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Development of Biochemical Reagents to Study Signal Transduction from Awuatic Organisms

Research Project

Project/Area Number 11556039
Research Category

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

Allocation TypeSingle-year Grants
Section展開研究
Research Field Fisheries chemistry
Research InstitutionTHE UNIVERSITY OF TOKYO

Principal Investigator

FUSETANI Nobuhiro  Graduate School of Agricultral and Life Sciences, THE UNIVERSITY OF TOKYO Professor, 大学院・農学生命科学研究科, 教授 (70012010)

Co-Investigator(Kenkyū-buntansha) OZAKI Hiroshi  Graduate School of Agricultural and Life Sciences, THE UNIVERSITY OF TOKYO Assoc. Professor, 大学院・農学生命科学研究科, 助教授 (30134505)
MATSUNAGA Shigeki  Graduate School of Agricultural and Life Sciences, THE UNIVERSITY OF TOKYO Assoc. Professor, 大学院・農学生命科学研究科, 助教授 (60183951)
WATABE Shugo  Graduate School of Agricultural and Life Sciences, THE UNIVERSITY OF TOKYO Professor, 大学院・農学生命科学研究科, 教授 (40111489)
KAMIMORI Hitoshi  Wako Pure Chemicals Ind. Ltd.. Head Researcher, 大阪研究所, 主任研究員
NAKAO Yoichi  Graduate School of Agricultural and Life Sciences, THE UNIVERSITY OF TOKYO Assis. Professor, 大学院・農学生命科学研究科, 助手 (60282696)
Project Period (FY) 1999 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥12,600,000 (Direct Cost: ¥12,600,000)
Fiscal Year 2000: ¥4,900,000 (Direct Cost: ¥4,900,000)
Fiscal Year 1999: ¥7,700,000 (Direct Cost: ¥7,700,000)
Keywordsinvertebrates / sponges / triterpene / calyculin / protein phosphatase / serine protease / calmodulin / peptides / イソマラブリカントリテルペン / IP_3レセプター阻害剤 / カルモジュリン阻害物質 / 3-アルキルピリジン / ソフトコーラル / 酵素阻害 / 抗菌性
Research Abstract

We have collected marine invertebrates along the coast of Japan and carried out screening for biological activities. Based on the results of the screening we have isolated and characterized the active principles and studied their modes of action, which may lead to the development of biochemical reagents.
1. Isolation and structure elucidation of novel bioactive metabolites
From the marine sponge Theonella swinhoei collected off Hachijo-jima Island, we have isolated novel serine protease inhibitors, pseudotheonamides, which were related to the known cyclotheonamides with different modes of cyclization. From the sponge Stelletta globostellatta were isolated three novel isomalabaricane triterpenes which induce morphological changes in rat 3Y1 fibroblasts. We also examined the structure-activity relationships among these triterpenes. Seven 3-alkylpyridine alkaloid were isolated from sponges of genera Xestospongia and Amphimedon. Novel calyculin derivatives were isolated from Discodermia calyx. Chemically modified derivatives and novel natural calyculins were examined for their effects against protein phosphatases and some structure-activity relationships were established.
2. Studies on the modes of action of bioactive marine natural products
By using a sponge-derived alkaloid xestospongin C which inhibits the binding of IP3 to its receptor, the involvement of Ca ions in the contraction of guinea-pig papillary muscle.

Report

(3 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • Research Products

    (35 results)

All Other

All Publications (35 results)

  • [Publications] N.Oku,S.Matsunaga, et al.: "New isomalabaricane triterpenes from the marine sponge Stelletta globostellata that inducemorphorogical changes in rat fibroblasts"J.Nat.Prod.. 63・2. 205-209 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Tsukamoto,M.Takaha-Shi et al.: "Hachijodines A-G, seven new cytotoxic 3-alkylpyridine alkaloids from two marine sponges ofthe genera Xestospongia and Amphimedon."J.Nat.Prod. 63・5. 682-684 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Miyamoto,M.Izumi et al.: "Xestospongin C, a selective and membrane-permeable inhibitor of IP_3 receptor, attenuates the positive inotropic effect of α-adrenergic stimulation in guinea-pig papillary muscle."Br.J.Pharmacol.. 130. 650-654 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Karaki,H.Ozaki: "Review : Novel macrolide actin-inhibitors isolated from sea sponges."J.Toxicol.Public Health 2000. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.Sata,M.Sugano,S.Matsunaga et al.: "Sinulamide : an H, K-ATPase inhibitor from a soft coral Sinularia sp."Tetrahedron Lett.. 40. 719-722 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Wada,S.Matunaga N.Fusetani et al.: "Theonellamide F, a bicyclic peptide marine toxin, induces formation of vacuoles In 3Y1 rat embryonic fibroblast"Mar.Biotechnol.. 1. 337-341 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Sato, K. ; Horibe, K. ; amino, K. ; Saito, M. ; Hori, M. ; Matsunaga, S. ; Fusetani, N. ; Ozaki, H. ; Karaki, H.: "Membrane permeabilization induced by discodermin A, a novel marine bioactive peptide"Toxicon. 39. 259-264 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Matsunaga, S. ; Okada, Y. ; Fusetani, N. ; van Soest, R.W.M.: "An antimicrobial C14 acetylenic acid from a marine sponge Oceanapia species"J.Nat.Prod.. 63. 690-691 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Okada, Y. ; Narai, A. ; Matsunaga, S. ; Fusetani, N. ; Shimizu, M.: "Assessment of the marine toxins by monitoring the integrity of human intestinal Caco-2 cell monolayers"Toxicol. in Vitro. 14. 219-216 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Wada, S. ; Matsunaga, S. ; Fusetani, N. ; Watabe, S.: "Interaction of cytotoxic bicyclic peptides, thonellamides A and F, with glutamate dehydrogenase and 17-b-hydroxysteroid dehydrogenase IV"Mar.Biotechnol.. 2. 285-292 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Tsukamoto, S. ; Takahashi, M. ; Matsunaga, S. ; Fusetani, N. ; van Soest, R.W.M.: "Hachijodines A-G : seven new cytotoxic 3-alkylpyridine alkaloids from two marine sponges of the genera Xestospongia and Amphimedon"J.Nat.Prod.. 63. 682-684 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Nakao, Y. ; Fujita, M. ; Warabi, K. ; Matsunaga, S. ; Fusetani, N.: "Miraziridine A, a novel cysteine protease inhibitor from the marine sponge Theonella aff. Mirabilis"J.Am.Chem.Soc.. 122. 10462-10463 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] new a-glucosidase inhibitors from a marine sponge Penares sp.: "Penarolide sulfates A1 and A2"Tetrahedron. 56. 8977-8987 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Sata, N.U. ; Sugano, M. ; Matsunaga, S. ; Fusetani, N.: "Sinulamide : an H,K-ATPase inhibitor from a soft coral Sinularia sp."Tetrahedron Lett.. 40. 719-722 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Tsukamoto, S. ; Yamashita, T. ; Matsunaga, S. ; Fusetani, N.: "Stellettazole A : an antibaceterial guanidinoimidazole alkaloid from a marine sponge Stelletta sp."Tetrahedron Lett.. 40. 737-738 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Wakimoto, T. ; Maruyama, A. ; Matsunaga, S. ; Fusetani, N. ; Shinoda, K. ; Murphy, P.T.: "Octa-and nonapyrenylhydroquinone sulfates, inhibitors of a1,3-fucosyltransferase VII, from an Australian marine sponge Sarcotragus sp."Bioorg.Med.Chem.Lett.. 9. 727-730 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Nakao, Y. ; Masuda, A. ; Matsunaga, S. ; Fusetani, N.: "Pseudotheonamides, serine protease inhibitors from the marine sponge Theonella swinhoei"J.Am.Chem.Soc.. 121. 2425-2431 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.E. ; Pierens, G.K. ; Quinn, R.J. ; Wakimoto, T. ; Matusnaga, S. ; Fusetani, N.: "The solution structures of calyculin A and dephosphonocalyculin A by NMR, Volter"Bioorg.Med.Chem.Lett.. 9. 717-720 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Sata, N.U. ; Wada, S. ; Matsunaga, S. ; Watabe, S. ; van Soest, R.W.M. ; Fusetani, N.: "Rubrosides A-H, new bioactive tetramic acid glycosides from the marine sponge Siliquariaspongia japonica"J.Org.Chem.. 64. 2331-2339 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Tsukamoto, S. ; Yamashita, T. ; Matsunaga, S. ; Fusetani, N.: "Bistellettadines A and B : two bioactive dimeric stellettadines from a marine sponge Stelletta sp."J.Org.Chem.. 64. 3794-3795 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Fusetani, N. ; Warabi, K. ; Nogata, Y. ; Matsunaga, S.: "Koshikamide A1, a new cytotoxic linear peptide isolated from a marine sponge, Theonella sp."Tetrahedron Lett.. 40. 4687-4690 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Matsunaga, S. ; Liu, P. ; Celatka, C.A. ; Panek, J.S. ; Fusetani, N.: "Relative and absolute stereochemistry of mycalolides, bioactive macrolides from the marine sponge Mycale magellanica"J.Am.Chem.Soc.. 121. 5605-5606 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Sata, N.U. ; Matsunaga, S. ; Fusetani, N. ; van Soest, R.W.M.: "Aurantosides D, E, and F : new antifungal tetramic acid glycosides from the marine sponge Siliquariaspongia japonica"J.Nat.Prod.. 62. 969-971 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Matsunaga, S. ; Yamashita, T. ; Tsukamoto, S. ; Fusetani, N.: "Three antibacterial alkaloids from a marine sponge Stelletta species"J.Nat.Prod.. 62. 1202-1204 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] LaCour, T.G. ; Guo, C. ; Ma, S. ; Jeong, J.U. ; Boyd, M.R. ; Matsunaga, S. ; Fusetani, N. ; Fuchs, P.L.: "On topography and functionality in the B-D rings of cephalostatin cytotoxins"Bioorg.Med.Chem.Lett.. 9. 2587-2592 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Wata, S. ; Matsunaga, S. ; Fusetani, N. ; Watabe, S.: "Theonella mide F, a bicyclic peptide marine toxin, induces formation of vacuoles in 3Y1 rat embryonic fibroblast"Mar.Biotechnolo.. 1. 337-341 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Tsukamoto, S. ; Matsunaga, S. ; Fusetani, N. ; Toh-e, A.: "Theopederins F-J : five new antigungal and cytotoxic metabolites from the marine sponge Theonella swinhoei"Tetrahedron. 55. 13697-13702 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Fusetani, N. ; Fujita, M. ; Nakao, Y. ; Matsunaga, S.: "Tokaramide A, a new cathepsin B inhibitor from the marine sponge Theonella mirabilis"Bioorg.Med.Chem.Lett.. 9. 3397-3402 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.Oku,S.Matsunaga,S.Wada et al.: "New isomalabericane triterpenes from the marine sponge Stelletta globostellata that induce morphorogical changes in rat fibroblasts"J.Nat.Prod.. 63・2. 205-209 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] S.Tsukamoto,M.Takaha-Shi et al.: "Hachijodines A-G, seven new cytotoxic 3-alkylpyridine alkaloids from two marine sponges of the genera Xestospongia and Amphimedon."J.Nat.Prod. 63・5. 682-684 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] S.Miyamoto,M.Izumi et al.: "Xestospongin C, a selective and membrane-permeable inhibitor of IP_3 receptor, attenuates the positive inotropic effect of α-adrenergic stimulation in guinea-pig papillary muscle."Br.J.Pharmacol.. 130. 650-654 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Karaki,H.Ozaki: "Review : Novel macrolide actin-inhibitors isolated from sea sponges."J.Toxicol.Public Health 2000. (印刷中).

    • Related Report
      2000 Annual Research Report
  • [Publications] N.Sata ら: "Sinulamide : an H,K-ATPase Inhibitor..."Tetrahedron Letters. 40. 719-722 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Tsukamoto ら: "Stellettazole A : An Antimicrobial..."Tetrahedron Letters. 40. 737-738 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Wakimoto ら: "Octa-and Nonaprenyl hydroquinme..."Bioorg.Med.Chem.Lett.. 9. 727-730 (1999)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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