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Synthesis of novel 3,7-substituted-2-(3',4'-dihydroxyphenyl)flavones with improved antioxidant activity.

Abstract：

:A series of 3,7-disubstituted-2-(3',4'-dihydroxyphenyl)flavones was synthesized as potential cardioprotective agents in doxorubicin antitumor therapy. The influence of substituents on the 3 and 7 positions of the flavone nucleus on radical scavenging and antioxidant properties was explored to improve the antioxidant activity of our lead compound monoHER. In the TEAC assay most compounds had a similar potency (3.5-5 times as potent as trolox), but in the LPO assay IC(50) values ranged from 0.2 to 37 microM. In general, the 3-substituted flavones (9a-j) were the most potent compounds in the LPO assay. The number of hydroxyl groups is not the only prerequisite for antioxidant activity. Substitution in ring A of the flavonoid is not necessary for high activity, but the presence of a 7-OH group significantly modifies the antioxidant activity. The compounds are good antioxidants, which makes it interesting to evaluate them as cardioprotective agents.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

van Acker FA,Hageman JA,Haenen GR,van Der Vijgh WJ,Bast A,Menge WM

doi

10.1021/jm000951n

keywords:

subject

Has Abstract

pub_date

2000-10-05 00:00:00

pages

3752-60

issue

20

eissn

0022-2623

issn

1520-4804

pii

jm000951n

journal_volume

43

pub_type

杂志文章

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