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Showing papers on "Glucoside published in 1988"


Journal ArticleDOI
TL;DR: On the basis of NMR spectroscopy of the free acid and its anion, a tertiary structure is proposed for the side-chain of luteolin 7- O -(6″- O-malonyl)-β- d -glucopyranoside, the first for a flavonoid malonate.

116 citations


Journal ArticleDOI
TL;DR: The results suggest a wide distribution for the glucosides, whereas the glucose esters occur less frequently.

78 citations


Journal ArticleDOI
TL;DR: Besides two known glucosides, olcuropein and ligstroside, a new secoiridoid glucoside, oleuroside was isolated from Olea europaea and its structure as mentioned in this paper.

53 citations


Journal ArticleDOI
TL;DR: In this paper, the phenolic glucosides of seven willow species with different glucoside patterns were extracted, purified and analyzed by gas-liquid (GLC) and high-performance liquid chromatography (HPLC).

48 citations


Journal ArticleDOI
01 Jul 1988-Genetics
TL;DR: The sac locus is a fourth set of genes with the potential for evolving to provide beta-glucoside utilization that has been cloned and does not hybridize to either bgl or cel specific probes.
Abstract: Escherichia coli K12 is being used to study the potential for adaptive evolution that is present in the genome of a single organism. Wild-type E. coli K12 do not utilize any of the beta-glucoside sugars arbutin, salicin or cellobiose. It has been shown that mutations at three cryptic loci allow utilization of these sugars. Mutations in the bgl operon allow inducible growth on arbutin and salicin while cel mutations allow constitutive utilization of cellobiose as well as arbutin and salicin. Mutations in a third cryptic locus, arbT, allow the transport of arbutin. A salicin+ arbutin+ cellobiose+ mutant has been isolated from a strain which is deleted for the both the bgl and cel operons. Because the mutant utilized salicin and cellobiose as well as arbutin, it is unlikely it is the result of a mutation in arbT. A second step mutant exhibited enhanced growth on salicin and a third step mutant showed better growth on cellobiose. A fourfold level of induction in response to arbutin and a twofold level of induction in response to salicin was observed when these mutants were assayed on the artificial substrate p-nitrophenyl-beta-D-glucoside. Although growth on cellobiose minimal medium can be detected after prolonged periods of time, these strains are severely inhibited by cellobiose in liquid medium. This system has been cloned and does not hybridize to either bgl or cel specific probes. We have designated this gene system the sac locus. The sac locus is a fourth set of genes with the potential for evolving to provide beta-glucoside utilization.

45 citations


Journal ArticleDOI
TL;DR: A new phenolic glucoside ester, 4-(2-nitroethyl)phenyl β- d -(6- O -caffeoyl)glucopyranoside, and a new phenolside, 3,4,5-trimethoxyphenyl β - d -glucopside have been isolated together with a known compound, thalictoside.

43 citations


Journal ArticleDOI
TL;DR: The structure of phascoloidin isolated from the seeds of Entada phaseoloides has been determined as homogentisic acid 2- O -β- d -glucopyranoside by chemical and spectral means as mentioned in this paper.

38 citations


Journal ArticleDOI
TL;DR: Lunularic acid, an acid possessing dormancy inducing, antifungal, thromboxane synthetase and hyaluronidase inhibitory and plant growth inhibitory activities, was obtained quantitatively from hydrangenol by reduction using sodium borohydride-palladium chloride.

34 citations


Journal ArticleDOI
TL;DR: For example, benzyl β-d-glucoside, 4-hydroxyphenyl-2-ethyl β- d -glucose and four isomeric malonated benzylβ- d

34 citations


Journal ArticleDOI
TL;DR: In this article, a new iridoid glucoside called sesamoside, isolated from Sesamum angolense (Pedaliaceae), has been assigned the structure methyl antirrinoside-4-carboxylate.

31 citations


Journal ArticleDOI
TL;DR: In this paper, triterpene glucosides have been isolated from methanol extract of the leaves of Aphloia theiformis and the identities of the compounds were established by spectroscopic (1 H NMR, 13 C NMR and MS) and chemical methods (hydrolysis, acetylation).

Journal ArticleDOI
TL;DR: In this paper, the root of Potentilla viscosa has been investigated and a novel 6′,8-linked bisflavanoid, potentillanin and a procyanidin B-3 3′- O -glucoside was identified.

Journal ArticleDOI
TL;DR: Application of [U- 14 C]-aspartate to parsley cell cultures led to the accumulation of labelled nicotinic acid- N -glucoside, which was subsequently turned over with a half life of 24 hr indicating rapid metabolism of the N - glucosid.

Journal ArticleDOI
TL;DR: A methylated chalcone glucoside has been isolated from the leaves of Bidens pilosa and its structure has been elucidated by spectroscopic methods.

Journal ArticleDOI
TL;DR: The phenylbutanone glucoside, as well as the known compounds agnuside and eurostoside were isolated from the leaves of Vitex rotundifolia.

Journal ArticleDOI
TL;DR: A high molecular weight β-glucosidase was isolated from the culture filtrate of Aspergillus japonicus and was finally purified to 86-fold by alcohol precipitation, gel filtration and ion-exchange chromatography on Whatman DE-52.

Journal ArticleDOI
TL;DR: In this paper, a new iridoid glucoside, nepetaside, has been isolated from the aerial part of Nepeta cataria and its absolute structure has been elucidated based on NMR spectroscopy and chemical conversions.

Journal ArticleDOI
TL;DR: A new anthocyanin acylated with succinic acid has been isolated from pink flowers of Centaurea cyanus as mentioned in this paper, which has been identified as pelargonidin 3-(6″-succinylglucoside)-5-glucose.

Journal ArticleDOI
TL;DR: The investigation of a plant cell culture of RUTA CHALEPENSIS L. yielded three compounds: isorutarin, rutacridone, and rutarensin, a so far unknown ester of daphnoretin glucoside ("daphnorin"), as well as 3-hydroxy-3-methylglutaric acid.
Abstract: The investigation of a plant cell culture of RUTA CHALEPENSIS L. yielded three compounds: isorutarin, rutacridone, and rutarensin, a so far unknown ester of daphnoretin glucoside ("daphnorin"), as well as 3-hydroxy-3-methylglutaric acid.

Journal ArticleDOI
TL;DR: A phytosterol glucoside acylated with stearic acid has been isolated from the methanol extract of the rhizome of Alisma plantago-aquatica as discussed by the authors.

Journal ArticleDOI
TL;DR: From the leaves of Salix babylonica, the new naturally occurring benzyl ester of gentisic acid 2′-O-acetyl β-d -glucoside has been isolated along with the known compounds-trichocarpin, salicin, kaempferol 7-O-, terephthalic acid, apigenin, luteolin 4'O'-acetylβ-d-glucose, and an esters of terethoric acid.

Journal ArticleDOI
TL;DR: The iridoids were obtained by extraction with n-butanol from the concentrated methanolic extract of the Ziziphora after its treatment with ether, which was identified as ferulic acid as discussed by the authors.
Abstract: position CioHi004, M + 194, mp 174-175°C, which was identified as ferulic acid [1-4]. The iridoids were obtained by extraction with n-butanol from the concentrated methanolic extract of the Ziziphora after its treatment with ether [2, 5]. The extract contained a mixture of three substances with Rf 0.27, 0.45, and 0.68 [Silufol, chloroform--methanol (4:1); visualization with the Stahl reagent]. The solution was passed through alumina and was chromatographed on a column of silica gel. Washing with chloroform-methanol yielded an amorphous hygroscopic substance with the composition C16H20010, Rf 0.45, that, on the basis of qualitative reactions and absorption maxima in the UV spectrum at 206 and 227 nm, which are characteristic for a conjugated carbonyl group, was assigned to the iridoids [5, 6].

Journal ArticleDOI
TL;DR: In this paper, six new phenol glucoside gallates (3-5, 7, 9 and 10) have been isolated from Castanopsis cuspidata var. sieboldii NAKAI (Fagaceae), together with the known compounds, dehydrodigallic acid (1), cretanin (2), chesnatin (11), and chestanin (8).
Abstract: Six new phenol glucoside gallates (3-5, 7, 9 and 10) have been isolated from Castanopsis cuspidata var. sieboldii NAKAI (Fagaceae), together with the known compounds, dehydrodigallic acid (1), cretanin (2), chesnatin (11) and chestanin (8). On the basis of spectroscopic evidence and the result of tannase hydrolysis, the structures of compounds 3-5 have been established to be the mono- (3) and digallates (4 and 5) of crenatin (6). Similarly, compounds 7, 9 and 10 have been characterized as the monogallate (7) of 3, 4-dihydroxyphenethyl alcohol 4-O-β-D-glucopyranoside and the monogallates (9 and 10) of 8. In addition, the structure of chesnatin (11), in which the orientation of the dehydrodigalloyl group had been unknown, was determined by detailed carbon-13 nuclear magnetic resonance examination.

Journal ArticleDOI
TL;DR: Two triterpene glycosides, glochidioside N and glochidonol Q, were isolated from G heyneanum as mentioned in this paper, along with nine known compounds, including Glochidone, Glochidonols, Glocidiol, Lup-20(29)-en-1β,3β-diol, epimachaerinic acid, β-amyrin, stigmasterol, sitosterol-β- d -glucoside and d -mannitol.

Journal ArticleDOI
TL;DR: 14 beta-OHP-glu or ouabain, when infused at comparable doses into the renal artery of the anesthetized rat, markedly increases urine volume and promotes a marked natriuresis with no significant effect on potassium excretion.
Abstract: The synthesis of the glucoside, 3β-[(β-D-glucopyranosyl)oxy]-14-hydroxy-14β-pregn-4-en-20-one, a 14β-hydroxyprogesterone glucoside (14β-OHP-glu), is described. This compound has an IC50 of 1 μM in a [3H]ouabain binding assay, and is about 10 times more potent than the aglycone. Like 14β-hydroxyprogesterone, the glucoside enhances contractility of isolated cardiac muscle. 14β-OHP-glu or ouabain, when infused at comparable doses into the renal artery of the anesthetized rat, markedly increases urine volume. Whereas ouabain significantly enhances urinary potassium excretion with little or no effect on sodium excretion, 14β-OHP-glu promotes a marked natriuresis with no significant effect on potassium excretion.

Journal ArticleDOI
TL;DR: The transfer of the glucose molecule from nicotinic acid-N-glucoside to uridineiphosphate yielding uridinediphosphoglucose and nicotini acid could be demonstrated indicating that nicotinIC acid- N-glUCoside has a high group-transfer potential.
Abstract: Abstract A soluble enzyme catalyzing the transfer of the glucose moiety from UDP-glucose to the nitrogen atom of nicotinic acid was detected in protein preparations from heterotrophic cell suspension cultures of parsley (Petroselinum hortense Hoffm.). Enzyme activity was enriched 22-fold by ammonium sulfate precipitation, gel filtration and ion exchange chromatography. The UDP-glucose : nicotinic acid-N-glucosyltransferase showed a pH-optimum at pH 7.8-8.2 and a temperature optimum at 30 °C. The apparent KM values were determined to be 170 μM for nicotinic acid and 1.2 mM for the cosubstrate. The native enzyme had a molecular mass of about 46 kDa. The glucosyltransferase reaction was shown to be reversible. The transfer of the glucose molecule from nicotinic acid-N-glucoside to uridinediphosphate yielding uridinediphosphoglucose and nicotinic acid could be demonstrated indicating that nicotinic acid-N-glucoside has a high group-transfer potential.

Journal ArticleDOI
TL;DR: A new steroid derivative, sitosteryl 3β-glucoside 6′-O-palmitate, together with sitosterol, satosteryl 6′O-Palmitate and a lignan, (−)-arctigenin, were isolated from the aerial parts of Centaurea regia.

Journal ArticleDOI
TL;DR: A triterpenoid glucoside has been isolated from the seeds of Phaseolus vulgaris and characterized as 3β,22β-dihydroxy olean-12-en-24- O -β- d -glucopyranoside as mentioned in this paper.

Patent
30 Aug 1988
TL;DR: This invention relates to novel 3'-demethoxy epipodophyllotoxin glucosides, their use as anti-tumor agents, and pharmaceutical compositions thereof as discussed by the authors.
Abstract: This invention relates to novel 3'-demethoxy epipodophyllotoxin glucosides, their use as anti-tumor agents, and pharmaceutical compositions thereof.

Journal ArticleDOI
TL;DR: A β-glucosidase with high hydrolysing activity toward the endogenously occurring GA 8 -2- O -β- d -glucopyranoside was detected and found to be predominantly localized in the pod in the form of a soluble enzyme.