o-Quinone involvement in the prooxidant tendency of a mixture of quercetin and caffeic acid
o-Quinone involvement in the prooxidant tendency of a mixture of quercetin and caffeic acid
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DOI:
10.1016/j.foodchem.2012.06.094
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发表时间:
2012-12-01
期刊:
影响因子:
8.8
通讯作者:
Kefalas, Panagiotis
中科院分区:
文献类型:
--
作者:
Chedea, Veronica Sanda;Choueiri, Lamis;Kefalas, Panagiotis
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) = 9.11 min, t(R) = 14.36 min and t(R) = 30.30 min 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) = 9.11 min and t(R) = 14.36 min. 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) = 30.30 min, the spectra helped us to tentatively identify this oxidation product as being a polymer of 4 CA units and 1 QQ. (C) 2012 Elsevier Ltd. All rights reserved.