Characterization of biliary metabolites of 4-n-nonylphenol in rainbow trout (Oncorhynchus mykiss)
| Autor: | Jean Pierre Cravedi, Laurent Debrauwer, Dinesh Rao, R. Thibaut |
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| Rok vydání: | 1998 |
| Předmět: |
Male
Health Toxicology and Mutagenesis Metabolite Toxicology Biochemistry High-performance liquid chromatography Gas Chromatography-Mass Spectrometry chemistry.chemical_compound Phenols Animals Bile Water Pollutants Biliary Tract Biotransformation Glucuronidase Pharmacology Chromatography Heptanoic acid General Medicine Metabolism Glucuronic acid Nonylphenol chemistry Oncorhynchus mykiss Rainbow trout |
| Zdroj: | Xenobiotica. 28:745-757 |
| ISSN: | 1366-5928 0049-8254 |
| DOI: | 10.1080/004982598239164 |
| Popis: | 1. [R-2,6-3H]-4-n-nonylphenol was synthesized and a single dose (5 mg, 1850 KBq) orally administered to rainbow trout. After 48 h, the radioactivity present in the bile amounted 5.5%. More than ten biliary metabolites were separated by hplc and collected for subsequent mass spectrometry analysis. The metabolic profile was totally modified by beta-glucuronidase hydrolysis, showing that most of the metabolites were glucuronic acid conjugates. 2. Conjugated metabolites were identified by lc-ms analysis and their aglycones were analysed by gc-ms analysis as TMS and acetyl derivatives. 3. The major metabolite accounted for 52+/-11% of the biliary radioactivity and was identified as nonylphenol-glucuronide. 4. Nonylphenol was hydroxylated at both omega and omega-1 positions of the alkyl chain, giving 9-hydroxynonylphenol and 8-hydroxynonylphenol. 5. 9-Hydroxynonylphenol was oxidized to the corresponding acid, and subsequently beta-oxidized, yielding 7-(4-hydroxyphenyl)heptanoic acid, 5-(4-hydroxyphenyl)pentanoic acid, 3-(4-hydroxyphenyl)propionic acid and 3-(4-hydroxyphenyl)-2-propenoic acid. |
| Databáze: | OpenAIRE |
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