MacNicoll A D, Burden P M, Rattle H, Grover P L, Sims P
Chem Biol Interact. 1979 Oct;27(2-3):365-79. doi: 10.1016/0009-2797(79)90139-x.
The formation of trans-dihydrodiols from dibenz[a,c]anthracene, dibenz[a,h]anthracene and chrysene by chemical oxidation in an ascorbic acid-ferrous sulphate-EDTA system and by rat-liver microsomal fractions has been studied using a combination of thin-layer (TLC) and high pressure liquid chromatography (HPLC) to separate the mixtures of isomeric dihydrodiols. The 1,2- and 3,4-dihydrodiols of dibenz[a,c]anthracene, the 1,2-,3,4- and 5,6-dihydrodiols of dibenz[a,h]anthracene and the 1,2-, 3,4- and 5,6-dihydrodiols of chrysene were formed in chemical oxidations. These dihydrodiols were also formed when the three parent hydrocarbons were metabolized by rat-liver microsomal fractions and, in addition, dibenz[a,c]anthracene yielded the 10,11-dihydrodiol. The 1,2- and 3,4-dihydrodiols of dibenz[a,c]anthracene have not been reported previously either as metabolites of the hydrocarbon or as products of chemical syntheses and the 5,6-dihydrodiol of chrysene was not detected in earlier metabolic studies.
在抗坏血酸 - 硫酸亚铁 - 乙二胺四乙酸（EDTA）体系中通过化学氧化以及利用大鼠肝脏微粒体组分，由二苯并[a,c]蒽、二苯并[a,h]蒽和屈生成反式二氢二醇的过程已被研究，采用薄层色谱（TLC）和高压液相色谱（HPLC）相结合的方法来分离异构二氢二醇的混合物。在化学氧化过程中生成了二苯并[a,c]蒽的1,2 - 和3,4 - 二氢二醇、二苯并[a,h]蒽的1,2 -、3,4 - 和5,6 - 二氢二醇以及屈的1,2 -、3,4 - 和5,6 - 二氢二醇。当这三种母体烃被大鼠肝脏微粒体组分代谢时也生成了这些二氢二醇，此外，二苯并[a,c]蒽还产生了10,11 - 二氢二醇。二苯并[a,c]蒽的1,2 - 和3,4 - 二氢二醇此前既未作为该烃的代谢产物报道过，也未作为化学合成产物报道过，并且在早期的代谢研究中未检测到屈的5,6 - 二氢二醇。
