外源化合物自由基代谢中的构效关系。
Structure-activity relationships in the free-radical metabolism of xenobiotics.
作者信息
Chignell C F
出版信息
Environ Health Perspect. 1985 Sep;61:133-7. doi: 10.1289/ehp.8561133.
Abstract
Many xenobiotics, including naturally occurring compounds, drugs, and environmental agents, are metabolized both in vivo and in vitro to free-radical intermediates. The one-electron reduction of nitroaromatic compounds, quinones, and a wide variety of other chemicals is catalyzed enzymatically by a number of reductases and dehydrogenases. Structure-activity studies have shown that the cytotoxicities of nitroaromatic compounds and quinones are related to their one-electron reduction potentials (E1(7)). Other factors such as oil:water partition coefficients may also be important. Xenobiotics may also be oxidized to free radicals by peroxidases. Hammett's rules apply to the one-electron oxidation of simple meta- or para-substituted phenols and amines by horseradish peroxidase, compound I.
摘要
许多外源性物质，包括天然存在的化合物、药物和环境因子，在体内和体外都会代谢生成自由基中间体。多种还原酶和脱氢酶可酶促催化硝基芳香化合物、醌类以及多种其他化学物质的单电子还原反应。构效关系研究表明，硝基芳香化合物和醌类的细胞毒性与其单电子还原电位（E1(7)）有关。其他因素，如油水分配系数也可能很重要。外源性物质也可能被过氧化物酶氧化成自由基。哈米特规则适用于辣根过氧化物酶（化合物I）对简单间位或对位取代的酚类和胺类的单电子氧化反应。
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