The metabolic activation of dibenz[a,c]anthracene

Publisher Website
Google Scholar
Abstract
In rat liver microsomal preparations, the 10, 11-dihydro-diol of dibenz[a, c]anthracene (DBA) is metabolized to r -10, t -11-dihydroxy- t -12, 13-oxy-10, 11, 12, 13-tetrahydro-dibenz[a, c]anthracene ( anti -DBA 10, 11-diol 12, 13-oxide), the anti isomer of a non-bay-region diol-epoxide of DBA. When 3 -labelled DBA or trans -10, 11-di-hydro-10, ll-dihydroxydibenz[a, c]anthracene were metabolized in this system in the presence of DNA or when 3 H-labelled DBA was added to primary cultures of hamster embryo cells, covalent reactions of hydrocarbon metabolites with DNA occurred. The chromato-graphic characteristics of the radioactive hydrocarbon — deoxyribonucleoside adducts formed in these reactions were examined using Sephadex LH20 column chromatography and high pressure liquid chromato-graphy. The results showed that whilst some of the radioactive hydrocarbon — deoxyribonucleoside adducts formed were indistinguishable from adducts that were formed when anti -DBA 10, 11-diol 12, 13-oxide reacted with DNA, other, unidentified adducts, which did not apparently arise from reactions of this diol-epoxide with DNA, were also present. Hydrocarbon — nucleoside adducts were not detected in hydrolysates of nucleic acids that were isolated from mouse skin that had been treated in vivo with DBA.

This publication has 11 references indexed in Scilit: