Epoxidation is the preferred pathway of first-stage metabolism of abiraterone acetate in brown bullhead (Ameiurus nebulosus)
Language English Country Germany Media print-electronic
Document type Journal Article
Grant support
NPU I Lo1509
ministry of education of the Czech Republic
LM2015051
ministry of education of the Czech Republic
CZ.02.1.01/0.0/16013/0001761
ministry of education of the Czech Republic
CZ.2.16/3.1.00/24023
Prague city hall
PubMed
31656995
DOI
10.1007/s11356-019-06568-y
PII: 10.1007/s11356-019-06568-y
Knihovny.cz E-resources
- Keywords
- Abiraterone acetate, Ameiurus nebulosus, Epoxidation, Fish, HPLC/MS, Metabolites, NMR,
- MeSH
- Abiraterone Acetate metabolism MeSH
- Hydrocarbons, Aromatic metabolism MeSH
- Mass Spectrometry MeSH
- Ictaluridae physiology MeSH
- Antineoplastic Agents metabolism MeSH
- Chromatography, High Pressure Liquid MeSH
- Animals MeSH
- Check Tag
- Animals MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Abiraterone Acetate MeSH
- Hydrocarbons, Aromatic MeSH
- Antineoplastic Agents MeSH
Twenty juvenile individuals of brown bullhead (Ameiurus nebulosus), average weight 77 g, were fed by abiraterone acetate prodrug dissolved in olive oil via gastric probe. Dose applied was 3 mg/10 g fish weight. After feeding, they were let out into aquarium and kept there for 3 days. Aquarium water containing excreted metabolites was extracted, and sample was purified and finally analyzed by means of HPLC/MS. Expected both primary (products of hydroxylation) and secondary (products of glucuronidation and sulfatation) metabolites of abiraterone acetate were identified. The NMR measurement of one of the prevailing metabolites presumed to be one of possible hydroxy-abiraterones discovered that it is not hydroxy-abiraterone but abiraterone 16,17-epoxide. Closer analysis of MS2 and MS3 spectra revealed that one of presumed hydroxy-abiraterone acetates and also some secondary metabolites are probably 16,17-epoxides.
Masaryk University Brno RECETOX Kamenice 126 3 625 00 Brno Czech Republic
Prague Institute of Chemical Technology Technická 5 166 28 Prague 6 Czech Republic
Teva Czech Industries s r o Ostravská 29 747 70 Opava Komárov Czech Republic
See more in PubMed
J Endocrinol. 2010 Sep;206(3):317-25 PubMed
Steroids. 1992 Dec;57(12):593-616 PubMed
Drug Metab Dispos. 2008 Nov;36(11):2307-15 PubMed
J Biol Chem. 1986 Mar 5;261(7):3200-7 PubMed
J Endocrinol. 2013 Feb 25;216(3):375-88 PubMed
Steroids. 1992 Dec;57(12):617-23 PubMed
Drug Metab Dispos. 2000 Nov;28(11):1279-83 PubMed
Gen Comp Endocrinol. 2007 Aug-Sep;153(1-3):392-400 PubMed
Crit Rev Toxicol. 2000 Jan;30(1):71-133 PubMed
J Steroid Biochem Mol Biol. 2011 Nov;127(3-5):167-75 PubMed
Environ Sci Pollut Res Int. 2019 Jul;26(20):20316-20324 PubMed
Toxicol Appl Pharmacol. 1972 Jan;21(1):89-97 PubMed