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

被引:263
作者
Rezk, BM
Haenen, GRMM
van der Vijgh, WJF
Bast, A
机构
[1] Univ Maastricht, Fac Med, Dept Pharmacol & Toxicol, NL-6200 MD Maastricht, Netherlands
[2] Free Univ Amsterdam, Dept Med Oncol, Med Ctr, NL-1081 HV Amsterdam, Netherlands
关键词
phloretin; dihydrochalcone; flavonoid; peroxynitrite; lipid peroxidation;
D O I
10.1016/S0006-291X(02)00618-6
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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). All rights reserved.
引用
收藏
页码:9 / 13
页数:5
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