The metabolism of a series of polycyclic hydrocarbons by mouse skin maintained in short-term organ culture.
Investigations on the metabolism of 3H-labelled chrysene, benz[a]anthracene, 7-methylbenz[a]anthracene, 7,12-dimethylbenz[a]anthracene, 3-methylcholanthrene, benzo[a]pyrene, dibenz[a,c]anthracene and dibenz[a,h]anthracene by mouse skin maintained in short-term organ culture were carried out. Estimations of the distribution of the metabolites of each hydrocarbon present after 24 h showed that there were wide variations both in the rates at which the hydrocarbons were metabolised and in the amounts of metabolites covalently bound to skin macromolecules. All the hydrocarbons were metabolised to dihydrodiols, which were identified by comparison on high pressure liquid chromatography (HPLC) with the authentic compounds, and these were the same diols as those that were formed in previous experiments with rat-liver microsomal fractions. However, free dihydrodiols represented only relatively small proportions of the total amounts of metabolites formed. All the hydrocarbons yielded dihydrodiols of the type that could give rise to bay-region diol-epoxides, when further metabolised, some of which are thought to be involved in hydrocarbon carcinogenesis.
D015127:9,10-Dimethyl-1,2-benzanthracene / Q000378:metabolism; D000818:Animals; D001551:Benz(a)Anthracenes / Q000378:metabolism; D001580:Benzopyrenes / Q000378:metabolism; D001711:Biotransformation; D055598:Chemical Phenomena; D002621:Chemistry; D002911:Chrysenes / Q000378:metabolism; D008297:Male; D008748:Methylcholanthrene / Q000378:metabolism; D051379:Mice; D008954:Models, Biological; D009924:Organ Culture Techniques; D011083:Polycyclic Compounds / Q000378:metabolism*; D012867:Skin / Q000378:metabolism*
D001551:Benz(a)Anthracenes; D001580:Benzopyrenes; D002911:Chrysenes; D011083:Polycyclic Compounds; D008748:Methylcholanthrene; D015127:9,10-Dimethyl-1,2-benzanthracene