Biotransformation of flubendazole and selected model xenobiotics in Haemonchus contortus

Veterinary Parasitology

Volumn 151, Issue 2-4, 2008, Pages 242-248

  Cvilink, V ^a   Kubicek V ^a   Nobilis, M ^a   Krizova V ^a   Szotakova B ^a   Lamka, J ^a   Varady M ^b   Kubenova M ^a   Novotna R ^a   Gavelova M ^a   Skalova L ^a  

^a Charles University in Prague Faculty of Pharmacy   (Czech Republic)

^b PARASITOLOGICAL INSTITUTE   (Slovakia)

Author keywords

Anthelmintics; Carbonyl reducing enzymes; Drug metabolism; Helminthoses; Stereospecificity

Indexed keywords

ACENAPHENOL; ALBENDAZOLE; BENZIMIDAZOLE; CARBONYL DERIVATIVE; DAUNORUBICIN; DRUG METABOLITE; FLUBENDAZOLE; GLYCERALDEHYDE; METYRAPONE; ORACIN; PHENOL DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG TRANSFORMATION; ENZYME KINETICS; EX VIVO STUDY; HAEMONCHUS CONTORTUS; IN VITRO STUDY; NONHUMAN; STEREOSPECIFICITY; TRICHOSTRONGYLOSIS; XENOBIOTIC METABOLISM;

ANIMALS; BIOTRANSFORMATION; HAEMONCHIASIS; HAEMONCHUS; MEBENDAZOLE; OXIDOREDUCTASES; SHEEP; SHEEP DISEASES; SUBCELLULAR FRACTIONS;

CAPRA HIRCUS; HAEMONCHUS CONTORTUS; NEMATODA; OVIS ARIES;

EID: 38049071437     PISSN: 03044017     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.vetpar.2007.10.010     Document Type: Article

References (24)

1. Barrett J. Helminth detoxification mechanisms. J. Helminthol. 71 (1997) 85-89
2. Barrett J. Cytochrome P450 in parasitic protozoa and helmints. Comp. Biochem. Physiol. 121 (1998) 181-183
3. Bauman D.R., Steckelbroeck S., and Penning T.M. The roles of aldo-keto reductases in steroid hormone action. Drugs News Perpect. 17 (2004) 563-578
4. Dayan A.D. Albendazole, mebendazole and praziquantel. Review of non-clinical toxicity and pharmacokinetics. Acta Trop. 86 (2003) 141-159
5. Feldsted R.L., and Bachur N.R. Mammalian carbonyl reductases. Drug Metab. Rev. 11 (1980) 1-60
6. Jez J.M., Flynn T.G., and Penning T.M. A new nomenclature for the aldo-keto reductase superfamily. Biochem. Pharmacol. 54 (1997) 639-647
7. Kawamura M., Eisenhofer G., Kopin I.J., Kador P.F., Lee Y.S., Tsai J.Y., Fujisawa S., Lizak M.J., Sinz A., and Sato S. Aldose reductase, a key enzyme in the oxidative deamination of norepinephrine in rats. Biochem. Pharmacol. 58 (1999) 517-524
8. Kotze A.C., and McClure S.J. Haemonchus contortus utilises catalase in defence against exogenous hydrogen peroxide in vitro. Int. J. Parasitol. 31 (2001) 1563-1571
9. Kotze A.C., Dobson R.J., and Chandler D. Synergism of rotenone by piperonyl butoxide in Haemonchus contortus and Trichostrongylus colubriformis in vitro: potential for drug-synergism through inhibition of nematode oxidative detoxificiation pathways. Vet. Parasitol. 136 (2006) 275-282
10. Maser E., and Oppermann U.C.T. The 11 beta-hydroxysteroid dehydrogenase system, a determinant of glucocorticoid and mineralocorticoid action - Role of type-1 11 beta-hydroxysteroid dehydrogenase in detoxification processes. Eur. J. Biochem. 249 (1997) 365-369
11. Martin H.J.O., Breyer-Pfaff U., Wsol V., Venz S., Block S., and Maser E. Purification and characterization of AKR1B10 from human liver: role in carbonyl reduction of xenobiotics. Drug Metab. Dispos. 34 (2006) 464-470
12. Moreno L., Alvarez L., Mottier L., Virkel G., Bruni S.S., and Lanusse C. Integrated pharmacological assessment of flubendazole potential for use in sheep: disposition kinetics, liver metabolism and parasite diffusion ability. J. Vet. Pharm. Ther. 27 (2004) 299-308
13. Mottier L., Virkel G., Solana H., Alvarez L., Salles J., and Lanusse C. Triclabendazole biotransformation and comparative diffusion of the parent drug and its oxidized metabolites into Fasciola hepatica. Xenobiotica 34 (2004) 1043-1057
14. Nobilis M., Jira T., Lisa M., Holcapek M., Szotakova B., Lamka J., and Skalova L. Achiral and chiral high-performance liquid chromatographic determination of flubendazole and its metabolites in biomatrices using UV photodiode-array and mass spectrometric detection. J. Chromatogr. A 1149 (2007) 112-120
15. Ohara H., Miyabe Y., Deyashiki Y., Matsuura K., and Hara A. Reduction of drug ketones by dihydrodiol dehydrogenases, carbonyl reductase and aldehyde reductase of human liver. Biochem. Pharmacol. 50 (1995) 221-227
16. Palackal N.T., Lee S.H., Harvey R.G., Blair I.A., and Penning T.M. Activation of polycyclic aromatic hydrocarbon trans-dihydrodiol proximate carcinogens by human aldo-keto reductase (AKR1C) enzymes and their functional overexpression in human lung carcinoma (A549) cells. J. Biol. Chem. 277 (2002) 24799-32480
17. Penning T.M. Introduction and overview of the Aldo-keto reductase superfamily. ACS Symp. Ser. 865 (2004) 3-20
18. Prieto J.G., Justel A., Del Estal J.L., Barrio J.P., and Alvarez A.I. Comparative study on gastric absorption of albendazole and mebendazole in rats. Comp. Biochem. Physiol. 100C (1991) 397-400
19. Robinson M.W., Lawson J., Trudgett A., Hoey E.M., and Fairweather I. The comparative metabolism of triclabendazole sulphoxide by triclabendazole-susceptible and triclabendazole-resistant Fasciola hepatica. Parasitol. Res. 92 (2004) 205-210
20. Roos M.H., Otsen M., Hoekstra R., Veenstra J.G., and Lenstra J.A. Genetic analysis of inbreeding of two strains of the parasitic nematode Haemonchus contortus. Int. J. Parasitol. 34 (2004) 109-115
21. Solana H.D., Rodriguez J.A., and Lanusse C.E. Comparative metabolism of albendazole and albendazole sulphoxide by different helminth parasites. Parasitol. Res. 87 (2001) 275-280
22. Szotakova B., Baliharova V., Lamka J., Nozinova E., Wsol V., Velik J., Machala M., Neca J., Soucek P., Susova S., and Skalova L. Comparison of in vitro activities of biotransformation enzymes in pig, cattle, goat and sheep. Res. Vet. Sci. 76 (2004) 43-51
23. Van Wyk J.A., Gerber H.M., and Groeneveld H.T. A technique for recovery of nematodes from ruminants by migration from gastro-intestinal ingesta gelled in agar: large-scale application. J. Vet. Res. 47 (1980) 147-158
24. Wsol V., Szotakova B., Skalova L., and Maser E. Stereochemical aspects of carbonyl reduction of the original anticancer drug oracin by mouse liver microsomes and purified 11- beta-hydroxysteroid dehydrogenase type 1. Chem-Biol. Interact. 143 (2003) 459-468