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Synthetic Studies of Cyclic Depsipeptide, Grassypeptolides from Marine Cyanobacteria

Research Project

Project/Area Number 24550064
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionNigata University of Phermacy and Applied Life Sciences

Principal Investigator

NAKAMURA Yutaka  新潟薬科大学, 応用生命科学部, 教授 (20267652)

Research Collaborator MIYAKOSHI Asami  
AKATSUKA Kota  
KOBAYASHI Kazuya  
SAITO Tatsuki  
ISHIDA Kyoka  
Project Period (FY) 2012-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2014: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2013: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2012: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Keywords合成有機化学 / 天然物化学 / 天然物合成 / フェイズタグ法 / 迅速合成
Outline of Final Research Achievements

Grassypeptolides are cytotoxic cyclic depsipeptides isolated from marine cyanobacteria. A synthesis of a southern tetrapeptide fragment towards the total synthesis of grassypeptolides has been achieved using a new hydrophobic thiol protecting group, 4,4'-bis(dococyloxy)trityl group (HTrt). The synthetic HTrt protected intermediates were easily isolated by precipitation with polar solvent such as acetonitrile. The target tetrapeptide was obtained in 63 % overall yield and high purity from Fmoc-Cys(HTr)-OAll (6 steps) without column chromatographic purification.

Report

(5 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (6 results)

All 2015 2014 Other

All Presentation (2 results) (of which Invited: 1 results) Remarks (4 results)

  • [Presentation] 植物由来機能性物質の全合成研究2015

    • Author(s)
      中村 豊
    • Organizer
      有機合成化学協会関東支部ミニシンポジウム湘南2015
    • Place of Presentation
      東海大学湘南キャンパス
    • Year and Date
      2015-06-27
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] 疎水性タグ法を用いるGrassypeptolide類の合成研究2014

    • Author(s)
      中村 豊、斎藤立樹、石田京夏、風間瑞月、小島 勝
    • Organizer
      第68回有機合成化学協会関東支部シンポジウム(新潟シンポジウム)
    • Place of Presentation
      新潟大学五十嵐キャンパス
    • Year and Date
      2014-11-29 – 2014-11-30
    • Related Report
      2014 Research-status Report
  • [Remarks] 新潟薬科大学応用生命科学部環境有機化学研究室

    • URL

      http://www12.plala.or.jp/environ_org_chem/index.html

    • Related Report
      2015 Annual Research Report
  • [Remarks] 新潟薬科大学応用生命科学部環境有機化学研究室ホームページ

    • URL

      http://www12.plala.or.jp/environ_org_chem/index.html

    • Related Report
      2014 Research-status Report
  • [Remarks] 外部資金獲得

    • URL

      http://www12.plala.or.jp/environ_org_chem/styled-3/styled-4/page16.html

    • Related Report
      2013 Research-status Report
  • [Remarks] 外部資金獲得

    • URL

      http://www12.plala.or.jp/environ_org_chem/styled-3/styled-4/page16.html

    • Related Report
      2012 Research-status Report

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Published: 2013-05-31   Modified: 2019-07-29  

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