The analysis of methylamphetamine and para-hydroxy-methylamphetamine in post-mortem hair samples using liquid chromatography-tandem mass spectrometry.
forensic toxicology
hair analysis
liquid chromatography–tandem mass spectrometry
methylamphetamine
para‐hydroxy‐methylamphetamine
Journal
Drug testing and analysis
ISSN: 1942-7611
Titre abrégé: Drug Test Anal
Pays: England
ID NLM: 101483449
Informations de publication
Date de publication:
01 Jul 2024
01 Jul 2024
Historique:
revised:
19
06
2024
received:
03
05
2024
accepted:
20
06
2024
medline:
1
7
2024
pubmed:
1
7
2024
entrez:
1
7
2024
Statut:
aheadofprint
Résumé
External contamination is a well-recognized limitation of hair analysis for drugs of abuse like methylamphetamine (MA), and there are no guidelines regarding the analysis of specific metabolites of MA to assist interpretation. We developed an analytical method to detect MA, amphetamine (AMP), and para-hydroxy-methylamphetamine (p-OH-MA) in hair and present their concentrations among a cohort of deceased persons positive for MA in blood (n = 63). Hair samples (≤ 3 cm) were washed with dichloromethane and water prior to extraction using a methanolic micro-pulverization. The reconstituted hair extracts were separated on a UCT Selectra® Aqueous C18 HPLC Column (100 × 2.1 mm, 3 μm) by gradient elution and detected using a Sciex Triple Quad 6500+ system. Validation was satisfactory, and the lower limits of quantitation were 0.01 ng/mg for MA and AMP and 0.001 ng/mg for p-OH-MA. The median hair concentrations of MA, AMP, and p-OH-MA were 13 ng/mg (range = 0.015-49; n = 51), 1.1 ng/mg (range = 0.018-44; n = 60), and 0.020 ng/mg (range = 0.0012-0.38, n = 62), respectively. These concentrations in hair were strongly positively correlated (r = .7202 to .8641, p < .001), suggesting similar modes of incorporation. Moreover, the wash/hair ratios were indicative of external contamination, especially among the soiled group of hair samples. Therefore, further studies are necessary to determine concentrations of p-OH-MA in living MA users and confirm if this metabolite constitutes a potential marker of MA consumption.
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Informations de copyright
© 2024 The Author(s). Drug Testing and Analysis published by John Wiley & Sons Ltd.
Références
Farrell M, Martin NK, Stockings E, et al. Responding to global stimulant use: challenges and opportunities. Lancet. 2019;394(10209):1652‐1667. doi:10.1016/S0140‐6736(19)32230‐5
United Nations Office on Drugs and Crime. World drug report 2023: United Nations; 2023. Available from: https://dataunodc.un.org/dp-drug-use-prevalence-regional. Accessed: 05/04/2024.
Degenhardt L, Sara G, McKetin R, et al. Crystalline methamphetamine use and methamphetamine‐related harms in Australia. Drug Alcohol Rev. 2017;36(2):160‐170. doi:10.1111/dar.12426
Mantinieks D, Archer M, Schumann J, Drummer OH, Gerostamoulos D. Methylamphetamine toxicity and its involvement in death: A retrospective observational study of deaths reported to the Victorian Coroner, Australia. Forensic. Sci. Med. Pathol. 2023. doi:10.1007/s12024‐023‐00724‐0
Pragst F, Balikova MA. State of the art in hair analysis for detection of drug and alcohol abuse. Clin. Chim. Acta. 2006;370(1–2):17‐49. doi:10.1016/j.cca.2006.02.019
Kintz P. Value of hair analysis in postmortem toxicology. Forensic Sci. Int. 2004;142(2–3):127‐134. doi:10.1016/j.forsciint.2004.02.027
Favretto D, Cooper G, Andraus M, et al. The Society of Hair Testing consensus on general recommendations for hair testing and drugs of abuse testing in hair. Drug Test. Anal. 2023;15(9):1042‐1046. doi:10.1002/dta.3526
Mantinieks D, Gerostamoulos D, Wright P, Drummer OH. The effectiveness of decontamination procedures used in forensic hair analysis. Forensic Sci. Med. Pathol. 2018;14(3):349‐357. doi:10.1007/s12024‐018‐9994‐6
Mantinieks D, Wright P, Di Rago M, Gerostamoulos D. A systematic investigation of forensic hair decontamination procedures and their limitations. Drug Test. Anal. 2019;11(10):1542‐1555. doi:10.1002/dta.2681
Kintz P. Segmental hair analysis can demonstrate external contamination in postmortem cases. Forensic Sci. Int. 2012;215(1–3):73‐76. doi:10.1016/j.forsciint.2011.01.041
Pelissier‐Alicot AL, Ameline A, Kintz P, Adalian P, Leonetti G. Hair analysis in postmortem investigations: Case of a skeletonized body. Drug Test. Anal. 2024. doi:10.1002/dta.3649
Sekine H, Nakahara Y. Abuse of smoking methamphetamine mixed with tobacco: I. Inhalation efficiency and pyrolysis products of methamphetamine. J. Forensic Sci. 1987;32(5):1271‐1280. doi:10.1520/JFS11178J
Qi Y, Evans ID, McCluskey A. Australian Federal Police seizures of illicit crystalline methamphetamine (‘ice’) 1998‐2002: Impurity analysis. Forensic Sci. Int. 2006;164(2–3):201‐210. doi:10.1016/j.forsciint.2006.01.010
Australian Medicines Handbook Pty Ltd. Australian Medicines Handbook. Australian Medicines Handbook Pty Ltd; 2024.
Schaffer M, Cheng CC, Chao O, Hill V, Matsui P. Analysis of cocaine and metabolites in hair: Validation and application of measurement of hydroxycocaine metabolites as evidence of cocaine ingestion. Anal. Bioanal. Chem. 2016;408(8):2043‐2054. doi:10.1007/s00216‐016‐9354‐x
Lin LY, di Stefano EW, Schmitz DA, et al. Oxidation of methamphetamine and methylenedioxymethamphetamine by CYP2D6. Drug Metab. Dispos. 1997;25(9):1059‐1064.
Shima N, Kamata HT, Katagi M, Tsuchihashi H. Urinary excretion of the main metabolites of methamphetamine, including p‐hydroxymethamphetamine‐sulfate and p‐hydroxymethamphetamine‐glucuronide, in humans and rats. Xenobiotica. 2006;36(2–3):259‐267. doi:10.1080/00498250600627475
Tanaka S, Iio R, Chinaka S, Takayama N, Hayakawa K. Identification of reaction products of methamphetamine and hydrogen peroxide in hair dye and decolorant treatments by high‐performance liquid chromatography/mass spectrometry. Biomed. Chromatogr. 2001;15(1):45‐49. doi:10.1002/bmc.34
Miki A, Katagi M, Tsuchihashi H. Determination of methamphetamine and its metabolites incorporated in hair by column‐switching liquid chromatography‐mass spectrometry. J. Anal. Toxicol. 2003;27(2):95‐102. doi:10.1093/jat/27.2.95
Trobbiani S, Stockham P, Scott T. Increasing the linear dynamic range in LC‐MS: Is it valid to use a less abundant isotopologue? Drug Test. Anal. 2017;9(10):1630‐1636. doi:10.1002/dta.2175
American Academy of Forensic Sciences Standards Board. Standard practices for method validation in forensic toxicology. American Academy of Forensic Sciences; 2019.
Mantinieks D, Parsons S, Schumann J, et al. A retrospective review of methylamphetamine detected in child deaths reported to the Victorian Coroner, Australia. Forensic Sci. Med. Pathol. 2024. doi:10.1007/s12024‐024‐00778‐8
Matuszewski BK, Constanzer ML, Chavez‐Eng CM. Strategies for the assessment of matrix effect in quantitative bioanalytical methods based on HPLC‐MS/MS. Anal. Chem. 2003;75(13):3019‐3030. doi:10.1021/ac020361s
Di Rago M, Pantatan S, Hargreaves M, et al. High throughput detection of 327 drugs in blood by LC‐MS‐MS with automated data processing. J. Anal. Toxicol. 2021;45(2):154‐183. doi:10.1093/jat/bkaa057
Mantinieks D, Di Rago M, Drummer OH, Glowacki L, Schumann J, Gerostamoulos D. Quantitative analysis of tetrahydrocannabinol isomers and other toxicologically relevant drugs in blood. Drug Test. Anal. 2023. doi:10.1002/dta.3632
Tsanaclis L, Wicks JF. Differentiation between drug use and environmental contamination when testing for drugs in hair. Forensic Sci. Int. 2008;176(1):19‐22. doi:10.1016/j.forsciint.2007.08.009
Ago M, Ago K, Ogata M. Determination of methamphetamine in sudden death of a traffic accident inpatient by blood and hair analyses. Leg. Med. (Tokyo). 2009;11(SUPPL. 1):S568‐S569. doi:10.1016/j.legalmed.2009.01.086
Beránková K, Habrdová V, Balíková M, Strejc P. Methamphetamine in hair and interpretation of forensic findings in a fatal case. Forensic Sci. Int. 2005;153(1):93‐97. doi:10.1016/j.forsciint.2005.04.037
Tsanaclis L, Nutt J, Bevan S, Bagley K, Wicks J. Comparison of patterns of drug levels in head and body hair for medico‐legal and workplace testing. Drug Test. Anal. 2022;15(9):1027‐1041. doi:10.1002/dta.3434
Ou J, Zhang Y, Chen S, et al. An evaluation of the cut‐off value of methamphetamine in hair samples via HPLC‐MS/MS. Forensic Sci. Int. 2020;306:110094. doi:10.1016/j.forsciint.2019.110094
Lee S, Han E, Park Y, Choi H, Chung H. Distribution of methamphetamine and amphetamine in drug abusers' head hair. Forensic Sci. Int. 2009;190(1–3):16‐18. doi:10.1016/j.forsciint.2009.05.004
Nakahara Y, Takahashi K, Kikura R. Hair analysis for drugs of abuse. X. Effect of physicochemical properties of drugs on the incorporation rates into hair. Biol. Pharm. Bull. 1995;18(9):1223‐1227. doi:10.1248/bpb.18.1223
Takayama N, Iio R, Tanaka S, Chinaka S, Hayakawa K. Analysis of methamphetamine and its metabolites in hair. Biomed. Chromatogr. 2003;17(2–3):74‐82. doi:10.1002/bmc.225
Nakahara Y, Kikura R. Hair analysis for drugs of abuse. XIII. Effect of structural factors on incorporation of drugs into hair: The incorporation rates of amphetamine analogs. Arch. Toxicol. 1996;70(12):841‐849. doi:10.1007/s002040050348
Grabenauer M, Bollinger K. Phase II Metabolites of Drugs in Hair: A Potential Solution for Environmental Contamination. Office of Justice Programs' National Criminal Justice Reference Service; 2023.
Franz T, Scheufler F, Stein K, et al. Determination of hydroxy metabolites of cocaine from hair samples and comparison with street cocaine samples. Forensic Sci. Int. 2018;288:223‐226. doi:10.1016/j.forsciint.2018.04.007
Scholz C, Quednow BB, Herdener M, Kraemer T, Baumgartner MR. Cocaine hydroxy metabolites in hair: Indicators for cocaine use versus external contamination. J. Anal. Toxicol. 2019;43(7):543‐552. doi:10.1093/jat/bkz022
Bates AT, Chamberlain S, Champion M, et al. Pholedrine: A substitute for hydroxyamphetamine as a diagnostic eyedrop test in Horner's syndrome. J. Neurol. Neurosurg. Psychiatry. 1995;58(2):215‐217. doi:10.1136/jnnp.58.2.215
Staack RF, Fehn J, Maurer HH. New designer drug p‐methoxymethamphetamine: Studies on its metabolism and toxicological detection in urine using gas chromatography‐mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 2003;789(1):27‐41. doi:10.1016/s1570‐0232(02)01018‐8
Takayama N, Tanaka S, Kizu R, Hayakawa K. High‐performance liquid chromatography study on effects of permanent wave, dye and decolorant treatments on methamphetamine and amphetamine in hair. Biomed. Chromatogr. 1999;13(4):257‐261. doi:10.1002/(sici)1099‐0801(199906)13:4<257::Aid‐bmc830>3.0.Co;2‐v
Petzel‐Witt S, Meier SI, Schubert‐Zsilavecz M, Toennes SW. PTCA (1H‐pyrrole‐2,3,5‐tricarboxylic acid) as a marker for oxidative hair treatment. Drug Test. Anal. 2018;10(4):768‐773. doi:10.1002/dta.2305
Tscheiller N, Marchand E, Pape E, et al. Evaluation of amphetamines diffusion in hair after contact with amphetamines‐containing blood. Forensic Sci. Int. 2024;356:111966. doi:10.1016/j.forsciint.2024.111966