Identification of natural epimeric flavanone glycosides by NMR spectroscopy

被引:87
作者
Maltese, Federica [1 ]
Erkelens, Cornelis [2 ]
van der Kooy, Frank [1 ]
Choi, Young Hae [1 ]
Verpoorte, Robert [1 ]
机构
[1] Leiden Univ, Div Pharmacognosy, Sect Metab, Inst Biol, NL-2300 RA Leiden, Netherlands
[2] Leiden Univ, Div NMR, Leiden Inst Chem, NL-2300 RA Leiden, Netherlands
关键词
Flavanone; Citrus fruits; Stereoisomers; NMR; CAPILLARY-ELECTROPHORESIS; DEUTERIUM-EXCHANGE; HPLC SEPARATION; ORANGE JUICE; HESPERIDIN; NARINGIN; FLAVANONE-7-O-GLYCOSIDES; MECHANISM; SPECTRA;
D O I
10.1016/j.foodchem.2009.03.023
中图分类号
O69 [应用化学];
学科分类号
070301 [无机化学];
摘要
Recently advanced analytical technology has provided evidence of the existence of stereoisomers of many natural products. Particularly, flavanones which might have two different configurations at C-2 exist in many food additives, e.g., citrus fruits. In this study, the possible stereoisomers of flavanone glycosides were identified by NMR spectroscopy. Based on NMR spectra of common flavanone glycosides such as naringin, hesperidin, and neohesperidin, the two existing diastereomeric forms Of the molecules Could clearly be distinguished. The H-1 NMR resonances of two diastereomers of each flavanone glycosides investigated in this study were Fully assigned with the assistance of diverse 2D NMR spectroscopy methods. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:575 / 579
页数:5
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