Plasma disposition and faecal excretion of netobimin metabolites and enantiospecific disposition of albendazole sulphoxide produced in Ewes

Veterinary Research Communications

Volumn 30, Issue 7, 2006, Pages 791-805

  Gokbulut, Cengiz ^a   Cirak, V Y ^b   Senlik, B ^b  

^a ADNAN MENDERES UNIVERSITY   (Turkey)

^b ULUDAG UNIVERSITY   (Turkey)

Author keywords

Albendazole; Albendazole sulphoxide; Enantiomers; Ewes; Netobimin; Pharmacokinetics

Indexed keywords

ALBENDAZOLE; ALBENDAZOLE SULFONE; ALBENDAZOLE SULFOXIDE; DRUG METABOLITE; LIVER ENZYME; NETOBIMIN;

ANIMAL EXPERIMENT; AREA UNDER THE CURVE; ARTICLE; BODY WEIGHT; CHIRAL CHROMATOGRAPHY; CONTROLLED STUDY; DRUG ABSORPTION; DRUG BLOOD LEVEL; DRUG DISPOSITION; DRUG DOSE REGIMEN; DRUG FECES LEVEL; DRUG METABOLISM; DRUG STRUCTURE; ENANTIOMER; ENANTIOSELECTIVITY; FIRST PASS EFFECT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INTESTINE FLORA; NONHUMAN; RACEMIC MIXTURE; SHEEP; STATISTICAL SIGNIFICANCE; STRUCTURE ANALYSIS; SULFONATION; SULFOXIDATION;

ADMINISTRATION, ORAL; ALBENDAZOLE; ANIMALS; ANTHELMINTICS; AREA UNDER CURVE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DOSE-RESPONSE RELATIONSHIP, DRUG; FECES; FEMALE; GUANIDINES; HELMINTHIASIS, ANIMAL; SHEEP; SHEEP DISEASES;

OVIS;

EID: 33749189352     PISSN: 01657380     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11259-006-3336-y     Document Type: Article

References (49)

1. Alvarez, L., Sanchez, S. and Lanusse, C., 1999. In vivo and ex vivo uptake of albendazole and its sulphoxide metabolite by cestode parasites: Relationship with their kinetics behaviour in sheep. Journal of Veterinary Pharmacology and Therapeutics 22, 77-86
2. Alvarez, L., Imperiale, F., Sanchez, S., Murno, G. and Lanusse, C., 2000. Uptake of albendazole and albendazole sulphoxide by Haemonchus contortus and Fasciola hepatica in sheep. Veterinary Parasitology 94 75-89
3. Benoit, E., Besse, S. and Delatour, P., 1992. Effect of repeated doses of albendazole on enantiomerism of its sulphoxide metabolite in goats. American Journal of Veterinary Research, 53, 1663-1665.
4. Blume, R.R., Younger, R.L., Aga, A. and Myers, C.J., 1976. Effects of residues of certain anthelmintics in bovine manure on Onthophagus gazella, a non-target organism. Southwest Entomologist, 1, 100-103
5. Capece, B.P., Calsamiglia, S., Castells, G., Arboix, M. and Cristofol, C., 2001. Effect of ruminal microflora on the biotransformation of netobimin, albendazole, albendazole sulfoxide, and albendazole sulfoxide enantiomers in an artificial rumen. Journal of Animal Science, 79, 1288-1294
6. Cristofol, C., Carretero, A., Fernandez, M., Navarro, M., Sautet, J., Ruberte, J. and Arboix, M., 1995. Transplacental transport of netobimin metabolites in ewes. European Journal of Drug Metabolism and Pharmacokinetics, 20, 167-171
7. Cristofol, C., Franquelo, C., Navarro, M., Carretero, A., Ruberte, J. and Arboix, M., 1997. Comparative pharmacokinetics of netobimin metabolites in pregnant ewes. Research in Veterinary Science, 62, 117-120
8. Delatour, P. and Parish, R., 1986. Benzimidazole anthelmintics and related compounds: Toxicity and evaluation of residues. In: A.G. Rico (ed.), Drug Residues in Animals, (Academic Press, New York), 175-203
9. Delatour, P., Cure, M.C., Benoit, E. and Garnier, F., 1986. Netobimin (Totabin-SCH): Preliminary investigation on metabolism and pharmacology. Journal of Veterinary Pharmacology and Therapeutics, 9, 230-234
10. Delatour, P., Benoit, E., Garnier, F. and Besse, S., 1990. Chirality of the sulphoxide metabolites of fenbendazole and albendazole in sheep. Journal of Veterinary Pharmacology and Therapeutics, 13, 361-366
11. Delatour, P., Garnier, F., Benoit, E. and Caude, I., 1991a. Chiral behaviour of the metabolite albendazole sulphoxide in sheep, goats and cattle. Research in Veterinary Science, 50, 134-138
12. Delatour, P., Benoit, E., Besse, S. and Boukraa, A., 1991b. Comparative enantioselectivity in the sulphoxidation of albendazole in man, dogs and rats. Xenobiotica, 21, 217-221
13. Delatour, P., Benoit, E. and Soraci, A., 1994. Reckebusch Memorial Lecture: DIug chirality: its significance in veterinary pharmacology and therapeutics. In: P. Lees (ed.), Proceedings of the 6th International Congress of the European Association for Veterinary Pharmacology and Toxicology, (Blackwell Scientific, Edinburgh) 6-9
14. Duwel, D., 1977. Fenbendazole II, biological properties and activity. Pesticide Science, 8, 550-555
15. Galtier, P., Alvinerie, M. and Delatour, P., 1986. In vitro sulphoxidation of albendazole by ovine liver microsomes: Assay and frequency of various xenobiotics. American Journal of Veterinary Research, 47, 447-450
16. Galtier, P., Alvinerie, M., Steimer, J.L., Francheteau, P., Plusquellec, Y. and Houin, G., 1991. Simultaneous pharmacokinetic modeling of a drug and two metabolites: Application to albendazole in sheep. Journal of Pharmacological Science, 80, 3-10
17. Gokbulut, C., Nolan, A.M. and McKellar, Q.A., 2002. Pharmacokinetic disposition, faecal excretion and in vitro metabolism of oxibendazole following oral administration in horses. Research in Veterinary Science, 72, 11-15
18. Goudah, A., 2003. Aspects of the pharmacokinetics of albendazole sulphoxide in sheep. Veterinary Research Communications, 27, 555-566
19. Hanafy, A., Langguth, P. and Spahn-Langguth, H., 2001. Pretreatment with potent P-glycoprotein ligands may increase intestinal secretion in rats. European Journal of Pharmacological Science, 12, 405-415
20. Hennessy, D.R., Sangster, N.C., Steel, J.W. and Collins, G.W., 1993a. Comparative pharmacokinetic behaviour of albendazole in sheep and goats. International Journal of Parasitoloji, 23, 321-325
21. Hennessy, D.R., Sangster, N.C., Steel, J.W. and Collins, G.W., 1993b. Comparative kinetic disposition of oxfendazole in sheep and goat before and during infection with Haemonchus contortus and Trichostrongylus colubriformis. Journal of Veterinary Pharmacology and Therapeutics, 16, 245-250
22. Hennessy, D.R., Steel, J.W. and Prichard, R.K., 1993c. Biliary secretion and enterohepatic recycling of fenbendazole metabolites in sheep. Journal of Veterinary Pharmacology and Therapeutics, 16, 132-140
23. Lacey, E., Brady, R.L., Prichard, R.K. and Watson, T.R., 1987. Comparison of inhibition of polymerisation of mammalian tubulin and helminth ooicidal activity by benzimidazole carbonates. Veterinary Parasitology, 23, 105-119
24. Landoni, M.F., Soraci, A.L., Delatour, P. and Lees, P., 1997. Enantioselective behaviour of drugs used in domestic animals, a review. Journal of Veterinary Pharmacology and Therapeutics, 20, 1-16
25. Lanusse, C.E. and Prichard, R.K., 1990. Pharmacokinetic behaviour of netobimin and its metabolites in sheep. Journal of Veterinary Pharmacology and Therapeutics, 13, 170-178
26. Lanusse, C.E. and Prichard, R.K., 1992. Effects of methimazole on the kinetics of netobimin metabolites in cattle. Xenobiotica, 22, 115-123
27. Lanusse, C.E. and Prichard, R.K., 1993. Relationship between pharmacological properties and clinical efficacy of ruminant anthelmintics. Veterinary Parasitology, 49, 123-158
28. Lanusse, C.E., Nare, B., Gascon, L.H. and Prichard, R.K., 1992. Metabolism of albendazole and albendazole sulphoxide by ruminal and intestinal fluids of sheep and cattle. Xenobiotica, 22, 419-426
29. Lanusse, C.E., Gascon, L.H., and Prichard, R.K., 1993. Gastrointestinal distribution of albendazole metabolites following netobimin administration to cattle: Relationship with plasma disposition kinetics. Journal of Veterinary Pharmacology and Therapeutics, 16, 38-47
30. Marriner, S.E. and Bogan, J.A., 1980. Pharmacokinetics of albendazole in sheep. American Journal of Veterinary Research, 41, 483-491
31. McKellar, Q.A., 1997. Ecotoxicology and residues of anthelmintic compounds. Veterinary Parasitology, 72, 413-435
32. McKellar, Q.A. and Scott, E.W., 1990. The benzimidazole anthelmintic agents: A review. Journal of Veterinary Pharmacology and Therapeutics, 13, 223-247
33. McKellar, Q.A., Jackson, F., Coop, R.L. and Baggot, J.D., 1993. Plasma profiles of albendazole metabolites after administration of netobimin and albendazole in sheep, effects of parasitism and age. British Veterinary Journal, 149, 101-113
34. McKellar, Q.A., Gokbulut, C., Muzandu, K. and Benchaoui, H., 2002. Fenbendazole pharmacokinetics, metabolism, and potentiation in horses. Drug Metabolism and Disposition. 30, 1230-1239
35. Merino, G., Alvarez, A.I., Redondo, P.A., Garcia, J.L., Larrode, O.M. and Prieto, J.G., 1999. Bioavailability of albendazole sulphoxide after netobimin administration in sheep, effects of fenbendazole coadministration. Research in Veterinary Science, 66, 281-283
36. Merino, G., Alvarez, A.I., Prieto, J.G. and Kim, R.B., 2002. The anthelmintic agent albendazole does not interact with P-glycoprotein. Drug Metabolism and Disposition, 30, 365-369
37. Merino, G., Molina, A.J., Garcia, J.L., Pulido, M.M., Prieto, J.G. and Alvarez, A.I., 2003. Intestinal elimination of albendazole sulfoxide: pharmacokinetic effects of inhibitors. International Journal of Pharmacology, 263, 123-132
38. Morani, P., Buronfosse, T., Longin-Sauvageon, C., Delatour, P. and Benoit, E., 1995. Chiral sulphoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent mono-oxygenases from rat liver microsomes. Drug Metabolism and Disposition, 23, 160-165
39. Rabbaa, L., Dautrey, S., Colas-Linhart, N., Carbon, C. and Farinotti, R., 1996. Intestinal elimination of ofloxacin enantiomers in the rat: evidence of a carrier-mediated process. Antimicrobial Agents and Chemotherapy, 36, 2506-2511.
40. Rawden, H.L., Kokwaro, G.O., Ward, S.A. and Edwards, G., 2000. Relative contribution of cytochromes P450 and flavin-containing monooxygenases to the metabolism of albendazole by human liver microsomes. British Journal of Clinical Pharmacology. 49, 313-322
41. Redondo, P.A., Alvarez, A.I., Garcia, J.L., Larrode, O.M., Merino, G., and Prieto, J.G., 1999. resystemic metabolism of albendazole: experimental evidence of an efflux process of albendazole sulfoxide to intestinal lumen. Drug Metabolism and Disposition, 27, 736-740
42. Short, C.R., Barker, S.A. and Hsieh, L.C., 1987a. Disposition of fenbendazole in the goat. American Journal of Veterinary Research, 48, 811-815
43. Short, C.R., Barker, S.A. and Hsieh, L.C., 1987b. Disposition of fenbendazole in cattle. American Journal of Veterinary Research, 48, 958-961
44. Souhaili-El Amri, H., Mothe, O., Totos, M., Masson, C., Batt, A., Delatour, P. and Siest. G., 1988. Albendazole sulphonation by rat liver cytochrome P459c. Journal of Veterinary Pharmacology and Therapeutics, 246, 758-764
45. Strong, L., Wall, R., Woolford, A. and Djeddour, D., 1996. The effect of faecally excreted ivermectin and fenbendazole on the insect colonisation of cattle dung following the oral administration of sustained-release boluses. Veterinary Parasitology, 62, 253-266
46. Virkel, G., Lifschitz, A., Pis, A. and Lanusse, C., 2002. In vitro ruminal biotransformation of benzimidazole sulphoxide anthelmintics: enantioselective sulphoreduction in sheep and cattle. Journal of Veterinary Pharmacology and Therapeutics, 25, 15-13
47. Virkel, G., Lifschitz, A., Pis, A., Sallovitz, J. and Lanusse, C., 2004a. Comparative hepatic and extrahepatic enantioselective sulfoxidation of albendazole and fenbendazole in sheep and cattle. Drug Metabolism and Disposition, 32, 536-544
48. Virkel, G., Lifschitz, A., Sallovitz, J., Inza, G. and Lanusse, C., 2004b. Effect of the ionophore antibiotic monensin on the ruminal biotransformation of benzimidazole anthelmintics. The Veterinary Journal, 167, 265-271
49. Wall, R. and Strong, L., 1987. Environmental consequences of treating cattle with the antiparasitic drug ivermectin. Nature, 324, 418-420