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1.
Three spirostanol and two furostanol glycosides were isolated from a methanol extract of the roots of Asparagus curillus and characterized as 3-O-[α-l-arabinopyranosyl (1→4)- β-d-glucopyranosyl]-(25S)-5β-spirostan-3β-ol, 3-O-[{α-l-rhamnopyranosyl (1→2)} {α-l-arabinopyranosyl (1→4)}-β-d-glucopyranosyl]-(25S)-5β-spirostan- 3β-ol, 3-O-[{β-d-glucopyranosyl (1→2)} {α-l-arabinopyranosyl (1→4)}-β- d-glucopyranosyl]-(25S)-5β-spirostan-3β-ol, 3-O-[{β-d-glucopyranosyl (1→2)} {α-l-arabinopyranosyl (1→4)}-β-d-glucopyranosyl]-26-O-[β-d-glucopyranosyl]- 22α-methoxy-(25S)-5β-furostan-3β, 26-diol and 3-O-[{β-d-glucopyranosyl (1→2)} {α-l-arabinopyranosyl (1→4)}-β-d-glucopyranosyl]-26-O-[β-d-glucopyranosyl]- (25S)-5β-furostan-3β, 22α, 26-triol respectively. 相似文献
2.
From the methanol extract of the fruits of Asparagus adscendens sitosterol-β-d-glucoside, two spirostanol glycosides (asparanin A and B) and two furostanol glycosides (asparoside A and B) were isolated and characterized as 3-O-[β-d-glucopyranosyl (1→2)-β-d-glucopyranosyl]-(25S)-5β-spirostan-3β-ol, 3-O-{[β-d-glucopyranosyl(1→2)][α-l-rhamnopyranosyl(1→4)]-β-d-glucopyranosyl}-(25S)-5β-spirostan-3β-ol,3-O-{[β-d-glucopyranosyl(1→2)][α-l-rhamnopyranosyl(1→4)]-β-d-glucopyranosyl|} -26-O-(β- d-glucopyranosyl)-22α-methoxy-(25S)-5β-furostan-3β,26-diol and 3-O-{[β-d-glucopyranosyl(1→2)][α-l-rhamnopyranosyl(1→4)]-β-d-glucopyranosyl}-26-O-(β-d-glucopyranosyl)- 25S)-5β-furostan-3β,22α, 26-triol, respectively. 相似文献
3.
Two new saponins, agavasaponin E and agavasaponin H have been isolated from the methanolic extract of Agave americana leaves and their structures elucidated. Agavasaponin E is 3-O-[β-d-xylopyranosyl-(1→2glc1)-α-l-rhamnopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→3glc 1)-β-d-glucopyranosyl-(1→4)-β-d-glucopyranosyl-(1→4)-α-d-galactopyranosyl]-(25R)-5α-spirostan-12-on-3β-ol, whereas agavasaponin H is 3-O-[β-d-xylopyranosyl-(1→2 glc 1)-α-l-rhamnopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→3 glc 1)-β-d-glucopyranosyl-(1→4)-β-d-glucopyranosyl-(1→4)-β-d-galactopyranosyl]-26-O-[β-d-glucopyranosyl]-(25R)-5α-furostan-12-on-3β,22α,26-triol. 相似文献
4.
Pavel K. Kintia Valentin A. Bobeyko Ivan P. Dragalin Stepan A. Shvets 《Phytochemistry》1982,21(6):1447-1449
Two new saponins beshornin and beshornoside have been isolated from the methanolic extract of Beshorneria yuccoides leaves and their structures elucidated. Beshornin is 3-O-[α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl- (1 → 2)-[α-l-rhamnopyranosyl-(1 -+ 4)-P-D-glucopyranosyl-(1 → 3)]-β-d-glucopyranosyl-(1 → 4)-β-d- galactopyranosyl-(25R)-5α-spirostan-3β-ol, whereas beshornoside is 3-O-[α-l-rhamnopyranosyl-(1 → 4)- β-d)-glycopyranosyl-(1 → 2)]-[α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 3)]-β-d-glucopyranosyl- (1 → 4)-β-d-galactopyranosyl 26-O-[β-d]-glucopyranosyl-(25R)-5α-furostan-3β,22α,26-triol. 相似文献
5.
Two oligofurostanosides and two spirostanosides, isolated from a methanol extract of Asparagus adscendens (leaves), were characterized as 3-O-[{α-l-rhamnopyranosyl (1 → 4)} {α-l-rhamnopyranosyl (1 → 6)}-β-d-glucopyranosyl]-26-O-[β-d-glucopyranosyl]-22α-methoxy-(25S)-furost-5-en-3β,26-diol (Adscendoside A), 3-O-[{α-l-rhamnopyranosyl (1 → 4)} {α-l-rhamnopyranosyl (1 → 6)}-β-d-glucopyranosyl]-26-O-[β-d-glucopyranosyl]-(25S)-furost-5-en-3β,22α,26-triol-(Adscendoside B), 3-O-[{α-l-rhamnopyranosyl (1 → 6)}-β-d-glucopyranosyl]-(25S)-spirostan-5-en-3β-ol (Adscendin A) and 3-O-[{α-l-rhamnopyranosyl (1 → 4)} {α-l-rhamnopyranosyl (1 → 6)}-β-d-glucopyr anosyl]-(25S)-spirostan-5-en-3β-ol (Adscendin B), respectively. Adscendin B and Adscendoside A are the artefacts of Adscendoside B formed through hydrolysis and methanol extraction respectively.bl] 相似文献
6.
Two new furostanol glycosides, trigofoenosides F and G, have been isolated as their methyl ethers from the methanolic extract of Trigonella foenum-graecum seeds (Leguminosae). The structures of the original glycosides have been determined as (25R)-furost-5-en-3β,22,26-triol, 3-O-α-l-rhamnopyranosyl (1 → 2)β-d-glucopyranosyl (1 → 6)β-d-glucopyranoside; 26-O-β-d-glucopyranoside and (25R)-furost-5en-3β,22,26-triol, 3-O-α-L-rhamnopyranosyl (1 → 2) [β-d-xylopyranosyl (1 → 4)]β-d-glucopyranosyl (1 → 6)β-d-glucopyranoside; 26-O-β-d-glucopyranoside, respectively. 相似文献
7.
《Carbohydrate research》1985,138(1):17-28
Syntheses are described for methyl 2-acetamido-2-deoxy-4-O-β-d-galactopyranosyl-α-d-glucopyranoside, methyl 2-acetamido-2-deoxy-4-O-β-d-galactopyranosyl-β-d-glucopyranoside, methyl 3-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl-β-d-galactopyranoside, methyl 3-O-(2-acetamido-2-deoxy-4-O-β-d-galactopyranosyl-β-d-glucopyranosyl)-β-d-galactopyranoside, and methyl 4-O-[3-O-(2-acetamido-2-deoxy-4-O-β-d-galactopyranosyl-β-d-glucopyranosyl)-β-d-galactopyranosyl]- β-d-glucopyranoside. 相似文献
8.
Four new and three known oleanane-type saponins have been isolated from the methanolic extract of Phryna ortegioides, a monotypic and endemic taxon of Caryophyllaceae.The structures of the new compounds were determined as gypsogenic acid 28-O-β-d-glucopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→6)-O-β-d-glucopyranosyl ester (1), 3-O-α-l-arabinofuranosyl-gypsogenic acid 28-O-β-d-glucopyranosyl-(1→3)-O-[β-d-glucopyranosyl-(1→6)]-O-β-d-glucopyranosyl ester (2), 3-O-α-l-arabinofuranosyl-gypsogenic acid 28-O-β-d-glucopyranosyl-(1→3)-O-[β-d-glucopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→6)-O-]-β-d-glucopyranosyl ester (3), 3-O-α-l-arabinofuranosyl-16α-hydroxyolean-12-en-23,28-dioic acid-28-O-β-d-glucopyranosyl-(1→3)-O-[β-d-glucopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→6)]-O-β-d-glucopyranosyl ester (4). Their structures were established by a combination of one- and two-dimensional NMR techniques, and mass spectrometry. Noteworthy, none of isolated compounds possesses as aglycone moiety gypsogenin, considered a marker of Caryophyllaceae family.The cytotoxic activity of the isolated compounds was evaluated against three cancer cell lines including A549 (human lung adenocarcinoma), A375 (human melanoma) and DeFew (human B lymphoma) cells. Only compound 6 showed a weak activity against A375 and DeFew cell lines with IC50 values of 77 and 52 μM, respectively. None of the other tested compounds, in a range of concentrations between 12.5 and 100 μM, caused a significant reduction of the cell number. 相似文献
9.
Constant A.A. van Boeckel Pieter Westerduin Jacques H. van Boom 《Carbohydrate research》1984,133(2):219-234
The two purple-membrane glycolipids O-β-d-glucopyranosyl- and O-β-d-galactopyranosyl-(1→6)-O-α-d-mannopyranosyl-(1→2)-O-α-d-glucopyranosyl-(1→1)-2, 3-di-O-phytanyl-sn-glycerol were prepared by coupling O-(2,3,4-tri-O-acetyl-α-d-mannopyranosyl)-(1→2)-O-(3,4,6-tri-O-acetyl-α-d-glucopyranosyl)-(1→1)-2, 3-di-O-phytanyl-sn-glycerol (9) with 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl bromide or 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl bromide, respectively, followed by deacetylation. The glycolipid sulfate O-(β-d-glucopyranosyl 3-sulfate)-(1→6)-O-α-d-mannopyranosyl-(1→2)-O-α-d-glucopyranosyl-(1→1)-2,3-di-O-phytanyl-sn-glycerol was prepared by coupling of 9 with 2,4,6-tri-O-acetyl-3-O-trichloroethyloxycarbonyl-α-d-glucopyranosyl bromide in the presence of Hg(CN)2/HgBr2 followed by selective removal of the 3?-trichloroethyloxycarbonyl group, sulfation of HO-3?, and deacetylation. The suitably protected key-intermediate 9 could be prepared by two distinct approaches. 相似文献
10.
The structure of two new saponins, polyphyllins G and H, isolated from the tubers of Paris polyphylla have been elucidated as 3-O-{α-l-rhamnopyranosyl (1→3) [α-l-arabinofuranosyl (1→4)]-β-d-glucopyranosyl}-26-O-[β-d-glucopyranosyl] (25R)-22α-hydroxy-furost-5-en-3β, 26-diol and its 22-methoxy derivative respectively. 相似文献
11.
《Phytochemistry》1986,25(6):1419-1422
Two new triterpene glycosides isolated from the root bark Guettarda angelica were proven to be quinovic acid-3β-O-[β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranoside] and quinovic acid-3β-O-β-d-glucopyranosyl-(28 → 1)-β-d-glucopyranosyl ester. In addition quinovic acid and two known glycoside derivatives (quinovic acid-3β-O-β-d-glucopyranoside and quinovic acid-3β-O-α-l-rhamnopyranoside) were isolated. The structures were elucidated by spectroscopic analysis of the peracetyl methyl ester derivatives. 相似文献
12.
Two new furostanol glycosides trigofoenosides A and D have been isolated from the Trigonella foenum-graecum seeds as their methyl ethers, A-1 and D-1. Their structures have been determined as (25S)-22-O-methyl-furost-5-ene-3β,26-diol, 3-O-α-L-rhamnopyranosyl (1 → 2)-β-D-glucopyranoside; 26-O-β-D-glucopyranoside (A-1) and (25S)-22-O-methyl-furost-5-ene-3β,26-diol, 3-O-α-L-rhamnopyranosyl (1 → 2)-[β-D-glucopyranosyl (1 → 3)]-β-D-glucopyranoside; 26-O-β-D-glucopyranoside (D-1). 相似文献
13.
Five triterpenoid saponins isolated from the flowers, the mature fruits and the leaves of Fatsia japonica were identified as 3-O-[β-d-glucopyranosyl(1→4)-β-d-glucopyranosyl]-hederagenin (1), 3-O-[β-d-glucopyranosyl-(1→4)-α-l-arabinopyranosyl]-oleanolic acid (2), 3-O-[α-l-arabinopyranosyl]-hederagenin (3), 3-O-[β-d-glucopyranosyl]-hederagenin (4) and 3-O-[β-d-glucopyranosyl(1→4)-α-l-arabinopyranosyl]-hederagenin (5). The saponins 1 and 2 are new, naturally occurring, triterpenoid saponins. The distribution of the five saponins in three parts of the plant was investigated. Saponins 2, 3 and 5 were present in the flowers, saponins 1, 3, 4 and 5 were in the mature fruits and saponins 2, 3, 4 and 5 were in the leaves. 相似文献
14.
The structure of costusoside I and costusoside J have been established as 3-O-{β-d-glucopyranosyl (1 → 2)-α-l-rhamnopyranosyl (1 → 2) [α-l-rhamnopyranosyl (1 → 4)]-β-d-glucopyranosyl}-26-O-(β-d-glucopyranosyl)-22α-methoxy 25 R)-furost-5-en-3β, 26-diol and its 22-hydroxy compound respectively, isolated fron the seeds of Costus speciosus. 相似文献
15.
Three new saponins, melongosides N, O and P, have been isolated from the methanolic extract of seeds of Solanum melongena and their structures elucidated. Melongoside N is 3-O-[β-D-glucopyranosy l-(1 → 2)-β-D-glucopyranosyl]-26-O-(β-D-glucopyranosyl)-(25R)-5α-furostan-3β,22 α,26-triol, whereas melongoside O is 3-O-[β-D-glucopyranosyl-(1 → 2)β-D-glucopyranosyl]- 26-O-(β-D-glucopyranosyl)-(25R)-furost-5-en-3β,22α,26-triol and melongoside P is 3-O- [β-D-glucopyranosyl-(1 → 2)]-[α-L-rhamnopyranosyl-(1 → 3)]-β-D-glucopyranosyl)-26-O- (β-D-glucopyranosyl)-(25 R)-5α-furostan-3β,22α,26-triol. 相似文献
16.
From the seed of fenugreek, a new glycoside has been isolated and shown to have the structure, (25S)-22-O- methyl-5α-furostan-3β,22,26-triol 3-O-α-rhamnopyranosyl(1→2)[-β-d-glucopyranosyl (1→3)]-β-d- glucopyranoside-26-O-β-d-glucopyranoside. 相似文献
17.
《Phytochemistry》2012
Four cycloartane- (hareftosides A–D) and oleanane-type triterpenoids (hareftoside E) were isolated from Astragalus hareftae along with fifteen known compounds. Structures of the compounds were established as 3,6-di-O-β-d-xylopyranosyl-3β,6α,16β,24(S),25-pentahydroxycycloartane (1), 3,6,24-tri-O-β-d-xylopyranosyl-3β,6α,16β,24(S),25-pentahydroxycycloartane (2), 3-O-β-d-xylopyranosyl-3β,6α,16β,25-tetrahydroxy-20(R),25(S)-epoxycycloartane (3), 16-O-β-d-glucopyranosyl-3β,6α,16β,25-tetrahydroxy-20(R),24(S)-epoxycycloartane (4), 3-O-[β-d-xylopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→2)-O-β-d-glucuronopyranosyl]-soyasapogenol B (5) by the extensive use of 1D- and 2D-NMR experiments along with ESI-MS and HR-MS analyses. 相似文献
18.
Thirteen steroidal saponins were isolated from the leaves of Beaucarnea recurvata Lem. Their structures were established using one- and two-dimensional NMR spectroscopy and mass spectrometry. Six of them were identified as: 26-O-β-d-glucopyranosyl (25S)-furosta-5,20(22)-diene 1β,3β,26-triol 1-O-α-l-rhamnopyranosyl-(1 → 2) β-d-fucopyranoside, 26-O-β-d-glucopyranosyl (25S)-furosta-5,20(22)-diene 1β,3β,26-triol 1-O-α-l-rhamnopyranosyl-(1 → 2)-4-O-acetyl-β-d-fucopyranoside, 26-O-β-d-glucopyranosyl (25R)-furosta-5,20(22)-diene-23-one-1β,3β,26-triol 1-O-α-l-rhamnopyranosyl-(1 → 2) β-d-fucopyranoside, 26-O-β-d-glucopyranosyl (25S)-furosta-5-ene-1β,3β,22α,26-tetrol 1-O-α-l-rhamnopyranosyl-(1 → 4)-6-O-acetyl-β-d-glucopyranoside, 26-O-β-d-glucopyranosyl (25S)-furosta-5-ene-1β,3β,22α,26-tetrol 1-O-α-l-rhamnopyranosyl-(1 → 2) β-d-fucopyranoside, and 24-O-β-d-glucopyranosyl (25R)-spirost-5-ene-1β,3β,24-triol 1-O-α-l-rhamnopyranosyl-(1 → 2)-4-O-acetyl-β-d-fucopyranoside. The chemotaxonomic classification of B. recurvata in the family Ruscaceae was discussed. 相似文献
19.
From the commercial extract of the leaves of Stevia rebaudiana, two new minor diterpene glycosides having α-glucosyl linkage were isolated besides the known steviol glycosides including stevioside, steviolbioside, rebaudiosides A–F, rubusoside and dulcoside A. The structures of the two compounds were identified as 13-[(2-O-(3-α-O-d-glucopyranosyl)-β-d-glucopyranosyl-3-O-β-d-glucopyranosyl-β-d-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid β-d-glucopyranosyl ester (1), and 13-[(2-O-β-d-glucopyranosyl-3-O-(4-O-α-d-glucopyranosyl)-β-d-glucopyranosyl-β-d-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid β-d-glucopyranosyl ester (2), on the basis of extensive NMR and MS spectral data as well as chemical studies. 相似文献
20.
Gabriela Moysés Pereira Marcela Gonçalves Ribeiro Bernadete Pereira da Silva José Paz Parente 《Bioorganic & medicinal chemistry letters》2017,27(18):4345-4349
A new furostane steroidal saponin was isolated from the leaves of Agave angustifolia var. marginata. On the basis of chemical conversions and spectroscopic analyses, its structure was established as 3-[O-β-d-glucopyranosyl-(1→3)-O-β-d-glucopyranosyl-(1→3)-O]-[O-6-deoxy-α-l-mannopyranosyl-(1→4)-β-d-xylopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→4)-β-d-galactopyranosyl)oxy]-(3β,5α,22α,25R)-26-(β-d-glucopyranosyloxy)-22-methoxy-furostane (1). Results of preliminary biological investigations indicated that compound 1 showed significant protective effects against induced gastric ulcers using in vivo experimental models and demonstrated negligible toxicity on membrane integrity in the in vitro assays. 相似文献