4.6 Article

Oxidation mechanism of flavanone taxifolin. Electrochemical and spectroelectrochemical investigation

期刊

ELECTROCHIMICA ACTA
卷 187, 期 -, 页码 358-363

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.electacta.2015.11.077

关键词

Flavonoids; Taxifolin; Flavanones; Oxidation; IR spectroelectrochemistry

资金

  1. Academy of Sciences of the Czech Republic [M200401201]

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The oxidation of taxifolin on glassy carbon electrode in acetonitrile was studied by cyclic voltammetry, UV-vis and IR spectroelectrochemistry. The oxidation products were identified using HPLC-ESI-MS/MS. The two-electron oxidation mechanism differs from that of flavonols (e.g. quercetin) due to the absence of the double bond between atoms C-2 and C-3. As confirmed by IR spectroelectrochemistry, quinone at ring B is formed as low stable intermediate. The oxidation pathway leads to the formation of hydroxylated derivative of taxifolin 2',3,3',4',5,7-hexahydroxyflavone accompanied by the 2,3-desaturation. (C) 2015 Elsevier Ltd. All rights reserved.

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