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2010 Fiscal Year Annual Research Report

亜熱帯植物の含有成分の構造的多様性とその生物活性

Research Project

Project/Area Number 22590006
Research InstitutionHiroshima University

Principal Investigator

大塚 英昭  広島大学, 大学院・医歯薬学総合研究科, 教授 (00107385)

Co-Investigator(Kenkyū-buntansha) 松浪 勝義  広島大学, 大学院・医歯薬学総合研究科, 准教授 (70379890)
杉本 幸子  広島大学, 大学院・医歯薬学総合研究科, 助教 (60549012)
Keywordssubtropical plant / Okinawa / モクレイシ / グミモドキ / シノブノキ / ヤドリフカノキ / イランイランノキ
Research Abstract

本年度は亜熱帯沖縄産植物、モクレイシ、グミモドキ、シノブノキ、ヤドリフカノキ、さらに南方系植物2種のイランイランノキについて、多様な成分の検索を行った。モクレイシからはent-labdane型ジテルペンの配糖体、グミモドキからは多数のcrotofolaneまたは新規骨格を有するnor-crotofolane型ジテルペン、シノブノキからは5-alkyl resorcinol配糖体、そしてヤドリフカノキからはトリテルペン配糖体を得た。またイランイランノキからは多くの変形モノテルペンをはじめメガスティグマン配糖体を得た。それらの構造は高分解能質量分析スペクトル、核磁気共鳴スペクトルを詳細に解析して推定した。更に化学変換等を行って、構造の確認、モッシャー変法、円偏光2色性スペクトル、グルコシレーションシフト則を用いて絶対構造の決定に至った。ヤドリフカノキのサポニンに於いては、核磁気共鳴スペクトルでは最終構造に疑義が生ずる可能性があるため、X-線結晶構造解析を行った。本サポニンの結晶は大変小さく、一般の回折計では十分な反射を得られなかったことから、播磨科学公園都市内の大型放射光装置である、Spring-8を用いた。これらの成果を、学術論文誌発表するとともに、ヒメモダマ、オオバヤドリギ、シロミミズノ成分についてはタイ王国で開催された国際学会で報告した。オオバヤドリギの成分については、DPPHのラジカル除去活性についても報告した。

  • Research Products

    (14 results)

All 2011 2010 Other

All Journal Article (8 results) (of which Peer Reviewed: 8 results) Presentation (5 results) Remarks (1 results)

  • [Journal Article] Crotonionosides A-G : Megastigmane glycosides from the leaves of Croton cascarilloides Rauschel2011

    • Author(s)
      S.Kawakami, K.Matsunami, H.Otsuka, T.Shinzato, Y Takeda
    • Journal Title

      Phytochemistry

      Volume: 72 Pages: 147-153

    • Peer Reviewed
  • [Journal Article] Tricalysionoside A, megastigmane gentiobioside, sulfatricalysines A-F and ent-kaurane glucosides, tricalysiosides X-Z from the leaves of Tricalysia dubia(Lindl.) Ohwi2011

    • Author(s)
      J.Shitamoto, S.Sugimoto, K.Matsunami, H.Otsuka, T.Shinzato, Y Tadeda
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 58 Pages: 72-77

    • Peer Reviewed
  • [Journal Article] Microtropiosides A-G : ent-Labdane diterpenoid glucosides from leaves of Microtropis japonica Hallier f.2010

    • Author(s)
      Y.Koyama, K.Matsunami, H.Otsuka, T.Shinzato, Y.Takeda
    • Journal Title

      Phytochemistry

      Volume: 71 Pages: 675-681

    • Peer Reviewed
  • [Journal Article] A crotofolane-type diterpenoid and a rearranged nor-crotofolan e-type diterpenoid with a new skeleton from the stems of Croton cascarilloides2010

    • Author(s)
      S.Kawakami, K.Matsunami, H.Otsuka, T.Shinzato, Y.Takeda, M.Kawahata, K.Yamaguchi
    • Journal Title

      Tetrahedron Letters

      Volume: 51 Pages: 4320-4322

    • Peer Reviewed
  • [Journal Article] Canangafruticosides A-E : Five monoterpene glucosides, two monoterpenes and a monoterpene glucoside diester of the aryldihydronaphthalene lignan dicarboxylic acid from leaves of Cananga odorata var.fruticosa2010

    • Author(s)
      J. Nagashima, K.Matsunami, H.Otsuka, D.Lhieochaiphant, S.Lhieochaiphant
    • Journal Title

      Phytochemistry

      Volume: 71 Pages: 1564-1572

    • Peer Reviewed
  • [Journal Article] Megastigmane glucosides and unusual monoterpene from the leaves of Cananga odorata var. odorata, and absolute structures of related megastigmane glucosides isolated from C.odorata var. odorata and Breynia officinalis2010

    • Author(s)
      K. Matsunami, J.Nagashima, S, Sugimoto, H.Otsuka, Y.Takeda, D.Lhieochaiphant, S.Lhieochaiphant
    • Journal Title

      Journal of Natural Medicines

      Volume: 64 Pages: 460-467

    • Peer Reviewed
  • [Journal Article] 5-Alkylresorcinol glucosides from the leaves of Grevillea robusta A.Cunn.2010

    • Author(s)
      Y.Yamashita, K.Matsunami, H.Otsuka, T.Shinzato, Y.Takeda
    • Journal Title

      Journal of Natural Medicines

      Volume: 64 Pages: 474-477

    • Peer Reviewed
  • [Journal Article] Schefflerin A-G : New triterpene glucosides from the leaves of Schefflera arboricola2010

    • Author(s)
      Z.Zhao, K Matsunami, H.Otsuka, T.Shinzato, Y.Takeda, M.Kawahata, K.Yamaguchi
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 58 Pages: 1343-1348

    • Peer Reviewed
  • [Presentation] Absolute stereochemistry of megastigmane glucosides from Macaranga tanarius2010

    • Author(s)
      K.Matsunami, H.Otsuka, Y.Takeda
    • Organizer
      JSPS-NRCT Core University Progarm on Natural Medicine in Pharmaceutical Sciences. The Nineth Joint Seminar.
    • Place of Presentation
      Bangkok, Thailand
    • Year and Date
      2010-12-09
  • [Presentation] New crotofolane-type diterpenoids from Croton cascarilloides Rauschel2010

    • Author(s)
      S.Kawakami, K.Matsunami, H.Otsuka, Y.Takeda
    • Organizer
      JSPS-NRCT Core University Progarm on Natural Medicine in Pharmaceutical Sciences.The Nineth Joint Seminar.
    • Place of Presentation
      Bangkok, Thailand
    • Year and Date
      2010-12-09
  • [Presentation] Labdane-type diterpene glucosides and acylated glucosides of Microtropis japonica2010

    • Author(s)
      Y.Uemura, Y.Koyama, K.Matsunami, H.Otsuka, Y.Takeda
    • Organizer
      JSPS-NRCT Core University Progarm on Natural Medicine in Pharmaceutical Sciences.The Nineth Joint Seminar.
    • Place of Presentation
      Bangkok, Thailand
    • Year and Date
      2010-12-09
  • [Presentation] Sulfated glucosides from the leaves of Tricalysia dubia2010

    • Author(s)
      H.Otsuka, J.Shitamoto, K.Matsunami, Y.Takeda
    • Organizer
      JSPS-NRCT Core University Progarm on Natural Medicine in Pharmaceutical Sciences.The Nineth Joint Seminar.
    • Place of Presentation
      Bangkok, Thailand
    • Year and Date
      2010-12-08
  • [Presentation] N-Acetylglucosamine containing saponins from Entada rheedei2010

    • Author(s)
      S.Sugimoto, K.Matsunami, H.Otsuka
    • Organizer
      JSPS-NRCT Core University Progarm on Natural Medicine in Pharmaceutical Sciences.The Nineth Joint Seminar.
    • Place of Presentation
      Bangkok, Thailand
    • Year and Date
      2010-12-08
  • [Remarks]

    • URL

      http://www6.ocn.ne.jp/~hidjun

URL: 

Published: 2012-07-19  

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