Studies on the structure-activity relationship of flaxseed lignan, multifunctional physiologically active substance

• Project/Area Number: 21580142
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Food science
• Research Institution: Ehime University
• Principal Investigator: SUGAHARA Takuya 愛媛大学, 農学部, 准教授 (00263963)
• Co-Investigator(Kenkyū-buntansha): YAMAUCHI Satoshi 愛媛大学, 農学部, 教授 (00243808)
• Project Period (FY): 2009 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000); Fiscal Year 2011: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2010: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2009: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
• Keywords: アマニ / セコイソラリシレジノール / マタイレジノール / リグナン / 抗アレルギー / 免疫促進 / 脂肪蓄積抑制 / 構造活性相関 / 脂肪蓄積抑制効果 / 抗糖尿病効果 / 脂肪肝抑制 / アマニリグナン / 免疫促進効果

Research Abstract

One of flaxseed lignans, matairesinol(Mat), especially(-)-Mat suppressed IgE production, and allergy-suppressing effects in allergy model mice. In addition,(-)-secoisolariciresinol(SECO) strongly suppressed lipid accumulation in adipose cells, even though(-)-SECO strongly induced adipogenesis in pre-adipocyte cells.(-)-SECO enhanced adiponectin production in adipocytes. Moreover,(-)-SECO obviously suppressed fatty liver in diabetic model mice.

Research Products

• [Journal Article] (-)-Secoisolariciresinol attenuates high-fat diet-induced obesity in C57BL/6 mice. (2012)
  • Author(s): S. Tominaga, K. Nishi, S. Nishimoto, Y. Nakashima, K. Akiyama, S. Yamauchi and T. Sugahara
  • Journal Title: Food Funct. Volume: 3 Pages: 76-82
  • Peer Reviewed
• [Journal Article] (-)-Secoisolariciresinol attenuates high-fat diet-induced obesity in C57BL/6 mice (2012)
  • Author(s): S.Tominaga, et al
  • Journal Title: Food Funct. Volume: 3 Pages: 76-78
  • Peer Reviewed
• [Journal Article] Immunomodulatory effect of(-)-matairesinol in vivo and ex vivo. (2011)
  • Author(s): M. Yamawaki, K. Nishi, S. Nishimoto, S. Yamauchi, K. Akiyama, T. Kishida, M. Maruyama, H. Nishiwaki and T. Sugahara
  • Journal Title: Biosci. Biotechnol. Biochem. Volume: 75 Pages: 859-863
  • NAID: 10028272385
  • Peer Reviewed
• [Journal Article] Immunomodulatory Effect of (-)-Matairesinol in Vivo and ex Vivo (2011)
  • Author(s): M.Yamawaki, et al
  • Journal Title: Bioscience, Biotechnology, and Biochemistry Volume: 75 Issue: 5 Pages: 859-863
  • DOI: 10.1271/bbb.100781
  • NAID: 10028272385
  • ISSN: 0916-8451, 1347-6947
  • Peer Reviewed
• [Journal Article] Immunomodulatory effect of (-)-matairesinol in vivo and ex vivo. (2011)
  • Author(s): Yamawaki, et al.
  • Journal Title: Biosci.Biotechnol.Biochem. Volume: 75(In press)
  • Peer Reviewed
• [Journal Article] Antifungal activity of morinol B derivatives of tetrahydropyran sesquilignan. (2010)
  • Author(s): K. Masuda, H. Nishiwaki, K. Akiyama, S. Yamauchi, M. Maruyama, T. Sugahara and T. Kishida
  • Journal Title: Biosci. Biotechnol. Biochem. Volume: 74 Pages: 2071-2076
  • NAID: 10027560608
  • Peer Reviewed
• [Journal Article] IgE suppressive activity of(-)-matairesinol and structure-activity relationship. (2010)
  • Author(s): S. Kawahara, I. Iwata, E. Fujita, M. Yamawaki, H. Nishiwaki, T. Sugahara, S. Yamauchi, K. Akiyama and T. Kishida
  • Journal Title: Biosci. Biotechnol. Biochem. Volume: 74 Pages: 1878-1883
  • Peer Reviewed
• [Journal Article] Improved syntheses of morinol C and D by employing Mizoroki-Heck 4 reaction and their cytotoxic and antimicrobial activities. (2010)
  • Author(s): K. Ogura, T. Sugahara, M. Maruyama, K. Akiyama and S. Yamauchi
  • Journal Title: Biosci. Biotechnol. Biochem. Volume: 74 Pages: 1641-1644
  • Peer Reviewed
• [Journal Article] IgE suppressive activity of (-)-matairesinol and structure-activity relationship. (2010)
  • Author(s): Kawahara, et al.
  • Journal Title: Biosci.Biotechnol.Biochem. Volume: 74 Pages: 1878-1883
  • Peer Reviewed
• [Journal Article] The effect of secoisolariciresinol on 3T3-L1 adipocytes and the relationship between molecular structure and the activity (2010)
  • Author(s): Tominaga, et al.
  • Journal Title: Animal Cell Technology : Basic & Applied Aspects Volume: 16 Pages: 345-351
• [Journal Article] The Effect of secoisolariciresinol on 3T3-L1 adipocytes and the relationship between molecular structure and the activity (2010)
  • Author(s): S.Tominaga, T.Sugahara, et al.
  • Journal Title: Animal Cell Technology : Basic & Applied Aspects 16(In press)
• [Journal Article] Antimicrobial activity of stereoisomers of butane type of lignans. (2009)
  • Author(s): Y. Kawaguchi, S. Yamauchi, K. Masuda, H. Nishiwaki, K. Akiyama, M. Maruyama, T. Sugahara, T. Kishida and Y. Koba
  • Journal Title: Biosci. Biotechnol. Biochem. Volume: 73 Pages: 1806-1810
  • NAID: 10027544582
  • Peer Reviewed
• [Journal Article] Syntheses and antimicrobial activity of tetrasubstituted tetrahydrofuran lignan stereoisomers. (2009)
  • Author(s): T. Nakato, S. Yamauchi, R. Tago, K. Akiyama, M. Maruyama, T. Sugahara, T. Kishida and Y. Koba
  • Journal Title: Biosci. Biotechnol. Biochem. Volume: 73 Pages: 1608-1617
  • NAID: 10027543720
  • Peer Reviewed
• [Presentation] Effect of flaxseed lignan on lipid accumulation in adipocytes. (2011)
  • Author(s): T. Sugahara, S. Tominaga, S. Yamauchi, S. Nishimoto and K. Nishi
  • Organizer: International Conference on Food Factors(ICoFF) 2011
  • Place of Presentation: Taipei, Taiwan
• [Presentation] ブタノール型セコシクロリグナンの合成と培養細胞に対する活性 (2011)
  • Author(s): 富山千聖, 西脇寿, 西甲介, 菅原卓也, 山内聡
  • Organizer: 2011年度日本農芸化学会西日本支部・中四国支部合同大会(要旨集)
  • Place of Presentation: 宮崎
• [Presentation] Anti-cancer effect of lectin from red sea alga. (2011)
  • Author(s): T. Sugahara
  • Organizer: The 2nd International Symposium on Temulawak
  • Place of Presentation: Bogor Indonesia
• [Presentation] 細胞毒性報告のあるセコシクロリグナンの全立体異性体の合成と細胞に対する活性 (2011)
  • Author(s): 富山千聖, 西脇寿, 山脇愛実, 菅原卓也, 山内聡
  • Organizer: 日本農芸化学会2011年度大会(要旨集)
  • Place of Presentation: 京都
• [Presentation] Anti-cancer effect of lectin from red sea alga (2011)
  • Author(s): T.Sugahara
  • Organizer: The 2nd International Symposium on Temulawak
  • Place of Presentation: ボゴニル(インドネシア)(招待講演)
• [Presentation] ブタノール型セコシクロリグナンの合成と培養細胞に対する活性 (2011)
  • Author(s): 富山千聖, ら
  • Organizer: 2011年度日本農芸化学会西日本支部・中四国支部合同大会
  • Place of Presentation: 宮崎
• [Presentation] Effect of flaxseed lignan on lipid accumulation in adipocytes (2011)
  • Author(s): T.Sugahara, et al
  • Organizer: International Conference on Food Factors (ICOFF) 2011
  • Place of Presentation: 台北(台湾)
• [Presentation] Effect of secoisolariciresinol on adipogenesis. (2010)
  • Author(s): Sugahara, et al.
  • Organizer: 14th International Biotechnology Symposium and Exhibition
  • Place of Presentation: イタリア、リミニ市
  • Year and Date: 2010-09-15
• [Presentation] Evaluation of food functions by animal cell culture and experimental animals. (2010)
  • Author(s): T. Sugahara, K. Nishi and S. Nishimoto
  • Organizer: Gadjah Mada-Ehime Network(GEN) 2010
  • Place of Presentation: Bali, Indonesia
  • Year and Date: 2010-08-07
• [Presentation] Evaluation of food functions by animal cell culture and experimental animals. (2010)
  • Author(s): Sugahara, et al.
  • Organizer: Gadjah Mada-Ehime Network Symposium 2010
  • Place of Presentation: インドネシア、バリ
  • Year and Date: 2010-08-07
• [Presentation] Secoisolariciresinol の高脂肪食餌性肥満に与える影響 (2010)
  • Author(s): 冨永詩央里
  • Organizer: 日本農芸化学会2010年度大会
  • Place of Presentation: 東京都 東京大学
  • Year and Date: 2010-03-28
• [Presentation] Effect of secoisolariciresinol on adipogenesis. (2010)
  • Author(s): T. Sugahara, S. Tominaga, S. Yamauchi, M. Maruyama, K. Akiyama and S. Nishimoto
  • Organizer: The 14th International Biotechnology Symposium and Exhibition(IBS2010)
  • Place of Presentation: Rimini, Italy
• [Presentation] (-)マタイレジノールの構造と細胞毒性活性、IgE抗体産生抑制活性との関係 (2010)
  • Author(s): 河原沙耶, 岩田一平, 山内聡, 菅原卓也, 藤田絵里子, 山脇愛美, 岸田太郎, 秋山浩一
  • Organizer: 日本農芸化学会2010年度大会(要旨集)
  • Place of Presentation: 東京
• [Presentation] Secoisolariciresinolの高脂肪食餌性肥満に与える影響 (2010)
  • Author(s): 冨永詩央里, 西本壮吾, 山内聡, 丸山雅史, 秋山浩一, 菅原卓也
  • Organizer: 日本農芸化学会2010年度大会(要旨集)
  • Place of Presentation: 東京
• [Presentation] (-)-morinol Bの7位のベンゼン環上の置換基が抗かび活性に与える影響 (2010)
  • Author(s): 升田健太, 山内聡, 西脇寿, 秋山浩一, 菅原卓也
  • Organizer: 日本農芸化学会2010年度大会(要旨集)
  • Place of Presentation: 東京
• [Presentation] Studies on the immunoregulatory functions of orange. (2009)
  • Author(s): T. Sugahara
  • Organizer: Seminar National 2009 Developing local-resource-based technology
  • Place of Presentation: Yogyakarta, Indonesia
  • Year and Date: 2009-12-02
• [Presentation] Animal cell technology-Studies on function of food (2009)
  • Author(s): Takuya Sugahara
  • Organizer: Seminar National 2009 Developing local-resource-based technology
  • Place of Presentation: Yogyakarta, Indonesia
  • Year and Date: 2009-12-02
• [Presentation] (-)-Matairesinol の免疫調節活性に関する研究 (2009)
  • Author(s): 山脇愛美
  • Organizer: 日本農芸化学会関西・中四国・西日本支部、日本栄養・食糧学会九州・沖縄支部、および日本食品科学工学会西日本支部2009年度合同沖縄大会
  • Place of Presentation: 沖縄県 琉球大学
  • Year and Date: 2009-10-31
• [Presentation] (-)-Matairesinolの免疫調節活性に関する研究 (2009)
  • Author(s): 山脇愛実, 菅原卓也, 山内聡, 西本壮吾, 岸田太郎, 秋山浩一, 丸山雅史, 西脇寿
  • Organizer: 日本農芸化学会関西・中四国・西日本支部、日本栄養・食糧学会九州・沖縄支部、および日本食品科学工学会西日本支部2009年度合同沖縄大会(要旨集)
  • Place of Presentation: 沖縄
• [Book] The effect of secoisolariciresinol on 3T3-L1 adipocytes and the relationship between molecular structure and the activity. (2010)
  • Author(s): S. Tominaga, T. Sugahara, S. Nishimoto, M. Yamawaki, Y. Nakashima, T. Kishida, K. Akiyama, M. Maruyama and S. Yamauchi
  • Publisher: Animal Cell Technology : Basic & Applied Aspects
• [Remarks] ホームページ(愛媛大学農学部動物細胞工学教育分野)
  • URL: http://web-amb.agr.ehime-u.ac.jp
• [Remarks]
  • URL: http://web-amb.agr.ehime-u.ac.jp/
• [Remarks]
  • URL: http://web-amb.agr.ehime-u.ac.jp