Characterization of Flavonols in Cranberry (Vaccinium macrocarpon) Powder
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Flavonoids were extracted from cranberry powder with acetone and ethyl acetate and subsequentlyfractionated with Sephadex LH-20 column chromatography. The fraction eluted with a 60% methanolsolution was composed primarily of phenolic constituents with maximum absorbance at 340 nm. Ahigh-performance liquid chromatography procedure was developed, which resolved 22 distinct peakswith UV/vis and mass spectra corresponding to flavonol glycoside conjugates. Six new constituentsnot previously reported in cranberry or in cranberry products were determined through NMRspectroscopy to be myricetin-3--xylopyranoside, quercetin-3--glucoside, quercetin-3--arabinopyranoside, 3'-methoxyquercetin-3--xylopyranoside, quercetin-3-O-(6' '-p-coumaroyl)--galactoside,and quercetin-3-O-(6' '-benzoyl)--galactoside. Quercetin-3-O-(6' '-p-coumaroyl)--galactoside andquercetin-3-O-(6' '-benzoyl)--galactoside represent a new class of cranberry flavonol compoundswith three conjugated components consisting of a flavonol, sugar, and carboxylic acid (benzoic orhydroxycinnamic acids). This is also the first report identifying quercetin-3-arabinoside in both furanoseand pyranose forms in cranberry. Elucidation of specific flavonol glycosides in cranberry is significantsince the specificity of the sugar moiety may play a role in the bioavailability of the flavonol glycosidesin vivo.Keywords: Vaccinium macrocarpon Ait.; cranberry; flavonol glycosides; quercetin; myricetin; arabinopyranoside; acylated quercetin-3-glycosides

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