Document Detail

Mutagenic activity of 2-phenylbenzotriazole derivatives related to a mutagen, PBTA-1, in river water.
MedLine Citation:
PMID:  10393279     Owner:  NLM     Status:  MEDLINE    
A mutagen, 2-[2-(acetylamino)-4-[bis(2-methoxyethyl)amino]-5-methoxyphenyl]5-ami no-7-bromo-4-chloro-2H-benzotriiazole (PBTA-1), isolated from water of the Nishitakase River in Kyoto exhibits potent mutagenic activity in Salmonella typhimurium TA98 with S9 mix and has characteristic moieties, including bromo, chloro, acetylamino, bis(2-methoxyethyl)amino and primary amino groups on a 2-phenylbenzotriazole skeleton. The mutagenicities of PBTA-1, its congeners and five related 2-phenylbenzotriazoles were examined in S. typhimurium TA98 with S9 mix in order to elucidate the structure-activity relationships. The data obtained suggest that a primary amino group plays an essential role in the mutagenic activity as do aromatic amines including heterocyclic amines in cooked foods. The effect of planarity of the 2-phenylbenzotriazole ring was significant, and in addition, halogen groups of PBTA-1 influenced the enhancement of the mutagenic activity.
T Shiozawa; K Suyama; K Nakano; H Nukaya; H Sawanishi; A Oguri; K Wakabayashi; Y Terao
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Mutation research     Volume:  442     ISSN:  0027-5107     ISO Abbreviation:  Mutat. Res.     Publication Date:  1999 Jun 
Date Detail:
Created Date:  1999-08-02     Completed Date:  1999-08-02     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0400763     Medline TA:  Mutat Res     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  105-11     Citation Subset:  IM    
Copyright Information:
Copyright 1999 Elsevier Science B.V.
Institute for Environmental Sciences, University of Shizuoka, 52-1 Yada, 422-8526, Shizuoka, Japan.
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MeSH Terms
Microsomes, Liver / drug effects
Mutagenicity Tests
Mutagens / chemistry,  toxicity*
Rats, Sprague-Dawley
Salmonella typhimurium / drug effects,  genetics
Structure-Activity Relationship
Triazoles / chemistry,  toxicity*
Water Pollutants, Chemical / toxicity*
Reg. No./Substance:
0/2-(2-(acetylamino)-4-(bis(2-methoxyethyl)amino)-5-methoxyphenyl)-5-amino-7-bromo-4-chloro-2H-benzotriazole; 0/Mutagens; 0/Triazoles; 0/Water Pollutants, Chemical

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