메뉴 건너뛰기




Volumn 62, Issue 7, 2006, Pages 513-521

Enantioselective pharmacokinetics of tramadol in CYP2D6 extensive and poor metabolizers

Author keywords

Enantioselective pharmacokinetics; Extensive metabolizers; Poor metabolizers; Tramadol

Indexed keywords

2,3 DIDEHYDROSPARTEINE; 5,6 DIDEHYDROSPARTEINE; CYTOCHROME P450 2D6; DRUG METABOLITE; NORTRAMADOL; O NORTRAMADOL; SPARTEINE; TRAMADOL; UNCLASSIFIED DRUG;

EID: 33745699160     PISSN: 00316970     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00228-006-0135-x     Document Type: Article
Times cited : (86)

References (42)
  • 1
    • 0017863203 scopus 로고
    • On separation of isomeres, structural elucidation and pharmacological characterization of 1-(m-methoxyphenyl)-2-(dimethylaminomethyl)-cyclohexan-1-ol
    • Frankus E, Friderichs E, Kim SM, Osterloh G (1978) On separation of isomeres, structural elucidation and pharmacological characterization of 1-(m-methoxyphenyl)-2-(dimethylaminomethyl)-cyclohexan-1-ol. Arzneimittelforschung 28:114-121
    • (1978) Arzneimittelforschung , vol.28 , pp. 114-121
    • Frankus, E.1    Friderichs, E.2    Kim, S.M.3    Osterloh, G.4
  • 2
    • 0033868693 scopus 로고    scopus 로고
    • Tramadol - Present and future
    • Shipton EA (2000) Tramadol - present and future. Anaesth Intensive Care 28:363-374
    • (2000) Anaesth Intensive Care , vol.28 , pp. 363-374
    • Shipton, E.A.1
  • 3
    • 0036276786 scopus 로고    scopus 로고
    • Metabolism of the analgesic drug ULTRAM (R) (tramadol hydrochloride) in humans: API-MS and MS/MS characterization of metabolites
    • Wu WN, Mckown LA, Liao S (2002) Metabolism of the analgesic drug ULTRAM (R) (tramadol hydrochloride) in humans: API-MS and MS/MS characterization of metabolites. Xenobiotica 32:411-425
    • (2002) Xenobiotica , vol.32 , pp. 411-425
    • Wu, W.N.1    Mckown, L.A.2    Liao, S.3
  • 5
    • 0034946742 scopus 로고    scopus 로고
    • Identification of cytochrome P-450 isoforms responsible for cis-tramadol metabolism in human liver microsomes
    • Subrahmanyam V, Renwick AB, Walters DG, Young PJ, Price RJ, Tonelli AP et al (2001) Identification of cytochrome P-450 isoforms responsible for cis-tramadol metabolism in human liver microsomes. Drug Metab Dispos 29:1146-1155
    • (2001) Drug Metab Dispos , vol.29 , pp. 1146-1155
    • Subrahmanyam, V.1    Renwick, A.B.2    Walters, D.G.3    Young, P.J.4    Price, R.J.5    Tonelli, A.P.6
  • 6
    • 0026512239 scopus 로고
    • Opioid and nonopioid components independently contribute to the mechanism of action of tramadol, an atypical opioid analgesic
    • Raffa RB, Friderichs E, Reimann W, Shank RP, Codd EE, Vaught JL (1992) Opioid and nonopioid components independently contribute to the mechanism of action of tramadol, an atypical opioid analgesic. J of Pharmacol Exp Ther 260:275-285
    • (1992) J of Pharmacol Exp Ther , vol.260 , pp. 275-285
    • Raffa, R.B.1    Friderichs, E.2    Reimann, W.3    Shank, R.P.4    Codd, E.E.5    Vaught, J.L.6
  • 8
    • 0033901486 scopus 로고    scopus 로고
    • Affinity, potency and efficacy of tramadol and its metabolites at the cloned human mu-opioid receptor
    • DOI 10.1007/s002100000266
    • Gillen C, Haurand M, Kobelt DJ, Wnendt S (2000) Affinity, potency and efficacy of tramadol and its metabolites at the cloned human mu-opioid receptor. Naunyn-Schmiedebergs Arch Pharmacol 362:116-21. DOI 10.1007/s002100000266
    • (2000) Naunyn-Schmiedebergs Arch Pharmacol , vol.362 , pp. 116-121
    • Gillen, C.1    Haurand, M.2    Kobelt, D.J.3    Wnendt, S.4
  • 9
    • 0030571489 scopus 로고    scopus 로고
    • Tramadol, M1 metabolite and enantiomer affinities for cloned human opioid receptors expressed in transfected HN9.10 neuroblastoma cells
    • Lai J, Ma SW, Porreca F, Raffa RB (1996) Tramadol, M1 metabolite and enantiomer affinities for cloned human opioid receptors expressed in transfected HN9.10 neuroblastoma cells. Eur J Pharmacol 316:369-732
    • (1996) Eur J Pharmacol , vol.316 , pp. 369-732
    • Lai, J.1    Ma, S.W.2    Porreca, F.3    Raffa, R.B.4
  • 11
    • 0030882035 scopus 로고    scopus 로고
    • Actions of tramadol, its enantiomers and principal metabolite, O-desmethyltramadol, on serotonin (5-HT) efflux and uptake in the rat dorsal raphe nucleus
    • Bamigbade TA, Davidson C, Langford RM, Stamford JA (1997) Actions of tramadol, its enantiomers and principal metabolite, O-desmethyltramadol, on serotonin (5-HT) efflux and uptake in the rat dorsal raphe nucleus. Br J Anaesth 79:352-356
    • (1997) Br J Anaesth , vol.79 , pp. 352-356
    • Bamigbade, T.A.1    Davidson, C.2    Langford, R.M.3    Stamford, J.A.4
  • 12
    • 0032723956 scopus 로고    scopus 로고
    • Effects of tramadol stereoisomers on norepinephrine efflux and uptake in the rat locus coeruleus measured by real time voltammetry
    • Halfpenny DM, Callado LF, Hopwood SE, Bamigbade TA, Langford RM, Stamford JA (1999) Effects of tramadol stereoisomers on norepinephrine efflux and uptake in the rat locus coeruleus measured by real time voltammetry. Br J Anaesth 83:909-915
    • (1999) Br J Anaesth , vol.83 , pp. 909-915
    • Halfpenny, D.M.1    Callado, L.F.2    Hopwood, S.E.3    Bamigbade, T.A.4    Langford, R.M.5    Stamford, J.A.6
  • 13
    • 0036124107 scopus 로고    scopus 로고
    • CYP2D6 allele frequency in European Caucasians, Asians, Africans and their descendants
    • Bradford LD (2002) CYP2D6 allele frequency in European Caucasians, Asians, Africans and their descendants. Pharmacogenomics 3:229-243
    • (2002) Pharmacogenomics , vol.3 , pp. 229-243
    • Bradford, L.D.1
  • 14
    • 24044471025 scopus 로고    scopus 로고
    • Polymorphism of Cyp2D6, Cyp2C19, Cyp2C9 and Cyp2C8 in the Faroese population
    • DOI 10.1007/s00228-005-0938-1
    • Halling J, Petersen M, Damkier P, Nielsen F, Grandjean P, Weihe P et al (2005) Polymorphism of Cyp2D6, Cyp2C19, Cyp2C9 and Cyp2C8 in the Faroese population. Eur J Clin Pharmacol 61:491-497. DOI 10.1007/s00228-005-0938-1
    • (2005) Eur J Clin Pharmacol , vol.61 , pp. 491-497
    • Halling, J.1    Petersen, M.2    Damkier, P.3    Nielsen, F.4    Grandjean, P.5    Weihe, P.6
  • 15
    • 0031460240 scopus 로고    scopus 로고
    • Polymorphic CYP2D6 mediates O-demethylation of the opioid analgesic tramadol
    • Paar WD, Poche S, Gerloff J, Dengler HJ (1997) Polymorphic CYP2D6 mediates O-demethylation of the opioid analgesic tramadol. Eur J Clin Pharmacol 53:235-239
    • (1997) Eur J Clin Pharmacol , vol.53 , pp. 235-239
    • Paar, W.D.1    Poche, S.2    Gerloff, J.3    Dengler, H.J.4
  • 17
    • 0037348173 scopus 로고    scopus 로고
    • Enantioselective HPLC method for quantitative determination of tramadol and O-desmethyltramadol in plasma and urine: Application to clinical studies
    • Pedersen RS, Brosen K, Nielsen F (2003) Enantioselective HPLC method for quantitative determination of tramadol and O-desmethyltramadol in plasma and urine: application to clinical studies. Chromatographia 57:279-285
    • (2003) Chromatographia , vol.57 , pp. 279-285
    • Pedersen, R.S.1    Brosen, K.2    Nielsen, F.3
  • 18
    • 20444477620 scopus 로고    scopus 로고
    • Tramadol as a new probe for cytochrome P450 2D6 phenotyping: Apopulation study
    • DOI 10.1016/j.clpt.2005.01.014
    • Pedersen RS, Damkier P, Brosen K (2005) Tramadol as a new probe for cytochrome P450 2D6 phenotyping: apopulation study. Clin Pharmacol Ther 77:458-67. DOI 10.1016/j.clpt.2005.01.014
    • (2005) Clin Pharmacol Ther , vol.77 , pp. 458-467
    • Pedersen, R.S.1    Damkier, P.2    Brosen, K.3
  • 19
    • 16344365900 scopus 로고    scopus 로고
    • Paroxetine, a cytochrome P450 2D6 inhibitor, diminishes the stereoselective O-demethylation and reduces the hypoalgesic effect of tramadol
    • Laugesen S, Enggaard TP, Pedersen RS, Sindrup SH, Brosen K (2005) Paroxetine, a cytochrome P450 2D6 inhibitor, diminishes the stereoselective O-demethylation and reduces the hypoalgesic effect of tramadol. Clin Pharmacol Ther 77:312-323
    • (2005) Clin Pharmacol Ther , vol.77 , pp. 312-323
    • Laugesen, S.1    Enggaard, T.P.2    Pedersen, R.S.3    Sindrup, S.H.4    Brosen, K.5
  • 20
    • 21244448805 scopus 로고    scopus 로고
    • The effects of tramadol on static and dynamic pupillometry in healthy subjects - The relationship between pharmacodynamics, pharmacokinetics and CYP2D6 metaboliser status
    • DOI 10.1007/s00228-005-0920-y
    • Fliegert F, Kurth B, Gohler K (2005) The effects of tramadol on static and dynamic pupillometry in healthy subjects-the relationship between pharmacodynamics, pharmacokinetics and CYP2D6 metaboliser status. Eur J Clin Pharmacol 61:257-266. DOI 10.1007/s00228-005-0920-y
    • (2005) Eur J Clin Pharmacol , vol.61 , pp. 257-266
    • Fliegert, F.1    Kurth, B.2    Gohler, K.3
  • 21
    • 0141626841 scopus 로고    scopus 로고
    • Impact of CYP2D6 genotype on postoperative tramadol analgesia
    • DOI 10.1016/S0304-3959(03)00212-4
    • Stamer UM, Lehnen K, Hothker F, Bayerer B, Wolf S, Hoeft A et al (2003) Impact of CYP2D6 genotype on postoperative tramadol analgesia. Pain 105:231-238. DOI 10.1016/S0304-3959(03)00212-4
    • (2003) Pain , vol.105 , pp. 231-238
    • Stamer, U.M.1    Lehnen, K.2    Hothker, F.3    Bayerer, B.4    Wolf, S.5    Hoeft, A.6
  • 24
    • 0025036544 scopus 로고
    • Multiple mutations of the human cytochrome-P450Iid6 gene (Cyp2D6) in poor metabolizers of debrisoquine - Study of the functional-significance of individual mutations by expression of chimeric genes
    • Kagimoto M, Heim M, Kagimoto K, Zeugin T, Meyer UA (1990) Multiple mutations of the human cytochrome-P450Iid6 gene (Cyp2D6) in poor metabolizers of debrisoquine - study of the functional-significance of individual mutations by expression of chimeric genes. J Biol Chem 265:17209-17214
    • (1990) J Biol Chem , vol.265 , pp. 17209-17214
    • Kagimoto, M.1    Heim, M.2    Kagimoto, K.3    Zeugin, T.4    Meyer, U.A.5
  • 25
    • 0030860004 scopus 로고    scopus 로고
    • Polymorphism of the cytochrome P450 CYP2D6 gene in a European population: Characterization of 48 mutations and 53 alleles, their frequencies and evolution
    • Marez D, Legrand M, Sabbagh N, LoGuidice JM, Spire C, Lafitte JJ et al (1997) Polymorphism of the cytochrome P450 CYP2D6 gene in a European population: characterization of 48 mutations and 53 alleles, their frequencies and evolution. Pharmacogenetics 7:193-202
    • (1997) Pharmacogenetics , vol.7 , pp. 193-202
    • Marez, D.1    Legrand, M.2    Sabbagh, N.3    LoGuidice, J.M.4    Spire, C.5    Lafitte, J.J.6
  • 26
    • 0025243460 scopus 로고
    • The human Cyp2D locus associated with a common genetic-defect in drug oxidation: A G1934-A base change in intron-3 of a mutant Cyp2D6 allele results in an aberrant-3′ splice recognition site
    • Hanioka N, Kimura S, Meyer UA, Gonzalez FJ (1990) The human Cyp2D locus associated with a common genetic-defect in drug oxidation: a G1934-A base change in intron-3 of a mutant Cyp2D6 allele results in an aberrant-3′ splice recognition site. Am J Hum Genet 47:994-1001
    • (1990) Am J Hum Genet , vol.47 , pp. 994-1001
    • Hanioka, N.1    Kimura, S.2    Meyer, U.A.3    Gonzalez, F.J.4
  • 27
    • 0025114258 scopus 로고
    • Identification of the primary gene defect at the cytochrome-P450 Cyp2D locus
    • Gough AC, Miles JS, Spurr NK, Moss JE, Gaedigk A, Eichelbaum M et al (1990) Identification of the primary gene defect at the cytochrome-P450 Cyp2D locus. Nature 347:773-776
    • (1990) Nature , vol.347 , pp. 773-776
    • Gough, A.C.1    Miles, J.S.2    Spurr, N.K.3    Moss, J.E.4    Gaedigk, A.5    Eichelbaum, M.6
  • 28
    • 0028046321 scopus 로고
    • Cloning and sequencing of a new nonfunctional Cyp2D6 allele - Deletion of T-1795 in exon-3 generates a premature stop codon
    • Evert B, Griese EU, Eichelbaum M (1994) Cloning and sequencing of a new nonfunctional Cyp2D6 allele - deletion of T-1795 in exon-3 generates a premature stop codon. Pharmacogenetics 4:271-274
    • (1994) Pharmacogenetics , vol.4 , pp. 271-274
    • Evert, B.1    Griese, E.U.2    Eichelbaum, M.3
  • 29
    • 0028929652 scopus 로고
    • An inactive cytochrome-P450 Cyp2D6 allele containing a deletion and a base substitution
    • Daly AK, Leathart JBS, London SJ, Idle JR (1995) An inactive cytochrome-P450 Cyp2D6 allele containing a deletion and a base substitution. Hum Genet 95:337-341
    • (1995) Hum Genet , vol.95 , pp. 337-341
    • Daly, A.K.1    Leathart, J.B.S.2    London, S.J.3    Idle, J.R.4
  • 30
    • 0028305240 scopus 로고
    • Identification of a new variant Cyp2D6 allele with a single-base deletion in exon-3 and its association with the poor metabolizer phenotype
    • Saxena R, Shaw GL, Relling MV, Frame JN, Moir DT, Evans WE et al (1994) Identification of a new variant Cyp2D6 allele with a single-base deletion in exon-3 and its association with the poor metabolizer phenotype. Hum Mol Genet 3:923-926
    • (1994) Hum Mol Genet , vol.3 , pp. 923-926
    • Saxena, R.1    Shaw, G.L.2    Relling, M.V.3    Frame, J.N.4    Moir, D.T.5    Evans, W.E.6
  • 31
    • 0026240145 scopus 로고
    • Identification of a new variant Cyp2D6 allele lacking the codon encoding Lys-281-possible association with the poor metabolizer phenotypee
    • Tyndale R, Aoyama T, Broly F, Matsunaga T, Inaba T, Kalow W et al (1991) Identification of a new variant Cyp2D6 allele lacking the codon encoding Lys-281-possible association with the poor metabolizer phenotypee. Pharmacogenetics 1:26-32
    • (1991) Pharmacogenetics , vol.1 , pp. 26-32
    • Tyndale, R.1    Aoyama, T.2    Broly, F.3    Matsunaga, T.4    Inaba, T.5    Kalow, W.6
  • 32
    • 0027273757 scopus 로고
    • Debrisoquine oxidation polymorphism - Phenotypic consequences of a 3-base-pair deletion in exon 5 of the Cyp2D6 gene
    • Broly F, Meyer UA (1993) Debrisoquine oxidation polymorphism - phenotypic consequences of a 3-base-pair deletion in exon 5 of the Cyp2D6 gene. Pharmacogenetics 3:123-130
    • (1993) Pharmacogenetics , vol.3 , pp. 123-130
    • Broly, F.1    Meyer, U.A.2
  • 33
    • 0031806136 scopus 로고    scopus 로고
    • Pharmacokinetics of tramadol and bioavailability of enteral tramadol formulations - 2nd communication: Drops with ethanol
    • Lintz W, Barth H, Becker R, Frankus E, Schmidt-Bothelt E (1998) Pharmacokinetics of tramadol and bioavailability of enteral tramadol formulations-2nd communication: drops with ethanol. Arzneimittelforschung 48:436-445
    • (1998) Arzneimittelforschung , vol.48 , pp. 436-445
    • Lintz, W.1    Barth, H.2    Becker, R.3    Frankus, E.4    Schmidt-Bothelt, E.5
  • 35
    • 0032150148 scopus 로고    scopus 로고
    • Pharmacokinetics of tramadol and bioavailability of enteral tramadol formulations, 3rd communication: Suppositories
    • Lintz W, Barth H, Osterloh G, Schmidt-Bothelt E (1998) Pharmacokinetics of tramadol and bioavailability of enteral tramadol formulations, 3rd communication: suppositories. Arzneimittelforschung 48:889-899
    • (1998) Arzneimittelforschung , vol.48 , pp. 889-899
    • Lintz, W.1    Barth, H.2    Osterloh, G.3    Schmidt-Bothelt, E.4
  • 36
    • 29844453632 scopus 로고    scopus 로고
    • The analgesic effect of tramadol after intravenous injection in healthy volunteers in relation to CYP2D6
    • 20061 DOI 10.1213/01.ane.0000189613.613.61910.32
    • Enggaard TP, Poulsen L, Arendt-Nielsen L, Brosen K, Ossig J, Sindrup SH (20061) The analgesic effect of tramadol after intravenous injection in healthy volunteers in relation to CYP2D6. Anesth Analg 102:146-150. DOI 10.1213/01.ane.0000189613.613.61910.32
    • Anesth Analg , vol.102 , pp. 146-150
    • Enggaard, T.P.1    Poulsen, L.2    Arendt-Nielsen, L.3    Brosen, K.4    Ossig, J.5    Sindrup, S.H.6
  • 37
    • 0242383538 scopus 로고    scopus 로고
    • Tramadol - The impact of its pharmacokinetic and pharmacodynamic properties on the clinical management of pain
    • Klotz U (2003) Tramadol - the impact of its pharmacokinetic and pharmacodynamic properties on the clinical management of pain. Arzneimittelforschung 53):681-687
    • (2003) Arzneimittelforschung , vol.53 , pp. 681-687
    • Klotz, U.1
  • 38
    • 0032062984 scopus 로고    scopus 로고
    • Tramadol hydrochloride: An overview of current use
    • Bamigbade TA, Langford RM (1998) Tramadol hydrochloride: an overview of current use. Hosp Med 59:373-376
    • (1998) Hosp Med , vol.59 , pp. 373-376
    • Bamigbade, T.A.1    Langford, R.M.2
  • 39
    • 0027194499 scopus 로고
    • Tramadol: A preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in acute and chronic pain states
    • Lee CR, Mctavish D, Sorkin EM (1993) Tramadol: a preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in acute and chronic pain states. Drugs 46:313-340
    • (1993) Drugs , vol.46 , pp. 313-340
    • Lee, C.R.1    Mctavish, D.2    Sorkin, E.M.3
  • 40
  • 41
    • 0037233684 scopus 로고    scopus 로고
    • Stereoselectivity in trans-tramadol metabolism and trans-O- demethyltramadol formation in rat liver microsomes
    • Liu HC, Wang N, Yu Y, Hou YN (2003) Stereoselectivity in trans-tramadol metabolism and trans-O-demethyltramadol formation in rat liver microsomes. Acta Pharmacol Sin 24:85-90
    • (2003) Acta Pharmacol Sin , vol.24 , pp. 85-90
    • Liu, H.C.1    Wang, N.2    Yu, Y.3    Hou, Y.N.4
  • 42
    • 0034008334 scopus 로고    scopus 로고
    • Pharmacokinetics of tramadol and bioavailability of enteral tramadol formulations - 4th Communication: Drops (without ethanol)
    • Lintz W, Becker R, Gerloff J, Terlinden R (2000) Pharmacokinetics of tramadol and bioavailability of enteral tramadol formulations-4th Communication: Drops (without ethanol). Arzneimittelforschung 50:99-108
    • (2000) Arzneimittelforschung , vol.50 , pp. 99-108
    • Lintz, W.1    Becker, R.2    Gerloff, J.3    Terlinden, R.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.