Ernst Ludger, Brandhorst Kai, Papke Uli, Altrogge Anna, Zodel Simone, Langer Nico, Beuerle Till
Chemistry Department, Central NMR Laboratory, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany.
Chemistry Department, Institute of Inorganic and Analytical Chemistry, Hagenring 30, 38106 Braunschweig, Germany.
Forensic Sci Int. 2017 Aug;277:51-58. doi: 10.1016/j.forsciint.2017.05.019. Epub 2017 May 26.
In February 2017, eleven "Spice-like" products (14 individual packages including replicates) from German language internet shops were analyzed. In total, three different synthetic cannabinoids (SCs) were identified by gas-chromatography-mass spectrometry (GC-MS), namely MDMB-CHMICA and two, so far only partially described compounds, 5F-Cumyl-P7AICA and Cumyl-PeGACLONE. All analyzed products contained only one synthetic cannabinoid as active ingredient. 5F-Cumyl-P7AICA and Cumyl-PeGACLONE were subject to an in-depth characterization by nuclear magnetic resonance spectroscopy (NMR), electron ionization mass spectrometry (EI-MS), electrospray ionization tandem mass spectrometry (ESI-MS/MS), infrared and ultraviolet-visible spectroscopy (IR and UV/Vis). Cumyl-PeGACLONE shows a rather unexpected structure compared to conventional SCs of the past. Hence a global minima calculation was conducted to demonstrate structural similarity of Cumyl-PeGACLONE to JWH-018, a classical SC. In addition, all SCs were quantified by a GC-MS method using JWH-018 as internal standard and corresponding response factors. While MDMB-CHMICA was detected in six out of 14 tested products (ranging from 6 to 20mg/g; average 10mg/g), 5F-Cumyl-P7AICA and Cumyl-PeGACLONE were detected in three (109-153mg/g; average 131mg/g) and five products (15-74mg/g; average 39mg/g), respectively.
2017年2月，对来自德语互联网商店的11种“香料类”产品（包括复制品在内共14个独立包装）进行了分析。通过气相色谱-质谱联用仪（GC-MS）总共鉴定出三种不同的合成大麻素（SCs），即MDMB-CHMICA以及两种目前仅部分描述的化合物5F- Cumyl-P7AICA和Cumyl-PeGACLONE。所有分析的产品仅含有一种合成大麻素作为活性成分。5F- Cumyl-P7AICA和Cumyl-PeGACLONE通过核磁共振光谱（NMR）、电子电离质谱（EI-MS）、电喷雾电离串联质谱（ESI-MS/MS）、红外和紫外-可见光谱（IR和UV/Vis）进行了深入表征。与过去的传统合成大麻素相比，Cumyl-PeGACLONE呈现出相当意外的结构。因此进行了全局最小值计算，以证明Cumyl-PeGACLONE与经典合成大麻素JWH-018的结构相似性。此外，所有合成大麻素均采用以JWH-018为内标和相应响应因子的GC-MS方法进行定量。在14种测试产品中，有6种检测到MDMB-CHMICA（含量范围为6至20mg/g；平均为10mg/g），5F- Cumyl-P7AICA在3种产品中检测到（109 - 153mg/g；平均为131mg/g），Cumyl-PeGACLONE在5种产品中检测到（15 - 74mg/g；平均为39mg/g）。
