Synthesis of trans-dihydronaphthalene-diol and evaluation of their use as standards for PAH metabolite analysis in fish bile by GC-MS

Autor: Daniela M. Pampanin, Magne O. Sydnes, I. Caroline Vaaland
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Environmental Engineering
Health
Toxicology and Mutagenesis

0208 environmental biotechnology
02 engineering and technology
010501 environmental sciences
Naphthalenes
Mass spectrometry
01 natural sciences
Gas Chromatography-Mass Spectrometry
chemistry.chemical_compound
polycyclic compounds
Environmental Chemistry
Animals
Bile
kjemi
Phenols
Polycyclic Aromatic Hydrocarbons
Matematikk og Naturvitenskap: 400::Kjemi: 440 [VDP]
0105 earth and related environmental sciences
Naphthalene
Chromatography
Water pollutants
Public Health
Environmental and Occupational Health

Fishes
General Medicine
General Chemistry
Pah exposure
Metabolite analysis
Pollution
020801 environmental engineering
chemistry
Gadus morhua
Fish
Gas chromatography–mass spectrometry
Water Pollutants
Chemical

Environmental Monitoring
Zdroj: Chemosphere
Popis: Phenols and trans-1,2-dihydro-1,2-diols are metabolites commonly formed in vivo in fish upon exposure to polycyclic aromatic hydrocarbons (PAHs). These metabolites are excreted via the bile and gas chromatography-mass spectrometry (GC-MS) analysis of bile is becoming more frequently used for evaluating PAH exposure levels in fish. Current protocols focus on the detection and quantification of phenols formed during in vivo oxidation of PAHs, leaving out analyses and quantification of other oxidation products such as trans-1,2-dihydro-1,2-diols, potentially underestimating exposure levels. Herein, four trans-1,2-dihydro-1,2-diols, namely trans-1,2-dihydronaphthalene-1,2-diol, trans-6-methyl-1,2-dihydronaphthalene-1,2-diol, trans-5,7-dimethyl-1,2-dihydronaphthalene-1,2-diol, and trans-4,6,7-trimethyl-1,2-dihydronaphthalene-1,2-diol, were successfully prepared and used as standards in the GC-MS analysis, aiming to further develop this qualitative and quantitative analytical method for the determination of PAH exposures. This study shows that the currently used GC-MS analysis, including sample workup, is not suitable for determining the quantity of the corresponding diols derived from naphthalene and methylated naphthalenes. Alternative approaches are needed to provide a correct estimate of PAH exposure levels. publishedVersion
Databáze: OpenAIRE