pplication Progress on Determination Methods of Synthetic Cathinones New Psychoactive Substances
摘 要
鉴于2010年以来有关合成卡西酮类新精神活性物质检测方法的综述较少,简要介绍了合成卡西酮类新精神活性物质的分类和药理作用,并综述了化学分析法、免疫学检测法、光谱分析法、核磁共振波谱法、毛细管电泳法、液相色谱法、气相色谱-质谱法、液相色谱-质谱法和实时直接分析质谱法等在该类毒品检测中的应用,并对相关检测方法的发展进行了展望(引用文献57篇)。
Abstract
Considering that there have been few reviews on the determination methods of synthetic cathinones new psychoactive substances since 2010, the classification and pharmacological effects of synthetic cathinones new psychoactive substances were briefly introduced, and the application of chemical analysis, immunological detection, spectral analysis, nuclear magnetic resonance spectroscopy, capillary electrophoresis, liquid chromatography, gas chromatography-mass spectrometry, liquid chromatography-mass spectrometry and real-time direct analysis mass spectrometry in the detection of this kind of drugs was discussed. The development of related determination methods was prospected (57 ref. cited).
中图分类号 O65 DOI 10.11973/lhjy-hx202302022
所属栏目 综述
基金项目 国家自然科学基金(82260337);公安部科技强警项目(2019GABJC40);毒品分析及禁毒技术公安部重点实验室开放基金项目(YNPC-B2021004);云南省基础研究专项面上项目(202001AT070002);国家级大学生创新创业训练计划(202111392006)
收稿日期 2022/4/7
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备注殷勤红,副教授,博士,主要从事毒物分析与检测
引用该论文: YIN Qinhong,YANG Lihua,CHEN Jin,YANG Cheng,ZHU Yanqin. pplication Progress on Determination Methods of Synthetic Cathinones New Psychoactive Substances[J]. Physical Testing and Chemical Analysis part B:Chemical Analysis, 2023, 59(2): 241~248
殷勤红,杨黎华,陈瑾,杨成,朱艳琴. 合成卡西酮类新精神活性物质检测方法的应用进展[J]. 理化检验-化学分册, 2023, 59(2): 241~248
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参考文献
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【29】ROUXINOL D, SILVA D, SILVA J P, et al. Biodistribution and metabolic profile of 3,4-dimethylmethcathinone (3,4-DMMC) in Wistar rats through gas chromatography-mass spectrometry (GC-MS) analysis[J]. Toxicology Letters, 2020,320:113-123.
【30】WIERGOWSKI M, WO AZ'G NIAK M K, KATA M, et al. Determination of MDPBP in postmortem blood samples by gas chromatography coupled with mass spectrometry[J]. Monatshefte Fur Chemie, 2016,147:1415-1421.
【31】代勇,周晓英,皮建华,等.SPME-GC-MS检测尿液中甲卡西酮类毒品[J].化学研究与应用, 2015,27(9):1394-1397.
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【34】ALREMEITHI R H, MEETANI M A, KHALIL S A. A validated gas chromatography mass spectrometry method for simultaneous determination of cathinone related drug enantiomers in urine and plasma[J]. RSC Advances, 2016,6(84):80576-80584.
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【39】SKULTETY L, FRYCAK P, QIU C, et al. Resolution of isomeric new designer stimulants using gas chromatography-vacuum ultraviolet spectroscopy and theoretical computations[J]. Analytica Chimica Acta, 2017,971:55-67.
【40】DHABBAH A M. Determination of chiral cathinone in fresh samples of Catha edulis[J]. Forensic Science International, 2020,307:110105.
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【2】徐鹏,刘沫玄,王优美,等.合成卡西酮类物质滥用及依赖性评价研究进展[J].中国药物依赖性杂志, 2018,27(2):89-93.
【3】PROSSER J M, NELSON L S. The toxicology of bath salts:A review of synthetic cathinones[J]. Journal of Medical Toxicology, 2012,8:33-42.
【4】周志刚.卡西酮类策划药分子结构式及其合成方法研究[J].荆楚理工学院学报, 2013,28(4):5-9.
【5】MAJCHRZAK M, CELINSKI R, KU AS'G P, et al. The newest cathinone derivatives as designer drugs:An analytical and toxicological review[J]. Forensic Toxicology, 2018,36(1):33-50.
【6】赵丹,滕姣,陈学国.卡西酮类新精神活性物质研究进展[J].福建分析测试, 2018,27(3):26-31.
【7】GONÇALVES J L, ALVES V L, AGUIAR J, et al. Synthetic cathinones:An evolving class of new psychoactive substances[J]. Critical Reviews in Toxicology, 2019,49(7):549-566.
【8】李香豫,张圣捷,邱毅,等.合成卡西酮类新型毒品的药理学研究进展[J].中国法医学杂志, 2019,34(3):279-284.
【9】SIMMLER L, BUSER T, DONZELLI M, et al. Pharmacological characterization of designer cathinones in vitro[J]. British Journal of Pharmacology, 2013,168(2):458-470.
【10】WATTERSON L R, OLIVE M F. Synthetic cathinones and their rewarding and reinforcing effects in rodents[J]. Advances in Neuroscience, 2014,2014:209875.
【11】HORSLEY R R, LHOTKOVA E, HAJKOVA K, et al. Behavioural, pharmacokinetic, metabolic, and hyperthermic profile of 3,4-methylenedioxypyrovalerone (MDPV) in the wistar rat[J]. Frontiers in Psychiatry, 2018,9:144-144.
【12】MEYER M R, DU P, SCHUSTER F, et al. Studies on the metabolism of the α-pyrrolidinophenone designer drug methylenedioxy-pyrovalerone (MDPV) in rat and human urine and human liver microsomes using GC-MS and LC-high-resolution MS and its detectability in urine by GC-MS[J]. Journal of Mass Spectrometry, 2010,45(12):1426-1442.
【13】DESHARNAIS B, DAZÉ Y, HUPPERTZ L M, et al. A case of fatal idiosyncratic reaction to the designer drug 3,4-methylenedioxypyrovalerone (MDPV) and review of the literature[J]. Forensic Science, Medicine, and Pathology, 2017,13(3):350-354.
【14】TOOLE K E, FU S, SHIMMON R G, et al. Color tests for the preliminary identification of methcathinone and analogues of methcathinone[J]. Microgram Journal, 2012, 9(1):27-32.
【15】PHILP M, SHIMMON R, TAHTOUH M, et al. Color spot test as a presumptive tool for the rapid detection of synthetic cathinones[J]. Journal of Visualized Experiments:JoVE, 2018(132):57045.
【16】ELLEFSEN K N, ANIZAN S, CASTANETO M S, et al. Validation of the only commercially available immunoassay for synthetic cathinones in urine:Randox drugs of abuse V biochip array technology[J]. Drug Testing and Analysis, 2014,6:728-738.
【17】SWORTWOOD M J, HEARN W L, DECAPRIO A P. Cross-reactivity of designer drugs, including cathinone derivatives, in commercial enzyme-linked immunosorbent assays[J]. Drug Testing and Analysis, 2014,6:716-727.
【18】CAMILLERI A, JOHNSTON M R, BRENNAN M, et al. Chemical analysis of four capsules containing the controlled substance analogues 4-methylmethcathinone,2-fluoromethamphetamine, α-phthalimidopropiophenone and N-ethylcathinone[J]. Forensic Science International, 2010,197(1/2/3):59-66.
【19】MAHEUX C R, COPELAND C R. Chemical analysis of two new designer drugs:Buphedrone and pentedrone[J]. Drug Testing and Analysis, 2012,4(1):17-23.
【20】PEDERSON C G, FRIEDRICH D M, HSIUNG C, et al. Pocket-size near-infrared spectrometer for narcotic materials identification[C]//SPIE Sensing Technology + Applications. Proc SPIE 9101, Next-Generation Spectroscopic Technologies VII, Baltimore, Maryland, USA. Bellingham:Society of Photo-Optical Instrumentation Engineers, 2014,9101:185-195.
【21】黄星,王蔚昕,徐鹏,等.N-甲基-3,4-亚甲二氧基卡西酮的确证[J].中国法医学杂志, 2012,27(6):474-476.
【22】WESTPHAL F, JUNGE T, GIRRESER U, et al. Mass, NMR and IR spectroscopic characterization of pentedrone and pentylone and identification of their isocathinone by-products[J]. Forensic Science International, 2012,217(1/2/3):157-167.
【23】MAJCHRZAK M, ROJKIEWICZ M, CELIḢSKI R, et al. Identification and characterization of new designer drug 4-fluoro-PV9 and α-PHP in the seized materials[J]. Forensic Toxicology, 2016,34(1):115-124.
【24】MEROLA G, FU H Z, TAGLIARO F, et al. Chiral separation of 12 cathinone analogs by cyclodextrin-assisted capillary electrophoresis with UV and mass spectrometry detection[J]. Electrophoresis, 2014,35(21/22):3231-3241.
【25】NOWAK P M, OLESEK K, WO AZ'G NIAKIEWICZ M, et al. Simultaneous enantioseparation of methcathinone and two isomeric methylmethcathinones using capillary electrophoresis assisted by 2-hydroxyethyl-β-cyclodextrin[J]. Electrophoresis, 2018,39(19):2406-2409.
【26】HÄGELE J S, HUBNER E M, SCHMID M G. Chiral separation of cathinone derivatives using β-cyclodextrin-assisted capillary electrophoresis-comparison of four different β-cyclodextrin derivatives used as chiral selectors[J]. Electrophoresis, 2019,40(14):1787-1794.
【27】MAYER M, BENKÖ A, HUSZÁR A, et al. Simultaneous determination of 4-substituted cathinones (4-MMC, 4-MEC and 4-FMC) in human urine by HPLC-DAD[J]. Journal of Chromatographic Science, 2012,51(9):861-866.
【28】ROWE W F, MARGINEAN I, CARNES S, et al. The role of diode array ultraviolet detection for the identification of synthetic cathinones[J]. Drug Testing and Analysis, 2017,9(10):1512-1521.
【29】ROUXINOL D, SILVA D, SILVA J P, et al. Biodistribution and metabolic profile of 3,4-dimethylmethcathinone (3,4-DMMC) in Wistar rats through gas chromatography-mass spectrometry (GC-MS) analysis[J]. Toxicology Letters, 2020,320:113-123.
【30】WIERGOWSKI M, WO AZ'G NIAK M K, KATA M, et al. Determination of MDPBP in postmortem blood samples by gas chromatography coupled with mass spectrometry[J]. Monatshefte Fur Chemie, 2016,147:1415-1421.
【31】代勇,周晓英,皮建华,等.SPME-GC-MS检测尿液中甲卡西酮类毒品[J].化学研究与应用, 2015,27(9):1394-1397.
【32】王平,刘晓云,刘遥,等.人体尿液中卡西酮类毒品的SPE-GC-MS定性定量分析[J].法医学杂志, 2018,34(6):606-610.
【33】GERACE E, CANEPARO D, BORIO F, et al. Determination of several synthetic cathinones and an amphetamine-like compound in urine by gas chromatography with mass spectrometry. Method validation and application to real cases[J]. Journal of Separation Science, 2019,42(8):1577-1584.
【34】ALREMEITHI R H, MEETANI M A, KHALIL S A. A validated gas chromatography mass spectrometry method for simultaneous determination of cathinone related drug enantiomers in urine and plasma[J]. RSC Advances, 2016,6(84):80576-80584.
【35】ALREMEITHI R, MEETANI M A, ALAIDAROS A A, et al. Simultaneous quantitative determination of synthetic cathinone enantiomers in urine and plasma using GC-NCI-MS[J]. Journal of Analytical Methods in Chemistry, 2018,2018:4396043.
【36】ANTUNES M, SEQUEIRA M, DE CAIRES PEREIRA M, et al. Determination of selected cathinones in blood by solid-phase extraction and GC-MS[J]. Journal of Analytical Toxicology, 2020,45(3):233-242.
【37】BIN JARDAN Y A, OHAMED K, ABBAS N, et al. Development and validation of GC-MS method for determination of methcathinone and its main metabolite in mice plasma and brain tissue after SPE:Pharmacokinetic and distribution study[J]. Journal of Pharmaceutical and Biomedical Analysis, 2021,194:113798.
【38】MOHAMED K M, AL-HAZMI A H, ALASIRI A M, et al. A GC-MS method for detection and quantification of cathine, cathinone, methcathinone and ephedrine in oral fluid[J]. Journal of Chromatographic Science, 2016,54(8):1271-1276.
【39】SKULTETY L, FRYCAK P, QIU C, et al. Resolution of isomeric new designer stimulants using gas chromatography-vacuum ultraviolet spectroscopy and theoretical computations[J]. Analytica Chimica Acta, 2017,971:55-67.
【40】DHABBAH A M. Determination of chiral cathinone in fresh samples of Catha edulis[J]. Forensic Science International, 2020,307:110105.
【41】张一辰,陈学国,赵丹,等.气相色谱-质谱法同时检测尿液中8种卡西酮类新精神活性物质[J].分析测试学报, 2021,40(4):560-564.
【42】BEYER J, PETERS F T, KRAEMER T, et al. Detection and validated quantification of nine herbal phenalkylamines and methcathinone in human blood plasma by LC-MS/MS with electrospray ionization[J]. Journal of Mass Spectrometry, 2007,42(2):150-160.
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