Albendazole sulphoxide enantiomers in pregnant rats embryo concentrations and developmental toxicity

Veterinary Journal

Volumn 165, Issue 3, 2003, Pages 266-275

  Capece, B P S ^a,c   Navarro, M ^a   Arcalis, T ^a   Castells, G ^a   Toribio, L ^b   Perez, F ^a   Carretero, A ^a   Ruberte, J ^a   Arboix, M ^a   Cristofol C ^a  

^a UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

^b UNIVERSITY OF VALLADOLID   (Spain)

^c EDUARDO MONDLANE UNIVERSITY   (Mozambique)

Author keywords

Albendazole sulphoxide; Embryotoxicity; Enantiomers; Pregnant rats; Teratogenicity

Indexed keywords

ALBENDAZOLE SULFONE; ALBENDAZOLE SULFOXIDE; ALBENDAZOLE; ANTHELMINTIC AGENT; DRUG DERIVATIVE;

AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; DEVELOPMENTAL DISORDER; DRUG BLOOD LEVEL; DRUG FORMULATION; EMBRYOTOXICITY; ENANTIOMER; FETUS MALFORMATION; INCIDENCE; LIMB MALFORMATION; MATERNAL PLASMA; NONHUMAN; PRENATAL DRUG EXPOSURE; RACEMIC MIXTURE; RAT; RIB MALFORMATION; SINGLE DRUG DOSE; SKELETON MALFORMATION; STATISTICAL SIGNIFICANCE; TAIL; THORAX MALFORMATION; VERTEBRA MALFORMATION; ANIMAL; ANIMAL DISEASE; BONE; CHEMICALLY INDUCED DISORDER; CONGENITAL MALFORMATION; DRUG EFFECT; FEMALE; MULTIPLE MALFORMATION SYNDROME; ORAL DRUG ADMINISTRATION; PREGNANCY; PRENATAL DEVELOPMENT; SPRAGUE DAWLEY RAT;

ABNORMALITIES, MULTIPLE; ADMINISTRATION, ORAL; ALBENDAZOLE; ANIMALS; ANTHELMINTICS; BONE AND BONES; EMBRYONIC AND FETAL DEVELOPMENT; FEMALE; LIMB DEFORMITIES, CONGENITAL; PREGNANCY; RATS; RATS, SPRAGUE-DAWLEY;

EID: 0038321843     PISSN: 10900233     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1090-0233(02)00158-2     Document Type: Article

References (36)

1. Andrews J.D. Ebron-Mccoy M.T. Bojic U. Nau H. Kavlock R.J. Stereoselective dysmorphogenicity of the enantiomers of the valproic acid analogue 2-N-propyl-4-pentynoic acid (4-yn-VPA): cross-species evaluation in whole embryo culture Teratology 55 1997 314-318
2. Benschop H.P. Konings C.A. Van Genderen J. De Jong L.P. Isolation, anticholinesterase properties, and acute toxicity in mice of the four stereoisomers of the nerve agent soman Toxicology and Applied Pharmacology 72 1984 61-74
3. Butterworth J. James R.L. Grimes J. Structure-affinity relationships and stereospecificity of several homologous series of local anesthetics for the beta 2-adrenergic receptor Anesthesia and Analgesia 85 1997 336-342
4. Calwell J. Chiral pharmacology and the regulation of new drugs Chemical Industry 5 1995 176-179
5. Campbell D.B. Stereoselectivity in clinical pharmacokinetics and drug development European Journal of Drug Metabolism and Pharmacokinetics 15 1990 109-125
6. Capece B.P.S. Castells G. Pérez F. Arboix M. Cristòfol C. Pharmacokinetic behaviour of albendazole sulphoxide enantiomers in male and female sheep Veterinary Research Communications 24 2000 339-348
7. Capece B.P.S. Pérez R. Andaluz A. Pérez F. Garcia F. Castells G. Arboix M. Cristòfol C. Placental transfer of albendazole sulphoxide enantiomers in sheep The Veterinary Journal 163 2002 155-160
8. Cristòfol C. Carretero A. Fernández M. Navarro M. Sautet J. Ruberte J. Arboix M. Transplacental transport of netobimin metabolites in ewes European Journal of Drug Metabolism and Pharmacokinetics 20 1995 167-171
9. Cristòfol C. Navarro M. Franquelo C. Valladares J.E. Carretero A. Ruberte J. Arboix M. Disposition of netobimin, albendazole, and its metabolites in the pregnant rat: developmental toxicity Toxicology and Applied Pharmacology 144 1997 56-61
10. Cristòfol C. Virkel G. Álvarez L. Arboix M. Lanusse C.E. Comparative disposition of ricobendazole enantiomers after intravenous and subcutaneous administration of a racemic formulation to calves Biopharmaceutics and Drug Disposition 21 2000 303-311
11. Delatour P. Garnier F. Benoit E. Longin C.H. A correlation of toxicity of albendazole and oxfendazole with their free metabolites and bound residues Journal of Veterinary Pharmacology and Therapeutics 7 1984 139-145
12. Delatour P. Benoit E. Besse S. Boukraa A. Comparative enantioselectivity in the sulfoxidation of albendazol in man, dogs and rats Xenobiotica 21 1991 217-221
13. Farrier, D. S. (1997). PK Solutions (ver. 2.0.2): A noncompartmental pharmacokinetic data analysis program (Summit Research Services, 1374 Hillcrest Drive, Ashland OH 44805, USA)
14. Gyurik R.J. Chow A.W. Zaber B. Bruner E.L. Miller J.A. Petka L.A. Parish R.C. Metabolism of albendazole in cattle, sheep, rats and mice Drug Metabolism and Disposition 9 1981 503-508
15. Hennessy D.R. Steel J.W. Lacey E. Eangleson G.K. Prichard R.K. The disposition of albendazole in sheep Journal of Veterinary Pharmacology and Therapeutics 12 1989 421-429
16. Hutt A.J. Tan S.C. Drug chirality and its clinical significance Drugs 52 Suppl. 5 1996 1-12
17. Kuo B.S. Poole J.C. Mandagere A.K. Hwang K.K. Disposition kinetics of ML-1035 sulphoxide enantiomers and the prochiral sulfide in rats Chirality 5 1993 428-435
18. Lacey E. Watson T.R. Structure-activity relationship of benzimidazole carbamates as inhibitors of mammalian tubulin, in vitro Biochemical Pharmacology 34 1985 1073-1077
19. Lacey E. Mode of action of benzimidazoles Parasitology Today 6 1990 112-115
20. Lanchote V.L. Marques M.P.C. Takayanagui O.M. Carvalho R. Paias P.O. Bonato P.S. Simultaneous determination of albendazole sulphoxide enantiomers and albendazole sulfone in plasma Journal of Chromatography B 709 1998 273-279
21. Lanusse C.E. Prichard R.K. Pharmacokinetic behaviour of netobimin and its metabolites in sheep Journal of Veterinary Pharmacology and Therapeutics 13 1990 170-178
22. Lewin S.O. Opitz J.M. Fibular hypoplasia: review and documentation of the fibular developmental field American Journal of Medical Genetics Suppl. 2 1986 215-238
23. Liu Y.H. Qian M.X. Wang X.G. Quan Y.Z. Yan S.H. Chen B.Y. Li J.S. Qiu Z.Y. Levo-praziquantel versus praziquantel in experimental and clinical treatment of schistosomiasis japonica Clinical and Medical Journal 106 1993 593-596
24. Mantovani A. Ricciardi C. Stazi A. Macri C. Effects observed on gestational day 13 in rat embryos exposed to albendazole Reproductive Toxicology 9 1995 265-273
25. Mckellar Q.A. Delatour P. Lees P. Stereospecific pharmacodynamics and pharmacokinetics of carprofen in the dog Journal of Veterinary Pharmacology and Therapeutics 17 1994 447-454
26. Navarro M. Cristofol C. Carretero A. Arboix M. Ruberte J. Anthelmintic induced congenital malformations in sheep embryos using netobimin Veterinary Record 142 1998 86-90
27. Navarro M. Canut L. Carretero A. Cristòfol C. Pérez-Aparicio F.J. Arboix M. Ruberte J. Developmental toxicity in rat fetuses exposed to the benzimidazole netobimin Reproductive Toxicology 13 1999 295-302
28. Nomina Anatomica Veterinaria. Nomina Embryologica Veterinaria (1994). International Committees on Veterinary Gross Anatomical Nomenclature. Under the financial responsibility of the World Association of Veterinary Anatomists. Zurich and Ithaca, New York
29. Piscopo S.E. Smoak I.W. Comparison of effects of albendazole sulphoxide on in vitro produced bovine embryos and rat embryos American Journal of Veterinary Research 58 1997 1038-1042
30. Rodríguez-Baeza A. Minguella J. Soldado F. Ortega M. Escolà J. Congenital tibial aplasia with preaxial polydactyly Acta Anatomica 160 1997 51-61
31. Souhaili-El Amri P.L. Fargetton X. Delatour P. Batt A.M. Sulphoxidation of albendazole by the FAD-containing and cytochrome P-450 dependent monooxigenases from pig liver microsomes Xenobiotica 17 1987 1159-1168
32. Staples R.E. Schnell V.L. Refinements in rapid clearing technic in the KOH-Alizarin red S method for fetal bone Stain Technology 39 1964 61-63
33. Takahashi N. Shiragiku T. Itoh T. Kaneko E. Shibahara T. Kanbe T. Yamashita S. In vitro clastogenicity of optical isomers of nadifloxacin Arzneimittelforschung 44 1994 1265-1268
34. Whittaker S.G. Faustman E.M. Effects of albendazole sulfoxide on cultures of differentiating rodent embryonic cells Toxicology and Applied Pharmacology 109 1991 73-84
35. Williams K. Lee E. Importance of drug enantiomers on clinical pharmacology Drugs 30 1985 333-354
36. Wise L.D. Beck S.L. Beltrame D. Beyer B.K. Chahoud I. Clark R.L. Clark R. Druga A.M. Feuston M.H. Guittin P. Henwood S.M. Kimmel C.A. Lindstrom P. Palmer A.K. Petrere J.A. Solomon H.M. Yasuda M. York R.G. Terminology of developmental abnormalities in common laboratory mammals (Version I) Teratology 55 1997 249-292