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Volumn 36, Issue 5, 2008, Pages 870-877

The "albumin effect" and in vitro-in vivo extrapolation: Sequestration of long-chain unsaturated fatty acids enhances phenytoin hydroxylation by human liver microsomal and recombinant cytochrome P450 2C9

Author keywords

[No Author keywords available]

Indexed keywords

ARACHIDONIC ACID; BOVINE SERUM ALBUMIN; CYTOCHROME P450 2C9; HEPTADECANOIC ACID; LINOLEIC ACID; OLEIC ACID; PHENYTOIN;

EID: 42449124602     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.107.019885     Document Type: Article
Times cited : (76)

References (40)
  • 1
    • 0036435763 scopus 로고    scopus 로고
    • In vitro-in vivo correlations for drugs eliminated by glucuronidation: Investigation with the model substrate zidovudine
    • Boase S and Miners JO (2002) In vitro-in vivo correlations for drugs eliminated by glucuronidation: investigation with the model substrate zidovudine. Br J Clin Pharmacol 54:493-503.
    • (2002) Br J Clin Pharmacol , vol.54 , pp. 493-503
    • Boase, S.1    Miners, J.O.2
  • 2
    • 26444551640 scopus 로고    scopus 로고
    • Naproxen and desmethylnaproxen glucuronidation by human liver microsomes and recombinant human UDP-glucuronosyltransferases (UGT): Role of UGT2B7 in the elimination of naproxen
    • Bowalgaha K, Elliot DJ, Mackenzie PI, Knights KM, Swedmark S, and Miners JO (2005) Naproxen and desmethylnaproxen glucuronidation by human liver microsomes and recombinant human UDP-glucuronosyltransferases (UGT): Role of UGT2B7 in the elimination of naproxen. Br J Clin Pharmacol, 60:423-433.
    • (2005) Br J Clin Pharmacol , vol.60 , pp. 423-433
    • Bowalgaha, K.1    Elliot, D.J.2    Mackenzie, P.I.3    Knights, K.M.4    Swedmark, S.5    Miners, J.O.6
  • 4
    • 33846405266 scopus 로고    scopus 로고
    • Evaluation of cryopreserved human hepatocytes as an alternative in vitro system to microsomes for prediction of metabolic clearance
    • Brown HS, Griffin M, and Houston JB (2007) Evaluation of cryopreserved human hepatocytes as an alternative in vitro system to microsomes for prediction of metabolic clearance. Drug Metab Dispos 35:293-301.
    • (2007) Drug Metab Dispos , vol.35 , pp. 293-301
    • Brown, H.S.1    Griffin, M.2    Houston, J.B.3
  • 5
    • 0032995197 scopus 로고    scopus 로고
    • Microsomal prediction of in vivo clearance of CYP2C9 substrates in humans
    • Carlile DJ, Hakooz N, Bayliss MK, and Houston JB (1999) Microsomal prediction of in vivo clearance of CYP2C9 substrates in humans. Br J Clin Pharmacol 47:625-635.
    • (1999) Br J Clin Pharmacol , vol.47 , pp. 625-635
    • Carlile, D.J.1    Hakooz, N.2    Bayliss, M.K.3    Houston, J.B.4
  • 6
    • 0027940480 scopus 로고
    • Regio- and stereoselective epoxidation of arachidonic acid by human cytochromes P450 2C8 and 2C9
    • Daikh BE, Lasker JM, Raucy JL, and Koop DR (1994) Regio- and stereoselective epoxidation of arachidonic acid by human cytochromes P450 2C8 and 2C9. J Pharmacol Exp Ther 271:1427-1433.
    • (1994) J Pharmacol Exp Ther , vol.271 , pp. 1427-1433
    • Daikh, B.E.1    Lasker, J.M.2    Raucy, J.L.3    Koop, D.R.4
  • 7
    • 0021960864 scopus 로고
    • Extent of urinary excretion of p-hydroxyphenytoin in healthy subjects given phenytoin
    • Dickinson RG, Hooper WD, Patterson M, Eadie MJ, and Maguire B (1985) Extent of urinary excretion of p-hydroxyphenytoin in healthy subjects given phenytoin. Ther Drug Monit 7:283-289.
    • (1985) Ther Drug Monit , vol.7 , pp. 283-289
    • Dickinson, R.G.1    Hooper, W.D.2    Patterson, M.3    Eadie, M.J.4    Maguire, B.5
  • 8
    • 33645840145 scopus 로고    scopus 로고
    • Transport is not rate-limiting in morphine glucuronidation in the single-pass perfused rat liver preparation
    • Doherty MM, Poon K, Tsang C, and Pang KS (2006) Transport is not rate-limiting in morphine glucuronidation in the single-pass perfused rat liver preparation. J Pharmacol Exp Ther 317:890-900.
    • (2006) J Pharmacol Exp Ther , vol.317 , pp. 890-900
    • Doherty, M.M.1    Poon, K.2    Tsang, C.3    Pang, K.S.4
  • 9
    • 0034176412 scopus 로고    scopus 로고
    • Identification of CYP2C9 as a human liver microsomal linoleic acid epoxygenase
    • Draper AJ and Hammock BD (2000) Identification of CYP2C9 as a human liver microsomal linoleic acid epoxygenase. Arch Biochem Biophys 376:199-205.
    • (2000) Arch Biochem Biophys , vol.376 , pp. 199-205
    • Draper, A.J.1    Hammock, B.D.2
  • 10
    • 70449158340 scopus 로고
    • A simple method for the isolation and purification of total lipids from animal tissue
    • Folch J, Lees M, and Stanley GHS (1956) A simple method for the isolation and purification of total lipids from animal tissue. J Biol Chem 226:497-509.
    • (1956) J Biol Chem , vol.226 , pp. 497-509
    • Folch, J.1    Lees, M.2    Stanley, G.H.S.3
  • 13
    • 33751100417 scopus 로고    scopus 로고
    • Uptake and intracellular binding of lipophilic amine drugs by isolated rat hepatocytes and implications for prediction of in vivo metabolic clearance
    • Halifax D and Houston JB (2006) Uptake and intracellular binding of lipophilic amine drugs by isolated rat hepatocytes and implications for prediction of in vivo metabolic clearance. Drug Metab Dispos 34:1829-1836.
    • (2006) Drug Metab Dispos , vol.34 , pp. 1829-1836
    • Halifax, D.1    Houston, J.B.2
  • 14
    • 0028342648 scopus 로고
    • Utility of in vitro drug metabolism data in predicting in vivo metabolic clearance
    • Houston JB (1994) Utility of in vitro drug metabolism data in predicting in vivo metabolic clearance. Biochem Pharmacol 47:1469-1479.
    • (1994) Biochem Pharmacol , vol.47 , pp. 1469-1479
    • Houston, J.B.1
  • 15
    • 17644381224 scopus 로고    scopus 로고
    • Prediction of human drug clearance from in vitro and preclinical data using physiologically based and empirical approaches
    • Ito K and Houston JB (2005) Prediction of human drug clearance from in vitro and preclinical data using physiologically based and empirical approaches. Pharmacol Res 22:103-112.
    • (2005) Pharmacol Res , vol.22 , pp. 103-112
    • Ito, K.1    Houston, J.B.2
  • 17
    • 0029948070 scopus 로고    scopus 로고
    • Identification of monohydroxy fatty acids by electrospray mass spectrometry and tandem mass spectrometry
    • Kerwin JL and Torvik JJ (1996) Identification of monohydroxy fatty acids by electrospray mass spectrometry and tandem mass spectrometry. Anal Biochem 237:56-64.
    • (1996) Anal Biochem , vol.237 , pp. 56-64
    • Kerwin, J.L.1    Torvik, J.J.2
  • 18
    • 0016137969 scopus 로고
    • Erythrocyte uptake and plasma binding of diphenylhydantoin
    • Kurata D and Wilkinson GR (1974) Erythrocyte uptake and plasma binding of diphenylhydantoin. Clin Pharmacol Ther 16:355-362.
    • (1974) Clin Pharmacol Ther , vol.16 , pp. 355-362
    • Kurata, D.1    Wilkinson, G.R.2
  • 19
    • 0030825141 scopus 로고    scopus 로고
    • Effect of albumin on estimations, in vitro, of phenytoin Vmax and Km values: Implications for clinical correlation
    • Ludden LK, Ludden TM, Collins JM, Pentikis HS, and Strong JM (1997) Effect of albumin on estimations, in vitro, of phenytoin Vmax and Km values: implications for clinical correlation. J Pharmacol Exp Ther 282:391-396.
    • (1997) J Pharmacol Exp Ther , vol.282 , pp. 391-396
    • Ludden, L.K.1    Ludden, T.M.2    Collins, J.M.3    Pentikis, H.S.4    Strong, J.M.5
  • 20
    • 6944226371 scopus 로고    scopus 로고
    • Evaluation of fresh and cryopreserved hepatocytes as in vitro drug metabolism tools for the prediction of metabolic clearance
    • McGinnity DF, Soars MG, Urbanowicz RA, and Riley RJ (2004) Evaluation of fresh and cryopreserved hepatocytes as in vitro drug metabolism tools for the prediction of metabolic clearance. Drug Metab Dispos 32:1247-1253.
    • (2004) Drug Metab Dispos , vol.32 , pp. 1247-1253
    • McGinnity, D.F.1    Soars, M.G.2    Urbanowicz, R.A.3    Riley, R.J.4
  • 21
    • 0034010664 scopus 로고    scopus 로고
    • Non-specific binding of drugs to human liver microsomes
    • McLure JA, Miners JO, and Birkett DJ (2000) Non-specific binding of drugs to human liver microsomes. Br J Clin Pharmacol 49:453-461.
    • (2000) Br J Clin Pharmacol , vol.49 , pp. 453-461
    • McLure, J.A.1    Miners, J.O.2    Birkett, D.J.3
  • 22
    • 0023873591 scopus 로고
    • Tolbutamide hydroxylation by human liver microsomes: Kinetic characterisation and relationship to other cytochrome P-450 dependent xenobiotic oxidations
    • Miners JO, Smith KJ, Robson RA, McManus ME, Veronese ME, and Birkett DJ (1988) Tolbutamide hydroxylation by human liver microsomes: kinetic characterisation and relationship to other cytochrome P-450 dependent xenobiotic oxidations. Biochem Pharmacol 37:1137-1144.
    • (1988) Biochem Pharmacol , vol.37 , pp. 1137-1144
    • Miners, J.O.1    Smith, K.J.2    Robson, R.A.3    McManus, M.E.4    Veronese, M.E.5    Birkett, D.J.6
  • 23
    • 0031841377 scopus 로고    scopus 로고
    • Cytochrome P4502C9: An enzyme of major importance in human drug metabolism
    • Miners JO and Birkett DJ (1998) Cytochrome P4502C9: an enzyme of major importance in human drug metabolism. Br J Clin Pharmacol 45:525-538.
    • (1998) Br J Clin Pharmacol , vol.45 , pp. 525-538
    • Miners, J.O.1    Birkett, D.J.2
  • 24
    • 33646077674 scopus 로고    scopus 로고
    • In vitro-in vivo correlation for drugs and other compounds eliminated by glucuronidation in humans: Pitfalls and promises
    • Miners JO, Knights KM, Houston JB, and Mackenzie PI (2006) In vitro-in vivo correlation for drugs and other compounds eliminated by glucuronidation in humans: pitfalls and promises. Biochem Pharmacol 71:1531-1539.
    • (2006) Biochem Pharmacol , vol.71 , pp. 1531-1539
    • Miners, J.O.1    Knights, K.M.2    Houston, J.B.3    Mackenzie, P.I.4
  • 26
    • 1542344547 scopus 로고    scopus 로고
    • Predicting drug clearance from recombinantly expressed CYPs: Intersystem extrapolation factors
    • Proctor NJ, Tucker GT, and Rostami-Hodjegan A (2004) Predicting drug clearance from recombinantly expressed CYPs: intersystem extrapolation factors. Xenobiotica 34:151-178.
    • (2004) Xenobiotica , vol.34 , pp. 151-178
    • Proctor, N.J.1    Tucker, G.T.2    Rostami-Hodjegan, A.3
  • 27
    • 0029039791 scopus 로고
    • Arachidonic acid metabolism by human cytochrome P450s 2C8, 2C9, 2E1, and 1A2: Regioselective oxygenation and evidence for a role for CYP2C enzymes in arachidonic acid epoxygenation in human liver microsomes
    • Rifkind AB, Lee C, Chang TK, and Waxman DJ (1995) Arachidonic acid metabolism by human cytochrome P450s 2C8, 2C9, 2E1, and 1A2: regioselective oxygenation and evidence for a role for CYP2C enzymes in arachidonic acid epoxygenation in human liver microsomes. Arch Biochem Biophys 320:380-389.
    • (1995) Arch Biochem Biophys , vol.320 , pp. 380-389
    • Rifkind, A.B.1    Lee, C.2    Chang, T.K.3    Waxman, D.J.4
  • 28
    • 23944451585 scopus 로고    scopus 로고
    • A unified model for predicting human hepatic, metabolic clearance from in vitro intrinsic clearance data in hepatocytes and microsomes
    • Riley RJ, McGinnity DF, and Austin RP (2005) A unified model for predicting human hepatic, metabolic clearance from in vitro intrinsic clearance data in hepatocytes and microsomes. Drug Metab Dispos 33:1304-1311.
    • (2005) Drug Metab Dispos , vol.33 , pp. 1304-1311
    • Riley, R.J.1    McGinnity, D.F.2    Austin, R.P.3
  • 29
    • 33947587274 scopus 로고    scopus 로고
    • Simulation and prediction of in vivo drug metabolism in human populations from in vitro data
    • Rostami-Hodjegan A and Tucker GT 2007 (2007) Simulation and prediction of in vivo drug metabolism in human populations from in vitro data. Nat Rev Drug Discov 6:140-148.
    • (2007) Nat Rev Drug Discov , vol.6 , pp. 140-148
    • Rostami-Hodjegan, A.1    Tucker, G.T.2
  • 31
    • 33947398317 scopus 로고    scopus 로고
    • Binding of inhibitory fatty acids is responsible for the enhancement of UDP Glucuronosyltransferase 2B7 activity by albumin: Implications for in vitro-in vivo extrapolation
    • Rowland A, Gaganis P, Elliot DJ, Mackenzie PI, Knights KM, and Miners JO (2007) Binding of inhibitory fatty acids is responsible for the enhancement of UDP Glucuronosyltransferase 2B7 activity by albumin: implications for in vitro-in vivo extrapolation. J Pharmacol Exp Ther 321:137-147.
    • (2007) J Pharmacol Exp Ther , vol.321 , pp. 137-147
    • Rowland, A.1    Gaganis, P.2    Elliot, D.J.3    Mackenzie, P.I.4    Knights, K.M.5    Miners, J.O.6
  • 32
    • 0036194124 scopus 로고    scopus 로고
    • In vitro analysis of human drug glucuronidation and prediction of in vivo metabolic clearance
    • Soars MG, Burchell B, and Riley RJ (2002) In vitro analysis of human drug glucuronidation and prediction of in vivo metabolic clearance. J Pharmacol Exp Ther 301:382-390.
    • (2002) J Pharmacol Exp Ther , vol.301 , pp. 382-390
    • Soars, M.G.1    Burchell, B.2    Riley, R.J.3
  • 33
    • 0017111061 scopus 로고
    • The influence of disulfiram on the half life and metabolic clearance rate of diphenylhydantoin and tolbutamide in man
    • Svendsen TL, Kristensen MB, Hansen JM, and Skovsted L (1975) The influence of disulfiram on the half life and metabolic clearance rate of diphenylhydantoin and tolbutamide in man. Eur J Clin Pharmacol 9:439-441.
    • (1975) Eur J Clin Pharmacol , vol.9 , pp. 439-441
    • Svendsen, T.L.1    Kristensen, M.B.2    Hansen, J.M.3    Skovsted, L.4
  • 34
    • 0036259919 scopus 로고    scopus 로고
    • Effect of albumin on phenytoin and tolbutamide metabolism in human liver microsomes: An impact more than protein binding
    • Tang C, Lin Y, Rodrigues AD, and Lin JH (2002) Effect of albumin on phenytoin and tolbutamide metabolism in human liver microsomes: an impact more than protein binding. Drug Metab Dispos 30:648-654.
    • (2002) Drug Metab Dispos , vol.30 , pp. 648-654
    • Tang, C.1    Lin, Y.2    Rodrigues, A.D.3    Lin, J.H.4
  • 36
    • 0345549371 scopus 로고    scopus 로고
    • Evidence that unsaturated fatty acids are potent inhibitors of renal UDPglucuronosyltransferases (UGT): Kinetic studies using human kidney cortical microsomes and recombinant UGT1A9 and UGT2B7
    • Tsoutsikos P, Miners JO, Stapleton A, Thomas A, Sallustio BC, and Knights KM (2004) Evidence that unsaturated fatty acids are potent inhibitors of renal UDPglucuronosyltransferases (UGT): kinetic studies using human kidney cortical microsomes and recombinant UGT1A9 and UGT2B7. Biochem Pharmacol 67:191-199.
    • (2004) Biochem Pharmacol , vol.67 , pp. 191-199
    • Tsoutsikos, P.1    Miners, J.O.2    Stapleton, A.3    Thomas, A.4    Sallustio, B.C.5    Knights, K.M.6
  • 37
    • 33344478229 scopus 로고    scopus 로고
    • Quantitative prediction of in vivo inhibitory drug interactions involving glucuronidated drugs from in vitro data: The effect of fluconazole on zidovudine glucuronidation
    • Uchaipichat V, Winner LK, Mackenzie PI, Elliot DJ, Williams JA, and Miners JO (2006) Quantitative prediction of in vivo inhibitory drug interactions involving glucuronidated drugs from in vitro data: the effect of fluconazole on zidovudine glucuronidation. Br J Clin Pharmacol 61:427-439.
    • (2006) Br J Clin Pharmacol , vol.61 , pp. 427-439
    • Uchaipichat, V.1    Winner, L.K.2    Mackenzie, P.I.3    Elliot, D.J.4    Williams, J.A.5    Miners, J.O.6
  • 38
    • 0036085348 scopus 로고    scopus 로고
    • Effect of albumin and cytosol on enzyme kinetics of tolbutamide hydroxylation and inhibition of CYP2C9 by gemfibrozil in human liver microsomes
    • Wang J-S, Wen X, Backman JT, and Neuvonen PJ (2002) Effect of albumin and cytosol on enzyme kinetics of tolbutamide hydroxylation and inhibition of CYP2C9 by gemfibrozil in human liver microsomes. J Pharmacol Exp Ther 302:43-49.
    • (2002) J Pharmacol Exp Ther , vol.302 , pp. 43-49
    • Wang, J.-S.1    Wen, X.2    Backman, J.T.3    Neuvonen, P.J.4
  • 39
    • 0020120634 scopus 로고
    • The lipid composition of human liver microsomes
    • Waskell L, Koblin D, and Canova-Davis E (1982) The lipid composition of human liver microsomes. Lipids 17:317-320.
    • (1982) Lipids , vol.17 , pp. 317-320
    • Waskell, L.1    Koblin, D.2    Canova-Davis, E.3
  • 40
    • 4344631005 scopus 로고    scopus 로고
    • The comparative interaction of human and bovine serum albumins with CYP2C9 in human liver microsomes
    • Zhou Q, Matsumoto S, Ding LR, Fischer NE, and Inaba T (2004) The comparative interaction of human and bovine serum albumins with CYP2C9 in human liver microsomes. Life Sci 75:2145-2155.
    • (2004) Life Sci , vol.75 , pp. 2145-2155
    • Zhou, Q.1    Matsumoto, S.2    Ding, L.R.3    Fischer, N.E.4    Inaba, T.5


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