title: Genotoxicity of 1,3-dithiane and 1,4-dithiane in the CHO/SCE assay and the Salmonella/microsomal test.
abstract: 1,3-Dithiane and 1,4-dithiane are the sulfur-containing Maillard reaction products (MRPs) which have been found in boiled beef extracts. In this study the genotoxicity of these products was examined using the Salmonella/microsomal test and the CHO/SCE assay. 1,3-Dithiane showed a potent direct-acting mutagenicity toward S. typhimurium TA98 and TA100, but 1,4-dithiane had a lower mutagenicity toward both tester strains. Both compounds were shown to be non-mutagenic with hepatic metabolic activation with the exception of 1,3-dithiane toward strain TA100. To compare the mutagenic potential of 1,3-dithiane and 1,4-dithiane with other types of MRPs, 24 MRPs were examined for their mutagenicity to S. typhimurium TA98 and TA100 in the presence or absence of S9 mix. 2,6-Dimethylpyrazine, furan, 2-acetylpyrrole, and thiazole were shown to be mutagenic. However, these four MRPs exhibited a lower mutagenicity in TA98 than 1,3-dithiane and 1,4-dithiane. Furthermore, SCE frequencies in CHO cells were very significantly induced by 1,3-dithiane in the absence of S9 mix, but the SCE-inducing capability of 1,3-dithiane was reduced or even disappeared with metabolic activation. 1,4-Dithiane did not significantly induce SCE frequencies in the presence or absence of S9 mix. Thus, we concluded that 1,3-dithiane was a potent mutagenic MRP in the Salmonella/microsomal test, whereas it was a weak SCE inducer in the CHO/SCE assay.
authors.affiliation: Environmental Toxicological Center, Chung Shan Medical and Dental College, Taichung, Taiwan, ROC.
authors.forename: H
authors.initials: H
authors.lastname: Lee
authors.forename: S S
authors.initials: SS
authors.lastname: Bian
authors.forename: Y L
authors.initials: YL
authors.lastname: Chen
mesh_terms: D000818:Animals; D001711:Biotransformation; D016466:CHO Cells; D006224:Cricetinae; D005663:Furans / Q000633:toxicity; D006571:Heterocyclic Compounds / Q000633:toxicity*; D007093:Imidazoles / Q000633:toxicity; D015416:Maillard Reaction; D009152:Mutagenicity Tests; D009153:Mutagens / Q000633:toxicity*; D011719:Pyrazines / Q000633:toxicity; D011725:Pyridines / Q000633:toxicity; D011758:Pyrroles / Q000633:toxicity; D012486:Salmonella typhimurium / Q000187:drug effects / Q000235:genetics; D012854:Sister Chromatid Exchange; D013457:Sulfur Compounds; D013844:Thiazoles / Q000633:toxicity; D013876:Thiophenes / Q000633:toxicity
chemical_list: D005663:Furans; D006571:Heterocyclic Compounds; D007093:Imidazoles; D009153:Mutagens; D011719:Pyrazines; D011725:Pyridines; D011758:Pyrroles; D013457:Sulfur Compounds; D013844:Thiazoles; D013876:Thiophenes; C060568:1,4-dithiane; C012947:1,3-dithiane