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Exploitation and biotechnological production of a new anti-allergic compound, bryonolic acid

Research Project

Project/Area Number 03557095
Research Category

Grant-in-Aid for Developmental Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

TABATA Mamoru  Kyoto Univ., Fac. Pharm. Sci., Prof., 薬学部, 教授 (60025682)

Co-Investigator(Kenkyū-buntansha) FUKUI Hiroshi  Kanagawa Univ. Fac Agri., Prof., 農学部, 教授 (80026575)
KAMISAKO Wasuke  Mukogawa Women's Univ., Fac. Pharm. Sci., Prof., 薬学部, 教授 (60085280)
TANAKA Shigeo  Kyoto Univ., Fac. Pharm. Sci., As. Prof., 薬学部, 助教授 (30115878)
Project Period (FY) 1991 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥8,300,000 (Direct Cost: ¥8,300,000)
Fiscal Year 1992: ¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1991: ¥6,300,000 (Direct Cost: ¥6,300,000)
KeywordsLuffa cylindrica / Citrullus lanata / plant cell culture / Biosynthesis / Triterpene / Bryonolic acid / Anti-allergic activity / Structure-activity relationship / 植物培養細胞 / ヘチマ / Luffa cylindrica / テルペノイド / ブリオノ-ル酸 / 抗アレルギ-作用
Research Abstract

Attempts were made to improve the productivity of a unique acidic triterpene, bryonolic acid (B A, D:C-friedoolean-8-en-3 beta-ol-29-oic acid) having an anti-allergic activity by cell suspension cultures of Luffa cylindrica and Citrullus lanata. Successive cell selections of high B A-producing cells led to the establishment of a high-producing Luffa cell line that accumulates a large amount of B A (ca. 8% of dry the weight of cells) mainly in the cell walls. When these cells were cultured for 3 weeks in LS medium containing FC-43 emulsion, artificial blood (Green cross), most of B A was released into the medium from the cells that continued to grow normally in the presence of the emulsion. The results obtained from the present study indicate that plant cells could provide a new biotechnological system for an efficient production of promising medicinal compounds.
Pharmacological tests using mice demonstrated that B A succinate (K salt) inhibits not only the three types of allergies (type I, III, and IV) but also edema induced by either arachidonic acid or 12-O-tetradecanoylphorbol 13-acetate, showing a wide spectrum of anti-inflammatory activity. This compound also proved to be effective in inhibiting AcOH-induced writhing (analgesic activity) and lowering phagocytotic activity of macrophages (immunosuppressive activity).

Report

(3 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] Shigeo TANAKA: "Anti-allergic effect of bryonolic acid from Luffa cylindrica cell suspension cultures" Planata Med.57(6). 527-530 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 田端 守: "ヘチマの薬理活性成分の探索とバイオ生産" 現代東洋医学. 13(2). 134-137 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.J.Cho: "Formation of bryonolic acid in cucurbitaceous plants and their cell cultures" Phytochemistry. 31(11). 3893-3896 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TABATA: "Production of anti-allergic triterpene,bryonolic acid,by plant cell cultures" J.Nat.Prod.(1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.J.Cho: "Biosynthesis of bryonolic acid in cultured cells of watermelon" Phytochemistry. (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] J.SHIMAKURA: "Intracellular distribution of the hydrophobic triterpene bryonolic acid in cultured cells of Luffa cylindrica L." Plant Cell Rep.(1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Shigeo Tanaka, Chikari Uno, Makoto Akimoto, Mamoru Tabata: "Chie Honda and Wasuke Kamisako, Anti-allergic effect of bryonolic acid from Luffa cylindrica cell suspension cultures." Planta Med.57(6). 527-530 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.J. Cho, S. Tanaka, H. Fukui and M. Tabata: "Formation of bryonolic acid in cucurbitaceous plants and their cell cultures." Phytochemistry. 31(11). 3893-3896 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Mamoru Tabata, Wasuke Kamisako, and Shigeo Tanaka: "Search for a pharmacologically active principle in Luffa cylindrica and its biotechnological production." Gendai Toyoigaku. 13(2). 134-137 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M. Tabata, S. Tanaka, H.J. Cho, C. Uno, J. Shimakura, M. Ito, W. Kamisako and C. Honda: "Production of anti-allergic triterpene, bryonolic acid, by plant cell cultures." J. Nat. Prod.(1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.J. Cho, M. Ito, S. Tanaka, W. Kamisako and M. Tabata: "Biosynthesis of bryonolic acid in cultured cells of watermelon." Phytochemistry. (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] J. Shimakura, H.J. Cho, S. Tanaka, H. Fukui, M. Tabata and W.: "Kamisako, Intracellular distribution of the hydrophobic triterpene bryonolic acid in cultured cells of Luffa cylindrica L." Plant Cell Rep.(1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Shigeo Tanaka: "Anti-allergic effect of bryonolic acid from Luffa cylindrica cell suspension cultures" Planta Med.57(6). 527-530 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] 田端 守: "ヘチマの薬理活性成分の探索とバイオ生産" 現代東洋医学. 13(2). 134-137 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] H.J.Cho: "Formation of bryonolic acid in cucurbitaceous plants and their cell cultures" Phytochemistry. 31(11). 3893-3896 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tabata: "Production of anti-allergic triterpene,bryonolic acid,by plant cell cultures" J.Nat.Prod.(1993)

    • Related Report
      1992 Annual Research Report
  • [Publications] H.J.Cho: "Biosynthesis of bryonolic acid in cultured cells of watermelon" Phytochemistry. (1993)

    • Related Report
      1992 Annual Research Report
  • [Publications] J.Shimakura: "Intracellular distribution of the hydrophobic triterpene bryonolic acid in cultured cells of Luffa cylindrica L." Plant Cell Rep.(1993)

    • Related Report
      1992 Annual Research Report
  • [Publications] Shigeo Tanaka: "Anti-allergic effect of bryonolic acid from Luffa cylindrica cell suspension cultures" Planta Medica. 57. 527-530 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Hi Jae Cho: "Formation of bryonolic acid in cucurbitaceous plants and their cell cultures" Phytochemistry.

    • Related Report
      1991 Annual Research Report

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Published: 1991-04-01   Modified: 2016-04-21  

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