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Showing papers on "Glucoside published in 1968"


Journal ArticleDOI
TL;DR: It is found that 13-glucosides are accumulated solely as phosphorylated derivatives and present evidence that the sequence of reactions leading to 83- glucoside catabolism is as follows.
Abstract: Two distinct mechanisms catalyzing glucoside uptake have been detected in E. coli K12. One of these has high stereospecificity for glucose and alkyl-aor alkyl-,3-glucosides,l and the second, for alkyl-jBand aryl-,3-glucosides.2' 3 Lin and his collaborators4 5 have concluded that aMG is not actively transported, but is trapped intracellularly as the result of a phosphorylation reaction catalyzed by enzymes of the kinase system of Kundig, Ghosh, and Roseman.' Schaefler reported that ethyl-1-thio-f3-glucoside (TEG) was present intracellularly as a phosphorylated derivative when uptake was mediated by the mechanism responsible for aMG accumulation, but as the free glycoside when accumulated by the mechanism eliciting high specificity for aryl-f3-glucosides in a mutant which did not accumulate aMG.2 He concluded that the accumulation of TEG by cells in which both mechanisms for glucoside uptake were operative was mediated primarily by the one which catalyzed uptake of TEG in nonphosphorylated form. This conclusion implies that uptake by the phosphorylating mechanism does not involve equilibration of unphosphorylated substrates across the cell membrane, for such equilibration would allow the actively transported glucoside to exit. In contrast to Schaefler's observations, we find that 13-glucosides are accumulated solely as phosphorylated derivatives and present evidence that the sequence of reactions leading to 83-glucoside catabolism is as

108 citations



Journal ArticleDOI
TL;DR: In this article, a leaf phenolic analysis of Pyrus calleryana Dcne. has revealed that this species is a highly individual member of the genus Pyrus, and that the compounds present in the leaf of P. communis L are arbutin, quercetin 3-glycosides, chlorogenic and isochlorogenic acids in considerably reduced amounts.

36 citations


Journal ArticleDOI
TL;DR: The chemical investigation of all thirty-five compounds detected by u.v. light on a Baptisia lecontei paper chromatogram resulted in the identification of ten 5-hydroxyflavonoids, twenty-three 5-deoxyFLAVonoids and two coumarins.

36 citations


Journal ArticleDOI
TL;DR: There is a rather good correlation between uncoupling of oxidative phosphorylation and effects upon root growth, whereas there is no agreement in the details between the effects uponRoot growth and upon IAA oxidase.
Abstract: Some dihydrochalcones and related flavonoids were tested Cor their effects upon indoleacetic acid oxidase (mainly from pea roots) and upon oxidative phosphorylation in mitochondria from cucumber hypocotyls. Also their influence upon the growth of wheat roots and upon the absorption of 14C-labelled sugars and 2, 4-dichloro-phenoxyacetic acid in wlieat roots was studied. The dihydrochalcone glucoside phloridzin known for its strong inhibitory effects upon sugar transport in some animal tissues gives no corresponding specific effects in higher plants. Phloridzin and some related dihvdrochalcone glycosides as well as the structurally similar compounds naringenin and 2′, 4, 4′-trihydroxychalcone are potent stimulators of indoleacetic acid oxidase. Sieboldin, which compared to phloridzin has an additional hydroxyl group (giving an ortho-diphenolic substitution in the B-ring) is a strong inhibitor of indoleacetic acid oxidase (10−6M gives about 50 per cent Inhibition). Phloridzin and sieboldin replace each other in different groups of species in the genus Malus. The aglycones phloretin, naringenin and 2′, 4, 4′-trihydroxychalcone stimulate wheat root growth (especially in the presence of auxins or growth-inhibilory sugars) and inhibit the absorption of sugars and of 2, 4-dichlorophenoxyacetic acid. They also inhibit oxidative phosphorylalion and give a distinct uncoupling effect. The glycosides are as a rule less active in all these respects and sieboldin is almost inactive. There is a rather good correlation between uncoupling of oxidative phosphorylation and effects upon root growth, whereas there is no agreement in the details between the effects upon root growth and upon IAA oxidase.

35 citations


Journal ArticleDOI
TL;DR: In this paper, mass spectral fragmentation patterns were determined for acetates of a number of glucosides of unequivocally known structure which have been isolated from the barks and leaves of trees of the family Salicaceae.

29 citations


Journal ArticleDOI
TL;DR: The synthesis of podophyllotoxin-β-D-glucoside (III), an antimitotic lignan compound isolated from Podophyllum species, is reported, using transesterification for the preparation of glycosides, sensitive to base and acid, from their corresponding acetyl derivatives.
Abstract: The synthesis of podophyllotoxin-β-D-glucoside (III), an antimitotic lignan compound isolated from Podophyllum species, is reported. Reaction of podophyllotoxin (I) with tetra-O-acetyl-α-D-glucopyranosyl bromide in acetonitrile in the presence of Hg(CN)2 yields tetra-O-acetyl-podophyllotoxin-α-D-glucoside (II), which is converted into podophyllotoxin-β-D-glucoside (III) by ZnCl2-catalysed methanolysis. This transesterification is an advantageous method for the preparation of glycosides, sensitive to base and acid, from their corresponding acetyl derivatives. Scope and conditions of the reaction are discussed.

23 citations


Journal ArticleDOI
TL;DR: A monoacetylarbutin (p-hydroxyphenyl-6-0-acetyl-β-D-glucoside) was found in both mature and immature pears, but at much higher levels in the immature fruit as discussed by the authors.
Abstract: SUMMARY– Arbutin (p-hydroxyphenyl-β-D-glucoside) was separated from other phenols in an extract of immature fruit of Pyrus C.V. Kieffer by preparative paper chromatography and isolated as the penta-acetyl derivative. A monoacetylarbutin (p-hydroxyphenyl-6-0-acetyl-β-D-glucoside) was identified in the same pear extract. In addition, arbutin was found in both mature and immature pears, but at much higher levels in the immature fruit.

20 citations


Journal ArticleDOI
TL;DR: The demonstration of an enzyme capable of hydrolyzing synthetic substrates such as p- and o-nitrophenyl glucosides and the naturally occurring glucoside, cycasin, using skin as the enzyme source, indicates this to be the site for Cycasin deglucosylation and its conversion to the active aglycone in subcutaneously injected newborn rats.
Abstract: SummaryThe demonstration of an enzyme capable of hydrolyzing synthetic substrates such as p- and o-nitrophenyl glucosides and the naturally occurring glucoside, cycasin, using skin as the enzyme source, indicates this to be the site for cycasin deglucosylation and its conversion to the active aglycone in subcutaneously injected newborn rats. Its broader physiologic significance is still unknown. Most probably this “short-term activity” enzyme is only one of several enzymes present during tissue maturation.

19 citations


Journal ArticleDOI
TL;DR: The cinnamic acid ester of α- andβ-amyrins along with taraxerol, α-spinasterol, quercitol and β- d -glucoside of β-sitosterol have been isolated from the roots of the mesocarp.

18 citations



Journal ArticleDOI
TL;DR: A cyanogenetic glucoside from bracken fern (Pteridium aquilinum L. var. esculentum (Forst. f.)) has been isolated and shown to be prunasin (β-D -glucopyranosyl- D -mandelonitrile) as mentioned in this paper.


Journal ArticleDOI
TL;DR: The mass spectral fragmentation pattern proved that the benzoyl substitution of salireposide was not on the glucose moiety and therefore it must be 2-benzoyloxymethyl-4-hydroxyphenyl-β- D -glucoside (II) as mentioned in this paper.


Patent
29 Mar 1968
TL;DR: In this paper, the authors described a procedure for pre-preparing a hyperedge from a hydrotherworld to remove Hammoses from the hydride by treating the hysteridine with alkalI, hydrogenating and hydrolyzing with NARINGINASE.
Abstract: PROCESS FOR PREPARING HESPERETIN DIHYDROCHALCONE GLUCOSIDE FROM HESPERIDIN BY TREATING HESPERIDIN WITH ALKALI, HYDROGENATING AND HYDROLYZING WITH NARINGINASE FREE OF GLUCOSIDASE TO REMOVE RHAMMOSE.

Journal ArticleDOI
TL;DR: The synthesis of 6,4′-dihydroxy-aurone, a component of soy-bean seedlings, as well as that of, 6, 4′-β-d -glucoside, -4′ −β- d −glucose and -6- 4′ −di-ββ-D −gluoside is reported in this article.


Journal ArticleDOI
TL;DR: In this paper, the authors described the isolation and identification of (+)-catechin, butein 4'-glucoside (coreopsin), and a new dextrorotatory isomer of leucofisetinidin from the Cassia marginata leaves.
Abstract: Cassia marginata Roxb. (family: Leguminosae) is a small deciduous tree growing in the forests from South Arcot to Travancore (India) and often planted for 0rnament. The bark of the tree is a good tanning material and has been found to be a substitute for wattle and avaram. The present communication describes the isolation and identification of (+)-catechin, butein 4'-glucoside (coreopsin), and a new dextrorotatory isomer of leucofisetinidin from the Cassia marginata leaves. (+)-Catechin and butein 4'-glucoside were separated by cellulose column chromatography; the former was identified by comparison of its infrared spectrum, analytical values, and R, values with those of the authentic sample and also by mixed melting points of the compound and its derivatives with authentic samples. Butein 4'-glucoside (coreopsin) was identified by thoroughly comparing it with an authentJic sample. The presence of butein 4'-glucoside (coreopsin) was earlier noticed in several plants. Though the compound seems to occur widely in nature, its presence in a Leguminosae plant is noted for the first time. The (+)-leucofisetinidin was found to be a new dextrorotatory isomer of 7,3',4'-trihydroxyflavan-3,4-diol, since the melting points and rotation of this compound and its derivatives (see Experimental) were quite different from those of the corresponding isomers of (+)-7,3',4'-trihydroxyflavan-3,4-diol.