1-Sulfooxymethylpyrene is an electrophilic mutagen and ultimate carcinogen of 1-methyl- and 1-hydroxymethylpyrene.

Abstract

1-Hydroxymethylpyrene and 1-sulfooxymethylpyrene were tested for complete carcinogenic activity by repeated s.c. injection in groups of 12 female Sprague-Dawley rats, respectively. A dose of 0.2 mumol of either 1-sulfooxymethylpyrene or 1-hydroxymethylpyrene was administered every other weekday for 20 doses (i.e., total dose 4 mumol) to each of 12 rats, beginning at 30 days of age. Once a week the rats were weighed then palpated for the appearance of tumors. Tumor-bearing rats were sacrificed 20-50 days after the appearance of first palpable tumor. By 52 weeks, 1-sulfooxymethylpyrene had induced sarcomas at the site of injection in 58% of the rats with an average induction time of 33 weeks. By contrast, 20, 0.2 mumol doses of 1-hydroxymethylpyrene failed to induce tumors at the site of injection in a group of 12 rats. Similarly, neither of the two control groups produced tumors. The present experiment, together with previous data, strongly supports the hypothesis that 1-sulfooxymethylpyrene is either itself an ultimate carcinogen or a direct precursor of an ultimate carcinogen, the highly reactive benzylic carbonium ion, which reacts with DNA to form aralkyl-DNA adducts in a chain of events leading to malignant growth.

• Authors: J Horn, J W Flesher, A F Lehner
• Journal: Biochemical and biophysical research communications (Biochem Biophys Res Commun) Vol. 228 Issue 1 Pg. 105-9 (Nov 01 1996) ISSN: 0006-291X [Print] United States
• PMID: 8912643 (Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Carcinogens
• Mutagens
• Pyrenes
• 1-sulfooxymethylpyrene
• 1-methylpyrene
• 1-hydroxymethylpyrene

Topics

• Animals
• Carcinogenicity Tests
• Carcinogens (toxicity)
• Female
• Fibroadenoma (chemically induced)
• Mutagenicity Tests
• Mutagens (toxicity)
• Pyrenes (toxicity)
• Rats
• Rats, Sprague-Dawley
• Sarcoma (chemically induced)