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Enhancement of toxicity and enzyme-repressing activity ofp-dioxane by chlorination: Stereoselective effects
Authors:Y.-T. Woo  B.J. Neuburger  J.C. Arcos  M.F. Argus  K. Nishiyama  G.W. Griffin
Affiliation:1. Seamen''s Memorial Research Laboratory, USPHS Hospital, 210 State St., New Orleans, LA 70118 U.S.A.;2. Department of Medicine, Tulane University Medical Center, New Orleans, U.S.A.;3. Department of Chemistry, University of New Orleans, New Orleans, LAU.S.A.
Abstract:The acute toxicity of p-dioxane may be enhanced up to 1000-fold by chlorination of the compound. The effect was stereoselective. Of the stereoisomers tested, tetrachloro-p-dioxane, isomer I (2r, 3t, 5t, 6c) was over 80 times more toxic than isomer II (2r, 3c, 5t, 6t). The latter compound was also a potent repressor of hepatic dimethylnitrosamine-demethylase I (DMN-d) and aryl hydrocarbon hydroxylase (AHH).
Keywords:AHH  aryl hydrocarbon hydroxylase  DMN-d  dimethylnitrosamine-demethylase I  TCDD
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