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Biotransformation and multiple use of Dehydroabietic acid and Related compounds.

Research Project

Project/Area Number 02650611
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionTottori University

Principal Investigator

NAKASHIMA Ruka  Tottori Univ., Fac. of Engineering, Prof., 工学部, 教授 (40025987)

Co-Investigator(Kenkyū-buntansha) SHIBATA Aya  Tottori Univ., Fac. of Engineering, Technical Official, 工学部, 教務員 (10154238)
MIZUTANI Tadashi  Tottori Univ., Fac. of Engineering, Res. Assist., 工学部, 助手 (40229696)
UEDA Nasuo  Tottori Univ., Fac. of General Education, Prof., 教養部, 教授 (30029201)
YAMAMOTO Jiro  Tottori Univ., Fac. of Engineering , Assist Prof., 工学部, 助教授 (30032022)
Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1991: ¥300,000 (Direct Cost: ¥300,000)
Fiscal Year 1990: ¥1,200,000 (Direct Cost: ¥1,200,000)
KeywordsDehydroabietic acid / Umbrella pine / Farnesol / 13-Aminodeisopropyl dehydroabietic acid / 13ーアミノデイソプロピルデヒドロアビエンチン酸 / ワ-オキシデヒドロアビエチン酸 / トリメチルドデカトリエン酸
Research Abstract

We checked the possibility of biotransformation of dehydroabietic acid and some terpenoides by fifty one fungi.
Hlydroxylation was found at 2-, 7- and 16-position of dehydroabletic acid in high yield by IFO 30392 and 7802 in 7-position, IFO 7824 in 2-position and IFO 7085 in 16-position respectively.
3, 7, 11-trimethyl-2, 6, 10-dodercatrienoic acid and 3, 7, 11-trimethyl-2, 10-dodecatrien-1, 7 -diol were obtained in good yield with the biotransformation of fungi by IFO 3521 and IFO 7706 respectively.
We synthesized the 13-aminodeisopropyl dehydroabietic acid and several substituted phenol dehydroabieate to find the posibility of liquid crystalness.
Umbrella pine(Sciadopitys verticillata Sicb. et. Zucc), Japanese name koyamaki, a typical pine group tree in Japan. The major diterpenes in these foliage have been identified as kauren, phyllocladene, rimuene and sclarene. And, we can classified into eight chemical varieties on the basis of the diterpene hydrocarbon content of this leaves. These chemical types are related on the Median Tectonic Line of Japan Island.

Report

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

    (22 results)

All Other

All Publications (22 results)

  • [Publications] 中島 路可他: "デヒドロアビエチン酸の微生物変換" 油化学. 39. 191-195 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 上田 那須雄他: "コウヤマキの葉のジテルペン炭化水素" Chemistry Express. 5. 833-836 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 上田 那須雄他: "コウヤマキの葉のジテルペン炭化水素" 鳥取大学工学部研究報告. 21. 139-146 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 山本 二郎他: "デヒドロアビエチナ-ルとアニリンの反応" Chemistry Express. 7. 129-131 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 中島 路可他: "テルペン類の微生物変換 ーファルネソ-ルの微生物変換ー" Chemistry Express. 7. (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 山本 二郎他: "デヒドロアビエチン酸と各種フェノ-ルとの反応" 油化学. 41. (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 山本 二郎他: "13ーアミノデイソプロピルデヒドロアビエチン酸メチルの合成" 日本化学会誌. 1992. (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Ruka Nakashima, Shigeaki Nishii, Tohru Ishida and Jiro Yamamoto: "Biotransformation of Dehydroabietic Acid by Fungi" Yukagaku. 39. 191-195 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Nasuo Ueda, Naoyuki Dewa, Yuichi Hayashida, Jiro Yamamoto and Ruka Nakashima: "The Diterpene Hydrocarbons in the Leaves of Umbrella pine" Chemistry Express. 5. 833-836 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Nasuo Ueda, Naoyuki Dewa, Yuichi Hayashida, Jiro Yamamoto and Ruka Nakashima: "The Diterpene Hydrocarbons in the Leaves of Umbrella Pine" Report of the Faculty of Engineering Tottori University. 21. 139-146 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Jiro Yamamoto, Seiji Asano, Akio Uchikawa, Akinori Kawato and Aya Shibata: "Reaction of Dehydroabietynal with Anilines" Chemistry Express. 7. 129-131 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Ruka Nakashima, Masahiro Saito, Tadashi Mizutani and JIro Yamamoto: "Microbial transformation of (t, t)-Farnesol" Chemistry Express. 7. (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Jiro Yamamoto, Akinori Kawato, Akio Uchikawa and Aya Shibata: "The reaction of dehydroabietic acid with phenols" Yukagaku. 41. (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Jiro Yamamoto, Akio Uchikawa, Akinori Kawato, Aya Shibata, Tadashi Mizutani and Ruka Nakashima: "Synthesis of methyl 13-aminodeisopropyldehydroabietate" Nihonkagakukaishi. 1992. (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] 山本 二郎,他: "デヒドロアビエチナ-ルとアニリンの反応" Chemistry Express. 7. 129-131 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] 中島 路可 他: "テルペン類の微生物変換 ーファルネソ-ルの微生物変換ー" Chemistry Express. 7. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] 山本 二郎 他: "デヒドロアビエチン酸と各種フェノ-ルと反応" 油化学. 41. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] 山本 二郎,他: "13ーアミノデイソプロピルデヒドロアビエチン酸メチルの合成" 日本化学会誌. 1992. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] 中島 路可: "コウヤマキの葉のジテルペン炭化水素" Chemistry Express. 5. 833-836 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] 中島 路可: "コウヤマキの葉のジテルペン炭化水素" 鳥取大学工学部研究報告. 21. 139-146 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] 山本 二郎: "デヒドロアビエチン酸の化学変換" Bull.Chem.Soc.Jpn.(1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] 中島 路可: "ファルネソ-ルの微生物による変換" Chemistry Express. 6. (1991)

    • Related Report
      1990 Annual Research Report

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

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