Metabolism of ibuprofen in zebrafish larvae

Xenobiotica

Volumn 42, Issue 11, 2012, Pages 1069-1075

  Jones, Huw S ^a   Trollope, Henry T ^b   Hutchinson, Thomas H ^c   Panter, Grace H ^b   Chipman, J Kevin ^a  

^a UNIVERSITY OF BIRMINGHAM   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

^c CENTRE FOR ENVIRONMENT   (United Kingdom)

Author keywords

Ibuprofen; Metabolism; Zebrafish

Indexed keywords

CYTOCHROME P450; DRUG METABOLITE; IBUPROFEN; WATER;

ARTICLE; CONTROLLED STUDY; DRUG METABOLISM; DRUG RETENTION; LARVA; METABOLIC BALANCE; NONHUMAN; RADIATION EXPOSURE; SCINTILLATION COUNTING; ZEBRA FISH;

ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; CHROMATOGRAPHY, LIQUID; IBUPROFEN; LARVA; MASS SPECTROMETRY; SCINTILLATION COUNTING; ZEBRAFISH;

DANIO RERIO; MAMMALIA;

EID: 84864611842     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.3109/00498254.2012.684410     Document Type: Article

References (35)

1. Alderton W, Berghmans S, Butler P, Chassaing H, Fleming A, Golder Z, Richards F, Gardner I. (2010). Accumulation and metabolism of drugs and CYP probe substrates in zebrafish larvae. Xenobiotica 40:547-557.
2. Al-Nasser IA. (2000). Ibuprofen-induced liver mitochondrial permeability transition. Toxicol Lett 111:213-218. (Pubitemid 30001875)
3. Arukwe A, Nordtug T, Kortner TM, Mortensen AS, Brakstad OG. (2008). Modulation of steroidogenesis and xenobiotic biotransformation responses in zebrafish (Danio rerio) exposed to water-soluble fraction of crude oil. Environ Res 107:362-370.
4. Behrens A, Schirmer K, Niels B, Bolsb C, Segnef H. (1998) Microassay for Rapid Measurement of 7-Ethoxyresorufin-O-Deethylase Activity in Intact Fish Hepatocytes. Mar Environ Res 46:1-5, 369-373. (Pubitemid 28434853)
5. Berghmans S, Hunt J, Roach A, Goldsmith P. (2007). Zebrafish offer the potential for a primary screen to identify a wide variety of potential anticonvulsants. Epilepsy Res 75:18-28. (Pubitemid 46856115)
6. Brown CM, Reisfeld B, Mayeno AN. (2008). Cytochromes P450: a structure-based summary of biotransformations using representative substrates. Drug Metab Rev 40:1-100. (Pubitemid 351220646)
7. Chen HC, Wang PL, Ding WH. (2008). Using liquid chromatographyion trap mass spectrometry to determine pharmaceutical residues in Taiwanese rivers and wastewaters. Chemosphere 72:863-869.
8. Clayton E, Taylor S, Wright B, Wilson I (1998). The application of high performance liquid chromatography, coupled to nuclear magnetic resonance spectroscopy and mass spectrometry (HPLCNMR- MS), to the characterisation of ibuprofen metabolites from human urine. Chromatographia 47:264-267.
9. Gagné F, Blaise C, André C. (2006). Occurrence of pharmaceutical products in a municipal effluent and toxicity to rainbow trout (Oncorhynchus mykiss) hepatocytes. Ecotoxicol Environ Saf 64:329-336. (Pubitemid 43817169)
10. Gomez CF, Constantine L, Moen M, Vaz A, Wang W, Huggett DB. (2011). Ibuprofen metabolism in the liver and gill of rainbow trout, Oncorhynchus mykiss. Bull Environ Contam Toxicol 86:247-251.
11. Gorge G, Nagel R. (1990). Kinetics and metabolism of 14C-lindane and 14C-atrazine in early life stages of zebrafish (Brachdanio rerio). Chemosphere 21:1125-1137.
12. Hamman M, Thompson G, Hall S. (1997). Regioselective and stereoselective metabolism of ibuprofen by human cytochrome P450 2C. Biochemical Pharmacology 54:33-41. (Pubitemid 27353220)
13. Johnson DW. (2005). Contemporary clinical usage of LC/MS: analysis of biologically important carboxylic acids. Clin Biochem 38:351-361. (Pubitemid 40342865)
14. Jones HS, Panter GH, Hutchinson TH, Chipman JK. (2010). Oxidative and conjugative xenobiotic metabolism in zebrafish larvae in vivo. Zebrafish 7:23-30.
15. Jönsson ME, Orrego R, Woodin BR, Goldstone JV, Stegeman JJ. (2007). Basal and 3,3′,4,4′,5-pentachlorobiphenyl-induced expression of cytochrome P450 1A, 1B and 1C genes in zebrafish. Toxicol Appl Pharmacol 221:29-41. (Pubitemid 46702278)
16. Kasprzyk-Hordern B, Dinsdale RM, Guwy AJ. (2008). The occurrence of pharmaceuticals, personal care products, endocrine disruptors and illicit drugs in surface water in South Wales, UK. Water Res 42:3498-3518.
17. Kern A, Bader A, Pichlmayr R, Sewing K. (1997). Drug metabolism in hepatocyte sandwich cultures of rats and humans. Biochemical Pharmacology 54: 761-772. (Pubitemid 27404677)
18. Kepp DR, Sidelmann UG, Tjørnelund J, Hansen SH. (1997). Simultaneous quantitative determination of the major phase I and II metabolites of ibuprofen in biological fluids by highperformance liquid chromatography on dynamically modified silica. J Chromatogr B Biomed Sci Appl 696:235-241. (Pubitemid 27387449)
19. Lindholst C, Wynne PM, Marriott P, Pedersen SN, Bjerregaard P. (2003). Metabolism of bisphenol A in zebrafish (Danio rerio) and rainbow trout (Oncorhynchus mykiss) in relation to estrogenic response. Comp Biochem Physiol C Toxicol Pharmacol 135:169-177. (Pubitemid 36835929)
20. Mattingly CJ, Toscano WA. (2001). Posttranscriptional silencing of cytochrome P4501A1 (CYP1A1) during zebrafish (Danio rerio) development. Dev Dyn 222:645-654. (Pubitemid 33136335)
21. Nallani GC, Paulos PM, Constantine LA, Venables BJ, Huggett DB. (2011). Bioconcentration of ibuprofen in fathead minnow (Pimephales promelas) and channel catfish (Ictalurus punctatus). Chemosphere 84:1371-1377.
22. Noury P, Geffard O, Tutundjian R, Garric J. (2006). Non destructive in vivo measurements of ethoxyresorufin biotransformation by zebrafish prolarva: development and application. Environmental Toxicology 21:324-331. (Pubitemid 44167703)
23. Organisation for Economic Cooperation and Development (OECD). (1992) Fish, early life stage test: 14 day study. Guideline 210. Paris, France: OECD.
24. Palmer PM, Wilson LR, O'Keefe P, Sheridan R, King T, Chen CY. (2008). Sources of pharmaceutical pollution in the New York City Watershed. Sci Total Environ 394:90-102.
25. Quintana JB, Weiss S, Reemtsma T. (2005). Pathways and metabolites of microbial degradation of selected acidic pharmaceutical and their occurrence in municipal wastewater treated by a membrane bioreactor. Water Res 39:2654-2664. (Pubitemid 40943299)
26. Reschly EJ, Bainy AC, Mattos JJ, Hagey LR, Bahary N, Mada SR, Ou J, Venkataramanan R, Krasowski MD. (2007). Functional evolution of the vitamin D and pregnane X receptors. BMC Evol Biol 7:222.
27. Richards FM, Alderton WK, Kimber GM, Liu Z, Strang I, Redfern WS, Valentin JP, Winter MJ, Hutchinson TH. (2008). Validation of the use of zebrafish larvae in visual safety assessment. J Pharmacol Toxicol Methods 58:50-58.
28. Tegeder I, Muth-Selbach U, Lötsch J, Rüsing G, Oelkers R, Brune K, Meller S, Kelm GR, Sörgel F, Geisslinger G. (1999). Application of microdialysis for the determination of muscle and subcutaneous tissue concentrations after oral and topical ibuprofen administration. Clin Pharmacol Ther 65:357-368. (Pubitemid 29196537)
29. Thibaut R, Porte C. (2008). Effects of fibrates, anti-inflammatory drugs and antidepressants in the fish hepatoma cell line PLHC-1: cytotoxicity and interactions with cytochrome P450 1A. Toxicol In Vitro 22:1128-1135.
30. Wang-Buhler JL, Lee SJ, Chung WG, Stevens JF, Tseng HP, Hseu TH, Hu CH, Westerfield M, Yang YH, Miranda CL, Buhler DR. (2005). CYP2K6 from zebrafish (Danio rerio): cloning, mapping, developmental/tissue expression, and aflatoxin B1 activation by baculovirus expressed enzyme. Comp Biochem Physiol C Toxicol Pharmacol 140:207-219. (Pubitemid 40723624)
31. Weigand C, Pflugmacher S, Oberemm A, Steinberg C. (2000). Activity development of selected detoxification enzymes during the ontogenesis of the zebrafish (Danio rerio). Int Rev Hydrobiol 85:413-422.
32. Wiegand C, Krause E, Steinberg C, Pflugmacher S. (2001). Toxicokinetics of atrazine in embryos of the zebrafish (Danio rerio). Ecotoxicol Environ Saf 49:199-205. (Pubitemid 32662273)
33. Winter MJ, Redfern WS, Hayfield AJ, Owen SF, Valentin JP, Hutchinson TH. (2008). Validation of a larval zebrafish locomotor assay for assessing the seizure liability of early-stage development drugs. J Pharmacol Toxicol Methods 57:176-187.
34. Xia K, Bhandari A, Das K, Pillar G. (2005). Occurrence and fate of pharmaceuticals and personal care products (PPCPs) in biosolids. J Environ Qual 34:91-104. (Pubitemid 40130044)
35. Yasuda S, Liu MY, Yang YS, Snow R, Takahashi S, Liu MC. (2006). Identification of novel hydroxysteroid-sulfating cytosolic SULTs, SULT2 ST2 and SULT2 ST3, from zebrafish: cloning, expression, characterization, and developmental expression. Arch Biochem Biophys 455:1-9. (Pubitemid 44602009)