Biological function of a rare fatty acid with a triple bond

• Project/Area Number: 25660294
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Applied molecular and cellular biology
• Research Institution: Kyoto University
• Principal Investigator: NAGAO MASAYA 京都大学, 生命科学研究科, 教授 (10237498)
• Project Period (FY): 2013-04-01 – 2015-03-31
• Project Status: Completed (Fiscal Year 2014)
• Budget Amount: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000); Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2013: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
• Keywords: 脂肪酸 / インスリン / 脂肪蓄積 / 糖尿病 / 小胞体ストレス / 脂肪酸受容体

Outline of Final Research Achievements

Biological function of 6-octadecynoic acid (6-ODA), a rare fatty acid identified in methanol extract of Marrubium vulgare with triple bond, was examined. At first, 6-ODA was synthesized. Both 6-ODA and 9-octadecynoic acid (9-ODA) with a triple bond in a position different from that of 6-ODA that had similar PPARγagonist activity in luciferase reporter assay increased lipid accumulation in 3T3-L1 adipocytes in a PPARγdependent manner. Both 6-ODA and 9-ODA could also stimulate insulin secretion in pancreatic β cell line MIN6 in a fatty acid receptor GPR40 dependent manner. It was reported that glucose induced insulin secretion in a biphasic pattern: first phase, which develops rapidly but lasts only a few minutes, followed by second phase. Both 6-ODA and 9-ODA induced second-phase insulin secretion in MIN6 cells. Both 6-ODA and 9-ODA reduced induction of CHOP caused by saturated fatty acid palmitic acid in MIN6 cells.

Research Products

• [Journal Article] Identification of 6-octadecynoic acid from a methanol extract of Marrubium vulgare L. as a peroxisome proliferator-activated receptor γ agonist (2013)
  • Author(s): Ohtera, A., Miyamae, Y., Nakai, N., Kawachi, A., Kawada, K., Han, J., Isoda, H., Neffati, M., Akita, T., Maejima, K., Masuda, S., Kambe, T., Mori, N., Irie, K. and Nagao, M
  • Journal Title: Biochem. Biophys. Res. Commun Volume: 440 Issue: 2 Pages: 204-209
  • DOI: 10.1016/j.bbrc.2013.09.003
  • Peer Reviewed
• [Presentation] ニガハッカ由来不飽和脂肪酸のPPARγ およびGPR40に 対するデュアルアゴニスト活性 (2013)
  • Author(s): 大寺杏奈、宮前友策、仲井奈緒美、荒川武明、平澤明、河内敦、川田清和、Han Junkyu、礒田博子、Mohamed Neffati、前嶋一宏、秋田徹、森直樹、入江一浩、神戸大朋、増田誠司、永尾雅哉
  • Organizer: 新規素材探索研究会第12回セミナー
  • Place of Presentation: 横浜
• [Presentation] Identification of 6-Octadecynoic acid from Marrubium vulgare L. as a PPARγ agonist (2013)
  • Author(s): Anna Ohtera, Yusaku Miyamae, Naomi Nakai, Atsushi Kawauchi, Kawata Kiyokazu, Junkyu Hann, Hiroko Isoda, Mohamed Neffati, Kazuhiro Maejima, Toru Akita, Naoki Mori, Kazuhiro Irie, Taiho Kambe, Seiji Masuda & Masaya Nagao
  • Organizer: The 12th Tunisia-Japan Symposium on Science, Society and Technology 2013 (TJASSST 2013)
  • Place of Presentation: Hammamet, Tunisia