Distribution Research of Malagasy and Kenyan medicinal plants and Development of Medical and Pharmaceutical Sources

2009 Fiscal Year Final Research Report

• Project/Area Number: 18256001
• Research Category: Grant-in-Aid for Scientific Research (A)
• Allocation Type: Single-year Grants
• Section: 海外学術
• Research Field: Chemical pharmacy
• Research Institution: Tokushima Bunri University
• Principal Investigator: ASAKAWA Yoshinori Tokushima Bunri University, 薬学部, 教授 (50033874)
• Co-Investigator(Kenkyū-buntansha): FUKUYAMA Yoshiyasu 徳島文理大学, 薬学部, 教授 (70208990) ; HASHIMOTO Toshihiro 徳島文理大学, 薬学部, 教授 (10075955) ; TOYOTA Masao 徳島文理大学, 薬学部, 教授 (50122586) ; NAGASHIMA Fumihiro 徳島文理大学, 薬学部, 准教授 (60228012) ; ITO Takuya 徳島文理大学, 薬学部, 助教 (90517484) ; HARINANTENAINA Live 元徳島文理大学, 薬学部, DR.・博士研究員 ; RUKUNGA Geoge 元徳島文理大学, 薬学部, DR.・JICA派遣博士研究員
• Project Period (FY): 2006 – 2009
• Keywords: マダガスカル / ケニア / 薬用植物 / テルペン / ビスビベンジル / 抗ウイルス / 抗肥満

Research Abstract

The Malagasy and Kenyan medicinal plans, especially, Cinnamosma and Warburgia species belonging to the Cannelaceae family were searched and collected in each country. Their secondary metabolites were separated and isolated and their chemical structures elucidated. A number of drimane-type sesquiterpenoids, cinnamodial, warburganal, caspicodendrin and macrocyclic bis-bibenzyls, marchantin A, isoplagiochin C and riccardin C which showed α-glucose inhibitory activity, anti-virus, anti-microbial and anti-fungal, anti-oxidant, anti-obesity activity.

Research Products

• [Journal Article] Chemo-systematics of the liverworts collected in Borneo. (2010)
  • Author(s): Ludwiczuk, A., Asakawa, Y.
  • Journal Title: Tropical Bryology 31 Pages: 33-42
  • Peer Reviewed
• [Journal Article] Biotransformation of sesquiterpenoids from liverworts by fungi and mammals. (2010)
  • Author(s): Asakawa, Y. Hashimoto, T. ; Noma, Y.
  • Journal Title: Nat. Prod. Commun. 5 Pages: 695-707
  • Peer Reviewed
• [Journal Article] Pungent Aromatic Compounds from New Zealand Liverwort Hymenophyton flabellatum. (2009)
  • Author(s): Toyota, M. ; Omatsu, I. ; Braggins, J. ; Asakawa, Y.
  • Journal Title: Chem. Pharm. Bull 57 Pages: 1015-1018
  • Peer Reviewed
• [Journal Article] Bryophytes. Bio-and Chemical Diversity (2009)
  • Author(s): Asakawa Y. ; Ludwiczuk. A. ; Nagashima. F. ; Toyota M. ; Hashimoto. T., Tori. M. ; Fukuyama Y. ; Harinantenaina L.
  • Journal Title: Bioactivity and Chemosystematics 77(1) Pages: 99-150
  • Peer Reviewed
• [Journal Article] Molluscicidal phloroglucinols from the fern Elaphoglosum piloselloides. (2009)
  • Author(s): Socolsky, C. ; Asakawa, Y. ; Bardon, A.
  • Journal Title: J. Nat. Prod. 72 Pages: 787-790
  • Peer Reviewed
• [Journal Article] Synthesis of riccardin C and its seven analogues. Part 1. The role of their phenolic hydroxyl groups as LXLα agonist Bioorg. (2009)
  • Author(s): Hioki, H. ; Shima. N. ; Kawaguchi, K. ; Harada, K. ; Kubo, M. : Esumi. T. ; Nishimaki-Mogami, T. ;Sawada, J. ; Hashimoto, T. : Asakawa, Y. ; Fukuyama, Y.
  • Journal Title: Med. Chem. Lett. 19 Pages: 723-741
  • 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] 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] Insect antifeedant sesquiterpene acetals from the liverwort Lepidoaena clavigera. 2. Structures, artifacts and activity. (2008)
  • Author(s): Perry, N.B. ; Burgess, E.J. ; foster, L.M. ; Gerard, P., P. ; Toyota, M. ; Asakawa, Y.
  • Journal Title: J. Nat. Prod. 71 Pages: 258-261
  • Peer Reviewed
• [Journal Article] Chemical constituents of Malagasy liverworts, Part VI: A myltaylane caffeate from Bazzania nitida with nitric oxide inhibitory activity. (2007)
  • Author(s): Harinantenaina, L. ; Asakawa, Y
  • Journal Title: J. Nat. Prod. 70 Pages: 856-858
  • Peer Reviewed
• [Journal Article] Bioactive compounds from liverworts: inhibition of lipopoly-saccharide-induced NOS mRNA in R|AW 264. 7 cells by herberenoids and cuparenoids: Y. (2007)
  • Author(s): Harinatenaina, L., Dang, N.Q. ; Nishizawa, T. ; Hashimoto, T., Kohchi, C., Soma, G.-I. ; Asakawa, Y.
  • Journal Title: Phytomedicine 14 Pages: 486-491
  • Peer Reviewed
• [Journal Article] Phytochmistry of three selected liverworts (2007)
  • Author(s): Harinatenaina, L. ; Kida, S. ; Asakawa, Y.
  • Journal Title: Conocephalum conicum, Plagiochila barteri and P. terebrans. Arakivoc Pages: 22-29
  • Peer Reviewed
• [Journal Article] Asakawa, Chemical constituents of Malagasy liverworts, Part VI: A myltaylane caffeate from Bazzania nitida with nitric oxide inhibitory activity. (2007)
  • Author(s): Harinantenaina, L.
  • Journal Title: Y.J. Nat. Prod. 70 Pages: 856-858
  • Peer Reviewed
• [Journal Article] Cinnamacrins A-D, cinnafragrin D and cytostatic metabolites with α-glucosidase inhibitory activity from Cinnamosma macrocarpa. (2007)
  • Author(s): Harinantenaina, L. ; Asakawa, Y. ; De Clercq E
  • Journal Title: J. Nat. Prod. 70 Pages: 277-282
  • Peer Reviewed
• [Journal Article] Asakawa, Malagasy liverworts, source of new and biologically active compounds. (2007)
  • Author(s): Harinantenaina, L.
  • Journal Title: Y. Nat. Prod. Commun. 2(2) Pages: 1-9
  • Peer Reviewed
• [Journal Article] Chemical constituents of Malagasy liverworts, Part V: Prenyl bibenzyls and Clerodane diterpenoids with nitric oxide inhibitory activity from Radula appressa and Thysananthus spathulistipus. (2006)
  • Author(s): Harinantenaina, L. ; Takahara, Y. ; Nishizawa, T. ; Kohchi, C. ; Soma, G.-I. ; Asakawa, Y
  • Journal Title: Chem. Pharm. Bull. 54(7) Pages: 1046-1-49
  • Peer Reviewed
• [Journal Article] Momordica charantia constituents and antidiabetic screening of the isolated major compounds. (2006)
  • Author(s): Harinantenaina, L. ;Tanaka, M. ; Takaoka, S. ; Oda, M. ; Mogami, O. ; Uchida, M. ; Asakawa, Y.
  • Journal Title: Chem. Pharm. Bull. 54(7) Pages: 1017-1021
  • Peer Reviewed
• [Journal Article] Chemical constituents of Malagasy liverworts: Cyclomyltaylanoids from Bazzania madagassa. (2006)
  • Author(s): Harinatenaina, L. ; Kurata, R. ; Takaoka, S. ; Asakawa, Y.
  • Journal Title: Phytochemistry 67 Pages: 2616-2622
  • Peer Reviewed
• [Journal Article] Cinnafragrins A-C, Novel Dimeric and Trimeric Drimane Sesquiterpenoids from Cinnamosma fragrans. Structure revision of apsicodendrin (2006)
  • Author(s): Harinantenaina, L. ; Asakawa, Y.
  • Journal Title: J. Nat. Prod. 69 Pages: 1193-1197
• [Journal Article] Identification of Cinnamosma secondary metabolites as alpha-glucosidase inhibitors and cytostatic compounds. A successful example of the application of ethonobotany in drug discovery. (2006)
  • Author(s): Harinantenaina, L. ; Asakawa. Y.
  • Journal Title: J. Pharm. Soc. Jp. 126 Pages: 96-99
  • Peer Reviewed
• [Journal Article] Diterpene glycosides from the bitter fern Gleichenia quadripartite.
  • Author(s): Socolsky, C. ; Asakawa, Y. ; Bardon, A. ;Socolsky, C. ; Asakawa, Y. ;Bardon, A
  • Journal Title: J. Nat. Prod. J. Nat.
• [Journal Article] Screening of novel nuclear receptor agonists by a convenient reporter gene assay system using green fluorescent protein derivatives.
  • Author(s): Suzuki, T. ; Mogami, T.N.-N. ; Kawai, H. ; Kobayashi, T. ; Shinozaki, Y. ; Sato, Y. ;Hashimoto, T. ; Asakawa, Y. ; Inoue, K. ; Ohno, Y. ; Hayakawa, T. ; Kawanishi, T.T.
  • Journal Title: Phytomedicine 2006 13 Pages: 401-411
  • Peer Reviewed
• [Presentation] Tahitian Liverworts-Rich Sources of Terpenoids and Other Volatiles. (2009)
  • Author(s): Ludwiczuk, A.. ; Komara, I. ; Pham, A. ; Biachini, J. -P. ; Raharibvelomanana, P. ; Asakawa, Y.
  • Organizer: 40th International Symposium on Essential Oils
  • Place of Presentation: Savigliano, Italy
  • Year and Date: 20090906-20090909
• [Presentation] New secoaromadendrane sesquiterpene lactone, cembrane and fusicoccane diterpenoids from the Tahitian liverwort Chandonanthus hirtellus. (2009)
  • Author(s): Komala, I. ; Ito, T. ; Nagashima, F. ; Yagi, Y. ; Kawahata, M. ; Yamaguchi, K. Asakawa, Y.
  • Organizer: Bandung International Conference on Medicinal Chemistry
  • Place of Presentation: Bandung, Indonesia
  • Year and Date: 20090806-20090808
• [Presentation] Marchantiophyta and Inedible Mushrooms: Marvelous Sources of Bioactive Molecules. (2008)
  • Author(s): Asakawa, Y.
  • Organizer: 7th Joint Meeting of Association Francophone 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] (2008)
  • Author(s): Asakawa, Y., Ludwiczuk, A. ; Hashimoto, T.
  • Organizer: 6thInternational Symposium on Chromatography of Natural Products (ISCNP)
  • Place of Presentation: Lublin, Poland
  • Year and Date: 20080615-20080618
• [Presentation] リバ・ハリナンテイナ・浅川義範.数種のマダガスカル産植物の化学成分. (2008)
  • Author(s): 長島史裕、田淵友輝
  • Organizer: 日本薬学会第128年会
  • Place of Presentation: 横浜
  • Year and Date: 20080326-20080328
• [Presentation] Biological active compounds from Malagasy Cinnamosma species. (2007)
  • Author(s): Asakawa, Y. ; Harinantenaina, Liva.
  • Place of Presentation: Graz, Austria
  • Year and Date: 20070909-20070912
• [Presentation] Phytochemistry of Bryophytes: Bio- and Chemical Diversity, Biological Activity and Chemosystematics.
  • Author(s): Asakawa Y
  • Organizer: Malaysian Natural Products International Seminar Silver Jubilee“Natural Products R&D: Leads from Nature"
  • Place of Presentation: Kuantan, Malaysia
• [Presentation] Phloroglucinols from the Argentine fern Elaphoglossum yungense.
  • Author(s): Socolosky; C. ; Asakawa. Y. ; Bardon, A.
  • Organizer: The 56th Annual Meeting of the Japanese Society of Pharmacognosy
  • Place of Presentation: Kyoto, Japan
• [Book] Comprehensive Natural Products. Chemistry and Biology Mander(L.;Lui, H.-W. Eds., Biotransformation of Sesquiterpenoids.) (2010)
  • Author(s): Asakawa, Y. ; Noma, Y.
  • Total Pages: 803-892
  • Publisher: Elsevier
• [Book] Comprehensive Natural Products. Chemistry and Biology Mander(L.; Lui, H.-W. Eds., Biotransformation of Di-and Triterpenoids, Steroids, and Miscellaneous Synthetic Substances.) (2010)
  • Author(s): Asakawa, Y. ; Noma, Y.
  • Total Pages: 893-965
  • Publisher: Esevier
• [Book] Biotransformation of Sesquiterpenoids, Ionones, Damascones, Adamantanes, and Aromatic Compounds by Green Algae (2009)
  • Author(s): Asakawa, Y. ; Noma, Y
  • Total Pages: 737-841
  • Publisher: CRC Press
• [Remarks]
  • URL: http://p.bunri-u.ac.jp/
• [Patent(Industrial Property Rights)] SGLTの阻害剤 (2008)
  • Inventor(s): 森田博史、橋本敏弘、浅川義範
  • Industrial Property Rights Holder: 日本水産株式会社
  • Industrial Property Number: 用途特許2008-2642826
  • Filing Date: 2008-10-10