Premium
Mutagenicities of hydroxy‐substituted carbazoles and dibenzothiophenes using the CHO/HGPRT assay
Author(s) -
Rasmussen Kathy,
Booth Gary M.,
Lee Milton L.,
Castle Raymond N.
Publication year - 1991
Publication title -
environmental toxicology and chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.1
H-Index - 171
eISSN - 1552-8618
pISSN - 0730-7268
DOI - 10.1002/etc.5620100904
Subject(s) - dibenzothiophene , carbazole , mutant , chemistry , hypoxanthine guanine phosphoribosyltransferase , cytotoxicity , microbiology and biotechnology , biochemistry , biology , in vitro , organic chemistry , gene , catalysis
Eight hydroxylated carbazoles and dibenzothiophenes were tested for mutagenic activity using the CHO/HGPRT mutation assay for thioguanine resistance. All showed increased activity over carbazole and dibenzothiophene. Some of the hydroxycarbazoles showed slightly higher activity than the corresponding hydroxy‐dibenzothiophenes (71.4 ± 5.2 mutants/10 6 survivors for 1‐hydroxycarbazoles compared to 21.8 ± 6.1 mutants/10 6 survivors for 4‐hydroxydibenzothiophene at 5 μg/ml, and 32.8 ± 3.3 mutants/10 6 survivors at 5 μg/ml for 4‐hydroxycarbazole as compared to 16.4 ± 0.9 mutants/10 6 survivors for 1‐hydroxydibenzothiophene at 5 μg/ml). The most mutagenic compound was 1‐hydroxycarbazole, which also exhibited cytotoxicity. The relative order of mutagenic activity of the hydroxycarbazoles was 1 ≥ 4 > 2 = 3 > carbazole, and the relative activity of the hydroxydibenzothiophenes was 2 ≥ 3 > 1 = 4 > dibenzothiophene. Overall, the mutagenic activity of the hydroxycarbazoles and hydroxydibenzothiophenes was dependent on the structural position of the hydroxy group.