苯基异丙基-酰胺系列合成大麻素质谱特征的研究

引用本文: 钱振华, 贾薇, 刘翠梅. 苯基异丙基-酰胺系列合成大麻素质谱特征的研究[J]. 分析化学, 2020, 48(11): 1564-1572. doi: 10.19756/j.issn.0253-3820.201127 shu

Citation: QIAN Zhen-Hua, JIA Wei, LIU Cui-Mei. Analysis of Fragmentation Pathways of Cumyl-Carboxamide Synthetic Cannabinoids New Psychoactive Substances[J]. Chinese Journal of Analytical Chemistry, 2020, 48(11): 1564-1572. doi: 10.19756/j.issn.0253-3820.201127 shu

苯基异丙基-酰胺系列合成大麻素质谱特征的研究

钱振华 ^1, ,
贾薇 ^2, ,
刘翠梅 ^{2,
,}

1.
公安部物证鉴定中心, 北京 100038;
2.
公安部禁毒情报技术中心, 北京 100193

通讯作者: 刘翠梅,liucuimei8258@163.com

摘要: 采用气相色谱-质谱联用（GC-MS）法和超高效液相色谱-串联四极杆飞行时间质谱（UPLC-QTOF-MS）法对新一代合成大麻素苯基异丙基（CUMYL）-酰胺系列化合物进行分析。GC-MS分析采用Aglient DB-5MS石英毛细管色谱柱（30 m×0.25 mm×0.25 μm），以140℃为初温进行程序升温，在电子轰击源（EI）模式下采集数据；UPLC-QTOF-MS分析采用Waters Acquity UPLC BEH C₁₈色谱柱（100 mm×2.1 mm，1.7 μm），以0.1%甲酸（A）-乙腈（B）为流动相进行梯度洗脱，在电喷雾正离子（ESI⁺）-碰撞诱导解离（CID）模式下采集数据。通过总结此类物质在两种模式下获得的碎片离子与分子结构的关系，推测其可能的碎裂途径，并归纳了通过特征性离子快递筛查未知CUMYL-酰胺系列合成大麻素的方法，为此类物质的鉴定提供了参考。

关键词:

English

Analysis of Fragmentation Pathways of Cumyl-Carboxamide Synthetic Cannabinoids New Psychoactive Substances

1.
Institute of Forensic Science, Ministry of Public Security, Beijing 100038, China;
2.
Drug Intelligence and Forensic Center of the Ministry of Public Security, Beijing 100193, China

Corresponding author: LIU Cui-Mei, liucuimei8258@163.com

Received Date: 12 March 2020
Revised Date: 08 September 2020

Abstract: The aim of this study was to determine the ions formed during the fragmentation of new generation cumyl-carboxamide synthetic cannabinoids using gas chromatography-mass spectrometry (GC-MS) and ultra performance liquid chromatography-quadrupole time-of-flight-mass spectrometry (UPLC-QTOF-MS) to identify ions characteristic for different parts of the molecules. Compounds were analyzed on Aglient DB-5MS column (30 m×0.25 mm×0.25 μm) with an initial temperature of 140℃ for gradient increased temperature by GC-MS and Acquity UPLC BEH C₁₈ column (100 mm×2.1 mm i.d., 1.7 μm particle diameter) with 0.1% formic acid aqueous solution (A)-acetonitrile (B) as mobile phase for gradient elution by UPLC-QTOF-MS. The fragmentation behaviors, especially the MS fragmentation rules, were compared and summarized. According to the structure and the typical fragmentations, these compounds could be easily identified. The countless possibilities to create new synthetic cannabinoids by small changes in chemical structures posed a growing challenge to forensic analysts. The work was helpful to assist forensic laboratories in identifying these kinds of compounds or other substances with similar structure in their case work.

Key words:

1. [1]
  Seely K A, Lapoint J, Moran J H, Fattore L. Prog. Neuropsychopharmacol. Biol. Psychiat.,2012,39(2):234-243
2. [2]
  United Nations Office for Drugs and Crime (UNODC).2018,https://www.unodc.org/wdr2018/
3. [3]
  European Monitoring Centre for Drugs and Drug Addiction (EMCDDA). 2017,http://www.emcdda.europa.eu/topics/pods/syntheticcannabinoids
4. [4]
  Advisory Council on the Misuse of Drugs (ACMD).2009,http://www.namsdl.org/library/E2E91AB8-1372-636C-DDFC2BA64093B64C/
5. [5]
  van Amsterdam J, Nutt D, van den Brink W. J. Psychopharmacol.,2013,27(3):317-324
6. [6]
  Sekuła K, Zuba D, Stanaszek R. J. Mass Spectrom.,2012,47(5):632-643
7. [7]
  Huppertz L M, Kneisel S, Auwaerter V, Kempf J. J. Mass Spectrom.,2014,49(2):117-127
8. [8]
  Mazzarino M, de la Torre X, Botrè F. Anal. Chim. Acta,2014,837:70-82
9. [9]
  Akamatsu S, Yoshida M. J. Mass Spectrom.,2016,51(1):28-32
10. [10]
  Sekuła K, Zuba D, Lorek K. J. Am. Soc. Mass Spectrom.,2018,29:1941-1950
11. [11]
  Hong J, Hur J, Lee W W, Kim B H, Kim H J, Lee D H, Lee J, Lee Y M, Oh H B. Anal. Methods,2019,11(41):5260-5273
12. [12]
  http://www.caymanchem.com/forensics/search/productSearch
13. [13]
  Bovens M G, Bissig C, Staeheli S N, Poetzsch M, Pfeiffer B, Kraemer T. Forensic Sci. Int.,2017,281:98-105
14. [14]
  Ölmez N A, Kapucu H, Altun N C, Eren B. Forensic Toxicol.,2018,36(1):192-199
15. [15]
  Angerer V, Mogler L, Steitz J P, Bisel P, Hess C, Schoeder C T, Müller C E, Huppertz L M, Westphal F, Schäper J, Auwärter V. Drug Test Anal.,2018,10(3):597-603
16. [16]
  Nash C, Glowacki L, Gerostamoulos D, Pigou P, Scott T, Kostakis C. Drug Test Anal.,2019,11(10):1480-1485
17. [17]
  Ernsta L, Brandhorstb K, Papkec U, Altrogged A, Zodeld S, Langerd N, Beuerle T. Forensic Sci. Int.,2017,277:51-58
18. [18]
  Dobaja M, Grenc D, Kozelj G, Brvar M. Clin. Toxicol.,2017,55(3):193-195
19. [19]
  Kevin R C, Lefever T W, Snyder R W, Patel P R, Fennell T R, Wiley J L, McGregor I S, Thomas B F. Forensic Toxicol.,2017,35(2):333-347
20. [20]
  Longworth M, Banister S D, Boyd R, Kevin R C, Connor M, McGregor I S, Kassiou M. ACS Chem. Neurosci.,2017,8(10):2159-2167
21. [21]
  Akiko A, Takahiro D, Takaomi T, Akihiro T, Yuka S, Masami K, Akihiko N, Yoshiyuki S. Forensic Toxicol.,2018,36(1):170-177
22. [22]
  Staeheli S N, Poetzsch M, Veloso V P, Bovens M, Bissig C, Steuer A E, Kraemer T. Drug Test Anal.,2018,10(1):148-157
23. [23]
  Ozturk Y E, Yeter O, Ozturk S, Karakus G, Ates I, Buyuk Y, Yurdun T. Drug Test Anal.,2018,10(3):449-459
24. [24]
  QIAN Zhen-Hua, LIU Cui-Mei, HUA Zhen-Dong, GAO Li-Sheng. J. Chinese Mass Spectrom. Soc., 2018,39(3):323-330 钱振华, 刘翠梅, 花镇东, 高利生.质谱学报,2018,39(3):323-330

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通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

苯基异丙基-酰胺系列合成大麻素质谱特征的研究

通讯作者: 刘翠梅,liucuimei8258@163.com

English

Analysis of Fragmentation Pathways of Cumyl-Carboxamide Synthetic Cannabinoids New Psychoactive Substances

Corresponding author: LIU Cui-Mei, liucuimei8258@163.com

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

苯基异丙基-酰胺系列合成大麻素质谱特征的研究

通讯作者: 刘翠梅,liucuimei8258@163.com

English

Analysis of Fragmentation Pathways of Cumyl-Carboxamide Synthetic Cannabinoids New Psychoactive Substances

Corresponding author: LIU Cui-Mei, liucuimei8258@163.com

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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