Tumour initiating activity of dihydrodiols of benzo[b]fluoranthene, benzo[j]fluoranthene, and benzo[k]fluoranthene.

Abstract

The tumor initiating activities on mouse skin of benzo[b]fluoranthene, (B[b]F), benzo[j]fluoranthene (B[j]F), benzo[k]fluoranthene (B[k]F] and three of their dihydrodiols, 9,10-dihydro-9,10-dihydroxybenzo[b]fluoranthene (B[b]F-9,10-diol), 9,10-dihydro-9,10-dihydroxybenzo[j]fluoranthene (B[j]F-9,10-diol), and 8,9-dihydro-8,9-dihydroxybenzo[k]fluoranthene (B[k]F-8,9-diol) were evaluated. Among the parent hydrocarbons, B[b]F was the most potent tumor initiator, with activity greater than that of B[j]F but less than that of benzo[a]pyrene. B[k]F also showed tumor initiating activity, in contrast to its lack of complete carcinogenic activity on mouse skin. B[b]F-9,10-diol, which can form a bay region dihydrodiol epoxide, was as active as B[b]F. B[j]F-9,10-diol, which would form its dihydrodiol epoxide in a four sided pseudo-bay region, was less active than B[j]F. B[k]F-8,9-diol was inactive. These results, together with parallel metabolic studies, suggest that the formation of bay region dihydrodiol epoxides may not be the major activation mechanism in benzofluoranthene tumorigenesis.

• Authors: E J LaVoie, S Amin, S S Hecht, K Furuya, D Hoffmann
• Journal: Carcinogenesis (Carcinogenesis) Vol. 3 Issue 1 Pg. 49-52 ( 1982) ISSN: 0143-3334 [Print] England
• PMID: 7067037 (Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Carcinogens
• Fluorenes
• benzo(j)fluoranthene
• benzo(b)fluoranthene
• benzo(k)fluoranthene

Topics

• Animals
• Biotransformation
• Carcinogens (toxicity)
• Female
• Fluorenes (metabolism, toxicity)
• Mice
• Mice, Inbred Strains
• Skin Neoplasms (chemically induced)
• Structure-Activity Relationship