Studies on the biological activity of furan fatty acids

• Project/Area Number: 19780162
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Fisheries chemistry
• Research Institution: University of Shizuoka
• Principal Investigator: WAKIMOTO Toshiyuki University of Shizuoka, 薬学部, 講師 (70363900)
• Project Period (FY): 2007 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥3,800,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥600,000); Fiscal Year 2009: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2008: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2007: ¥1,200,000 (Direct Cost: ¥1,200,000)
• Keywords: フラン脂肪酸 / ミドリイガイ / 抗炎症活性

Research Abstract

Furan fatty acid is known as naturally occurring in various organisms but rare fatty acid. The elucidation of biological activity of furan fatty acid has been limited to antioxidant activity in vitro due to paucity of this fatty acid. In this study, isolation and semi-synthesis of this fatty acid were established, which enable us to disclose more potent anti-inflammatory activity of furan fatty acid than that of EPA.

Research Products

• [Journal Article] Modified Julia-Kocienski reaction promoted by means of m-NPT (Nitrophenyltetrazole) sulfone. (2010)
  • Author(s): Y. Sakai, K. Ikeuchi, Y. Yamada, T. Wakimoto, T. Kan
  • Journal Title: Synlett 20 Pages: 827-829
• [Journal Article] Binding affinity of tea catechins for human serum albumin: characterization by high-performance affinity chromatography with immobilized albmin column. (2010)
  • Author(s): T. Ishii, K. Minoda, M. -J. Bae, T. Mori, Y. Uekusa, T. Ichikawa, Y. Aihara, T. Furuta, T. Wakimoto, T. Kan, T. Nakayama
  • Journal Title: Mol. Nutr. Food Res. 54 Pages: 1-7
• [Journal Article] Modified Julia-Kocienski Reaction promoted by means of m-NPT (Nitrop henyltetrazole) sulfone. (2010)
  • Author(s): Y.Sakia, K.Ikeuchi, Y.Yamada, T.Wakimaoto, T.Kan
  • Journal Title: Synlett Pages: 827-829
  • Peer Reviewed
• [Journal Article] Solid support synthesis of artificial phospholipids. (2009)
  • Author(s): T. Furuta, H. Onuki, M. Mochizuki, M. Ito, M. Inai, T. Wakimoto, T. Kan
  • Journal Title: Synlett Pages: 3373-3377
• [Journal Article] Structure-activity relationship study onα1 adrenergic receptor antagonists from beer. (2009)
  • Author(s): T. Wakimoto, M. Nitta, T. Chiba, Y. Yiping, K. Tsuji, T. Kan, H. Nukaya, M. Ishiguro, M. Koike, Y. Yokoo, Y. Suwa
  • Journal Title: Bioorg. Med. Chem. Lett. 19 Pages: 5905-5908
• [Journal Article] Quantitation of chafuroside A and B in tea leaves and isolation of prechafuroside A and B from oolong tea leaves. (2009)
  • Author(s): H. Ishida, T. Wakimoto, Y. Kitao, S. Tanaka, T. Miyase, H. Nuakaya
  • Journal Title: J. Agric. Food. Chem. 57 Pages: 6779-6786
• [Journal Article] Regioselective synthesis of methylated epigallocatechin gallate via nitrobenxenesulfonyl (Ns) protectiong group. (2009)
  • Author(s): Y. Aihara, A. Yoshida, T. Furuta, T. Wakimoto, T. Akizawa, M. Konishi, T. Kan
  • Journal Title: Bioorg. Med. Chem. Lett. 19 Pages: 4171-4174
• [Journal Article] Concise synthesis of chafuroside A and B. (2009)
  • Author(s): T. Furuta, M. Nakayama, H. Suzuki, H. Tajimi, M. Inai, H. Nukaya, T. Wakimoto, T. Kan
  • Journal Title: Org. Lett. 11 Pages: 2233-2236
• [Journal Article] Solid support synthesis of artificial phospholipids. (2009)
  • Author(s): T.Furuta, H.Onuki, M.Mochizuki, M.Ito, M.Inai, T.Wakimoto, T.Kan
  • Journal Title: Synlett Pages: 3373-3377
  • Peer Reviewed
• [Journal Article] Structure-activity relationship study on α 1 adrenergic receptor antangonists from beer. (2009)
  • Author(s): T.Wakimoto, M.Nitta, T.Chiba, Y.Yiping, K.Tsuji, T.Kan, H.Nukaya, M.Ishiguro, M.Koike, Y.Yokoo, Y.Suwa
  • Journal Title: Bioorg.Med.Chem.Lett. 19 Pages: 5905-5908
  • Peer Reviewed
• [Journal Article] Quantitation of chafuroside A and B in tea leaves and isolation of prechafuroside A and B from oolong tea leaves. (2009)
  • Author(s): H.Ishida, T.Wakimoto, Y.Kitao, S.Tanaka, T.Miyase, H.Nuakaya
  • Journal Title: J.Agric.Food.Chem. 57 Pages: 6779-6786
  • Peer Reviewed
• [Journal Article] Regioselective synthesis of methylated epigallocatechin gallate via nitrobe nxenesulfony1 (Ns) progectiong group. (2009)
  • Author(s): Y.Aihara, A.Yoshida, T.Furuta, T.Wakimoto, T.Akizawa, M.Konishi, T.Kan
  • Journal Title: Bioorg.Med.Chem.Lett. 19 Pages: 4171-4174
  • Peer Reviewed
• [Journal Article] Concise synthesis of chafuroside A and B. (2009)
  • Author(s): T.Furuta, M.Nakayama, H.Suzuki, H.Tajimi, M.Inai, H.Nukaya, T.Wakimoto, T.Kan
  • Journal Title: Org.Lett. 11 Pages: 2233-2236
  • Peer Reviewed
• [Journal Article] Stereocontrolled total synthesis of (-)-myriocin. (2008)
  • Author(s): M. Inai, T. Goto, T. Furuta, T. Wakimoto, T. Kan
  • Journal Title: Tetrahedron: Asymmetry 19 Pages: 2771-2773
• [Journal Article] Total synthesis of (-)-Serotobenine. (2008)
  • Author(s): Y. Koizumi, H. Kobayashi, T. Wakimoto, T. Furuta, T. Fukuyama, T. Kan
  • Journal Title: J. Am. Chem. Soc. 130 Pages: 16854-16855
• [Journal Article] Total Synthesis of(-)-Serotobenine (2008)
  • Author(s): Koizumi, Y. ; Kobayashi, H. ; Wakimoto, T. ; Furuta, T. ; Fukuyama, T. ; Kan, T.
  • Journal Title: J. Am. Chem. Soc 130 Pages: 16854-16855
  • Peer Reviewed
• [Journal Article] Stereocontrolled Total Synthesis of (-)-Myriocin (2008)
  • Author(s): Inai, M. ; Goto, T. ; Furuta, T. ; Wakimot o, T. ; Kan, T.
  • Journal Title: Tetrahedron Asymmetry 19 Pages: 2771-2773
  • Peer Reviewed
• [Journal Article] Structural Determination of Two Active Compounds Bind to the Muscarinic M3 receptor in Beer. (2007)
  • Author(s): N. Yamaji, Y. Yokoo, T. Iwashita, A. Nemoto, M. Koike, Y. Suwa, H. Masuya, T. Wakimoto, K. Tsuji, H. Nukaya
  • Journal Title: Alcohol Clin. Exp. Res. 31
• [Presentation] Anti-inflammatory activity of furan fatty acid (2009)
  • Author(s): T. Wakimoto, H. Kondou, K. Tsuji, T. kan
  • Organizer: The 5th Takeda Science Foundation Symposium on PharmaSciences
  • Place of Presentation: Tokyo
  • Year and Date: 2009-05-25
• [Presentation] Anti-inflammatory activity of furan fatty acid (2009)
  • Author(s): 脇本敏幸
  • Organizer: The 5th takeda Science Foundation Symposium on PharmaSciences
  • Place of Presentation: 東京
  • Year and Date: 2009-05-25
• [Presentation] 緑イ貝中の抗炎症活性物質の探索 (2008)
  • Author(s): 脇本敏幸、近藤光、末永聖武、石田均司、辻邦郎、糠谷東雄
  • Organizer: 平成20年度日本水産学会春季大会
  • Place of Presentation: 静岡
  • Year and Date: 2008-03-30
• [Presentation] 緑イ貝中の抗炎症活性物質の探索 (2008)
  • Author(s): 脇本 敏幸
  • Organizer: 平成20年度 日本水産学会春季大会
  • Place of Presentation: 静岡
  • Year and Date: 2008-03-30
• [Presentation] 緑イ貝中の抗炎症活性成分の探索 (2008)
  • Author(s): 近藤光、脇本敏幸、末永聖武、石田均司、辻邦郎、糠谷東雄
  • Organizer: 日本薬学会年会128年会
  • Place of Presentation: 横浜
  • Year and Date: 2008-03-26
• [Presentation] 緑イ貝中の抗炎症活性物質の探索 (2008)
  • Author(s): 近藤 光
  • Organizer: 第128年会 日本薬学会
  • Place of Presentation: 横浜
  • Year and Date: 2008-03-26
• [Presentation] 緑イ貝中の微量抗酸化性脂質と抗炎症作用について (2007)
  • Author(s): 脇本敏幸
  • Organizer: 日本農芸化学会、中部支部第151回例会若手シンポジウム
  • Place of Presentation: 静岡
  • Year and Date: 2007-11-17
• [Presentation] 緑イ貝中の微量抗酸化活性脂質と抗炎症作用について (2007)
  • Author(s): 脇本 敏幸
  • Organizer: 日本農芸化学会中部支部第151回例会若手シンポジウム
  • Place of Presentation: 静岡
  • Year and Date: 2007-11-17
• [Presentation] 緑イ貝中の抗炎症活性物質の探索 (2007)
  • Author(s): 脇本敏幸
  • Organizer: 第2回化学生態学研究会
  • Place of Presentation: 函館
  • Year and Date: 2007-07-21
• [Presentation] 緑イ貝中の抗炎症活性物質の探索 (2007)
  • Author(s): 脇本 敏幸
  • Organizer: 第2回 化学生態学研究会
  • Place of Presentation: 函館
  • Year and Date: 2007-07-21
• [Presentation] 緑イ貝中の抗炎症活性物質の探索 (2007)
  • Author(s): 脇本敏幸、末永聖武、石田均司、辻邦 郎、糠谷東雄
  • Organizer: 第21回海洋生物活性談話会
  • Place of Presentation: 鹿児島
  • Year and Date: 2007-05-19
• [Presentation] 緑イ貝中の抗炎症活性物質の探索 (2007)
  • Author(s): 脇本 敏幸
  • Organizer: 第21回 海洋生物活性談話会
  • Place of Presentation: 鹿児島
  • Year and Date: 2007-05-19
• [Patent(Industrial Property Rights)] 自己免疫疾患処置剤 (2007)
  • Inventor(s): 脇本敏幸
  • Industrial Property Rights Holder: 辻邦郎
  • Filing Date: 2007-08-20
• [Patent(Industrial Property Rights)] 高脂血症処置剤 (2007)
  • Inventor(s): 脇本敏幸
  • Industrial Property Rights Holder: 辻邦郎
  • Filing Date: 2007-08-20
• [Patent(Industrial Property Rights)] フラン脂肪酸乃至はその誘導体を含有する皮膚外用剤 (2007)
  • Inventor(s): 脇本敏幸
  • Industrial Property Rights Holder: 辻邦郎
  • Filing Date: 2007-08-20
• [Patent(Industrial Property Rights)] 自己免疫疾患処置剤 (2007)
  • Inventor(s): 脇本敏幸
  • Industrial Property Rights Holder: 辻 邦郎
  • Filing Date: 2007-08-20
• [Patent(Industrial Property Rights)] 高脂血症処置剤 (2007)
  • Inventor(s): 脇本敏幸
  • Industrial Property Rights Holder: 辻 邦郎
  • Filing Date: 2007-08-20
• [Patent(Industrial Property Rights)] フラン脂肪酸乃至はその誘導体を含有する皮膚外用剤 (2007)
  • Inventor(s): 脇本敏幸
  • Industrial Property Rights Holder: 辻 邦郎
  • Filing Date: 2007-08-20