o-Quinone involvement in the prooxidant tendency of a mixture of quercetin and caffeic acid.

Abstract:

:The oxidation products of a previously tested prooxidant mixture of quercetin (Q) and caffeic acid (CA) at 1:2 ratio were analysed by LC-MS. The UV-Vis and MS spectra of three chromatographic peaks eluting at t(R)=9.11min, t(R)=14.36min and t(R)=30.30min were studied further. The structures of the tentatively identified compounds indicate polymeric molecules. A pentamer formed by 3 units of quercetin and 2 units of caffeic acid was attributed in the case of peaks t(R)=9.11min and t(R)=14.36min. The quercetin quinone (QQ) - a polymerization intermediate - is a fragment of the compound identified in the MS spectrum with the m/z=323 coming from Q o-quinone m/z=300 plus 23 from Na(+). According to the UV-Vis spectrum, we suggest a different intermolecular arrangement which gives a more extended e-delocalisation. At t(R)=30.30min, the spectra helped us to tentatively identify this oxidation product as being a polymer of 4 CA units and 1 QQ.

journal_name

Food Chem

journal_title

Food chemistry

authors

Chedea VS,Choueiri L,Jisaka M,Kefalas P

doi

10.1016/j.foodchem.2012.06.094

subject

Has Abstract

pub_date

2012-12-01 00:00:00

pages

1999-2004

issue

3

eissn

0308-8146

issn

1873-7072

pii

S0308-8146(12)01067-9

journal_volume

135

pub_type

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