Determination of capsaicin and its hydrolyzed metabolite vanillylamine in body fluids by liquid chromatography-mass spectrometry combined with solid-phase extraction

Japanese Journal of Forensic Toxicology

Volumn 22, Issue 1, 2004, Pages 33-37

  Noami, Masaaki ^a,b   Igarashi, Kazuo ^b   Ueda, Keita ^a   Yamamoto, Shoichi ^a   Nogami, Yasuo ^a   Kasuya, Fumiyo ^b   Seto, Yasuo ^c   Kataoka, Mieko ^c  

^a Forensic Science Laboratory   (Japan)

^b KOBE GAKUIN UNIVERSITY   (Japan)

^c NATIONAL RESEARCH INSTITUTE OF POLICE SCIENCE   (Japan)

Author keywords

Blood; Capsaicin; Lacrimator; Liquid chromatography electrospray ionization mass spectrometry; Solid phase extraction; Urine; Vanillylamine

Indexed keywords

ACETIC ACID; ACETONITRILE; CAPSAICIN; CAPSAICIN DERIVATIVE; DRUG METABOLITE; ION; SILICON DIOXIDE; UNCLASSIFIED DRUG; VANILLYLAMINE;

ACCURACY; ACIDITY; ANALYTIC METHOD; ANIMAL EXPERIMENT; ARTICLE; BODY FLUID; CONTROLLED STUDY; DEVICE; DRUG DETERMINATION; DRUG HYDROLYSIS; ION MONITORING; LIQUID CHROMATOGRAPHY; MALE; MASS SPECTROMETRY; NONHUMAN; PLASMA; PROTON TRANSPORT; RAT; RELIABILITY; SEPARATION TECHNIQUE; SIGNAL NOISE RATIO; SOLID PHASE EXTRACTION; SPIKE; URINE;

ANIMALIA;

EID: 1842787349     PISSN: 09159606     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (36)

1. Hu H: Toxicodynamics of riot-control agents (lacrimators). In Somani SM(ed), Chemical Warfare Agents, Academic Press, San Diego, 1992, pp. 271-288.
2. Marrs TC, Maynard RL, Sidell FR: Chemical Warfare Agents -Toxicology and Treatment-, John Wiley & Sons Ltd., West Sussex, 1996, pp. 221-229.
3. Hu H, Fine J, Epstein P, Kelsey K, Reynolds P, Walker B: Tear gas - harassing agent or toxic chemical weapon? JAMA, 262, 660-663 (1989).
4. Lee RJ, Yolton RL, Yolton DP, Schnider C, Janin ML: Personal defense sprays: effects and management of exposure. J Am Opt Assoc, 67, 548-560 (1996).
5. Govindarajan VS, Sathyanarayana MN: Capsicum - production, technology, chemistry, and quality. part V. Impact on physiology, pharmacology, nutrition, and metabolism; structure, pungency, pain, and desensitization sequences. Crit Rev Food Sci Nutr, 29, 435-474 (1991).
6. Cordell GA, Araujo OE: Capsaicin: identification, nomenclature, and pharmacotherapy. Ann Pharmacother, 27, 330-336 (1993).
7. Ludemann WD, Stutz MH, Sass S: Qualitative thin-layer chromatography of some irritants. Anal Chem, 41, 679-681 (1969).
8. Jane I, Wheals BB: Chromatographic characterization of lachrymatory agents in tear gas aerosols. J Chromatogr, 70, 151-153 (1972).
9. Gag JA, Merck NF: Concise identifications of commonly encountered tear gases. J Forensic Sci, 22, 358-364 (1977).
10. Krajewska AM, Powers JJ: Pentafluorobenzylation of capsaicinoids for gas chromatography with electron-capture detection. J Chromatogr, 457, 279-286 (1988).
11. Gandhe BR, Malhotra RC, Gutch PK: Gas chromatographic retention indices of tear gases on capillary columns. J Chromatogr, 479, 165-169 (1989).
12. Raghuveeran CD, Malhotra RC: Reversed-phase high performance liquid chromatography of some irritants. J Chromatogr, 240, 243-246 (1982).
13. Hoffman PG, Lego MC, Galetto WG: Separation and quantitation of red pepper major heat principles by reverse-phase high-pressure liquid chromatography. J Agric Food Chem, 31, 1326-1330 (1983).
14. Law M: High pressure liquid chromatographic determination of capsaicin in oleoresin and personal protection aerosols. J Assoc Off Anal Chem, 66, 1304-1306 (1983).
15. Iwai K, Suzuki T, Fujiwake H, Oka S: Simultaneous microdetermination of capsaicin and its four analogues by using high-performance liquid chromatography and gas chromatography-mass spectrometry. J Chromatogr, 172, 303-311 (1979).
16. Saria A, Lembeck F, Skofitsch G: Determination of capsaicin in tissues and separation of capsaicin analogues by high-performance liquid chromatography. J Chromatogr, 203, 41-46 (1981).
17. Jie L, Michael C: Determination of capsaicin and zucapsaicin in human serum by high-performance liquid chromatography with fluorescence detection. J Chromatogr B, 701, 135-139 (1997).
18. Tracy S, Michael JS, Vanessa S: A fatal case of pepper poisoning. Forensic Sci Int, 124, 43-46 (2001).
19. Rachaneewan K, Mongkon R, Surasak W: Optimization of high-performance liquid chromatographic parameters for the determination of capsaicinoid compounds using the simplex method. Anal Sci, 18, 661-665 (2002).
20. Khaled MY, Anderson MR, McNair HM: Micellar electrokinetic capillary chromatography of pungent compounds using simultaneous on-line ultraviolet and electrochemical detection. J Chromatogr Sci, 31, 259-264 (1993).
21. Lascaridou-Monnerville AL: Determination of capsaicin and dihydrocapsaicin by micellar electrokinetic capillary chromatography and its application to various species of Capsicum, Solanaceae. J Chromatogr A, 838, 293-302 (1999).
22. Fung T, Jeffery W, Beveridge AD: The identification of capsaicinoids in tear-gas spray. J Forensic Sci, 27, 812-821 (1982).
23. Ferslew KE, Orcutt RH, Hagardorn AN: Spectral differentiation and gas chromatographic/mass spectrometric analysis of the lacrimators 2-chloroacetophenone and o-chlorobenzylidene malononitrile. J Forensic Sci, 31, 658-665 (1986).
24. Nowicki J: Analysis of chemical protection sprays by gas chromatography/mass spectroscopy. J Forensic Sci, 27, 704-709 (1982).
25. Martz RM, Reutter DJ, Lasswell LD: A comparison of ionization techniques for gas chromatography/mass spectroscopy analysis of dye and lacrymator residues from exploding bank security devices. J Forensic Sci, 28, 200-207 (1983).
26. Games DE, Alcock NJ: Analysis of pepper and capsicum oleoresins by high-performance liquid chromatography-mass spectrometry and field desorption mass spectrometry. J Chromatogr, 294, 269-279 (1984).
27. 1H} NMR spectral parameters of the tear gases α -chloroacetophenone, dibenz[b,f][1.4]oxazepine, and 2-chlorobenzylidene malononitrile. Magn Reson Chem, 34, 989-994 (1996).
28. Allinson G, McLeod CW: Characterization of lacrimators by ambient temperature ion mobility spectrometry. J Forensic Sci, 42, 312-315 (1997).
29. Christopher AR, Dennis JC, Garold SY, Alim AF: Determination of capsaicin, nonivamide, and dihydrocapsaicin in blood and tissue by liquid chromatography-tandem mass spectrometry. J Anal Toxicol, 26, 313-319 (2002).
30. Surh YJ, Ahn SH, Kim KC, Park JB, Sohn YW, Lee SS: Metabolism of capsaicinoids: evidence for aliphatic hydroxylation and its pharmacological implications. Life Sci, 56, 305-311 (1995).
31. Surh YJ, Lee SS: Capsaicin, a double-edged sword: toxicity, metabolism, and chemopreventive potential. Life Sci, 56, 1845-1855 (1995).
32. Oi Y, Kawada T, Watanabe T, Iwai K: Induction of capsaicin-hydrolyzing enzyme activity in rat liver by continuous oral administration of capsaicin. J Agric Food Chem, 40, 467-470 (1992).
33. Christopher AR, Dennis JC, Garold SY, Alim AF: Determination of capsaicin, dihydrocapsaicin, and nonivamide in self-defense weapons by liquid chromatography-mass spectrometry and liquid chromatography-tandem mass spectrometry. J Chromatogr A, 912, 259-267 (2001).
34. Christopher AR, William JE, David AJ: Metabolism of capsaicin by cytochrome P450 produces novel dehydrogenated metabolites and decreases cytotoxicity to lung and liver cells. Chem Res Toxicol, 16, 336-349 (2003).
35. Kawada T, Iwai K: In vivo and in vitro metabolism of dihydrocapsaicin, a pungent principle of hot pepper, in rats. Agric Biol Chem, 49, 441-448 (1985).
36. Kataoka M, Seto Y, Tsuge K, Noami M: Stability and detectability of lacrymators and their degradation products in evidence samples. J Forensic Sci, 47, 44-51 (2002).