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Chemical Studies on Bioactive Substances Against Insects from Marine Organisms

Research Project

Project/Area Number 63470022
Research Category

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

Allocation TypeSingle-year Grants
Research Field 天然物有機化学
Research InstitutionKochi University

Principal Investigator

OCHI Masamitsu  Kochi Univ. Faculty of Sci., Prof., 理学部, 教授 (40036562)

Co-Investigator(Kenkyū-buntansha) IWASAKI Nozomu  Kochi Univ. Usa Mar. Biol. Inst., Assitant, 海洋生物教育研究センター, 助手 (20193724)
OHNO Masao  Kochi Univ. Usa Mar. Biol. Inst., Prof., 海洋生物教育研究センター, 教授 (10036543)
KOTSUKI Hiyoshizo  Kochi Univ. Faculty of sci., Assoc. Prof., 理学部, 助教授 (80093954)
Project Period (FY) 1988 – 1990
Project Status Completed (Fiscal Year 1990)
Budget Amount *help
¥6,600,000 (Direct Cost: ¥6,600,000)
Fiscal Year 1990: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1989: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1988: ¥4,700,000 (Direct Cost: ¥4,700,000)
KeywordsMarine Products / Octocorals / Silkworm / Brine-Shrimp / Drupella fragum B. / Chemical Defense Mechanisms / Calicogorgia sp. / Ellisella sp. / Acalycigorgia sp. / 蚕 / アルテミア / ジテルペノイド / セコステロイド / Gorgoniidae sp. / Acanthogorgiidae sp. / 昆虫に対する生理活性 / 海洋生物 / 蚕幼虫に対する成長阻害活性 / 天然有機化合物
Research Abstract

1. Collection and Screening
We collected fifty-one species of marine algae and seventy-nine species of sessile invertebrates from the coastal waters of southwestern Shikoku, and subjected the crude extracts obtained from them to screening for insect growth inhibitory activity against silkworm larvae and for lethality to brine-shrimp larvae. Of these extracts examined, those from twenty-seven species belonging to the Subclass Octocorallia exhibited significant activities against the test animals.
2. Isolation and Structural Determination
We investigated the biologically active constituents of five octocorals, Litophyton sp., Calicogorgia sp., Muricella sp., Ellisella SP., and Acalycigogia sp., to isolate thirty-three diterpenoids, two branched-chain lipids, three sphinganine derivatives, and five Secosterols. Their structures were established on the basis of spectroscopic and chemical evidence.
3. Biological Activities of Isolated Compounds
We evaluated biological activities of above compounds against silkworm and brine-shrimp larvae. Most of diterpenoids exhibited significant activities in both assays. Secosterols showed only lethality to brine-shrimp, while branched-chain lipids and sphinganine derivatives were all inactive in both assays. On the other hand, in order to elucidate the ecological role of these compounds in marine habitats, we also examined repelling and lethal activities against the muricid gastropod, Drupella fragum B., which has caused an environmental problem in the coastal waters of the Southwest of Japan by population explosions with widespread destruction of scleratinian corals. Many of diterpenoids, branched-chain lipids, and sphinganine derivatives were found to serve as defensive allomones.

Report

(4 results)
  • 1990 Annual Research Report   Final Research Report Summary
  • 1989 Annual Research Report
  • 1988 Annual Research Report
  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] Masamitsu Ochi: "Litophynin C,a New Insect Growth Inhibitory DiterPenoid from a Soft CoralLitophyton sp." Chemistry Letters. 1661-1662 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Masimitsu Ochi: "Litophytolides A and B,Two New Lipids of a Soft Coral Litophyton sp." Heterocycles. 29. 39-41 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Masamitsu Ochi: "Litophynin D and E,Two New Diterpenoids from a Soft Coral Litophyton sp." Chemistry Letters. 2183-2186 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Masamitsu Ochi: "Calicophirins A and B,Two New Insect Growth Inhibitory Diterpenoids from a Gorgonian Coral Calicogorgia sp." Heterocycles. 32. 19-21 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Masamitsu Ochi: "Calicoferols A and B, Two Novel Secosterols Possessing BrineーShrimp Lethality from the Gorgonian Calicogorgia sp." Chemistry Letters. 427-430 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Masamitsu Ochi: "Litophynins F,G,and H,Three New DiterPenoids from a Soft Coral Litophyton sp." Heterocycles. 32. 29-32 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] M. Ochi :"Litophynin C, a New Insect Growth Inhibitory Diterpenoid from a Soft Coral Litophyton sp." Chim. Lett.1661-1662 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] M. Ochi: "Litophytolides A and B, Two New Lipids of a Soft Coral Litophyton sp." Heterocycles. 39-41 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] M. Ochi: "Litophynin D and E, Two New Diterpenoids from a Soft Coral Litophyton sp." Chem. Lett.,. 2183-2186 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] M. Ochi: "Calicophirins A and B, Two New Insect Growth Inhibitory Diterpenoids from a Gorgonian Coral Calicogorgia sp." Heterocycles. 32. 19-21 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] M. Ochi: "Calicoferols A and B, Two Novel Secosterols Possessing Brine-Shrimp Lethality from the Gorgonian Calicogorgia sp." Chem. Lett.427-430 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] M. Ochi: "Litophynins F, G, and H, Three New Diterpenoids from a Soft Coral Litophyton sp." Heterocycles. 32. 29-32 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Masamitsu Ochi: "Litophynin D and E,Two New Diterpenoids from a Soft Coral <Litophyton>___ー sp." Chemistry Letters. 2183-2186 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Masamitsu Ochi: "Calicophirins A and B,Two New Insect Growth Inhibitory Diterpenoids from a Gorgonian Coral <Calicogorgia>___ー sp." Heterocycles.

    • Related Report
      1990 Annual Research Report
  • [Publications] Masamitsu Ochi: "Calicoferols A and B,Two Novel Secosterols Possessing BrineーShrimp Lethality from the Gorgonian <Calicogorgia>___ー sp." Chemistry Letters.

    • Related Report
      1990 Annual Research Report
  • [Publications] Masamitsu Ochi: "Litophynins F,G,and H,Three New Diterpenoids fron a Soft Coral <Litophyton>___ー sp." Heterocycles.

    • Related Report
      1990 Annual Research Report
  • [Publications] Hiyoshizo Kotsuki: "Stereoselective Reduction of Bicyclic Ketals.A New,Enantioselective Synthesis of Isolaurepinnacin and Lauthisan Skeleton" Journal of Organic Chemistry. 54. 5153-5161 (1990)

    • Related Report
      1989 Annual Research Report
  • [Publications] Masamitsu Ochi: "Acanthopherol A and B,Two New Secosterols with Brine Shrimp Lethalty from a Gorgonian Acanthogorgiidae sp." Chemistry Letters.

    • Related Report
      1989 Annual Research Report
  • [Publications] Masamitsu Ochi: Chemistry Letters. 1661-1662 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Masamitsu Ochi: Heterocycles. 29. 39-41 (1989)

    • Related Report
      1988 Annual Research Report

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Published: 1988-04-01   Modified: 2016-04-21  

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