Showing papers on "Glucoside published in 1996"
TL;DR: The most prominent phenolics showing elicitor- or fungus-induced increases in accumulation rates were the soluble putrescine amides and cell wall-bound 4-hydroxybenzaldehyde and tyramine amide.
137 citations
TL;DR: Different uptake mechanisms exist in the vacuolar membrane, a ΔpH-dependent uptake mechanism for specific endogenous flavonoid-glucoside, and a directly energized mechanism for abiotic glucosides, which appears to be the main transport system for these substrates.
124 citations
TL;DR: In this paper, a new monoterpene glucoside, portuloside A, has been isolated from the methanol extract of Portulaca oleracea.
78 citations
TL;DR: In this article, free phenolics and phenolic glucosides present in the water content (vegetation water, VW) of olive fruits of three Italian cultivars (cvs.) Cipressino, Dritta, and Leccino were identified by 1H NMR.
Abstract: In this work free phenolics and phenolic glucosides present in the water content (vegetation water, VW) of olive fruits of the three Italian cultivars (cvs.) Cipressino, Dritta, and Leccino were identified by 1H NMR. The phenolic metabolite content of the three cultivars was studied at three fruit growth stages. The major phenolic compounds, common to all three cultivars, were 4-hydroxyphenylethanol (tyrosol) (1), 4-hydroxyphenylethanol glucoside (2), and oleuropein (3). Considerable differences in the content of compounds (1−3) were found to occur in the fruits during growth and maturation of the drupe. Glucoside (4), a major component of the low molecular weight solutes of Dritta and Leccino cvs., was not detected in Cipressino fruits. The quinol glucoside (4) was thought to derive from oxidation of the glucoside of 4-hydroxyphenylethanol (2). Hydrolysis of (4) followed by cyclization yielded the bicyclic compound halleridone (5). Keywords: Olea europaea; Oleaceae; 1H NMR; free and conjugated phenolics;...
68 citations
TL;DR: In this paper, seven major flavonoid compounds in onions were separated, isolated, and identified by Sephadex LH-20 chromatography, high-performance liquid chromatography and thin-layer chromatography.
Abstract: Seven major flavonoid compounds in onions were separated, isolated, and identified by Sephadex LH-20 chromatography, high-performance liquid chromatography, thin-layer chromatography, mass spectroscopy, and nuclear magnetic resonance spectroscopy. The flavonoids were quercetin, quercetin monoglucoside, quercetin diglucoside, isorhamnetin, isorhamnetin glycoside, rutin, and kaempferol. Glucosylation of the glucose moiety of isorhamnetin glucoside was the 4‘-O-glucoside. Keywords: Flavonoids; flavonols; flavonol glycoside; quercetin, isorhamnetin 4‘-glucoside; onions
63 citations
TL;DR: Suspension cultures of Vitis vinifera were found to produce catechins and stilbenes and a stilbene glucoside (piceid) was isolated by using spectroscopic methods as trans-resveratrol-3-O-β-glucoside.
63 citations
TL;DR: In this article, a new compound, the 4,4′-di- O -glucoside of 3,3′-methylellagic acid 4-O-glucose, was isolated from Dionaea muscipula.
56 citations
TL;DR: A new iridoid glucoside, loganic acid-6'-O-beta-D-glucosides, has been isolated from the defatted root of Dipsacus asperoides.
49 citations
TL;DR: Aqueous extracts of Bunias orientalis leaves showed considerable germination inhibition in petri-dish bioassays as well as known allelopathic activity bound forms of p -coumaric, ferulic and sinapic acids and their structures elucidated from 1 H and 13 C NMR spectral data.
44 citations
TL;DR: Thunberginols C, D, E, and G and (-)-hydrangenol 4'-O-glucoside showed antiallergic activity in the in vitro bioassay using the Schultz-Dale reaction and exhibited inhibitory activities on the histamine release from rat mast cells and on the Histamine-induced contraction in isolated guinea pig tracheal chain.
Abstract: Following the characterization of thunberginols A, B, and F, six bioactive principles, thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-O-glucoside, and (+)-hydrangenol 4'-O-glucoside, were isolated from Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO, together with four kaempferol and quercetin oligoglycosides. Their chemical structures have been determined on the basis of chemical and physicochemical evidence. Thunberginols C, D, E, and G and (-)-hydrangenol 4'-O-glucoside showed antiallergic activity in the in vitro bioassay using the Schultz-Dale reaction. These components also exhibited inhibitory activities on the histamine release from rat mast cells and on the histamine-induced contraction in isolated guinea pig tracheal chain. In addition, thunberginols C, D, E, and G showed antimicrobial activities against oral bacteria.
41 citations
TL;DR: In this article, three new glucosidic constituents (1, 3) were isolated from the methanolie extract of Perilla frutescens, and two of these compounds were jasmonoid glucosides and were determined to be 5'-β-D-glueopyranosyloxyjasmonic acid and 3'-Dglucopyranoyl-3-epi-2-isocucurbic acid, respectively.
Abstract: Three new glucosidic constituents (1–3) were isolated from the methanolie extract of Perilla frutescens. Two of these compounds (t and 2) were jasmonoid glucosides and were determined to be 5’-β-D-glueopyranosyloxyjasmonic acid and 3-β-D-glucopyranosyl-3-epi-2-isocucurbic acid, respectively. The other one (3) was a new glucoside of phenylvaleric acid that was elucidated to be 3-β-D-glucopyranosyloxy-5-phenylvaleric acid. Its aglycone was also found for the first time in nature.
TL;DR: The determination of flavonoids in the genus Sideritis (Lamiaceae) is described by a new reversed-phase high-performance liquid chromatography method as mentioned in this paper, where the ethyl acetate extract content of sixteen species of the genus sideritis in isoscutelarein-7-O-[allosyl (1→2) glucoside], luteoline, hypolaetin-8-O-β-d -glucoside, chrysoeriol, apigenine, sideritoflavone,
TL;DR: Rossoliside (7-methylhydrojuglone 4-O-glucoside) was isolated from Drosera rotundifolia, together with hydroplumbagin glucoside, from D. intermedia, both of which were produced by in vitro micropropagation.
TL;DR: In this article, seven pentacyclic triterpenes and triterpene glycosides have been isolated from the stems and roots of Paradrymonia macrophylla and their structures elucidated by means of 1H and 13C NMR spectroscopy.
TL;DR: A new sterol glycoside clerosterol 3β- o -[β- d -glucoside] along with clerosterols, sitosterol, octacosanol and fatty acids has been isolated from the leaves of Clerodendron colebrookianum and their structures have been characterised by spectral analysis.
TL;DR: Two new derivatives, a flavonol, kaempferol 7-methyl ether-4′-glucoside, and an isoflavone, genistein 5-methyl- ether 4′ -glucose, were isolated from the leaves of Cotoneaster simonsii.
TL;DR: A 70% EtOH extract of Clerodendrum mandarinorum root bark was assessed for CNS activity against 18 radioligand receptor binding assays and showed that the extract was able to bind to opiate, adenosine-1, alpha 2-adrenergic, 5HT-2, dopamine-2 and histamine-1 receptors.
Abstract: A 70% EtOH extract of Clerodendrum mandarinorum root bark was assessed for CNS activity against 18 radioligand receptor binding assays. The results showed that the extract was able to bind to opiate, adenosine-1, alpha 2-adrenergic, 5HT-1, 5HT-2, dopamine-2, histamine-1, GABA(A), and GABA(B) receptors. Fourteen compounds were isolated and identified by El-MS, 1H-NMR and 13C-NMR spectra as known triterpenoids (friedelanone, lupeol, betulinic acid), steroids (24S-stigmata-5,25-dien-3 beta-ol,22E,24S-stigmata-5,22,25-trien-3 beta-ol), flavonoids (cirsimaritin, cirsimaritin-4'-glucoside, quercetin-3-methyl ether), tetra-hydro-alpha-pyrone and saccharides (sucrose, alpha-D- and beta-D-glucopyranose, ethyl-alpha-D-glucopyranoside, 2-ethyl-beta-D-fructofuranoside). The isolated compounds were assessed for activity by the radioligand receptor binding assays. Betulinic acid and ethyl-alpha-D-glucopyranoside showed weak activities against sulphonylureas (IC50 = 7.5 microM) and muscarinic receptors (IC50 = 5.5 microM), respectively. Cirsimaritin-4'-glucoside was weakly active in the adenosine-1 binding assay (IC50 = 3.0 microM), whereas seven structurally related flavonoids, not isolated from C.mandarinorum, were inactive.
TL;DR: A new aromatic glucoside, 2-hydroxy-3-methoxybenzoic acid glucose ester, was isolated from the whole plant of Gentiana formosana while a new flavone C -glycoside, isoorientin 6″- O -caffeate, and isoorientside 6″ - O -glucoside were identified from G. arisanensis as mentioned in this paper.
TL;DR: In this paper, the Chinese medicinal plant Ilex rotunda was investigated using spectroscopic methods and the structures of the compounds were elucidated by spectrometric methods, including a dimeric sinapaldehyde glucoside, ilexrotunin, and rotundanonic acid.
TL;DR: In vivo 13C NMR spectroscopy at the natural abundance of 13C has been successfully applied to follow the formation of such glucosides.
Patent•
09 Jan 1996
TL;DR: In this article, the problem of obtaining an inhibitor agent high in safety having high lipase inhibitory activity for lipase come from microorganism and tat come from pancreas by containing a specific flavonoid and its glycoside as active ingredients.
Abstract: PROBLEM TO BE SOLVED: To obtain the above inhibitor agent high in safety having high lipase inhibitory activity for lipase come from microorganism and tat come from pancreas by containing a specific flavonoid and its glycoside as active ingredients. SOLUTION: This inhibitory agent contains, as an active ingredient, at least a compound selected from the group of flavonoids and their glycosides of formula I [R -R are each H, -OR (R is H, methyl and saccharide residue etc.)] or formula II [R -R are each H, methyl and -OR (R is H, methyl and saccharide residue etc.)]. The preferred examples of compounds of formula I are kaempherol, 7,4'-dimethoxy-8-butylylester, luteolin-7-glucoside and luteolin-4'- glucoside, etc., and examples of compounds of formula II are hesperidin, naringenin, naringenin-7-glucoside and hesperetin. Hesperidin is preferably obtained by extracting the fruit skin of tangerine by methanol followed by separation and purification etc.
TL;DR: In this article, radio-labeled coniferin was fed to a shoot of Magnolia kobus and only 3 H-activity was detected in syringin isolated from the shoot, suggesting that the conversion from guaiacyl to syringyl proceeded at the stage of monolignols.
Abstract: To examine the possible in vivo conversion of coniferin to syringin in the biosynthetic pathway of lignin, variously radio-labeled coniferin was fed to a shoot of Magnolia kobus. When coniferin-[side chain γ- 3 H, Glc-U- 14 C] was administered, only 3 H-activity was detected in syringin isolated from the shoot. The lack of 14 C-activity in isolated syringin suggests that the conversion from guaiacyl to syringyl proceeded at the stage of monolignols, and the glucose moiety is temporally removed during the process of methoxylation. These results suggest the possible role of monolignols in the control of monomer composition of lignin.
TL;DR: It is suggested that when phenolics are present as glycosides, they do not necessarily adversely affect digestion by herbivores when they are present in plants in the form of glycoside.
Abstract: Heather (Calluna vulgaris), a common dietary component of many mammalian herbivores, contains a broad range of tannin phenolics, flavonoids, and simple phenolic compounds. These may lead to a number of negative effects on herbivores as a result of toxicity or digestive inhibition. We assessed the effect of some simple phenolic compounds from heather on rumen microbial activity using thein vitro consecutive batch culture technique. The compounds tested were orcinol, quinol, and arbutin, a glucoside of quinol. At a concentration of 10 mM, both orcinol and quinol depressed production of gas and volatile fatty acids (VFAs). Orcinol and, to a lesser extent, quinol also reduced digestion of the substrate. In contrast to these negative effects on rumen microbial fermentation, arbutin stimulated both gas and VFA production, probably due to the presence of the fermentable sugar moiety. The presence of arbutin also resulted in different concentrations and proportions of VFAs compared to the presence of orcinol and quinol. Since many simple phenolic compounds are found in plants in the form of glycosides, the negative digestive effects of the phenolic moieties may be accompanied by the positive effect of the sugar moiety, which is liberated in the gastrointestinal tract on hydrolysis by glycosidase enzymes. This study suggests that when phenolics are present as glycosides, they do not necessarily adversely affect digestion by herbivores.
TL;DR: The leaves and stems of Aspalathus linearis, a member of the Fabaceae, contain (Z )-3-phenyl-2-β-D-glucopyranosyloxypropenoic acid, an enolic glucoside of phenylpyruvic acid which is of relevance to the shikimic acid pathway.
TL;DR: In this article, the β-glucosidase-catalyzed synthesis of n -octyl β- d -glucose through condensation was performed by mixing glucose and octanol saturated with acetate buffer at 50°C.
Abstract: β-Glucosidase-catalyzed synthesis of n -octyl β- d -glucoside through condensation was performed by mixing glucose and octanol saturated with acetate buffer at 50°C. The highest yield of synthesis, 28% based on glucose, was obtained at the total glucose concentration of 0.1 mol/1. At higher glucose concentrations, the product concentration increased but the yield decreased. The stability of the enzyme in the system was so high that, even in the free form, it could be used repeatedly for synthesis without a significant loss in its activity. The overall yield of the four consecutive batch syntheses was 58% when the initial glucose concentration was adjusted to 0.1 mol/1 for each batch.
TL;DR: A sesquiterpene machikusanol (1), together with carissone, β-selinene, isoboldine, corytuberine, (+)-epi-syringaresinol and β-sitosterol was isolated from the xylem of Persea japonica as discussed by the authors.
Abstract: A new sesquiterpene, machikusanol (1), together with γ-eudesmol, carissone, γ-selinene, isoboldine, corytuberine, (+)-epi-syringaresinol, β-sitosterol, stigmasterol, β-sitosteryl glucoside, and stigmasteryl glucoside, was isolated from the xylem of Persea japonica. The structure of 1 was elucidated by spectral analysis.
TL;DR: In this paper, the structure of the new compound was elucidated on the basis of its chemical and spectral data as tetrahydro-3-hydroxy hydroxymethylene-4-(3]-polyethylene prop-1-ene)-2H-pyran-2-one.
Abstract: Anthocleista djalonensis has provided a new monoterpene diol, djalonenol, as well as the known iridoid glucoside djalonenoside (also sweroside). Also isolated for the first time from a plant source is a dibenzo-α-pyrone-djalonensone, previously identified as a fungal metabolite. The structure of the new compound was elucidated on the basis of its chemical and spectral data as tetrahydro-3-hydroxy hydroxymethylene-4-(3-hydroxymethylene prop-1-ene)-2H-pyran-2-one.
TL;DR: In this article, a glycosidic fraction obtained from roots of Cnidium silaifolium was shown to contain, as main component, the known monoterpene glucoside, paeoniflorin.
TL;DR: The structure of the isolated conjugate was elucidated by NMR and IR spectroscopy and was shown to be 4′-O-β- d -glucosyl -cis-p- coumaric acid.
TL;DR: Four known compounds including three phenolics, isovitexin, astragalin, and methyl gallate 3-O-β-D-(6'-O-galloyl)-glucopyranoside, and the terpene glucoside icariside B 2 have been isolated from the aerial parts of Circaea lutetiana ssp. canadensis.
Abstract: A new alcohol glycoside, 1-octyl α-D-arabinofuranosyl-(1→6)-β-D-glucopyranoside (1), four known compounds including three phenolics, isovitexin, astragalin, and methyl gallate 3-O-β-D-(6'-O-galloyl)-glucopyranoside (2), and the terpene glucoside icariside B 2 (3) have been isolated from the aerial parts of Circaea lutetiana ssp. canadensis.