[Qualitative Analysis of the Novel Synthetic Cannabinoid AFUBIATA].

Abstract

OBJECTIVES: To investigate a strategy for the qualitative analysis of synthetic cannabinoids with unknown structures in the absence of reference standards. METHODS: Column chromatography was used to purify the suspicious sample and obtain a high-purity prepared sample. The prepared sample was analyzed and its structure was confirmed by comprehensive use of gas chromatography-mass spectrometry (GC-MS), ultra-high performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-QTOF-MS), and nuclear magnetic resonance spectroscopy (NMR). The differences between collision-induced dissociation (CID) and electron-activated dissociation (EAD) fragmentation modes of UPLC-QTOF-MS were compared, and the structure was finally confirmed. RESULTS: A 129.9 mg high-purity prepared sample was obtained through column chromatography. Through comprehensive analysis of GC-MS, UPLC-QTOF-MS and NMR, it was confirmed that the synthetic cannabinoid with an unknown structure was N-(adamantan-1-yl)-2-[1-(4-fluorobenzyl)-1H-indol-3-yl]acetamide, abbreviated as AFUBIATA. Comparison of the CID and EAD fragmentation modes revealed that the EAD provided richer fragment ion information, which facilitated the structural elucidation of the unknown substance. CONCLUSIONS: Column chromatography purification yields high-purity samples, while the integration of GC-MS, UPLC-QTOF-MS, and NMR data enables the structural elucidation of synthetic cannabinoids with unknown structures. 目的: 研究无对照品时未知结构合成大麻素的定性分析策略。方法: 采用柱层析对可疑样品进行纯化，得到高纯度制备样品。综合利用GC-MS、超高效液相色谱-四极杆飞行时间质谱（ultra-high performance liquid chromatography-quadrupole time-of-flight mass spectrometry，UPLC-QTOF-MS）、核磁共振波谱（nuclear magnetic resonance spectroscopy，NMR）对制备样品进行分析，对比UPLC-QTOF-MS的碰撞诱导解离（collision-induced dissociation，CID）和电子活化解离（electron-activated dissociation，EAD）两种碎裂模式的差异，最终确证结构。结果: 通过柱层析纯化得到129.9 mg高纯度制备样品，利用GC-MS、UPLC-QTOF-MS和NMR综合分析，确证未知结构合成大麻素为N-（金刚烷-1-基）-2-[1-（4-氟苄基）-1H-吲哚-3-基]乙酰胺，英文简称AFUBIATA。通过比较CID和EAD两种裂解模式可知，EAD模式下可得到更丰富的碎片离子信息，有助于未知结构物质的解析。结论: 通过柱层析纯化可获得高纯度样品，综合利用GC-MS、UPLC-QTOF-MS和NMR信息，可实现未知合成大麻素的结构解析。.

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