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关于四种黄酮类化合物(黄芩素、木犀草素、柚皮素和槲皮素)抑制铁-ATP复合物芬顿反应的能力。

On the ability of four flavonoids, baicilein, luteolin, naringenin, and quercetin, to suppress the Fenton reaction of the iron-ATP complex.

作者信息

Cheng I F, Breen K

机构信息

Department of Chemistry, University of Idaho, Moscow 83844-2343, USA.

出版信息

Biometals. 2000 Mar;13(1):77-83. doi: 10.1023/a:1009229429250.

Abstract

Four flavonoids, baicilein, luteolin, naringenin, and quercetin were investigated for their ability to suppress the Fenton reaction characteristic of the iron-ATP complex. Absorption spectroscopy indicates that under the conditions of 18.75% aqueous methanol, 0.0625 mM HEPES pH 7.4 buffer and 1.5:1 quercetin/iron-ATP ratio a mix ligand complex formed. All four flavonoids were found to interfere with the voltammetric catalytic wave associated with the iron-ATP complex in the presence of H2O2. Quercetin and luteolin were able to completely suppress the catalytic wave of the iron-ATP/H2O2 system when a minimum ratio of 1.5:1 of the flavonoid to iron-ATP was reached. At this ratio, the ability of the studied series of flavonoids to suppress the Fenton reaction characteristic of iron-ATP follows as quercetin approximate to luteolin > naringenin approximate to baicilein. Both quercetin and luteolin contain catechol on the B ring, which may enhance the iron chelation of these species over baicilein and naringenin. The common structural feature of all of these flavonoids is the 4-keto, 5-hydroxy region, which may also contribute to the chelation of iron.

摘要

研究了四种黄酮类化合物,即黄芩素、木犀草素、柚皮素和槲皮素抑制铁 - ATP复合物特征性芬顿反应的能力。吸收光谱表明,在18.75%的甲醇水溶液、0.0625 mM HEPES pH 7.4缓冲液以及槲皮素/铁 - ATP比例为1.5:1的条件下形成了混合配体复合物。发现所有四种黄酮类化合物在H2O2存在下都会干扰与铁 - ATP复合物相关的伏安催化波。当黄酮类化合物与铁 - ATP的比例达到最低1.5:1时,槲皮素和木犀草素能够完全抑制铁 - ATP/H2O2体系的催化波。在此比例下,所研究的一系列黄酮类化合物抑制铁 - ATP特征性芬顿反应的能力顺序为:槲皮素≈木犀草素>柚皮素≈黄芩素。槲皮素和木犀草素在B环上都含有邻苯二酚,这可能使它们比黄芩素和柚皮素具有更强的铁螯合能力。所有这些黄酮类化合物的共同结构特征是4 - 酮基、5 - 羟基区域,这也可能有助于铁的螯合。

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