Macnicoll A D, Burden P M, Ribeiro O, Hewer A, Grover P L, Sims P
Chem Biol Interact. 1979 Jul;26(2):121-32. doi: 10.1016/0009-2797(79)90015-2.
The formation of dihydrodiols from 7-hydroxymethyl-12-methylbenz[alpha]anthracene by rat-liver microsomal fractions, by mouse skin in short-term organ culture and by chemical oxidation in an ascorbic acid/ferrous sulphate/EDTA system has been studied using a combination of thin-layer chromatography and high pressure liquie chromatography. The 3,4-, 8,9- and 10,11-dihydrodiols were formed in all three systems. The 5,6-dihydrodiol was formed in rat-liver microsomal fractions and in chemical oxidation but was not detected as a metabolite of [7-3H]hydroxymethyl-12-methylbenz[alpha]anthracene when this compound was incubated with mouse skin in short-term organ culture. The possible role of hydroxymethyl dihydrodiols in the in vivo metabolic activation of 7,12-dimethylbenz[alpha]anthracene in mouse skin has been studied using Sephadex LH-20 column chromatography. The results show that the hydrocarbon-nucleic acid products formed following the treatment of mouse skin in vivo with [7,12-3H]dimethylbenz[alpha]anthracene are not the same as those that are formed following the treatment of mouse skin under the same conditions with either 7-hydroxymethyl-12-methylbenz[alpha]anthracene or 7-methyl-12-hydroxymethylbenz[alpha]anthracene.
利用薄层色谱法和高压液相色谱法相结合的方法，研究了大鼠肝脏微粒体组分、短期器官培养中的小鼠皮肤以及抗坏血酸/硫酸亚铁/乙二胺四乙酸体系中的化学氧化作用，由7-羟甲基-12-甲基苯并[a]蒽生成二氢二醇的情况。在所有这三种体系中均生成了3,4-、8,9-和10,11-二氢二醇。在大鼠肝脏微粒体组分和化学氧化过程中生成了5,6-二氢二醇，但是当[7-³H]羟甲基-12-甲基苯并[a]蒽在短期器官培养中与小鼠皮肤一起温育时，未检测到其作为代谢产物的5,6-二氢二醇。利用葡聚糖凝胶LH-20柱色谱法，研究了羟甲基二氢二醇在小鼠皮肤中7,12-二甲基苯并[a]蒽体内代谢活化中的可能作用。结果表明，用[7,12-³H]二甲基苯并[a]蒽对小鼠皮肤进行体内处理后形成的烃-核酸产物，与在相同条件下用7-羟甲基-12-甲基苯并[a]蒽或7-甲基-12-羟甲基苯并[a]蒽对小鼠皮肤进行处理后形成的产物不同。
