Determination of potentially hallucinogenic N-dimethylated indoleamines in human urine by HPLC/ESI-MS-MS

Scandinavian Journal of Clinical and Laboratory Investigation

Volumn 61, Issue 7, 2001, Pages 547-556

  Forsstrom T ^a   Tuominen, J ^a   Karkkainen J ^b  

^a VTT TECHNICAL RESEARCH CENTRE OF FINLAND   (Finland)

^b HELSINKI UNIVERSITY CENTRAL HOSPITAL   (Finland)

Author keywords

Bufotenine; Electrospray; Liquid chromatography; Mass spectrometry; Quantification; Urine sample

Indexed keywords

5 METHOXY N,N DIMETHYLTRYPTAMINE; BUFOTENINE; N METHYLTRYPTAMINE; N,N DIMETHYLTRYPTAMINE; N-METHYLTRYPTAMINE; PSYCHEDELIC AGENT; TRYPTAMINE DERIVATIVE;

ARTICLE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; MASS SPECTROMETRY; METHODOLOGY; REPRODUCIBILITY; SENSITIVITY AND SPECIFICITY; URINE;

BUFOTENIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HALLUCINOGENS; HUMAN; METHOXYDIMETHYLTRYPTAMINES; N,N-DIMETHYLTRYPTAMINE; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SUPPORT, NON-U.S. GOV'T; TRYPTAMINES;

EID: 0035232091     PISSN: 00365513     EISSN: None     Source Type: Journal    
DOI: 10.1080/003655101753218319     Document Type: Article

References (23)

1. Axelrod J. The enzymatic N-methylation of serotonin and other amines. J Pharmacol Exp Ther 1962; 138: 28-33.
2. Thompson MA, Weinshilboun RM. Rabbit lung indolethylamine N-methyltransferase. J Biol Chem 1998; 273: 34502-10.
3. Narasimhachari N, Baumann P, Pak HS, Carpenter WT, Zocchi AF, Hokanson L. Fujimori M, Himuich HE. Gas chromalographic-mass spectrometric identification of urinary bufotenine and dimethyltryptamine in drug-free chronic schizophrenic patients. Biol Psychiatr 1974; 8: 293-305.
4. Räisänen M, Kärkkäinen J, Mass fragmentographic quantification of urinary N.N-dimethyltryptamine and bufotenine. J Chromatogr 1979; 162: 579-84.
5. Räisänen M. The presence of free and conjugated bufotenin in normal human urine. Life Sci 1984; 34: 2041-45.
6. Glennon RA. Do classical hallucinogens act as 5-HT2 agonists or antagonists? Neuropsycho-pharmacology 1990; 3: 509-17.
7. Eglen RM, Perkins LA, Walsh LK, Whiting RL. Agonist action of indole derivatives at 5-HTI-like, 5-HT3, and 5HT4 receptors in vitro. J Autonom Pharmacol 1992; 12: 321-33.
8. Räisänen M, Kärkkäinen J. Quantitative assay of the N-methylated metabolites of tryplamine and serotonin by gas chromatography mass spectrometry as applied to the determination of lung indoleethylamine N-methyltransferase activity. Biomed Mass Spectrom 1978; 5: 596-600.
9. Kärkkäinen J, Räisänen M, Naukkarinen H, Spoov J, Rimon R. Urinary excretion of free butotenin by psychiatric patients. Biol Psychiatry 1988; 24: 441-6.
10. Kärkkäinen J, Räisänen M, Huttunen MO, Kallio E, Naukkarinen H, Virkkunen M. Urinary excretion of bufotenin (N.N-dimethyl-5-hydroxytryptamine) is increased in suspicious violent offenders: a confirmatory study. Psychiatry Res 1995; 58: 145-52.
11. Kärkkäinen J, Räisänen M. Nialamide. an MAO inhibitor, increases urinary excretion of endogenously produced bufotenin in man. Biol Psychiatry 1992; 32: 1042-8.
12. Sitaram BR, Lockett L, McLeish M, Hayasaka Y, Blackman GL, McLeod WR. Gas chromatographic-mass spectroscopic characterisation of the psychotomimetic indolealkylamines and their in vivo metabolites. J Chromatogr 1987; 422: 13-23.
13. Kysilka R, Wurst M, Pacáková V, Stulik K, Haškovec L. High-performance liquid Chromatographic determination of hallucinogenic indoleamines with simultaneous UV photometric and voltammetric detection. J Chromatogr 1985; 320: 414-20.
14. Sitaram BR, Blackman GL, McLeod WR, Vaughan GN. The ion-pair extraction, purification, and liquid Chromatographic analysis of indolealkylamines in human urine. Anal Biochem 1983; 128: 11-20.
15. Sitaram BR, Lockett L, Blackman GL, McLeod WR. Urinary excretion of 5-methoxy-N.N-dimethyltryptamine. N.N-dimethyltry ptamine and their N-oxides in the rat (Short communication). Biochem Pharmacol 1987; 36: 2235-7.
16. Sitaram BR, Lockett L, Talomsin R, Blackman GL, McLeod WR. In vivo metabolism of 5-methoxy-N,N-dimethyltryptamine and N.N-dimethyltryptamine in the rat. Biochem Pharmacol 1987; 36: 1509-12.
17. Sitaram BR, Talomsin R, Blackman GL, McLeod WR. Study of metabolism of psychotomimetic indolealkylamines by rat tissue extracts using liquid chromalography. Biochem Pharmacol 1987; 36: 1503-8.
18. Sitaram BR, Talomsin R, Blackman GL, McLeod WR. Vaughan GN. Separation of the indolealkylamines and their analogues tetrahydro-β-carbolines by liquid chromatography. J Chromatogr 1983; 275: 21-9.
19. Walker RW, Mandel LR, Kleinman JE, Gillin JC, Wyatt RJ, Wandenheuvel WJA. Improved selective ion monitoring mass-spectrometric assay for the determination of N.N-dimethyltryptamine in human blood utilizing capillary column gas chromatography. J Chromatogr 1979; 162: 539-46
20. Riceberg LJ. Van Vunakis H. Determination of N.N-dimethylindolcalkylamines in plasma, blood and urine extracts by radioimmunoassay and high pressure liquid chromatography. J Pharmacol Exp Ther 1978; 206: 158-66.
21. Fuller RW, Snoddy HD. Perry KW. Tissue distribution, metabolism and effects of bufolenine administered to rats. Neuropharmacology 1995; 34: 799-804.
22. Callaway JC, Raymon LP, Hearn WL, McKenna DJ, Grob CS, Brito GS. Mash DC, Quantitation of N,N-dimethyltryptamine and harmala alkaloids in human plasma after oral dosing with Ayahuasca. J Anal Toxicol 1996; 20: 492-7.
23. Räisänen M, Kärkkäincn J. Deuterium labelling of tryptaminc. serotonin and their N-methylated tabolites using solvent exchange reactions. Acta Chem Scand 1979; B33: 11-14.