• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Studies on Oryzalide A, a novel antibacterial diterpene, isolated from healthy leaves of rice plant

Research Project

Project/Area Number 02660045
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 植物保護
Research InstitutionTokyo University of Agriculture and Technology

Principal Investigator

WATANABE Minoru  Tokyo Univ. of Agric. & Technol., Fac. of Agric. Professor, 農学部, 教授 (40014914)

渡辺 実 (1991)  東京農工大学, 農学部, 教授

Co-Investigator(Kenkyū-buntansha) KONO Yoshiki  The Institute of Physical & Chemical Research Sub-chief researcher, 副主任研究員
TERAOKA Tohru  Tokyo Univ. of Agric. & Technol., Fac. of Agric. Assistant Prof., 農学部, 助手 (60163903)
Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1991: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1990: ¥1,500,000 (Direct Cost: ¥1,500,000)
KeywordsRice plant / Bacterial leaf blight / Antibacterial substance / Disease resistance / Oryzalide / Oryzalic acid / Compound A-F / Microanalysis
Research Abstract

1. Isolation and identification of ten kinds of Oryzalides and related compounds.
A novel antibacterial diterpene substances, Oryzalide A and structurally related 9 substances, were isolated from healthy rice leaves and the structures were determined. An ethyl acetate-extractable acidic and neutral crude extracts were isolated from about 20 kg fresh weight of flag leaves of cv. Norin 27, and they were purified by silica gel and sephadex LH-20 column chromatography, HPLC, partition TLC, etc., and finally their structures were determined by ^1H-NMR, ^<13>C-NMR, HR-MS, IR, etc. As the results, four kinds of acidic substances of Oryzalides A, B, and Oryzalic acids A, B, and six kinds of neutral substances of Compounds A, B, C, D, E and F were newly found. The structural characteristics, yields and antibacterial activities of the above mentioned ten substances were clarified.
2. Establishment of a microanalytical method of Oryzalides and Oryzalic acids, and measurement of an endogenous level … More in rice leaves. Oryzalides(A and B)and Oryzalic acids(A and B)were analyzed by means of GC-MS-SIM equipped with a capillary column after conversions to the Methyl ester derivative. Amounts of endogenous Oiyzalides and Oryzalic acids were determined by addition of deuterated labeled[17-D_2]Oryzalide B as an internal standard. Major components were found to be Oryzalide A and Oryzalic acid A in fresh leaves of rice plant when monitoring at m/z 305 fragment ion, which was a characteristic and common ion among the four substances.
As the results of preliminary measurement using the above microanalytical method, all Oryzalides and Oryzalic acids were detected from healthy leaves of 8 rice cultivars different in their resistance to bacterial leaf blight, but no correlation was observed between the amount and the degree of resistance. An endogenous four substances were almost detected from leaves but not from roots and ears, and their amount increased as a growth of rice plant proceeds. When the leaves were wounded by a needle bundle-prick, the amount increased to 3-4 times compared with that of not wounding healthy leaves(control). In the leaves inoculated with a compatible or an incompatible strain of pathogenic bacterium, the amount increased to 7.2 or 9.1 times of control, respectively. Less

Report

(2 results)
  • 1991 Final Research Report Summary
  • 1990 Annual Research Report
  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] Yoshiki Kono: "Structured of Oryzalides A and B,and Oryzalic acid A,a group of novel antimicrobial diterpenes,isolated from healthy leaves of a bacterial leaf blight-resistant cultivar of rice plant" Agric.Biol.Chem.55. 803-811 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Manabu Watanabe: "Structures of Oryzalic acid B and three related compounds,a group of novel antibacterial diterpenes,isolated from leaves of bacterial leaf blight-resistant cultivar of rice" Biosci.Biotech.Biohem.56. 113-117 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 鬼澤 二: "イネ健全葉中に含まれるオリザライド関連化合物,Compound Dの抽出・精製と構造解析" 日本植物病理学会平成3年度秋季関東部会講演発表(1991.11.15).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 川島 隆弘: "イネ健全葉中に含まれるオリザライド関連化合物,Compound E,Fの抽出・精製と構造解析" 日本植物病理学会平成3年度秋季関東部会講演発表(1991.11.15).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 渡辺 学: "イネ健全葉中に含まれるオリザライドA,Bおよびオリザリツク酸A,Bの微量定量法に関する研究及び生合成経路の考察" 日本植物病理学会平成3年度秋季関東部会講演発表(1991.11.15).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Minoru Watanabe: "Novel C_<19>ーKaurane Type of Diterpene (Oryzalide A),a new Antimicrobial Compound Isolated from Healthy Leaves of a Bacterial Leaf Blightーresistant Cultivar of Rice Plant" Agric.Biol.Chem.54. 1103-1105 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] 渡辺 学: "イネ葉中に含まれる新規先在性抗菌物質Oryzalic acid AおよびBの化学構造,およびOryzalide関連物質の微量定量に関する研究" 日本植物病理学会秋季関東部分 講演発表.

    • Related Report
      1990 Annual Research Report
  • [Publications] Yoshiki Kono: "Structures of Oryzalides A and B,and Oryzalic Acid A,a Group of Novel Antimicrobial Diterpene Analogues,Isolated from Healthy Leaves of a Bacterial Leaf BlightーResistant" Agric.Biol.Chem.(1991)

    • Related Report
      1990 Annual Research Report

URL: 

Published: 1990-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi