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Identification of Two Novel Prodelphinidin A-Type Dimers from Roasted Hazelnut Skins (Corylus avellana L.)

Author:
Esatbeyoglu, Tuba, Wray, Victor, Winterhalter, Peter
Source:
Journal of agricultural and food chemistry 2013 v.61 no.51 pp. 12640-12645
ISSN:
1520-5118
Subject:
Corylus avellana, countercurrent chromatography, hazelnuts, high performance liquid chromatography, mass spectrometry, nuclear magnetic resonance spectroscopy
Abstract:
Two new A-type dimeric prodelphinidins, EGC-(2β→O7, 4β→8)-C and EGC-(2β→O5, 4β→6)-C, were isolated from the skins of roasted hazelnut (Corylus avellana L.) by low-speed rotary countercurrent chromatography (LSRCCC) and final purification by preparative HPLC. Their structures were determined by a combination of mass spectrometry (HPLC-ESI-MSⁿ and HR-ESI-MS) and NMR spectroscopy that included the application of 2D methods (¹H–¹H COSY, HSQC, HMBC, and NOESY). Furthermore, circular dichroism (CD) and acid-catalyzed degradation (phloroglucinolysis) confirmed the proposed structures.
Agid:
326254