Ribeiro O, Kirkby C A, Hirom P C, Millburn P
Carcinogenesis. 1985 Oct;6(10):1507-11. doi: 10.1093/carcin/6.10.1507.
Rats administered 3-hydroxybenzo[a]pyrene (50 mg/kg, i.p.), excrete via the bile metabolites which, after treatment with beta-glucuronidase and aryl sulphatase, yield, in addition to 3-hydroxybenzo[a]pyrene, 3-hydroxy-trans-7,8-dihydro-7,8-dihydroxybenzo[a]pyrene (3-OH-BP-7,8-diol) and a minor, highly labile, metabolite tentatively identified as 3,5-dihydroxybenzo[a]pyrene. These novel metabolites are readily isolated in a pure state via preparative layer chromatography. The structure of the 3-OH-BP-7,8-diol was revealed by its u.v., proton magnetic resonance and mass spectral properties. Its hydroxyl functions are in a predominantly quasi-diequatorial conformation.
给大鼠腹腔注射3-羟基苯并[a]芘（50毫克/千克）后，其通过胆汁排泄代谢产物。在用β-葡萄糖醛酸酶和芳基硫酸酯酶处理后，除了3-羟基苯并[a]芘外，还产生3-羟基反式-7,8-二氢-7,8-二羟基苯并[a]芘（3-OH-BP-7,8-二醇）和一种少量的、高度不稳定的代谢产物，初步鉴定为3,5-二羟基苯并[a]芘。这些新的代谢产物可通过制备层色谱法很容易地分离成纯态。3-OH-BP-7,8-二醇的结构通过其紫外、质子磁共振和质谱性质得以揭示。其羟基功能主要处于准双赤道构象。
