Identification by mass spectrometry of new compounds arising from the reactions involving malvidin-3-glucoside-(O)-catechin, catechin and malvidin-3-glucoside

• Type: Article in International Scientific Journal
• Date: 2012

Authors

Luis Cruz (Author) FCUP; Nuno Mateus (Author) FCUP; Victor de Freitas (Author) FCUP

Journal

Title: Rapid Communications in Mass Spectrometry

Vol. 26

Pages: 2123-2130

ISSN: 0951-4198

Publisher: Wiley-Blackwell

Indexing

ISI Web of Knowledge - 10 Citations

Scopus - 10 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-002-5BR

DOI: 10.1002/rcm.6330

Abstract (EN): RATIONALE The aim of this work was to study the putative reactions that could occur in red wines between malvidin-3-glucoside-(O)-catechin (mv3glc-(O)-cat) adduct and catechin (cat) or malvidin-3-glucoside (mv3glc) in presence of acetaldehyde. METHODS Mv3glc-(O)-cat adduct (1 mM) was incubated with catechin (or mv3glc) in the presence of acetaldehyde (molar ratio of 1:4:10) in 12% ethanol/water at pH 3.2, protected from light and placed in the oven at 30 degrees C. The formation of the new compounds was monitored by liquid chromatography-diode-array detection/electrospray ionization mass spectrometry (LC-DAD/ESI-MS) analysis in the positive and negative ion mode. RESULTS The LC-DAD/ESI-MS characterization allowed the confirmation of the structures of the methylmethine-linked cat-mv3glc-(O)-cat ([MH] m/z 1097) and mv3glc-mv3glc-(O)-cat ([M]+ m/z 1301) adducts. CONCLUSIONS The studies performed in model solutions showed that the colorless mv3glc-(O)-cat adduct can undergo some of the characteristic reactions of anthocyanins and flavan-3-ols that occur in red wine in the presence of acetaldehyde forming new methylmethine-bridged compounds. Copyright (c) 2012 John Wiley & Sons, Ltd.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 8