Nano liquid chromatography-high-resolution mass spectrometry for the identification of metabolites of the two new psychoactive substances N-(ortho-methoxybenzyl)-3,4-dimethoxyamphetamine and N-(ortho-methoxybenzyl)-4-methylmethamphetamine

Talanta
Achim T CasparHans H Maurer

Abstract

Among the emerging new psychoactive substances (NPS), compounds carrying an N-ortho-methoxybenzyl substituent, the so-called NBOMes, represented a highly potent group of new hallucinogens. Recently, 3,4-dimethoxyamphetamine (3,4-DMA)-NBOMe and 4-methylmethamphetamine (4-MMA)-NBOMe occurred, but no data on their pharmacokinetics were available. According to other NBOMes, they are expected to be extensively metabolized. For detection and identification of their phase I and II metabolites, nano liquid chromatography coupled to high resolution tandem mass spectrometry (nanoLC-HRMS/MS) was used. Rat urine was prepared by simple dilution and incubation mixtures with pooled human liver S9 fraction by precipitation. Furthermore, the results concerning detectability using the new nanoLC approach were compared to those obtained by conventional ultra-high performance LC (UHPLC). In addition, the detectability of the compounds by standard urine screening approaches (SUSAs) routinely used by the authors with UHPLC-HRMS/MS, LC-MSn, and GC-MS was tested. Both NBOMes were extensively metabolized mainly by O-demethylation and conjugation with glucuronic acid (3,4-DMA-NBOMe) or oxidation of the tolyl group to the corresponding carboxylic acid (4...Continue Reading

Citations

Feb 28, 2019·Expert Opinion on Drug Discovery·Javier Saurina, Sonia Sentellas
Mar 17, 2020·Frontiers in Neuroscience·Jolanta B ZawilskaPiotr Adamowicz
Jan 2, 2021·Forensic Science International : Synergy·Wing-Sum ChanBobbie Kwok-Keung Cheung
Jan 2, 2021·Forensic Science International : Synergy·Nicole S Jones, Jeffrey H Comparin
Oct 29, 2019·ACS Chemical Neuroscience·Christian B M PoulieJesper L Kristensen

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