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Cytotoxicity of emerging halophenylacetamide disinfection byproducts in drinking water: Mechanism and prediction.
Hu, Shaoyang; Li, Xiangxiang; He, Falin; Qi, Yuntao; Zhang, Beibei; Liu, Rutao.
Afiliación
  • Hu S; School of Environmental Science and Engineering, China-America CRC for Environment & Health, Shandong University, Qingdao, 266237, China.
  • Li X; School of Environmental Science and Engineering, China-America CRC for Environment & Health, Shandong University, Qingdao, 266237, China.
  • He F; School of Environmental Science and Engineering, China-America CRC for Environment & Health, Shandong University, Qingdao, 266237, China.
  • Qi Y; School of Environmental Science and Engineering, China-America CRC for Environment & Health, Shandong University, Qingdao, 266237, China.
  • Zhang B; School of Chemistry and Materials Science, Ludong University, Yantai, 264025, China.
  • Liu R; School of Environmental Science and Engineering, China-America CRC for Environment & Health, Shandong University, Qingdao, 266237, China. Electronic address: rutaoliu@sdu.edu.cn.
Water Res ; 256: 121562, 2024 Jun 01.
Article en En | MEDLINE | ID: mdl-38604064
ABSTRACT
Halophenylacetamides (HPAcAms) have been identified as a new group of nitrogenous aromatic disinfection byproducts (DBPs) in drinking water, but the toxicity mechanisms associated with HPAcAms remain almost completely unknown. In this work, the cytotoxicity of HPAcAms in human hepatoma (HepG2) cells was evaluated, intracellular oxidative stress/damage levels were analyzed, their binding interactions with antioxidative enzyme were explored, and a quantitative structure-activity relationship (QSAR) model was established. Results indicated that the EC50 values of HPAcAms ranged from 2353 µM to 9780 µM, and the isomeric structure as well as the type and number of halogen substitutions could obviously induce the change in the cytotoxicity of HPAcAms. Upon exposure to 2-(3,4-dichlorophenyl)acetamide (3,4-DCPAcAm), various important biomarkers linked to oxidative stress and damage, such as reactive oxygen species, 8­hydroxy-2-deoxyguanosine, and cell apoptosis, exhibited a significant increase in a dose-dependent manner. Moreover, 3,4-DCPAcAm could directly bind with Cu/Zn-superoxide dismutase and induce the alterations in the structure and activity, and the formation of complexes was predominantly influenced by the van der Waals force and hydrogen bonding. The QSAR model supported that the nucleophilic reactivity as well as the molecular compactness might be highly important in their cytotoxicity mechanisms in HepG2 cells, and 2-(2,4-dibromophenyl)acetamide and 2-(3,4-dibromophenyl)acetamide deserved particular attention in future studies due to the relatively higher predicted cytotoxicity. This study provided the first comprehensive investigation on the cytotoxicity mechanisms of HPAcAm DBPs.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Agua Potable / Desinfección Límite: Humans Idioma: En Revista: Water Res Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Agua Potable / Desinfección Límite: Humans Idioma: En Revista: Water Res Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Reino Unido