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Synthesis and identifications of potential metabolites as biomarkers of the synthetic cannabinoid AKB-48
Linköping University, Department of Physics, Chemistry and Biology, Chemistry. Linköping University, Faculty of Science & Engineering.
Linköping University, Department of Medical and Health Sciences, Division of Drug Research. Linköping University, Faculty of Medicine and Health Sciences.
Linköping University, Department of Medical and Health Sciences, Division of Drug Research. Linköping University, Faculty of Medicine and Health Sciences.
Linköping University, Department of Physics, Chemistry and Biology, Chemistry. Linköping University, Faculty of Science & Engineering.
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2018 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 74, no 24, p. 2905-2913Article in journal (Refereed) Published
Abstract [en]

AKB-48 belongs to the family of synthetic cannabinoids. It has strong binding affinity to CBI receptor and is psychoactive. It is banned in many countries including USA, Japan, Germany, New Zealand, Singapore and China etc. But the difficulty in detecting the parent compound in urine samples highlights the importance of studies of its metabolites. Here we report the synthesis of 19 potential metabolites of AKB-48, among which, compounds 2, 9, 10, 30 and 31, together with the commercially available substance 5 were identified as metabolites of AKB-48 by comparison with one authentic human urine sample and human liver microsomal data. Compounds 10 and 30 could be of use as biomarkers in detecting AKB-48 in human urine samples. (C) 2018 Elsevier Ltd. All rights reserved.

Place, publisher, year, edition, pages
PERGAMON-ELSEVIER SCIENCE LTD , 2018. Vol. 74, no 24, p. 2905-2913
Keywords [en]
Metabolite; Biomarker; AKB-48; Synthetic cannabinoid; Adamantane
National Category
Pharmaceutical Sciences
Identifiers
URN: urn:nbn:se:liu:diva-150881DOI: 10.1016/j.tet.2018.04.026ISI: 000441482900001OAI: oai:DiVA.org:liu-150881DiVA, id: diva2:1245881
Note

Funding Agencies|Eurostar project Psychomics; National Board of Forensic Medicine in Sweden

Available from: 2018-09-06 Created: 2018-09-06 Last updated: 2018-09-06

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Wallgren, JakobVikingsson, SvanteÅstrand, AnnaJosefsson, MartinGreen, HenrikDahlén, JohanWu, XiongyuKonradsson, Peter
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Tetrahedron
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