N-methylation reduces the DNA-binding activity of 7H-dibenzo[c,g]carbazole approximately 300-fold in mouse liver but only approximately 2-fold in skin: possible correlation with carcinogenic activity.

Details

• Personal Author:
  Randerath K ; Schurdak ME ; Stong DB ; Warshawsky D
• Description:
  The hypothesis that N-methyl-dibenzo(c,g)carbazole (27093625) (MeDBC) binds covalently to skin and thus is a topical carcinogen, was tested by using a phosphorus-32 postlabeling technique to compare the in-vivo DNA binding of MeDBC and 7H- dibenzo(c,g)carbazole (194592) (DBC) in mouse liver and skin. Female CD-1-mice were treated topically or intraperitoneally with 37 micromoles/kilogram of MeDBC or DBC. DNA adduct patterns produced by MeDBC and DBC in liver after topical or intraperitoneal administration of a dose were qualitatively similar for the two compounds. Large quantitative differences in DNA fingerprint maps were observed. Four adducts were observed in the skin after topical application of MeDBC. In skin, topical application of DBC produced six adducts. The adduct pattern elicited by either MeDBC or DBC in the liver was different from the pattern in the skin. Total adduction in skin by DBC was 2.3 fold higher than by MeDBC. Topically applied MeDBC bound preferentially to skin versus liver DNA by a factor of ten. The authors conclude that data are in agreement with the carcinogenicity reported for DBC and MeDBC and that an unsubstituted nitrogen is essential for the genotoxic activity of DBC in liver but not skin. [Description provided by NIOSH]
• Subjects:
  Carcinogens Laboratories Liver Neoplasms Occupational Health Safety Skin Skin Diseases
• Keywords:
  Carbazoles Carcinogenesis In-vivo-studies Laboratory-animals Liver-cancer NIOSH-Grant NIOSH-Publication Qualitative-analysis Quantitative-analysis Skin-cancer
• ISSN:
  0143-3334
• Document Type:
  Text
• Funding:
  Grant
• Genre:
  Journal Article
• Place as Subject:
  New Jersey ; New York ; Ohio ; OSHA Region 2 ; OSHA Region 5 ; OSHA Region 6 ; Texas
• CIO:
  National Institute for Occupational Safety and Health (NIOSH)
• Topic:
  Workplace Safety & Health
• Location:
  North America
• Volume:
  8
• Issue:
  10
• NIOSHTIC Number:
  nn:00174681
• Citation:
  Carcinogenesis 1987 Oct; 8(10):1405-1410
• CAS Registry Number:
  7H-Dibenzo[c,g]carbazole (CAS RN 194-59-2) ; 7-Methyl-7H-dibenzo[c,g]carbazole (CAS RN 27093-62-5)
• Federal Fiscal Year:
  1988
• Performing Organization:
  Environmental Health University of Cincinnati 3223 Eden Avenue Cincinnati, Ohio 45267
• Peer Reviewed:
  True
• Start Date:
  19830701
• Source Full Name:
  Carcinogenesis
• End Date:
  19850630
• Collection(s):
  National Institute for Occupational Safety and Health
• Main Document Checksum:
  urn:sha-512:0fe6aba345a63b9940b913d2abba270be6ad3fabf9e2a9c92c96915da9f3db9d3a5b9a931828b440efa65a372b020734cefaf549a4b979564bc5dd2374817781
• Download URL:
  https://stacks.cdc.gov/view/cdc/185320/cdc_185320_DS1.pdf
• File Type:
  [PDF - 3.41 MB ]