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Synthesis of nioactive natural products having highly functionalizsd torsional structures

Research Project

Project/Area Number 22350045
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionWaseda University

Principal Investigator

HOSOKAWA Seijiro  早稲田大学, 理工学術院, 准教授 (10307712)

Co-Investigator(Renkei-kenkyūsha) TATSUTA Kuniaki  早稲田大学, 名誉教授・栄誉フェロー (40051627)
Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥18,070,000 (Direct Cost: ¥13,900,000、Indirect Cost: ¥4,170,000)
Fiscal Year 2012: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2011: ¥5,980,000 (Direct Cost: ¥4,600,000、Indirect Cost: ¥1,380,000)
Fiscal Year 2010: ¥7,800,000 (Direct Cost: ¥6,000,000、Indirect Cost: ¥1,800,000)
Keywords有機合成化学 / 生理活性 / 天然物 / 創薬 / 全合成 / 多環式骨格 / ねじれ構造 / 天然物合成 / 生理活性物質 / 自己触媒
Research Abstract

Synthetic studies on polycyclic and bioactive natural products having torsional and specific structures were performed. The first total syntheses of some natural products have been achieved, and the specific skeletons of other polyciclic natural products have been constructed. Additionally, new methodologies including the cyclization with thiolactones, the construction of a xanthone using chromonecarboxaldehyde and unsaturated malonate, and the short-step synthesis of reduced propionates have been developed.

Report

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

    (51 results)

All 2013 2012 2011 2010 Other

All Journal Article (12 results) (of which Peer Reviewed: 12 results) Presentation (37 results) (of which Invited: 4 results) Book (1 results) Remarks (1 results)

  • [Journal Article] Syn-selective Kobayashi aldol reaction using acetals2013

    • Author(s)
      Hiroyuki Tsukada, Yuki Mukaeda, and Seijiro Hosokawa
    • Journal Title

      Organic Letters

      Volume: 15(3) Issue: 3 Pages: 678-681

    • DOI

      10.1021/ol303519y

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Syn-selective Kobayashi aldol reaction using the E,E-vinylketene N,O-acetal2012

    • Author(s)
      Yuki Mukaeda, Takuya Kato, and Seijiro Hosokawa
    • Journal Title

      Organic Letters

      Volume: 14 (20) Issue: 20 Pages: 5298-5301

    • DOI

      10.1021/ol3024677

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis of hibarimicinone, a potent v-Src tyrosine kinase inhibitor2012

    • Author(s)
      Kuniaki Tatsuta, Tomohiro Fukuda, Tatsuya Ishimori, Rearu Yachi, Shinpei Yoshida, Hiroshi Hashimoto, and Seijiro Hosokawa
    • Journal Title

      Tetrahedron Letters

      Volume: 53 (4) Pages: 422-425

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] 達成!! ヒバリマイシノンの全合成2012

    • Author(s)
      竜田邦明、細川誠二郎
    • Journal Title

      月刊「化学」

      Volume: 67巻7号 Pages: 12-18

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] 達成!! ヒバリマイシノンの全合成2012

    • Author(s)
      竜田邦明
    • Journal Title

      月刊「化学」

      Volume: 67 Pages: 12-18

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis of hibarimicinone, a potent v-Src tyrosine kinase inhibitor2012

    • Author(s)
      K.Tatsuta, S.Hosokawa, et.al
    • Journal Title

      Tetrahedron Letters

      Volume: 53 Issue: 4 Pages: 422-425

    • DOI

      10.1016/j.tetlet.2011.11.062

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis and structural determination of K1115B1s (alnumycins)2011

    • Author(s)
      Kuniaki Tatsuta, Sonoko Tokishita, Tomohiro Fukuda, Takaaki Kano, Tadaaki Komiya, and Seijiro Hosokawa
    • Journal Title

      Tetrahedron Letters

      Volume: 52 (9) Pages: 983-986

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis and structural determination of K1115B1s (alnumycins)2011

    • Author(s)
      Kuniaki Tatsuta, Seijiro Hosokawa
    • Journal Title

      Tetrahedron Letters

      Volume: 52 Pages: 983-986

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis of lactonamycin, a hexacyclic antitumor antibiotic2010

    • Author(s)
      Kuniaki Tatsuta, Hiroaki Tanaka, Hitomi Tsukagoshi, Takafumi Kashima, and Seijiro Hosokawa
    • Journal Title

      Tetrahedron Letters

      Volume: 51 (42) Pages: 5546-5549

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis and structural determination of epi-cochlioquinone A2010

    • Author(s)
      Seijiro Hosokawa, Kaoru Matsushita, Shinpei Tokimatsu, Tatsuya Toriumi, Yasuaki Suzuki, and Kuniaki Tatsuta
    • Journal Title

      Tetrahedron Letters

      Volume: 51 (42) Pages: 5532-5536

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis and structural determination of epi-cochlioquinone A2010

    • Author(s)
      Seijiro Hosokawa, Kuniaki Tatsuta
    • Journal Title

      Tetrahedron Letters

      Volume: 51 Pages: 5532-5536

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The first total synthesis of lactonamycin, a hexacyclic antitumor antibiotic2010

    • Author(s)
      Kuniaki Tatsuta, Seijiro Hosokawa
    • Journal Title

      Tetrahedron Letters

      Volume: 51 Pages: 5546-5549

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] 抗癌作用を持つ蛍光物質ベンゾピレノマイシンの化学生物学研究2013

    • Author(s)
      稲本勝太、迎田裕貴、飯島佑衣、寺田泰比古、細川誠二郎
    • Organizer
      日本薬学会第133 年会
    • Place of Presentation
      横浜
    • Year and Date
      2013-03-29
    • Related Report
      2012 Final Research Report
  • [Presentation] v-Src チロシンキナーゼ阻害物質ヒバリマイシノンの全合成2013

    • Author(s)
      細川誠二郎(招待講演)
    • Organizer
      日本薬学会第133 年会
    • Place of Presentation
      横浜
    • Year and Date
      2013-03-28
    • Related Report
      2012 Final Research Report
  • [Presentation] 立体選択的還元によるポリプロピオネート鎖の効率的構築とその手法を用いた抗原虫活性物質septoriamycin A の全合成2013

    • Author(s)
      中村竜也・原地美緒・細川誠二郎
    • Organizer
      日本化学会第93 春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-23
    • Related Report
      2012 Final Research Report
  • [Presentation] 立体選択的還元によるポリプロピオネート鎖の効率的構築とその手法を用いた抗原虫活性物質septoriamycin Aの全合成2013

    • Author(s)
      中村竜也・原地美緒・細川誠二郎
    • Organizer
      日本化学会第93 春季年会
    • Place of Presentation
      草津
    • Year and Date
      2013-03-23
    • Related Report
      2012 Final Research Report
  • [Presentation] ポリケチド類の合成研究 : 効率的不斉合成を目指して2012

    • Author(s)
      細川誠二郎(招待講演)
    • Organizer
      第3回スクリプス合同バイオメディカルフォーラム
    • Place of Presentation
      ホテルルビノ京都堀川
    • Year and Date
      2012-11-17
    • Related Report
      2012 Final Research Report
  • [Presentation] 新型不斉素子を用いる遠隔不斉誘導反応2012

    • Author(s)
      佐川直也、迎田裕貴、細川誠二郎
    • Organizer
      第102回有機合成シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2012-11-09
    • Related Report
      2012 Final Research Report
  • [Presentation] 遠隔不斉誘導現象に基づく立体選択的アシル化法の開発2012

    • Author(s)
      高橋勇太・迎田裕貴・細川誠二郎
    • Organizer
      第2回化学フェスタ2012
    • Place of Presentation
      東京
    • Year and Date
      2012-10-16
    • Related Report
      2012 Final Research Report
  • [Presentation] 還元によるポリプロピオネート鎖の立体選択的構築2012

    • Author(s)
      中村竜也・原地美緒・細川誠二郎
    • Organizer
      第2回化学フェスタ2012
    • Place of Presentation
      東京
    • Year and Date
      2012-10-16
    • Related Report
      2012 Final Research Report
  • [Presentation] Syn選択的遠隔不斉アルドール反応の開発2012

    • Author(s)
      加藤卓也・迎田裕貴・細川誠二郎
    • Organizer
      第2回化学フェスタ2012
    • Place of Presentation
      東京
    • Year and Date
      2012-10-15
    • Related Report
      2012 Final Research Report
  • [Presentation] 遠隔不斉誘導反応の開発と天然物合成2012

    • Author(s)
      細川誠二郎(招待講演)
    • Organizer
      第11回化学系薬学若手研究者セミナー
    • Place of Presentation
      仙台
    • Year and Date
      2012-09-01
    • Related Report
      2012 Final Research Report
  • [Presentation] 遠隔不斉誘導反応と天然物合成2012

    • Author(s)
      細川誠二郎(招待講演)
    • Organizer
      有機合成化学ミニシンポジウム「天然に挑む、有機合成化学」
    • Place of Presentation
      東京
    • Year and Date
      2012-06-30
    • Related Report
      2012 Final Research Report
  • [Presentation] Total Synthesis of Natural Products Possessing the Substituted Quinone and Multiple Stereogenic Centeres2012

    • Author(s)
      Seijiro Hosokawa (Invited Lecture)
    • Organizer
      BIT's 3rd Annual International Conference of Medichem-2012
    • Place of Presentation
      Beiging
    • Year and Date
      2012-05-13
    • Related Report
      2012 Final Research Report
  • [Presentation] アセタールを用いたsyn選択的なビニロガス向山アルドール反応の開発2012

    • Author(s)
      塚田洋之・迎田裕貴・細川誠二郎
    • Organizer
      日本化学会第92 春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-28
    • Related Report
      2012 Final Research Report
  • [Presentation] 新型ビニロガス向山アルドール反応の開発研究2012

    • Author(s)
      迎田裕貴・佐川直也・細川誠二郎
    • Organizer
      日本化学会第92 春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-28
    • Related Report
      2012 Final Research Report
  • [Presentation] ポリケチド鎖の立体選択的構築法の開発2012

    • Author(s)
      加野孝明・中村竜也・迎田裕貴・細川誠二郎
    • Organizer
      日本化学会第92 春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-28
    • Related Report
      2012 Final Research Report
  • [Presentation] アルコール溶媒におけるNaBH(OAc)3による還元2012

    • Author(s)
      谷地礼有・細川誠二郎
    • Organizer
      日本化学会第92 春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-25
    • Related Report
      2012 Final Research Report
  • [Presentation] アルコール溶媒におけるNaBH(OAc)3による還元2012

    • Author(s)
      谷地礼有・細川誠二郎
    • Organizer
      日本化学会第92春季年会(2012)
    • Place of Presentation
      神奈川
    • Year and Date
      2012-03-25
    • Related Report
      2011 Annual Research Report
  • [Presentation] 多不斉多環式天然芳香族化合物の全合成研究2012

    • Author(s)
      細川誠二郎
    • Organizer
      第3回キラルサイエンス&テクノロジーシンポジウム
    • Place of Presentation
      早稲田大学)
    • Year and Date
      2012-02-14
    • Related Report
      2012 Final Research Report
  • [Presentation] 多不斉多環式天然芳香族化合物の全合成研究2012

    • Author(s)
      細川誠二郎
    • Organizer
      第3回キラルサイエンス&テクノロジー シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2012-02-14
    • Related Report
      2011 Annual Research Report
  • [Presentation] Syntheses of Substituted Quinones in Natural Product Synthesis2011

    • Author(s)
      Seijiro Hosokawa
    • Organizer
      The 6th Global COE International Symposium on "Practical Chemical Wisdom"
    • Place of Presentation
      Tokyo
    • Year and Date
      2011-12-10
    • Related Report
      2012 Final Research Report
  • [Presentation] Syntheses of Substituted Quinones in Natural Product Synthesis2011

    • Author(s)
      Seijiro Hosokawa
    • Organizer
      The 6th GCOE International Symposium on "Practical Chemical Wisdom"
    • Place of Presentation
      東京
    • Year and Date
      2011-12-10
    • Related Report
      2011 Annual Research Report
  • [Presentation] Studies in Development of syn-Selective Vinilogous Mukaiyama Aldol Reaction2011

    • Author(s)
      Yuki Mukaeda, Hiroyuki Tsukada, Takuya Kato, Seijiro Hosokawa
    • Organizer
      The 6th Global COE International Symposium on "Practical Chemical Wisdom"
    • Place of Presentation
      Tokyo
    • Year and Date
      2011-12-09
    • Related Report
      2012 Final Research Report
  • [Presentation] Benzopyrenomycin の全合成2011

    • Author(s)
      迎田裕貴・細川誠二郎
    • Organizer
      第46回天然物談話会
    • Place of Presentation
      熱海
    • Year and Date
      2011-07-08
    • Related Report
      2012 Final Research Report
  • [Presentation] Benzopyrenomycinの全合成2011

    • Author(s)
      迎田裕貴・細川誠二郎
    • Organizer
      第46回天然物化学談話会
    • Place of Presentation
      静岡
    • Year and Date
      2011-07-07
    • Related Report
      2011 Annual Research Report
  • [Presentation] ACAT阻害物質エピコクリオキノンAの全合成2011

    • Author(s)
      細川誠二郎
    • Organizer
      第2回キラルシンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2011-03-02
    • Related Report
      2010 Annual Research Report
  • [Presentation] Total synthesis and structural determination of medicinally useful natural products2010

    • Author(s)
      Kuniaki Tatsuta & Seijiro Hosokawa (Presenter : Seijiro Hosokawa, Invited lecture)
    • Organizer
      The Inthernational Chemical Congress of Pacific Basin Societies (PacifiChem 2010)
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      2010-12-19
    • Related Report
      2012 Final Research Report
  • [Presentation] ACAT阻害物質epi-cochlioquinone Aの全合成2010

    • Author(s)
      細川誠二郎、松下薫、鳥海達也、鈴木康公、竜田邦明
    • Organizer
      第98回有機合成シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2010-11-06
    • Related Report
      2010 Annual Research Report
  • [Presentation] 天然物の全合成 : 合成戦略から新反応へ2010

    • Author(s)
      細川誠二郎(招待講演)
    • Organizer
      2010 年度基盤科学セミナー(第3回天然物セミナー)
    • Place of Presentation
      横浜
    • Year and Date
      2010-09-09
    • Related Report
      2012 Final Research Report
  • [Presentation] v-Srcチロシンキナーゼ阻害物質ヒバリマイシノンの全合成

    • Author(s)
      細川誠二郎
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] 遠隔不斉誘導反応の開発と天然物合成

    • Author(s)
      細川誠二郎
    • Organizer
      第11回化学系薬学若手研究者セミナー
    • Place of Presentation
      仙台
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Syn選択的遠隔不斉アルドール反応の開発

    • Author(s)
      加藤卓也
    • Organizer
      第2回CSJ化学フェスタ2012
    • Place of Presentation
      東京
    • Related Report
      2012 Annual Research Report
  • [Presentation] 新型不斉素子を用いる遠隔不斉誘導反応

    • Author(s)
      佐川直也
    • Organizer
      第102回有機合成シンポジウム
    • Place of Presentation
      東京
    • Related Report
      2012 Annual Research Report
  • [Presentation] 立体選択的還元によるポリプロピオネート鎖の効率的構築とその手法を用いた抗原虫活性物質septoriamycin A の全合成

    • Author(s)
      中村竜也
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      草津
    • Related Report
      2012 Annual Research Report
  • [Presentation] 遠隔不斉誘導反応と天然物合成

    • Author(s)
      細川 誠二郎
    • Organizer
      有機合成化学ミニシンポジウム「天然に挑む、有機合成化学」
    • Place of Presentation
      東京
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Total Synthesis of Natural Products Possessing the Substituted Quinone and Multiple Stereogenic Centeres

    • Author(s)
      Seijiro Hosokawa
    • Organizer
      BIT's 3rd Annual International Conference of Medichem-2012
    • Place of Presentation
      北京
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] 還元によるポリプロピオネート鎖の立体選択的構築

    • Author(s)
      中村竜也
    • Organizer
      第2回CSJ化学フェスタ2012
    • Place of Presentation
      東京
    • Related Report
      2012 Annual Research Report
  • [Presentation] 遠隔不斉誘導現象に基づく立体選択的アシル化法の開発

    • Author(s)
      高橋勇太
    • Organizer
      第2回CSJ化学フェスタ2012
    • Place of Presentation
      東京
    • Related Report
      2012 Annual Research Report
  • [Book] 天然物合成で活躍した反応 有機合成化学協会編2011

    • Author(s)
      竜田邦明、細川誠二郎
    • Publisher
      化学同人
    • Related Report
      2012 Final Research Report
  • [Remarks]

    • URL

      http://www.waseda.jp/sem-hosokawalab/

    • Related Report
      2012 Final Research Report

URL: 

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

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