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2,3-Epoxy-4-hydroxynonanal as a potential tumor-initiating agent of lipid peroxidation
Authors:Chung, F.-L.   Chen, H.-J.C.   Guttenplan, J.B.   Nishikawa, A.   Hard, G.C.
Affiliation:American Health Foundation 1 Dana Road, Valhalla, NY 10595
1Departments of Biochemistry, New York University Dental School and Environmental Medicine, New York University Medical School New York, NY 10010, USA
Abstract:Trans-4-hydroxy-2-nonenal (HNE) is a product of lipid peroxidation.In the presence of t-butyl hydroperoxide the racemic HNE readilyconverts to its epoxide, 2,3-epoxy-4-hydroxynonanal (EH), asa pair of diastereomers. In this study, the potential rolesof HNE and EH as tumor initiating agents were assessed. Themutagenicities of HNE and EH isomers in Salmonella strains TA100and 104 were examined. In addition, the tumor initiating activitiesof HNE and EH were evaluated in bioassays involving either topicalapplication in CD-1 mice or i.p. administration in newborn CD-1mice. In the mutagenicity assays, EH isomers induced similarlevels of revertants in both tester strains, although EG isomerswere previously shown to react with bases in DNA with differentspecificity (Sodum,R.S. and Chung,F.-L., Cancer Res., 51,137–143,1991). The major isomer induced
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