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根皮素的抗氧化活性:黄酮类化合物中一种新型抗氧化药效基团的揭示。

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

作者信息

Rezk Bashir M, Haenen Guido R M M, van der Vijgh Wim J F, Bast Aalt

机构信息

Department of Pharmacology and Toxicology, Faculty of Medicine, Universiteit Maastricht P.O. Box 616, 6200 MD Maastricht, The Netherlands.

出版信息

Biochem Biophys Res Commun. 2002 Jul 5;295(1):9-13. doi: 10.1016/s0006-291x(02)00618-6.

DOI:10.1016/s0006-291x(02)00618-6
PMID:12083758
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.

摘要

根皮素是一种二氢查耳酮类黄酮,在清除过氧亚硝酸盐和抑制脂质过氧化方面表现出强大的抗氧化活性。与结构相关化合物的比较表明,根皮素的抗氧化药效基团是2,6 - 二羟基苯乙酮。2,6 - 二羟基苯乙酮的强大活性归因于其通过互变异构稳定自由基。二氢查耳酮根皮素中的抗氧化药效基团,即2,6 - 二羟基苯乙酮基团,与先前报道的黄酮类化合物中的抗氧化药效基团不同。

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