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首页> 外文期刊>Free radical research >The interaction of flavonoids with membranes: potential determinant of flavonoid antioxidant effects.
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The interaction of flavonoids with membranes: potential determinant of flavonoid antioxidant effects.

机译：类黄酮与膜的相互作用：类黄酮抗氧化作用的潜在决定因素。

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摘要

Twenty six phenolic substances including representatives of the families, flavanones, flavanols and procyanidins, flavonols, isoflavones, phenolic acids and phenylpropanones were investigated for their effects on lipid oxidation, membrane fluidity and membrane integrity. The incubation of synthetic phosphatidylcholine (PC) liposomes in the presence of these phenolics caused the following effects: (a) flavanols, their related procyanidins and flavonols were the most active preventing 2,2'-azo-bis (2,4-dimethylvaleronitrile) (AMVN)-induced 2-thiobarituric acid-reactive substances (TBARS) formation, inducing lipid ordering at the water-lipid interface, and preventing Triton X-100-induced membrane disruption; (b) all the studied compounds inhibited lipid oxidation induced by the water-soluble oxidant 2,2'-azo-bis (2-amidinopropane) (AAPH), and no family-related effects were observed. The protective effects of the studied phenolics on membranes were mainly associated to the hydrophilicity of the compounds, the degree of flavanol oligomerization, and the number of hydroxyl groups in the molecule. The present results support the hypothesis that the chemical structure of phenolics conditions their interactions with membranes. The interactions of flavonoids with the polar head groups of phospholipids, at the lipid-water interface of membranes, should be considered among the factors that contribute to their antioxidant effects.
机译：研究了二十六个酚类物质，包括该家族的代表，黄烷酮，黄烷醇和原花青素，黄酮醇，异黄酮，酚酸和苯丙烷对脂质氧化，膜流动性和膜完整性的影响。在这些酚类化合物的存在下孵育合成磷脂酰胆碱（PC）脂质体会产生以下作用：（a）黄烷醇，其相关的原花青素和黄酮醇是最有效的预防2,2'-偶氮二（2,4-二甲基戊腈）。 （AMVN）诱导的2-硫代巴比妥酸反应性物质（TBARS）的形成，诱导脂质在水-脂质界面的有序化，并防止Triton X-100诱导的膜破坏; （b）所有研究的化合物均抑制了水溶性氧化剂2,2'-偶氮双（2-ami基丙烷）（AAPH）诱导的脂质氧化，未观察到与家族相关的作用。所研究的酚类物质对膜的保护作用主要与化合物的亲水性，黄烷醇低聚度和分子中的羟基数有关。本结果支持以下假设：酚醛化合物的化学结构决定了它们与膜的相互作用。在膜的脂质-水界面处，类黄酮与磷脂的极性头基的相互作用应被视为有助于其抗氧化作用的因素之一。

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