The AhR-mediated activity of environmentally significant sulphur-containing heterocyclic polycyclic aromatic compounds

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00027162%3A_____%2F22%3AN0000095" target="_blank" >RIV/00027162:_____/22:N0000095 - isvavai.cz</a>

Result on the web

<a href="https://biodetectionsystems.com/news/13th-biodetectors-conference-2022/" target="_blank" >https://biodetectionsystems.com/news/13th-biodetectors-conference-2022/</a>

DOI - Digital Object Identifier

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Result language

angličtina

Original language name

The AhR-mediated activity of environmentally significant sulphur-containing heterocyclic polycyclic aromatic compounds

Original language description

Polycyclic aromatic sulphur heterocycles (PASHs) occur in fossil fuels and related products, and enter the environment directly by accidents, oil seeps, and oil spills, or by combustion of coal and diesel fuels. Airborne particles and sediments may contain various PASHs; however, their concentrations, mechanisms of toxicity, and toxic potencies are only partly understood. In this study, we focused on some of the environmentally significant PASHs: dibenzothiophene, benzo[b]naphthothiophenes and naphthylbenzo[b]thiophenes, and we determined their cytotoxicity and the aryl hydrocarbon receptor (AhR)-mediated activity. AhR activation is a key mode of toxicity of polycyclic aromatic compounds found in complex mixtures of both airborne and sediment samples. We compared effects of the selected thiophene derivatives in rat (H4IIE.Luc) and human (AZ-AhR) cell models, transfected with luciferase reporter gene under the control of AhR. No cytotoxicity was found after 24-h exposure to these derivatives in H4IIE.Luc cell line (up to 50 µM concentration). However, some thiophene derivatives were cytotoxic from 10 or 25 µM concentration in the human AZ-AhR cell line. In general, AZ-AHR cells exhibited lower sensitivity to the tested PASHs. Nevertheless, several tested PASHs were efficient AhR agonists in both cell lines. 2‑(2´‑Naphthyl)benzo[b]thiophene was found to be the most potent AhR agonist in both cell models, followed by benzo[b]naphtho[2,3‑d]thiophene and benzo[b]naphtho[2,1‑d]thiophene. Benzo[b]naphtho[1,2‑d]thiophene and 3‑(2‑naphthyl)benzo[b]thiophene activated AhR only in the rat H4IIE.Luc cell line. Finally, dibenzothiophene and 3-(1-naphthyl)benzo[b]thiophene did not activate AhR in either cell line. The AhR-mediated activities related to 2,3,7,8- tetrachlorodibenzo-p-dioxin (TCDD) were then expressed as relative potencies (REPs). This allowed us to calculate induction equivalents of the selected thiophene derivatives being present in complex mixtures extracted from airborne particulate matter, diesel exhaust particles or freshwater sediments. Here, benzo[b]naphthothiophenes showed a significant contribution to overall AhR induction equivalents in both particulate matter and sediment samples. The relative significance of benzo[b]naphthothiophenes was even comparable with concentrations and AhR-mediated activities of some of the US EPA priority polycyclic aromatic hydrocarbons. These results suggested that thiophene derivatives may significantly contribute to the AhR activity in airborne particulate matter or in river sediments.

Czech name

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Czech description

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Type

O - Miscellaneous

CEP classification

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OECD FORD branch

30108 - Toxicology

Project

<a href="/en/project/GA21-00533S" target="_blank" >GA21-00533S: Non-conventional environmental Ah receptor ligands and their complex effects in vitro</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2022

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů