Characterization of the main biotransformation pathways of synthetic cannabinoids from different chemical classes
Deutscher übersetzter Titel: | Die Bestimmung der Hauptbiotransormationswege von synthetischen Cannabinoiden verschiedener chemischer Klassen |
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Autor: | Fiacco, I.; Botrè, F.; Capodaglio, M.; Torre, X. de la; Mazzarino, M. |
Erschienen in: | Recent advances in doping analysis (22) : Proceedings of the Manfred-Donike-Workshop ; 32nd Cologne Workshop on Dope Analysis ; 30th March to 4th April 2014 |
Veröffentlicht: | Köln: Sportverl. Strauß (Verlag), 2014, S. 22-29, Lit. |
Format: | Literatur (SPOLIT) |
Publikationstyp: | Sammelwerksbeitrag |
Medienart: | Elektronische Ressource (Datenträger) |
Dokumententyp: | Tagungsband |
Sprache: | Englisch |
Schlagworte: | |
Online Zugang: | |
Erfassungsnummer: | PU201702001157 |
Quelle: | BISp |
Abstract des Autors
The metabolic profile of synthetic cannabinoids from different chemical classes was characterized by means of in vitro approaches with human liver microsomes (HLM) and/or of cytochrome P450s (CYPs) and glucuronosyltarnsferase (UGT) isoforms. Results showed that for all investigated synthetic cannabinoids (SCs), regardless of the chemical class, mono-hydroxylation is the most important biotransformation pathway, followed by di-hydroxylation and, to a lesser extent, by dehydrogenation; instead, other metabolic reactions observed (i.e. dealkylation, dihydrodiol formation) appeared to be strictly dependent on the chemical nature of the specific substrate. Concerning the isoenzymes mainly involved in the phase I reactions, CYP3A4, CYP2D6 and CYP2C19 are the most accountable for mono-hydroxylation, di-hydroxylation and dihydrodiol formation abundant products, while CYP3A5 and CYP1A2 are the most involved in N-dealkylation and carbonyl formation. As for phase II metabolism, glucuronidation reactions for investigated substrates are mainly catalyzed by UGT2B7, UGT2B4, UGT1A3 and UGT1A10 isoforms.