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SEARCH FOR METABOLITES INFLUENCING CELLAR FUNCTION FROM AQUATIC INVERTEBRATES AND ANLYSIS OF THEIR MODES OF ACTION.

Research Project

Project/Area Number 09306014
Research Category

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

Allocation TypeSingle-year Grants
Section一般
Research Field Fisheries chemistry
Research InstitutionTHE UNIVERSITY OF TOKYO

Principal Investigator

FUSETANI Nobuhiro  GRAD.SCH.AGRIC.LIFE SCI., THE UNIVERSITY OF TOKYO PROFESSOR, 大学院・農学生命科学研究科, 教授 (70012010)

Co-Investigator(Kenkyū-buntansha) WATABE Shugo  GRAD.SCH.AGRIC.LIFE SCI., THE UNIVERSITY OF TOKYO PROFESSOR, 大学院・農学生命科学研究科, 教授 (40111489)
IKEGAMI Susumu  HIROSHIMA UNIV.FAC.APPL.BIOSCI.PROFESSOR, 生物生産学部, 教授 (80011980)
KARAKI Hideaki  GRAD.SCH.AGRIC.LIFE SCI., THE UNIVERSITY OF TOKYO PROFESSOR, 大学院・農学生命科学研究科, 教授 (60011912)
MATSUNAGA Shigeki  GRAD.SCH.AGRIC.LIFE SCI.THE UNIVERSITY OF TOKYO ASSOCIATE PROFESSOR, 大学院・農学生命科学研究科, 助教授 (60183951)
Project Period (FY) 1997 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥26,200,000 (Direct Cost: ¥26,200,000)
Fiscal Year 2000: ¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 1999: ¥5,400,000 (Direct Cost: ¥5,400,000)
Fiscal Year 1998: ¥7,000,000 (Direct Cost: ¥7,000,000)
Fiscal Year 1997: ¥10,300,000 (Direct Cost: ¥10,300,000)
Keywordsmarine sponge / bioactive compound / actin / alkaloid / calmodulin / echinoderm embryo / enzyme inhibitor / macrolide / 水圏無脊椎動物 / ホヤ / 細胞毒性 / 平滑筋 / ヒトデ胚 / リン酸化 / 酵素阻害 / 酵素阻止 / ペプチド / カリクリン / 動物細胞 / 水圈無脊椎動物 / アクチン脱重合 / 孵化酵素 / マイカロライド / 海洋天然物質 / タンパク質脱リン酸化酵素 / カソクリン
Research Abstract

A number of marine invertebrates including sponges, soft corals, and tunicates collected from various Japanese coasts has been tested for cytotoxicity against P388 leukemia cells, morphological changes-inducing activity in rat neuroblast 3Y1, inhititory activity against serine proteases, cystein proteases, metalloproteinases, and glycosidases. Isolation and structure elucidation of active constituents from promising specimens resulted in discovery of 71 new compounds, among which calmodulin-inhibiting alkaloids were included. Biological activity studies of new calyculin derivatives and those derived chemically from calyculin A led to important insights into the interaction of calyculins with protein phosphatases.
Detailed analyses of modes of action of selective compounds obtained led to several inportant findings. Mycalolides/kabiramides bind to a different site of actin from those of cytochalasin D and latrunculin A.Bistheonellide A bind to G-actin in a molar ration of 1 : 2 to inhibit actin polymerization. Stellettamide A and related alkaloids induce contraction of smooth muscles which was found to be due to inhibition of phosphorylation of myosin light chain by inhibiting calmodulin. It was also found that discodermin A forms pores in biomembranes and that theonellamides A and F interact with dehydrogenases.
In search for metabolites affecting development of echinoderm embryos, several active substances were isolated from sponges including ancorinoside A and rhopaloic acids. Jaspisin was found to inhibit selectively a hatching enzyme of sea urchin, a matrix endopeptidase. Finally, a simple system to detect inhibitors of protein phosphatases such as okadaic acid and calyculin A by using antibodies which differentiate specific phosphorylated amino acids in ANO39, an endoplasmic reticulum protein of sea urchin eggs.

Report

(5 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (105 results)

All Other

All Publications (105 results)

  • [Publications] S.Matsunaga,T.Wakimoto et al.: "Isoaltion of four new calyculins from the marine sponge Discodermia calyx."J.Org.Chem.. 62. 2640-2642 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Abe,S.Saito et al.: "Stellettamide-A, a novel inhibitor of calmodulin, isolated from a marine sponge."Brit.J.Pharmacol.. 121. 1309-1314 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga,T.Wakimoto et al.: "Isolation of dephosphonocalyculin A from the marine sponge, Discodermia calyx."Tetrahedron Lett., 38, 3763-3764 (1997).. 38. 3763-3764 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Fukuzawa,S.Matsunaga et al.: "Isolation of 13 new ritterazines from the tunicate Ritterella tokioka and chemical transformation of ritterazineB."J.Org.Chem.. 62. 4484-4491 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] A.Sugidachi,T.Ogawa et al.: "Inhibition of rat platelet aggregation by mycalolide-B, a novel inhibitor of actin polymerization with a different mechanism of action from cytochalasin-D"Thromb.Haemost.. 79. 614-619 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Saito,S.Watabe et al.: "Actin-depolymerizing effect of dimeric macrolide, bistheonellide A and swinholide A."J.Biochem., 123, 571-579 (1998). 123. 571-579 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga,Y.Nogata,and N.Fusetani,: "Thiomycalolides : new cytotoxic trisoxazole-containing macrolides isolated from a marine sponge Mycale sp."J.Nat.Prod.. 61. 663-666 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Nakao,N.Oku et al.: "Cyclotheonamides E2 and E3, new potent serine protease inhibitors from the marine Sponge of the genus Theonella."J.Nat.Prod.. 61. 667-670 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga,T.Kamimura and N.Fusetani: "Isolation of l-carboxymethylnicotinic acid from the marine sponge Anthosigmella cf.raromicrosclera as a cysteine protease inhibitor."J.Nat Prod.. 61. 671-672 (1998)

    • 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.Matsunaga,S.Saito et al.: "Actin-binding specificity of marine macrolide toxins, mycalolide B and kabiramide D."J.Biochem.. 123. 946-952 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga,T.Sugawara et al.: "New mycalolides from the marine sponge Mycale magellanica and their interconversion."J.Nat.Prod.. 61. 1164-1167 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.U.Sata,M.Suganao 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.Tsukamoto,T.Yamashita et al.: "Stellettazole A : an antibacterial guanidinoimidazole alkaloid from a marine sponge Stelletta sp."Tetrahedron Lett.. 40. 737-738 (1999)

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

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.E.Volter,G.K.Pierens et al.: "The solution structures of calyculin A and dephosphonocalyculin A by NMR."Bioorg.Med.Chem.Lett.. 9. 712-722 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.U.Sata,S.Wada et al.: "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(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Tsukamoto,T.Yamashita et al.: "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(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.Fusetani,K.Warabi et al.: "Koshikamide A_1, 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(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.U.Sata,S.Matsunaga et al.: "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(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga,T.Yamashita et al.: "Three new 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(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.G.LaCour,C.Guo et al.: "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(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Wada,S.Matsunaga et al.: "Thenellamide 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] S.Tsukamoto,S.Matsunaga et al.: "Theopederins F-J : five new antifungal and cytotoxic metabolites from the marine sponge, The onella swinhoei."Tetrahedron. 55. 13697-13702 (1999)

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

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.U.Sata and N.Fusetani,: "Amaminols A and B, new bicyclic amnio alcohols from an unidentified tunicate of the family Polyclinidae."Tetrahedron Lett.. 41. 489-492 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.Oku,S.Matsunaga et al.: "Newisomalabaricane triterpenes from the marine sponge Stelletta globostellata that induce morphological changes in rat fibroblasts."J.Nat.Prod.. 63. 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.Takahashi 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. 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.Wada,S.Matsunaga et al.: "Interaction of cytotoxic bicyclic peptides, theonellamides A and F, with glutamatedehydrogenase and 17β-hydroxysteroid dehydrogenase IV."Mar.Biotechnol.. 2. 285-292 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Nakao,M.Fujita et al.: "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(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Sato,K.Horibe et al.: "Membrane permeabilization induced by discodermin A, a novel marine bioactive peptide."Toxicon. 39. 259-264 (2000)

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

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Warabi,Y.Nakao et al.: "Dogger bank itch revisited : isolation of (2-hydroxyethyl) dimethylsulfoxonium chloride as a cytotoxic constituent from the marine sponge Theonella aff.mirabilis."Comp.Biochem.Physiol.Part B. 128. 27-30 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Fujita,Y.Nakao: "Ancorinosides B-D, inhibitors pf membrane type 1 matrix metalloproteinase (MT1-MMP), from the marine sponge Penares sollasi Thiele."Tetrahedron. 57. 1229-1234 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Ohta,E.Ohta,and S.Ikegami:.: "Ancorinoside A : a novel tetramicacid glycoside from the marine sponge, Ancorina sp., which specifically inhibits blastulation of starfish embryos"J.Org.Chem.. 62. 6452-6453 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Shimizu,T.Takao et al.: "Structure of a covalently cross-linked form of core histones present in the starfish sperm."Biochemistry. 36. 12071-12079 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Hioki,M.Hamano et al.: "Revised structure, synthesis and absolute configuration of hippospongic acid A."Tetrahedron Lett.. 39. 7745-7746 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Yanai,S.Ohta et al.: "Novel norsesterterpenes, which inhibit gastrulation of the starfish embryo, from the marine sponge Rhopaloeides sp."Tetrahedron, 54, 15607-15612 (1998).. 54. 15607-15612 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.H.Kato,K.Takemoto et al.: "Inhibition of sea urchin fertilization by jaspisin, a specific inhibitor of matrix metalloendoproteinase."Dev.Growth Differ.. 40. 221-230 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Nakajima,K.Matoba et al.: "Molecular characterization of a novel nucleolar protein in starfish oocytes which is phosphorylated before and during oocyte maturation."Eur.J.Biochem.. 267. 295-304 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Matoba,Y.Matsumoto et al.: "Chemical structure of nuclear proteins which are phosphorylated during meiotic maturation of starfish oocytes."Biochemistry. 39. 6390-6400 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Hioki,H.Ooi et al.: "Enantioselective total synthesis and absolute stereostructure of hippospongic acid A."Tetrahedron. 57. 1235-1246 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga, T.Wakimoto, and N.Fusetani: "Isoaltion of four new calyculins from the marine sponge Discodermia calyx."J.Org.Chem.. 62. 2640-2642 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Abe, S.Saito, M.Hori, H.Ozaki, N.Fusetani, and H.Karaki: "Stellettamide-A, a novel inhibitor of calmodulin, isolated from a marine sponge."Brit.J.Pharmacol.. 121. 1309-1314 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga, T.Wakimoto, and N.Fusetani: "Isolation of dephosphonocalyculin A from the marine sponge, Discodermia calyx."Tetrahedron Lett.. 38. 3763-3764 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Fukuzawa, S.Matsunaga, and N.Fusetani: "Isolation of 13 new ritterazines from the tunicate Ritterella tokioka and chemical transformation of ritterazine B."J.Org.Chem.. 62. 4484-4491 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] A.Sugidachi, T.Ogawa, F.Asai, S.Saito, H.Ozaki, N.Fusetani, H.Karaki, and H.Koike: "Inhibition of rat platelet aggregation by mycalolide-B, a novel inhibitor of actin polymerization with a different mechanism of action from cytochalasin-D."Thromb.Haemost.. 79. 614-619 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Saito, S.Watabe, H.Ozaki, M.Kobayashi, T.Suzuki, H.Kobayashi, N.Fusetani, and H.Karaki: "Actin-depolymerizing effect of dimeric macrolide, bistheonellide A and swinholide A."J.Biochem.. 123. 571-579 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga, Y.Nogata, and N.Fusetani: "Thiomycalolides : new cytotoxic trisoxazole-containing macrolides isolated from a marine sponge Mycale sp."J.Nat.Prod.. 61. 663-666 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Nakao, N.Oku, S.Matsunaga, and N.Fusetani: "Cyclotheonamides E2 and E3, new potent serine protease inhibitors from the marine sponge of the genus Theonella."J.Nat Prod.. 61. 667-670 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga, T.Kamimura, and N.Fusetani: "Isolation of 1-carboxymethylnicotinic acid from the marine sponge Anthosigmella cf. raromicrosclera as a cysteine protease inhibitor."J.Nat.Prod.. 61. 671-672 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Wada, S.Matsunaga, S.Saito, N.Fusetani, and S.Watabe: "Actin-binding specificity of marine macrolide toxins, mycalolide B and kabiramide D."J.Biochem.. 123. 946-952 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Matsunaga, T.Sugawara, and N.Fusetani: "New mycalolides from the marine sponge Mycale magellanica and their interconversion."J.Nat.Prod.. 61. 1164-1167 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.U.Sata, M.Suganao, S.Matsunaga, and N.Fusetani: "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] S.Tsukamoto, T.Yamashita, S.Matsunaga, and N.Fusetani: "Stellettazole A : an antibacterial 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] Y.Nakao, A.Masuda, S.Matsunaga, and N.Fusetani: "Pseudotheonamides, serine protease inhibitors from the marine sponge Theonella swinhoci."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.Volter, G.K.Pierens, R.J.Quinn, T.Wakimoto, S.Matsunaga, and N.Fusetani: "The solution structures of calyculin A and dephosphonocalyculin A by NMR."Bioorg.Med.Chem.Lett.. 9. 717-722 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.U.Sata, S.Wada, S.Matsunaga, S.Watabe, R.W.M.van Soest, and N.Fusetani: "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] S.Tsukamoto, T.Yamashita, S.Matsunaga, and N.Fusetani: "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] N.Fusetani, K.Warabi, Y.Nogata, Y.Nakano, and S.Matsunaga: "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] N.U.Sata, S.Matsunaga, N.Fusetani, and R.W.M.van Soest: "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] S.Matsunaga, T.Yamashita, S.Tsukamoto, and N.Fusetani: "Three new 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] T.G.LaCour, C.Guo, S.Ma, J.U.Jeong, M.R.Boyd, S.Matsunaga, N.Fusetani, and P.L.Fucus: "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] S.Wada, S.Matsunaga, N.Fusetani, and S.Watabe: "Thenellamide 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(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Tsukamoto, S.Matsunaga, N.Fusetani, and A.Toh-e: "Theopederins F-J : five new antifungal 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] N.Fusetani, M.Fujita, Y.Nakao, and S.Matsunaga: "Tokaramide A, a new cathepsin B inhibitor from the marine sponge Theonella aff. 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.U.Sata and N.Fusetani: "Amaminols A and B, new bicyclic amnio alcohols from an unidentified tunicate of the family Polyclinidae."Tetrahedron Lett.. 41. 489-492 (2000)

    • 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, S.Watabe, and N.Fusetani: "Newisomalabaricane triterpenes from the marine sponge Stelletta globostellata that induce morphological changes in rat fibroblasts."J.Nat.Prod.. 63. 205-209 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Tsukamoto, M.Takahashi, S.Matsunaga, N.Fusetani, and R.W.M.van Soest: "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] S.Wada, S.Matsunaga, N.Fusetani, and S.Watabe: "Interaction of cytotoxic bicyclic peptides, theonellamides A and F, with glutamatedehydrogenaseand 17_-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] Y.Nakao, M.Fujita, K.Warabi, S.Matsunaga, and N.Fusetani: "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] K.Sato, K.Horibe, K.Amano, M.Mitui-Saito, M.Hori, S.Matsunaga, N.Fusetani, H.Ozaki, and H.Karaki: "Membrane permeabilization induced by discodermin A, a novel marine bioactive peptide."Toxicon. 39. 259-264 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Nakao, T.Maki, S.Matsunaga, R.W.M.van Soest and N.Fusetani: "Penarolide sulfates A_1 and A_2, new β-glucosidase inhibitors from a marine sponge Penares sp."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] K.Warabi, Y.Nakao, S.Matsunaga, T.Fukuyama, T.Kan, S.Yokoshima, and N.Fusetani: "Dogger bank itch revisited : isolation of (2-hydroxyethyl) dimethylsulfoxonium chloride as a cytotoxic constituent from the marine sponge Theonella aff. mirabilis."Comp.Biochem.Physiol.Part B. 128. 27-30 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Fujita, Y.Nakao, S.Matsunaga, M.Seiki, Y.Itoh, R.W.M.van Soest, and N.Fusetani: "Ancorinosides B-D, inhibitors pf membrane type 1 matrix metalloproteinase (MT1-MMP), from the marine sponge Penares sollasi Thiele."Tetrahedron. 57. 1229-1234 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Ohta, E.Ohta, and S.Ikegami: "Ancorinoside A : a novel tetramicacid glycoside from the marine sponge, Ancorina sp., which specifically inhibits blastulation of starfish embryos."J.Org.Chem.. 62. 6452-6453 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Shimizu, T.Takao, K.Hozumi, K.Nunomura, S.Ohta, Y.Shimonishi, and S.Ikegami: "Structure of a covalently cross-linked form of core histones present in the starfish sperm."Biochemistry. 36. 12071-12079 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J.M.Oclarit, Y.Yamaoka, K.Kamimura, S.Ohta, and S.Ikegami: "Andrimid, an antimicrobial substance in the marine sponge Hyatella, produced by an associated Vibrio bacterium."Sponge Sciences-Multidisciplinary Perspectives, Ed. by Y.Watanabe and N.Fusetani, Springer-Verlag, Tokyo. 391-398 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Hioki, M.Hamano, Y.Mimura, M.Kodama, S.Ohta, M.Yanai, and S.Ikegami: "Revised structure, synthesis and absolute configuration of hippospongic acid A."Tetrahedron Lett.. 39. 7745-7746 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Yanai, S.Ohta, E.Ohta, and S.Ikegami: "Novel norsesterterpenes, which inhibit gastrulation of the starfish embryo, from the marine sponge Rhopaloeides sp."Tetrahedron. 54. 15607-15612 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.H.Kato, K.Takemoto, E.Kato, K.Miyazaki, H.Kobayashi, and S.Ikegami: "Inhibition of sea urchin fertilization by jaspisin, a specific inhibitor of matrix metalloendoproteinase."Dev.Growth Differ.. 40. 221-230 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Nakajima, K.Matoba, Y.Matsumoto, T.Hongo, K.Kiritaka, H.Sugino, Y.Nagamatsu, and S.Ikegami: "Molecular characterization of a novel nucleolar protein in starfish oocytes which is phosphorylated before and during oocyte maturation."Eur.J.Biochem.. 267. 295-304 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Matoba, Y.Matsumoto, T.Hongo, Y.Nagamatsu, H.Sugino, T.Shimizu, T., Takao, Y.Shimonishi, and S.Ikegami: "Chemical structure of nuclear proteins which are phosphorylated during meiotic maturation of starfish oocytes."Biochemistry. 39. 6390-6400 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Hioki, H.Ooi, M.Hamano, Y.Mimura, S.Yoshio, M.Kodama, S.Ohta, M.Yanai and S.Ikegami: "Enantioselective total synthesis and absolute stereostructure of hippospongic acid A."Tetrahedron. 57. 1235-1246 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.U.Sata and N.Fusetani: "Amaminols A and B, new bicyclic amino alcohols from an unidentified tunicate of the family Polyclinidae."Tetrahedron Lett.. 41・5. 489-492 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] S.Wada,S.Matsunaga et al.: "Interaction of cytotoxic bicyclic peptides, theonellamides A and F, with glutamate dehydrogenatse and 17β-hydroxysteroid dehydrogenase IV."Mar.Biotechnol.. 2・2. 285-292 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Matoba,Y.Matsumoto et al.: "Chemical structure of nuclear proteins which are phosphorylated during meiotic maturation of starfish oocytes."Biochemistry. 39・2. 6390-6400 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Sato,K.Horibe et al.: "Membrane permeabilization induced by discodermin A, a novel marine bioactive peptide."Toxicon. 39・3. 259-264 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] Y. Nakao ら: "Pseudotheonamides,serine protease..."J. Am. Chem. Soc.. 121・11. 2425-2431 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] K.Volter ら: "The Solutian Structures of Calyculin A"Bioorg. Med. Chem. Lett.. 9. 717-722 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Lacour ら: "On topography and Functionality..."Bioorg. Med. Chem. Lett.. 9. 2587-2592 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Wada ら: "Thconellamide F, a Bicydic Peptide..."Mar. Biotechnol.. 1. 337-341 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Matsunaga, Y.Nogata and N.Fusetani: "Thiomycalolides : new cytotoxic trisoxazole-containing macrolides isoalted from a marine sponge Mycale sp." J. Nat. Prod.61 (5). 663-666 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Matsunaga, T.Sugawara and N.Fusetani: "New mycalolides from the marine sponge Mycale magellanica and their interconversion" J. Nat. Prod.61 (9). 1164-1167 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Tsukamoto, T.Yamashita, S.Matsunaga and N.Fusetani: "Stellettazole A : an antibacterial guanidinoimidazole alkaloid from a marine sponge Stelletta sp." Tetrahedron Lett.40 (4). 737-738 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Wada, S.Matsunaga, S.Saito, N.Fusetani et al.: "Actin-binding specificity of marine macrolide toxins, mycalolide B and kabiramide D" J.Biochem.123 (5). 946-952 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Saito, S.Watabe, H.Ozaki, M.Kobayashi et al.: "Actin-depolymerizing effect of dimeric macrolides, bistheonellide A and swinholide A." J. Biochem.123 (4). 571-578 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Sugidachi, T.ogawa F.Asai, S.Saito, H.Ozaki et al.: "Inhibition od rat platelet aggregation by macalolide-B, a novel inhibitor of actin polymerization with a different mechanism of action from cytochalasin-D" Thromb.Haemost.79 (6). 614-619 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Yanai, S.ohta, E.Ohta and S.Ikegami: "Novel sesterterpenes, which inhibit gastrulation of the starfish embryo, from the marine sponge Rhopaloeides sp." Tetrahedron. 54(51). 15607-15612 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.H.Kato, K.Takemoto, E.Kato, K.Miyazaki et al.: "Inhibition of sea urchin fertilization by jaspisin, a specific inhibitor of matrix mettaloproteinase" Dev. Growth Differ.40 (2). 221-223 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Matsunaga, T.Wakimoto, and N.Fusetani: "Isolation of four new calyculins from the marine sponge Discodermia calyx." J.Org.Chem.62(8). 2640-2642 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Matsunaga, T.Wakimoto, and N.Fusetani: "Isolation of dephosphonocalyculin A from the marine sponge Discodermia calyx." Tetrahedron Lett.38(21). 3763-3764 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Fukuzawa, S.Matsunaga, and N.Fusetani: "Isolation of 13 new ritterazines from the tunicare Ritterella tokioka and chemical transformation of ritterazine B." J.Org.Chem.62(13). 4484-4491 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Y.Abe, S.Saito, M.Hori, H.Ozaki et al.: "Stellettamide-A,a novel inhibitor of calmodulin,isolated from a marine sponge." Brit.J.Pharmacol.121. 1309-1314 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Wada, S.Matsunaga, S.Saito et al.: "Actin-binding specificity of macrolide marine toxins,mycalolide B and kabiramide D." J.Biochem.(印刷中).

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Ohta, E.Ohta, and S.Ikegami: "Ancronoside A : a novel tetramic acid glycoside from the marine sponge,Ancrona sp.,which specifically inhibits blastulation of starfich embrvos." J.Org.Chem.62(19). 6452-6453 (1997)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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