Journal
ANALYTICAL CHEMISTRY
Volume 72, Issue 8, Pages 1793-1797Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ac9912303
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Directly coupled HPLC-NMR-MS was used to identify and confirm the presence of quercetin O-glycosides and phloretin O-glycosides in an extract of apple peel. From the MS and MS/MS data, the molecular weights of the intact molecules as well as those of quercetin and phloretin and their sugar moieties were deduced. The NMR data provided information on the identity of the compounds as well as the alpha and beta conformations and the position of the glycosides on quercetin and phloretin. The following O-glycosides of quercetin could be identified: quercetin-3-alpha-L-rhamnosyl-(1 --> 6)-beta-D-glucoside (rutin), quercetin-3-beta-D-galactoside (hyperin), quercetin-3-beta-D-glucoside (isoquercitrin), quercetin-3-beta-D-xyloside (reynoutrin), quercetin-3-alpha-L-arabinofuranoside (avicularin), and quercetin-3-alpha-L-rhamnoside (quercitrin), Phloretin was present as phloretin-2'-beta-D-glucoside (phloridzin) and the 2'-beta-D-xylosyl-(1 --> 6)-beta-D-glucoside. Concentrations were between 0.2 and 5 mg/g of apple peel.
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