Investigation by mass spectrometry and 32P post-labelling of DNA adducts formation from 1,2-naphthoquinone, an oxydated metabolite of naphthalene
| Autor: | Isabelle Vaudorne, Victor Babin, Claire Lopez-Piffet, Stéphanie Lagadu, Adeline Clergé, Thomas Cailly, Raphaël Delépée, Sonnich Meier, Jérémie Le Goff |
|---|---|
| Přispěvatelé: | Centre d'Etudes et de Recherche sur le Médicament de Normandie (CERMN), Université de Caen Normandie (UNICAEN), Normandie Université (NU)-Normandie Université (NU), Aliments Bioprocédés Toxicologie Environnements (ABTE), Normandie Université (NU)-Normandie Université (NU)-Université de Rouen Normandie (UNIROUEN), Normandie Université (NU), ADn'tox, Institute of Marine Research [Bergen] (IMR), University of Bergen (UiB) |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Environmental Engineering
Stereochemistry Health Toxicology and Mutagenesis Metabolite 0208 environmental biotechnology Deamination 02 engineering and technology 010501 environmental sciences Tandem mass spectrometry 01 natural sciences High-performance liquid chromatography chemistry.chemical_compound [CHIM.ANAL]Chemical Sciences/Analytical chemistry Environmental Chemistry Deoxyguanosine Carcinogen ComputingMilieux_MISCELLANEOUS 0105 earth and related environmental sciences Naphthalene Chemistry Public Health Environmental and Occupational Health General Medicine General Chemistry 1 2-Naphthoquinone Pollution 3. Good health 020801 environmental engineering |
| Zdroj: | Chemosphere Chemosphere, Elsevier, 2021, 263, pp.128079. ⟨10.1016/j.chemosphere.2020.128079⟩ Chemosphere, Elsevier, 2020, ⟨10.1016/j.chemosphere.2020.128079⟩ |
| ISSN: | 0045-6535 |
| Popis: | International audience; Naphthalene is the simplest representative of polycyclic aromatic hydrocarbons (PAHs). It is detected as major pollutant in the different compartments of the environment. This compound is considered by the international agency for research on cancer (IARC), the specialized cancer agency of the World Health Organisation (WHO), as a possible carcinogenic (group 2B) since 2002, mainly based on studies on chronic inhalation in rodent by the national toxicology program of the U.S. department of health and human services. In humans, its main metabolites correspond to derivatives substituted in position and 1 and 2 as 1,2-naphthoquinone (1,2-NphQ). Based on previous studies, 1,2-NphQ is supposed to react with DNA to form mostly depurinating adducts, a possible initiating step of carcinogenicity. To confirm this potentiality, adducts were synthetized by the reaction of 1,2-NphQ with 2'-deoxyguanosine (2'-dG) in N,N-dimethylformamide (DMF), water and calf thymus DNA. 2'-dG adducts were analyzed by 32P post-labelling, HPLC with ultra-violet detection and ultra-performance liquid chromatography coupled to tandem mass spectrometry (UHPLC-MS/MS). We found stable DNA adducts detected in DNA. We proposed a formation mechanism by a 1,4-Michael addition with 2'-dG. Adducts with 2'-deoxyxanthosine are formed after a spontaneous deamination of 2'-dG. These adducts are good candidates as biomarkers allowing evaluation of exposure to naphthalene and its derivatives in the development of pathologies such as cancer |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect