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2015 Fiscal Year Annual Research Report

種内多様性研究と細胞培養による植物二次代謝多様化誘導因子の解明

Research Project

Project/Area Number 26860066
Research InstitutionNagasaki University

Principal Investigator

齋藤 義紀  長崎大学, 医歯薬学総合研究科(薬学系), 准教授 (30441588)

Project Period (FY) 2014-04-01 – 2016-03-31
Keywords種内多様性 / 細胞培養 / テルペノイド / 系統分類 / 薬用資源
Outline of Annual Research Achievements

野生植物の産生成分には多くの場合種内多様性が存在し,同じ種であっても異なる集団間あるいは異なる個体間では成分組成も異なる.このメカニズムを解明し,植物由来天然物のバリエーション拡大に応用することを目的として,平成27年度は,Eupatorium属およびFarfugium属植物を中心とした種内多様性研究と植物細胞培養を行った.
前年度までにE. heterophyllumにおいて3種のケモタイプの存在を見出したが,地理的環境との相関は認められなかった.そこで,3箇所の塩基配列(核のITS領域,葉緑体のatpB-rbcL領域およびtrnL-rpl32領域)を解析し,クラスター分析を行ったところ,分類結果はケモタイプとよく一致した.さらに,本植物10試料より得た計21種の新規化合物について細胞毒性活性試験を行い,うち2種がHL-60細胞に対してpositive controlのマイトマイシンCに匹敵する活性を示した.いずれの化合物もマイナーなケモタイプの試料より微量成分として得られたものであった.
一方,F. japonicumからは8種の新規セスキテルペノイドを得た.このうち1種は1つの試料の主成分であり,種内多様性を評価する上での重要な指標化合物になり得ると考えられた.本成分の変動に関与する因子の同定のため,F. japonicumから誘導したカルスの各種条件下での培養に着手した.
その他,本邦各地にて採集した3種のEupatorium属植物(いずれも成分報告例なし)から8種の新物質を得るなど,研究期間を通じて49種の新規化合物を含む計150の化合物を単離した.

  • Research Products

    (23 results)

All 2016 2015

All Journal Article (15 results) (of which Int'l Joint Research: 8 results,  Peer Reviewed: 15 results,  Acknowledgement Compliant: 2 results) Presentation (8 results) (of which Int'l Joint Research: 3 results)

  • [Journal Article] Eudesmane sesquiterpenoids from the wood of Platycarya strobilacea2016

    • Author(s)
      Hitomi Morikawa, Yoshinori Saito, Yosuke Matsuo, Hajime Maeda, and Takashi Tanaka
    • Journal Title

      Natural Product Communications

      Volume: 印刷中 Pages: 印刷中

    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Three New Eremophilanes from Ligularia Collected in China2016

    • Author(s)
      Yoshinori Saito, Yuriko Takashima, Yasuko Okamoto, Xun Gong, Ryo Hanai, Chiaki Kuroda, Motoo Tori
    • Journal Title

      Natural Product Communications

      Volume: 印刷中 Pages: 印刷中

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Two new diterpenoids from Salvia przewalskii2016

    • Author(s)
      Haruka Tsukada, Hiroshi Kawabe, Aya Ohtaka, Yoshinori Saito, Yasuko Okamoto, Motoo Tori, Hiroyuki Kagechika, Hiroshi Hirota, Xun Gong, Chiaki Kuroda, Ayumi Ohsaki
    • Journal Title

      Natural Product Communications

      Volume: 11 Pages: 159-161

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Chemical lineages of Ligularia fischeri2016

    • Author(s)
      Chiaki Kuroda, Chiemi Shibayama, Kyosuke Inoue, Yasuko Okamoto, Motoo Tori, Yoshinori Saito, Ryo Hanai, Xun Gong
    • Journal Title

      Natural Product Communications

      Volume: 11 Pages: 139-143

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Three new oxidation products produced from epigallocatechin-3-O-gallate and epicatechin-3-O-gallate2016

    • Author(s)
      Yan Li, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
    • Journal Title

      Natural Product Communications

      Volume: 11 Pages: 189-192

    • Peer Reviewed
  • [Journal Article] Triterpene galloyl esters from edible acorn of Castanopsis cuspidata2016

    • Author(s)
      Misaki Ogata, Yoshinori Saito, Yosuke Matsuo, Hajime Maeda, Takashi Tanaka
    • Journal Title

      Natural Product Communications

      Volume: 11 Pages: 179-181

    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Stereochemistry of the Black Tea Pigments Theacitrins A and C2016

    • Author(s)
      Yosuke Matsuo, Keita Okuda, Hitomi Morikawa, Ryosuke Oowatashi, Yoshinori Saito, Takashi Tanaka
    • Journal Title

      Journal of Natural Products

      Volume: 11 Pages: 189-195

    • DOI

      10.1021/acs.jnatprod.5b00832

    • Peer Reviewed
  • [Journal Article] Chalcane-stilbene conjugates and oligomeric flavonoids from Chinese Dragon’s Blood produced from Dracaena cochinchinensis2015

    • Author(s)
      Qian Hao, Yoshinori Saito, Yosuke Matsuo, Hai-Zhou Li, Takashi Tanaka
    • Journal Title

      Phytochemistry

      Volume: 119 Pages: 76-82

    • DOI

      10.1016/j.phytochem.2015.09.009

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Terpenoids from Ligularia virgaurea collected in China: the first example of two bakkane derivatives with an anhydride-type ring C and nineteen new chemical constituents2015

    • Author(s)
      Yoshinori Saito, Saori Iga, Katsuyuki Nakashima, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
    • Journal Title

      Tetrahedron

      Volume: 71 Pages: 8428-8435

    • DOI

      10.1016/j.tet.2015.09.011

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Oxidation mechanism of black tea pigment theaflavin by peroxidase2015

    • Author(s)
      Rie Kusano, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
    • Journal Title

      Tetrahedron Letters

      Volume: 56 Pages: 5099-5102

    • DOI

      10.1016/j.tetlet.2015.07.037

    • Peer Reviewed
  • [Journal Article] Diastereomeric ellagitannin isomers from Penthorum chinense2015

    • Author(s)
      Manami Era, Yosuke Matsuo, Takuya Shii, Yoshinori Saito, Takashi Tanaka, Zhi-Hong Jiang
    • Journal Title

      Journal of Natural Products

      Volume: 78 Pages: 2104-2109

    • DOI

      10.1021/acs.jnatprod.5b00439

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Three new flavans in dragon’s blood from Daemonorops draco2015

    • Author(s)
      Qian Hao, Yoshinori Saito, Yosuke Matsuo, Hai-Zhou Li, Takashi Tanaka
    • Journal Title

      Natural Product Research

      Volume: 29 Pages: 1419-1425

    • DOI

      10.1080/14786419.2014.1003137

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Four new sesquiterpenoids from Ligularia subspicata collected in China; isolation of a bakkane-type lactone, an eremophilane-type lactone, and two ortho esters2015

    • Author(s)
      Yoshinori Saito, Takanori Otsubo, Yuko Iwamoto, Katsuyuki Nakashima, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
    • Journal Title

      Natural Product Communications

      Volume: 10 Pages: 831-833

    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Hypolipidemic property of a new fermented tea made with third crop green tea (Camellia sinensis) leaves and unripe Satsuma Mandarin (Citrus unshiu) fruits2015

    • Author(s)
      Hisayuki Nakayama, Naho Yuito, Yuji Miyata, Kei Tamaya, Takashi Tanaka, Yoshinori Saito, Toshiro Matsui, Sadayuki Aramaki, Yasuo Nagata, Shizuka Tamaru, Kazunari Tanaka
    • Journal Title

      Food Science and Technology Research

      Volume: 21 Pages: 77-86

    • DOI

      org/10.3136/fstr.21.77

    • Peer Reviewed
  • [Journal Article] Selective oxidation of pyrogallol-type catechins with unripe fruit homogenate of Citrus unshiu and structural revision of oolongtheanins2015

    • Author(s)
      Yosuke Matsuo, Fumiya Tadakuma, Takuya Shii, Yoshinori Saito, Takashi Tanaka
    • Journal Title

      Tetrahedron

      Volume: 71 Pages: 2540-2548

    • DOI

      10.1016/j.tet.2015.03.016

    • Peer Reviewed
  • [Presentation] キク科ツワブキ (Farfugium japonicum) の新規エレモフィラン型セスキテルペン2016

    • Author(s)
      汐崎優子、齋藤義紀、松尾洋介、田中 隆
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜(神奈川県横浜市)
    • Year and Date
      2016-03-26 – 2016-03-29
  • [Presentation] 中国雲南省産Euphorbia griffithiiの新規ジテルペノイド2016

    • Author(s)
      緒方美咲、齋藤義紀、松尾洋介、Xun GONG、田中 隆
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜(神奈川県横浜市)
    • Year and Date
      2016-03-26 – 2016-03-29
  • [Presentation] Intra-specific diversity in cytotoxic sesquiterpene lactone constituents of Eupatorium heterophyllum collected in P. R. China2015

    • Author(s)
      Ogata, Misaki; Saito, Yoshinori; Nakashima, Katsuyuki; Okamoto, Yasuko; Tori, Motoo; Kawahara, Takayuki; Hanai, Ryo; Matsuo, Yosuke; Tanaka, Takashi; Gong, Xun; Kuroda, Chiaki
    • Organizer
      International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      ホノルル(米国)
    • Year and Date
      2015-12-15 – 2015-12-20
    • Int'l Joint Research
  • [Presentation] Chemical and genetic diversity of Ligularia virgaurea2015

    • Author(s)
      Yoshinori Saito, Yuriko Takashima, Aya Kamada, Saori Iga, Mizuho Taniguchi, Kie Hoshiyama, Chika Hayami, Katsuyuki Nakashima, Yasuko Okamoto, Motoo Tori, Ryo Hanai, Xun Gong, and Chiaki Kuroda
    • Organizer
      International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      ホノルル(米国)
    • Year and Date
      2015-12-15 – 2015-12-20
    • Int'l Joint Research
  • [Presentation] 中国四川省産Ligularia pleurocaulis の化学的種内多様性2015

    • Author(s)
      齋藤 義紀、高橋 宏明、岡本 育子、中島 勝幸、通 元夫、黒田 智明、 花井 亮、Xun Gong
    • Organizer
      第57回天然有機化合物討論会
    • Place of Presentation
      神奈川県民ホール(神奈川県横浜市)
    • Year and Date
      2015-09-09 – 2015-09-11
  • [Presentation] 中国産Ligularia virgaureaの新規化学成分と多様性(4)2015

    • Author(s)
      通 元夫,星山紀恵,速水智加,中島勝幸,齋藤義紀,岡本育子,Xun Gong,花井 亮,黒田智明
    • Organizer
      第59回 香料・テルペンおよび精油化学に関する討論会
    • Place of Presentation
      近畿大学(大阪府東大阪市)
    • Year and Date
      2015-09-05 – 2015-09-07
  • [Presentation] 中国雲南省産Ligularia lankongensisの高度に酸化されたビサボラン型化合物2015

    • Author(s)
      齋藤義紀,岡本育子,花井 亮,平井美咲,松尾洋介,田中 隆,Xun Gong,廣田 洋,黒田智明
    • Organizer
      第59回 香料・テルペンおよび精油化学に関する討論会
    • Place of Presentation
      近畿大学(大阪府東大阪市)
    • Year and Date
      2015-09-05 – 2015-09-07
  • [Presentation] Chemical and Genetic Diversity of Eupatorium heterophyllum Collected in China2015

    • Author(s)
      Y. Saito, M. Ogata, K. Nakashima, Y. Okamoto, R. Hanai, T. Kawahara, Y. Matsuo, T. Tanaka, M. Tori, X. Gong, C. Kuroda
    • Organizer
      Inaugural Sympodium of the Phytochemical Society of Asia
    • Place of Presentation
      徳島文理大学(徳島県徳島市)
    • Year and Date
      2015-08-30 – 2015-09-02
    • Int'l Joint Research

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Published: 2017-01-06  

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