+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Mutagenicity to Salmonella of four derivatives of the azo mutagen 5I: some implications for structure--activity databases and the evaluation of combinations of mutagens



Mutagenicity to Salmonella of four derivatives of the azo mutagen 5I: some implications for structure--activity databases and the evaluation of combinations of mutagens



Mutagenesis 1(4): 261-265



A structure--activity study is described in which four new derivatives of the potent bacterial mutagen 5-dimethylaminophenylazoindazole (5I) have been evaluated for mutagenicity to Salmonella. As expected, monodemethylation of the -NMe2 group of 5I increased its mutagenic potency while replacement of the -NMe2 with a cyclic amine reduced it. However, replacement of the aromatic indazole -NH group (of 5I) by an -NMe group (yielding NMe5I) dramatically attenuated mutagenic potency, a reduction which was both unexpected and not reversed in the monomethyl analogue (NMeMA5I). In competition experiments NMe5I had an inhibitory effect on the mutagenic potency of 5I itself and on that of the nonazo mutagen 2-acetylaminofluorene 2AAF. The results illustrate some of the problems associated with evaluating mixtures for mutagenicity and of assuming simple structure--activity relationships in the absence of relevant experimental data.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 040758800

Download citation: RISBibTeXText

PMID: 3137411

DOI: 10.1093/mutage/1.4.261


Related references

Mutagenicity to salmonella of four derivatives of the azo mutagen 5 dimethylaminophenylazoindazole some implications for structure activity data bases and the evaluation of combinations of mutagens. Mutagenesis 1(4): 261-266, 1986

Implications for structure activity data bases and the evaluation of combinations of mutagens in the salmonella assay as illustrated by studies with the mutagenic non carcinogen 51. Mutagenesis 1(5): 392, 1986

Confidence limits for mutagenicity of weak mutagens in the ames salmonella mutagenicity assay. Environmental Mutagenesis 3(3): 367, 1981

Mutagenicity structure activity evaluation of a series of halogenated pyridines in the salmonella assay. Environmental Mutagenesis 8(SUPPL 6): 22, 1986

Evaluation of the mutagenicity of azo dyes in Salmonella typhimurium: a study of structure-activity relationships. Mutagenesis 4(2): 115-125, 1989

Quantitative structure activity relationship investigation of the role of hydrophobicity in regulating mutagenicity in the ames test 2. mutagenicity of aromatic and heteroaromatic nitro compounds in salmonella typhimurium ta100. Environmental and Molecular Mutagenesis 19(1): 53-70, 1992

Structure-activity relations: maximizing the usefulness of mutagenicity and carcinogenicity databases. Environmental Health Perspectives 96: 67-75, 1991

Evaluation of the additivity assumption using the spiral Salmonella mutagenicity assay with binary combinations of single chemicals and complex mixtures. Environmental & Molecular Mutagenesis 21(SUPPL 22): 69, 1993

NBD-chloride is a potent mutagen in the Salmonella mutagenicity assay. Mutation Research 88(4): 351-354, 1981

Verapamil as a co-mutagen in the Salmonella/mammalian microsome mutagenicity test. Mutation Research 209(1-2): 57-62, 1988

Sensitivity to radiomimetics and chemical mutagens of the group k 12 escherichia coli strains with different ability to repair radiation damage methyl methane sulfonate mutagen hydroxylamine mutagen uv rays mutagen. Tsitologiya 9(12): 1490-1495, 1967

Destruction of direct acting mutagens in drinking water by nucleophiles implications for mutagen identification and mutagen elimination from drinking water. Jolley, R L , W A Brungs And R B Cumming (Ed ) Water Chlorination: Environmental Impact And Health Effects, Vol 3 ; 3rd Conference, Colorado Springs, Colo , Usa, Oct 28-Nov 2, 1979 Xxviii+1171p Ann Arbor Science Publishers, Inc : Ann Arbor, Mich , Usa Illus P803-816, 1980

Mutagenic activity of streptozotocin mutagen n nitroso guanidine mutagen salmonella typhimurium. Mutation Research: 387-389, 1968

Mutagenicity test system based on, a reporter gene assay for short-term detection of mutagens (MutaGen assay). Mutation Research 535(1): 55-72, 2003

Metabolic and mutagenicity studies on DDT and 15 derivatives. Detection of 1,1-bis(p-chlorophenyl)-2,2-dichloroethane and 1,1-bis(p-chlorophenyl)-2,2,2-trichloroethyl acetate (kelthane acetate) as mutagens in Salmonella typhimurium and of 1,1-bis(p-chlorophenyl) ethylene oxide, a likely metabolite, as an alkylating agent. Chemico-Biological Interactions 25(2-3): 157-176, 1979