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Volumn 39, Issue 7, 2011, Pages 1227-1234

Nonlinear pharmacokinetics of 5-methoxy-N,N-dimethyltryptamine in mice

Author keywords

[No Author keywords available]

Indexed keywords

5 METHOXY N,N DIMETHYLTRYPTAMINE; CYTOCHROME P450 2D6;

EID: 79959479988     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.111.039107     Document Type: Article
Times cited : (21)

References (38)
  • 2
    • 0035835412 scopus 로고    scopus 로고
    • Distribution of the hallucinogens N,N-dimethyltryptamine and 5-methoxy-N,N-dimethyltryptamine in rat brain following intraperitoneal injection: Application of a new solid-phase extraction LC-APcI-MS-MS-isotope dilution method
    • DOI 10.1016/S0378-4347(00)00442-4, PII S0378434700004424
    • Barker SA, Littlefield-Chabaud MA, and David C (2001) Distribution of the hallucinogens N,N-dimethyltryptamine and 5-methoxy-N,N-dimethyltryptamine in rat brain following intraperitoneal injection: application of a new solid-phase extraction LC-APcI-MS-MS-isotope dilution method. J Chromatogr B Biomed Sci Appl 751:37-47. (Pubitemid 32146312)
    • (2001) Journal of Chromatography B: Biomedical Sciences and Applications , vol.751 , Issue.1 , pp. 37-47
    • Barker, S.A.1    Littlefield-Chabaud, M.A.2    David, C.3
  • 3
    • 70350330871 scopus 로고    scopus 로고
    • Effects of dose and route of administration on pharmacokinetics of (+ or -)-3,4- Methylenedioxymethamphetamine in the rat
    • Baumann MH, Zolkowska D, Kim I, Scheidweiler KB, Rothman RB, and Huestis MA (2009) Effects of dose and route of administration on pharmacokinetics of (+ or -)-3,4- methylenedioxymethamphetamine in the rat. Drug Metab Dispos 37:2163-2170.
    • (2009) Drug Metab Dispos , vol.37 , pp. 2163-2170
    • Baumann, M.H.1    Zolkowska, D.2    Kim, I.3    Scheidweiler, K.B.4    Rothman, R.B.5    Huestis, M.A.6
  • 4
    • 0013804235 scopus 로고
    • 5-Methoxy-N,N-dimethyltryptamine, a possible endogenous psychotoxin
    • Benington F, Morin RD, and Clark LC Jr (1965) 5-Methoxy-N,N- dimethyltryptamine, a possible endogenous psychotoxin. Ala J Med Sci 2:397-403.
    • (1965) Ala J Med Sci , vol.2 , pp. 397-403
    • Benington, F.1    Morin, R.D.2    Clark Jr., L.C.3
  • 5
    • 7944239256 scopus 로고    scopus 로고
    • An analytical perspective on favoured synthetic routes to the psychoactive tryptamines
    • Brandt SD, Freeman S, McGagh P, Abdul-Halim N, and Alder JF (2004) An analytical perspective on favoured synthetic routes to the psychoactive tryptamines. J Pharm Biomed Anal 36:675-691.
    • (2004) J Pharm Biomed Anal , vol.36 , pp. 675-691
    • Brandt, S.D.1    Freeman, S.2    McGagh, P.3    Abdul-Halim, N.4    Alder, J.F.5
  • 6
    • 2942532123 scopus 로고    scopus 로고
    • Monoamine oxidase inhibitor poisoning resulting from Internet misinformation on illicit substances
    • DOI 10.1081/CLT-120030949
    • Brush DE, Bird SB, and Boyer EW (2004) Monoamine oxidase inhibitor poisoning resulting from Internet misinformation on illicit substances. J Toxicol Clin Toxicol 42:191-195. (Pubitemid 38758532)
    • (2004) Journal of Toxicology - Clinical Toxicology , vol.42 , Issue.2 , pp. 191-195
    • Brush, D.E.1    Bird, S.B.2    Boyer, E.W.3
  • 7
    • 33747684131 scopus 로고    scopus 로고
    • A demand for clarity regarding a case report on the ingestion of 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT) in an Ayahuasca preparation
    • author reply 407
    • Callaway JC, Grob CS, McKenna DJ, Nichols DE, Shulgin A, and Tupper KW (2006) A demand for clarity regarding a case report on the ingestion of 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT) in an Ayahuasca preparation. J Anal Toxicol 30:406-407; author reply 407.
    • (2006) J Anal Toxicol , vol.30 , pp. 406-407
    • Callaway, J.C.1    Grob, C.S.2    McKenna, D.J.3    Nichols, D.E.4    Shulgin, A.5    Tupper, K.W.6
  • 9
    • 0027275566 scopus 로고
    • Physiological parameters in laboratory animals and humans
    • DOI 10.1023/A:1018943613122
    • Davies B and Morris T (1993) Physiological parameters in laboratory animals and humans. Pharm Res 10:1093-1095. (Pubitemid 23211439)
    • (1993) Pharmaceutical Research , vol.10 , Issue.7 , pp. 1093-1095
    • Davies, B.1    Morris, T.2
  • 12
    • 0018703895 scopus 로고
    • Serotonin receptor binding affinities of tryptamine analogues
    • DOI 10.1021/jm00190a014
    • Glennon RA and Gessner PK (1979) Serotonin receptor binding affinities of tryptamine analogues. J Med Chem 22:428-432. (Pubitemid 10229331)
    • (1979) Journal of Medicinal Chemistry , vol.22 , Issue.4 , pp. 428-432
    • Glennon, R.A.1    Gessner, P.K.2
  • 14
    • 54049111358 scopus 로고    scopus 로고
    • Modification of the effects of 5-methoxy-N,N-dimethyltryptamine on exploratory behavior in rats by monoamine oxidase inhibitors
    • Halberstadt AL, Buell MR, Masten VL, Risbrough VB, and Geyer MA (2008) Modification of the effects of 5-methoxy-N,N-dimethyltryptamine on exploratory behavior in rats by monoamine oxidase inhibitors. Psychopharmacology (Berl) 201:55-66.
    • (2008) Psychopharmacology (Berl) , vol.201 , pp. 55-66
    • Halberstadt, A.L.1    Buell, M.R.2    Masten, V.L.3    Risbrough, V.B.4    Geyer, M.A.5
  • 15
    • 79951893032 scopus 로고    scopus 로고
    • Drug-metabolizing enzyme, transporter, and nuclear receptor genetically modified mouse models
    • Jiang XL, Gonzalez FJ, and Yu AM (2011) Drug-metabolizing enzyme, transporter, and nuclear receptor genetically modified mouse models. Drug Metab Rev 43:27-40.
    • (2011) Drug Metab Rev , vol.43 , pp. 27-40
    • Jiang, X.L.1    Gonzalez, F.J.2    Yu, A.M.3
  • 17
    • 79251469423 scopus 로고    scopus 로고
    • A pharmacokinetic model for evaluating the impact of hepatic and intestinal first-pass loss of saquinavir in the rat
    • Lledó-García R, Nácher A, Casabó VG, and Merino-Sanjuán M (2010) A pharmacokinetic model for evaluating the impact of hepatic and intestinal first-pass loss of saquinavir in the rat. Drug Metab Dispos 39:294-301.
    • (2010) Drug Metab Dispos , vol.39 , pp. 294-301
    • Lledó-García, R.1    Nácher, A.2    Casabó, V.G.3    Merino-Sanjuán, M.4
  • 18
    • 79959431447 scopus 로고    scopus 로고
    • Methodology for and the determination of the major constituents and metabolites of the Amazonian botanical medicine ayahuasca in human urine
    • doi:10.1002/bmc.1551
    • McIlhenny EH, Riba J, Barbanoj MJ, Strassman R, and Barker SA (2011) Methodology for and the determination of the major constituents and metabolites of the Amazonian botanical medicine ayahuasca in human urine. Biomed Chromatogr doi:10.1002/bmc.1551.
    • (2011) Biomed Chromatogr
    • McIlhenny, E.H.1    Riba, J.2    Barbanoj, M.J.3    Strassman, R.4    Barker, S.A.5
  • 19
    • 2542476021 scopus 로고    scopus 로고
    • Clinical investigations of the therapeutic potential of ayahuasca: Rationale and regulatory challenges
    • McKenna DJ (2004) Clinical investigations of the therapeutic potential of ayahuasca: rationale and regulatory challenges. Pharmacol Ther 102:111-129.
    • (2004) Pharmacol Ther , vol.102 , pp. 111-129
    • McKenna, D.J.1
  • 20
    • 52649087879 scopus 로고    scopus 로고
    • Nonlinear pharmacokinetics of (+/-)3,4-methylenedioxymethamphetamine (MDMA, "Ecstasy") and its major metabolites in squirrel monkeys at plasma concentrations of MDMA that develop after typical psychoactive doses
    • Mueller M, Peters FT, Maurer HH, McCann UD, and Ricaurte GA (2008) Nonlinear pharmacokinetics of (+/-)3,4-methylenedioxymethamphetamine (MDMA, "Ecstasy") and its major metabolites in squirrel monkeys at plasma concentrations of MDMA that develop after typical psychoactive doses. J Pharmacol Exp Ther 327:38-44.
    • (2008) J Pharmacol Exp Ther , vol.327 , pp. 38-44
    • Mueller, M.1    Peters, F.T.2    Maurer, H.H.3    McCann, U.D.4    Ricaurte, G.A.5
  • 21
    • 0035686702 scopus 로고    scopus 로고
    • Pharmepéna-Psychonautics: Human intranasal, sublingual and oral pharmacology of 5-methoxy-N,N-dimethyl-tryptamine
    • Ott J (2001) Pharmepéna-Psychonautics: human intranasal, sublingual and oral pharmacology of 5-methoxy-N,N-dimethyl-tryptamine. J Psychoactive Drugs 33:403-407.
    • (2001) J Psychoactive Drugs , vol.33 , pp. 403-407
    • Ott, J.1
  • 22
    • 0029161453 scopus 로고
    • Use of quantitative modelling in methylene chloride risk assessment
    • Rhomberg L (1995) Use of quantitative modelling in methylene chloride risk assessment. Toxicology 102:95-114.
    • (1995) Toxicology , vol.102 , pp. 95-114
    • Rhomberg, L.1
  • 24
    • 79952354609 scopus 로고    scopus 로고
    • Psychedelic 5-methoxy-N,N- Dimethyltryptamine: Metabolism, pharmacokinetics, drug interactions, and pharmacological actions
    • Shen HW, Jiang XL, Winter JC, and Yu AM (2010a) Psychedelic 5-methoxy-N,N- dimethyltryptamine: metabolism, pharmacokinetics, drug interactions, and pharmacological actions. Curr Drug Metab 11:659-666.
    • (2010) Curr Drug Metab , vol.11 , pp. 659-666
    • Shen, H.W.1    Jiang, X.L.2    Winter, J.C.3    Yu, A.M.4
  • 25
    • 77952291461 scopus 로고    scopus 로고
    • Development of a LC-MS/MS method to analyze 5-methoxy-N,N- dimethyltryptamine and bufotenine, and application to pharmacokinetic study
    • Shen HW, Jiang XL, and Yu AM (2009) Development of a LC-MS/MS method to analyze 5-methoxy-N,N-dimethyltryptamine and bufotenine, and application to pharmacokinetic study. Bioanalysis 1:87-95.
    • (2009) Bioanalysis , vol.1 , pp. 87-95
    • Shen, H.W.1    Jiang, X.L.2    Yu, A.M.3
  • 26
    • 77952293605 scopus 로고    scopus 로고
    • Effects of monoamine oxidase inhibitor and cytochrome P450 2D6 status on 5-methoxy-N,N-dimethyltryptamine metabolism and pharmacokinetics
    • Shen HW, Wu C, Jiang XL, and Yu AM (2010b) Effects of monoamine oxidase inhibitor and cytochrome P450 2D6 status on 5-methoxy-N,N-dimethyltryptamine metabolism and pharmacokinetics. Biochem Pharmacol 80:122-128.
    • (2010) Biochem Pharmacol , vol.80 , pp. 122-128
    • Shen, H.W.1    Wu, C.2    Jiang, X.L.3    Yu, A.M.4
  • 27
    • 0023272620 scopus 로고
    • Urinary excretion of 5-methoxy-N,N-dimethyltryptamine, N,N- Dimethyltryptamine and their N-oxides in the rat
    • DOI 10.1016/0006-2952(87)90159-6
    • Sitaram BR, Lockett L, Blackman GL, and McLeod WR (1987a) Urinary excretion of 5-methoxy-N,N-dimethyltryptamine, N,N-dimethyltryptamine and their N-oxides in the rat. Biochem Pharmacol 36:2235-2237. (Pubitemid 17101743)
    • (1987) Biochemical Pharmacology , vol.36 , Issue.13 , pp. 2235-2237
    • Sitaram, B.R.1    Lockett, L.2    Blackman, G.L.3    McLeod, W.R.4
  • 28
    • 0023177599 scopus 로고
    • In vivo metabolism of 5-methoxy-N,N-dimethyltryptamine and N,N-dimethyltryptamine in the rat
    • DOI 10.1016/0006-2952(87)90118-3
    • Sitaram BR, Lockett L, Talomsin R, Blackman GL, and McLeod WR (1987b) In vivo metabolism of 5-methoxy-N,N-dimethyltryptamine and N,N-dimethyltryptamine in the rat. Biochem Pharmacol 36:1509-1512. (Pubitemid 17079563)
    • (1987) Biochemical Pharmacology , vol.36 , Issue.9 , pp. 1509-1512
    • Sitaram, B.R.1    Lockett, L.2    Talomsin, R.3
  • 29
    • 0025222924 scopus 로고
    • Observations on the metabolism of the psychotomimetic indolealkylamines: Implications for future clinical studies
    • Sitaram BR and McLeod WR (1990) Observations on the metabolism of the psychotomimetic indolealkylamines: implications for future clinical studies. Biol Psychiatry 28:841-848.
    • (1990) Biol Psychiatry , vol.28 , pp. 841-848
    • Sitaram, B.R.1    McLeod, W.R.2
  • 30
    • 29144529744 scopus 로고    scopus 로고
    • A fatal intoxication following the ingestion of 5-methoxy-N,N- Dimethyltryptamine in an ayahuasca preparation
    • Sklerov J, Levine B, Moore KA, King T, and Fowler D (2005) A fatal intoxication following the ingestion of 5-methoxy-N,N-dimethyltryptamine in an ayahuasca preparation. J Anal Toxicol 29:838-841. (Pubitemid 41803388)
    • (2005) Journal of Analytical Toxicology , vol.29 , Issue.8 , pp. 838-841
    • Sklerov, J.1    Levine, B.2    Moore, K.A.3    King, T.4    Fowler, D.5
  • 31
    • 0016424425 scopus 로고
    • Evidence that 5-methoxy-N,N-dimethyl tryptamine is a specific substrate for MAO-A in the rat: Implications for the indoleamine dependent behavioural syndrome
    • Squires RF (1975) Evidence that 5-methoxy-N,N-dimethyl tryptamine is a specific substrate for MAO-A in the rat: implications for the indoleamine dependent behavioural syndrome. J Neurochem 24:47-50.
    • (1975) J Neurochem , vol.24 , pp. 47-50
    • Squires, R.F.1
  • 32
    • 0019457705 scopus 로고
    • Characterization of eight biogenic indoleamines as substrates for type A and type B monoamine oxidase
    • DOI 10.1016/0006-2952(81)90320-8
    • Suzuki O, Katsumata Y, and Oya M (1981) Characterization of eight biogenic indoleamines as substrates for type A and type B monoamine oxidase. Biochem Pharmacol 30:1353-1358. (Pubitemid 11035402)
    • (1981) Biochemical Pharmacology , vol.30 , Issue.11 , pp. 1353-1358
    • Suzuki, O.1    Katsumata, Y.2    Oya, M.3
  • 33
    • 0023074730 scopus 로고
    • Immunocytochemical localization of monoamine oxidases A and B in human peripheral tissues and brain
    • Thorpe LW, Westlund KN, Kochersperger LM, Abell CW, and Denney RM (1987) Immunocytochemical localization of monoamine oxidases A and B in human peripheral tissues and brain. J Histochem Cytochem 35:23-32. (Pubitemid 17221594)
    • (1987) Journal of Histochemistry and Cytochemistry , vol.35 , Issue.1 , pp. 23-32
    • Thorpe, L.W.1    Westlund, K.N.2    Kochersperger, L.M.3
  • 34
    • 61449202932 scopus 로고    scopus 로고
    • An inhibitory metabolite leads to dose- And time-dependent pharmacokinetics of (R)-N-{1-[3-(4-ethoxy-phenyl)-4-oxo-3,4-dihydro-pyrido[2,3- d]pyrimidin-2- yl]-ethyl}-N-pyridin-3-yl-methyl-2-(4-trifluoromethoxy-phenyl)- acetamide (AMG 487) in human subjects after multiple dosing
    • Tonn GR, Wong SG, Wong SC, Johnson MG, Ma J, Cho R, Floren LC, Kersey K, Berry K, Marcus AP, et al. (2009) An inhibitory metabolite leads to dose- and time-dependent pharmacokinetics of (R)-N-{1-[3-(4-ethoxy-phenyl)-4-oxo-3,4- dihydro-pyrido[2,3-d]pyrimidin-2- yl]-ethyl}-N-pyridin-3-yl-methyl-2-(4- trifluoromethoxy-phenyl)-acetamide (AMG 487) in human subjects after multiple dosing. Drug Metab Dispos 37:502-513.
    • (2009) Drug Metab Dispos , vol.37 , pp. 502-513
    • Tonn, G.R.1    Wong, S.G.2    Wong, S.C.3    Johnson, M.G.4    Ma, J.5    Cho, R.6    Floren, L.C.7    Kersey, K.8    Berry, K.9    Marcus, A.P.10
  • 35
    • 0033970783 scopus 로고    scopus 로고
    • The paradox of 5-methoxy-N,N-dimethyltryptamine: An indoleamine hallucinogen that induces stimulus control via 5-HT(1A) receptors
    • DOI 10.1016/S0091-3057(99)00178-1, PII S0091305799001781
    • Winter JC, Filipink RA, Timineri D, Helsley SE, and Rabin RA (2000) The paradox of 5-methoxy-N,N-dimethyltryptamine: an indoleamine hallucinogen that induces stimulus control via 5-HT1A receptors. Pharmacol Biochem Behav 65:75-82. (Pubitemid 30017998)
    • (2000) Pharmacology Biochemistry and Behavior , vol.65 , Issue.1 , pp. 75-82
    • Winter, J.C.1    Filipink, R.A.2    Timineri, D.3    Helsley, S.E.4    Rabin, R.A.5
  • 36
    • 53849113961 scopus 로고    scopus 로고
    • Indolealkylamines: Biotransformations and potential drug-drug interactions
    • Yu AM (2008) Indolealkylamines: biotransformations and potential drug-drug interactions. AAPS J 10:242-253.
    • (2008) AAPS J , vol.10 , pp. 242-253
    • Yu, A.M.1
  • 37
    • 0038240578 scopus 로고    scopus 로고
    • Screening for endogenous substrates reveals that CYP2D6 is a 5-methoxyindolethylamine O-demethylase
    • DOI 10.1097/00008571-200306000-00002
    • Yu AM, Idle JR, Herraiz T, Küpfer A, and Gonzalez FJ (2003a) Screening for endogenous substrates reveals that CYP2D6 is a 5-methoxyindolethylamine O-demethylase. Pharmacogenetics 13:307-319. (Pubitemid 36724524)
    • (2003) Pharmacogenetics , vol.13 , Issue.6 , pp. 307-319
    • Yu, A.-M.1    Idle, J.R.2    Herraiz, T.3    Kupfer, A.4    Gonzalez, F.J.5


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