The antioxidant activity of phloretin: the disclosure of a new antioxidant pharmacophore in flavonoids.
Bashir M Rezk, Guido R M M Haenen, Wim J F van der Vijgh, Aalt Bast
Index: Biochem. Biophys. Res. Commun. 295(1) , 9-13, (2002)
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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.(c) 2002 Elsevier Science (USA).
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