메뉴 건너뛰기




Volumn 53, Issue 11, 1997, Pages 1605-1612

Interactions of amphetamine analogs with human liver CYP2D6

Author keywords

Amphetamine; CYP2D6; Human liver microsomes; In vitro screening; MDMA; Methamphetamine

Indexed keywords

AMPHETAMINE DERIVATIVE; DEXTROMETHORPHAN;

EID: 0343145695     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(97)00014-2     Document Type: Article
Times cited : (156)

References (43)
  • 1
    • 0025305464 scopus 로고
    • The genetic polymorphism of debrisoquine/sparteine metabolism - Clinical aspects
    • Eichelbaum M and Gross AS, The genetic polymorphism of debrisoquine/sparteine metabolism - Clinical aspects. Pharmacol Ther 46: 377-394, 1990.
    • (1990) Pharmacol Ther , vol.46 , pp. 377-394
    • Eichelbaum, M.1    Gross, A.S.2
  • 3
    • 0024359574 scopus 로고
    • Clinical significance of the sparteine/ debrisoquine oxidation polymorphism
    • Brosen K and Gram LF, Clinical significance of the sparteine/ debrisoquine oxidation polymorphism. Eur J Clin Pharmacol 36: 537-547, 1989.
    • (1989) Eur J Clin Pharmacol , vol.36 , pp. 537-547
    • Brosen, K.1    Gram, L.F.2
  • 4
    • 0028997955 scopus 로고
    • Molecular bases and clinical consequences of genetic cytochrome P450 2D6 polymorphism
    • Kroemer HK and Eichelbaum M, Molecular bases and clinical consequences of genetic cytochrome P450 2D6 polymorphism. Life Sci 56: 2285-2298, 1995.
    • (1995) Life Sci , vol.56 , pp. 2285-2298
    • Kroemer, H.K.1    Eichelbaum, M.2
  • 5
    • 0025940815 scopus 로고
    • Molecular genetics of the debrisoquine-sparteine polymorphism
    • Gonzalez FJ and Meyer UA, Molecular genetics of the debrisoquine-sparteine polymorphism. Clin Pharmacol Ther 50: 233-238, 1991.
    • (1991) Clin Pharmacol Ther , vol.50 , pp. 233-238
    • Gonzalez, F.J.1    Meyer, U.A.2
  • 6
    • 0022763416 scopus 로고
    • Quinidine: Potent inhibition of sparteine and debrisoquine oxidation in vivo
    • Inaba T, Tyndale RF and Mahon WA, Quinidine: Potent inhibition of sparteine and debrisoquine oxidation in vivo. Br J Clin Pharmacol 22: 199-200, 1986.
    • (1986) Br J Clin Pharmacol , vol.22 , pp. 199-200
    • Inaba, T.1    Tyndale, R.F.2    Mahon, W.A.3
  • 7
    • 0026763431 scopus 로고
    • Dextromethorphan: Enhancing its systemic availability by way of low-dose quinidine-mediated inhibition of cytochrome P4502D6
    • Zhang Y, Britto MR, Valderhaug KL, Wedlund PJ and Smith RA, Dextromethorphan: Enhancing its systemic availability by way of low-dose quinidine-mediated inhibition of cytochrome P4502D6. Clin Pharmacol Ther 51: 647-655, 1992.
    • (1992) Clin Pharmacol Ther , vol.51 , pp. 647-655
    • Zhang, Y.1    Britto, M.R.2    Valderhaug, K.L.3    Wedlund, P.J.4    Smith, R.A.5
  • 9
    • 0014736443 scopus 로고
    • The metabolic fate of amphetamine in man and other species
    • Dring LG, Smith RL and Williams RT, The metabolic fate of amphetamine in man and other species. Biochem J 116: 425-435, 1970.
    • (1970) Biochem J , vol.116 , pp. 425-435
    • Dring, L.G.1    Smith, R.L.2    Williams, R.T.3
  • 10
    • 0001144226 scopus 로고
    • Introduction to special issue (human genetic variations in oxidative drug metabolism)
    • Smith RL, Introduction to special issue (human genetic variations in oxidative drug metabolism). Xenobiotica 16: 361-365, 1986.
    • (1986) Xenobiotica , vol.16 , pp. 361-365
    • Smith, R.L.1
  • 11
    • 0018674294 scopus 로고
    • Interindividual and interspecies variation in the metabolism of the hallucinogen 4-methoxyamphetamine
    • Kitchen I, Tremblay JA, Dring LG, Idle JR, Smith RL and Williams RT, Interindividual and interspecies variation in the metabolism of the hallucinogen 4-methoxyamphetamine. Xenobiotica 7: 397-404, 1979.
    • (1979) Xenobiotica , vol.7 , pp. 397-404
    • Kitchen, I.1    Tremblay, J.A.2    Dring, L.G.3    Idle, J.R.4    Smith, R.L.5    Williams, R.T.6
  • 12
    • 0024778594 scopus 로고
    • Stimulus properties of hallucinogenic phenalkylamines and related designer drugs: Formulation of structure-activity relationships
    • Glennon RA, Stimulus properties of hallucinogenic phenalkylamines and related designer drugs: Formulation of structure-activity relationships. NIDA Res Monogr 94: 43-67, 1989.
    • (1989) NIDA Res Monogr , vol.94 , pp. 43-67
    • Glennon, R.A.1
  • 13
    • 0024854191 scopus 로고
    • Self-injection in baboons of amphetamines and related designer drugs
    • Sannerud CA, Brady JV and Griffiths RR, Self-injection in baboons of amphetamines and related designer drugs. NIDA Res Monogr 94: 30-42, 1989.
    • (1989) NIDA Res Monogr , vol.94 , pp. 30-42
    • Sannerud, C.A.1    Brady, J.V.2    Griffiths, R.R.3
  • 14
    • 0016165511 scopus 로고
    • PMA deaths in Ontario
    • Cimbura G, PMA deaths in Ontario. Can Med Assoc J 110: 1263-1267, 1974.
    • (1974) Can Med Assoc J , vol.110 , pp. 1263-1267
    • Cimbura, G.1
  • 15
    • 0002658787 scopus 로고
    • Amphetamine. Body temperature regulation, drug effects and therapeutic implications
    • (Eds. Lomax P and Schonbaum E), Marcel Dekker, New York
    • Sellers EM, Martin P, Roy M and Sellers EA, Amphetamine. Body temperature regulation, drug effects and therapeutic implications. In: Modern Pharmacology-Toxicology (Eds. Lomax P and Schonbaum E), Vol. 16, pp. 461-498. Marcel Dekker, New York, 1979.
    • (1979) Modern Pharmacology-Toxicology , vol.16 , pp. 461-498
    • Sellers, E.M.1    Martin, P.2    Roy, M.3    Sellers, E.A.4
  • 17
    • 0025121255 scopus 로고
    • Metabolism of methylenedioxyamphetamine: Formation of dihydroxymethamphetamine and a quinone identified as its glutathione adduct
    • Hiramatsu M, Kumagai Y, Unger SE and Cho AK, Metabolism of methylenedioxyamphetamine: Formation of dihydroxymethamphetamine and a quinone identified as its glutathione adduct. J Pharmacol Exp Ther 254: 521-527, 1990.
    • (1990) J Pharmacol Exp Ther , vol.254 , pp. 521-527
    • Hiramatsu, M.1    Kumagai, Y.2    Unger, S.E.3    Cho, A.K.4
  • 18
    • 0026555524 scopus 로고
    • Synthesis and neurotoxicological evaluation of putative metabolites of the serotoninergic neurotoxin 2-(methyl-amino)-1-[3,4-(methylenedioxy)phenyl] propane [(methyl-enedioxy)methamphetamine]
    • Zhao A, Castagnoli N, Ricaurte GA, Steele T and Martello M, Synthesis and neurotoxicological evaluation of putative metabolites of the serotoninergic neurotoxin 2-(methyl-amino)-1-[3,4-(methylenedioxy)phenyl] propane [(methyl-enedioxy)methamphetamine]. Chem Res Toxicol 5: 89-94, 1992.
    • (1992) Chem Res Toxicol , vol.5 , pp. 89-94
    • Zhao, A.1    Castagnoli, N.2    Ricaurte, G.A.3    Steele, T.4    Martello, M.5
  • 19
    • 0022521991 scopus 로고
    • Stereoselective accumulation of metabolites of amphetamine in rat striatum and hypothalamus
    • Dougan DFH, Duffield AM, Duffield PH and Wade DN, Stereoselective accumulation of metabolites of amphetamine in rat striatum and hypothalamus. Br J Pharmacol 88: 285-290, 1986.
    • (1986) Br J Pharmacol , vol.88 , pp. 285-290
    • Dougan, D.F.H.1    Duffield, A.M.2    Duffield, P.H.3    Wade, D.N.4
  • 20
    • 0021249689 scopus 로고
    • Determination of amphetamine, norephedrine and their phenolic metabolites in rat brain by gas chromatography
    • Coutts RT, Prelusky DB and Baker GB, Determination of amphetamine, norephedrine and their phenolic metabolites in rat brain by gas chromatography. J Pharm Sci 73: 808-812, 1989.
    • (1989) J Pharm Sci , vol.73 , pp. 808-812
    • Coutts, R.T.1    Prelusky, D.B.2    Baker, G.B.3
  • 21
    • 0018609875 scopus 로고
    • Formation of α-methyldopamine ('catecholamphetamine') from p-hydroxyamphetamine by rat brain microsomes
    • Hoffman AR, Sastry BVR and Axelrod J, Formation of α-methyldopamine ('catecholamphetamine') from p-hydroxyamphetamine by rat brain microsomes. Pharmacology 19: 256-260, 1979.
    • (1979) Pharmacology , vol.19 , pp. 256-260
    • Hoffman, A.R.1    Sastry, B.V.R.2    Axelrod, J.3
  • 22
    • 0026067341 scopus 로고
    • Hydroxyamphetamine: A good drug lost?
    • Burde RM and Thompson HS, Hydroxyamphetamine: A good drug lost? Am J Ophthalmol 111: 100-102, 1991.
    • (1991) Am J Ophthalmol , vol.111 , pp. 100-102
    • Burde, R.M.1    Thompson, H.S.2
  • 23
    • 0023568113 scopus 로고
    • MPTP, the neurotoxin inducing Parkinson's disease, is a potent competitive inhibitor of human and rat cytochrome P450 isozymes (P450bufl, P450dbl) catalyzing debrisoquine 4-hydroxylation
    • Fonne-Pfister R, Bargetzi MJ and Meyer UA, MPTP, the neurotoxin inducing Parkinson's disease, is a potent competitive inhibitor of human and rat cytochrome P450 isozymes (P450bufl, P450dbl) catalyzing debrisoquine 4-hydroxylation. Biochem Biophys Res Commun 148: 1144-1150, 1987.
    • (1987) Biochem Biophys Res Commun , vol.148 , pp. 1144-1150
    • Fonne-Pfister, R.1    Bargetzi, M.J.2    Meyer, U.A.3
  • 24
    • 0025779409 scopus 로고
    • Neuronal cytochrome P450IID1 (debrisoquine/ sparteine type): Potent inhibition of activity by (-)cocaine and nucleotide sequence identity of human hepatic P450 gene CYP2D6
    • Tyndale RF, Sunahara R, Inaba T, Kalow W, Gonzalez FJ and Niznik HB, Neuronal cytochrome P450IID1 (debrisoquine/ sparteine type): Potent inhibition of activity by (-)cocaine and nucleotide sequence identity of human hepatic P450 gene CYP2D6. Mol Pharmocol 40: 63-68, 1991.
    • (1991) Mol Pharmocol , vol.40 , pp. 63-68
    • Tyndale, R.F.1    Sunahara, R.2    Inaba, T.3    Kalow, W.4    Gonzalez, F.J.5    Niznik, H.B.6
  • 25
    • 0024593499 scopus 로고
    • Manganese-mediated increase in the rat brain mitochondrial cytochrome P-450 and drug metabolism activity: Susceptibility of the striatum
    • Liccione JJ and Maines MD, Manganese-mediated increase in the rat brain mitochondrial cytochrome P-450 and drug metabolism activity: Susceptibility of the striatum. J. Pharmacol Exp Ther 248: 222-228, 1989.
    • (1989) J. Pharmacol Exp Ther , vol.248 , pp. 222-228
    • Liccione, J.J.1    Maines, M.D.2
  • 26
    • 0026731379 scopus 로고
    • Enzymatic and chemical demethylenation of (Methylenedioxy)amphetamine and (methylenedioxy)methamphetamine by rat brain microsomes
    • Lin LY, Kumagai Y and Cho AK, Enzymatic and chemical demethylenation of (Methylenedioxy)amphetamine and (methylenedioxy)methamphetamine by rat brain microsomes. Chem Res Toxicol 5: 401-406, 1992.
    • (1992) Chem Res Toxicol , vol.5 , pp. 401-406
    • Lin, L.Y.1    Kumagai, Y.2    Cho, A.K.3
  • 27
    • 0023113788 scopus 로고
    • Biotransformation of caffeine, paraxanthine, theophylline and theobromine by polycyclic aromatic hydrocarbon-inducible cytochrome(s) P450 in human liver microsomes
    • Campbell ME, Grant DM, Inaba T and Kalow W, Biotransformation of caffeine, paraxanthine, theophylline and theobromine by polycyclic aromatic hydrocarbon-inducible cytochrome(s) P450 in human liver microsomes. Drug Metab Dispos 15: 237-249, 1987.
    • (1987) Drug Metab Dispos , vol.15 , pp. 237-249
    • Campbell, M.E.1    Grant, D.M.2    Inaba, T.3    Kalow, W.4
  • 28
    • 0024324192 scopus 로고
    • Evidence in humans for variant allozymes of the nondeficient sparteine/debrisoquine monooxygenase (P450IID1) in vitro
    • Tyndale RF, Inaba T and Kalow W, Evidence in humans for variant allozymes of the nondeficient sparteine/debrisoquine monooxygenase (P450IID1) in vitro. Drug Metab Dispos 17: 334-340, 1989.
    • (1989) Drug Metab Dispos , vol.17 , pp. 334-340
    • Tyndale, R.F.1    Inaba, T.2    Kalow, W.3
  • 29
    • 0025006664 scopus 로고
    • Sparteine metabolism capacity in human liver: Structural variants of human P450IID6 as assessed by immunochemistry
    • Tyndale RF, Gonzalez FJ, Hardwick JP, Kalow W and Inaba T, Sparteine metabolism capacity in human liver: Structural variants of human P450IID6 as assessed by immunochemistry. Pharmacol Toxicol 67: 14-18, 1990.
    • (1990) Pharmacol Toxicol , vol.67 , pp. 14-18
    • Tyndale, R.F.1    Gonzalez, F.J.2    Hardwick, J.P.3    Kalow, W.4    Inaba, T.5
  • 30
    • 0023954396 scopus 로고
    • Human debrisoquine 4-hydroxylase (P450IID1):CDNA and deduced amino acid sequence and assignment of the CYP2D6 locus to chromosome 22
    • Gonzalez FJ, Vilbois F, Hardwick JP, McBride OW, Nebert DW, Gelboin HV and Meyer UA, Human debrisoquine 4-hydroxylase (P450IID1):cDNA and deduced amino acid sequence and assignment of the CYP2D6 locus to chromosome 22. Genomics 2: 174-179, 1988.
    • (1988) Genomics , vol.2 , pp. 174-179
    • Gonzalez, F.J.1    Vilbois, F.2    Hardwick, J.P.3    McBride, O.W.4    Nebert, D.W.5    Gelboin, H.V.6    Meyer, U.A.7
  • 33
    • 0023684586 scopus 로고
    • Absence of hepatic cytochrome P450 bufl causes genetically deficient debrisoquine oxidation in man
    • Zanger UM, Vilbois F, Hardwick JP and Meyer UA, Absence of hepatic cytochrome P450 bufl causes genetically deficient debrisoquine oxidation in man. Biochemistry 27: 5447-5454, 1988.
    • (1988) Biochemistry , vol.27 , pp. 5447-5454
    • Zanger, U.M.1    Vilbois, F.2    Hardwick, J.P.3    Meyer, U.A.4
  • 34
    • 0024359553 scopus 로고
    • Effect of quinidine on the dextromethorphan O-demethylase activity of microsomal fractions from human liver
    • Broly F, Libersa C, Lhermitte M, Bechtel P and Dupuis B, Effect of quinidine on the dextromethorphan O-demethylase activity of microsomal fractions from human liver. Br J Clin Pharmacol 28: 29-36, 1989.
    • (1989) Br J Clin Pharmacol , vol.28 , pp. 29-36
    • Broly, F.1    Libersa, C.2    Lhermitte, M.3    Bechtel, P.4    Dupuis, B.5
  • 35
    • 0002625298 scopus 로고
    • Longmans, Green & Co. Ltd., London
    • Dixon M and Webb EC, Enzymes, 3rd Ed, pp. 345-352. Longmans, Green & Co. Ltd., London, 1979.
    • (1979) Enzymes, 3rd Ed , pp. 345-352
    • Dixon, M.1    Webb, E.C.2
  • 38
    • 0017712693 scopus 로고
    • Directional lipophilic character in a series of psychotomimetic phenethylamine derivatives
    • Nichols DE, Shulgin AT and Dyer DC, Directional lipophilic character in a series of psychotomimetic phenethylamine derivatives. Life Sci 21: 569-576, 1977.
    • (1977) Life Sci , vol.21 , pp. 569-576
    • Nichols, D.E.1    Shulgin, A.T.2    Dyer, D.C.3
  • 39
    • 0023788246 scopus 로고
    • The use of quinidine inhibition to define the role of the sparteine/debrisoquine P450 in metoprolol oxidation by human liver microsomes
    • Otton SV, Crew HK, Leonard MS, Tucker GT and Woods HF, The use of quinidine inhibition to define the role of the sparteine/debrisoquine P450 in metoprolol oxidation by human liver microsomes. J Pharmacol Exp Ther 247: 242-247, 1988.
    • (1988) J Pharmacol Exp Ther , vol.247 , pp. 242-247
    • Otton, S.V.1    Crew, H.K.2    Leonard, M.S.3    Tucker, G.T.4    Woods, H.F.5
  • 40
    • 0022338958 scopus 로고
    • Polymorphic dextromethorphan metabolism: Co-segregation of oxidative O-demethylation with debrisoquine hydroxylation
    • Schmid B, Bircher J, Preisig R and Kupfer A, Polymorphic dextromethorphan metabolism: Co-segregation of oxidative O-demethylation with debrisoquine hydroxylation. Clin Pharmacol Ther 38: 618-624, 1985.
    • (1985) Clin Pharmacol Ther , vol.38 , pp. 618-624
    • Schmid, B.1    Bircher, J.2    Preisig, R.3    Kupfer, A.4
  • 41
  • 42
    • 0002126197 scopus 로고
    • Interactions of methylenedioxyphenyl compounds with cytochrome P450 and effects on microsomal oxidation
    • Wilkinson CF, Murray M and Marcus CB, Interactions of methylenedioxyphenyl compounds with cytochrome P450 and effects on microsomal oxidation. Rev Biochem Toxicol 6: 27-63, 1984.
    • (1984) Rev Biochem Toxicol , vol.6 , pp. 27-63
    • Wilkinson, C.F.1    Murray, M.2    Marcus, C.B.3
  • 43
    • 0022458850 scopus 로고
    • Spectral and inhibitory interactions of (±)-3,4-methylenedioxyamphetamine (MDA) and (±)-3,4-methylenedioxymethamphetamine (MDMA) with rat hepatic microsomes
    • Brady JF, DiStefano EW and Cho AK, Spectral and inhibitory interactions of (±)-3,4-methylenedioxyamphetamine (MDA) and (±)-3,4-methylenedioxymethamphetamine (MDMA) with rat hepatic microsomes. Life Sci 39: 1457-1464, 1986.
    • (1986) Life Sci , vol.39 , pp. 1457-1464
    • Brady, J.F.1    DiStefano, E.W.2    Cho, A.K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.