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2011 Fiscal Year Final Research Report

Synthesis of cyclodepsipeptide using organic catalysts

Research Project

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Project/Area Number 22790006
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionChiba University

Principal Investigator

HAMAJIMA Akinari  千葉大学, 大学院・薬学研究院, 助教 (90456591)

Project Period (FY) 2010 – 2011
Keywords環状デプシペプチド / 有機合成 / 有機触媒 / 不斉合成
Research Abstract

We have been working on the synthesis of functionalized amino acids and naturally occurring cyclodepsipeptides. As part of this research, we would develop an organocatalytic enantioselective synthesis of unusual amino acids. Homophimin A and lydiamycin A were selected as target compouds for this purpose. We have synthesized all constituents of homophimie A and the cyclic part of homophimine A. In the synthesis of lydiamycin A, piperazic acid was stereoselectively synthesized with proline catalyzed hydrazination. We have achieved the synthesis of the proposed structure of lydiamycin A.

  • Research Products

    (11 results)

All 2012 2011 2010 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results) Presentation (7 results) Remarks (1 results)

  • [Journal Article] Asymmetric Synthesis of Highly Functionalized γ-Lactams through an Organocatalytic Aza-Michael-Michael Reaction Cascade Using Fumaric Acid Amide Ester as Multi-Reactive Substrates2012

    • Author(s)
      Takuya Yokosaka, Akinari Hamajima, Tetsuhiro Nemoto, Yasumasa Hamada
    • Journal Title

      Tetrahedron. Letters

      Volume: 53 Pages: 1245-1248

    • Peer Reviewed
  • [Journal Article] Asymmetric Aziridination of Cyclic Enones Using Chiral Diamine Catalysts and Its Application to the Total Synthesis of (_)-Agelastatin A2011

    • Author(s)
      Yasuhiro Menjo, Akinari Hamajima, Neri Sasaki, Yasumasa Hamada
    • Journal Title

      Organic. Letters

      Volume: 13 Pages: 5744-5747

    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of 2-Substituted Dihydrobenzofurans and 3-Hydroxydihydrobenzopyrans through the Enantioselective Epoxidation of O-Silyl-Protected ortho-Allylphenols2011

    • Author(s)
      Hang Jiang, Takaya Sugiyama, Akinari Hamajima, Yasumasa Hamada
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 353 Pages: 155-162

    • Peer Reviewed
  • [Presentation] 海洋産環状デプシペプチドHomophymine Aの全合成研究2012

    • Author(s)
      大高遵平, 濱嶋祥就, 濱田康正
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      北海道大学(北海道)
    • Year and Date
      2012-03-31
  • [Presentation] リディアマイシンAの合成研究2012

    • Author(s)
      郷原大, 濱嶋祥就, 濱田康正
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      北海道大学(北海道)
    • Year and Date
      2012-03-31
  • [Presentation] 有機触媒を用いた不斉アジリジン化を鍵反応とする(-)-Agelastatin Aの全合成2011

    • Author(s)
      校條康宏, 濱嶋祥就, 濱田康正
    • Organizer
      第100回有機合成シンポジウム
    • Place of Presentation
      早稲田大学国際会議場(東京都)
    • Year and Date
      2011-11-10
  • [Presentation] 有機触媒を用いた不斉アジリジン化を鍵反応とする(-)-Agelastatin Aの全合成2011

    • Author(s)
      校條康宏, 濱嶋祥就, 濱田康正
    • Organizer
      第37回反応と合成の進歩シンポジウム
    • Place of Presentation
      徳島県郷土文化会館(徳島県)
    • Year and Date
      2011-11-07
  • [Presentation] 抗腫瘍・抗HIV活性環状デプシペプチド2011

    • Author(s)
      大高遵平, 濱嶋祥就, 濱田康正
    • Organizer
      Homophymine Aの全合成研究第55回日本薬学会関東支部大会
    • Place of Presentation
      東邦大学(千葉県)
    • Year and Date
      2011-10-08
  • [Presentation] Synthetic Studies onPapuamide A2010

    • Author(s)
      Akinari Hamajima, Eriko Ushio, Yasumasa Hamada
    • Organizer
      5th International Peptide Symposium
    • Place of Presentation
      Kyoto
    • Year and Date
      2010-12-08
  • [Presentation] Synthetic Study on Homophymine A, a potent anti-HIV cyclodepsipeptide2010

    • Author(s)
      Junpei Ohtaka, Akinari Hamajima, Yasumasa Hamada
    • Organizer
      5th International Peptide Symposium
    • Place of Presentation
      Kyoto
    • Year and Date
      2010-12-08
  • [Remarks]

    • URL

      http://www.p.chiba-u.ac.jp/lab/yakka/index.html

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Published: 2013-07-31   Modified: 2014-09-09  

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