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Development of positional isomer differentiation method of synthetic cannabinoids by GC/MS/MS

Research Project

Project/Area Number 26893105
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Legal medicine
Research InstitutionNagoya University

Principal Investigator

Kusano Maiko  名古屋大学, 医学(系)研究科(研究院), 特任助教 (60733574)

Project Period (FY) 2014-08-29 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Keywords分析化学 / 危険ドラッグ / 異性体識別法 / GC/MS/MS / 異性体識別方
Outline of Final Research Achievements

Synthetic cannabinoids (SC) have structural/positional isomers which may not all be regulated, thus isomeric differentiation becomes crucial as new designer drugs continuously emerge with minor modifications.
Positional isomer differentiation of the SCs JWH-081, JWH-122, JWH-210, and their isomers was attained by gas chromatography-tandem mass spectrometry (GC-MS/MS). Product ions with the same m/z are suspected to have different properties such as ion configuration and internal energy depending on the position of the functional group, producing characteristic spectra allowing for isomeric differentiation.
Furthermore, differentiation of the hydroxyindole metabolite isomers of JWH-018 was also attained. Results were applied as a hydroxyl-position determining method for the metabolites of JWH-018 by GC-MS/MS in MRM mode to JWH-018 administered mice. Hydroxylation at the 6-position was found to be the likely dominant pathway for JWH-018 metabolism to produce the hydroxyindole metabolites.

Report

(3 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Annual Research Report
  • Research Products

    (13 results)

All 2016 2015 2014

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Acknowledgement Compliant: 2 results) Presentation (10 results) (of which Int'l Joint Research: 3 results)

  • [Journal Article] Development of a mass spectrometric hydroxyl-position determination method for the hydroxyindole metabolites of JWH-018 by GC-MS/MS2016

    • Author(s)
      M. Kusano, M. Yamanaka, K. Zaitsu, H. Nakayama, J. Nakajima, T. Moriyasu, H. Tsuchihashi, and A. Ishii
    • Journal Title

      Journal of Mass Spectrometry

      Volume: in press

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Regioisomeric differentiation of the alkyl-substituted synthetic cannabinoids JWH-122 and JWH-210 by GC-EI-MS/MS2016

    • Author(s)
      Kusano M, Yamanaka M, Zaitsu K, Nakayama H, Nakajima J-i, Moriyasu T, Tsuchihashi H, Ishii A
    • Journal Title

      Forensic Toxicology

      Volume: 34 Issue: 2 Pages: 304-315

    • DOI

      10.1007/s11419-016-0317-x

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Posistional isomer differentiations of synthetic cannabinoid JWH-081 by GC-MS-MS2015

    • Author(s)
      M Kusano, K Zaitsu, H Nakayama, Nakajima J, K Hisatsune, T Moriyasu, S Matsuda, M Katagi, H Tsuchihashi, A Ishii
    • Journal Title

      Journal of Mass Spectrometry

      Volume: 50 Issue: 3 Pages: 586-591

    • DOI

      10.1002/jms.3565

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Presentation] α-PHPおよびアセチルフェンタニルのヒト尿中代謝経路の推定と代謝物の合成2015

    • Author(s)
      久恒一晃、財津 桂、草野麻衣子、山中麻友美、中嶋順一、守安貴子、石場厚、肥田宗政、土橋 均、石井 晃
    • Organizer
      第21回日本法科学技術学会
    • Place of Presentation
      柏の葉カンファレンスセンター(千葉県柏市)
    • Year and Date
      2015-11-12
    • Related Report
      2015 Annual Research Report
  • [Presentation] GC-MS/MSを用いた包括指定カチノン類の一斉検出と構造推定(第2報)2015

    • Author(s)
      坂本雄紀、宮川治彦、松田駿太朗、鎌田 徹、西岡 裕、片木宗弘、草野麻衣子、財津 桂、土橋 均
    • Organizer
      第21回日本法科学技術学会
    • Place of Presentation
      柏の葉カンファレンスセンター(千葉県柏市)
    • Year and Date
      2015-11-12
    • Related Report
      2015 Annual Research Report
  • [Presentation] Development of a hydroxyl-position determining method for the metabolites of naphthoylindole-type synthetic cannabinoids by GC/MS/MS2015

    • Author(s)
      Maiko Kusano, Kei Zaitsu, Mayumi Yamanaka, Kazuaki Hisatsune, Tomomi Asano, Kentaro Taki, Yumi Hayashi, Hitoshi Tsuchihashi, and Akira Ishii
    • Organizer
      Society of Forensic Toxicologists 2015
    • Place of Presentation
      Atlanta, GA, USA
    • Year and Date
      2015-10-19
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Determination of newly encountered designer drugs α-PHP and acetylfentanyl in an acute intoxication case by LC/Q-TOFMS2015

    • Author(s)
      Kazuaki Hisatsune, Kei Zaitsu, Maiko Kusano, Mayumi Yamanaka, Jun’ichi Nakajima, Takako Moriyasu, Atsushi Ishiba, Minemasa Hida, Hitoshi Tsuchihashi, Akira Ishii
    • Organizer
      The 53rd Annual Meeting of the International Association of Forensic Toxicologists
    • Place of Presentation
      Florence, Italy
    • Year and Date
      2015-08-30
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Development and validation for a highly sensitive GC-MS/MS screening and quantification method of forensically relevant drugs of abuse in whole blood2015

    • Author(s)
      Maiko Kusano, Kei Zaitsu, Yuki Sakamoto, Haruhiko Miyagawa, Hitoshi Tsuchihashi, Akira Ishii
    • Organizer
      The 53rd Annual Meeting of the International Association of Forensic Toxicologists
    • Place of Presentation
      Florence, Italy
    • Year and Date
      2015-08-30
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] GC/MS/MSによる血中薬毒物の高感度定量分析法の開発2015

    • Author(s)
      草野麻衣子、財津 桂、坂本雄紀、宮川治彦、土橋 均、石井晃
    • Organizer
      日本法中毒学会第34年会
    • Place of Presentation
      九州大学医学部百年講堂(福岡県福岡市)
    • Year and Date
      2015-06-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] LC/Q-TOFMSによる急性中毒死者生体試料中α-PHPおよびアセチルフェンタニルの分析2015

    • Author(s)
      久恒一晃、財津 桂、草野麻衣子、山中麻友美、中嶋順一、守安貴子、石場厚、肥田宗政、土橋 均、石井 晃
    • Organizer
      日本法中毒学会第34年会
    • Place of Presentation
      九州大学医学部百年講堂(福岡県福岡市)
    • Year and Date
      2015-06-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] LC/Q-TOFMSによる急性中毒死者生体試料中5F-ADBおよびジフェニジンの分析2015

    • Author(s)
      草野麻衣子、財津 桂、坂本雄紀、宮川治彦、土橋均、石井晃
    • Organizer
      日本法中毒学会第34年会
    • Place of Presentation
      九州大学医学部百年講堂(福岡県福岡市)
    • Year and Date
      2015-06-26
    • Related Report
      2015 Annual Research Report
  • [Presentation] GC/MS/MSによる合成カンナビノイドJWH-122およびJWH-210の位置異性体識別の検討2015

    • Author(s)
      山中麻友美、財津桂、草野麻衣子、久恒一晃、中島順一、守安貴子、松田駿太郎、片木宗弘、土橋均、石井晃
    • Organizer
      第99次日本法医学会学術全国集会
    • Place of Presentation
      高知市文化ブラザ かるぽーと(高知県高知市)
    • Year and Date
      2015-06-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] Positional isomer differentiation of naphthoylindole-based synthetic cannabinoids by GC-MS/MS2014

    • Author(s)
      M.Kusano, K. Zaitsu, H. Nakayama, J. Nakajima, M. Yamanaka, T. Moriyasu, S. Matsuta, M. Katagi, H. Tsuchihashi, and A. Ishii
    • Organizer
      52nd Annual Meeting of the International Association of Forensic Toxicologists
    • Place of Presentation
      Pan Americano Hotel (Buenos Aires, Argentina)
    • Year and Date
      2014-11-09 – 2014-11-13
    • Related Report
      2014 Annual Research Report

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Published: 2014-09-09   Modified: 2017-05-10  

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