Analysis of synthetic cannabinoid agonists and their degradation products after combustion in a smoking simulator

被引:11
作者
Naqi, Husain A. [1 ]
Pudney, Christopher R. [2 ]
Husbands, Stephen M. [1 ]
Blagbrough, Ian S. [1 ]
机构
[1] Univ Bath, Dept Pharm & Pharmacol, Bath BA2 7AY, Avon, England
[2] Univ Bath, Dept Biol & Biochem, Bath BA2 7AY, Avon, England
关键词
IDENTIFICATION; PHARMACOLOGY; PYROLYSIS; FUBINACA; DESIGN; UR-144;
D O I
10.1039/c9ay00722a
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Synthetic cannabinoids are a major class of NPS with a high impact on analytical, forensic and toxicological fields. The main route of administration of synthetic cannabinoids is through inhalation, delivered by smoking a conventional or electronic cigarette, pyrolysis possibly altering the nature of these compounds and resulting in unknown combustion products with unknown biological activity/toxicology. In this study, a twin-trap smoking inhalation model that simulates human inhalation has been developed. The smoking simulator allows the efficient trapping of the combustion products. Analysis using UHPLC-TOF-ESI-MS and GC-MS allowed the detection of all six synthetic cannabinoids tested in the smoking simulator. A novel combustion product of MDMB-CHMICA was identified, a dihydro-1H-pyridoindole-dione with its structure and mechanism of formation proposed. This study of SC combustion products provides markers which may be useful for drug analysts and toxicologists in examining samples obtained from suspected SC users/abusers.
引用
收藏
页码:3101 / 3107
页数:7
相关论文
共 17 条
[1]  
[Anonymous], 2008, EUR ANN REP IMPL COU
[2]   'Spice' and other herbal blends: harmless incense or cannabinoid designer drugs? [J].
Auwaerter, Volker ;
Dresen, Sebastian ;
Weinmann, Wolfgang ;
Mueller, Michael ;
Puetz, Michael ;
Ferreiros, Nerea .
JOURNAL OF MASS SPECTROMETRY, 2009, 44 (05) :832-837
[3]  
BAKER RR, 1974, NATURE, V247, P404
[4]   PRODUCT FORMATION MECHANISMS INSIDE A BURNING CIGARETTE [J].
BAKER, RR .
PROGRESS IN ENERGY AND COMBUSTION SCIENCE, 1981, 7 (02) :135-153
[5]   Pharmacology of Indole and Indazole Synthetic Cannabinoid Designer Drugs AB-FUBINACA, ADB-FUBINACA, AB-PINACA, ADB-PINACA, 5F-AB-PINACA, 5F-ADB-PINACA, ADBICA, and 5F-ADBICA [J].
Banister, Samuel D. ;
Moir, Michael ;
Stuart, Jordyn ;
Kevin, Richard C. ;
Wood, Katie E. ;
Longworth, Mitchell ;
Wilkinson, Shane M. ;
Beinat, Corinne ;
Buchanan, Alexandra S. ;
Glass, Michelle ;
Connor, Mark ;
McGregor, Iain S. ;
Kassiou, Michael .
ACS CHEMICAL NEUROSCIENCE, 2015, 6 (09) :1546-1559
[6]   Aerosol Deposition in Health and Disease [J].
Darquenne, Chantal .
JOURNAL OF AEROSOL MEDICINE AND PULMONARY DRUG DELIVERY, 2012, 25 (03) :140-147
[7]   A Survey of Synthetic Cannabinoid Consumption by Current Cannabis Users [J].
Gunderson, Erik W. ;
Haughey, Heather M. ;
Ait-Daoud, Nassima ;
Joshi, Amruta S. ;
Hart, Carl L. .
SUBSTANCE ABUSE, 2014, 35 (02) :184-189
[8]  
Howgego C., 2016, GUARDIAN
[9]   DESIGN, SYNTHESIS AND PHARMACOLOGY OF CANNABIMIMETIC INDOLES [J].
HUFFMAN, JW ;
DAI, D ;
MARTIN, BR ;
COMPTON, DR .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (04) :563-566
[10]   Pyrolysis of UR-144, a synthetic cannabinoid, augments an affinity to human CB1 receptor and cannabimimetic effects in mice [J].
Kaizaki-Mitsumoto, Asuka ;
Hataoka, Kyoko ;
Funada, Masahiko ;
Odanaka, Yuki ;
Kumamoto, Hiroki ;
Numazawa, Satoshi .
JOURNAL OF TOXICOLOGICAL SCIENCES, 2017, 42 (03) :335-341