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Small intestinal metabolism of the 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitor lovastatin and comparison with pravastatin.
Jacobsen, W; Kirchner, G; Hallensleben, K; Mancinelli, L; Deters, M; Hackbarth, I; Baner, K; Benet, L Z; Sewing, K F; Christians, U.
Afiliación
  • Jacobsen W; Department of Biopharmaceutical Sciences, School of Pharmacy, University of California, San Francisco, California, USA.
J Pharmacol Exp Ther ; 291(1): 131-9, 1999 Oct.
Article en En | MEDLINE | ID: mdl-10490896
We compared the intestinal metabolism of the structurally related 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors lovastatin and pravastatin in vitro. Human small intestinal microsomes metabolized lovastatin to its major metabolites 6'beta-hydroxy (apparent K(m) = 11.2 +/- 3.3 microM) and 6'-exomethylene (apparent K(m) = 22.7 +/- 9.0 microM) lovastatin. The apparent K(m) values were similar for lovastatin metabolism by human liver microsomes. 6'beta-Hydroxylovastatin formation by pig small intestinal microsomes was inhibited with the following inhibition K(i) values: cyclosporine, 3.3 +/- 1.2 microM; ketoconazole, 0.4 +/- 0.1 microM; and troleandomycin, 0.8 +/- 0.9 microM. K(i) values for 6'-exomethylene lovastatin were similar. Incubation of pravastatin with human small intestinal microsomes resulted in the generation of 3'alpha,5'beta, 6'beta-trihydroxypravastatin (apparent K(m) = 4560 +/- 1410 microM) and hydroxypravastatin (apparent K(m) = 5290 +/- 1740 microM). In addition, as in the liver, pravastatin was metabolized in the small intestine by sulfation and subsequent degradation to its main metabolite 3'alpha-iso-pravastatin. It was concluded that lovastatin is metabolized by cytochrome P-450 3A enzymes in the small intestine. Compared with lovastatin, the cytochrome P-450-dependent intestinal intrinsic clearance of pravastatin was >5000-fold lower and cannot be expected to significantly affect its oral bioavailability or to be a significant site of drug interactions.
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Lovastatina / Hidrocarburo de Aril Hidroxilasas / Pravastatina / Inhibidores de Hidroximetilglutaril-CoA Reductasas / Intestino Delgado Límite: Animals / Female / Humans / Male Idioma: En Revista: J Pharmacol Exp Ther Año: 1999 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Lovastatina / Hidrocarburo de Aril Hidroxilasas / Pravastatina / Inhibidores de Hidroximetilglutaril-CoA Reductasas / Intestino Delgado Límite: Animals / Female / Humans / Male Idioma: En Revista: J Pharmacol Exp Ther Año: 1999 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos