关于3,4 - 二醇 - 1,2 - 环氧化物参与7,12 - 二甲基苯并[a]蒽在小鼠皮肤中代谢活化的更多证据。

Additional evidence for the involvement of the 3,4-diol 1,2-oxides in the metabolic activation of 7,12-dimethylbenz[a]anthracene in mouse skin.

作者信息

Cooper C S, Ribeiro O, Hewer A, Walsh C, Grover P L, Sims P

出版信息

Chem Biol Interact. 1980 Mar;29(3):357-67. doi: 10.1016/0009-2797(80)90154-4.

Abstract

The role of vicinal diol-epoxides in the metabolic activation of 7,12-dimethylbenz[a]anthracene to intermediates that react with nucleic acids was investigated using Sephadex LH-20 column chromatography and high pressure liquid chromatography. The results show that some of the hydrocarbon-DNA products formed in mouse skin treated in vivo with 7,12-dimethylbenz[a]anthracene arise from the reaction of DNA with 3,4-dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene 1,2-oxides which, on the basis of this and other evidence, appears to be a biologically-active metabolite of 7,12-dimethylbenz[a]anthracene. However, since other nucleic acid-hydrocarbon adducts were also present that have not been identified as resulting from the reaction of the 3,4-diol 1,2-oxides with DNA, other mechanisms may also be involved in the metabolic activation of 7,12-dimethylbenz[a]anthracene in mouse skin.

摘要

使用葡聚糖凝胶LH - 20柱色谱法和高压液相色谱法，研究了连二醇环氧化物在7,12 - 二甲基苯并[a]蒽代谢活化成与核酸反应的中间体过程中的作用。结果表明，用7,12 - 二甲基苯并[a]蒽对小鼠皮肤进行体内处理后形成的一些烃 - DNA产物，源于DNA与3,4 - 二氢 - 3,4 - 二羟基 - 7,12 - 二甲基苯并[a]蒽1,2 - 环氧化物的反应。基于此及其他证据，该环氧化物似乎是7,12 - 二甲基苯并[a]蒽的一种生物活性代谢物。然而，由于还存在其他未被鉴定为是由3,4 - 二醇1,2 - 环氧化物与DNA反应产生的核酸 - 烃加合物，其他机制可能也参与了7,12 - 二甲基苯并[a]蒽在小鼠皮肤中的代谢活化过程。