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How do phenolic compounds react toward superoxide ion? A simple electrochemical method for evaluating antioxidant capacity

The reactivities of different phenols and polyphenols versus superoxide ion (O2?-) were investigated as an easy-to-handle electrochemical method for evaluating antioxidant capacities. In view of this application, the O2/O2?- couple and associated reactions between O2?- and polyphenols (or phenols) were examined in an aprotic solvent [dimethylformamide (DMF)] by cyclic voltammetry. Comparisons based on simple criteria (reversibility of the O2 reduction in the presence of the phenolic compound, electron stoichiometry, or apparent kinetic constants) allow discriminations between the possible mechanistic pathways (acid-base or radical reaction type). The results highlight that the proton-transfer and radical-transfer pathways are both present for monophenols and polyphenols, with the relative contributions of the two pathways depending on the phenol structure. In agreement with the literature, polyphenols containing an o-diphenol ring (as in flavonoids) were found to present the highest reactivities.

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Reference£º
Chiral Catalysts,
Chiral catalysts – SlideShare