EVALI Vaping Liquids Part 1: GC-MS Cannabinoids Profiles and Identification of Unnatural THC Isomers

被引:24
作者
Ciolino, Laura A. [1 ]
Ranieri, Tracy L. [1 ]
Brueggemeyer, Jana L. [1 ]
Taylor, Allison M. [1 ]
Mohrhaus, Angela S. [1 ]
机构
[1] US FDA, Forens Chem Ctr, Cincinnati, OH 45237 USA
关键词
EVALI; vaping liquids; e-cigarettes; tetrahydrocannabinol; THC isomers; THC distillates; THC concentrates; GC-MS; DELTA-9-TETRAHYDROCANNABINOL;
D O I
10.3389/fchem.2021.746479
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tetrahydrocannabinol (THC)-containing products played a major role in the 2019 US nationwide outbreak of pulmonary lung illness associated with e-cigarettes or vaping liquids (EVALI). Due to the severity of the illness which resulted in 68 deaths, a comprehensive identification of the components in the vaping liquids was required. Our laboratory received over 1000 vaping liquid products for analysis including hundreds of vaping products from EVALI patients. In this work, we present the results for the GC-MS identification of the cannabinoids from a large subset of ca. 300 Cannabis-based vaping liquids, with emphasis on the identification of a series of unnatural THC isomers. GC-MS analysis was conducted using a validated, published method in which the cannabinoids were identified as the trimethylsilyl derivatives after separation on a commercial 35% silphenylene phase. Delta(9)- Tetrahydrocannabinol is the naturally occurring THC isomer found in the Cannabis plant, and was found in the majority of the vaping liquids. However, we also identified the presence of one or more additional THC isomers in many of the vaping liquids including Delta(8)-tetrahydrocannabinol, Delta(6a,10a)-tetrahydrocannabinol, Delta(10)-tetrahydrocannabinol, and exo-tetrahydrocannabinol. Significant or major amounts of unnatural THC isomers were found in over 10% of the THC vaping liquids, with lesser amounts found in another 60% of the vaping liquids. Exposure of the Cannabis source materials (such as marijuana concentrates or converted hemp materials) to chemical and thermal treatments during manufacturing, is proposed as the primary cause for the THC isomerizations.</p>
引用
收藏
页数:12
相关论文
共 31 条
[1]  
Bloemendal VRLJ, 2020, ORG BIOMOL CHEM, V18, P3203, DOI [10.1039/d0ob00464b, 10.1039/D0OB00464B]
[2]   Vitamin E Acetate in Bronchoalveolar-Lavage Fluid Associated with EVALI [J].
Blount, Benjamin C. ;
Karwowski, Mateusz P. ;
Shields, Peter G. ;
Morel-Espinosa, Maria ;
Valentin-Blasini, Liza ;
Gardner, Michael ;
Braselton, Martha ;
Brosius, Christina R. ;
Caron, Kevin T. ;
Chambers, David ;
Corstvet, Joseph ;
Cowan, Elizabeth ;
De Jesus, Victor R. ;
Espinosa, Paul ;
Fernandez, Carolina ;
Holder, Cory ;
Kuklenyik, Zsuzsanna ;
Kusovschi, Jennifer D. ;
Newman, Cody ;
Reis, Gregory B. ;
Rees, Jon ;
Reese, Chris ;
Silva, Lalith ;
Seyler, Tiffany ;
Song, Min-Ae ;
Sosnoff, Connie ;
Spitzer, Carleen R. ;
Tevis, Denise ;
Wang, Lanqing ;
Watson, Cliff ;
Wewers, Mark D. ;
Xia, Baoyun ;
Heitkemper, Douglas T. ;
Ghinai, Isaac ;
Layden, Jennifer ;
Briss, Peter ;
King, Brian A. ;
Delaney, Lisa J. ;
Jones, Christopher M. ;
Baldwin, Grant T. ;
Patel, Anita ;
Meaney-Delman, Dana ;
Rose, Dale ;
Krishnasamy, Vikram ;
Barr, John R. ;
Thomas, Jerry ;
Pirkle, James L. .
NEW ENGLAND JOURNAL OF MEDICINE, 2020, 382 (08) :697-705
[3]  
Cid M.V.F., 2015, Patent No. [2015 0126754 A1, 20150126754]
[4]   Commercial cannabis consumer products part 2: HPLC-DAD quantitative analysis of cannabis cannabinoids [J].
Ciolino, Laura A. ;
Ranieri, Tracy L. ;
Taylor, Allison M. .
FORENSIC SCIENCE INTERNATIONAL, 2018, 289 :438-447
[5]   Commercial cannabis consumer products part 1: GC-MS qualitative analysis of cannabis cannabinoids [J].
Ciolino, Laura A. ;
Ranieri, Tracy L. ;
Taylor, Allison M. .
FORENSIC SCIENCE INTERNATIONAL, 2018, 289 :429-437
[6]   Analysis of Cannabinoid-Containing Fluids in Illicit Vaping Cartridges Recovered from Pulmonary Injury Patients: Identification of Vitamin E Acetate as a Major Diluent [J].
Duffy, Bryan ;
Li, Lingyun ;
Lu, Shijun ;
Durocher, Lorie ;
Dittmar, Mark ;
Delaney-Baldwin, Emily ;
Panawennage, Deepika ;
LeMaster, David ;
Navarette, Kristen ;
Spink, David .
TOXICS, 2020, 8 (01)
[7]  
Grondin R.A., 2021, WO Patent, Patent No. [2021/086675 A2, 2021086675]
[8]  
Grondin R.A., 2021, U.S. Patent, Patent No. [10,941,131, 10941131]
[9]   Phytocannabinoids: a unified critical inventory [J].
Hanus, Lumir Ondrej ;
Martin Meyer, Stefan ;
Munoz, Eduardo ;
Taglialatela-Scafati, Orazio ;
Appendino, Giovanni .
NATURAL PRODUCT REPORTS, 2016, 33 (12) :1357-1392
[10]  
Hartman M.S., 2020, WO Patent, Patent No. [2020/252277 A1, 2020252277]