Toxic effects of substituted p-benzoquinones and hydroquinones in in vitro bioassays are altered by reactions with the cell assay medium
Autor: | Maria König, Kristin Schirmer, Rita Schlichting, Nadine Bramaz, Peter R. Tentscher, Beate I. Escher, Urs von Gunten |
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Jazyk: | angličtina |
Rok vydání: | 2021 |
Předmět: |
induced cytotoxicity
electrophiles 010501 environmental sciences medicine.disease_cause 01 natural sciences oxidative stress-response carcinogenicity Benzoquinones Bioassay oxidative stress nrf2 Waste Management and Disposal Incubation Water Science and Technology 0303 health sciences Carcinogenicity Chemistry disinfection by-products Ecological Modeling Quinones Pollution 3. Good health Biochemistry Biological Assay bladder-cancer Oxidation-Reduction Environmental Engineering oxidation drinking-water Oxidative phosphorylation Electrophiles 03 medical and health sciences micropollutant elimination Phenols Oxidation medicine Oxidative stress Genotoxicity estrogenic activity Carcinogen 030304 developmental biology 0105 earth and related environmental sciences Civil and Structural Engineering genotoxicity Benzoquinone In vitro Hydroquinones waste-water effluents activation |
Zdroj: | Tentscher, P R, Escher, B I, Schlichting, R, König, M, Bramaz, N, Schirmer, K & von Gunten, U 2021, ' Toxic effects of substituted p-benzoquinones and hydroquinones in in vitro bioassays are altered by reactions with the cell assay medium ', Water Research, vol. 202, 117415 . https://doi.org/10.1016/j.watres.2021.117415 Water Research, 202 |
ISSN: | 0043-1354 |
DOI: | 10.1016/j.watres.2021.117415 |
Popis: | Substituted para-benzoquinones and hydroquinones are ubiquitous transformation products that arise during oxidative water treatment of phenolic precursors, for example through ozonation or chlorination. The benzoquinone structural motive is associated with mutagenicity and carcinogenicity, and also with induction of the oxidative stress response through the Nrf2 pathway. For either endpoint, toxicological data for differently substituted compounds are scarce. In this study, oxidative stress response, as indicated by the AREc32 in vitro bioassay, was induced by differently substituted para-benzoquinones, but also by the corresponding hydroquinones. Bioassays that indicate defense against genotoxicity (p53RE-bla) and DNA repair activity (UmuC) were not activated by these compounds. Stability tests conducted under incubation conditions, but in the absence of cell lines, showed that tested para-benzoquinones reacted rapidly with constituents of the incubation medium. Compounds were abated already in phosphate buffer, but even faster in biological media, with reactions attributed to amino- and thiol-groups of peptides, proteins, and free amino acids. The products of these reactions were often the corresponding substituted hydroquinones. Conversely, differently substituted hydroquinones were quantitatively oxidized to p-benzoquinones over the course of the incubation. The observed induction of the oxidative stress response was attributed to hydroquinones that are presumably oxidized to benzoquinones inside the cells. Despite the instability of the tested compounds in the incubation medium, the AREc32 in vitro bioassay could be used as an unspecific sum parameter to detect para-benzoquinones and hydroquinones in oxidatively treated waters. ISSN:0043-1354 ISSN:1879-2448 |
Databáze: | OpenAIRE |
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