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Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes.
Drug Metab Dispos. 1995 Feb; 23(2):160-5.DM

Abstract

The enantioselectivity of the in vitro sulfoxidation of the prochiral drug albendazole was investigated in rat liver microsomes. When biological material obtained from control rats and phenobarbital-, 3-methylcholanthrene-, or dexamethazone-pretreated rats was subjected to specific immunological and chemical inhibitors, it was shown that two main enzymatic systems--cytochrome P450s and flavin-containing monooxygenase (FMO)--were responsible for the sulfoxidation. Purified FMO from rat liver was used to study the enantioselectivity of this enzyme in the sulfoxidation of albendazole. The enantiospecificity of FMO is the reverse of that of the P450s. Nevertheless, each P450 isoenzyme involved in this reaction presents its own individual stereoselectivity.

Authors+Show Affiliations

Unité de Toxicologie Métabolique et d'Ecotoxicologie, Ecole Vétérinaire de Lyon, Marcy l'Etoile, France.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

7736906

Citation

Moroni, P, et al. "Chiral Sulfoxidation of Albendazole By the Flavin Adenine Dinucleotide-containing and Cytochrome P450-dependent Monooxygenases From Rat Liver Microsomes." Drug Metabolism and Disposition: the Biological Fate of Chemicals, vol. 23, no. 2, 1995, pp. 160-5.
Moroni P, Buronfosse T, Longin-Sauvageon C, et al. Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes. Drug Metab Dispos. 1995;23(2):160-5.
Moroni, P., Buronfosse, T., Longin-Sauvageon, C., Delatour, P., & Benoit, E. (1995). Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes. Drug Metabolism and Disposition: the Biological Fate of Chemicals, 23(2), 160-5.
Moroni P, et al. Chiral Sulfoxidation of Albendazole By the Flavin Adenine Dinucleotide-containing and Cytochrome P450-dependent Monooxygenases From Rat Liver Microsomes. Drug Metab Dispos. 1995;23(2):160-5. PubMed PMID: 7736906.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chiral sulfoxidation of albendazole by the flavin adenine dinucleotide-containing and cytochrome P450-dependent monooxygenases from rat liver microsomes. AU - Moroni,P, AU - Buronfosse,T, AU - Longin-Sauvageon,C, AU - Delatour,P, AU - Benoit,E, PY - 1995/2/1/pubmed PY - 1995/2/1/medline PY - 1995/2/1/entrez SP - 160 EP - 5 JF - Drug metabolism and disposition: the biological fate of chemicals JO - Drug Metab Dispos VL - 23 IS - 2 N2 - The enantioselectivity of the in vitro sulfoxidation of the prochiral drug albendazole was investigated in rat liver microsomes. When biological material obtained from control rats and phenobarbital-, 3-methylcholanthrene-, or dexamethazone-pretreated rats was subjected to specific immunological and chemical inhibitors, it was shown that two main enzymatic systems--cytochrome P450s and flavin-containing monooxygenase (FMO)--were responsible for the sulfoxidation. Purified FMO from rat liver was used to study the enantioselectivity of this enzyme in the sulfoxidation of albendazole. The enantiospecificity of FMO is the reverse of that of the P450s. Nevertheless, each P450 isoenzyme involved in this reaction presents its own individual stereoselectivity. SN - 0090-9556 UR - https://www.unboundmedicine.com/medline/citation/7736906/Chiral_sulfoxidation_of_albendazole_by_the_flavin_adenine_dinucleotide_containing_and_cytochrome_P450_dependent_monooxygenases_from_rat_liver_microsomes_ L2 - http://dmd.aspetjournals.org/cgi/pmidlookup?view=long&pmid=7736906 DB - PRIME DP - Unbound Medicine ER -