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At least 1,081 records · Page 60Linked to original sources
PubMed1981

[Synthesis of glycosides. Direct high-performance liquid chromatographic determination of intermediate perbenzylated anomers (author's transl)].

High-performance liquid chromatography has been used to determine the stereospecificity of the synthesis of alpha or beta glycosides. The protecting groups are benzylic ethers, therefore we have employed reversed-phase liquid chromatography to separate alpha and beta anomers. Some octadecyl supports have been compared, in order to optimize the separation for several glycosides.

Chromatography, High Pressure Liquid↗
PubMed1975

Behaviour of cardiac glycosides and cardenolides related to digitoxigenin on sephadex LH-20.

The behaviour of six cardenolides and eight cardiac glycosides related to digitoxigenin during column chromatography on Sephadex LH-20 gel has been investigated. Complete resolution was obtained for mixtures of digitoxigenin, gitoxigenin and digoxigenin, but not for those of the 3-epimeric cardenolides. It was possible to achieve a group separation of cardenolides and their glycosides of the digitoxigenin series from those of the digoxigenin or gitoxigenin series.

Cardanolides↗
PubMed2001

Preparative separation of the naphthopyranone glycosides by high-speed counter-current chromatography.

High-speed counter-current chromatography was applied to the preparative separation and purification of naphthopyranone glycosides from a crude 70% ethanolic extract of the capitula of Paepalanthus microphyllus. The solvent system used was composed of water-ethanol-ethyl acetate-hexane (10:4:10:4, v/v). This technique led to the separation of four different naphthopyranone glycosides in pure form in only 7 h.

Chromatography, High Pressure Liquid↗
PubMed1997

Fractionation of glycoside precursors of aroma in grapes and wine.

The glycosides in mono-, di- and trihydroxylated terpene and norisoprenoid alcohols and also those in the related shikimate pathway have been isolated on C18 reversed-phase cartridges and then fractionated into classes of different polarity at increasing percentages of methanol. The benzyl alcohol glycosides are the most polar, while those of terpene monohydroxylated alcohols and geranic acid are the least polar. The terpene diols, linalool furanoid and pyranoid oxides and also norisoprenoid precursors show intermediate polarity and separate into well defined fractions according to their polarity.

Butadienes↗
PubMed2000

Selective inhibition of human erythrocyte Na+/K+ ATPase by cardiac glycosides and by a mammalian digitalis like factor.

Na+/K+ATPase is a transport membrane protein which contains the functional receptor for digitalis compounds. In this work we compare the inhibition curves of Na+/K+ATPase measured by the inhibition of 86Rb uptake in human red blood cells by cardiac glycosides and by an endogenous digitalis like factor (EDLF) extracted from human newborn cord blood. The curves of Na+/K+TPase inhibition show a monophasic shape for ouabain, strophantidin, digitoxin, proscillaridin and EDLF whereas a biphasic shape for ouabagenin, digoxin, digoxigenin and digitoxigenin. All the drugs are potent inhibitors of erythrocyte Na+/K+ATPase with an IC50 ranging from 1.8 x 10(-9) M to 1.4 x 10(-11) M for the higher affinity binding site and from 1.8 x 10(-6) M to 5.5 x 10(-9) M for the lower affinity site. Digitoxigenin is the most active showing the higher active site at 1.4 x 10(-11) M. Ouabain and digoxin have higher affinity compared with their corresponding genins, while digitoxigenin shows a binding site with higher affinity than the respective cardiac glycosides. The increased affinity of the drugs to Na+/K+ATPase may be related to a lipophilic region in correspondence of the carbons 10, 9, 11, 12, 13 of the steroid nucleus, situated in the opposite side with respect of the C-OH-14. The comparison of the inhibition curves and the HPLC profile of newborn EDLF and of the investigated cardenolides suggest that EDLF may be a compound identical or very similar to ouabain.

Cardiac Glycosides↗
PubMed2000

Secoiridoid glycosides from the flower buds of Lonicera japonica.

Two secoiridoid glycosides, loniceracetalides A and B, were isolated in very small amounts, together with 10 known iridoid glycosides, from the flower buds of Lonicera japonica. The structures of loniceracetalides A and B were determined by spectroscopic analysis.

Glycosides↗
PubMed2001

Five naphthalene glycosides from the roots of Rumex patientia.

Three novel and two known naphthalene glycosides were isolated from the roots of Rumex patientia L. (Polygonaceae). The structures of the new compounds were established, respectively as 2-acetyl-3-methyl-6-carboxy-1,8-dihydroxynaphthalene-8-O-beta-D-glucopyranoside, 4,4"-binaphthalene-8,8"-O,O-di-beta-D-glucopyranoside and 2-acetyl-3-methyl-1,8-dihydroxynaphthalene-8-O-beta-D-glucopyranosyl (1-->3) beta-D-glucopyranoside on the basis of spectral analysis. The other napthalene glycosides were determined as nepodin-8-O-beta-D-glucopyranoside and torachrysone-8-O-beta-D-glucopyranoside by comparison of their spectral data with those previously reported.

Glycosides↗
PubMed2001

Tetrahydroisoquinoline-monoterpene and iridoid glycosides from Alangium lamarckii.

From the water soluble fraction of the dried fruits of Alangium lamrckii, four tetrahydroisoquinoline-monoterpene glycosides, 6-O-methyl-N-deacetylisoipecosidic acid, 7-O-methyl-N-deacetylisoipecosidic acid, 6,7-di-O-methyl-N-deacetylisoipecosidic acid and 6"-O-alpha-D-glucopyranosyl-6-O-methyl-N-deacetylisoipecosidic acid, and an iridoid glycoside, 6'-O-alpha-D-glucopyranosylloganic acid, were isolated, together with six known compounds. The structures of the previously unknown compounds were determined by spectroscopic and chemical means. The significance of these glucosides in the biogenesis of Alangium alkaloids is discussed; 6-O-methyl-N-deacetylisoipecosidic acid was also chemically converted into 10-O-demethylprotoemetine and dihydroisoalangine.

Asteraceae↗
PubMed1994

A chalcone glycoside from Clerodendron phlomidis.

A new chalcone glycoside, together with pectolinarigenin, 7-hydroxyflavone and 7-hydroxyflavanone 7-O-glucoside have been isolated from the flowers and leaves of Clerodendron phlomidis. The structure of the chalcone glycoside has been established as 4,2',4'-trihydroxy-6'-methoxychalcone 4,4'-D-diglucoside by spectroscopic and degradative methods.

Carbohydrate Sequence↗
PubMed1994

Monoterpenoid and phenylethanoid glycosides from Ligustrum pedunculare.

Two new phenylethanoid glycosides, lipedosides A-I and A-II as well as six new monoterpene glycosides, lipedosides B-I-B-VI were isolated together with three known constituents, osmanthuside B, anatolioside and linalool from Ligustrum pedunculare. Their structures have been elucidated by chemical and spectroscopic methods.

Beverages↗
PubMed1994

Steroidal glycosides from Capsicum annuum.

Four new steroidal glycosides, named capsicosides A-D together with proto-degalactotigonin, were isolated from the roots and seeds of Capsicum annuum var. conoides and Capsicum annuum var. fasciculatum. On the basis of detailed chemical and spectroscopic evidence, the structures of capsicosides A-D were shown to be furostanol glycosides corresponding to gitogenin and tigogenin oligoglycosides. Capsicoside A was regarded as the same compound as the previously described capsicoside, whose structure now needs to be revised according to the data presented in this report.

Capsicum↗
PubMed1994

Triterpenoid glycosides from Schefflera lucantha.

Three new triterpenoid glycosides were isolated from the leaves of Schefflera lucantha Viguier. Based on the spectroscopic data, especially 2D NMR, the structures of glycosides have been established as 3-O-[alpha-L-rhamnopyranosyl (1-->2)-beta-D-glucopyranosyl (1-->2)-beta-D-glucuronopyranosyl] betulinic acid, 3-O-[alpha-L-rhamnopyranosyl (1-->2)-beta-D-xylopyranosyl (1-->2)-beta-D-glucuronopyranosyl]betulinic acid and 3-O-[alpha-L-rhamnopyranosyl(1-->2)-beta-D-glucopyranosyl (1-->2)-beta-D-glucuronopyranosyl]oleanolic acid.

Carbohydrate Sequence↗
PubMed1991

Phenylpropanoid and iridoid glycosides from Pedicularis striata.

A new phenylpropanoid glycoside, pedicularioside A, and five known glycosides, acteoside, isoacteoside, decaffeoylacteoside, echinacoside and 8-acetylharpagide, were isolated from whole plants of Pedicularis striata. On the basis of spectral and chemical evidence, pedicularioside A was shown to be 1'-O-beta-D-(3,4-dihydroxy-beta-phenyl)-ethyl-4'-O-caffeoyl-beta-D -apiosyl-(1----3')-alpha-L-rhamnosyl-(1----6')-glucopyranosi de.

Carbohydrate Sequence↗
PubMed2001

Triterpene glycosides from the roots of Sanguisorba officinalis.

Five triterpene glycosides were isolated from the MeOH extract of Sanguisorba officinalis (Rosaceae) roots, as confirmed by detailed analysis of their 1H, 13C, and two-dimensional NMR data, and by the results of hydrolytic cleavage. Three known triterpenes and six known triterpene glycosides were also isolated and identified. The isolated compounds were evaluated for their cytotoxic activities against HSC-2 cells and HGF.

Glycosides↗
PubMed2001

Acylated flavone C-glycosides from Cucumis sativus.

Leaves of Cucumis sativus plants treated with silicon and infected with Sphaerotheca fuliginea yielded five new acylated flavone C-glycosides identified as isovitexin 2"-O-(6"'-(E)-p-coumaroyl)glucoside (6), isovitexin 2"-O-(6"'-(E)-p-coumaroyl)glucoside-4'-O-glucoside (7), isovitexin 2"-O-(6"'-(E)-feruloyl)glucoside-4'-O-glucoside (11), isoscoparin 2"-O-(6"'-(E)-p-coumaroyl)glucoside (9), and isoscoparin 2"-O-(6"'-(E)-feruloyl)glucoside-4'-O-glucoside (12). The known flavone-glycosides isovitexin (1), saponarin (2), saponarin 4'-O-glucoside (3), vicenin-2 (4), apigenin 7-O-(6"-O-p-coumaroylglucoside) (5), isovitexin 2"-O-(6"'-(E)-feruloyl)glucoside (8) and isoscoparin 2"-O-(6"'-(E)-feruloyl)glucoside (10), were also identified in this plant material.

Acylation↗
PubMed2001

Lignan and phenylpropanoid glycosides from Fernandoa adenophylla.

From the leaves and branches of Fernandoa adenophylla, a lignan glycoside (fernandoside) and a phenylpropanoid glycoside (2"-O-beta-apiosylverbascoside) were isolated together with 12 known compounds. The structural elucidations were based on analyses of physical and spectroscopic data.

Chromatography, High Pressure Liquid↗