Comparative oncogenic activation of 7H-dibenzo[c,g]carbazole and dibenze[a,j]acridine

Citation
D. Warshawsky et al., Comparative oncogenic activation of 7H-dibenzo[c,g]carbazole and dibenze[a,j]acridine, POLYCYCL AR, 16(1-4), 1999, pp. 173-179
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
POLYCYCLIC AROMATIC COMPOUNDS
ISSN journal
10406638 → ACNP
Volume
16
Issue
1-4
Year of publication
1999
Pages
173 - 179
Database
ISI
SICI code
1040-6638(1999)16:1-4<173:COAO7A>2.0.ZU;2-C
Abstract
7H-Dibenzo[c,g]carbazole (DBC) is a potent liver, lung and skin carcinogen while dibenz[a,j]acridine (DBA) is a moderate skin carcinogen. DEC is metab olized to phenols and DBC-DNA adducts are formed through the 2-, 3-, and 4- phenols or directly through radical cations. Mutations in ras as a result o f DEC, activation are found exclusively in codon 61 in liver, lung and skin . DBA is metabolized to dihydrodiols, and phenols and DBA-DNA adducts are f ormed through the diol-epoxides and possibly through bis-diol-epoxides. Mut ations in ras, as a result of DBA activation, are found in codons 12, 13, a nd 61. These results indicate that although the two compounds are structura lly similar, differing by one carbon in the middle ring, there are differen ces in their metabolism, DNA binding, mutational spectra and target-organ c arcinogenesis.