메뉴 건너뛰기




Volumn 837, Issue , 2014, Pages 70-82

A liquid chromatography-mass spectrometry method based on class characteristic fragmentation pathways to detect the class of indole-derivative synthetic cannabinoids in biological samples

Author keywords

Anti doping analysis; Drug analysis; Liquid chromatography mass spectrometry; Precursor ion scan; Structural marker; Synthetic cannabinoids

Indexed keywords

BLOOD; ELECTROSPRAY IONIZATION; ENZYMATIC HYDROLYSIS; IONS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETERS; MOLECULAR STRUCTURE; POLYCYCLIC AROMATIC HYDROCARBONS; PRECIPITATION (CHEMICAL);

EID: 84903815254     PISSN: 00032670     EISSN: 18734324     Source Type: Journal    
DOI: 10.1016/j.aca.2014.06.003     Document Type: Article
Times cited : (39)

References (51)
  • 1
    • 0032926695 scopus 로고    scopus 로고
    • The effects of cannabinoids on the brain
    • Ameri A. The effects of cannabinoids on the brain. Prog. Neurobiol. 1999, 58:315-348.
    • (1999) Prog. Neurobiol. , vol.58 , pp. 315-348
    • Ameri, A.1
  • 4
    • 40349101686 scopus 로고    scopus 로고
    • Recent advances in the development of selective ligands for the cannabinoid CB(2) receptor
    • Marriott K.S., Huffman J.W. Recent advances in the development of selective ligands for the cannabinoid CB(2) receptor. Curr. Top. Med. Chem. 2008, 8:187-204.
    • (2008) Curr. Top. Med. Chem. , vol.8 , pp. 187-204
    • Marriott, K.S.1    Huffman, J.W.2
  • 6
    • 23444432920 scopus 로고    scopus 로고
    • The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications
    • Lambert D.M., Fowler C.J. The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications. J. Med. Chem. 2005, 48:5059-5087.
    • (2005) J. Med. Chem. , vol.48 , pp. 5059-5087
    • Lambert, D.M.1    Fowler, C.J.2
  • 7
    • 21044448570 scopus 로고    scopus 로고
    • Recent developments in the medicinal chemistry of cannabimimetic indoles, pyrroles and indenes
    • Huffman J.W., Padgett L.W. Recent developments in the medicinal chemistry of cannabimimetic indoles, pyrroles and indenes. Curr. Med. Chem. 2005, 12:1395-1411.
    • (2005) Curr. Med. Chem. , vol.12 , pp. 1395-1411
    • Huffman, J.W.1    Padgett, L.W.2
  • 8
    • 32944482013 scopus 로고    scopus 로고
    • Plant, synthetic, and endogenous cannabinoids in medicine
    • Di Marzo V., De Petrocellis L. Plant, synthetic, and endogenous cannabinoids in medicine. Annu. Rev. Med. 2006, 57:553-574.
    • (2006) Annu. Rev. Med. , vol.57 , pp. 553-574
    • Di Marzo, V.1    De Petrocellis, L.2
  • 10
    • 79953228493 scopus 로고    scopus 로고
    • Marijuana-based drugs: innovative therapeutics or designer drugs of abuse?
    • Seely K.A., Prather P.L., James L.P., Moran J.H. Marijuana-based drugs: innovative therapeutics or designer drugs of abuse?. Mol. Interv. 2011, 11:36-51.
    • (2011) Mol. Interv. , vol.11 , pp. 36-51
    • Seely, K.A.1    Prather, P.L.2    James, L.P.3    Moran, J.H.4
  • 11
    • 84862945344 scopus 로고    scopus 로고
    • Homology modelling of cannabinoid receptors: discovery of cannabinoid analogues for therapeutic use
    • Chang C.E., Ai R., Gutierrez M., Marsella M.J. Homology modelling of cannabinoid receptors: discovery of cannabinoid analogues for therapeutic use. Methods Mol. Biol. 2012, 819:595-613.
    • (2012) Methods Mol. Biol. , vol.819 , pp. 595-613
    • Chang, C.E.1    Ai, R.2    Gutierrez, M.3    Marsella, M.J.4
  • 16
    • 77951989152 scopus 로고    scopus 로고
    • How globalization and market innovation challenge how we think about and respond to drug use: 'spice' a case study
    • Griffiths P., Sedefov R., Gallegos A., Lopez D. How globalization and market innovation challenge how we think about and respond to drug use: 'spice' a case study. Addiction 2010, 105:951-953.
    • (2010) Addiction , vol.105 , pp. 951-953
    • Griffiths, P.1    Sedefov, R.2    Gallegos, A.3    Lopez, D.4
  • 17
    • 84866989897 scopus 로고    scopus 로고
    • Spice drugs are more than harmless herbal blends: a review of the pharmacology and toxicology of synthetic cannabinoids
    • Seely K.A., Lapoint J., Moran J.H., Fattore L. Spice drugs are more than harmless herbal blends: a review of the pharmacology and toxicology of synthetic cannabinoids. Prog. Neuropsychopharmacol. Biol. Psychiatry 2012, 39:234-243.
    • (2012) Prog. Neuropsychopharmacol. Biol. Psychiatry , vol.39 , pp. 234-243
    • Seely, K.A.1    Lapoint, J.2    Moran, J.H.3    Fattore, L.4
  • 19
    • 79960614744 scopus 로고    scopus 로고
    • The emergence and analysis of synthetic cannabinoids
    • Hudson S., Ramsey J. The emergence and analysis of synthetic cannabinoids. Drug Test. Anal. 2011, 3:466-478.
    • (2011) Drug Test. Anal. , vol.3 , pp. 466-478
    • Hudson, S.1    Ramsey, J.2
  • 20
    • 65349190511 scopus 로고    scopus 로고
    • Identification of a cannabinoid analog as a new type of designer drug in a herbal product
    • Uchiyama N., Kikura-Hanajiri R., Kawahara N., Haishima Y., Goda Y. Identification of a cannabinoid analog as a new type of designer drug in a herbal product. Chem. Pharm. Bull. 2009, 57:439-441.
    • (2009) Chem. Pharm. Bull. , vol.57 , pp. 439-441
    • Uchiyama, N.1    Kikura-Hanajiri, R.2    Kawahara, N.3    Haishima, Y.4    Goda, Y.5
  • 21
    • 78650752280 scopus 로고    scopus 로고
    • Monitoring of herbal mixtures potentially containing synthetic cannabinoids as psychoactive compounds
    • Dresen S., Ferreirós N., Pütz M., Westphal F., Zimmermann R., Auwärter V. Monitoring of herbal mixtures potentially containing synthetic cannabinoids as psychoactive compounds. J. Mass Spectrom. 2010, 45:1186-1194.
    • (2010) J. Mass Spectrom. , vol.45 , pp. 1186-1194
    • Dresen, S.1    Ferreirós, N.2    Pütz, M.3    Westphal, F.4    Zimmermann, R.5    Auwärter, V.6
  • 22
    • 77952291222 scopus 로고    scopus 로고
    • Chemical analysis of synthetic cannabinoids as designer drugs in herbal products
    • Uchiyama N., Kikura-Hanajiri R., Ogata J., Goda Y. Chemical analysis of synthetic cannabinoids as designer drugs in herbal products. Forensic Sci. Int. 2010, 198:31-38.
    • (2010) Forensic Sci. Int. , vol.198 , pp. 31-38
    • Uchiyama, N.1    Kikura-Hanajiri, R.2    Ogata, J.3    Goda, Y.4
  • 25
    • 84864912217 scopus 로고    scopus 로고
    • Determination of 22 synthetic cannabinoids in human hair by liquid chromatography-tandem mass spectrometry
    • Hutter M., Kneisel S., Auwärter V., Neukamm M.A. Determination of 22 synthetic cannabinoids in human hair by liquid chromatography-tandem mass spectrometry. J. Chromatogr. B 2012, 903:95-101.
    • (2012) J. Chromatogr. B , vol.903 , pp. 95-101
    • Hutter, M.1    Kneisel, S.2    Auwärter, V.3    Neukamm, M.A.4
  • 26
    • 84863855575 scopus 로고    scopus 로고
    • Simultaneous analysis of several synthetic cannabinoids, THC, CBD, CBN in hair by ultra-high performance liquid chromatography-tandem mass spectrometry. Method validation and application to real samples
    • Salomone A., Gerace E., D'Urso F., Di Corcia D., Vincenti M. Simultaneous analysis of several synthetic cannabinoids, THC, CBD, CBN in hair by ultra-high performance liquid chromatography-tandem mass spectrometry. Method validation and application to real samples. J. Mass Spectrom. 2012, 47:604-610.
    • (2012) J. Mass Spectrom. , vol.47 , pp. 604-610
    • Salomone, A.1    Gerace, E.2    D'Urso, F.3    Di Corcia, D.4    Vincenti, M.5
  • 27
    • 84890124132 scopus 로고    scopus 로고
    • Deposition of JWH-018, JWH-073 and their metabolites in hair and effect of hair pigmentation
    • Kim J., In S., Park Y., Park M., Kim E., Lee S. Deposition of JWH-018, JWH-073 and their metabolites in hair and effect of hair pigmentation. Anal. Bioanal. Chem. 2013, 405:9769-9778.
    • (2013) Anal. Bioanal. Chem. , vol.405 , pp. 9769-9778
    • Kim, J.1    In, S.2    Park, Y.3    Park, M.4    Kim, E.5    Lee, S.6
  • 29
    • 84882283419 scopus 로고    scopus 로고
    • Analysis of 30 synthetic cannabinoids in oral fluid using liquid chromatography-electrospray ionization tandem mass spectrometry
    • Kneisel S., Auwärter V., Kempf J. Analysis of 30 synthetic cannabinoids in oral fluid using liquid chromatography-electrospray ionization tandem mass spectrometry. Drug Test. Anal. 2013, 657:657-669.
    • (2013) Drug Test. Anal. , vol.657 , pp. 657-669
    • Kneisel, S.1    Auwärter, V.2    Kempf, J.3
  • 30
    • 79951683329 scopus 로고    scopus 로고
    • Development and validation of a liquid chromatography-tandem mass spectrometry method for the quantification of synthetic cannabinoids of the aminoalkylindole type and methanandamide in serum and its application to forensic samples
    • Dresen S., Kneisel S., Weinmann W., Zimmermann R., Auwärter V. Development and validation of a liquid chromatography-tandem mass spectrometry method for the quantification of synthetic cannabinoids of the aminoalkylindole type and methanandamide in serum and its application to forensic samples. J. Mass Spectrom. 2011, 46:163-171.
    • (2011) J. Mass Spectrom. , vol.46 , pp. 163-171
    • Dresen, S.1    Kneisel, S.2    Weinmann, W.3    Zimmermann, R.4    Auwärter, V.5
  • 31
    • 80052638480 scopus 로고    scopus 로고
    • Development and validation of a liquid chromatography-tandem mass spectrometry method for the identification and quantification of JWH-018, JWH-073, JWH-019, and JWH-250 in human whole blood
    • Kacinko S.L., Xu A., Homan J.W., McMullin M.M., Warrington D.M., Logan B.K. Development and validation of a liquid chromatography-tandem mass spectrometry method for the identification and quantification of JWH-018, JWH-073, JWH-019, and JWH-250 in human whole blood. J. Anal. Toxicol. 2011, 35:386-393.
    • (2011) J. Anal. Toxicol. , vol.35 , pp. 386-393
    • Kacinko, S.L.1    Xu, A.2    Homan, J.W.3    McMullin, M.M.4    Warrington, D.M.5    Logan, B.K.6
  • 32
    • 84865272581 scopus 로고    scopus 로고
    • Detection and quantification of new designer drugs in human blood: Part 1 - Synthetic cannabinoids
    • Ammann J., McLaren J.M., Gerostamoulos D., Beyer J. Detection and quantification of new designer drugs in human blood: Part 1 - Synthetic cannabinoids. J. Anal. Toxicol. 2012, 36:372-380.
    • (2012) J. Anal. Toxicol. , vol.36 , pp. 372-380
    • Ammann, J.1    McLaren, J.M.2    Gerostamoulos, D.3    Beyer, J.4
  • 33
    • 84863910773 scopus 로고    scopus 로고
    • Analysis of 30 synthetic cannabinoids in serum by liquid chromatography-electrospray ionization tandem mass spectrometry after liquid-liquid extraction
    • Kneisel S., Auwärter V. Analysis of 30 synthetic cannabinoids in serum by liquid chromatography-electrospray ionization tandem mass spectrometry after liquid-liquid extraction. J. Mass Spectrom. 2012, 47:825-835.
    • (2012) J. Mass Spectrom. , vol.47 , pp. 825-835
    • Kneisel, S.1    Auwärter, V.2
  • 34
    • 84856349177 scopus 로고    scopus 로고
    • Identification of the major urinary metabolites in man of seven synthetic cannabinoids of the aminoalkylindole type present as adulterants in 'herbal mixtures' using LC-MS/MS techniques
    • Hutter M., Broecker S., Kneisel S., Auwärter V. Identification of the major urinary metabolites in man of seven synthetic cannabinoids of the aminoalkylindole type present as adulterants in 'herbal mixtures' using LC-MS/MS techniques. J. Mass Spectrom. 2012, 47:54-65.
    • (2012) J. Mass Spectrom. , vol.47 , pp. 54-65
    • Hutter, M.1    Broecker, S.2    Kneisel, S.3    Auwärter, V.4
  • 35
    • 77953915638 scopus 로고    scopus 로고
    • Detection of JWH-018 metabolites in smoking mixture post-administration urine
    • Sobolevsky T., Prasolov I., Rodchenkov G. Detection of JWH-018 metabolites in smoking mixture post-administration urine. Forensic Sci. Int. 2010, 200:141-147.
    • (2010) Forensic Sci. Int. , vol.200 , pp. 141-147
    • Sobolevsky, T.1    Prasolov, I.2    Rodchenkov, G.3
  • 38
    • 84875771714 scopus 로고    scopus 로고
    • Qualitative confirmation of 9 synthetic cannabinoids and 20 metabolites in human urine using LC-MS/MS and library search
    • Wohlfarth A., Scheidweiler K.B., Chen X., Liu H.-F., Huestis M.A. Qualitative confirmation of 9 synthetic cannabinoids and 20 metabolites in human urine using LC-MS/MS and library search. Anal. Chem. 2013, 85:3730-3738.
    • (2013) Anal. Chem. , vol.85 , pp. 3730-3738
    • Wohlfarth, A.1    Scheidweiler, K.B.2    Chen, X.3    Liu, H.-F.4    Huestis, M.A.5
  • 40
    • 77955897603 scopus 로고    scopus 로고
    • Use of high-resolution accurate mass spectrometry to detect reported and previously unreported cannabinomimetics in "herbal high" products
    • Hudson S., Ramsey J., King L., Timbers S., Maynard S., Dargan P.I., Wood D.M. Use of high-resolution accurate mass spectrometry to detect reported and previously unreported cannabinomimetics in "herbal high" products. J. Anal. Toxicol. 2010, 34:252-260.
    • (2010) J. Anal. Toxicol. , vol.34 , pp. 252-260
    • Hudson, S.1    Ramsey, J.2    King, L.3    Timbers, S.4    Maynard, S.5    Dargan, P.I.6    Wood, D.M.7
  • 41
    • 84863839733 scopus 로고    scopus 로고
    • Identification of naphthoylindoles acting on cannabinoid receptors based on their fragmentation patterns under ESI-QTOFMS
    • Sekula K., Zuba D., Stanaszek R. Identification of naphthoylindoles acting on cannabinoid receptors based on their fragmentation patterns under ESI-QTOFMS. J. Mass Spectrom. 2012, 47:632-643.
    • (2012) J. Mass Spectrom. , vol.47 , pp. 632-643
    • Sekula, K.1    Zuba, D.2    Stanaszek, R.3
  • 42
    • 39849106738 scopus 로고    scopus 로고
    • A screening method for the detection of synthetic glucocorticoids in human urine by liquid chromatography-mass spectrometry based on class characteristic fragmentation pathways
    • Mazzarino M., Turi S., Botrè F. A screening method for the detection of synthetic glucocorticoids in human urine by liquid chromatography-mass spectrometry based on class characteristic fragmentation pathways. Anal. Bioanal. Chem. 2008, 390:1389-1402.
    • (2008) Anal. Bioanal. Chem. , vol.390 , pp. 1389-1402
    • Mazzarino, M.1    Turi, S.2    Botrè, F.3
  • 43
    • 34547237752 scopus 로고    scopus 로고
    • Current role of LC-MS(/MS) in doping control
    • Thevis M., Schänzer W. Current role of LC-MS(/MS) in doping control. Anal. Bioanal. Chem. 2007, 388(7):1351-1358.
    • (2007) Anal. Bioanal. Chem. , vol.388 , Issue.7 , pp. 1351-1358
    • Thevis, M.1    Schänzer, W.2
  • 44
    • 23244446577 scopus 로고    scopus 로고
    • Screening for unknown synthetic steroids in human urine by liquid chromatography-tandem mass spectrometry
    • Thevis M., Geyer H., Mareck U., Schanzer W. Screening for unknown synthetic steroids in human urine by liquid chromatography-tandem mass spectrometry. J. Mass Spectrom. 2005, 40:955-962.
    • (2005) J. Mass Spectrom. , vol.40 , pp. 955-962
    • Thevis, M.1    Geyer, H.2    Mareck, U.3    Schanzer, W.4
  • 45
    • 41149165250 scopus 로고    scopus 로고
    • Efficient approach for the comprehensive detection of unknown anabolic steroids and metabolites in human urine by liquid chromatography-electrospray-tandem mass spectrometry
    • Pozo O.J., Deventer K., Van Eenoo P., Delbeke F.T. Efficient approach for the comprehensive detection of unknown anabolic steroids and metabolites in human urine by liquid chromatography-electrospray-tandem mass spectrometry. Anal. Chem. 2008, 80:1709-1720.
    • (2008) Anal. Chem. , vol.80 , pp. 1709-1720
    • Pozo, O.J.1    Deventer, K.2    Van Eenoo, P.3    Delbeke, F.T.4
  • 46
    • 33644643993 scopus 로고    scopus 로고
    • Screening for metabolically stable aryl-propionamide-derived selective androgen receptor modulators for doping control purposes
    • Thevis M., Kamber M., Schänzer W. Screening for metabolically stable aryl-propionamide-derived selective androgen receptor modulators for doping control purposes. Rapid Commun. Mass Spectrom. 2006, 20:870-876.
    • (2006) Rapid Commun. Mass Spectrom. , vol.20 , pp. 870-876
    • Thevis, M.1    Kamber, M.2    Schänzer, W.3
  • 47
    • 84903815129 scopus 로고    scopus 로고
    • The World Anti-Doping Code, The 2014 Prohibited List International Standard. World Anti-Doping Agency: Montreal, Canada. Available at
    • The World Anti-Doping Code, The 2014 Prohibited List International Standard. World Anti-Doping Agency: Montreal, Canada, 2014. Available at: http://www.wada-ama.org.
    • (2014)
  • 48
    • 84903819822 scopus 로고    scopus 로고
    • WADA Technical Document TD2013MRPL (Minimum required performance limits for detection of prohibited substances). World Anti-Doping Agency: Montreal, Canada. Available at
    • WADA Technical Document TD2013MRPL (Minimum required performance limits for detection of prohibited substances). World Anti-Doping Agency: Montreal, Canada, 2013. Available at: http://www.wada-ama.org.
    • (2013)
  • 49
    • 33750458384 scopus 로고    scopus 로고
    • Identification of in vitro metabolites of JWH-015, an aminoalkylindole agonist for the peripheral cannabinoid receptor (CB2) by HPLC-MS/MS
    • Zhang Q., Ma P., Cole R.B., Wang G. Identification of in vitro metabolites of JWH-015, an aminoalkylindole agonist for the peripheral cannabinoid receptor (CB2) by HPLC-MS/MS. Anal. Bioanal. Chem. 2006, 386:1345-1355.
    • (2006) Anal. Bioanal. Chem. , vol.386 , pp. 1345-1355
    • Zhang, Q.1    Ma, P.2    Cole, R.B.3    Wang, G.4
  • 51
    • 0242361637 scopus 로고    scopus 로고
    • Drugs of abuse and abuse of drugs in sportsmen: the role of in vitro models to study effects and mechanisms
    • Botrè F. Drugs of abuse and abuse of drugs in sportsmen: the role of in vitro models to study effects and mechanisms. Toxicol. In Vitro 2003, 17:509-513.
    • (2003) Toxicol. In Vitro , vol.17 , pp. 509-513
    • Botrè, F.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.