Ozonation of Chrysene:  Evaluation of Byproduct Mixtures and Identification of Toxic Constituent

The effects of chrysene and the ozonated byproducts on in vitro gap junctional intercellular communication (GJIC) were evaluated using the scrape loading/ dye transfer (SL/DT) technique. A 1 mM solution of chrysene was ozonated at dosages of 1.75, 3, 4.25, and 5 mol O3/mol chrysene (Chr). The early...

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Bibliographic Details
Published in:Environmental science & technology 2002-03, Vol.36 (5), p.869-876
Main Authors: Luster-Teasley, S. L, Yao, J. J, Herner, H. H, Trosko, J. E, Masten, S. J
Format: Article
Language:English
Subjects:
Animals
Biological and medical sciences
Cell Communication - drug effects
Cell Culture Techniques
Cell Death
Chrysenes - adverse effects
Chrysenes - chemistry
Environmental impact
Environmental pollutants toxicology
Epithelial Cells - drug effects
Epithelial Cells - physiology
Gap Junctions - drug effects
General aspects
Hydrocarbons
Medical sciences
Oxidants, Photochemical - chemistry
Oxidation-Reduction
Ozone
Ozone - chemistry
Poisons
Rats
Toxicology
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Summary:The effects of chrysene and the ozonated byproducts on in vitro gap junctional intercellular communication (GJIC) were evaluated using the scrape loading/ dye transfer (SL/DT) technique. A 1 mM solution of chrysene was ozonated at dosages of 1.75, 3, 4.25, and 5 mol O3/mol chrysene (Chr). The early ozonation mixture, 1.75 mol O3/mol Chr, exhibited greater inhibition to GJIC than chrysene and irreversible damage to cells leading to cell death. To determine the compounds potentially responsible for the increase in toxicity, the byproducts formed upon treatment with 1.44 mol O3/mol Chr were separated into 14 fractions using RP-HPLC. The major compounds identified in the fractions were 2-(2‘-formyl) phenyl-1-naphthaldehyde, 2-(2‘formyl) phenyl-1-naphthoic acid, and 2-2-carboxyphenyl-1-naphthoic acid. 2-(2‘-Formyl) phenyl-1-naphthaldehyde was determined to be the compound causing GJIC inhibition in sample fractions and byproduct mixtures.
ISSN:0013-936X
1520-5851
DOI:10.1021/es011090q