Assessment of diphenylcyclopropenone for photochemically induced mutagenicity in the Ames assay
The photochemical conversion of diphenylcyclopropenone to diphenylacetylene has recently been reported. Diphenylcyclopropenone is used in the treatment of alopecia areata and is nonmutagenic in a limited Ames assay. We examined diphenylcyclopropenone and diphenylacetylene, as well as synthetic precursors of diphenylcyclopropenone--dibenzylketone and alpha,alpha'-dibromodibenzylketone--for mutagenicity against TA100, TA98, TA102, UTH8413, and UTH8414. All compounds were nonmutagenic except alpha,alpha'-dibromodibenzylketone, which was a potent mutagen in TA100 with and without S-9 activation. The effect of photochemical activation of diphenylcyclopropenone in the presence of bacteria demonstrated mutagenicity in UTH8413 (two times background) at 10 micrograms/plate with S-9 microsomal activation. 8-Methoxypsoralen produces a mutagenic response in TA102 at 0.1 microgram/plate with 60 seconds of exposure to 350 nm light. In vitro photochemically activated Ames assay with S-9 microsomal fraction may enhance the trapping of short-lived photochemically produced high-energy mutagenic intermediates. This technique offers exciting opportunities to trap high-energy intermediates that may play an important role in mutagenesis. This method can be applied to a variety of topically applied dermatologic agents, potentially subjected to photochemical changes in normal use.
- Research Organization:
- Medical College of Virginia, Richmond
- OSTI ID:
- 5777360
- Journal Information:
- J. Am. Acad. Dermatol.; (United States), Vol. 17:4
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
HYDROCARBONS
MUTAGEN SCREENING
METABOLIC ACTIVATION
MUTAGENS
PHOTOCHEMICAL REACTIONS
PRECURSOR
SALMONELLA TYPHIMURIUM
BACTERIA
CHEMICAL REACTIONS
MICROORGANISMS
ORGANIC COMPOUNDS
SALMONELLA
SCREENING
560300* - Chemicals Metabolism & Toxicology