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Research Article

Development of a LC–MS/MS Method to Analyze 5-Methoxy-N,N-Dimethyltryptamine and Bufotenine: Application to Pharmacokinetic Study

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Pages 87-95 | Published online: 27 Mar 2009

Bibliography

  • Yu AM . Indolealkylamines: biotransformations and potential drug–drug interactions. AAPS J10(2) , 242–253 (2008).
  • Brush DE , BirdSB, BoyerEW. Monoamine oxidase inhibitor poisoning resulting from Internet misinformation on illicit substances. J. Toxicol. Clin. Toxicol.42(2) , 191–195 (2004).
  • Long H , NelsonLS, HoffmanRS. α-methyltryptamine revisited via easy Internet access. Vet. Hum. Toxicol.45(3) , 149 (2003).
  • Muller AA . New drugs of abuse update: foxy methoxy. J. Emerg. Nurs.30(5) , 507–508 (2004).
  • Alatrash G , MajhailNS, PileJC. Rhabdomyolysis after ingestion of “foxy,” a hallucinogenic tryptamine derivative. Mayo Clin. Proc.81(4) , 550–551 (2006).
  • Sklerov J , LevineB, MooreKA, KingT, FowlerD. A fatal intoxication following the ingestion of 5-methoxy-N,N-dimethyltryptamine in an ayahuasca preparation. J. Anal. Toxicol.29(8) , 838–841 (2005).
  • Ott J . Pharmanopo-psychonautics: human intranasal, sublingual, intrarectal, pulmonary and oral pharmacology of bufotenine. J. Psychoactive Drugs33(3) , 273–281 (2001).
  • Ott J . Pharmepena-psychonautics: human intranasal, sublingual and oral pharmacology of 5-methoxy-N,N-dimethyl-tryptamine. J. Psychoactive Drugs33(4) , 403–407 (2001).
  • McKenna DJ . Clinical investigations of the therapeutic potential of ayahuasca: rationale and regulatory challenges. Pharmacol. Ther.102(2) , 111–129 (2004).
  • Callaway JC , GrobCS, McKennaDJet al. 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(6) , 406–407; author reply 407 (2006).
  • Agurell S , HolmstedtB, LindgrenJE. Metabolism of 5-methoxy-N,-N dimethyltryptamine- 14C in the rat. Biochem. Pharmacol.18(10) , 2771–2781 (1969).
  • Yu AM , IdleJR, HerraizT, KupferA, GonzalezFJ. Screening for endogenous substrates reveals that CYP2D6 is a 5-methoxyindolethylamine O-demethylase. Pharmacogenetics13(6) , 307–319 (2003).
  • Yu AM , IdleJR, GonzalezFJ. Polymorphic cytochrome P450 2D6: humanized mouse model and endogenous substrates. Drug Metab. Rev.36(2) , 243–277 (2004).
  • Roth BL , ChoudharyMS, KhanN, UluerAZ. High-affinity agonist binding is not sufficient for agonist efficacy at 5-hydroxytryptamine2A receptors: evidence in favor of a modified ternary complex model. J. Pharmacol. Exp. Ther.280(2) , 576–583 (1997).
  • McBride MC . Bufotenine: toward an understanding of possible psychoactive mechanisms. J. Psychoactive Drugs32(3) , 321–331 (2000).
  • Fuller RW , SnoddyHD, PerryKW. Tissue distribution, metabolism and effects of bufotenine administered to rats. Neuropharmacology34(7) , 799–804 (1995).
  • Karkkainen J , ForsstromT, TornaeusJet al. Potentially hallucinogenic 5-hydroxytryptamine receptor ligands bufotenine and dimethyltryptamine in blood and tissues. Scand. J. Clin. Lab. Invest. 65(3) , 189–199 (2005).
  • Forsstrom T , TuominenJ, KarkkainenJ. Determination of potentially hallucinogenic N-dimethylated indoleamines in human urine by HPLC/ESI-MS-MS. Scand. J. Clin. Lab. Invest.61(7) , 547–556 (2001).
  • Barker SA , Littlefield-ChabaudMA, DavidC. 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(1) , 37–47 (2001).
  • Chen BH , LiuJT, ChenWX, ChenHM, LinCH. A general approach to the screening and confirmation of tryptamines and phenethylamines by mass spectral fragmentation. Talanta74(4) , 512–517 (2008).
  • Karkkainen J , RaisanenM, HuttunenMOet al. Urinary excretion of bufotenin (N,N-dimethyl-5-hydroxytryptamine) is increased in suspicious violent offenders: a confirmatory study. Psychiatry Res. 58(2) , 145–152 (1995).
  • Winter JC , FilipinkRA, TimineriD, HelsleySE, RabinRA. The paradox of 5-methoxy-N,N-dimethyltryptamine: an indoleamine hallucinogen that induces stimulus control via 5-HT1A receptors. Pharmacol. Biochem. Behav.65(1) , 75–82 (2000).
  • Krebs-Thomson K , RuizEM, MastenV, BuellM, GeyerMA. The roles of 5-HT1A and 5-HT2 receptors in the effects of 5-MeO-DMT on locomotor activity and prepulse inhibition in rats. Psychopharmacology (Berl.)189(3) , 319–329 (2006).
  • Yu AM , HainingRL. Expression, purification, and characterization of mouse CYP2d22. Drug Metab. Dispos.34(7) , 1167–1174 (2006).
  • Corchero J , GranvilCP, AkiyamaTEet al. The CYP2D6 humanized mouse: effect of the human CYP2D6 transgene and HNF4α on the disposition of debrisoquine in the mouse. Mol. Pharmacol. 60(6) , 1260–1267 (2001).

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