PMID- 37979525
OWN - NLM
STAT- MEDLINE
DCOM- 20231206
LR  - 20231206
IS  - 1873-264X (Electronic)
IS  - 0731-7085 (Linking)
VI  - 238
DP  - 2024 Jan 20
TI  - Development of enantioselective high-performance liquid chromatography-tandem 
      mass spectrometry method for the quantitative determination of 
      3,4-methylenedioxy-methamphetamine (MDMA) and its phase-1 metabolites in human 
      biological fluids.
PG  - 115768
LID - S0731-7085(23)00537-X [pii]
LID - 10.1016/j.jpba.2023.115768 [doi]
AB  - In the present study enantioselective high-performance liquid 
      chromatography-tandem mass spectrometry (LC-MS/MS) methods were developed for the 
      quantitative determination of 3,4-methylenedioxy-methamphetamine (MDMA) and its 
      major phase-1 metabolites 4-hydroxy-3-methoxyamphetamine (HMA), 
      4-hydroxy-3-methoxymethamphetamine (HMMA) and 3,4-methylenedioxyamphetamine (MDA) 
      in human plasma, sweat, oral fluid (OF) and urine. The simultaneous separation of 
      all these compounds and their respective enantioseparation was accomplished on 
      two polysaccharide-based chiral columns. The Lux AMP column with a proprietary 
      chiral selector enabled baseline separation of the enantiomers of MDMA, HMA and 
      HMMA while MDA enantiomers could not be separated with this column under the 
      experimental conditions used in this study. The Lux i-Amylose-3 column based on 
      amylose tris(5-chloro-3-methylphenylcarbamate) as chiral selector 
      baseline-separated the enantiomers of MDMA, HMMA and MDA while the enantiomers of 
      HMA could not be separated. Thus, the various samples were analyzed by using both 
      columns alternatively in combinations with acetonitrile containing 25% (v/v) 5 mM 
      ammonium bicarbonate buffer at pH 11.0 as mobile phase. Analysis time was less 
      than 4 min with the Lux AMP column and less than 6 min with the Lux i-Amylose-3 
      column. Both methods were validated and applied to the enantioselective 
      determination of MDMA and its phase-I metabolites in human biological fluids, and 
      enantioselective metabolism of MDMA was confirmed.
CI  - Copyright (c) 2023 The Authors. Published by Elsevier B.V. All rights reserved.
FAU - Lo Faro, Alfredo Fabrizio
AU  - Lo Faro AF
AD  - Department of Excellence-Biomedical Sciences and Public Health, Universita 
      Politecnica delle Marche, 60121 Ancona, Italy.
FAU - Sprega, Giorgia
AU  - Sprega G
AD  - Department of Excellence-Biomedical Sciences and Public Health, Universita 
      Politecnica delle Marche, 60121 Ancona, Italy.
FAU - Beradinelli, Diletta
AU  - Beradinelli D
AD  - Department of Excellence-Biomedical Sciences and Public Health, Universita 
      Politecnica delle Marche, 60121 Ancona, Italy.
FAU - Tini, Anstasio
AU  - Tini A
AD  - Department of Excellence-Biomedical Sciences and Public Health, Universita 
      Politecnica delle Marche, 60121 Ancona, Italy.
FAU - Poyatos, Lourdes
AU  - Poyatos L
AD  - Servei de Farmacologia Clinica, Hospital Universitari Germans Trias i Pujol 
      (HUGTiP, IGTP)- Universitat Aut;onoma de Barcelona, Unitat Docent HUGTiP, 
      Badalona, Spain.
FAU - Papaseit, Esther
AU  - Papaseit E
AD  - Servei de Farmacologia Clinica, Hospital Universitari Germans Trias i Pujol 
      (HUGTiP, IGTP)- Universitat Aut;onoma de Barcelona, Unitat Docent HUGTiP, 
      Badalona, Spain.
FAU - Berretta, Paolo
AU  - Berretta P
AD  - National Centre on Addiction and Doping, Istituto Superiore di Sanit;a, Rome, 
      Italy.
FAU - Di Giorgi, Alessandro
AU  - Di Giorgi A
AD  - National Centre on Addiction and Doping, Istituto Superiore di Sanit;a, Rome, 
      Italy.
FAU - Farre, Magi
AU  - Farre M
AD  - Servei de Farmacologia Clinica, Hospital Universitari Germans Trias i Pujol 
      (HUGTiP, IGTP)- Universitat Aut;onoma de Barcelona, Unitat Docent HUGTiP, 
      Badalona, Spain.
FAU - Takaishvili, Nino
AU  - Takaishvili N
AD  - Tbilisi State University, Institute of Physical and Analytical Chemistry, School 
      of Exact and Natural Sciences, 0179 Tbilisi, Georgia.
FAU - Farkas, Tivadar
AU  - Farkas T
AD  - Phenomenex Inc., 411 Madrid Ave., Torrance 90501, CA, USA.
FAU - Busardo, Francesco Paolo
AU  - Busardo FP
AD  - Department of Excellence-Biomedical Sciences and Public Health, Universita 
      Politecnica delle Marche, 60121 Ancona, Italy. Electronic address: 
      f.p.busardo@univpm.it.
FAU - Chankvetadze, Bezhan
AU  - Chankvetadze B
AD  - Tbilisi State University, Institute of Physical and Analytical Chemistry, School 
      of Exact and Natural Sciences, 0179 Tbilisi, Georgia.
LA  - eng
PT  - Journal Article
DEP - 20231005
PL  - England
TA  - J Pharm Biomed Anal
JT  - Journal of pharmaceutical and biomedical analysis
JID - 8309336
RN  - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine)
RN  - 515-30-0 (atrolactic acid)
RN  - 9005-82-7 (Amylose)
RN  - 44RAL3456C (Methamphetamine)
RN  - 4764-17-4 (3,4-Methylenedioxyamphetamine)
SB  - IM
MH  - Humans
MH  - *N-Methyl-3,4-methylenedioxyamphetamine/metabolism
MH  - Chromatography, High Pressure Liquid
MH  - Tandem Mass Spectrometry
MH  - Chromatography, Liquid
MH  - Stereoisomerism
MH  - Amylose
MH  - *Methamphetamine
MH  - *3,4-Methylenedioxyamphetamine
OTO - NOTNLM
OT  - Chiral HPLC
OT  - Enantioselective metabolism
OT  - Enantioseparation, MDMA and metabolites
COIS- Declaration of Competing Interest The authors declare that they have no known 
      competing financial interests or personal relationships that could have appeared 
      to influence the work reported in this paper.
EDAT- 2023/11/19 09:42
MHDA- 2023/12/06 06:42
CRDT- 2023/11/18 18:14
PHST- 2023/08/11 00:00 [received]
PHST- 2023/10/03 00:00 [revised]
PHST- 2023/10/03 00:00 [accepted]
PHST- 2023/12/06 06:42 [medline]
PHST- 2023/11/19 09:42 [pubmed]
PHST- 2023/11/18 18:14 [entrez]
AID - S0731-7085(23)00537-X [pii]
AID - 10.1016/j.jpba.2023.115768 [doi]
PST - ppublish
SO  - J Pharm Biomed Anal. 2024 Jan 20;238:115768. doi: 10.1016/j.jpba.2023.115768. 
      Epub 2023 Oct 5.