Some heterocyclic aromatic compounds are Ah receptor agonists in the DR-CALUX assay and the EROD assay with RTL-W1 cells

Environ Sci Pollut Res Int. 2011 Sep;18(8):1297-304. doi: 10.1007/s11356-011-0483-7. Epub 2011 Mar 23.

Abstract

Purpose: Heterocyclic aromatic compounds containing nitrogen, sulfur, or oxygen heteroatoms (NSO-HET) have been detected in air, soil, marine, and freshwater systems. However, only few publications are available investigating NSO-HET using in vitro bioassays. To support better characterization of environmental samples, selected NSO-HET were screened for dioxin-like activity in two bioassays.

Methods: The present study focuses on the identification and quantification of dioxin-like effects of 12 NSO-HET using the DR-CALUX assay, and the 7-ethoxyresorufin-O-deethylase (EROD) assay with the permanent fish liver cell line RTL-W1. Changes of the total medium compound concentrations during the test procedure due to, e.g., sorption or volatilization were quantified using GC/MS.

Results: The NSO-HET benzofuran, 2,3-dimethylbenzofuran, dibenzofuran, dibenzothiophen, acridine, xanthene, and carbazole caused a response in the DR-CALUX assay. Only benzofuran and 2,3-dimethylbenzofuran were also positive in the EROD assay. All other compounds were inactive in the EROD assay. Relative potency (REP) values ranged from (2.80 ± 1.32) · 10(-8) to (3.26 ± 2.03) · 10(-6) in the DR-CALUX and from (3.26 ± 0.91) · 10(-7) to (4.87 ± 1.97) · 10(-7) in the EROD assay.

Conclusions: The REP values were comparable to those of larger polycyclic aromatic hydrocarbons, e.g., fluoranthene and pyrene. Thus, and because of the ubiquitous distribution of heterocyclic aromatic compounds in the environment, the provided data will further facilitate the bioanalytical and analytical characterization of environmental samples towards these toxicants.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biological Assay
  • Cell Line
  • Cytochrome P-450 CYP1A1 / chemistry
  • Environmental Pollutants / analysis
  • Environmental Pollutants / chemistry
  • Environmental Pollutants / toxicity*
  • Gas Chromatography-Mass Spectrometry
  • Heterocyclic Compounds / analysis
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / toxicity*
  • Liver / drug effects
  • Nitrogen / chemistry
  • Oncorhynchus mykiss / metabolism
  • Oxygen / chemistry
  • Rats
  • Receptors, Aryl Hydrocarbon / agonists*
  • Sulfur / chemistry

Substances

  • Environmental Pollutants
  • Heterocyclic Compounds
  • Receptors, Aryl Hydrocarbon
  • Sulfur
  • Cytochrome P-450 CYP1A1
  • Nitrogen
  • Oxygen