The influence of methyl substitution of the mutagenicity of nitronaphthalenes and nitrobiphenyls.

Details

• Personal Author:
  El-Bayoumy K ; Fow EA ; Hecht SS ; Hoffman D ; Lavoie EJ
• Description:
  The effects of methyl substitution on the mutagenic activities of nitronaphtalenes and nitrobiphenyls in Salmonella-typhimurium were studied. Eleven nitrobiphenyls, nitronaphthalenes, and their methyl substituted derivatives were added to the tester strains TA-100 and TA-98. Liver S9 fractions were prepared from Aroclor-1254 pretreated rats. Of the three unsubstituted nitrobiphenyls, only 4-nitrobiphenyl (92933) was highly mutagenic in the absence of S9 mix. The mutagenicity of 4-nitrobiphenyl was inhibited by substitution of the ortho methyl group. In the presence of S9 mix, 4-nitrobiphenyl (92933), 3-methyl-4-nitrobiphenyl, and 2'-methyl-4-nitrobiphenyl were mutagenic. With or without S9 mix, 1-nitronaphthalene (86577) and 2-nitronaphthalene (581895) were mutagenic. Substitution of an ortho methyl group to the 1-nitro substituent decreased mutagenicity. The authors conclude that lack of or decreased mutagenicity in any of the compounds where it would normally be expected, such as with 3-methyl-4-nitrobiphenyl or 3,2'-dimethyl-4-nitrobiphenyl, may be due to steric inhibition of the nitroreductase system. [Description provided by NIOSH]
• Subjects:
  Biochemistry Biological Assay Chemistry Mutagens Occupational Health Safety
• Keywords:
  Bioassays Biochemical Tests Chemical Properties Mutagenesis Nitro Compounds Screening Methods
• ISSN:
  0027-5107
• Document Type:
  Text
• Funding:
  Grant
• Genre:
  Journal Article
• Place as Subject:
  New York ; OSHA Region 2
• CIO:
  National Institute for Occupational Safety and Health (NIOSH)
• Topic:
  Workplace Safety & Health
• Location:
  North America
• Pages in Document:
  143-153
• Volume:
  81
• Issue:
  2
• NIOSHTIC Number:
  nn:00114829
• Citation:
  Mutat Res 1981 Apr; 81(2):143-153
• CAS Registry Number:
  1-Nitronaphthalene (CAS RN 86-57-7) ; 2-Nitronaphthalene (CAS RN 581-89-5) ; 4-Nitro-1,1′-biphenyl (CAS RN 92-93-3)
• Federal Fiscal Year:
  1981
• Performing Organization:
  American Health Foundation, Valhalla, New York
• Peer Reviewed:
  True
• Start Date:
  19751201
• Source Full Name:
  Mutation Research
• End Date:
  19811130
• Collection(s):
  National Institute for Occupational Safety and Health
• Main Document Checksum:
  urn:sha-512:348a472a77a1b70757f76791697b8fc663d758f2cdce2a23b250f5ad2a71217c807525d6f7ee34e0d8d2bec59a32bea692ced6e061884f2f64324b4f06d2547e
• Download URL:
  https://stacks.cdc.gov/view/cdc/184427/cdc_184427_DS1.pdf
• File Type:
  [PDF - 423.73 KB ]