芬太尼类化合物检测方法的研究进展
Research Progress on Determination Methods of Fentanyl Compounds
摘 要
新型毒品犯罪已成为全球公共安全的突出问题。芬太尼类化合物作为一种新型毒品,在全球范围内制造、走私、滥用等方面问题日益严重。基于此,综述了芬太尼类化合物的种类和结构特点、体内代谢及毒性、前处理方法、检测方法,并对芬太尼类化合物未来检测的发展趋势进行了展望(引用文献34篇)。
检测方法
前处理方法
研究进展
compound
determination method
pretreatment method
research progress
Abstract
New drug crime had become a prominent issue of global public security. As a new type of drugs, it was becoming a serious problem in manufacturing, smuggling and abuse of fentanyl compounds all over the world. Based on this, the types and structure characteristics, metabolism and toxicity in vivo, pretreatment methods and determination methods of fentanyl compounds were reviewed, and a prospect was given about the development trend of its determination methods in future (34 ref. cited).
中图分类号 O65 DOI 10.11973/lhjy-hx202204022
所属栏目 综述
基金项目 西安海关科技计划(西关K-201902)
收稿日期 2020/12/5
修改稿日期
网络出版日期
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备注张璐,高级工程师,硕士,研究方向为食品及药品中非法添加物,lindazhanglu@126.com
引用该论文: ZHANG Lu,GUO Jiaqi,LIU Yongjie,SHI Yanjing,LI Zihao,HE Qiang. Research Progress on Determination Methods of Fentanyl Compounds[J]. Physical Testing and Chemical Analysis part B:Chemical Analysis, 2022, 58(4): 487～491
张璐,郭佳琪,刘永杰,施妍婧,李子豪,何强. 芬太尼类化合物检测方法的研究进展[J]. 理化检验－化学分册, 2022, 58(4): 487～491
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参考文献
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【2】MANCHIKANTI L, SANAPATI J, BENYAMIN R M, et al. Reframing the prevention strategies of the opioid crisis:Focusing on prescription opioids, fentanyl, and heroin epidemic[J]. Pain Physician, 2018,21(4):309-326.
【3】HADDAD A, COMANESCU M A, GREEN O, et al. Detection and quantitation of trace fentanyl in heroin by surface-enhanced Raman spectroscopy[J]. Analytical Chemistry, 2018,90(21):12678-12685.
【4】ALLAN L, HAYS H, JENSEN N H, et al. Randomised crossover trial of transdermal fentanyl and sustained release oral morphine for treating chronic non-cancer pain[J]. BMJ Clinical Research, 2001,322(7295):1154-1158.
【5】CLARK A J, AHMEDZAI S H, ALLAN L G, et al. Efficacy and safety of transdermal fentanyl and sustained-release oral morphine in patients with cancer and chronic non-cancer pain[J]. Current Medical Research and Opinion, 2004,20(9):1419-1428.
【6】刘晓云,罗文光,王继华,等.人体尿液中芬太尼及其代谢物的固相萃取-气相色谱-串联质谱(SPE-GC-MS)定性定量分析方法研究[J].中国药物依赖性杂志, 2013,22(4):271-275.
【7】YONEMITSU K, SASAO A, MISHIMA S, et al. A fatal poisoning case by intravenous injection of "bath salts" containing acetyl fentanyl and 4-methoxy PV8[J]. Forensic Science International, 2016,267:6-9.
【8】GEDDES L, IVERSEN J, MEMEDOVIC S, et al. Intravenous fentanyl use among people who inject drugs in Australia[J]. Drug and Alcohol Review, 2018,37(S1):S314-S322.
【9】CUMMINGS O T, ENDERS J R, MCINTIRE G L, et al. Fentanyl-norfentanyl concentrations during transdermal patch application:LC-MS-MS urine analysis[J]. Journal of Analytical Toxicology, 2016,40(8):595-600.
【10】SALYARDS G W, LEMOY M J, KNYCH H K, et al. Pharmacokinetics of a novel, transdermal fentanyl solution in rhesus macaques (macaca mulatta)[J]. Journal of the American Association for Laboratory Animal Science, 2017,56(4):443-451.
【11】SCHUG S A, TING S. Fentanyl formulations in the management of pain:An update[J]. Drugs, 2017,77(7):747-763.
【12】MAZZOLA R, RICCHETTI F, FIORENTINO A, et al. Fentanyl pectin nasal spray for painful mucositis in head and neck cancers during intensity-modulated radiation therapy with or without chemotherapy[J]. Clinical and Translational Oncology, 2017,19(5):593-598.
【13】张黎,张拓.新精神活性物质的滥用危害与防控问题研究——以构建我国禁毒防控体系为视角[J].中国人民公安大学学报(社会科学版), 2013,29(4):88-96.
【14】张天,王仁萍,王猛,等.芬太尼的人体内分析及药动学研究进展[J].药学服务与研究, 2017,17(3):167-173.
【15】FRANK R G, POLLACK H A. Addressing the fentanyl threat to public health[J]. The New England Journal of Medicine, 2017,376(7):605-607.
【16】公安部,国家卫生计生委,国家食品药品监督管理总局,等.公安部国家食品药品监督管理总局国家卫生和计划生育委员会国家禁毒委员会办公室关于印发《非药用类麻醉药品和精神药品列管办法》的通知[J].中华人民共和国公安部公报, 2015(6):13-22.
【17】WATANABE S, VIKINGSSON S, ROMAN M, et al. In vitro and in vivo metabolite identification studies for the new synthetic opioids acetylfentanyl, acrylfentanyl, furanylfentanyl, and 4-fluoro-isobutyrylfentanyl[J]. The AAPS Journal, 2017,19(4):1102-1122.
【18】HELANDER A, BÄCKBERG M, BECK O. Intoxications involving the fentanyl analogs acetylfentanyl, 4-methoxybutyrfentanyl and furanylfentanyl:Results from the Swedish STRIDA project[J]. Clinical Toxicology, 2016,54(4):324-332.
【19】BÄCKBERG M, BECK O, JÖNSSON K H, et al. Opioid intoxications involving butyrfentanyl, 4-fluorobutyrfentanyl, and fentanyl from the Swedish STRIDA project[J]. Clinical Toxicology, 2015,53(7):609-617.
【20】BISTA S R, LOBB M, HAYWOOD A, et al. Development, validation and application of an HPLC-MS/MS method for the determination of fentanyl and nor-fentanyl in human plasma and saliva[J]. Journal of Chromatography B, 2014,960:27-33.
【21】HUYNH N H, TYREFORS N, EKMAN L, et al. Determination of fentanyl in human plasma and fentanyl and norfentanyl in human urine using LC-MS/MS[J]. Journal of Pharmaceutical and Biomedical Analysis, 2005,37(5):1095-1100.
【22】邓慧芬,张建莹,卞学海,等.液相色谱-四极杆/飞行时间质谱法快速筛查测定药物中芬太尼类物质[J].色谱, 2020,38(8):906-913.
【23】周子雷,杜鹏,白雅,等.北京市生活污水中曲马多和芬太尼的赋存[J].环境科学, 2019,40(7):3242-3248.
【24】陈凤英,汪凤梅,国强,等.高效液相色谱法测定人乳汁中枸橼酸芬太尼浓度[J].中国药学杂志, 2009,44(13):1022-1024.
【25】杨明,季方茹,雷力力,等.高效液相色谱法测定人血浆中芬太尼浓度[J].黑龙江医药科学, 2018,41(2):38-40.
【26】陈庚超,郭媛媛,鲁志超,等.芬太尼类药物色谱质谱联用检测方法研究[J].广州化工, 2020,48(13):58-60.
【27】DE BRUIJN P, KUIP E J M, LAM M H, et al. Bioanalytical methods for the quantification of hydromorphone, fentanyl, norfentanyl, morphine, morphine-3β-glucuronide and morphine-6β-glucuronide in human plasma[J]. Journal of Pharmaceutical and Biomedical Analysis, 2018,149:475-481.
【28】QIN N, XIANG P, SHEN B H, et al. Application of a validated UHPLC-MS/MS method for 28 fentanyl-analogue and novel synthetic opioids in whole blood in authentic forensic cases[J]. Journal of Chromatography B, 2019,1124:82-99.
【29】张伟亚,林君峰,闫杰,等.无标准品时芬太尼类物质及其前体的快速筛查[J].分析科学学报, 2019,35(5):635-642.
【30】RAB E, FLANAGAN R J, HUDSON S. Detection of fentanyl and fentanyl analogues in biological samples using liquid chromatography-high resolution mass spectrometry[J]. Forensic Science International, 2019,300:13-18.
【31】陈志杰,马小卫,陈薪璇,等.利用表面增强拉曼光谱(SERS)技术快速检测水与尿液中舒芬太尼的研究[J].分析测试学报, 2020,39(9):1073-1078.
【32】DUFFY J, URBAS A, NIEMITZ M, et al. Differentiation of fentanyl analogues by low-field NMR spectroscopy[J]. Analytica Chimica Acta, 2019,1049:161-169.
【33】曲元,吴新民,赵国立,等.芬太尼复合罗哌卡因用于分娩妇女自控镇痛的安全性研究[J].北京医学, 2004,26(2):109-111.
【2】MANCHIKANTI L, SANAPATI J, BENYAMIN R M, et al. Reframing the prevention strategies of the opioid crisis:Focusing on prescription opioids, fentanyl, and heroin epidemic[J]. Pain Physician, 2018,21(4):309-326.
【3】HADDAD A, COMANESCU M A, GREEN O, et al. Detection and quantitation of trace fentanyl in heroin by surface-enhanced Raman spectroscopy[J]. Analytical Chemistry, 2018,90(21):12678-12685.
【4】ALLAN L, HAYS H, JENSEN N H, et al. Randomised crossover trial of transdermal fentanyl and sustained release oral morphine for treating chronic non-cancer pain[J]. BMJ Clinical Research, 2001,322(7295):1154-1158.
【5】CLARK A J, AHMEDZAI S H, ALLAN L G, et al. Efficacy and safety of transdermal fentanyl and sustained-release oral morphine in patients with cancer and chronic non-cancer pain[J]. Current Medical Research and Opinion, 2004,20(9):1419-1428.
【6】刘晓云,罗文光,王继华,等.人体尿液中芬太尼及其代谢物的固相萃取-气相色谱-串联质谱(SPE-GC-MS)定性定量分析方法研究[J].中国药物依赖性杂志, 2013,22(4):271-275.
【7】YONEMITSU K, SASAO A, MISHIMA S, et al. A fatal poisoning case by intravenous injection of "bath salts" containing acetyl fentanyl and 4-methoxy PV8[J]. Forensic Science International, 2016,267:6-9.
【8】GEDDES L, IVERSEN J, MEMEDOVIC S, et al. Intravenous fentanyl use among people who inject drugs in Australia[J]. Drug and Alcohol Review, 2018,37(S1):S314-S322.
【9】CUMMINGS O T, ENDERS J R, MCINTIRE G L, et al. Fentanyl-norfentanyl concentrations during transdermal patch application:LC-MS-MS urine analysis[J]. Journal of Analytical Toxicology, 2016,40(8):595-600.
【10】SALYARDS G W, LEMOY M J, KNYCH H K, et al. Pharmacokinetics of a novel, transdermal fentanyl solution in rhesus macaques (macaca mulatta)[J]. Journal of the American Association for Laboratory Animal Science, 2017,56(4):443-451.
【11】SCHUG S A, TING S. Fentanyl formulations in the management of pain:An update[J]. Drugs, 2017,77(7):747-763.
【12】MAZZOLA R, RICCHETTI F, FIORENTINO A, et al. Fentanyl pectin nasal spray for painful mucositis in head and neck cancers during intensity-modulated radiation therapy with or without chemotherapy[J]. Clinical and Translational Oncology, 2017,19(5):593-598.
【13】张黎,张拓.新精神活性物质的滥用危害与防控问题研究——以构建我国禁毒防控体系为视角[J].中国人民公安大学学报(社会科学版), 2013,29(4):88-96.
【14】张天,王仁萍,王猛,等.芬太尼的人体内分析及药动学研究进展[J].药学服务与研究, 2017,17(3):167-173.
【15】FRANK R G, POLLACK H A. Addressing the fentanyl threat to public health[J]. The New England Journal of Medicine, 2017,376(7):605-607.
【16】公安部,国家卫生计生委,国家食品药品监督管理总局,等.公安部国家食品药品监督管理总局国家卫生和计划生育委员会国家禁毒委员会办公室关于印发《非药用类麻醉药品和精神药品列管办法》的通知[J].中华人民共和国公安部公报, 2015(6):13-22.
【17】WATANABE S, VIKINGSSON S, ROMAN M, et al. In vitro and in vivo metabolite identification studies for the new synthetic opioids acetylfentanyl, acrylfentanyl, furanylfentanyl, and 4-fluoro-isobutyrylfentanyl[J]. The AAPS Journal, 2017,19(4):1102-1122.
【18】HELANDER A, BÄCKBERG M, BECK O. Intoxications involving the fentanyl analogs acetylfentanyl, 4-methoxybutyrfentanyl and furanylfentanyl:Results from the Swedish STRIDA project[J]. Clinical Toxicology, 2016,54(4):324-332.
【19】BÄCKBERG M, BECK O, JÖNSSON K H, et al. Opioid intoxications involving butyrfentanyl, 4-fluorobutyrfentanyl, and fentanyl from the Swedish STRIDA project[J]. Clinical Toxicology, 2015,53(7):609-617.
【20】BISTA S R, LOBB M, HAYWOOD A, et al. Development, validation and application of an HPLC-MS/MS method for the determination of fentanyl and nor-fentanyl in human plasma and saliva[J]. Journal of Chromatography B, 2014,960:27-33.
【21】HUYNH N H, TYREFORS N, EKMAN L, et al. Determination of fentanyl in human plasma and fentanyl and norfentanyl in human urine using LC-MS/MS[J]. Journal of Pharmaceutical and Biomedical Analysis, 2005,37(5):1095-1100.
【22】邓慧芬,张建莹,卞学海,等.液相色谱-四极杆/飞行时间质谱法快速筛查测定药物中芬太尼类物质[J].色谱, 2020,38(8):906-913.
【23】周子雷,杜鹏,白雅,等.北京市生活污水中曲马多和芬太尼的赋存[J].环境科学, 2019,40(7):3242-3248.
【24】陈凤英,汪凤梅,国强,等.高效液相色谱法测定人乳汁中枸橼酸芬太尼浓度[J].中国药学杂志, 2009,44(13):1022-1024.
【25】杨明,季方茹,雷力力,等.高效液相色谱法测定人血浆中芬太尼浓度[J].黑龙江医药科学, 2018,41(2):38-40.
【26】陈庚超,郭媛媛,鲁志超,等.芬太尼类药物色谱质谱联用检测方法研究[J].广州化工, 2020,48(13):58-60.
【27】DE BRUIJN P, KUIP E J M, LAM M H, et al. Bioanalytical methods for the quantification of hydromorphone, fentanyl, norfentanyl, morphine, morphine-3β-glucuronide and morphine-6β-glucuronide in human plasma[J]. Journal of Pharmaceutical and Biomedical Analysis, 2018,149:475-481.
【28】QIN N, XIANG P, SHEN B H, et al. Application of a validated UHPLC-MS/MS method for 28 fentanyl-analogue and novel synthetic opioids in whole blood in authentic forensic cases[J]. Journal of Chromatography B, 2019,1124:82-99.
【29】张伟亚,林君峰,闫杰,等.无标准品时芬太尼类物质及其前体的快速筛查[J].分析科学学报, 2019,35(5):635-642.
【30】RAB E, FLANAGAN R J, HUDSON S. Detection of fentanyl and fentanyl analogues in biological samples using liquid chromatography-high resolution mass spectrometry[J]. Forensic Science International, 2019,300:13-18.
【31】陈志杰,马小卫,陈薪璇,等.利用表面增强拉曼光谱(SERS)技术快速检测水与尿液中舒芬太尼的研究[J].分析测试学报, 2020,39(9):1073-1078.
【32】DUFFY J, URBAS A, NIEMITZ M, et al. Differentiation of fentanyl analogues by low-field NMR spectroscopy[J]. Analytica Chimica Acta, 2019,1049:161-169.
【33】曲元,吴新民,赵国立,等.芬太尼复合罗哌卡因用于分娩妇女自控镇痛的安全性研究[J].北京医学, 2004,26(2):109-111.
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