Wats. (family Dracaenacea), and the following structures are suggested for them: (25S)-spirost-5-ene-1β,3β-diol 1-O-β-D-fucopyranoside (nolinospiroside C, II), (25S)-furost-5-ene-1β,3β,22α,26-tetraol 1-O-β-D-fucopyranoside (nolinofuroside A, III), and (25S)-furost-5-ene-1β,3β,22α,26-tetraol 1-O-β-D-fucopyranoside 26-O-β-D-glucopyranoside (nolinofuroside C, V).

Three new neuritogenic steroidal saponins from Ophiopogon japonicus (Thunb.) Ker-Gawl

Three new steroidal saponins (1-3) and a known saponin (4) were isolated from Ophiopogon japonicus (Thunb.) Ker-Gawl. Their structures were determined by spectroscopic analyses and chemical derivatization. The isolated compounds (1-4) were potent inducers of neuritogenesis on PC12 cells. Compound 1 showed the highest neuritogenic activity of 46% at 1 μM. The study of structure-activity relationships suggests that aglycone is important for the neuritogenic activity of the compounds. Specific inhibitor experiments and Western blot analysis suggest that 1-induced neuritogenic activity depends on the activation of mitogen-activated protein kinase kinase (MEK)/extracellular signal regulated kinase (ERK) signaling pathway on PC12 cells.

STEROIDS OF THE FUROSTAN AND SPIROSTAN SERIES FROM Nolina microcarpa II. STRUCTURES OF NOLINOSPIROSIDE D AND NOLINOFUROSIDES D, E, AND F

Proofs are given of the structures of two new glycosides of the furostan series isolated from the leaves of the plant Nolina microcarpa S.Wats. (family Dracaenaceae).Nolinofuroside D is (25S)-furost-5-ene-1β, 3β,22 α,26-tetraol 1-O-β-D-galactopyranoside 26-O-β-D-glucopyranoside (I), and nolinofuranoside F is (25S)-furost-5-ene-1β,3β,22α,26-tetraol 1-O-β-D-fucopyranoside 26-O-β-D-glucopyranoside 3-O-α-L-rhamnopyranoside (VII).The latter was characterized as its 22-O-methyl ether (VIII).Nolinofuranoside E (IV) has the structure of (25S)-furost-5-ene-1β,3β,22α,26-tetraol 26-O-β-glucopyranoside 1-O- 2)-β-D-fucopyranoside>, which followed from the structure of the fermentation product (VI).The products of the fermentation of the above-named compounds were present in the plant in only trace amounts.Only one of them - nolinospiroside D (III) - has not been described previously.This monoside of the spirostan series is (25S)-spirost-5-ene-1β,3β-diol 1-O-β-D-galactopyranoside.

STEROIDS OF THE SPIROSTAN AND FUROSTAN SERIES FROM PLANTS OF THE GENUS Allium. II. THE STRUCTURE OF ALLIOSPIROSIDE B FROM Allium cepa

A new steroid glycoside - alliospiroside B (I) - has been isolated from the collective fruit of Allium cepa L.On the basis of chemical transformations and with the aid of physicochemical measurements it has been established that compound (I) has the structure of (25S)spirost-5-ene-1β,3β-diol 1-O- 2)-β-D-galactopyranoside.Compound (I) C39H62O3, mp 200-202 deg C (from ethanol), D20 -110.9 +/- 2 deg (c 1.01; pyridine) was obtained by extracting the collective fruit of A. cepa with ethanol followed by the column chromatographic separation of the combined glycosides on silica gel.The acid hydrolysis of (I) gave (25S)-ruscogenin (II), C27H42O4, mp 189-191 deg C, D23 -104.1 +/- 2 deg (c 0.98; pyridine).The 1H and 13C NMR spectra are given for both compounds and the IR spectrum for compound (I).

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).