Cross-species comparison of fluoxetine metabolism with fish liver microsomes

Chemosphere

Volumn 79, Issue 1, 2010, Pages 26-32

  Smith, Emily M ^a   Chu, Shaogang ^b   Paterson, Gordon ^b   Metcalfe, Chris D ^b   Wilson, Joanna Y ^a  

^a MCMASTER UNIVERSITY   (Canada)

^b TRENT UNIVERSITY   (Canada)

Author keywords

3 Methylcholanthrene; Carbamazepine; Cytochrome P450; Fish; Fluoxetine; Norfluoxetine

Indexed keywords

AMIDES; AQUATIC ORGANISMS; FISH; MAMMALS; METABOLITES; WASTEWATER TREATMENT;

3-METHYLCHOLANTHRENE; CARBAMAZEPINE; CYTOCHROME P450; FLUOXETINE; NORFLUOXETINE;

METABOLISM;

3 METHYLCHOLANTHRENE; CARBAMAZEPINE; CYTOCHROME P450; FLUOXETINE; NORFLUOXETINE;

CYTOCHROME; DRUG; ENZYME; FISH; INCUBATION; INDUSTRIAL WASTE; METABOLISM; METABOLITE; WASTEWATER;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CYPRINODONTIFORMES; DEMETHYLATION; DRUG DETERMINATION; DRUG ELIMINATION; DRUG METABOLISM; DRUG STRUCTURE; DRUG TRANSFORMATION; FEMALE; GOLDFISH; IN VITRO STUDY; LIVER METABOLISM; LIVER MICROSOME; MALE; METABOLIC CAPACITY; NONHUMAN; RAINBOW TROUT; RAT; SPECIES COMPARISON; TOXICOKINETICS; ZEBRA FISH;

CARASSIUS AURATUS; CYPRINODONTOIDEI; DANIO RERIO; MAMMALIA; ONCORHYNCHUS MYKISS; SALMONIDAE;

EID: 77249096785     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2010.01.058     Document Type: Article

References (39)

1. Andersson T., and Forlin L. Regulation of the cytochrome-P450 enzyme-system in fish. Aquat. Toxicol. 24 (1992) 1-19
2. Brambilla P., Cipriani A., Hotopf M., and Barbui C. Side-effect profile of fluoxetine in comparison with other SSRIs, tricyclic and newer antidepressants: a meta-analysis of clinical trial data. Pharmacopsychiatry 38 (2005) 69-77
3. Brooks B.W., Chambliss C.K., Stanley J.K., Ramirez A., Banks K.E., Johnson R.D., and Lewis R.J. Determination of select antidepressants in fish from an effluent-dominated stream. Environ. Toxicol. Chem. 24 (2005) 464-469
4. Buhler D.R., and Wang-Buhler J.L. Rainbow trout cytochrome P450s: purification, molecular aspects, metabolic activity, induction and role in environmental monitoring. Comp. Biochem. Physiol. 121 (1998) 107-137
5. Celander M., Leaver M.J., George S.G., and Forlin L. Induction of cytochrome P450 1A1 and conjugating enzymes in rainbow trout (Oncorhynchus mykiss) liver: a time course study. Comp. Biochem. Physiol. 106 (1993) 343-349
6. Chu S., and Metcalfe C.D. Analysis of paroxetine, fluoxetine and norfluoxetine in fish tissues using pressurized liquid extraction, mixed mode solid phase extraction cleanup and liquid chromatography-tandem mass spectrometry. J. Chromatogr. 1163 (2007) 112-118
7. Crawford D.L., and Oleksiak M.F. The biological importance of measuring individual variation. J. Exp. Biol. 210 (2007) 1613-1621
8. Daughton C.G., and Ternes T.A. Pharmaceuticals and personal care products in the environment: agents of subtle change?. Environ. Health Perspect. 107 Suppl 6 (1999) 907-938
9. Foran C.M., Weston J., Slattery M., Brooks B.W., and Huggett D.B. Reproductive assessment of Japanese medaka (Oryzias latipes) following a four-week fluoxetine (SSRI) exposure. Arch. Environ. Contam. Toxicol. 46 (2004) 511-517
10. Forlin L. Effects of clophen A50, 3-methylcholanthrene, pregnenolone-16 alpha-carbonitrile, and phenobarbital on the hepatic microsomal cytochrome P-450-dependent monooxygenase system in rainbow trout, Salmo gairdneri, of different age and sex. Toxicol. Appl. Pharmacol. 54 (1980) 420-430
11. Gagne F., Blaise C., and Andre C. Occurrence of pharmaceutical products in a municipal effluent and toxicity to rainbow trout (Oncorhynchus mykiss) hepatocytes. Ecotoxicol. Environ. Saf. 64 (2006) 329-336
12. Gould G.G., Brooks B.W., and Frazer A. [(3)H] citalopram binding to serotonin transporter sites in minnow brains. Basic Clin. Pharmacol. 101 (2007) 203-210
13. Hemeryck A., and Belpaire F.M. Selective serotonin reuptake inhibitors and cytochrome P-450 mediated drug-drug interactions: an update. Curr. Drug Metab. 3 (2002) 13-37
14. Hiemke C., and Hartter S. Pharmacokinetics of selective serotonin reuptake inhibitors. Pharmacol. Ther. 85 (2000) 11-28
15. Khetan S.K., and Collins T.J. Human pharmaceuticals in the aquatic environment: a challenge to Green Chemistry. Chem. Rev. 107 (2007) 2319-2364
16. Lajeunesse A., Gagnon C., and Sauve S. Determination of basic antidepressants and their N-desmethyl metabolites in raw sewage and wastewater using solid-phase extraction and liquid chromatography-tandem mass spectrometry. Anal. Chem. 80 (2008) 5325-5333
17. Lamas J.P., Salgado-Petinal C., Garcia-Jares C., Llompart M., Cela R., and Gomez M. Solid-phase microextraction-gas chromatography-mass spectrometry for the analysis of selective serotonin reuptake inhibitors in environmental water. J. Chromatogr. 1046 (2004) 241-247
18. Li K.M., Thompson M.R., and McGregor I.S. Rapid quantitation of fluoxetine and norfluoxetine in serum by micro-disc solid-phase extraction with high-performance liquid chromatography-ultraviolet absorbance detection. J. Chromatogr. B. 804 (2004) 319-326
19. Lindberg R.H., Wennberg P., Johansson M.I., Tysklind M., and Andersson B.A. Screening of human antibiotic substances and determination of weekly mass flows in five sewage treatment plants in Sweden. Environ. Sci. Technol. 39 (2005) 3421-3429
20. Lister A., Regan C., Van Zwol J., and Van Der Kraak G. Inhibition of egg production in zebrafish by fluoxetine and municipal effluents: a mechanistic evaluation. Aquat. Toxicol. 95 (2009) 320-329
21. Liu Z.Q., Zhu B., Tan Y.F., Tan Z.R., Wang L.S., Huang S.L., Shu Y., and Zhou H.H. O-Dealkylation of fluoxetine in relation to CYP2C19 gene dose and involvement of CYP3A4 in human liver microsomes. J. Pharmacol. Exp. Ther. 300 (2002) 105-111
22. Mennigen J.A., Martyniuk C.J., Crump K., Xiong H., Zhao E., Popesku J., Anisman H., Cossins A.R., Xia X., and Trudeau V.L. Effects of fluoxetine on the reproductive axis of female goldfish (Carassius auratus). Physiol. Genom. 35 (2008) 273-282
23. Mennigen J.A., Harris E.A., Chang J.P., Moon T.W., and Trudeau V.L. Fluoxetine affects weight gain and expression of feeding peptides in the female goldfish brain. Regul. Pept. 155 (2009) 99-104
24. Metcalfe C.D., Chu S., Judt C., Li H., Oakes K.D., Servos M.R., and Andrews D.M. Antidepressants and their metabolites in municipal wastewater, and downstream exposure in an urban watershed. Environ. Toxicol. Chem. 29 (2009) 79-89
25. Morando M.B., Medeiros L.R., and McDonald M.D. Fluoxetine treatment affects nitrogen waste excretion and osmoregulation in a marine teleost fish. Aquat. Toxicol. 93 (2009) 253-260
26. Nakamura Y., Yamamoto H., Sekizawa J., Kondo T., Hirai N., and Tatarazako N. The effects of pH on fluoxetine in Japanese medaka (Oryzias latipes): acute toxicity in fish larvae and bioaccumulation in juvenile fish. Chemosphere 70 (2008) 865-873
27. Oleksiak M.F., Roach J.L., and Crawford D.L. Natural variation in cardiac metabolism and gene expression in Fundulus heteroclitus. Nat. Genet. 37 (2005) 67-72
28. Paterson G., and Metcalfe C.D. Uptake and depuration of the anti-depressant fluoxetine by the Japanese medaka (Oryzias latipes). Chemosphere 74 (2008) 125-130
29. Pretti C., Salvetti A., Longo V., Giorgi M., and Gervasi P.G. Effects of B-naphthoflavone on the cytochrome P450 system, and phase II enzymes in gilthead seabream (Sparus aurata). Comp. Biochem. Phys. C 130 (2001) 133-144
30. Schultz M.M., and Furlong E.T. Trace analysis of antidepressant pharmaceuticals and their select degradates in aquatic matrixes by LC/ESI/MS/MS. Anal. Chem. 80 (2008) 1756-1762
31. Stanley J.K., Ramirez A.J., Chambliss C.K., and Brooks B.W. Enantiospecific sublethal effects of the antidepressant fluoxetine to a model aquatic vertebrate and invertebrate. Chemosphere 69 (2007) 9-16
32. Stegeman J.J., Hahn M.E., Weisbrod R., Woodin B.R., Joy J.S., Najibi S., and Cohen R.A. Induction of cytochrome P4501A1 by aryl hydrocarbon receptor agonists in porcine aorta endothelial cells in culture and cytochrome P4501A1 activity in intact cells. Mol. Pharmacol. 47 (1995) 296-306
33. Stuchal L.D., Kleinow K.M., Stegeman J.J., and James M.O. Demethylation of the pesticide methoxychlor in liver and intestine from untreated, methoxychlor-treated, and 3-methylcholanthrene-treated channel catfish (Ictalurus punctatus): evidence for roles of CYP1 and CYP3A family isozymes. Drug Metab. Dispos. 34 (2006) 932-938
34. Thomas P.E., Reik L.M., Ryan D.E., and Levin W. Induction of two immunochemically related rat liver cytochrome P-450 isozymes, cytochromes P-450c and P-450d, by structurally diverse xenobiotics. J. Biol. Chem. 258 (1983) 4590-4598
35. Vasskog T., Berger U., Samuelsen P.J., Kallenborn R., and Jensen E. Selective serotonin reuptake inhibitors in sewage influents and effluents from Tromso, Norway. J. Chromatogr. 1115 (2006) 187-195
36. Walker C.H. Species differences in microsomal monooxygenase activity and their relationship to biological half-lives. Drug Metab. Rev. 7 (1978) 295-323
37. White R.D., Shea D., and Stegeman J.J. Metabolism of the aryl hydrocarbon receptor agonist 3,3′,4,4′-tetrachlorobiphenyl by the marine fish scup (Stenotomus chrysops) in vivo and in vitro. Drug Metab. Dispos. 25 (1997) 564-572
38. Xu C., Li C.Y., and Kong A.N. Induction of phase I, II and III drug metabolism/transport by xenobiotics. Arch. Pharmacol. Res. 28 (2005) 249-268
39. Yamaguchi F., and Brenner S. Molecular cloning of 5-hydroxytryptamine (5-HT) type 1 receptor genes from the Japanese puffer fish, Fugu rubripes. Gene 191 (1997) 219-223