title: Influence of monooxygenase inducers on the metabolic profile of phenanthrene in rat liver microsomes.
abstract: The oxidation of phenanthrene by rat liver microsomes significantly depends on the pretreatment of the animals as shown by means of gas chromatography/mass spectrometry. Whereas untreated animals convert phenanthrene exclusively into the 9,10-dihydrodiol (K-region), pretreatment with various polycyclic aromatic hydrocarbons and related compounds resulted in different rates of additional oxidation at the 1,2- and 3,4-position. Moreover, secondary metabolism to dihydrodiol epoxides, detected as triols, was observed. Despite considerable concentration of the proximate carcinogen of phenanthrene (1,2-dihydrodiol) only low concentrations of the ultimate carcinogen were detected which may explain the carcinogenic inefficiency of this hydrocarbon.
mesh_terms: D000818:Animals; D001711:Biotransformation; D002849:Chromatography, Gas; D004790:Enzyme Induction / Q000187:drug effects; D008401:Gas Chromatography-Mass Spectrometry; D008297:Male; D008862:Microsomes, Liver / Q000187:drug effects / Q000201:enzymology*; D006899:Mixed Function Oxygenases / Q000096:biosynthesis*; D010088:Oxidoreductases / Q000096:biosynthesis*; D010616:Phenanthrenes / Q000378:metabolism*; D051381:Rats; D011919:Rats, Inbred Strains
chemical_list: D010616:Phenanthrenes; C031181:phenanthrene; D006899:Mixed Function Oxygenases; D010088:Oxidoreductases