Mutagenicity of 4-nitrodiphenyl thioether-derived products and their potential metabolites.
4-Nitrodiphenyl thioether (4-NO2TE) and its various potential metabolites 4-nitroso- (4-NOTE), 4-hydroxylamino- (4-NHOHTE), 4-hydroxyacetylamino- [4-N(OH)ACTE], 4-acetoxy-acetylamino- [4-N(OAc)-ACTE], 4-amino- (4-ATE) and 4-acetamido- (4-AATE) were tested for their mutagenicity toward Salmonella typhimurium TA98 in the presence and absence of S9 activation system. 4-NO2TE, 4-NOTE, 4-NHOHTE and 4-N(OAc)ACTE were direct-acting mutagens with 4-NHOHTE having the highest activity. With S9 mix, the mutagenicity of 4NO2TE almost doubled and that of 4-NOTE and 4-N(OAc)ACTE decreased. In TA98NR, 4-NOTE induced higher mutations, while with 4-NHOHTE the number of revertants decreased. Both 4-NHOHTE and 4-N(OAc)ACTE showed decreased mutagenicity in TA98/1,8-DNP6. 4-ATE, 4-AATE and 4-N(OH)ACTE expressed mutagenicity only with S9 mix. 4-Nitrodiphenyl sulphoxide (4-NO2SO) and 4-nitrodiphenyl sulphone (4-NO2SO2), the sulphur-oxidised products of 4-NO2TE, were non-mutagenic as such and after addition of S9 activation system.
Juneja
T R
TR
Department of Pharmaceutical Sciences, Panjab University, Chandigarh, India.
Kaur
B
B
Gupta
R L
RL
D000818:Animals; D001711:Biotransformation; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D009152:Mutagenicity Tests; D009153:Mutagens; D010647:Phenyl Ethers / Q000378:metabolism / Q000633:toxicity*; D051381:Rats; D012486:Salmonella typhimurium / Q000235:genetics; D013057:Spectrum Analysis
D009153:Mutagens; D010647:Phenyl Ethers; C068922:4-nitrodiphenyl thioether