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Development of rapid methylation reaction using polymer supported palladium complex

Research Project

Project/Area Number 22790121
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Drug development chemistry
Research InstitutionThe Institute of Physical and Chemical Research

Principal Investigator

IJUIN Ryosuke  独立行政法人理化学研究所, 分子イメージング創薬化学研究チーム, 研究員 (40442925)

Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2012: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2011: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2010: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
KeywordsPET / 高速化学反応 / クロスカップリング / 陽電子画像診断法 / 固相反応
Research Abstract

It is important issue to ensure the safety of PET probes because which is finally give to human clinical study. Carbon-carbon bonding formation is widely used to synthesize PET probes because C-C bond is stable than C-N, C-O or C-S bond in vivo system. Though, in many cases, an organometallic complex is required to form the C-C bond. In order to prevent contamination of the metal complex to the final product for clinical use, solid phase reaction using solid supported palladium complex have examined.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (24 results)

All 2012 2011

All Journal Article (3 results) (of which Peer Reviewed: 3 results) Presentation (17 results) Patent(Industrial Property Rights) (4 results)

  • [Journal Article] Synthesis of [^<11>C]Dehydropravastatin, a PET Probe Potentially Useful for Studying OATP1B1 and MRP2 Transporters in the Liver2012

    • Author(s)
      Ryosuke Ijuin, Tadayuki Takashima, Yasuyoshi Watanabe, Yuichi Sugiyama and Masaaki Suzuki
    • Journal Title

      Bioorg. Med. Chem.

      Volume: 20 Issue: 12 Pages: 3703-3709

    • DOI

      10.1016/j.bmc.2012.04.051

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Positron emission tomography (PET) imaging-based evaluation of hepatobiliary transport in humans using 15R-[^<11>C]TIC-Me2012

    • Author(s)
      Tadayuki Takashima, Satoshi Kitamura, Yasuhiro Wada, Masaaki Tanaka, Yoshihito Shigihara, Hideki Ishii, Ryosuke Ijuin, Susumu Shiomi, Takahiro Nakae, Yumiko Watanabe, Yilong Cui, Hisashi Doi, Masaaki Suzuki, Kazuya Maeda, Hiroyuki Kusuhara, Yuichi Sugiyama and Yasuyoshi Watanabe
    • Journal Title

      J. Nucl. Med.

      Volume: 53 Issue: 5 Pages: 741-748

    • DOI

      10.2967/jnumed.111.098681

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Positron emission tomography (PET) imaging-based evaluation of hepatobiliary transport in humans using 15R-[^<11>C]TIC-Me2012

    • Author(s)
      T.Takashima, S.Kitamura, Y.Wada, M.Tanaka, Y.Shigihara, H.Ishii, R.Ijuin, S.Shiomi, T.Nakae, Y.Watanabe, Y.Cui, H.Doi, M.Suzuki, K.Maeda, H.Kusuhara, Y.Sugiyama, Y.Watanabe
    • Journal Title

      Journal of Nuclear Medicine

      Volume: (in press)

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Presentation] [^<11>C]Dehydropravastatinの合成-肝トランスポーク機能評価のためのPETプローブ開発に向けて2012

    • Author(s)
      伊集院良祐, 高島忠之、渡辺恭良、杉山雄一、鈴木正昭
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      北海道大学(北海道)
    • Year and Date
      2012-03-30
    • Related Report
      2011 Annual Research Report
  • [Presentation] PET を活用した[^<11>C]dehydropravastatin のトランスポーターを介した肝胆系輸送の定量的評価2012

    • Author(s)
      Tadayuki Takashima, Ryosuke Ijuin, Yumiko Katayama, Takashi Okauchi, Yasuhiro Wada, Masaaki Suzuki, Kazuya Maeda, Hiroyuki Kusuhara, Yuichi Sugiyama and Yasuyoshi Watanabe
    • Organizer
      第27回日本薬物動態学会
    • Place of Presentation
      千葉
    • Related Report
      2012 Final Research Report
  • [Presentation] Pd^0-Mediated Rapid Coupling of Methyl Iodide with Excess Amounts of Benzyl- and Cinnamylboronates: Efficient Method for Incorporation of Positron-Emitting ^<11>C Radionuclide into Organic Frameworks by Coupling between sp^3-Hybridized Carbons2012

    • Author(s)
      Hiroko Koyama, Ryosuke Ijuin, Jeongwan Son, Siqin, Yuma Hatta, Masashi Ohta, Masahiro Wakao, Takamitsu Hosoya, Hisashi Doi, Masaaki Suzuki
    • Organizer
      The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      Kyoto
    • Related Report
      2012 Final Research Report
  • [Presentation] Analysis of OATP and MRP2 Function in Hepatobiliary Transport using Positron Emission Tomography with [^<11>C]Dehydropravastatin2012

    • Author(s)
      Tadayuki Takashima, Ryosuke Ijuin, Yumiko Katayama, Yasuhiro Wada, Takashi Okauchi, Masaaki Suzuki, Kazuya Maeda, Yuichi Sugiyama, Yasuyoshi Watanabe
    • Organizer
      11th International Symposium on the Synthesis and Applications of Isotopes and Isotopically Labelled Compounds
    • Place of Presentation
      Heidelberg
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis of [^<11>C]dehydropravastatin designed as a PET probe for in vivo study on the functions of OATP1B1 and MRP2 transporters in the liver2012

    • Author(s)
      Ryosuke Ijuin, Tadayuki Takashima, Yasuyoshi Watanabe, Yuichi Sugiyama and Masaaki Suzuki
    • Organizer
      World Molecular Imaging Congress 2012
    • Place of Presentation
      Dublin
    • Related Report
      2012 Final Research Report
  • [Presentation] Noninvasive Analysis of Transporter-mediated Drug-Drug Interaction in Hepatobiliary Transport: PET Studies using [^<11>C]Dehydropravastatin and [^<11>C]Telmisartan2012

    • Author(s)
      Tadayuki Takashima, Ryosuke Ijuin, Yoshinobu Hashizume, Yumiko Katayama, Yasuhiro Wada, Masaaki Suzuki, Kazuya Maeda, Yuichi Sugiyama, Yasuyoshi Watanabe
    • Organizer
      World Molecular Imaging Congress 2012
    • Place of Presentation
      Dublin
    • Related Report
      2012 Final Research Report
  • [Presentation] Pd^0-Mediated Rapid Coupling of Methyl Iodide with Excess Amounts of Benzyl- or Cinnamylboronic Acid Esters (sp^3-sp^3 Type Coupling) for the Incorporation of Positron?Emitting ^<11>C Radionuclide into an Organic Framework2012

    • Author(s)
      Hiroko Koyama, Ryosuke Ijuin, Siqin, Yuma Hatta, Jeongwan Son, Masashi Ohta, Masahiro Wakao, Takamitsu Hosoya, Hisashi Doi and Masaaki Suzuki
    • Organizer
      World Molecular Imaging Congress 2012
    • Place of Presentation
      Dublin
    • Related Report
      2012 Final Research Report
  • [Presentation] 肝トランスポーター機能評価のための[^<11>C]dehydropravastatin PET プローブの合成2012

    • Author(s)
      伊集院良祐、高島忠之、渡辺恭良、杉山雄一、鈴木正昭
    • Organizer
      日本ケミカルバイオロジー学会 第7回年会
    • Place of Presentation
      京都
    • Related Report
      2012 Final Research Report
  • [Presentation] [^<11>C]Dehydropravastatin の合成-肝トランスポーター機能評価のためのPET プローブ開発に向けて2012

    • Author(s)
      伊集院良祐、高島忠之、渡辺恭良、杉山雄一、鈴木正昭
    • Organizer
      日本薬学会第132 年会
    • Place of Presentation
      札幌
    • Related Report
      2012 Final Research Report
  • [Presentation] PETを活用した[11C]dehydropravastatinのトランスポーターを介した肝胆系輸送の定量的評価2012

    • Author(s)
      Tadayuki Takashima, Ryosuke Ijuin, Yumiko Katayama, Takashi Okauchi, Yasuhiro Wada, Masaaki Suzuki, Kazuya Maeda, Hiroyuki Kusuhara, Yuichi Sugiyama and Yasuyoshi Watanabe
    • Organizer
      第27回日本薬物動態学会
    • Place of Presentation
      千葉
    • Related Report
      2012 Annual Research Report
  • [Presentation] Pd0-Mediated Rapid Coupling of Methyl Iodide with Excess Amounts of Benzyl- and Cinnamylboronates: Efficient Method for Incorporation of Positron-Emitting 11C Radionuclide into Organic Frameworks by Coupling between sp3-Hybridized Carbons2012

    • Author(s)
      Hiroko Koyama, Ryosuke Ijuin, Jeongwan Son, Siqin, Yuma Hatta, Masashi Ohta, Masahiro Wakao, Takamitsu Hosoya, Hisashi Doi, Masaaki Suzuki
    • Organizer
      The Twelfth International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      Kyoto/Japan
    • Related Report
      2012 Annual Research Report
  • [Presentation] Analysis of OATP and MRP2 Function in Hepatobiliary Transport using Positron Emission Tomography with [11C]Dehydropravastatin2012

    • Author(s)
      Tadayuki Takashima, Ryosuke Ijuin, Yumiko Katayama, Yasuhiro Wada, Takashi Okauchi, Masaaki Suzuki, Kazuya Maeda, Yuichi Sugiyama, Yasuyoshi Watanabe
    • Organizer
      11th International Symposium on the Synthesis and Applications of Isotopes and Isotopically Labelled Compounds
    • Place of Presentation
      Heidelberg/Germany
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis of [11C]dehydropravastatin designed as a PET probe for in vivo study on the functions of OATP1B1 and MRP2 transporters in the liver2012

    • Author(s)
      Ryosuke Ijuin, Tadayuki Takashima, Yasuyoshi Watanabe, Yuichi Sugiyama and Masaaki Suzuki
    • Organizer
      World Molecular Imaging Congress 2012
    • Place of Presentation
      Dublin/Ireland
    • Related Report
      2012 Annual Research Report
  • [Presentation] Noninvasive Analysis of Transporter-mediated Drug-Drug Interaction in Hepatobiliary Transport: PET Studies using [11C]Dehydropravastatin and [11C]Telmisartan2012

    • Author(s)
      Tadayuki Takashima, Ryosuke Ijuin, Yoshinobu Hashizume, Yumiko Katayama, Yasuhiro Wada, Masaaki Suzuki, Kazuya Maeda, Yuichi Sugiyama, Yasuyoshi Watanabe
    • Organizer
      World Molecular Imaging Congress 2012
    • Place of Presentation
      Dublin/Ireland
    • Related Report
      2012 Annual Research Report
  • [Presentation] Pd0–Mediated Rapid Coupling of Methyl Iodide with Excess Amounts of Benzyl- or Cinnamylboronic Acid Esters (sp3–sp3 Type Coupling) for the Incorporation of Positron–Emitting 11C Radionuclide into an Organic Framework2012

    • Author(s)
      Hiroko Koyama, Ryosuke Ijuin, Siqin, Yuma Hatta, Jeongwan Son, Masashi Ohta, Masahiro Wakao, Takamitsu Hosoya, Hisashi Doi and Masaaki Suzuki
    • Organizer
      World Molecular Imaging Congress 2012
    • Place of Presentation
      Dublin/Ireland
    • Related Report
      2012 Annual Research Report
  • [Presentation] 肝トランスポーター機能評価のための[11C]dehydropravastatin PETプローブの合成2012

    • Author(s)
      伊集院良祐、高島忠之、渡辺恭良、杉山雄一、鈴木正昭
    • Organizer
      日本ケミカルバイオロジー学会 第7回年会
    • Place of Presentation
      京都
    • Related Report
      2012 Annual Research Report
  • [Presentation] Evaluation of in vivo Hepatobiliary Transport Using Positron Emission Tomography (PET): Studies in Rats and Application to Microdosing Clinical Studies2011

    • Author(s)
      Tadayuki Takashima, Hiroko Nagata, Hideki Ishii, Ryosuke Ijuin, Takahiro Nakae, Masaaki Tanaka, Yoshihito Shigihara, Suzuka Ataka, Hisashi Doi, Yasuhiro Wada, Kazuya Maeda, Hiroyuki Kusuhara, Yuichi Sugiyama and Yasuyoshi Watanabe
    • Organizer
      9th International ISSX Meeting
    • Place of Presentation
      Istanbul
    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] 高速メチル化法(アルキル炭素上への短寿命放射性核種^<11>C の効果的導入法)2012

    • Inventor(s)
      鈴木正昭、伊集院良祐、土居久志、古山浩子
    • Industrial Property Rights Holder
      同上
    • Filing Date
      2012-07-18
    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] プラバスタチン類縁体、その前駆体、PET 用分子プローブ及びトランスポーター機能評価用プローブ2012

    • Inventor(s)
      鈴木正昭、伊集院良祐、高島忠之、渡辺恭良、杉山雄一、前田和哉
    • Industrial Property Rights Holder
      同上
    • Filing Date
      2012-05-01
    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] 高速メチル化法(アルキル炭素上への短寿命放射性核種11Cの効果的導入法)2012

    • Inventor(s)
      鈴木正昭、伊集院良祐、土居久志、古山浩子
    • Industrial Property Rights Holder
      鈴木正昭、伊集院良祐、土居久志、古山浩子
    • Industrial Property Rights Type
      特許
    • Filing Date
      2012-07-18
    • Related Report
      2012 Annual Research Report
  • [Patent(Industrial Property Rights)] プラバスタチン類縁体、その前駆体、PET用分子プローブ及びトランスポーター機能評価用プローブ2012

    • Inventor(s)
      鈴木正昭、伊集院良祐、高島忠之、渡辺恭良、杉山雄一、前田和哉
    • Industrial Property Rights Holder
      鈴木正昭、伊集院良祐、高島忠之、渡辺恭良、杉山雄一、前田和哉
    • Industrial Property Rights Type
      特許
    • Filing Date
      2012-05-01
    • Related Report
      2012 Annual Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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