Abstract
Microsomal oxidation of chrysene in rat liver occurs at various positions (1,2-; 3,4-; 5,6-). This has been verified by means of gas chromatography/mass spectrometry (GC/MS) and comparison with synthetic reference substances. After various rat pretreatments with inducers of the monooxygenase system the oxidation at the 3,4-position predominated in isolated microsomes. The formation of the ultimate carcinogen of chrysene—1, 2-dihydroxy-3,4-epoxy-1,2,3,4-tetrahydrochrysene — was not detectable in untreated rats. However, it was observed as 1,2,3-trihydroxy-1,2,3,4-tetrahydrochrysene-TMS-ether formed under workup and derivatisation conditions after pretreating the rats with phenobarbital, polychlorinated biphenyl, benzoflavone, or various polycyclic aromatic hydrocarbons. Polychlorinated biphenyls and benzoflavone were the most potent inducers for the formation of this metabolite.
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Abbreviations
- BjF:
-
Benzo(j)fluoranthene
- BNF:
-
5,6-benzoflavone
- GC:
-
gas-liquid chromatography
- HPLC:
-
high-pressure liquid chromatography
- MS:
-
mass spectrometry
- PAH:
-
polycyclic aromatic hydrocarbons
- PCB:
-
polychlorinated biphenyl
- TCBP:
-
3,3′,4,4′-tetrachlorobiphenyl
- TMS:
-
trimethylsilyl
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Assessment of environmental compounds by carcinogenspecific tests, part 1
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Jacob, J., Schmoldt, A. & Grimmer, G. Formation of carcinogenic and inactive chrysene metabolites by rat liver microsomes of various monooxygenase activities. Arch Toxicol 51, 255–265 (1982). https://doi.org/10.1007/BF00348857
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DOI: https://doi.org/10.1007/BF00348857