Synthetic Studies on Tryprostatins for the Development of Versatile Analogs

• Project/Area Number: 21790009
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Chemical pharmacy
• Research Institution: The University of Tokyo
• Principal Investigator: SHIMOKAWA Jun The University of Tokyo, 大学院・薬学系研究科, 助教 (60431889)
• Project Period (FY): 2009 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000); Fiscal Year 2010: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2009: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
• Keywords: 合成化学 / 生理活性物質の全合成 / ラジカル反応 / トリプロスタチン / 天然物全合成 / 天然物合成

Research Abstract

Establishment of the reliable conditions for the radical-mediated indole construction has made it possible to achieve the highly efficient synthesis of tryprostatins A and B. Lowering the reaction temperature by means of V-70, a radical initiator, suppressed the radical rearrangement to give the desired indoles as the major products.

Research Products

• [Journal Article] Total Synthesis of Tryprostatins A and B (2010)
  • Author(s): Takayuki Yamakawa, Eiji Ideue, Jun Shimokawa, Tohru Fukuyama
  • Journal Title: Angew.Chem.Int.Ed. 49 Pages: 9262-9265
  • Peer Reviewed
• [Journal Article] Total Synthesis of Tryprostatin A and B (2010)
  • Author(s): 山川貴之、井手上英司、下川淳、福山透
  • Journal Title: Angewandte Chemie International Edition Volume: 49 Pages: 9262-9265
  • Peer Reviewed
• [Journal Article] Total Synthesis of Tryprostatins A and B
  • Author(s): Takayuki Yamakawa, Eiji Ideue, Yuzo Iwaki, Ayumu Sato, Hidetoshi Tokuyama, Jun Shimokawa, Tohru Fukuyama
  • Journal Title: Tetrahedron 印刷中
  • Peer Reviewed
• [Presentation] ゲルセモキソニンの合成研究 (2010)
  • Author(s): 下川淳
  • Organizer: 若手研究者のための有機化学静岡セミナー
  • Place of Presentation: 静岡県立大学
  • Year and Date: 2010-01-29
• [Presentation] Synthetic Studies on (-)-Gelsemoxonine (2010)
  • Author(s): 下川淳
  • Organizer: The 21st French-Japanese Symposium on Medicinal and Fine Chemistry
  • Place of Presentation: 京都
• [Presentation] Synthetic Studies on Gelsemoxonine (2010)
  • Author(s): 下川淳
  • Organizer: Pacifichem2010
  • Place of Presentation: Honolulu、米国
• [Presentation] Synthetic Studies on (-)-Gelsemoxonine (2010)
  • Author(s): 下川淳
  • Organizer: The 21^<st> French-Japanese Symposium on Medicinal and Fine Chemistry
  • Place of Presentation: 京都
• [Presentation] Synthetic Studies on Gelsemoxonine (2010)
  • Author(s): 下川淳
  • Organizer: Pacifichem2010
  • Place of Presentation: Honolulu(米国)
• [Presentation] Synthetic Studies on (-)-Gelsemoxonine (2009)
  • Author(s): 下川淳
  • Organizer: ICCEOCA-4
  • Place of Presentation: タイ国バンコク
  • Year and Date: 2009-11-29
• [Presentation] Synthetic Studies on(-)-Gelsemoxonine (2009)
  • Author(s): 下川淳
  • Organizer: ICCEOCA-4
  • Place of Presentation: タイ国 バンコク
  • Year and Date: 2009-11-29
• [Presentation] スルホニル基の特性を活用した新規ジアゾ酢酸エステル及びオキシム合成法の開発 (2009)
  • Author(s): 下川淳
  • Organizer: 第28回メディシナルケミストリーシンポジウム
  • Place of Presentation: 東京大学安田講堂
  • Year and Date: 2009-11-25
• [Presentation] Development of Convenient Reagents for Facile Syntheses of Diazoacetates and Oximes (2009)
  • Author(s): 下川淳
  • Organizer: IKCOC-11
  • Place of Presentation: リーガロイヤルホテル京都
  • Year and Date: 2009-11-09
• [Remarks] ホームページ等
  • URL: http://www.f.u-tokyo.ac.jp/~fukuyama/index-j.htm
• [Remarks]
  • URL: http://www.f.u-tokyo.ac.jp/~fukuyama/index-j.htm
• [Remarks]
  • URL: http://www.f.u-tokyo.ac.jp/~fukuyama/index-j.htm