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2008 Fiscal Year Annual Research Report

マダガスカルおよびケニア産薬用植物分布調査および医薬資源開発

Research Project

Project/Area Number 18256001
Research InstitutionTokushima Bunri University

Principal Investigator

浅川 義範  Tokushima Bunri University, 薬学部, 教授 (50033874)

Co-Investigator(Kenkyū-buntansha) 福山 愛保  徳島文理大学, 薬学部, 教授 (70208990)
橋本 敏弘  徳島文理大学, 薬学部, 教授 (10075955)
豊田 正夫  徳島文理大学, 薬学部, 教授 (50122586)
長島 史裕  徳島文理大学, 薬学部, 准教授 (60228012)
伊藤 卓也  徳島文理大学, 薬学部, 助教 (90517484)
Keywords薬学 / 薬用植物 / 生理活性 / bis-bibenzyls / Riccardin C / 肥満抑制活性 / LXRαアゴニスト / 抗がん活性
Research Abstract

本研究はマダガスカルおよびケニアの薬用植物分布調査と人体にやさしい医薬原料の供給および医薬品を創製することを目的とする。本年度はマダガスカルで入手したCussonia属C. vantsilana, Combretum属C. obscurum, C. corccineum,ムギワラギク属(Helichrysum) H. gymnocephalum, Phyllarthron属P. madagascariensおよびフウセントウワタ属(Gomphocarpus) G. fruticosusおよびハネゴケ属など各種苔類の生理活性物質の単離構造決定、生物試験を行った。C. vantsilanaよりlupeol, ent-3β,19-dihydroxy-16-kaurene, C. corcineumおよびC. obscurumより数種のステロール類、H. gymnocephalumよりpinocembrin, 5, 7-dihydroxy-3, 6, 8-trimethoxyflavone. P. madagascariensから30-hydroxy20 (29)-lupene-3-one, mangiferolic acidおよび5, 7-dihydroxy-6, 4'-dimethoxyflavone, G .fructicosusよりethyl (1-hydroxy-4-oxocyclohexa-2, 5-dienyl-9-acetateおよびjacaranonを単離しそれぞれの構造を決定した。すべての化合物をStaphylococcus aureus, Bacillus subtilis, Mycobacterium smegmatis, Klebsiella pneumoniae, Pseudomoas aeruginosaで抗菌活性試験を行ったところ化合物単独では活性は見られなかったもののlupan型トリテルペンとflavone, flavone同士を混合すると抗菌活性が著しく上昇することを見出した。マダガスカル、ケニア産苔類の中には多量のbis-bibenzyl類を含む種が存在するが中でもriccardin Cは核内受容体LXRαの選択的アゴニストであること、in vivoでも中性脂肪を上昇させることなく肥満抑制活性があることを証明した。本化合物は医薬品候補に最近挙げられ、全世界で全合成が展開されているが、我々のグループもいち早くその全合成を達成した。また、ハネゴケ属苔類の中には抗がん剤paclitaxelと同様にチュブリン重合阻害活性を示すbis-bibenzylのisoplagiochin類を含有すること、さらにこれらの化合物が全く毒性がないことを確かめ、将来抗腫瘍薬として有望な化合物であることが認められ世界で全合成が開始されている。

  • Research Products

    (28 results)

All 2009 2008

All Journal Article (14 results) (of which Peer Reviewed: 14 results) Presentation (14 results)

  • [Journal Article] Synthesis of riccardin C and its seven analogues. Part 1. The role of theirphenolic hydroxyl groups as LXLα agonists.2009

    • Author(s)
      Hioki, H., Shima. N., Kawaguchi, K., Harada, K., Kubo, M., Esumi. T., Nishimak-Mogami, T., Sawada, J., Hashimoto, T., Asakawa, Y., Fukuyama, Y.
    • Journal Title

      Bioorg. Med. Chem. Lett. 19

      Pages: 738-741

    • Peer Reviewed
  • [Journal Article] Recent advances of biologically active substances from the Marchantiophyta.2008

    • Author(s)
      Asakawa, Y.
    • Journal Title

      Nat. Prod. Commun. 3

      Pages: 77-92

    • Peer Reviewed
  • [Journal Article] Liverworts-Potential source of medicinal compounds.2008

    • Author(s)
      Asakawa, Y.
    • Journal Title

      Curr. Pharm. Design. 14

      Pages: 3067-3088

    • Peer Reviewed
  • [Journal Article] Secondary metabolites of Cinnmosma madagascariensis and their α-glucosidase inhibitory properties.2008

    • Author(s)
      Harinantenaina, L., Matsunami, K., Otsuka, H., Kawahata, M., Yamaguchi, K., Asakawa, Y.
    • Journal Title

      J. Nat. Prod. 71

      Pages: 123-126

    • Peer Reviewed
  • [Journal Article] The novel compounds that activate farnesoid X-receptor : the diversity of their effect on gene expression.2008

    • Author(s)
      Suzuki, T., Temehiro, N., Sato, Y., Kbayashi, T., Ishii-Watanabe, A., Shinozaki, Y., Nishimaki-Mogami, T., Hashimoto, T., Asakawa, Y., Inoue, H., Ohno, Y., Yamaguchi, T., Kawanishi, T.
    • Journal Title

      J. Pharmacol. Sci. 107

      Pages: 285-294

    • Peer Reviewed
  • [Journal Article] Biogenetic-like cyclization of denudatenone A to dolabellane-type diterpenoids induced by Samarium (II) iodide : A ketyl-olefin radical coupling reaction forming five-membered carbocycles.2008

    • Author(s)
      Sono, M., Hanaoaka, M., Hashimoto, T., Asakawsa, Y., Tori, M.
    • Journal Title

      Synlett 6

      Pages: 469-471

    • Peer Reviewed
  • [Journal Article] Expedient synthetic transformation of ptychantins into forskolin.2008

    • Author(s)
      Hagiwara, H., Tsukagoshi, M., Hoshi, T., Suzuki, T., Hashimoto, T., Asakawa, Y.
    • Journal Title

      Synlett. 6

      Pages: 929-931

    • Peer Reviewed
  • [Journal Article] Insect antifeedant sesquiterpene acetals from the liverwort Lepidolaena clavieera. 2. Structures, artifacts and activity.2008

    • Author(s)
      Perry, N. B., Burgess, E. J., Foster, L. M., Gerard, P., Toyota, M., Asakawa, Y.
    • Journal Title

      J. Nat. Prod. 71

      Pages: 258-261

    • Peer Reviewed
  • [Journal Article] Marchantiophyta : A good source of biologically active substances.2008

    • Author(s)
      Asakawa, Y.
    • Journal Title

      Science and Culture 74

      Pages: 31-50

    • Peer Reviewed
  • [Journal Article] Distribution of terpenoids and aromatic compounds in selected southern hemispheric liverworts.2008

    • Author(s)
      Ludwiczuk, A., Asakawa, Y.
    • Journal Title

      Fildiana : Botany 47

      Pages: 37-58

    • Peer Reviewed
  • [Journal Article] Bryophytes-Chemical diversity, bioactivity and chemosystematics. Part 1. Chemical diversity and bioactivity.2008

    • Author(s)
      Asakawa, Y., Ludwiczuk, A.
    • Journal Title

      Medicinal Plants in Poland and in the world (Posliny Lecznicze w Oilsce I na Swiecie) 2

      Pages: 33-53

    • Peer Reviewed
  • [Journal Article] Bryophytes-Chemical diversity, bioactivity and chemosystematics. Part II. Chemosystematics2008

    • Author(s)
      Asakawa, Y., Ludwiczuk, A.
    • Journal Title

      Medicinal Plants in Poland and in the world (Posliny Lecznicze w Oilsce I na Swiecie) 3/4

      Pages: 4

    • Peer Reviewed
  • [Journal Article] きのこ類より生活習慣病予防薬および抗耐性菌役の探索研究.2008

    • Author(s)
      橋本敏弘, 吉川和子, 梅山明美, 浅川義範
    • Journal Title

      日本菌学会西日本支部会報. 7

      Pages: 19-26

    • Peer Reviewed
  • [Journal Article] Marchantiophyta (Liverworts) : Rich sources of macrocyclic bis(bibenzyls).2008

    • Author(s)
      Asakawa, Y., Toyota, M., Hashimoto, T., Tori, M., Nagashima, F., Harinantenaina, L.
    • Journal Title

      Heterocycles 6

      Pages: 99-127

    • Peer Reviewed
  • [Presentation] Extraction, Isolation, Structural Determination of Pharmacologically Active Compounds.2008

    • Author(s)
      Asakawa, Y.
    • Organizer
      International Meeting of DNDi (Drugs for Neglected Diseases Initiative).
    • Place of Presentation
      Kuala Lumpur, Malaysia
    • Year and Date
      20081202-20081204
  • [Presentation] Marchantiophyta : Bio and Chemical Diversity, bioactivity and Chemosystematics.2008

    • Author(s)
      Asakawa, Y.
    • Organizer
      International Conference on Molecular Chemistry 2008.
    • Place of Presentation
      Kuala Lumpur, Malaysia
    • Year and Date
      20081125-20081126
  • [Presentation] 4種のマダガスカル産植物の化学成分研究.2008

    • Author(s)
      長島史裕, 田淵友輝, Liva, Harinantenaina, 浅川義範.
    • Organizer
      日本薬学会中国四国支部年会
    • Place of Presentation
      岡山
    • Year and Date
      20081108-20081109
  • [Presentation] Marchantiophyta : Bio and Chemical Diversity, bioactlvity and Chemosystematics.2008

    • Author(s)
      Asakawa, Y.
    • Organizer
      Congress International sur les Plantes Aromatiques et Medicinales (CIPAM)
    • Place of Presentation
      Noumea, New Caledonia
    • Year and Date
      20081102-20081105
  • [Presentation] Highly Efficient Production of Functionalized Compounds from Secondary Metabolites by Microorganisms and Mammals.2008

    • Author(s)
      Asakawa, Y.
    • Organizer
      5^<th> Malaysian International Conference on Essential Oils, Fragrance and Flavour Materials (MICE0FF5)
    • Place of Presentation
      Kuaka Lumpur, Malaysia
    • Year and Date
      20081028-20081030
  • [Presentation] The Chemical diversity of the Liverworts Conocephalum Species.2008

    • Author(s)
      Ludwiczuk, A., Asakawa, Y.
    • Organizer
      5^<th> Malaysian International Conference on Essential Oils, Fragrance and Flavour Materials (MICE0FF5)
    • Place of Presentation
      Kuaka Lumpur, Malaysia
    • Year and Date
      20081028-20081030
  • [Presentation] Microbial transformation of Mono- Nor- and Sesquiterpenoids as Unit reaction2008

    • Author(s)
      Noma, Y., Asakawa, Y.
    • Organizer
      5^<th> Malaysian International Conference on Essential Oils, Fragrance and Flavour Materials (MICE0FF5)
    • Place of Presentation
      Kuaka Lumpur, Malaysia
    • Year and Date
      20081028-20081030
  • [Presentation] Distribution of volatile bibenzyls and tocopherols in liverworts and pungent medicinal plants.2008

    • Author(s)
      Asakawa, Y., Nishiki, M., Ludwiczuk, A., Toyota, M.
    • Organizer
      39th International Symposium on Essential Oils.
    • Place of Presentation
      Quedlinburg, Germany
    • Year and Date
      20080907-20080910
  • [Presentation] Microbial transformation of Grifolin, Neogrifolin, Sclareolide, Sclareodiol and Pinan-2, 3-diol and bioactivities of Metaboliltes against MRSA.2008

    • Author(s)
      Noma, Y., Hashimoto, T., Furusawa, M., Iscan, G., Demirci, F., Kirimer, N., Baser, K. H. C.
    • Organizer
      39th International Symposium on Essential Oils
    • Place of Presentation
      Quedlinburg, Germany
    • Year and Date
      20080907-20080910
  • [Presentation] Volatile Components as Chemosystematics Markers of Selected Liverworts.2008

    • Author(s)
      Ludwiczuk, A., Asakawa, Y.
    • Organizer
      39th International Symposium on Essential Oils
    • Place of Presentation
      Quedlinburg, Germany
    • Year and Date
      20080907-20080910
  • [Presentation] Marchantiophyta and Inedible Mushrooms : Marvelous Sources of Bioactive Molecules.2008

    • Author(s)
      Asakawa, Y.
    • Organizer
      7^<th> Joint Meeting of Association Francophon pour l' Enseignement et la Reserche en Pharmacognosie, American Society of Pharmacognosy, Society for Medicinal Plant Research, Phytochemical Society of Europe and Soeita Italiana di Fitochimica.
    • Place of Presentation
      Athens, Greece
    • Year and Date
      20080803-20080808
  • [Presentation] Volatile components from Selected Asian and European Liverworts2008

    • Organizer
      6^<th> International Symposium on Chromatography of Natural Products (ISCNP)
    • Place of Presentation
      Lublin, Poland
    • Year and Date
      20080615-20080618
  • [Presentation] Isolat ion and Synthesis of TNF-α Release Inhibitors from Kawa (Piper methysticum) and Japanese Alnus sieboldiana.2008

    • Author(s)
      Asakawa, Y., Ludwiczuk, A., Hashimoto, T.
    • Organizer
      6^<th> International Symposium on Chromatography of Natural Products (ISCNP)
    • Place of Presentation
      Lublin, Poland
    • Year and Date
      20080615-20080618
  • [Presentation] Biotransformation of Aromadendrane and Related Compounds by Microorganisms.2008

    • Author(s)
      Noma, Y, Endo, H., Ishihara, M., Asakawa, Y.
    • Organizer
      6^<th> International Symposium on Chromatography of Natural Products (ISCNP).
    • Place of Presentation
      Lublin, Poland
    • Year and Date
      20080615-20080618

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Published: 2010-06-11   Modified: 2016-04-21  

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