Which Molecular Features Affect the Intrinsic Hepatic Clearance Rate of Ionizable Organic Chemicals in Fish?

Autor: Chen Y; Institute for Risk Assessment Sciences, Utrecht University , Utrecht, 3508 TD, The Netherlands., Hermens JL; Institute for Risk Assessment Sciences, Utrecht University , Utrecht, 3508 TD, The Netherlands., Jonker MT; Institute for Risk Assessment Sciences, Utrecht University , Utrecht, 3508 TD, The Netherlands., Arnot JA; Department of Physical and Environmental Sciences, University of Toronto Scarborough , Toronto, Ontario M1C 1A4, Canada.; ARC Arnot Research and Consulting , Toronto, Ontario M4M 1W4, Canada., Armitage JM; Department of Physical and Environmental Sciences, University of Toronto Scarborough , Toronto, Ontario M1C 1A4, Canada.; ARC Arnot Research and Consulting , Toronto, Ontario M4M 1W4, Canada., Brown T; ARC Arnot Research and Consulting , Toronto, Ontario M4M 1W4, Canada., Nichols JW; US Environmental Protection Agency , Office of Research and Development, National Health and Environmental Effects Research Laboratory, Mid-Continent Ecology Division, Duluth, Minnesota 55804, United States., Fay KA; US Environmental Protection Agency , Office of Research and Development, National Health and Environmental Effects Research Laboratory, Mid-Continent Ecology Division, Duluth, Minnesota 55804, United States., Droge ST; Institute for Risk Assessment Sciences, Utrecht University , Utrecht, 3508 TD, The Netherlands.
Jazyk: angličtina
Zdroj: Environmental science & technology [Environ Sci Technol] 2016 Dec 06; Vol. 50 (23), pp. 12722-12731. Date of Electronic Publication: 2016 Nov 04.
DOI: 10.1021/acs.est.6b03504
Abstrakt: Greater knowledge of biotransformation rates for ionizable organic compounds (IOCs) in fish is required to properly assess the bioaccumulation potential of many environmentally relevant contaminants. In this study, we measured in vitro hepatic clearance rates for 50 IOCs using a pooled batch of liver S9 fractions isolated from rainbow trout (Oncorhynchus mykiss). The IOCs included four types of strongly ionized acids (carboxylates, phenolates, sulfonates, and sulfates), three types of strongly ionized bases (primary, secondary, tertiary amines), and a pair of quaternary ammonium compounds (QACs). Included in this test set were several surfactants and a series of beta-blockers. For linear alkyl chain IOC analogues, biotransformation enzymes appeared to act directly on the charged terminal group, with the highest clearance rates for tertiary amines and sulfates and no clearance of QACs. Clearance rates for C 12 -IOCs were higher than those for C 8 -IOC analogues. Several analogue series with multiple alkyl chains, branched alkyl chains, aromatic rings, and nonaromatic rings were evaluated. The likelihood of multiple reaction pathways made it difficult to relate all differences in clearance to specific molecular features the tested IOCs. Future analysis of primary metabolites in the S9 assay is recommended to further elucidate biotransformation pathways for IOCs in fish.
Databáze: MEDLINE