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Volumn 41, Issue 3, 2013, Pages 536-540

A Perspective on the contribution of metabolites to drug-drug interaction potential: The need to consider both circulating levels and inhibition potency

Author keywords

[No Author keywords available]

Indexed keywords

AMFEBUTAMONE; AMIODARONE; ATORVASTATIN; CYTOCHROME P450; CYTOCHROME P450 2C8; CYTOCHROME P450 2C9; CYTOCHROME P450 3A4; DEETHYLAMIODARONE; DRUG METABOLITE; ERTHROHYDROBUPROPION; GEMFIBROZIL; GEMFIBROZIL GLUCURONIDE; NONSTEROID ANTIINFLAMMATORY AGENT; PACLITAXEL; SERTRALINE; THEOPHYLLINE; THREOHYDROBUPROPION; UNCLASSIFIED DRUG; WARFARIN;

EID: 84874038558     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.112.048892     Document Type: Review
Times cited : (41)

References (28)
  • 1
    • 0027216434 scopus 로고
    • Aromatic hydrocarbon binding to cytochrome P450 and other enzyme binding sites: Are hydrophobic compounds drawn into the active site or pushed from the aqueous phase?
    • Backes WL, Cawley G, Eyer CS, Means M, Causey KM, and Canady WJ (1993) Aromatic hydrocarbon binding to cytochrome P450 and other enzyme binding sites: are hydrophobic compounds drawn into the active site or pushed from the aqueous phase? Arch Biochem Biophys 304:27-37.
    • (1993) Arch Biochem Biophys , vol.304 , pp. 27-37
    • Backes, W.L.1    Cawley, G.2    Eyer, C.S.3    Means, M.4    Causey, K.M.5    Canady, W.J.6
  • 2
    • 10744232330 scopus 로고    scopus 로고
    • Pharmaceutical research and manufacturers of america (phrma) drug metabolism/clinical pharmacology technical working group
    • The conduct of in vitro and in vivo drug-drug interaction studies: a Pharmaceutical Research and Manufacturers of America (PhRMA) perspective. Drug Metab Dispos
    • Bjornsson TD, Callaghan JT, Einolf HJ, Fischer V, Gan L, Grimm S, Kao J, King SP, Miwa G, and Ni L, et al.; Pharmaceutical Research and Manufacturers of America (PhRMA) Drug Metabolism/Clinical Pharmacology Technical Working Group; ; FDA Center for Drug Evaluation and Research (CDER) (2003) The conduct of in vitro and in vivo drug-drug interaction studies: a Pharmaceutical Research and Manufacturers of America (PhRMA) perspective. Drug Metab Dispos 31:815-832.
    • (2003) FDA Center for Drug Evaluation and Research (CDER) , vol.31 , pp. 815-832
    • Bjornsson, T.D.1    Callaghan, J.T.2    Einolf, H.J.3    Fischer, V.4    Gan, L.5    Grimm, S.6    Kao, J.7    King, S.P.8    Miwa, G.9    Ni, L.10
  • 3
    • 0020482478 scopus 로고
    • The destruction of cytochrome P-450 by alclofenac: Possible involvement of an epoxide metabolite
    • Brown LM and Ford-Hutchinson AW (1982) The destruction of cytochrome P-450 by alclofenac: possible involvement of an epoxide metabolite. Biochem Pharmacol 31:195-199.
    • (1982) Biochem Pharmacol , vol.31 , pp. 195-199
    • Brown, L.M.1    Ford-Hutchinson, A.W.2
  • 5
    • 78149413951 scopus 로고    scopus 로고
    • Trainable structure-activity relationship model for virtual screening of CYP3A4 inhibition
    • Didziapetris R, Dapkunas J, Sazonovas A, and Japertas P (2010) Trainable structure-activity relationship model for virtual screening of CYP3A4 inhibition. J Comput Aided Mol Des 24: 891-906.
    • (2010) J Comput Aided Mol des , vol.24 , pp. 891-906
    • Didziapetris, R.1    Dapkunas, J.2    Sazonovas, A.3    Japertas, P.4
  • 6
    • 0025219273 scopus 로고
    • Analgesic efficacy and CSF pharmacokinetics of intrathecal morphine-6-glucuronide: Comparison with morphine
    • Hanna MH, Peat SJ, Woodham M, Knibb A, and Fung C (1990) Analgesic efficacy and CSF pharmacokinetics of intrathecal morphine-6-glucuronide: comparison with morphine. Br J Anaesth 64:547-550.
    • (1990) Br J Anaesth , vol.64 , pp. 547-550
    • Hanna, M.H.1    Peat, S.J.2    Woodham, M.3    Knibb, A.4    Fung, C.5
  • 7
    • 62249151758 scopus 로고    scopus 로고
    • Qualitative analysis of the role of metabolites in inhibitory drug-drug interactions: Literature evaluation based on the metabolism and transport drug interaction database
    • Isoherranen N, Hachad H, Yeung CK, and Levy RH (2009) Qualitative analysis of the role of metabolites in inhibitory drug-drug interactions: literature evaluation based on the metabolism and transport drug interaction database. Chem Res Toxicol 22:294-298.
    • (2009) Chem Res Toxicol , vol.22 , pp. 294-298
    • Isoherranen, N.1    Hachad, H.2    Yeung, C.K.3    Levy, R.H.4
  • 8
    • 0033783036 scopus 로고    scopus 로고
    • Lactonization is the critical first step in the disposition of the 3-hydroxy-3-methylglutaryl-CoA reductase inhibitor atorvastatin
    • Jacobsen W, Kuhn B, Soldner A, Kirchner G, Sewing KF, Kollman PA, Benet LZ, and Christians U (2000) Lactonization is the critical first step in the disposition of the 3-hydroxy-3-methylglutaryl-CoA reductase inhibitor atorvastatin. Drug Metab Dispos 28:1369-1378.
    • (2000) Drug Metab Dispos , vol.28 , pp. 1369-1378
    • Jacobsen, W.1    Kuhn, B.2    Soldner, A.3    Kirchner, G.4    Sewing, K.F.5    Kollman, P.A.6    Benet, L.Z.7    Christians, U.8
  • 10
    • 0026331025 scopus 로고
    • LC-MS compatible HPLC separation for xenobiotics and their phase i and phase II metabolites: Simultaneous anion exchange and reversed-phase chromatography
    • Johnston JJ, Draper WM, and Stephens RD (1991) LC-MS compatible HPLC separation for xenobiotics and their phase I and phase II metabolites: simultaneous anion exchange and reversed-phase chromatography. J Chromatogr Sci 29:511-516.
    • (1991) J Chromatogr Sci , vol.29 , pp. 511-516
    • Johnston, J.J.1    Draper, W.M.2    Stephens, R.D.3
  • 11
    • 33748512156 scopus 로고    scopus 로고
    • Lipophilicity relationships in inhibitors of CYP2C9 and CYP2C19 enzymes
    • Lewis DF, Lake BG, Ito Y, and Dickins M (2006) Lipophilicity relationships in inhibitors of CYP2C9 and CYP2C19 enzymes. J Enzyme Inhib Med Chem 21:385-389.
    • (2006) J Enzyme Inhib Med Chem , vol.21 , pp. 385-389
    • Lewis, D.F.1    Lake, B.G.2    Ito, Y.3    Dickins, M.4
  • 12
    • 0005590750 scopus 로고    scopus 로고
    • Contribution of CYP2E1 and CYP3A to acetaminophen reactive metabolite formation
    • Manyike PT, Kharasch ED, Kalhorn TF, and Slattery JT (2000) Contribution of CYP2E1 and CYP3A to acetaminophen reactive metabolite formation. Clin Pharmacol Ther 67: 275-282.
    • (2000) Clin Pharmacol Ther , vol.67 , pp. 275-282
    • Manyike, P.T.1    Kharasch, E.D.2    Kalhorn, T.F.3    Slattery, J.T.4
  • 13
    • 0021999559 scopus 로고
    • Amiodarone and desethylamiodarone elimination kinetics following withdrawal of long-term amiodarone maintenance therapy
    • Marchiset D, Bruno R, Djiane P, Cano JP, Benichou M, and Serradimigni A (1985) Amiodarone and desethylamiodarone elimination kinetics following withdrawal of long-term amiodarone maintenance therapy. Biopharm Drug Dispos 6:209-215.
    • (1985) Biopharm Drug Dispos , vol.6 , pp. 209-215
    • Marchiset, D.1    Bruno, R.2    Djiane, P.3    Cano, J.P.4    Benichou, M.5    Serradimigni, A.6
  • 15
    • 28844476587 scopus 로고    scopus 로고
    • In vitro cytochrome P450 inhibition data and the prediction of drug-drug interactions: Qualitative relationships, quantitative predictions, and the rank-order approach
    • Obach RS, Walsky RL, Venkatakrishnan K, Houston JB, and Tremaine LM (2005) In vitro cytochrome P450 inhibition data and the prediction of drug-drug interactions: qualitative relationships, quantitative predictions, and the rank-order approach. Clin Pharmacol Ther 78: 582-592.
    • (2005) Clin Pharmacol Ther , vol.78 , pp. 582-592
    • Obach, R.S.1    Walsky, R.L.2    Venkatakrishnan, K.3    Houston, J.B.4    Tremaine, L.M.5
  • 16
    • 29944446317 scopus 로고    scopus 로고
    • Glucuronidation converts gemfibrozil to a potent, metabolism-dependent inhibitor of CYP2C8: Implications for drug-drug interactions
    • Ogilvie BW, Zhang D, Li W, Rodrigues AD, Gipson AE, Holsapple J, Toren P, and Parkinson A (2006) Glucuronidation converts gemfibrozil to a potent, metabolism-dependent inhibitor of CYP2C8: implications for drug-drug interactions. Drug Metab Dispos 34:191-197.
    • (2006) Drug Metab Dispos , vol.34 , pp. 191-197
    • Ogilvie, B.W.1    Zhang, D.2    Li, W.3    Rodrigues, A.D.4    Gipson, A.E.5    Holsapple, J.6    Toren, P.7    Parkinson, A.8
  • 17
    • 84862278754 scopus 로고    scopus 로고
    • Mechanism-based inactivation (MBI) of cytochrome P450 enzymes: Structure-activity relationships and discovery strategies to mitigate drug-drug interaction risks
    • Orr STM, Ripp SL, Ballard TE, Henderson JL, Scott DO, Obach RS, Sun H, and Kalgutkar AS (2012) Mechanism-based inactivation (MBI) of cytochrome P450 enzymes: structure-activity relationships and discovery strategies to mitigate drug-drug interaction risks. J Med Chem 55: 4896-4933.
    • (2012) J Med Chem , vol.55 , pp. 4896-4933
    • Orr, S.T.M.1    Ripp, S.L.2    Ballard, T.E.3    Henderson, J.L.4    Scott, D.O.5    Obach, R.S.6    Sun, H.7    Kalgutkar, A.S.8
  • 18
    • 58149197503 scopus 로고    scopus 로고
    • Analysis of second-generation antidepressant drug, sertraline and its active metabolite, N-desmethyl sertraline in human plasma by a sensitive and selective liquid chromatography-tandem mass spectrometry method
    • Patel BN, Sharma N, Sanyal M, and Shrivastav PS (2009) Analysis of second-generation antidepressant drug, sertraline and its active metabolite, N-desmethyl sertraline in human plasma by a sensitive and selective liquid chromatography-tandem mass spectrometry method. J Chromatogr B Analyt Technol Biomed Life Sci 877:221-229.
    • (2009) J Chromatogr B Analyt Technol Biomed Life Sci , vol.877 , pp. 221-229
    • Patel, B.N.1    Sharma, N.2    Sanyal, M.3    Shrivastav, P.S.4
  • 19
    • 34547903225 scopus 로고    scopus 로고
    • Identification of bupropion urinary metabolites by liquid chromatography/mass spectrometry
    • Petsalo A, Turpeinen M, and Tolonen A (2007) Identification of bupropion urinary metabolites by liquid chromatography/mass spectrometry. Rapid Commun Mass Spectrom 21:2547-2554.
    • (2007) Rapid Commun Mass Spectrom , vol.21 , pp. 2547-2554
    • Petsalo, A.1    Turpeinen, M.2    Tolonen, A.3
  • 21
    • 67349117284 scopus 로고    scopus 로고
    • Comparative chemometric modeling of cytochrome 3A4 inhibitory activity of structurally diverse compounds using stepwise MLR, FA-MLR, PLS, GFA, G/PLS and ANN techniques
    • Roy K and Pratim Roy P (2009) Comparative chemometric modeling of cytochrome 3A4 inhibitory activity of structurally diverse compounds using stepwise MLR, FA-MLR, PLS, GFA, G/PLS and ANN techniques. Eur J Med Chem 44:2913-2922.
    • (2009) Eur J Med Chem , vol.44 , pp. 2913-2922
    • Roy, K.1    Pratim Roy, P.2
  • 22
    • 0030949753 scopus 로고    scopus 로고
    • The role of metabolites of antidepressants in the treatment of depression
    • Rudorfer MV and Potter WZ (1997) The role of metabolites of antidepressants in the treatment of depression. CNS Drugs 7:273-312.
    • (1997) CNS Drugs , vol.7 , pp. 273-312
    • Rudorfer, M.V.1    Potter, W.Z.2
  • 23
    • 0242689518 scopus 로고
    • Human antiendoplasmic reticulum antibodies in sera of patients with halothane-induced hepatitis are directed against a trifluoroacetylated carboxylesterase
    • Satoh H, Martin BM, Schulick AH, Christ DD, Kenna JG, and Pohl LR (1989) Human antiendoplasmic reticulum antibodies in sera of patients with halothane-induced hepatitis are directed against a trifluoroacetylated carboxylesterase. Proc Natl Acad Sci USA 86:322-326.
    • (1989) Proc Natl Acad Sci USA , vol.86 , pp. 322-326
    • Satoh, H.1    Martin, B.M.2    Schulick, A.H.3    Christ, D.D.4    Kenna, J.G.5    Pohl, L.R.6
  • 25
    • 49949093994 scopus 로고    scopus 로고
    • The effect of gemfibrozil on repaglinide pharmacokinetics persists for at least 12 h after the dose: Evidence for mechanism-based inhibition of CYP2C8 in vivo
    • Tornio A, Niemi M, Neuvonen M, Laitila J, Kalliokoski A, Neuvonen PJ, and Backman JT (2008) The effect of gemfibrozil on repaglinide pharmacokinetics persists for at least 12 h after the dose: evidence for mechanism-based inhibition of CYP2C8 in vivo. Clin Pharmacol Ther 84:403-411.
    • (2008) Clin Pharmacol Ther , vol.84 , pp. 403-411
    • Tornio, A.1    Niemi, M.2    Neuvonen, M.3    Laitila, J.4    Kalliokoski, A.5    Neuvonen, P.J.6    Backman, J.T.7
  • 26
    • 84874076211 scopus 로고    scopus 로고
    • Guidance for industry drug interaction studies-Study design, data analysis, and implications for dosing and labeling, Draft Guidance
    • U.S. FDA
    • U.S. FDA (2006) Guidance for industry drug interaction studies-study design, data analysis, and implications for dosing and labeling, Draft Guidance. Center for Drug Evaluation and Research, Silver Springs, MD
    • (2006) Center for Drug Evaluation and Research, Silver Springs, MD
  • 27
    • 73849120796 scopus 로고    scopus 로고
    • The role of metabolites in predicting drug-drug interactions: Focus on irreversible cytochrome P450 inhibition
    • VandenBrink BM and Isoherranen N (2010) The role of metabolites in predicting drug-drug interactions: focus on irreversible cytochrome P450 inhibition. Curr Opin Drug Discov Devel 13:66-77.
    • (2010) Curr Opin Drug Discov Devel , vol.13 , pp. 66-77
    • Vandenbrink, B.M.1    Isoherranen, N.2
  • 28
    • 78650513090 scopus 로고    scopus 로고
    • Are circulating metabolites important in drug-drug interactions?.: Quantitative analysis of risk prediction and inhibitory potency
    • Yeung CK, Fujioka Y, Hachad H, Levy RH, and Isoherranen N (2011) Are circulating metabolites important in drug-drug interactions?: Quantitative analysis of risk prediction and inhibitory potency. Clin Pharmacol Ther 89:105-113.
    • (2011) Clin Pharmacol Ther , vol.89 , pp. 105-113
    • Yeung, C.K.1    Fujioka, Y.2    Hachad, H.3    Levy, R.H.4    Isoherranen, N.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.