Identification des métabolites de la méthylènedioxy-α-pyrrolidinohexanophénone (MDPHP) et données de concentrations dans les poils corporels : à propos d’un cas d’intoxication d’un slameur

Richeval, Camille; Phanithavong, Mélodie; Humbert, Luc; Wiart, Jean-François; Deheul, Sylvie; Baillieux, Marie; Pawlak, Geoffrey; Allorge, Delphine; Gaulier, Jean-Michel

doi:10.1016/j.toxac.2019.03.056

Cited by 1 publication

(2 citation statements)

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“…Proposed metabolite pathways and the structures of MDPHP metabolites (A) (GA: glucuronides, SA: sulfates). The metabolites reported by Richeval et al 23 and Grapp et al 24 are highlighted in bold. LC–QTOF (ESI) extracted ion chromatograms of MDPHP metabolites (B).…”

Section: Resultsmentioning

confidence: 99%

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

Kavanagh

Gofenberg

Шевырин

et al. 2020

Drug Testing and Analysis

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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 to 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.

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Section: Resultsmentioning

confidence: 99%

“…Previous authors have identified 12 phase I and II metabolites of MDPHP in urine. 23,24 Products of lactam formation and opening of dioxole ring were found to be most abundant metabolites in hydrolyzed urine samples. 24 Products of carbonyl group reduction and lactam formation have been reported as metabolites of α-PBP.…”

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confidence: 99%