Tumorigenicity of 7,12-dimethylbenz[a]anthracene, some of its fluorinated derivatives, and l,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracene in mouse skin and rat mammary gland

Ercole Cavalieri, Eleanor G Rogan, Paolo Cremonesi, Sheila Higginbotham, Shahrokh Salmasi

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Abstract

Comparative studies of tumor-initiating activity in mouse skin and carcinogenicity in rat mammary gland were conducted with 7,12-dimethylbenz[a]anthracene (DMBA) and selected derivatives. Female SENCAR mice were initiated with DMBA, 1,2,3,4-tetrahydro-DMBA, 2-, 4-, 5-, 9-, and 10-fluoroDMBA (FDMBA), and promoted with tetradecanoyl phorbol acetate. The same compounds were tested by intramammillary injection in female Sprague-Dawley rats. DMBA, 9-FDMBA, 10-FDMBA and 1,2,3,4-tetrahydroDMBA were strongly tumorigenic in both mouse skin and rat mammary gland, whereas 2-, 4- and 5-FDMBA were weakly active or inactive. In a third experiment DMBA, benzo[a]pyrene, 1,2,3,4-tetrahydroDMBA and 9,10-dimethylanthracene were tested by repeated application on the dorsal skin of Swiss mice. DMBA was the most carcinogenic, followed by benzo[a]pyrene and 1,2,3,4-tetrahydroDMBA, whereas 9,10-dimethylanthracene was inactive. The potent activity of 1,2,3,4-tetrahydroDMBA suggests that the bay-region diol epoxide pathway may not play a significant role in the activation of DMBA in these two target tissues. Some of these compounds can serve as useful models for elucidating the mechanism(s) of activation of DMBA.

Original languageEnglish (US)
Pages (from-to)59-70
Number of pages12
JournalPolycyclic Aromatic Compounds
Volume1
Issue number1-2
DOIs
StatePublished - Feb 1 1990

Fingerprint

9,10-Dimethyl-1,2-benzanthracene
Anthracene
Rats
Skin
Pyrene
Derivatives
Chemical activation
Tumors
Benzo(a)pyrene
Tissue
anthracene
Epoxy Compounds
Experiments
Acetates

Keywords

  • Mouse skin
  • fluorinated aromatic hydrocarbons
  • rat mammary gland
  • tumorigenicity

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

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title = "Tumorigenicity of 7,12-dimethylbenz[a]anthracene, some of its fluorinated derivatives, and l,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracene in mouse skin and rat mammary gland",
abstract = "Comparative studies of tumor-initiating activity in mouse skin and carcinogenicity in rat mammary gland were conducted with 7,12-dimethylbenz[a]anthracene (DMBA) and selected derivatives. Female SENCAR mice were initiated with DMBA, 1,2,3,4-tetrahydro-DMBA, 2-, 4-, 5-, 9-, and 10-fluoroDMBA (FDMBA), and promoted with tetradecanoyl phorbol acetate. The same compounds were tested by intramammillary injection in female Sprague-Dawley rats. DMBA, 9-FDMBA, 10-FDMBA and 1,2,3,4-tetrahydroDMBA were strongly tumorigenic in both mouse skin and rat mammary gland, whereas 2-, 4- and 5-FDMBA were weakly active or inactive. In a third experiment DMBA, benzo[a]pyrene, 1,2,3,4-tetrahydroDMBA and 9,10-dimethylanthracene were tested by repeated application on the dorsal skin of Swiss mice. DMBA was the most carcinogenic, followed by benzo[a]pyrene and 1,2,3,4-tetrahydroDMBA, whereas 9,10-dimethylanthracene was inactive. The potent activity of 1,2,3,4-tetrahydroDMBA suggests that the bay-region diol epoxide pathway may not play a significant role in the activation of DMBA in these two target tissues. Some of these compounds can serve as useful models for elucidating the mechanism(s) of activation of DMBA.",
keywords = "Mouse skin, fluorinated aromatic hydrocarbons, rat mammary gland, tumorigenicity",
author = "Ercole Cavalieri and Rogan, {Eleanor G} and Paolo Cremonesi and Sheila Higginbotham and Shahrokh Salmasi",
year = "1990",
month = "2",
day = "1",
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T1 - Tumorigenicity of 7,12-dimethylbenz[a]anthracene, some of its fluorinated derivatives, and l,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracene in mouse skin and rat mammary gland

AU - Cavalieri, Ercole

AU - Rogan, Eleanor G

AU - Cremonesi, Paolo

AU - Higginbotham, Sheila

AU - Salmasi, Shahrokh

PY - 1990/2/1

Y1 - 1990/2/1

N2 - Comparative studies of tumor-initiating activity in mouse skin and carcinogenicity in rat mammary gland were conducted with 7,12-dimethylbenz[a]anthracene (DMBA) and selected derivatives. Female SENCAR mice were initiated with DMBA, 1,2,3,4-tetrahydro-DMBA, 2-, 4-, 5-, 9-, and 10-fluoroDMBA (FDMBA), and promoted with tetradecanoyl phorbol acetate. The same compounds were tested by intramammillary injection in female Sprague-Dawley rats. DMBA, 9-FDMBA, 10-FDMBA and 1,2,3,4-tetrahydroDMBA were strongly tumorigenic in both mouse skin and rat mammary gland, whereas 2-, 4- and 5-FDMBA were weakly active or inactive. In a third experiment DMBA, benzo[a]pyrene, 1,2,3,4-tetrahydroDMBA and 9,10-dimethylanthracene were tested by repeated application on the dorsal skin of Swiss mice. DMBA was the most carcinogenic, followed by benzo[a]pyrene and 1,2,3,4-tetrahydroDMBA, whereas 9,10-dimethylanthracene was inactive. The potent activity of 1,2,3,4-tetrahydroDMBA suggests that the bay-region diol epoxide pathway may not play a significant role in the activation of DMBA in these two target tissues. Some of these compounds can serve as useful models for elucidating the mechanism(s) of activation of DMBA.

AB - Comparative studies of tumor-initiating activity in mouse skin and carcinogenicity in rat mammary gland were conducted with 7,12-dimethylbenz[a]anthracene (DMBA) and selected derivatives. Female SENCAR mice were initiated with DMBA, 1,2,3,4-tetrahydro-DMBA, 2-, 4-, 5-, 9-, and 10-fluoroDMBA (FDMBA), and promoted with tetradecanoyl phorbol acetate. The same compounds were tested by intramammillary injection in female Sprague-Dawley rats. DMBA, 9-FDMBA, 10-FDMBA and 1,2,3,4-tetrahydroDMBA were strongly tumorigenic in both mouse skin and rat mammary gland, whereas 2-, 4- and 5-FDMBA were weakly active or inactive. In a third experiment DMBA, benzo[a]pyrene, 1,2,3,4-tetrahydroDMBA and 9,10-dimethylanthracene were tested by repeated application on the dorsal skin of Swiss mice. DMBA was the most carcinogenic, followed by benzo[a]pyrene and 1,2,3,4-tetrahydroDMBA, whereas 9,10-dimethylanthracene was inactive. The potent activity of 1,2,3,4-tetrahydroDMBA suggests that the bay-region diol epoxide pathway may not play a significant role in the activation of DMBA in these two target tissues. Some of these compounds can serve as useful models for elucidating the mechanism(s) of activation of DMBA.

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