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The cytosolic receptor binding affinities and AHH induction potencies of 29 polynuclear aromatic hydrocarbons
Authors:J Piskorska-Pliszczynska  B Keys  S Safe  M S Newman
Affiliation:1. College of Global Change and Earth System Science, Beijing Normal University, Beijing 100875, China;2. CMA Meteorological Observation Center, Centre for Atmosphere Watch and Services, Beijing 100081, China;3. Earth System Science Interdisciplinary Center and Department of Atmospheric and Oceanic Science, University of Maryland, College Park, MD, USA;4. Weather Modification Office in Liaoning Province, Shenyang 110166, China;5. Key Laboratory of Atmospheric Composition and Optical Radiation, Anhui Institute of Optics and Fine Mechanics, Chinese Academy of Sciences, Hefei 230031, China;6. State Key Laboratory of Atmospheric Boundary Layer Physics and Atmospheric Chemistry, Institute of Atmospheric Physics, Chinese Academy of Sciences, Beijing 100029, China;7. School of Atmospheric Sciences, Nanjing University, Nanjing 210023, China
Abstract:The dose-response rat hepatic cytosolic receptor-binding avidities, aryl hydrocarbon hydroxylase (AHH) and ethoxyresorufin O-deethylase (EROD) induction potencies in rat hepatoma H-4-II E cells in culture were determined for 29 polynuclear aromatic hydrocarbons. It was apparent that the magnitude of the EC50 values for these in vitro responses were strongly dependent on structure. Dibenz[a,h]anthracene (1.6 X 10(-8) M), 7-methylbenz[a]anthracene (1.6 X 10(-8) M), 3-methylcholanthrene (2.8 X 10(-8) M) and picene (4.5 X 10(-8) m) exhibited the highest affinity for the receptor protein and these compounds were only 5-fold less active the 2,3,7,8-tetrachlorodibenzo-p-dioxin (1 X 10(-8) M). All of the compounds which were active in the receptor-binding and monooxygenase enzyme-induction assays possessed one common structural feature, namely the presence of a phenanthrene structure fused with at least 1 benzo ring. The results also demonstrated that there was not any apparent correlation between the receptor-binding avidities and in vitro monooxygenase enzyme-induction potencies for the most active polynuclear aromatic hydrocarbons.
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