Effect of Ethereal Oxygens on the Biological Activities of Ladder-Shaped Polyethers

2013 Fiscal Year Final Research Report

• Project/Area Number: 23710274
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemical biology
• Research Institution: Kyushu University
• Principal Investigator: TORIKAI Kohei 九州大学, 理学(系)研究科(研究院), 助教 (20456990)
• Project Period (FY): 2011 – 2013
• Keywords: バイオプローブ / 梯子状ポリエーテル / 海産毒 / 活性発現機構

Research Abstract

Ladder-shaped polyethers are mainly marine toxins produced by dinoflagellates. The objective of this research was to clarify how the ladder-shaped polyethers work in our bodies to exert their toxicity.
In the synthetic studies of natural products, basic parts (building blocks) are first synthesized and a target molecule will be built up using these parts. However, in this research, we faced difficulties in synthesizing a large quantity of parts by traditional methods. Therefore, novel recipe was established to supply enough building blocks successfully. This result will drastically accelerate the building-up works, being challenged all over the world.

Research Products

• [Journal Article] Synthesis and Biological Activity of the C'D'E'F' Ring System of Maitotoxin (2014)
  • Author(s): Kunitake, M.; Oshima, T.; Konoki, K.; Ebine, M.; Torikai, K.; Murata, M.; Oishi, T.
  • Journal Title: J. Org. Chem. Volume: (in press)
  • DOI: 10.1021/jo5005235
  • Peer Reviewed
• [Journal Article] A Facile and Practical Synthesis of Nicolaou's Key Intermediates, 2-Methyl-and 2,6-Dimethyl-Tetrahydropyrans, toward the Total Synthesis of Ladder-Shaped Polyethers (2013)
  • Author(s): Nakashima, T.; Baba, T.; Onoue, H.; Yamashita, W.; Torikai, K.
  • Journal Title: Synthesis Volume: 45 Pages: 2417-2425
  • DOI: 10.1055/s-0033-1338503
  • Peer Reviewed
• [Presentation] 梯子状ポリエーテル類の合成に有用なテトラヒドロピラン誘導体の実用的合成 (2013)
  • Author(s): 鳥飼浩平・中嶋勇晴・馬場萌未・尾上久晃・山下航
  • Organizer: 統合物質創製化学推進事業第4回若手研究会
  • Place of Presentation: 名古屋
  • Year and Date: 2013-06-28
• [Presentation] Design and Synthesis of Artificial Compounds; A Natural Product-Driven Research (2013)
  • Author(s): Kohei Torikai
  • Organizer: Special Seminar in Pharmaceutical Sciences, Walailak University -Marine Natural Product Research in a Stream from Organic Chemistry to Chemical Biology-
  • Place of Presentation: Nakhon Si Thammarat, Thailand
  • Year and Date: 2013-02-28
  • Invited
• [Presentation] 梯子状ポリエーテル類の全合成に有用なテトラヒドロピラン誘導体の効率的合成 (2012)
  • Author(s): 鳥飼浩平・馬場萌未・中嶋勇晴・山下航・尾上久晃・大石徹
  • Organizer: 第3回統合物質シンポジウム「新エネルギーと物質創製」
  • Place of Presentation: 福岡
  • Year and Date: 2012-06-01
• [Remarks] アウトリーチ活動(高等学校及び企業向け講演会):Kohei Torikai, Seminar in OP Biofactory, "Role of Synthetic Organic Chemistry in the Research of Natural Products and Drug Discovery" 15th October, 2013, OP Biofactory, Co. Ltd., Uruma, Okinawa.
• [Remarks] アウトリーチ活動(高等学校及び企業向け講演会):鳥飼浩平,大分東明高等学校講演会,第一部「理系進学からこれまで」,第二部「海洋天然毒を最新有機化学で攻略」,2012年6月20日,大分.
• [Remarks] ホームページ
  • URL: http://hyoka.ofc.kyushu-u.ac.jp/search/faculty2_j.cgi?ID=K003874