Gemfibrozil modulates cytochrome P450 and peroxisome proliferation-inducible enzymes in the liver of the yellow European eel (Anguilla anguilla)

Environmental Science and Pollution Research

Volumn 21, Issue 2, 2014, Pages 862-871

  Lyssimachou, Angeliki ^a   Thibaut, Rémi ^a   Gisbert, Enric ^b   Porte, Cinta ^a  

^a INSTITUTE OF ENVIRONMENTAL ASSESSMENT AND WATER RESEARCH   (Spain)

^b IRTA   (Spain)

Author keywords

Acyl CoA oxidase; Catalase; CYP1A; CYP3A; European eel; Fatty acid hydroxylation; Gemfibrozil; Steroid esterification

Indexed keywords

CYTOCHROME; DRUG; EEL; ENZYME ACTIVITY; LIPID; RODENT; SAMPLING;

ANGUILLA ANGUILLA; RODENTIA;

ANTILIPEMIC AGENT; CARCINOGEN; CYTOCHROME P450; GEMFIBROZIL; GLUTATHIONE TRANSFERASE; OXIDOREDUCTASE; PEROXISOMAL ACYL COA OXIDASE; PEROXISOMAL ACYL-COA OXIDASE;

ANGUILLA (FISH); ANIMAL; ARTICLE; DRUG EFFECT; EEL; ENZYMOLOGY; HUMAN; LIVER; METABOLISM; OXIDATION REDUCTION REACTION; PEROXISOME; PHYSIOLOGY; WATER POLLUTANT;

ANGUILLA; ANIMALS; CARCINOGENS; CYTOCHROME P-450 ENZYME SYSTEM; EELS; GEMFIBROZIL; GLUTATHIONE TRANSFERASE; HUMANS; HYPOLIPIDEMIC AGENTS; LIVER; OXIDATION-REDUCTION; OXIDOREDUCTASES; PEROXISOMES; WATER POLLUTANTS, CHEMICAL;

EID: 84891623812     PISSN: 09441344     EISSN: 16147499     Source Type: Journal    
DOI: 10.1007/s11356-013-1944-y     Document Type: Article

References (49)

1. Andreozzi R, Raffaele M, Nicklas P (2003) Pharmaceuticals in STP effluents and their solar photodegradation in aquatic environment. Chemosphere 50: 1319-1330.
2. Bentley P, Calder I, Elcombe C, Grasso P, Stringer D, Wiegand H-J (1993) Hepatic peroxisome proliferation in rodents and its significance for humans. Food Chem Tox 31: 857-907.
3. Brown JN, Paxeus N, Förlin L, Larsson DGJ (2007) Variations in bioconcentration of human pharmaceuticals from sewage effluents into fish blood plasma. Environ Toxicol Pharmacol 24: 267-274.
4. Buhler DR, Wang-Buhler J-L (1998) Rainbow trout cytochrome P450s: purification, molecular aspects, metabolic activity, induction and role in environmental monitoring. Comp Biochem Physiol 121C: 107-137.
5. Clark DJ, George SG, Burchell B (1992) Multiplicity of UDP-glucuronosyltranserases in fish. Purification of UDP-glucuronosyltranserase from the liver of a marine teleost, Pleuronectes platessa. Biochem J 284: 417-423.
6. Fan L-Q, You L, Brown-Borg H, Brown S, Edwards RJ, Corton JC (2004) Regulation of phase I and phase II steroid metabolism enzymes by PPARα activators. Toxicology 204: 109-121.
7. Gagné F, Blaise C, André C (2006) Occurrence of pharmaceutical products in municipal effluent and toxicity to rainbow trout (Oncorhynchus mykiss) hepatocytes. Ecotox Environ Saf 64: 329-336.
8. Gorbi S, Regoli F (2004) Induction of cytochrome P4501A and biliary PAH metabolites in European eel Anguilla anguilla: seasonal, dose- and time-response variability in field and laboratory conditions. Mar Environ Res 58: 511-515.
9. Habig WH, Pabst MJ, Jokoby MB (1974) Glutathione-S-transferase. The first enzymatic step in mercapturic acid formation. J Biol Chem 249: 7130-7139.
10. He S, Liang X-F, Qu C-M, Huang W, Shen D, Zhang W-B, Mai K-S (2012) Identification, organ expression and ligand-dependent expression levels of peroxisome proliferator activated receptors in grass carp (Ctenopharyngodon idella). Comp Biochem Physiol 155C: 381-388.
11. Janer G, Mesia-Vela S, Wintermyer ML, Cooper KR, Kauffman FC, Porte C (2004) Esterification of vertebrate-like steroids in the eastern oyster (Crassostrea virginica). Mar Environ Res 28: 481-484.
12. Kazeto Y, Place AR, Trand JM (2004) Effects of endocrine disrupting chemicals on the expression of CYP19 genes in zebrafish (Danio rerio) juveniles. Aquat Toxicol 69: 25-34.
13. Koplin DW, Furlong ET, Meyer MT, Thurman EM, Zaugg SD, Barber LB, Buxton HT (2002) Pharmaceuticals, hormones, and other organic wastewater contaminants in U. S. streams, 1999-2000: a national reconnaissance. Environ Sci Technol 36: 1202-1211.
14. Krey G, Braissant O, L'Horset F, Kalkhoven E, Perroud M, Parker MG, Wahli W (2007) Fatty acids, eicosanoids, and hypolipidemic agents identified as ligands of peroxisome proliferator-activated receptors by coactivator-dependent receptor ligand assay. Mol Endocrinol 11: 779-791.
15. Lazarow PB, Duve C (1976) A fatty acyl-CoA oxidising system in rat liver peroxisome; enhancement by clofibrate, a hypolipidemic drug. Proc Nat Ac Sci 73: 2043-2046.
16. Lin AY, Reinhard M (2005) Photodegradation of common environmental pharmaceuticals and estrogens in river water. Environ Toxicol Chem 24: 1303-1309.
17. Livingstone DR, Lips F, Garcia Martinez P, Pipe RK (1992) Antioxidant enzymes in the digestive gland of the common mussel Mytilus edulis. Mar Biol 112: 265-276.
18. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ (1951) Protein measurement with the Folin phenol reagent. J Biol Chem 193: 265-275.
19. Mahata SC, Mitsuo R, Aoki J-Y, Kato H, Itakura T (2003) Two forms of cytochrome P450 cDNA from 3-methylcholanthrene-treated European eel Anguilla anguilla. Fish Sci 69: 615-624.
20. Matsuo AYO, Gallagher EP, Trute M, Stapleton PL, Lavado R, Schlenk D (2008) Characterization of Phase I biotransformation enzymes in coho salmon (Oncorhynchus kisutch). Comp Biochem Physiol 147C: 78-84.
21. Mimeault C, Woodhouse AJ, Miao XS, Metcalfe CD, Moon TW, Trudeau VL (2005) The human lipid regulator, gemfibrozil bioconcentrates and reduces testosterone in goldfish Carassius auratus. Aquat Toxicol 73: 44-54.
22. Mimeault C, Trudeau VL, Moon TW (2006) Waterborne gemfibrozil challenges the hepatic antioxidant defence system and down-regulates peroxisome proliferator-activated receptor beta (PPARβ) mRNA levels in male goldfish (Carassius auratus). Toxicology 228: 140-150.
23. Prindiville JS, Mennigen JA, Zamora JM, Moon TW, Weber J-M (2011) The fibrate drug gemfibrozil disrupts lipoprotein metabolism in rainbow trout. Toxicol Appl Pharmacol 251: 201-208.
24. Rader DJ, Haffner SM (1999) Roles of fibrates in the management of hypertriglyceridemia. Am J Cardiol 83: 30F-35F.
25. Ramirez AJ, Brain RA, Usenko S, Mottaleb MA, O'Donnell JG, Stahl LL, Wathen JB, Snyder BD, Pitt JL, Perez-Hurtado P, Dobbins LL, Brooks BW, Chambliss CK (2009) Occurrence of pharmaceuticals and personal care products in fish: results of a national pilot study in the United States. Environ Toxicol Chem 28: 2587-2597.
26. Reddy JK, Hashimoto T (2001) Peroxisomal β-oxidation and peroxisome proliferator-activated receptor α: an adaptive metabolic system. Annu Rev Nutr 21: 193-230.
27. Runnalls TJ, Hala DN, Sumpter JP (2007) Preliminary studies into the effects of the human pharmaceutical clofibric acid on sperm parameters in adult fathead minnow. Aquat Toxicol 84: 111-118.
28. Ruyter B, Andersen Ø, Dehli A, Farrants AÖ, Gjøen T, Thomassen MS (1997) Peroxisome proliferator activated receptors in Atlantic salmon (Salmo salar): effects on PPAR transcription and acyl-CoA oxidase activity in hepatocytes by peroxisome proliferators and fatty acids. Biochim Biophys Acta 1348: 331-338.
29. Sallustio BC, Fairchild BA (1995) Biosynthesis, characterisation and direct high-performance liquid chromatographic analysis of gemfibrozil 1-O-beta-acylglucuronide. J Chromatography B 665: 345-353.
30. Sausen PJ, Teets VJ, Voss KS, Miller RT, Cattley RC (1995) Gemfibrozil-induced peroxisome proliferation and hepatomegaly in male F344 rats. Cancer Lett 97: 263-268.
31. Scarano LJ, Calabrese EJ, Kostecki PT, Baldwin LA, Leonard DA (1994) Evaluation of a rodent peroxisome proliferator in two species of freshwater fish: rainbow trout (Onchorynchus mykiss) and Japanese medaka (Oryzias latipes). Ecotoxicol Environ Saf 29: 13-19.
32. Schlezinger JJ, Stegeman JJ (2000) Dose and inducer-dependent induction of cytochrome P450 1A in endothelia of the eel, including in the swimbladder rete mirable, a model microvascular structure. Drug Metab Dispos 28: 701-708.
33. Simpson AE (1997) The cytochrome P450 4 (CYP4) family. Gen Pharmacol 28: 351-359.
34. Skolness SY, Durhan EJ, Jensen KM, Kahl MD, Makynen EA, Villeneuve DL, Ankley GT (2012) Effects of gemfibrozil on lipid metabolism, steroidogenesis, and reproduction in the fathead minnow (Pimephales promelas). Environ Toxicol Chem 31: 2615-2624.
35. Small GM, Burdett K, Connock MJ (1985) A sensitive spectrophotometric assay for peroxisomal acyl-CoA oxidase. Biochem J 227: 205-210.
36. Spencer CM, Barradell LB (1996) Gemfibrozil-a reappraisal of its pharmacological properties and place in the management of dyslipidaemia. Drugs 51: 982-1018.
37. Stumpf M, Ternes TA, Wilken RD, Rodrigues SV, Baumann W (1999) Polar drug residues in sewage and natural waters in the state of Rio de Jainero, Brazil. Sci Total Environ 225: 135-141.
38. Ternes TA, Stumpf M, Mueller J, Haberer K, Wilken RD, Servos M (1999) Behaviour and occurrence of estrogens in municipal sewage treatment plants-I. Investigations in Germany, Canada and Brazil. Sci Total Environ 225: 81-90.
39. Thibaut R, Debrauwer L, Perdu E, Goksøyr A, Cravedi J, Arukwe A (2002) Regio-specific hydroxylation of nonylphenol and the involvement of CYP2K- and CYP2M-like iso-enzymes in Atlantic salmon (Salmo salar). Aquat Toxicol 56: 177-190.
40. Thibaut R, Porte C (2004) Effects of endocrine disruptors on sex steroid synthesis and metabolism pathways in fish. J Steroid Biochem Mol Biol 92: 485-494.
41. Thibaut R, Schnell S, Porte C (2006) The interference of pharmaceuticals with endogenous and xenobiotic metabolising enzymes in carp liver: an in-vitro study. Environ Sci Technol 40: 5154-5160.
42. Vaccaro E, Salvetti A, del Carratore R, Nencioni S, Longo V, Gervasi PG (2007) Cloning, tissue expression, and inducibility of CYP 3A79 from seabass (Dicentrarchus labrax). J Biochem Mol Toxicol 21: 32-39.
43. van der Oost R, Goksøyr A, Celander M, Heida H, Vermeulen NPE (1996) Biomonitoring of aquatic pollution with feral eel (Anguilla anguilla) II. Biomarkers: pollution-induced biochemical responses. Aquat Toxicol 36: 189-222.
44. Wang-Buhler J-L, 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 140C: 207-219.
45. Weston A, Caminada D, Galicia H, Fent K (2009) Effects of lipid-lowering pharmaceuticals bezafibrate and clofibric acid on lipid metabolism in fathead minnow (Pimephales promelas). Environ Toxicol Chem 28: 2648-2655.
46. Xu S, Zhu BT, Conney AH (2001) Stimulatory effect of clofibrate and gemfibrozil administration on the formation of fatty acid esters of estradiol by rat liver. J Pharmacol Exp Ther 296: 188-197.
47. Xu S, Zhu BT, Conney AH (2002) Effect of clofibrate administration on the esterification and deesterification of steroid hormones by liver and extrahepatic tissues in rats. Biochem Pharmacol 63: 985-992.
48. Yang J, Kostecki PT, Calabrese EJ, Baldwin LA (1990) Induction of peroxisome proliferation in rainbow trout exposed to ciprofibrate. Toxicol Appl Pharmacol 104: 476-482.
49. Zimetbaum P, Frishman WH, Kahn S (1991) Effects of gemfibrozil and other fibric acid-derivatives on blood lipids and lipoproteins. J Clin Pharmacol 31: 25-37.