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Comparative Study
. 2002 Jul 5;295(1):9-13.
doi: 10.1016/s0006-291x(02)00618-6.

The antioxidant activity of phloretin: the disclosure of a new antioxidant pharmacophore in flavonoids

Bashir M Rezk  1 , Guido R M M Haenen, Wim J F van der Vijgh, Aalt Bast
Affiliations
Comparative Study

The antioxidant activity of phloretin: the disclosure of a new antioxidant pharmacophore in flavonoids

Bashir M Rezk et al. Biochem Biophys Res Commun. .

Abstract

Phloretin is a dihydrochalcone flavonoid that displays a potent antioxidant activity in peroxynitrite scavenging and the inhibition of lipid peroxidation. Comparison with structurally related compounds revealed that the antioxidant pharmacophore of phloretin is 2,6-dihydroxyacetophenone. The potent activity of 2,6-dihydroxyacetophenone is due to stabilisation of its radical via tautomerisation. The antioxidant pharmacophore in the dihydrochalcone phloretin, i.e., the 2,6-dihydroxyacetophenone group, is different from the antioxidant pharmacophores previously reported in flavonoids.

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