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• W1968082609 abstract "The oxidation of natural flavonoid luteolin in aqueous solution is studied by electrochemical methods, electron paramagnetic resonance (EPR), spectroelectrochemistry and separation techniques HPLC-DAD and HPLC–MS/MS. The number of electrons involved in the oxidation of luteolin depends on the presence of its dissociation forms in solution. The study explains the differences in the number of electrons presented in the literature. The overall one electron oxidation mechanism of luteolin in alkaline solution is explained by the comproportionation reaction of resulting quinone, despite the fact that quinone is formed by two electron oxidation. Then a hydroxylation takes place. The EPR spectroelectrochemical study of the semiquinone radical anion formation as well as of the reaction steps following the electron transfer during the oxidation is presented. The novelty of this contribution consists in the additional temperature controlled semi-quantitative in situ EPR spectroelectrochemical experiment of the flavonoid oxidation. The data acquired by temperature controlled in situ EPR spectroelectrochemistry supports the comproportionation/disproportionation equilibria as well as the oxidative decomposition of luteolin and shows that the formation of a pi-dimer is less probable. The oxidation products hydroxy-luteolin and 3,5-dihydroxy-2-(2-oxoacetyl)phenyl-3,4-dihydroxybenzoate are not stable under ambient conditions and decompose to low molecular hydroxycompounds such as 3,4-dihydroxybenzoic acid and 2,5,7-trihydroxy-4H-1-benzopyran-4-one." @default.
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• W1968082609 date "2013-11-01" @default.
• W1968082609 modified "2023-10-15" @default.
• W1968082609 title "The oxidation of luteolin, the natural flavonoid dye" @default.
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• W1968082609 doi "https://doi.org/10.1016/j.electacta.2013.06.136" @default.
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