메뉴 건너뛰기




Volumn 99, Issue 2, 2010, Pages 1063-1077

The oxidative metabolism of dimemorfan by human cytochrome p450 enzymes

Author keywords

CYP enzymes; Dimemorfan; Inhibition; Kinetics; Metabolism; Microsomes

Indexed keywords

4 METHYLPYRAZOLE; 6 HYDROXYCHLORZOXAZONE; ALPHA NAPHTHOFLAVONE; CHLORZOXAZONE; CYTOCHROME P450; CYTOCHROME P450 2B6; CYTOCHROME P450 2C19; CYTOCHROME P450 2C9; CYTOCHROME P450 2D6; CYTOCHROME P450 3A4; DEXTROMETHORPHAN; DEXTRORPHAN; DIMEMORFAN PHOSPHATE; KETOCONAZOLE; MONOCLONAL ANTIBODY; NIFEDIPINE; O DEMETHYLASE; PAROXETINE; SULFAPHENAZOLE; TRANYLCYPROMINE;

EID: 74049101611     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.21866     Document Type: Article
Times cited : (11)

References (34)
  • 1
    • 0030928426 scopus 로고    scopus 로고
    • The nonnarcotic antitussive drug dimemorfan: A review
    • Ida H. 1997. The nonnarcotic antitussive drug dimemorfan: A review. Clin Ther 19:215-231.
    • (1997) Clin Ther , vol.19 , pp. 215-231
    • Ida, H.1
  • 2
    • 20344366514 scopus 로고    scopus 로고
    • Dimemorfan N-demethylation by mouse liver microsomal cytochrome P450 enzymes
    • Chou YC, Ueng YF, Chou CY, Tien JH. 2005. Dimemorfan N-demethylation by mouse liver microsomal cytochrome P450 enzymes. Life Sci 77:735-745.
    • (2005) Life Sci , vol.77 , pp. 735-745
    • Chou, Y.C.1    Ueng, Y.F.2    Chou, C.Y.3    Tien, J.H.4
  • 3
    • 0042090318 scopus 로고    scopus 로고
    • Metabolite characterization in drug discovery utilizing robotic liquidhandling, quadruple time-of-flight mass spectrometry and in-silico prediction
    • Nassar AEF, Adams PE. 2003. Metabolite characterization in drug discovery utilizing robotic liquidhandling, quadruple time-of-flight mass spectrometry and in-silico prediction. Curr Drug Metab 4: 259-271.
    • (2003) Curr Drug Metab , vol.4 , pp. 259-271
    • Nassar, A.E.F.1    Adams, P.E.2
  • 4
    • 0002888510 scopus 로고
    • Human cytochrome P450 enzymes
    • Ortiz de Montellano PR, editor, New York: Plenum Press. p
    • Guengerich FP. 1995. Human cytochrome P450 enzymes. In: Ortiz de Montellano PR, editor. Cytochrome P450. New York: Plenum Press. p 473-535.
    • (1995) Cytochrome P450 , pp. 473-535
    • Guengerich, F.P.1
  • 5
    • 0345016882 scopus 로고    scopus 로고
    • Effects of cytochrome b5 on drug oxidation activities of human cytochrome P450 (CYP) 3As: Similarity of CYP3A5 with CYP3A4 but not CYP3A7
    • Yamaori S, Yamazaki H, Suzuki A, Yamada A, Tani H, Kamidate T, Fujita K, Kamataki T. 2003. Effects of cytochrome b5 on drug oxidation activities of human cytochrome P450 (CYP) 3As: Similarity of CYP3A5 with CYP3A4 but not CYP3A7. Biochem Pharmacol 66:2333-2340.
    • (2003) Biochem Pharmacol , vol.66 , pp. 2333-2340
    • Yamaori, S.1    Yamazaki, H.2    Suzuki, A.3    Yamada, A.4    Tani, H.5    Kamidate, T.6    Fujita, K.7    Kamataki, T.8
  • 6
    • 0026750647 scopus 로고
    • The human hepatic cytochrome P450 involved in drug metabolism
    • Wrighton SA, Stevens JC. 1992. The human hepatic cytochrome P450 involved in drug metabolism. Crit Rev Toxicol 22:1-21.
    • (1992) Crit Rev Toxicol , vol.22 , pp. 1-21
    • Wrighton, S.A.1    Stevens, J.C.2
  • 7
    • 0028237729 scopus 로고
    • Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and Caucasians
    • Shimada T, Yamazaki H, Mimura M, Inui Y, Guengerich FP. 1994. Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and Caucasians. J Pharmacol Exp Ther 270:414-423.
    • (1994) J Pharmacol Exp Ther , vol.270 , pp. 414-423
    • Shimada, T.1    Yamazaki, H.2    Mimura, M.3    Inui, Y.4    Guengerich, F.P.5
  • 8
    • 0031856787 scopus 로고    scopus 로고
    • Characterization of CYP2C19 and CYP2C9 from human liver: Respective roles in microsomal tolbutamide, S-mephenytoin, and ormeprazole hydroxylations
    • Lasker JM, Wester MR, Aramsombatdee E, Raucy JL. 1998. Characterization of CYP2C19 and CYP2C9 from human liver: Respective roles in microsomal tolbutamide, S-mephenytoin, and ormeprazole hydroxylations. Arch Biochem Biophys 353:16-28.
    • (1998) Arch Biochem Biophys , vol.353 , pp. 16-28
    • Lasker, J.M.1    Wester, M.R.2    Aramsombatdee, E.3    Raucy, J.L.4
  • 9
    • 0030864218 scopus 로고    scopus 로고
    • Different contributions of cytochrome P450 2C19 and 3A4 in the oxidation of omeprazole by human liver microsomes: Effects of contents of these two forms in individual human samples
    • Yamazaki H, Inoue K, Shaw PM, Checovich WJ, Guengerich FP, Shimada T. 1997. Different contributions of cytochrome P450 2C19 and 3A4 in the oxidation of omeprazole by human liver microsomes: Effects of contents of these two forms in individual human samples. J Pharmacol Exp Ther 283:434-442.
    • (1997) J Pharmacol Exp Ther , vol.283 , pp. 434-442
    • Yamazaki, H.1    Inoue, K.2    Shaw, P.M.3    Checovich, W.J.4    Guengerich, F.P.5    Shimada, T.6
  • 10
    • 0008527609 scopus 로고
    • Preparation of microsomal and cytosolic fractions
    • Hayes AW, editor, 3rd edition. New York: Raven Press. p
    • Guengerich FP. 1994. Preparation of microsomal and cytosolic fractions. In: Hayes AW, editor. Principles and methods of toxicology. 3rd edition. New York: Raven Press. p 1267-1268.
    • (1994) Principles and methods of toxicology , pp. 1267-1268
    • Guengerich, F.P.1
  • 12
    • 0030843652 scopus 로고    scopus 로고
    • Drug metabolism by Escherichia coli expressing human cytochrome P450
    • Parikh A, Gillam EMJ, Guengerich FP. 1997. Drug metabolism by Escherichia coli expressing human cytochrome P450. Nat Biotechnol 15:784-788.
    • (1997) Nat Biotechnol , vol.15 , pp. 784-788
    • Parikh, A.1    Gillam, E.M.J.2    Guengerich, F.P.3
  • 13
    • 78651165715 scopus 로고
    • The carbon monooxidebinding pigment of liver microsomes. I. Evidence for its hemoprotein nature
    • Omura T, Sato R. 1964. The carbon monooxidebinding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J Biol Chem 239:2370-2378.
    • (1964) J Biol Chem , vol.239 , pp. 2370-2378
    • Omura, T.1    Sato, R.2
  • 14
    • 0019219257 scopus 로고
    • A rapid method for assaying the metabolism of 7-ethoxyresorufin by microsomal subcellular fractions
    • Pohl RJ, Fouts JR. 1980. A rapid method for assaying the metabolism of 7-ethoxyresorufin by microsomal subcellular fractions. Anal Biochem 107:150-155.
    • (1980) Anal Biochem , vol.107 , pp. 150-155
    • Pohl, R.J.1    Fouts, J.R.2
  • 15
    • 0022998708 scopus 로고
    • Characterization of rat and human liver microsomal cytochrome P450 forms involved in nifedipine oxidation, a prototype for genetic polymorphism in oxidative drug metabolism
    • Guengerich FP, Martin MV, Beaune PH, Kremers P, Wolff T, Waxman DV. 1986. Characterization of rat and human liver microsomal cytochrome P450 forms involved in nifedipine oxidation, a prototype for genetic polymorphism in oxidative drug metabolism. J Biol Chem 261:5051-5060.
    • (1986) J Biol Chem , vol.261 , pp. 5051-5060
    • Guengerich, F.P.1    Martin, M.V.2    Beaune, P.H.3    Kremers, P.4    Wolff, T.5    Waxman, D.V.6
  • 17
    • 0031912544 scopus 로고    scopus 로고
    • Roles of two allelic variants (Arg144Cys and Ile359Leu) of cytochrome P450 2C9 in the oxidation of tolbutamide and warfarin by human liver microsomes
    • Yamazaki H, Inoue K, Shimada T. 1998. Roles of two allelic variants (Arg144Cys and Ile359Leu) of cytochrome P450 2C9 in the oxidation of tolbutamide and warfarin by human liver microsomes. Xenobiotica 28:103-115.
    • (1998) Xenobiotica , vol.28 , pp. 103-115
    • Yamazaki, H.1    Inoue, K.2    Shimada, T.3
  • 20
    • 1242276393 scopus 로고    scopus 로고
    • Inhibitory effects of themonoamine oxidase inhibitor tranylcypromine on cytochrome P450 enzymes CYP2C19, CYP2C9, and CYP2D6
    • SalsaliM,Holt A, Baker GB. 2004. Inhibitory effects of themonoamine oxidase inhibitor tranylcypromine on cytochrome P450 enzymes CYP2C19, CYP2C9, and CYP2D6. Cell Mol Neurobiol 24:63-75.
    • (2004) Cell Mol Neurobiol , vol.24 , pp. 63-75
    • SalsaliM1    Holt, A.2    Baker, G.B.3
  • 21
    • 0035997338 scopus 로고    scopus 로고
    • The N-demethylation of the doxepin isomers is mainly catalyzed by the polymorphic CYP2C19
    • Härtter S, Tybring G, Friedberg T, Weigmann H, Hiemke C. 2002. The N-demethylation of the doxepin isomers is mainly catalyzed by the polymorphic CYP2C19. Pharm Res 19:1034-1037.
    • (2002) Pharm Res , vol.19 , pp. 1034-1037
    • Härtter, S.1    Tybring, G.2    Friedberg, T.3    Weigmann, H.4    Hiemke, C.5
  • 22
    • 0037369622 scopus 로고    scopus 로고
    • Apparent mechanism-based inhibition of human CYP2D6 in vitro by paroxetine: Comparison with fluoxetine and quinidine
    • Bertelsen KM, Venkatarishnan K, von Moltke LL, Obach RS, Greenblatt DJ. 2003. Apparent mechanism-based inhibition of human CYP2D6 in vitro by paroxetine: Comparison with fluoxetine and quinidine. Drug Metab Dispos 31:289-293.
    • (2003) Drug Metab Dispos , vol.31 , pp. 289-293
    • Bertelsen, K.M.1    Venkatarishnan, K.2    von Moltke, L.L.3    Obach, R.S.4    Greenblatt, D.J.5
  • 23
    • 0028858960 scopus 로고
    • Cytochrome P450 inhibitors: Evaluation of specificities in the in vitro metabolism of therapeutic agents by human liver microsomes
    • Newton DJ, Wang RW, Lu AYH. 1995. Cytochrome P450 inhibitors: Evaluation of specificities in the in vitro metabolism of therapeutic agents by human liver microsomes. Drug Metab Dispos 23:154-158.
    • (1995) Drug Metab Dispos , vol.23 , pp. 154-158
    • Newton, D.J.1    Wang, R.W.2    Lu, A.Y.H.3
  • 24
    • 1842866515 scopus 로고    scopus 로고
    • Quinidine and haloperidol as modifiers of CYP3A4 Activity: Multisite kinetic model approach
    • Galetin A, Clarke SE, Houston JB. 2002. Quinidine and haloperidol as modifiers of CYP3A4 Activity: Multisite kinetic model approach. Drug Metab Dispos 30:1512-1522.
    • (2002) Drug Metab Dispos , vol.30 , pp. 1512-1522
    • Galetin, A.1    Clarke, S.E.2    Houston, J.B.3
  • 26
    • 32944455130 scopus 로고    scopus 로고
    • Monoclonal antibodies and multifunctional cytochrome P450: Drug metabolism as paradigm
    • Gelboin HV, Krausz K. 2006. Monoclonal antibodies and multifunctional cytochrome P450: Drug metabolism as paradigm. J Clin Pharmacol 46:353-372.
    • (2006) J Clin Pharmacol , vol.46 , pp. 353-372
    • Gelboin, H.V.1    Krausz, K.2
  • 27
    • 0034105896 scopus 로고    scopus 로고
    • In vitro-in vivo scaling of CYP kinetic data not consistent with the classical Michaelis-Menten model
    • Houston JB, Kenworthy KE. 2000. In vitro-in vivo scaling of CYP kinetic data not consistent with the classical Michaelis-Menten model. Drug Metab Dispos 28:246-254.
    • (2000) Drug Metab Dispos , vol.28 , pp. 246-254
    • Houston, J.B.1    Kenworthy, K.E.2
  • 28
    • 0038193696 scopus 로고    scopus 로고
    • Involvement of CYP3A4, CYP2C8, and CYP2D6 in the metabolism of (R)- and (S)-methadone in vitro
    • Wang JS, DeVane CL. 2003. Involvement of CYP3A4, CYP2C8, and CYP2D6 in the metabolism of (R)- and (S)-methadone in vitro. Drug Metab Dispos 31:742-747.
    • (2003) Drug Metab Dispos , vol.31 , pp. 742-747
    • Wang, J.S.1    DeVane, C.L.2
  • 29
    • 0029047732 scopus 로고
    • Roles of divalent metal ions in oxidations catalyzed by recombinant cytochrome P450 3A4 and replacement of NADPH-cytochrome P450 reductase with other flavoproteins, ferredoxin, and oxygen surrogates
    • Yamazaki H, Ueng YF, Shimada T, Guengerich FP. 1995. Roles of divalent metal ions in oxidations catalyzed by recombinant cytochrome P450 3A4 and replacement of NADPH-cytochrome P450 reductase with other flavoproteins, ferredoxin, and oxygen surrogates. Biochemistry 34:8380-8389.
    • (1995) Biochemistry , vol.34 , pp. 8380-8389
    • Yamazaki, H.1    Ueng, Y.F.2    Shimada, T.3    Guengerich, F.P.4
  • 30
    • 0033136981 scopus 로고    scopus 로고
    • O- and N-demethylation of venlafaxine in vitro by human liver microsomes and by microsomes from cDNA-transfected cells: Effect of metabolic inhibitors and SSRI antidepressants
    • Fogelman SM, Schmider J, Venkatakrishnan K, von Moltke LL, Harmatz JS, Shader RI, Greenblatt DJ. 1999. O- and N-demethylation of venlafaxine in vitro by human liver microsomes and by microsomes from cDNA-transfected cells: Effect of metabolic inhibitors and SSRI antidepressants. Neuropsychopharmacology 20:480-490.
    • (1999) Neuropsychopharmacology , vol.20 , pp. 480-490
    • Fogelman, S.M.1    Schmider, J.2    Venkatakrishnan, K.3    von Moltke, L.L.4    Harmatz, J.S.5    Shader, R.I.6    Greenblatt, D.J.7
  • 31
    • 0034771887 scopus 로고    scopus 로고
    • Characterization of dextromethorphan O- and N-demethylation catalyzed by highly purified recombinant human CYP2D6
    • Yu A, Dong H, Lang D, Haining RL. 2001. Characterization of dextromethorphan O- and N-demethylation catalyzed by highly purified recombinant human CYP2D6. Drug Metab Dispos 29:1362-1365.
    • (2001) Drug Metab Dispos , vol.29 , pp. 1362-1365
    • Yu, A.1    Dong, H.2    Lang, D.3    Haining, R.L.4
  • 32
    • 41149176900 scopus 로고    scopus 로고
    • Effect of psychotropic drugs on the 21-hydroxylation of neurosteroids, progesterone and allopregnanolone, catalyzed by rat CYP2D4 and human CYP2D6 in the brain
    • Niwa T, Okada K, Hiroi T, Imaoka S, Narimatsu S, Funae Y. 2008. Effect of psychotropic drugs on the 21-hydroxylation of neurosteroids, progesterone and allopregnanolone, catalyzed by rat CYP2D4 and human CYP2D6 in the brain. Biol Pharm Bull 31:348-351.
    • (2008) Biol Pharm Bull , vol.31 , pp. 348-351
    • Niwa, T.1    Okada, K.2    Hiroi, T.3    Imaoka, S.4    Narimatsu, S.5    Funae, Y.6
  • 33
    • 0030432585 scopus 로고    scopus 로고
    • Frequent distribution of ultrarapid metabolizers of debrisoquine in an ethiopian population carrying duplicated and multiduplicated functional CYP2D6 alleles
    • Aklillu E, Persson I, Bertilsson L, Johansson I, Rodrigues F, Ingelman-Sundberg M. 1996. Frequent distribution of ultrarapid metabolizers of debrisoquine in an ethiopian population carrying duplicated and multiduplicated functional CYP2D6 alleles. J Pharmacol Exp Ther 278:441-446.
    • (1996) J Pharmacol Exp Ther , vol.278 , pp. 441-446
    • Aklillu, E.1    Persson, I.2    Bertilsson, L.3    Johansson, I.4    Rodrigues, F.5    Ingelman-Sundberg, M.6
  • 34
    • 33947646865 scopus 로고    scopus 로고
    • Potential genetic causes of heterogeneity of treatment effects
    • Goldstein DB, Need AC, Singh R, Sisodiya SM. 2007. Potential genetic causes of heterogeneity of treatment effects. Am J Med 120:S21-S25.
    • (2007) Am J Med , vol.120
    • Goldstein, D.B.1    Need, A.C.2    Singh, R.3    Sisodiya, S.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.