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Titre

In vitro drug metabolism by human carboxylesterase 1: focus on angiotensin-converting enzyme inhibitors.

Type
article
Institution
Externe
Périodique
Drug Metabolism and Disposition
Auteur(s)
Thomsen, R.
Rasmussen, H.B.
Linnet, K.
Contributrices/contributeurs
Rasmussen, H.B.
Bjerre, D.
Linnet, K.
Thomsen, R.
Jürgens, G.
Dalhoff, K.
Stage, C.
Stefansson, H.
Hankemeier, T.
Kaddurah-Daouk, R.
Brunak, S.
Taboureau, O.
Shema Nzabonimpa, G.
Houmann, T.
Jeppesen, P.
Kaalund-Jørgesen, K.
Hansen, P.R.
Kristensen, K.E.
Pagsberg, A.K.
Plessen, K.
Hansen, P.E.
Zhang, W.
Werge, T.
Dyrborg, J.
Lauritzen, M.B.
Groupes de travail
INDICES Consortium
Liens vers les personnes
Von Plessen, Kerstin Jessica
ISSN
1521-009X
Statut éditorial
Date de publication
2014-01
Volume
42
Numéro
1
Première page
126
Dernière page/numéro d’article
133
Peer-reviewed
Langue
Notes
Publication types: Journal Article ; Research Support, Non-U.S. Gov't
Publication Status: ppublish
Résumé
Carboxylesterase 1 (CES1) is the major hydrolase in human liver. The enzyme is involved in the metabolism of several important therapeutic agents, drugs of abuse, and endogenous compounds. However, no studies have described the role of human CES1 in the activation of two commonly prescribed angiotensin-converting enzyme inhibitors: enalapril and ramipril. Here, we studied recombinant human CES1- and CES2-mediated hydrolytic activation of the prodrug esters enalapril and ramipril, compared with the activation of the known substrate trandolapril. Enalapril, ramipril, and trandolapril were readily hydrolyzed by CES1, but not by CES2. Ramipril and trandolapril exhibited Michaelis-Menten kinetics, while enalapril demonstrated substrate inhibition kinetics. Intrinsic clearances were 1.061, 0.360, and 0.02 ml/min/mg protein for ramipril, trandolapril, and enalapril, respectively. Additionally, we screened a panel of therapeutic drugs and drugs of abuse to assess their inhibition of the hydrolysis of p-nitrophenyl acetate by recombinant CES1 and human liver microsomes. The screening assay confirmed several known inhibitors of CES1 and identified two previously unreported inhibitors: the dihydropyridine calcium antagonist, isradipine, and the immunosuppressive agent, tacrolimus. CES1 plays a role in the metabolism of several drugs used in the treatment of common conditions, including hypertension, congestive heart failure, and diabetes mellitus; thus, there is a potential for clinically relevant drug-drug interactions. The findings in the present study may contribute to the prediction of such interactions in humans, thus opening up possibilities for safer drug treatments.
Sujets

Angiotensin-Convertin...

Carboxylesterase/meta...

Carboxylic Ester Hydr...

Diltiazem/metabolism

Drug Interactions/phy...

Enalapril/metabolism

Esters/metabolism

Humans

Hydrolysis

Inactivation, Metabol...

Indoles/metabolism

Kinetics

Liver/enzymology

Liver/metabolism

Microsomes, Liver/enz...

Microsomes, Liver/met...

Nitrophenols/metaboli...

Prodrugs/metabolism

Ramipril/metabolism

Recombinant Proteins/...

Verapamil/metabolism

PID Serval
serval:BIB_7882FEEDE651
DOI
10.1124/dmd.113.053512
PMID
24141856
Permalien
https://iris.unil.ch/handle/iris/181541
Date de création
2019-02-14T08:30:30.670Z
Date de création dans IRIS
2025-05-21T01:01:09Z
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