Detection of 3-4 Methylenedioxyamphetamine from Drug Abuser’s Fingers and Toenails using Liquid Chromatography with Mass Spectroscopy

Authors

  • Nandini Bansod Shri Vaishnav Institute of Forensic Science, Shri Vaishnav Vidyapeeth Vishwavidyalaya, Madhya Pradesh, India
  • M. P. Goutam Shri Vaishnav Institute of Forensic Science, Shri Vaishnav Vidyapeeth Vishwavidyalaya, Madhya Pradesh, India

Abstract

Nails can stably accumulate substances for extended periods of time, thus providing retrospective information regarding drug abuse and pharmaceutical use. In recent years, drug analysis in human nail clippings has proven its significant value in forensic toxicological applications, identification of in utero drug exposure, monitoring of drug treatment programmes, and therapeutic drug monitoring. Nails have various advantages over conventional matrices (blood and urine), which include a longer detection window (months to years), non-invasive sample collection, and easy storage and transportation. These aspects make nails a very significant matrix for forensic toxicology and therapeutic drug monitoring. Because of the low concentrations of drugs of abuse and pharmaceuticals present in nails and the complexity of the keratinized matrix, analytical techniques need to be more sensitive, and sample preparation is crucial. The aim of the present study is to develop a simple high-performance liquid chromatography-mass spectroscopy method for the identification and quantitation of 3,4-methylenedioxyamphetamine (MDA) in fingernail and toenail clippings. Finger and toenail clippings were collected from six users undergoing treatment at a rehab centre in Ujjain, M.P., India. Nail clippings were initially decontaminated, then hydrolyzed in 1 M NaOH at 370°C, extracted with ethyl acetate, diluted with methanol, and then subjected to LC-MS analysis. The calibration curve was constructed over the concentration range of 0.5 ng/mL to 30 ng/mL using the MDA reference standard. The limit of detection was calculated at 1.10 ng/mL and the limit of quantification recorded at 3.67 ng/mL in standard solutions, whereas the respective values in spiked nail clippings were 1.21 ng/mg and 4.6 ng/mg. Through the developed method, significant results have been obtained in original nail clippings with mean concentration ranges of 0.12 ng/mg in fingernails and 0.08 ng/mg in toenails in six abuser samples. The new method developed has been found to be capable of detecting the 3,4-methylendioxyamphetamine (MDA) drug in nail clippings even after 90 days of drug intake.

Keywords:

3,4-Methylenedioxyamphetamine, Liquid chromatography-mass spectroscopy, Fingernail, Toenail

DOI

https://doi.org/10.25004/IJPSDR.2023.150602

References

Freudenmann RW, Oxler F, Bernschneider RS. The origin of MDMA (ecstasy) revisited: the true story reconstructed from the original documents. Addict. 2006; 101:1241-1245.

Passie T, Benzenhöfer U. The History of MDMA as an Underground Drug in the United States, 1960-1979. J Psychoact Drugs. 2016; 48: 67–75.

Moore KA, Mozayani A, Fierro MF, Poklis A. Distribution of 3,4 methylenedioxymethamphetamine (MDMA) and 3,4 methylenedioxyamphetamine (MDA) stereoisomers in fatal poisoning. Forensic Sci Int. 1996; 2:111-119.

Mas M, Farré M, de la Torre R, Roset PN, Ortuño J, Segura J, Camí J. Cardiovascular and neuroendocrine effects, and pharmacokinetics of 3, 4-methylenedioxymethamphetamine in humans. J Pharmacol Exp Ther. 1999; 290:136-45.

Verebey K, Alrazi J, Jaffe JH. The complications of ‘ecstasy’ (MDMA). Am J Forensic Med Pathol. 1988; 259:1649-1650.

García-Repetto R, Moreno E, Soriano T, Jurado C, Giménez MP, Menéndez M. Tissue concentrations of MDMA and its metabolite MDA in three fatal cases of overdose. Forensic Sci Int. 2003 ;12: 110-114.

de la Torre R, Farré M, Roset PN, Pizarro N, Abanades S, Segura M, Segura J, Camí J. Human pharmacology of MDMA: pharmacokinetics, metabolism, and disposition: Ther Drug Monit. 2004; 26:137-144.

Kalant, H. The pharmacology and toxicology of “ecstasy” (MDMA) and related drugs: Can. Med. Assoc. J. 2001;165: 917–928.

Wu D, Otton SV, Inaba T, Kalow W, Sellers EM. Interactions of amphetamine analogs with human liver CYP2D6: Biochem Pharmacol. 1997; 1:1605-1612.

Ram PP, Vivek G, Vikram T, Rajkumar M, Divya S, Suresh CB. Crime Statistics 2020. In the annual report of Seizures Under NDPS Act. 2021; 3:1295.

Arimany J, Medallo J, Pujol A, Vingut A, Borondo JC, Valverde JL. Intentional overdose and death with 3,4-methylenedioxymethamphetamine (MDEA; "eve"): case report: Am J Forensic Med Pathol.1998; 19:148-151.

Dowling GP, McDonough ET III, Bost RO. 'Eve' and 'ecstasy' — a report of five deaths associated with the use of MDEA and MDMA. J. Am. Med. Assoc. 1987; 257:1615-1617.

Henry JA, Jeffreys KJ, Dawling S. Toxicity and deaths from 3,4-methylenedioxymethamphetamine (“ecstasy”). Lancet. 1992; 340:384-387.

Hooft PJ, van de Voorde HP. Reckless behaviour related to the use of 3,4-methylenedioxymethamphetamine (ecstasy): apropos of a fatal accident during car-surfing. Int J Legal Med 1994; 106:328-329.

Lora TC, Tena T, Rodriguez A. Amphetamine derivative related deaths. Forensic Sci Int.1997; 85:149-57.

Koren G, Hutson J, Gareri J (2008) Novel methods for the detection of drug and alcohol exposure during pregnancy: implications for maternal and child health. Clin Pharmacol Ther 83:631–634

Bandstra ES, Morrow CE, Mansoor E, Accornero VH (2010) Prenatal drug exposure: infant and toddler outcomes. J Addict Dis 29:245–258

Zook EG, Van Beek AL, Russell RC, Beatty ME (1980) Anatomy and physiology of the perionychium: a review of the literature and anatomic study. J Hand Surg Am 5:528–536.

Mari F, Politi L, Bertol E (2008) Nails of newborns in monitoring drug exposure during pregnancy. Forensic Sci Int 179:176–180.

Palmeri A, Pichini S, Pacifici R, Zuccaro P, Lopez A (2000) Drugs in nails: physiology, pharmacokinetics, and forensic toxicology. Clin Pharmaco kinet 38:95–110.

Elewski B, Pollak R, Ashton S, Rich P, Schlessinger J, Tavakkol A. A randomized, placebo- and active-controlled, parallel-group, multicentre, investigator-blinded study of four treatment regimens of posaconazole in adults with toenail onychomycosis. Br J Dermatol. 2012 ;166(2):389-98.

Barot BS, Parejiya PB, Patel HK, Mehta DM, Shelat PK. Drug delivery to the nail: therapeutic options and challenges for onychomycosis. Crit Rev Ther Drug Carrier Syst. 2014;31(6):459-94.

Lemos NP, Anderson RA, Robertson JR. The analysis of methadone in nail clippings from patients in a methadone maintenance program. J Anal Toxicol.2000;24:656–660.

Cappelle D, Yegles M, Neels H. Nail analysis for the detection of drugs of abuse and pharmaceuticals: a review. Forensic Toxicol. 2015; 33:12–36.

Karla A, Ashraf M, Marcella FF, Alphonse p. Distribution of 3,4 methylenedioxymethamphetamine (MDMA) and 3,4 methylenedioxyamphetamine (MDA) stereoisomers in a fatal poisoning. Forensic Sci Int. 1996; 83:111-119.

Michael SY, Kevin MJ. Development of an LC-MS Method for Determination of MDMA (Ecstasy) and Metabolites in Biological Samples. In the Proceedings of 224th ACS National Conference Meeting. 2022, pp.18-22.

Suzuki O, Hattori H, Asano M. Nails as useful materials for detection of methamphetamine or amphetamine abuse. Forensic Sci Int. 1984; 4:9-16.

Suzuki S, Inoue T, Hori H, Inayama S. Analysis of methamphetamine in hair, nail, sweat, and saliva by mass fragmentography. J Anal Toxicol. 1989; 13:176–178.

Cirimele V, Kintz P, Mangin P. Detection of amphetamines in fingernails: an alternative to hair analysis. Arch Toxicol. 1995; 70:68–69.

Lin DL, Yin RM, Liu HC, Wang CY, Liu RH. Deposition characteristics of methamphetamine and amphetamine in fingernail clippings and hair sections. J Anal Toxicol.2004; 28:411–417.

Kim JY, Cheong JC, Kim MK, Lee JI, In MK. Simultaneous determination of amphetamine-type stimulants and cannabinoids in fingernails by gas chromatography-mass spectrometry. Arch Pharm Res.2008; 31:805–813.

Kim JY, Shin SH, Moon KI. Determination of amphetamine type stimulants, ketamine, and metabolites in fingernails by gas chromatography–mass spectrometry. Forensic Sci Int. 2010; 194:108–114.

Kim JY, Cheong JC, Lee JI, Son JH, In MK. Rapid and simple GC-MS method for determination of psychotropic phenylalkylamine derivatives in nails using micro-pulverized extraction. J Forensic Sci. 2012; 57:228–233.

Irene S, Joseph J, Mary J, Douglas L, Adam N. Detection of Drugs in Nails: Three Year Experience. J Anal Toxicol. 2015;39: 624-628.

Madry MM, Steuer AE, Hysek CM, Liechti ME, Baumgartner MR, Thomas K. Evaluation of drug incorporation into hair segments and nails by enantiomeric analysis following controlled single MDMA intakes. Anal Bioanal Chem. 2016; 408:545–556.

Krumbiegel F, Hastedt M, Westendorf L, Niebel A, Methling M, Parr MK, Tsokos M. The use of nails as an alternative matrix for the long-term detection of previous drug intake: validation of sensitive UHPLC-MS/MS methods for the quantification of 76 substances and comparison of analytical results for drugs in nail and hair samples. Forensic Sci Med Pathol. 2016;12(4):416-434.

Published

30-11-2023
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How to Cite

“Detection of 3-4 Methylenedioxyamphetamine from Drug Abuser’s Fingers and Toenails Using Liquid Chromatography With Mass Spectroscopy”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 15, no. 6, Nov. 2023, pp. 688-94, https://doi.org/10.25004/IJPSDR.2023.150602.

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Research Article

How to Cite

“Detection of 3-4 Methylenedioxyamphetamine from Drug Abuser’s Fingers and Toenails Using Liquid Chromatography With Mass Spectroscopy”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 15, no. 6, Nov. 2023, pp. 688-94, https://doi.org/10.25004/IJPSDR.2023.150602.