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2000 Fiscal Year Final Research Report Summary

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
Keywordsmarine sponge / bioactive compound / actin / alkaloid / calmodulin / echinoderm embryo / enzyme inhibitor / macrolide
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.

  • Research Products

    (83 results)

All Other

All Publications (83 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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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

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Published: 2002-03-26  

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