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
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