Search for Antidiabetic Principles from Mushrooms, Lichens, andLiverworts

• Project/Area Number: 22590031
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Tokushima Bunri University
• Principal Investigator: HASHIMOTO Toshihiro 徳島文理大学, 薬学部, 教授 (10075955)
• Co-Investigator(Kenkyū-buntansha): UMEYAMA Akemi 徳島文理大学, 薬学部, 准教授 (40160329) ; YOSHIKAWA Kazuko 徳島文理大学, 薬学部, 講師 (40166921)
• Co-Investigator(Renkei-kenkyūsha): HIRASAWA Akira 京都大学, 大学院・薬学研究科ゲノム創 薬科学分野, 准教授 ; KHAN Naim A Universite de Bourgogne, Professor
• Project Period (FY): 2010 – 2012
• Project Status: Completed (Fiscal Year 2012)
• Budget Amount: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000); Fiscal Year 2012: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000); Fiscal Year 2011: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000); Fiscal Year 2010: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
• Keywords: 生薬 / 天然物化学 / キノコ類 / 冬虫夏草 / 地衣類 / 苔類 / αーグルコシダーゼ阻害作用 / G蛋白質共役型受容体活性化物質 / GPR120 / 構造活性相関 / α-グルコシダーゼ阻害薬 / 糖尿病予防物質 / 新規化合物

Research Abstract

Recently, GPR120 and GPR40 are G-Protein coupled receptors (GPCR) whose endogenous ligands are medium- and long-chain free fatty acids, and they are thought to play an important physiological insulin release. Grifolin, grifolic acid and grifolic acid methyl ether from mushrooms belonging to Albatrellus were found as the selective GPR120 ligands. Two unsaturated fatty acids from the edible mushroom Sparassis crispa showing antidiabetic activity works as GPR40 agonist, and as GPR120 antagonist. Four novel aromatic compounds from the edible lichen Umbilicaria esculenta showed the strong --glucosidase inhibitory activities. Bis(bibenzyls), marchantins A, B and E from the liverwortsMarchantia polymorpha and M. paleacea showed the strong SGLT2 inhibitory activities.

Research Products

• [Journal Article] Induction of neurite outgrowth in PC12 cells by artemisinin through activation of ERK and p38 MAPK signaling pathways (2013)
  • Author(s): Sarina
  • Journal Title: Brain Research Volume: 1490 Pages: 61-71
  • Peer Reviewed
• [Journal Article] Aromatic constituents of Cymbidium Great Flower Marie Laurencin and their antioxidative activity (2013)
  • Author(s): Yoshikawa, K.
  • Journal Title: Journal of Natural Medicines Volume: 67 Pages: 217-221
  • NAID: 10031131622
  • Peer Reviewed
• [Journal Article] Phenanthrene Derivatives from Cymbidium Great Flower Marie Laurencin and Their Biological Activities (2012)
  • Author(s): Yoshikawa, K.; Ito, T.; Iseki, K.; Baba, C.; Imagawa, H.; Yagi, Y.; Morita, H.; Asakawa, Y.; Kawano, S.; Hashimoto, T.
  • Journal Title: Journal of Natural Products Volume: Vol. 75 Pages: 605-609
  • Peer Reviewed
• [Journal Article] In vitro antitrypanosomal activity of bis(bibenzyls)s and Bibenzyls from Liverworts against Trypanosoma brucei (2012)
  • Author(s): Otoguro, K.
  • Journal Title: Journal of Natural Medicines Volume: 66 Pages: 377-382
  • Peer Reviewed
• [Journal Article] Phenanthrene Derivatives from Cymbidium Great Flower Marie Laurencin and Their Biological Activities (2012)
  • Author(s): Yoshikawa, K.
  • Journal Title: Journal of Natural Products, Volume: 75 Pages: 605-609
  • Peer Reviewed
• [Journal Article] In vitro antitrypanosomal activity of some phenolic compounds from propolis and lactones from Fijian Kawa (Piper methysticum) (2012)
  • Author(s): Otoguro, K.
  • Journal Title: Journal of Natural Medicines Volume: 66 Pages: 558-561
  • Peer Reviewed
• [Journal Article] Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts (2011)
  • Author(s): Iwai, Y., Murakami, K., Gomi, Y., Hashimoto, T., Asakawa, Y., Okuno, Y., Ishikawa, T., Hatakeyama, D., Echigo, N., and Kuzuhara
  • Journal Title: PLoS One Volume: Vol. 6 Pages: 19825-19825
  • Peer Reviewed
• [Journal Article] In vitro antitrypanosomal activity of plant terpenes against Trypanosoma brucei (2011)
  • Author(s): Otoguro, K., Iwatsuki, M., Ishiyama, A., Namatame, M., Nishihara-Tukashima, A., Kiyohara, H., Hashimoto, T., Asakawa, Y., Omura S., Yamada, H.
  • Journal Title: Phytochemistry Volume: 72 Pages: 2024-2030
  • Peer Reviewed
• [Journal Article] Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in Liverworts (2011)
  • Author(s): Iwai, Y., Murakami, K., Gomi, Y., Hashimoto, T., Asakawa, Y., Okuno, Y., Ishikawa, T., Hatakeyama, D., Echigo, N., Kuzuhara, T.
  • Journal Title: PLoS One Volume: 6
  • Peer Reviewed
• [Journal Article] Vasorelaxant effects of macrocyclic bis(bibenzyls) from liverworts (2011)
  • Author(s): Morita, H., Zaima, K., Koga, I., Saito, A., Tamamoto, H., Okazaki, H., Kaneda, T., Hashimoto, T., Asakawa, Y.
  • Journal Title: Bioorganic & Medicinal Chemistry Volume: 19 Pages: 4051-4056
  • Peer Reviewed
• [Journal Article] Novel phthalide compounds from Sparassis crispa (Hanabiratake), hanabiratakelide A-C, exhibiting anti-cancer related activity (2010)
  • Author(s): Yoshikawa, K., Kokudo, N., Hashimoto, T.,Yamamoto, K., Inose, T., and Kimura, T.
  • Journal Title: Biol. Pharm. Bull. Volume: Vol. 33 Pages: 1355-1359
  • NAID: 130000300360
  • Peer Reviewed
• [Journal Article] Novel phthalide compounds from Sparassis crispa(Hanabiratake), hanabiratakelide A-C, exhibiting anti-cancer related activity. (2010)
  • Author(s): Yoshikawa, K., Kokudo, N., Hashimoto, T., Yamamoto, K., Inose, T., Kimura, T.
  • Journal Title: Biol.Pharm.Bull. Volume: 33 Pages: 1355-1359
  • NAID: 130000300360
  • Peer Reviewed
• [Journal Article] Constituents of the lichen Peltigera dolichorrhiza (2010)
  • Author(s): Yoshikawa, K., Kunioka, E., Kokudo, N., Hashimoto, T.
  • Journal Title: Journal of Natural Medicines Volume: 64 Pages: 362-364
  • NAID: 10027710167
  • Peer Reviewed
• [Journal Article] Biotransformation of sesquiterpenoids from liverworts by fungi and mammals. (2010)
  • Author(s): Asakawa, Y., Hashimoto, T., Noma, Y.
  • Journal Title: Natural Product Communications Volume: 5 Pages: 695-707
  • Peer Reviewed
• [Presentation] 冬虫夏草菌Beauveria brongniartii NBRC 104339の培養抽出物より得られた新規10 員環化合物の構造 (2013)
  • Author(s): 林明香,梅山明美,Aleksandra Grudniewska,加藤雅之,清水美名,岡本育子,末永みどり,伴さやか,熊田俊夫,橋本敏弘
  • Organizer: 日本薬学会第133春期年会
  • Place of Presentation: 横浜
• [Presentation] イボタケ科キノコ,ボタンイボタケより得られる新規p-Terphenyl化合物 (2013)
  • Author(s): 橋本敏弘,山崎さやか,吉川和子,梅山明美,田中正己,末永みどり,浅川義範
  • Organizer: 日本薬学会第133春期年会
  • Place of Presentation: 横浜
• [Presentation] 冬虫夏草菌Beauveria brongniartii NBRC 104339の培養抽出物より得られた新規10 員環化合物の構造 (2013)
  • Author(s): 梅山明美
  • Organizer: 日本薬学会第133年会
  • Place of Presentation: 横浜
• [Presentation] 昆虫病原糸状菌Cordyceps sp. NBRCの培養抽出物から得られた新規化合物について (2013)
  • Author(s): 梅山明美
  • Organizer: 日本薬学会第133年会
  • Place of Presentation: 横浜
• [Presentation] イボタケ科キノコ，ボタンイボタケより得られる新規p-Terphenyl化合物 (2013)
  • Author(s): 橋本敏弘
  • Organizer: 日本薬学会第133年会
  • Place of Presentation: 横浜
• [Presentation] シンビジウム グレートフラワー•マリーローランサンの根の化学成分とそれらの抗菌活性について(2) (2012)
  • Author(s): 吉川和子
  • Organizer: 日本生薬学会第59回年会
  • Place of Presentation: 千葉
• [Presentation] 希少植物ヒゼンマユミに含まれる新規セスキテルペンノイドおよび色素成分 (2012)
  • Author(s): 橋本敏弘
  • Organizer: 第54回天然有機化合物討論会
  • Place of Presentation: 東京
• [Presentation] 冬虫夏草Ophiocordyceps heteropodaおよび海洋微生物Photobacterium sp.の新規環状ペプチドの単離と構造 (2011)
  • Author(s): 梅山明美, 岡田みのり, 中村由佳里, 末永みどり, 中野真代, 今川洋, 橋本敏弘, 熊田俊夫, 足立恭子, 奥直也, 川端兆隆, 志津里芳一, 石山亜紀, 乙黒一彦, 大村智
  • Organizer: 第53回天然物化学討論会
  • Place of Presentation: 大阪国際交流センター
  • Year and Date: 2011-09-29
• [Presentation] 食用キノコ,シロナメツムタケのNGF産生促進作用物質の検索 (2011)
  • Author(s): 吉川和子,加藤啓子,井ノ瀬利明,木村隆,福山愛保,○橋本敏弘
  • Organizer: 第4回食品化学シンポジウム
  • Place of Presentation: 東京
• [Presentation] 冬虫夏草 Ophiocordyceps heteropoda および 海洋微生物 Photobacterium sp. の新規環状ペプチドの単離と構造 (2011)
  • Author(s): 梅 山明美,岡田みのり,中村由佳里,末永 みどり,中野真代,今川洋,橋本敏弘, 熊田俊夫,足立恭子,奥直也,川端兆隆, 志津里芳一,石山亜紀,乙黒一彦,大村 智
  • Organizer: 第53回天然物化学討論会
  • Place of Presentation: 大阪
• [Presentation] 冬虫夏草・オオセミタケOhiocrdyceps heteropodaから得られた新規環状デプシペプチドについて (2010)
  • Author(s): 中村由佳里、岡田みのり、梅山明美、末永みどり、熊田俊夫、橋本敏弘
  • Organizer: 日本薬学会第131春期年会(静岡)
  • Place of Presentation: ツインメッセ静岡(静岡)
  • Year and Date: 2010-03-31
• [Remarks]
  • URL: http://p.bunri-u.ac.jp/~shouyaku/
• [Remarks] Phamacognosy (Hashimoto Lab.)
  • URL: http://p.bunri-u.ac.jp/english/?p=362
• [Remarks] 生薬学研究室
  • URL: http://p.bunri-u.ac.jp/lab/lab07/
• [Remarks]
  • URL: http://p.bunri-u.ac.jp/~shouyaku/
• [Remarks]
  • URL: http://p.bunri-u.ac.jp/-shouyaku/
• [Patent(Industrial Property Rights)] Novel Substance Separated from Orchidaceous Plant, and Extract, Antioxidant, Antibacterial Agent, Anticancer Agent and Antiinflammatory Agent Containing Same (2012)
  • Inventor(s): Yoshikawa, K.; Hashimoto, T.; Baba, C.; Imagawa, H.; Morita, H.; Iseki, K.; Kawano, S.
  • Industrial Property Rights Holder: (株)河野メリクロン, 河野幸子
  • Filing Date: 2012-01-12
  • Overseas
• [Patent(Industrial Property Rights)] FXR活性化を介したコレステロール ホメオスタシス関連遺伝子転写活性調製剤 (2011)
  • Inventor(s): 井上和秀、早川尭夫、浅川義範、橋 本敏弘
  • Industrial Property Rights Holder: 財団法人ヒューマンサイエンス振興 財団
  • Filing Date: 2011-11-03
• [Patent(Industrial Property Rights)] ハナビラタケの抗糖尿病作用 (2010)
  • Inventor(s): 吉川和子,橋本敏弘、平澤明、辻本 豪三、山本恭介、井ノ瀬利明,木村隆
  • Industrial Property Rights Holder: (株)ユニチカ
  • Filing Date: 2010-03-18
• [Patent(Industrial Property Rights)] ハナビラタケの抗糖尿病作用 (2010)
  • Inventor(s): 木村隆、橋本敏弘, ら
  • Industrial Property Rights Holder: ユニチカ
  • Acquisition Date: 2010-03-18