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Dibenz[a,j]acridine Metabolism: Identification of in Vitro Products Formed by Liver Microsomes From 3-methylcholanthrene-pretreated Rats

J H Gill, C C Duke, C A Rosario, A J Ryan, G M Holder

Carcinogenesis. 1986 Aug;7(8):1371-8.

PMID: 3731390

Abstract:

The metabolism of the carcinogenic pentacyclic azaaromatic compound, dibenz[a,j]acridine, has been examined in liver microsomal incubations using preparations from 3-methylcholanthrene-pretreated Wistar rats. Using authentic synthetic standards, u.v. spectroscopy and mass spectrometry, the following were proved to be metabolites: trans-5,6-dihydro-5,6-dihydroxydibenz[a,j]acridine, trans-3,4-dihydro-3,4-dihydroxydibenz[a,j]acridine, dibenz[a,j]acridine-5,6-oxide, 3-hydroxydibenz[a,j]acridine and 4-hydroxydibenz[a,j]acridine. The 3,4-dihydrodiol appeared to be the major metabolite. The secondary metabolites were also examined and evidence is presented for the additional formation of dibenz[a,j]acridine-5,6,8,9-dioxide, tetrols, diol epoxides and phenolic dihydrodiols.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP226926 Dibenz[a,i]acridine Dibenz[a,i]acridine 226-92-6 Price
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