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.

Oxidation mechanism of flavanone taxifolin. Electrochemical and spectroelectrochemical investigation

Degano I.;
2016-01-01

Abstract

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.
2016
Kocabova, J.; Fiedler, J.; Degano, I.; Sokolova, R.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/1071298
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