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Identification of 2-[2-(acetylamino)-4-amino-5-methoxyphenyl]-5-amino-7-bromo-4-chloro-2H-benzotriazole (PBTA-4) as a potent mutagen in river water in Kyoto and Aichi prefectures, Japan
- Source :
- Mutation research. 492(1-2)
- Publication Year :
- 2001
-
Abstract
- We have previously isolated five mutagens in blue rayon-adsorbed substances from water at a site below sewage plants in the Nishitakase River, in Kyoto, Japan, and identified two of them as 2-phenylbenzotriazole derivatives, 2-[2-(acetylamino)-4-[bis(2-methoxyethyl)amino]-5-methoxyphenyl]-5-amino-7-bromo-4-chloro-2H-benzotriazole (PBTA-1) and 2-[2-(acetylamino)-4-[(2-cyanoethyl)ethylamino]-5-methoxyphenyl]-5-amino-7-bromo-4-chloro-2H-benzotriazole (PBTA-2). In the present study, we collected adsorbed materials on blue cotton ( 3 kg ×9 times) at the same location, and isolated a sufficient amount (97 μg) of one of the remaining three mutagens other than PBTA-1 and PBTA-2, for structural analysis, by multiple column chromatography. The structure of mutagen, accounting for 12% of the total mutagenicity of the blue rayon-adsorbed substances, was determined to be a PBTA-1 analogue, 2-[2-(acetylamino)-4-amino-5-methoxyphenyl]-5-amino-7-bromo-4-chloro-2H-benzotriazole (PBTA-4). PBTA-4 is a potent mutagen, inducing 190,000 and 7,800,000 revertants of Salmonella typhimurium TA98 and YG1024 per microgram, respectively, in the presence of S9 mix. In addition to the water of the Nishitakase River, PBTA-4 was detected in water samples from two rivers that flow through other regions where textile-dyeing industries have been developed. Like other PBTA analogues, PBTA-4 might also be produced from azo dyes during industrial processes in dyeing factories and treatment at sewage plants.
- Subjects :
- Male
Salmonella typhimurium
Health, Toxicology and Mutagenesis
Sewage
Mutagen
Fresh Water
medicine.disease_cause
Medicinal chemistry
River water
Ames test
Rats, Sprague-Dawley
chemistry.chemical_compound
Column chromatography
Genetics
medicine
Animals
Coloring Agents
Chromatography, High Pressure Liquid
Benzotriazole
biology
Chemistry
business.industry
Mutagenicity Tests
Triazoles
biology.organism_classification
Enterobacteriaceae
Rats
Microsomes, Liver
Spectrophotometry, Ultraviolet
business
Azo Compounds
Bacteria
Mutagens
Subjects
Details
- ISSN :
- 00275107
- Volume :
- 492
- Issue :
- 1-2
- Database :
- OpenAIRE
- Journal :
- Mutation research
- Accession number :
- edsair.doi.dedup.....b1e0f26f29ca826a5c02c35e82d41b5a