Literature DB >> 32621389

Tentative identification of the phase I and II metabolites of two synthetic cathinones, MDPHP and α-PBP, in human urine.

Pierce Kavanagh1, Mariia Gofenberg2,3, Vadim Shevyrin3, Oksana Dvorskaya4, Geraldine Dowling1,5, Andrej Grigoryev6.   

Abstract

Cathinone derivatives are one of the more prominent groups of new psychoactive substances in terms of the number of forensic case reports and the variety of chemical structures available. These substances often sold as 'bath salts' are classified as psychostimulants. Using liquid chromatography-high resolution mass spectrometry, the metabolites of two pyrrolidine cathinone derivatives, α-PBP and the less common MDPHP were tentatively identified in urine samples collected from patients admitted to hospital following drug intoxications. The major metabolic pathways for α-PBP and MDPHP were similar to those of their more common analogs (α-PVP and MDPV). Metabolites arising from hydroxylation, reduction of the carbonyl group to an alcohol, oxidation to form a lactam and subsequent ring-opening and a combination of these processes were identified. In addition, biotransformations of the benzodioxole moiety in MDPHP included demethylenation with subsequent methylation and carboxylation of the butyl group. The majority of the hydroxylated metabolites of α-PBP and MDPHP were found to be glucuronidated. Both α-PBP and MDPHP undergo extensive metabolism and the chromatographic peak areas of the metabolites were found to be comparable or exceeded those of the parent substances. Metabolites resulting from demethylenation and subsequent methylation (MDPHP), reduction of carbonyl group (α-PBP) and oxidation to form a lactam combined with ring-opening (α-PBP and MDPHP) were found to be the most useful target analytes for the confirmation of ingestion. This article is protected by copyright. All rights reserved.

Entities:  

Keywords:  Cathinone derivative; LC-HRMS/MS; MDPHP; human urine; metabolite; new psychoactive substances; α-PBP

Year:  2020        PMID: 32621389     DOI: 10.1002/dta.2891

Source DB:  PubMed          Journal:  Drug Test Anal        ISSN: 1942-7603            Impact factor:   3.345


  1 in total

1.  A unique case of death by MDPHP with no other co-ingestion: a forensic toxicology case.

Authors:  Domenico Di Candia; Michele Boracchi; Barbara Ciprandi; Gaia Giordano; Riccardo Zoja
Journal:  Int J Legal Med       Date:  2022-02-15       Impact factor: 2.791

  1 in total

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