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Approach to PET cancer screening : developments of low molecule probe tagged gallium-68 and carbon-11labeling method

Research Project

Project/Area Number 20790027
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionHyogo University of Health Sciences

Principal Investigator

YOSHIOKA Eito  Hyogo University of Health Sciences, 薬学部, 助教 (80435685)

Project Period (FY) 2008 – 2010
Project Status Completed (Fiscal Year 2010)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2010: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2009: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2008: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywords生体関連物質 / 癌診断用PETプローブ / ベンザイン / [2+2]型反応 / 多成分連結反応 / クロメン類 / クマリン類 / ラジカル反応 / 求電子ラジカル / 光反応 / 有機化学 / 合成化学 / 連続反応 / アミノフェノール / サリチルアルデヒド / PET / クリック化学 / ベンゾトリアゾール
Research Abstract

I paid attention to the positron-emitting radionuclide, especially gallium-68 and carbon-11, and developed the following reactions using an unstable chemical species such as aryne and radical for the label based on high-speed reactions. In addition, I developed the oxidation-reduction reaction using the photocatalyst for capture of CO_2.
First, to develop gallium-68 probe, I studied aryne based Huisgen-type reaction under the metal-free condition and desired benztriazole was obtained in excellent yield. I also reported the [2+2] type reaction, insertion of aryne into the C=O π-bond of formamides, and the subsequent trapping process of the benzoxetene intermediate with dialkylzincs. In addition, under mild condition, I reported the multi-component coupling reaction leading chromenes, coumarins and xanthenes via the insertion into π-bond of DMF. Moreover, I reported the cascade addition-cyclization-trapping reaction involving the unfavorable mismatched interaction of nucleophilic radicals, together with the control of enantioselectivities. And I reported the results of experiments to prove the utility of the polycrystalline TiO_2 (P25) in the hydrogenation of aromatic ketones.

Report

(4 results)
  • 2010 Annual Research Report   Final Research Report ( PDF )
  • 2009 Annual Research Report
  • 2008 Annual Research Report
  • Research Products

    (44 results)

All 2011 2010 2009 2008 Other

All Journal Article (10 results) (of which Peer Reviewed: 10 results) Presentation (31 results) Remarks (3 results)

  • [Journal Article] Photocatalytic Hydrogenation of Acetophenone Derivatives and Diaryl Ketones on Polycrystalline Titanium dioxide2010

    • Author(s)
      Shigeru Kohtani, Eito Yoshioka, et al.
    • Journal Title

      Catal.Commun. 11

      Pages: 1049-1053

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Sequential Reaction of Arynes via Insertion into The π-Bond of Amides and Trapping Reaction with Dialkylzincs2010

    • Author(s)
      Eito Yoshioka, et al.
    • Journal Title

      Org.Lett. 12

      Pages: 1956-1959

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Photocatalytic Hydrogenation of Acetophenone Derivatives and Diaryl Ketones on Polycrystalline Titanium dioxide2010

    • Author(s)
      Eito Yoshioka, (2番目), et al.
    • Journal Title

      Catal.Commun.

      Volume: 11(13) Pages: 1049-1053

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Sequential Reaction of Arynes via Insertion into the π-Bond of Amides and Trapping Reaction with Dialkylzincs2010

    • Author(s)
      Eito Yoshioka, et al.
    • Journal Title

      Organic Letters 12

      Pages: 1956-1959

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enantioselective radical cyclization for the synthesis of cyclic compounds2009

    • Author(s)
      Eito Yoshioka, et al.
    • Journal Title

      Heterocycles 79

      Pages: 229-242

    • NAID

      40016543056

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] Enantioselective radical cyclization for the synthesis of cyclic compounds2009

    • Author(s)
      Eito Yoshioka, et.al.
    • Journal Title

      Heterocycles 79

      Pages: 229-242

    • NAID

      40016543056

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A new amyloid β variant favoring oligomerization in Alzheimer's-type dementia2008

    • Author(s)
      Takami Tomiyama,..., Eito Yoshioka, et al.
    • Journal Title

      Annuals of Neurology 63

      Pages: 377-387

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] A new amyloid β variant favoring oligomerization in Alzheimer's-type dementia2008

    • Author(s)
      Takami Tomiyama, Eito Yoshioka, et.al.
    • Journal Title

      Annals of Neurology 63

      Pages: 377-387

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Multi-Component Coupling Reaction Induced by Insertion of Arynes into C=O Bond of Formamide

    • Author(s)
      Eito Yoshioka, et al.
    • Journal Title

      Angew.Chem.Int.Ed. In press

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Multi-Component Coupling Reaction Induced by Insertion of Arynes into C=O Bond of Formamide

    • Author(s)
      Eito Yoshioka, et al.
    • Journal Title

      Angew.Chem.Int.Ed.

      Volume: (In press)

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] ベンザインを活用した多成分連結反応の開発2011

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      静岡
    • Related Report
      2010 Annual Research Report 2010 Final Research Report
  • [Presentation] 酸化チタン上でのフッ素化アセトフェノンの光触媒反応2011

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      静岡
    • Related Report
      2010 Annual Research Report 2010 Final Research Report
  • [Presentation] 酸化チタンによる芳香族カルボニル化合物の光触媒的水素化反応における速度論的解析2011

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Related Report
      2010 Annual Research Report 2010 Final Research Report
  • [Presentation] ベンザインを活用した三成分連結反応の開発2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第60回日本薬学会近畿支部総会大会
    • Place of Presentation
      枚方
    • Year and Date
      2010-10-30
    • Related Report
      2010 Final Research Report
  • [Presentation] カスケード型ラジカル環化反応の選択性2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第60回日本薬学会近畿支部総会大会
    • Place of Presentation
      枚方
    • Year and Date
      2010-10-30
    • Related Report
      2010 Final Research Report
  • [Presentation] TiO2光触媒による芳香族カルボニル化合物の還元的水素化の速度論モデル2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第60回日本薬学会近畿支部総会大会
    • Place of Presentation
      枚方
    • Year and Date
      2010-10-30
    • Related Report
      2010 Final Research Report
  • [Presentation] ベンザインを活用した三成分連結反応の開発2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第60回日本薬学会近畿支部総会大会
    • Place of Presentation
      摂南大学(枚方)
    • Year and Date
      2010-10-30
    • Related Report
      2010 Annual Research Report
  • [Presentation] カスケード型ラジカル環化反応の選択性2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第60回日本薬学会近畿支部総会大会
    • Place of Presentation
      摂南大学(枚方)
    • Year and Date
      2010-10-30
    • Related Report
      2010 Annual Research Report
  • [Presentation] TiO2光触媒による芳香族カルボニル化合物の還元的水素化の速度論モデル2010

    • Author(s)
      吉岡英斗, (2番目), 他
    • Organizer
      第60回日本薬学会近畿支部総会大会
    • Place of Presentation
      摂南大学(枚方)
    • Year and Date
      2010-10-30
    • Related Report
      2010 Annual Research Report
  • [Presentation] Sequential Reaction of Arynes via Insertion into the Amides and Trapping Reaction with Dialkylzincs2010

    • Author(s)
      Eito Yoshioka, et al.
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies [Pacificheme2010]
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2010 Final Research Report
  • [Presentation] Cascade radical iodoperfluoroalkylation for the synthesis of organofluorine compounds2010

    • Author(s)
      Hideto Miyabe, Eito Yoshioka, et al.
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies [Pacificheme 2010]
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2010 Final Research Report
  • [Presentation] 求電子ラジカルを用いたカスケード反応の開発2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      名古屋
    • Related Report
      2010 Final Research Report
  • [Presentation] ベンザインとホルムアミドとの〔2+2〕型反応を基盤とした三成分連結反応の開発2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第40回複素環化学討論会
    • Place of Presentation
      仙台
    • Related Report
      2010 Final Research Report
  • [Presentation] ヨードパーフルオロアルカンを用いた位置選択的な不斉ラジカル付加環化反応2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山
    • Related Report
      2010 Final Research Report
  • [Presentation] 酸化チタンによる芳香族ケトン類の光触媒的還元反応(第三報)2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山
    • Related Report
      2010 Final Research Report
  • [Presentation] Sequential Reaction of Arynes via Insertion into the Amides and Trapping Reaction with Dialkylzincs2010

    • Author(s)
      Eito Yoshioka, et al.
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies [Pacifichem 2010]
    • Place of Presentation
      Hawaii convention center, etc.(Hawaii)
    • Related Report
      2010 Annual Research Report
  • [Presentation] Cascade radical iodoperfluoroalkylation for the synthesis of organofluorine compounds2010

    • Author(s)
      Eito Yoshioka, (2番目), et al.
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies [Pacifichem 2010]
    • Place of Presentation
      Hawaii convention center, etc.(Hawaii)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 求電子ラジカルを用いたカスケード反応の開発2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第36回反応と合成の進歩シンポジウム
    • Place of Presentation
      ウインクあいち(名古屋)
    • Related Report
      2010 Annual Research Report
  • [Presentation] ベンザインとホルムアミドとの〔2+2〕型反応を基盤とした三成分連結反応の開発2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第40回複素環化学討論会
    • Place of Presentation
      仙台市民会館(仙台)
    • Related Report
      2010 Annual Research Report
  • [Presentation] ヨードパーフルオロアルカンを用いた位置選択的な不斉ラジカル付加環化反応2010

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山コンベンションセンター他(岡山)
    • Related Report
      2009 Annual Research Report
  • [Presentation] ベンザインを利用したベンゾオキセテン類の形成とo-二置換ベンゼン類への変換2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      東大阪
    • Year and Date
      2009-10-24
    • Related Report
      2010 Final Research Report
  • [Presentation] Enantioselective Cascade Radical Iodoperfluoroalkylation Reactions2009

    • Author(s)
      Eito Yoshioka, et al.
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      東大阪
    • Year and Date
      2009-10-24
    • Related Report
      2010 Final Research Report
  • [Presentation] 酸化チタンによる芳香族ケトン類の光触媒的還元反応(第二報)2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      東大阪
    • Year and Date
      2009-10-24
    • Related Report
      2010 Final Research Report
  • [Presentation] ベンザインを利用したベンゾオキセテン類の形成とo-二置換ベンゼン類への変換2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      近畿大学(東大阪)
    • Year and Date
      2009-10-24
    • Related Report
      2009 Annual Research Report
  • [Presentation] Enantioselective Cascade Radical Iodoperfluoroalkylation Reactions2009

    • Author(s)
      吉岡英斗, et al.
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      近畿大学(東大阪)
    • Year and Date
      2009-10-24
    • Related Report
      2009 Annual Research Report
  • [Presentation] ベンザインを利用したベンゾオキセテン類の形成と反応2009

    • Author(s)
      吉岡英斗
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      国立京都国際会館
    • Year and Date
      2009-03-28
    • Related Report
      2008 Annual Research Report
  • [Presentation] ベンザインからのo-二置換ベンゼン類の合成2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第35回反応と合成の進歩シンポジウム
    • Place of Presentation
      金沢
    • Related Report
      2010 Final Research Report
  • [Presentation] 酸化チタンによる芳香族ケトンからアルコールへの高効率還元反応2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      2009年光化学討論会
    • Place of Presentation
      桐生
    • Related Report
      2010 Final Research Report
  • [Presentation] ベンザインを利用したベンゾオキセテン類の形成と反応2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      京都
    • Related Report
      2010 Final Research Report
  • [Presentation] 酸化チタンによる芳香族ケトン類の光触媒的還元反応(第一報)2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      京都
    • Related Report
      2010 Final Research Report
  • [Presentation] ベンザインからのo-二置換ベンゼン類の合成2009

    • Author(s)
      吉岡英斗, 他
    • Organizer
      第35回反応と合成の進歩シンポジウム
    • Place of Presentation
      金沢市文化ホール(金沢)
    • Related Report
      2009 Annual Research Report
  • [Remarks] ホームページ等

    • URL

      http://www2.huhs.ac.jp/~h070012h/

    • Related Report
      2010 Final Research Report
  • [Remarks]

    • URL

      http://www2.huhs.ac.jp/~h070012h/

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://www2.huhs.ac.jp/~h070012h/

    • Related Report
      2009 Annual Research Report

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Published: 2008-04-01   Modified: 2016-04-21  

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