Enhancement of toxicity and enzyme-repressing activity ofp-dioxane by chlorination: Stereoselective effects |
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Authors: | Y.-T. Woo B.J. Neuburger J.C. Arcos M.F. Argus K. Nishiyama G.W. Griffin |
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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. |
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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). |
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Keywords: | AHH aryl hydrocarbon hydroxylase DMN-d dimethylnitrosamine-demethylase I TCDD |
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