Phase 1 and phase 2 metabolic activities along the small intestine in adult male sheep

Journal of Veterinary Pharmacology and Therapeutics

Volumn 33, Issue 6, 2010, Pages 537-545

  Mate L ^a   Virkel, G ^a   Lifschitz, A ^a   Sallovitz, J ^a   Ballent, M ^a   Lanusse, C ^a  

^a Facultad de Ciencias Naturales e Instituto M Lillo   (Argentina)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOPHENAZONE; CARBONYL REDUCTASE; CARBOXYLESTERASE; CHLORPHENIRAMINE; CYTOCHROME P450; DIMETHYLANILINE MONOOXYGENASE; ERYTHROMYCIN; GLUCURONOSYLTRANSFERASE; GLUTATHIONE TRANSFERASE; LIVER ENZYME; MENADIONE; N DEMETHYLASE; THIAMAZOLE; TROLEANDOMYCIN;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BIOCHEMISTRY; BIOTRANSFORMATION; CELL FRACTIONATION; DEMETHYLATION; DRUG METABOLISM; DUODENUM; ENZYME ACTIVITY; ILEUM; INTESTINE MUCOSA; JEJUNUM; LIVER CELL; MICROSOME; NONHUMAN; PRIORITY JOURNAL; SMALL INTESTINE; SULFOXIDATION; XENOBIOTIC METABOLISM;

OVIS ARIES;

EID: 78349302716     PISSN: 01407783     EISSN: 13652885     Source Type: Journal    
DOI: 10.1111/j.1365-2885.2010.01177.x     Document Type: Article

References (64)

1. Benet, L., Izumi, T., Zhang, Y., Silverman, J. & Wacher, V. (1999) Intestinal MDR transport and P-450 enzymes as barriers to oral drug delivery. Journal of Controlled Release, 62, 25-31.
2. Bock, W., Clausruch, U.C.W., Kaufmann, R., Lilenblum, W., Oesch, F., Pfeil, H. & Platt, L. (1979) Functional heterogeneity of UDP-glucuronyltransferase in rat tissues. Biochemical Pharmacology, 29, 495-500.
3. Burke, D. & Mayer, R. (1974) Ethoxiresorufin: direct fluorometric assay of a microsomal O- dealkylation which is preferentially inducible by 3-methylcholanthrene. Drug Metabolism and Disposition, 2, 583-588.
4. Can Demirdöǧen, B. & Adali, O. (2005) Characterization and modulation by drugs of sheep liver microsomal flavin monooxygenase activity. Cell Biochemistry and Function, 23, 245-251.
5. Cantiello, M., Carletti, M., Dacasto, M., Martin, P., Pineau, T., Capolongo, F., Gardini, G. & Nebbia, C. (2008) Cytochrome P450 inhibition profile in liver of veal calves administered a combination of 17beta-estradiol, clenbuterol, and dexamethasone for growth-promoting purposes. Food Chemistry and Toxicology, 46, 2849-2855.
6. De Corte-Baeten, K. & Debackere, M. (1978) The non-absorption of chloramphenicol after oral administration in adult ruminants: a tentative explanation from in vitro studies. Journal of Veterinary Pharmacology and Therapeutics, 1, 129-134.
7. Dent, G., Netter, K. & Gibson, J. (1976) The induction of hepatic microsomal metabolism in rats following acute administration of a mixture of polybrominated biphenyls. Toxicology and Applied Pharmacology, 38, 237-249.
8. Dixit, A. & Roche, T. (1984) Spectrophotometric assay of the flavin-containing monooxygenase and changes in its activity in female mouse liver with nutritional and diurnal conditions. Archives of Biochemistry and Biophysics, 233, 50-63.
9. Dupuy, J., Larrieu, G., Braun, J.P., Alvinerie, M. & Galtier, P. (2001) Differential effects of phenobarbital on the constitutive and inducible expression of P450 2B and 3A subfamilies in sheep tissues. Canadian Journal of Physiology and Pharmacology, 79, 848-853.
10. Eaton, D. & Bammler, T. (1999) Concise review of the glutathione S-transferases and their significance to toxicology. Toxicological Sciences, 49, 156-164.
11. El Sheikh, H., Ali, B., Homeida, A. & Hapke, H. (1991) Activities of glutathione-S-transferase and ethoxycoumarin-O-deethylase in tissues of camels, sheep, goats and rats. Comparative Biochemistry and Physiology C, 98, 293-297.
12. Fasco, M., Silkworth, J., Dunbar, D. & Kaminsky, L.S. (1993) Rat small intestinal cytochromes P450 probed by warfarin metabolism. Molecular Pharmacology, 43, 226-233.
13. Fink-Gremmels, J. (2008) Implications of hepatic cytochrome P450-related biotransformation process in veterinary sciences. European Journal of Pharmacology, 585, 502-509.
14. Fink-Gremmels, J. & Van Miert, A. (1996) Species differences in biotransformation: conventional models in unconventional species. Experimental and Toxicologic Pathology, 48 (Suppl. II), 120-127.
15. Fisher, M.B., Paine, M.F., Strelevitz, T.J. & Wrighton, S.A. (2001) The role of hepatic and extrahepatic UDP-glucuronosyltransferases in human drug metabolism. Drug Metabolism Reviews, 33, 273-297.
16. Galtier, P. & Alvinerie, M. (1996) Pharmacological basis for hepatic drug metabolism in sheep. Veterinary Research, 27, 363-372.
17. Giantin, M., Carletti, M., Capolongo, F., Pegolo, S., Lopparelli, R.M., Gusson, F., Nebbia, C., Cantiello, M., Martin, P., Pineau, T. & Dacasto, M. (2008) Effect of breed upon cytochrome P450 and phase II enzyme expressión in cattle liver. Drug Metabolism and Disposition, 36, 885-893.
18. Gonzalez-Covarrubias, V., Ghosh, D., Lakhman, S., Pendyala, L. & Blanco, J. (2007) A functional genetic polymorphism on human carbonyl reductases 1 (CBR V88I) impacts on catalytic activity and NADPH binding affinity. Drug Metabolism and Disposition, 35, 973-980.
19. Gottmanns, H., Kroker, R. & Ungemach, F. (1991) Investigations on the biotransformation of mebendazole using an isolated perfused rat gut system. Xenobiotica, 21, 1431-1439.
20. Gregory, P.A., Lewinsky, R.H., Gardner-Stephen, D.A. & Mackenzie, P.I. (2004) Regulation of UDP glucuronosyltransferases in the gastrointestinal tract. Toxicology and Applied Pharmacology, 199, 354-363.
21. Gusson, F., Carletti, M., Albo, G., Dacasto, M. & Nebbia, C. (2006) Comparison of hydrolytic and conjugative biotransformation pathways in horse, cattle, pigs, broiler chicks, rabbit and rat liver subcellular fractions. Veterinary Research Communications, 30, 271-283.
22. Habig, W., Pabst, M. & Jakobi, W. (1974) Glutathione S-transferase, the first enzymatic step in mercapturic acid formation. Journal of Biological Chemistry, 249, 7130-7139.
23. Hayes, J.D., Flanagan, J.U. & Jowsey, I.R. (2005) Glutathione transferases. Annual Review of Pharmacology and Toxicology, 45, 51-88.
24. Huan, J., Miranda, C., Buhler, D. & Cheeke, P. (1998) Species differences in the hepatic microsomal enzyme metabolism of the pyrrolizidine alkaloids. Toxicology Letters, 99, 127-137.
25. Ioannides, C. (2006) Cytochrome P450 expression in the liver of food-producing animals. Current Drug Metabolism, 7, 335-348.
26. Iwano, H., Yotsumoto, N., Yokota, H. & Yuasa, A. (2001) cDNA cloning and expression of a bovine phenol UDP-glucuronosyltransferase, BovUGT1A6. Life Sciences, 68, 2131-2139.
27. Kaminski, L.S. & Zhang, Q.Y. (2003) The small intestine as a xenobiotic-metabolizing organ. Drug Metabolism and Disposition, 31, 1520-1525.
28. Kaminsky, L.S. & Fasco, M. (1991) Small intestinal cytochromes P450. Critical Reviews in Toxicology, 21, 407-422.
29. Kobayashi, T., Tatano, A., Yokota, H., Onaga, T., Watanabe, T. & Yuasa, A. (1999) Small intestinal UDP-glucuronosyltransferase sheUGT1A07: partial purification and cDNA cloning from sheep small intestine. Archives of Biochemistry and Biophysics, 364, 143-152.
30. Kolars, J., Lown, K., Schmiedlin-Ren, P., Ghosh, M., Fang, C., Wrighton, S., Merion, R. & Watkins, P. (1994) CYP3A gene expression in human gut epithelium. Pharmacogenetics, 4, 247-259.
31. Krüger, K.A., Blum, J.W. & Greger, D.L. (2005) Expression of nuclear receptor and target genes in liver and intestine of neonatal calves fed colostrum and vitamin A. Journal of Dairy Science, 88, 3971-3981.
32. Kumar, S., Riggs, W. & Rurak, D. (1999) Role of the liver and gut in systemic diphenhidramine clearance in adult nonpregnant sheep. Drug Metabolism and Disposition, 27, 297-302.
33. Lanusse, C. & Prichard, R. (1993) Clinical pharmacokinetics and metabolism of benzimidazole anthelmintics in ruminants. Drug Metabolism Reviews, 25, 235-279.
34. Larrieu, G., Kaddouri, M. & Galtier, P. (1991) Comparison of mucosal drug conjugative rates along the gastrointestinal tract of female sheep. Journal of Veterinary Pharmacology and Therapeutics, 14, 263-268.
35. Larsson, P., Busk, L. & Tjälve, H. (1994) Hepatic and extrahepatic bioactivation and GSH conjugation of aflatoxin B1 in sheep. Carcinogenesis, 15, 947-955.
36. Lewis, D.F.V. (1996) Molecular modeling of mammalian cytochromes P450. In Cytochromes P450: Metabolic and Toxicological Aspects. Ed. Ioannides, C., pp. 355-398. CRC Press, Boca Raton, New York.
37. Longin-Sauvageon, C., Lattard, V., Lilaz-Michel, C., Buronfosse, T. & Benoit, E. (1998) Expression of two different FMOs in sheep liver. Drug Metabolism and Disposition, 26, 284-287.
38. Lowry, O., Rosebrough, N., Farr, A. & Randall, R. (1951) Protein measurement with the folin phenol reagent. The Journal of Biological Chemistry, 193, 265-275.
39. Maté, L., Virkel, G., Lifschitz, A., Ballent, M. & Lanusse, C. (2008) Hepatic and extra-hepatic metabolic pathways involved in flubendazole biotransformation in sheep. Biochemical Pharmacology, 76, 773-783.
40. Mattocks, A., Driver, H., Barbour, R. & Robins, D. (1986) Metabolism and toxicity of synthetic analogues of macrocyclic diester pyrrolizidine alkaloids. Chemico-biological Interactions, 58, 95-108.
41. Nebbia, C. (2001) Biotransformation enzymes as determinants of xenobiotic toxicity in domestic animals. The Veterinary Journal, 161, 238-252.
42. Nebbia, C., Dacasto, M., Rossetto Giaccherino, A., Giuliano Albo, A. & Carletti, M. (2003) Comparative expressión of liver cytochrome P450-dependent monooxygenases in the horse and in other agricultural and laboratory species. The Veterinary Journal, 165, 53-64.
43. Nousianen, U. & Törrönen, R. (1984) Differentiation of microsomal and cytosolic carboxylesterases in the rat liver by in vivo and in vitro inhibition. General Pharmacology, 15, 223-227.
44. Paine, M., Shen, D., Kunze, K., Perkins, J., Marsh, C., McVicar, J., Barr, D., Gillies, B. & Thummel, K. (1996) First-pass metabolism of midazolam by the human intestine. Clinical Pharmacology and Therapeutics, 60, 14-24.
45. Pineau, T., Galtier, P., Bonfils, C., Derancourt, J. & Maurel, P. (1990) Purification of a sheep liver cytochrome P-450 from the P450IIIA gene subfamily. Its contribution to the N-dealkylation of veterinary drugs. Biochemical Pharmacology, 39, 901-909.
46. Raza, H., Bhagwat, S.V. & John, A. (2004) Flavin-containing monooxygenase activity in camel tissues: comparison with rat and human liver enzymes. Comparative Biochemistry and Physiology, Part C, 139, 289-293.
47. Rosemond, M. & Walsh, J. (2004) Human carbonyl reduction pathways and a strategy for their study in vitro. Drug Metabolism Reviews, 36, 335-361.
48. Ross, M. & Crow, J. (2007) Human carboxylesterases and their role in xenobiotic and endobiotic metabolism. Journal of Biochemical and Molecular Toxicology, 21, 187-196.
49. Sergent, T., Ribonnet, L., Kolosova, A., Garsou, S., Schaut, A., De Saeger, S., Van Peteghem, C., Larondelle, Y., Pussemier, L. & Schneider, Y.J. (2008) Molecular and cellular effects of food contaminants and secondary plant components and their plausible interactions at the intestinal level. Food and Chemical Toxicology, 46, 813-841.
50. Sherratt, P.J. & Hayes, J.D. (2002) Glutathione S-transferase. In Enzyme Systems that Metabolise Drugs and Other Xenobiotics. Ed. Costas, I., pp. 319-352. John Wiley and Sons, Chichester.
51. Sivapathasundaram, S., Magnisali, P., Goldham, N., Howells, L., Sauer, M. & Ioannides, C.A. (2001) Study of the expression of the xenobiotics metabolising cytochrome P450 proteins and of testosterone metabolism in bovine liver. Biochemical Pharmacology, 62, 635-645.
52. Szotáková, B., Baliharová, V., Lamka, J., Nozinová, E., Wsól, V., Velík, J., Machala, M., Neca, J., Soucek, P., Susová, S. & Skálová, L. (2004) Comparison of in vitro activities of biotransformation enzymes in pig, cattle, goat and sheep. Research in Veterinary Science, 76, 43-51.
53. Taketani, M., Shii, M., Ohura, K., Ninomiya, S. & Imai, T. (2007) Carboxylesterase in the liver and small intestine of experimental animals and human. Life Sciences, 81, 924-932.
54. Thummel, K., Kunze, K. & Shen, D. (1997) Enzyme-catalyzed processes of first-pass hepatic and intestinal drug extraction. Advanced Drug Delivery Reviews, 27, 99-127.
55. Velík, J., Szotáková, B., Baliharová, V., Lamka, J., Savlík, M., Wsól, V., Snejdrová, E. & Skálová, L. (2004) Albendazole repeated administration induces cytochromes P4501A and accelerates albendazole deactivation in mouflon (Ovis musimon). Research in Veterinary Science, 78, 255-263.
56. Virkel, G., Lifschitz, A., Sallovitz, J., Pis, A. & Lanusse, C. (2004) Comparative hepatic and extra-hepatic enantioselective sulphoxidation of albendazole and fenbendazole in sheep and cattle. Drug Metabolism and Disposition, 32, 536-544.
57. Virkel, G., Carletti, M., Cantiello, M., Della Donna, L., Gardini, G., Girolami, F. & Nebbia, C. (in press) Characterization of xenobiotic metabolizing enzymes in bovine small intestinal mucosa. Journal of Veterinary Pharmacology and Therapeutics (doi:).
58. Vynckier, L. & Debackere, M. (1993) Plasma ronidazole concentrations in sheep after intravenous, oral, intraruminal and intraabomasal administration. Journal of Veterinary Pharmacology and Therapeutics, 16, 70-78.
59. Walker, S., Whitten, L., Seals, G., Lee, W., Archibong, A. & Ramesh, A. (2006) Inter-species comparison of liver and small intestinal microsomal metabolism of fluoranthene. Food and Chemical Toxicology, 44, 380-387.
60. Watkins, J., Smith, S. & Hallford, D. (1987) Characterization of xenobiotic biotransformation in hepatic, renal and gut tissues of cattle and sheep. Journal of Animal Science, 65, 186-195.
61. Werringloer, J. (1978) Assay of formaldehyde during microsomal oxidations reactions. Methods in Enzymology C, 52, 297-302.
62. Wisniewski, J., Moody, D., Hammock, B. & Shull, L. (1987) Interlobular distribution of hepatic xenobiotic-metabolizing enzyme activities in cattle, goats and sheep. Journal of Animal Sciences, 64, 210-215.
63. Zhang, Q., Wikoff, J., Dunbar, D., Fasco, M. & Kaminsky, L. (1997) Regulation of cytochrome P4501A1 expression in rat small intestine. Drug Metabolism and Disposition, 25, 21-26.
64. Ziegler, D. (2002) An overview of the mechanism, substrate specificities, and structure of FMOs. Drug Metabolism Reviews, 34, 503-511.