Document Detail

Evaluation of two suggested methods of deactivating organic carcinogens by molecular modification.
MedLine Citation:
PMID:  6758975     Owner:  NLM     Status:  MEDLINE    
Earlier observations that substitution of the aromatic nucleus of an arylamino/nitro carcinogen with either a sulphonic acid substituent or two methyl groups placed ortho to the nitrogen substituent renders the molecule non-carcinogenic have been extended via studies conducted in vitro. 4-Aminobiphenyl-4'-sulphonic acid has been synthesized and found to be non-mutagenic in the Salmonella mutation assay when tested under conditions where 4-aminobiphenyl was mutagenic. It is concluded that this sulphonic acid derivative may prove non-carcinogenic to rodents. In contrast to the non-carcinogenicity and non-mutagenicity reported for 3,3',5,5'-tetramethylbenzidine, 3,5-dimethyl-4-aminobiphenyl is approximately as mutagenic as 4-aminobiphenyl. It is therefore concluded that this material is potentially carcinogenic and that the loss of mutagenic activity observed for tetramethylbenzidine may be a structurally specific rather than a general phenomenon. In contrast, 3,5-dimethyl-4-nitrobiphenyl was much less mutagenic than 4-nitrobiphenyl. 9,9'-Bijulolidyl, a derivative of 3,3',5,5'-tetramethylbenzidine, was also found to be non-mutagenic. The general significance of these findings to the employment of structure-activity relationships in the design of non-mutagenic/non-carcinogenic molecules is discussed.
J Ashby; D Paton; P A Lefevre; J A Styles; F L Rose
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Carcinogenesis     Volume:  3     ISSN:  0143-3334     ISO Abbreviation:  Carcinogenesis     Publication Date:  1982  
Date Detail:
Created Date:  1983-03-11     Completed Date:  1983-03-11     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  8008055     Medline TA:  Carcinogenesis     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  1277-82     Citation Subset:  IM    
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MeSH Terms
Aminobiphenyl Compounds / pharmacology*
Benzidines / pharmacology*
Carcinogens / pharmacology*
Dose-Response Relationship, Drug
Models, Molecular
Mutagenicity Tests
Rats, Inbred Strains
Salmonella typhimurium
Structure-Activity Relationship
Sulfonic Acids / pharmacology*
Reg. No./Substance:
0/Aminobiphenyl Compounds; 0/Benzidines; 0/Carcinogens; 0/Mutagens; 0/Sulfonic Acids

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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