Tumorigenicity of 6-halogenated derivatives of benzo[a]pyrene in mouse skin and rat mammary gland

E. Cavalieri, E. Rogan, P. Cremonesi, S. Higginbotham, S. Salmasi

Research output: Contribution to journalArticlepeer-review

18 Scopus citations


Studies of the tumorigenicity of 6-halogenated derivatives of benzo[a]pyrene (BP) can provide evidence about the role of the 6 position in the carcinogenic activation of BP. Female Swiss and A-strain mice were treated on the skin with BP, 6-fluorobenzo[a]pyrene (6-FBP), 6-chlorobenzo[a]pyrene (6-C1BP), 6-bromobenzo[a]pyrene (6-BrBP) and 6-iodobenzo[a]pyrene (6-IBP) by repeated application, and in some cases by initiation-promotion. While BP was more potent than 6-FBP, only these two compounds exhibites tumor-initiating and carcinogenic activity in mouse skin. Female Sprague-Dawley rats were treated with BP, 6-FBP, 6-C1BP, and 6-BrBP by intramammillary injection. BP and 6-FBP induced high levels of mammary epithelial tumors and fibrosarcomas. 6-C1BP elicited only a high percentage of fibrosarcomas, whereas 6-BrBP induced a few adenocarcinomas. These results indicate that chloro or bromo substitution at C-6 in BP reduces or eliminates carcinogenic activity. Conversely, 6-FBP, from which the fluoro substituent has been chemically and metabolically removed by one-electron oxidation, displays a moderate carcinogenic acitivity which is consistent with activation by either one-electron oxidation or monooxygenation.

Original languageEnglish (US)
Pages (from-to)10-15
Number of pages6
JournalJournal of Cancer Research and Clinical Oncology
Issue number1
StatePublished - Feb 1988


  • 6-Halogenated benzo[a]pyrenes
  • Mouse skin
  • Rat mammary gland
  • Tumorigenicity

ASJC Scopus subject areas

  • Oncology
  • Cancer Research


Dive into the research topics of 'Tumorigenicity of 6-halogenated derivatives of benzo[a]pyrene in mouse skin and rat mammary gland'. Together they form a unique fingerprint.

Cite this