The genotoxicity of 2-bromoacrolein and 2,3-dibromopropanal.

Abstract

2-Bromoacrolein (2-BA) and 2,3-dibromopropanal (2,3-DBPA), an identified and a postulated reactive metabolite of tris(2,3-dibromopropyl)phosphate (Tris-BP), respectively, were found to cause mutations in Salmonella typhimurium TA 100 both in the absence and presence of a metabolic system. 2-BA, as well as 2,3-DBPA, caused extensive DNA single-stranded breaks as evidenced by alkaline elution of DNA from exposed Reuber hepatoma cells in culture. The data with Syrian hamster embryo cells suggest that both 2-BA and 2,3-DBPA were more potent than Tris-BP in transforming these cells in culture. On the other hand, neither 2-BA, nor 2,3-DBPA, was found to cause increased unscheduled DNA repair synthesis in isolated rat hepatocytes in monolayer cultures, whereas Tris-BP had a significant effect at low concentrations (10-50 microM). There was no correlation between the observed mutagenic effects of 2-BA and 2,3-DBPA and their alkylating activities using the nitrobenzyl-pyridine test. The genotoxic effects associated with 2-BA and its detection in microsomal incubations makes it a likely candidate for a role in the mutagenicity of Tris-BP.

• Authors: W P Gordon, E J Søderlund, J A Holme, S D Nelson, L Iyer, E Rivedal, E Dybing
• Journal: Carcinogenesis (Carcinogenesis) Vol. 6 Issue 5 Pg. 705-9 (May 1985) ISSN: 0143-3334 [Print] England
• PMID: 4006056 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Aldehydes
• Mutagens
• 2-bromoacrolein
• 2,3-dibromopropanal
• Acrolein

Topics

• Acrolein (analogs & derivatives, metabolism, toxicity)
• Aldehydes (toxicity)
• Animals
• Cell Transformation, Neoplastic
• Cricetinae
• DNA Repair
• In Vitro Techniques
• Liver (metabolism)
• Male
• Mesocricetus
• Mutagens
• Rats
• Rats, Inbred Strains