Hodgson R M, Weston A, Grover P L
Carcinogenesis. 1983 Dec;4(12):1639-43. doi: 10.1093/carcin/4.12.1639.
All three possible dihydrodiols of chrysene and a chrysene triol, formed from the further metabolism of the chrysene-1,2-diol, were detected when ether extracts of mouse skin that had been treated with 3H-labelled chrysene were examined by h.p.l.c. The major deoxyribonucleoside-hydrocarbon adducts present in hydrolysates of DNA isolated from the mouse skin were examined by chromatography on Sephadex LH20 and by h.p.l.c. on Zorbax ODS. One adduct had chromatographic properties identical to those of the major adduct formed when r-1,t-2-dihydroxy-t-3,4-oxy-1,2,3,4-tetrahydrochrysene reacts with DNA. A second major adduct was present that had chromatographic properties that were indistinguishable from those of an adduct that was formed when either chrysene-1,2-diol or 3-hydroxychrysene were incubated with DNA in a rat liver microsomal metabolising system. The results provide evidence that this new adduct is formed via the reaction of a 'triol-epoxide', that appears to be 9-hydroxy-chrysene-1,2-diol 3,4-oxide, with DNA in mouse skin.
当用高效液相色谱法检测经³H标记的屈处理过的小鼠皮肤的乙醚提取物时，检测到了屈的所有三种可能的二氢二醇以及一种由屈-1,2-二醇进一步代谢形成的屈三醇。通过在Sephadex LH20上进行色谱分析以及在Zorbax ODS上进行高效液相色谱分析，对从小鼠皮肤分离的DNA水解产物中存在的主要脱氧核糖核苷-烃加合物进行了检测。有一种加合物的色谱性质与r-1,t-2-二羟基-t-3,4-氧代-1,2,3,4-四氢屈与DNA反应形成的主要加合物相同。还存在第二种主要加合物，其色谱性质与在大鼠肝微粒体代谢系统中屈-1,2-二醇或3-羟基屈与DNA孵育时形成的加合物无法区分。结果提供了证据，表明这种新的加合物是通过一种“三醇环氧化物”（似乎是9-羟基-屈-1,2-二醇3,4-氧化物）与小鼠皮肤中的DNA反应形成的。
