• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Synthesis and application of asterolaurins having anti-cancer activity

Research Project

Project/Area Number 23790018
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionTohoku Pharmaceutical University

Principal Investigator

WATANABE Kazuhiro  東北薬科大学, 薬学部, 講師 (10382673)

Project Period (FY) 2011-04-28 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2011: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords抗がん活性物質 / 抗HIV活性物質 / アステロラウリン類 / キセニカン骨格 / 環拡大反応 / アステロラウリン / トシル化 / ワンポット環化 / コンホマー / 抗がん活性 / 全合成 / 生物活性相関研究
Outline of Final Research Achievements

Synthesis of the xenialactol-methylacetal core and the unsaturated fatty acid side chain of 9-deoxyxenialactol C (asterolaurins analogue) were achieved. The synthetic method involved the following key step: i) [1,3]-sigmatropic rearrangement, ii) isomerization of nitrile and iii) acid-induced domino deprotection/lactol cyclization/methylacetalization in one step.

Report

(5 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • 2011 Research-status Report
  • Research Products

    (21 results)

All 2014 2013 2012 2011 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results) Presentation (10 results) (of which Invited: 1 results) Book (1 results) Remarks (7 results)

  • [Journal Article] Deprotection of 3, 4-Dimethoxybenzyl(^<3, 4> DMB) Group onγ-Lactam Nitrogen Using Phenyliodine(III) Bis(trifluoroacetate)(PIFA): Application to Isoindolinone C ompounds2012

    • Author(s)
      Kazuhiro Watanabe, Hiroaki Shibata, Y. Imai, Tadashi Katoh
    • Journal Title

      Heterocycles

      Volume: 84巻 Issue: 2 Pages: 1355-1361

    • DOI

      10.3987/com-11-s(p)77

    • Related Report
      2012 Research-status Report 2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Enantioselective Total Synthesis of(+)-Stachyflin : A Potential Anti-Influenza A Virus Agent Isolated from a Microorganism2011

    • Author(s)
      Ohgi Takahashi, Kazuhiro Watanabe, Tadashi Katoh
    • Journal Title

      Eur. J. Org. Chem.

      Volume: 2011 Issue: 16 Pages: 2948-2957

    • DOI

      10.1002/ejoc.201100173

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Effective Chemoselective Deprotection of 3, 4-Dimethoxybenzyl(^<3, 4> DMB) Ethers in the Presence of Benzyl and p-Methoxybenzyl(PMB) Ethers by Phenyliodine(III) bis(trifluoroacetate)(PIFA)2011

    • Author(s)
      Kazuhiro Watanabe, Tadashi Katoh
    • Journal Title

      Tetrahedron Lett.

      Volume: 52巻 Issue: 41 Pages: 5395-5397

    • DOI

      10.1016/j.tetlet.2011.08.049

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] 抗がん活性天然物マンデラリドAの全合成に向けて: Ag(I) 触媒による cis-2,5-DHF および 3,6-DHP の合成2014

    • Author(s)
      渡邉一弘
    • Organizer
      第13回化学系若手研究者セミナー(日本薬学会東北支部主催)
    • Place of Presentation
      東北薬科大学(宮城県仙台市)
    • Year and Date
      2014-06-09
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Ag(I)-Catalyzed Cyclization of Propargylic Benzoates to Access Polysubstituted THP Rings2014

    • Author(s)
      Kazuhiro Watanabe, Nagarathanam Veerasamy, Rich G. Cartera
    • Organizer
      247th ACS National Meeting & Exposition
    • Place of Presentation
      Dallas, TX, USA
    • Related Report
      2013 Research-status Report
  • [Presentation] Synthetic Studies Toward C15-C24 Northern Half of Mandelalide A2014

    • Author(s)
      Nagarathanam Veerasamy, Kazuhiro Watanabe, Rich G. Cartera
    • Organizer
      247th ACS National Meeting & Exposition
    • Place of Presentation
      Dallas, TX, USA
    • Related Report
      2013 Research-status Report
  • [Presentation] Synthesis of Dihydropyran Derivatives Using Ag(I)-Catalyzed Cyclization: Model Study Towards Southern Half of Mandelalide A2013

    • Author(s)
      Kazuhiro Watanabe, Rich G. Carter
    • Organizer
      68th ACS Northwest Regional Meeting (NORM13)
    • Place of Presentation
      Corvallis, OR, USA
    • Related Report
      2013 Research-status Report
  • [Presentation] 抗インフルエンザウィルス活性を有するストロンギリン A の全合成2013

    • Author(s)
      神島 尭明、渡邉 一弘、加藤 正
    • Organizer
      日本薬学会 第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] p21rasファルネシルトランスフェラーゼ阻害物質 TAN-1813 の合成研究2012

    • Author(s)
      渡邉一弘、千田一慶、佐藤静香、 成田紘一、加藤 正
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Related Report
      2011 Research-status Report
  • [Presentation] スピルコスタチン C および D の合成と活性評価2012

    • Author(s)
      成田紘一、福井友理恵、佐藤静香、 渡邉一弘、加藤 正
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Related Report
      2011 Research-status Report
  • [Presentation] HDAC 阻害剤ブルックホルダックAの全合成2012

    • Author(s)
      福井友理恵、成田紘一、佐藤静香、 渡邉一弘、加藤 正
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Related Report
      2011 Research-status Report
  • [Presentation] Total Synthesis of the Bicyclic Depsipeptide HDAC Inhibitors Spiruchostatins A, B and FK228 (FR901228)2011

    • Author(s)
      Koichi Narita, Kazuhiro Watanabe, Takao Yamoria, Minoru Yoshidab, Tadashi Katoh
    • Organizer
      Italian-Japanese International Seminar for Neuroscience
    • Place of Presentation
      Sendai, Japan
    • Related Report
      2011 Research-status Report
  • [Presentation] Total Synthesis of the Bicyclic Depsipeptide HDAC Inhibitors Spiruchostatins A, B and FK228 (FR901228)2011

    • Author(s)
      Koichi Narita, Kazuhiro Watanabe, Takao Yamori, Minoru Yoshida, Tadashi Katoh
    • Organizer
      AIMECS 11
    • Place of Presentation
      Tokyo, Japan
    • Related Report
      2011 Research-status Report
  • [Book] 基礎有機化学問題集2013

    • Author(s)
      廣田 耕作、西出 喜代治、片岡 貞、渡邉一弘、他
    • Total Pages
      24
    • Publisher
      廣川書店
    • Related Report
      2012 Research-status Report
  • [Remarks] 東北薬科大学 医薬合成化学教室

    • URL

      http://www.tohoku-pharm.ac.jp/new/index.cgi?eid=109

    • Related Report
      2014 Annual Research Report
  • [Remarks] 東北薬科大学 医薬合成化学教室 ホームページ

    • URL

      http://www.tohoku-pharm.ac.jp/laboratory/iyakugo/index.html

    • Related Report
      2014 Annual Research Report
  • [Remarks] オレゴン州立大学 Rich G. Carter 研究室ホームページ

    • URL

      http://oregonstate.edu/dept/chemistry/carter/

    • Related Report
      2013 Research-status Report
  • [Remarks] 東北薬科大学 医薬合成化学研究室ホームページ

    • URL

      http://www.tohoku-pharm.ac.jp/laboratory/iyakugo/index.html

    • Related Report
      2013 Research-status Report
  • [Remarks] 東北薬科大学 医薬合成化学教室 ホームページ

    • URL

      http://www.tohoku-pharm.ac.jp/laboratory/iyakugo/index.html

    • Related Report
      2012 Research-status Report
  • [Remarks] オレゴン州立大学 Rich G. Carter 研究室

    • URL

      http://chemistry.oregonstate.edu/carter.html

    • Related Report
      2012 Research-status Report
  • [Remarks] 東北薬科大学 医薬合成化学教室

    • URL

      http://www.tohoku-pharm.ac.jp/laboratory/iyakugo/index.html

    • Related Report
      2011 Research-status Report

URL: 

Published: 2011-08-05   Modified: 2019-07-29  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi