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Chemical Investigation of Naturally Occurring Drug Materials. Elucidation of Scientific Basis for Traditional Medicines and Exploitation of New Naturally Occurring Drugs

Research Project

Project/Area Number 02403027
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionOsaka University

Principal Investigator

KITAGAWA Isao  Osaka University Faculty of Pharmaceutical Sciences Professor, 薬学部, 教授 (20028830)

Co-Investigator(Kenkyū-buntansha) HORI Kazuyuki  Osaka University Faculty of Pharmaceutical Sciences Assistant Professor, 薬学部, 助手 (50181516)
KOBAYASHI Motomasa  Osaka University Faculty of Pharmaceutical Sciences Associate Professor, 薬学部, 助教授 (40116033)
SHIBUYA Hirotaka  Osaka University Faculty of Pharmaceutical Sciences Associate Professor, 薬学部, 助教授 (50116042)
YOSHIKAWA Masayuki  Osaka University Faculty of Pharmaceutical Sciences Associate Professor, 薬学部, 助教授 (90116129)
Project Period (FY) 1990 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥36,000,000 (Direct Cost: ¥36,000,000)
Fiscal Year 1992: ¥4,000,000 (Direct Cost: ¥4,000,000)
Fiscal Year 1991: ¥4,000,000 (Direct Cost: ¥4,000,000)
Fiscal Year 1990: ¥28,000,000 (Direct Cost: ¥28,000,000)
Keywordsnaturally occurring drug / crude drug / bioactive compound / processing crude drug / rehmannia root / licorice root Radix / soybean / marine sponge / 茶 / 植物プランクトン
Research Abstract

Our research project comprises: 1) chemical characterization of the crude drug processing in anticipation of finding new bioactive substances, 2) chemical analysis of bioactive constituents in crude drugs, 3) scientific evaluation of food materials of medicinal value, and 4) exploitation of new bioactive substances from marine organisms. So far, we have elucidated the chemical constituents of following crude drugs and marine organisms. 1. Depending upon the kind of processing method, Rehmanniae Radix (rehmannia root) is classified into three types as Sho-jio, Kan-jio, and Juku-jio. We have compared in detail the chemical constituents (e.g. iridoid, ionone glucoside, cerebroside, acteoside, and oligosaccharide) of those differently processed rehmannia roots and elucidated their chemical characteristics. 2. Glycyrrhizae Radix (licorice root) is the crude drug prepared from the root of various Glycyrrhiza spp. We have analyzed in detail the chemical constituents (e.g. saponin, flavonoid, … More phenylpropanoid) of Glycyrrhizae Radices of various botanical origins and of differently processed ones. 3. Two glycero glycolipids named soya-cerebrosides I and II were isolated from soybean and their chemical structures elucidated. By using newly developed liquid membrane-type apparatus and human erythrocyte membrane, soya-cerebroside II has been found to exhibit ionospheretic activity for Ca^<2+> ion. 4. Two new saponins named theasaponins E_1 and E_2 have been isolated and their structures elucidated. 5. Four new potent cytotoxic dimeric macrolides named swinholides A,B, and C, and isoswinholide A having dimeric dilactone with a 44-membered ring were isolated from the marine sponge Theonella swinhoei. Their absolute stereostructures were elucidated and the structure-activity relationship has been studied in detail. 6. Heterosigma-glycolipids I,II,III, and IV,four new diacylglycero-glycolipids possessing omega3-polyunsaturated fatty acid residues, were isolated from the cultured raphidophycean dinoflagellate and their structures have been determined. Less

Report

(4 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • 1990 Annual Research Report
  • Research Products

    (71 results)

All Other

All Publications (71 results)

  • [Publications] Isao Kitagawa: "Absolute stereostructure of swinholide A,a potent cytotoxic macrolide from the Okinawan marine sponge Theonella swinhoei." J.Am.Chem.Soc.,. 112. 3710-3712 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Investigation of saponins in licorice-roots." Genndai Toyo Igaku. 11. 117-119 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "The absolute stereostructure of swinholide A,a potent cytotoxic dimeric macrolide from the Okinawan marine sponge Theonella swinhoei." Chem.Pharm.Bull.,. 38. 2409-2418 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hirotaka Shibuya: "Chemical strucutres and ionophoretic activities of soyacerebrosides I and II from soybean." Chem.Pharm.Bull.,. 38. 2933-2938 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "Three new cytotoxic dimeric macrolides,swinholide B and C and isoswinholide A,congeners of swinholide A,from the Okinawan marine sponge Theonella swinhoei." Chem.Pharm.Bull.,. 38. 2960-2966 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Jun-ichi Tanaka: "The absolute stereostructure of misakinolide A,a potent cytotoxic dimeric macrolide from an Okinawan marine sponge Theonella sp." Chem.Pharm.Bull.,. 38. 2967-2970 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Licorice-saponins F3,G2,H2,J2,and K2,five new oleanene-triterpene oligoglycosides from the root of Glycyrrhiza uralensis." Chem.Pharm.Bull.,. 39. 244-246 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Biologically active tridecapeptide lactones from the Okinawan marine sponge Theonella swinhoei (Theonellidae).Structure of theonellapeptolide Id." Tetrahedron. 47. 2169-2180 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "On the constituents of Rehmanniae Radix.(1):Absolute stereostructures of rehmaglutins A,B,and D isolated from Chinese Rehmanniae Radix,the dried root of Rehmannia glutinosa LIBOSCH." Chem.Pharm.Bull.,. 39. 1171-1176 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "Biologically active tridecapeptide lactones from the Okinawan marine sponge Theonella swinhoei (Theonellidae).Structures of theonellapeptolides Ia,Ib,Ic,and Ie." Chem.Pharm.Bull.,. 39. 1177-1184 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] X.-h.Zhou: "Solubilization of saponins of Bupleuri Radix with ginseng saponins:Effect of malonyl-ginsenosides on water solubility of saikosaponin-bl." Chem.Pharm.Bull.,. 39. 1250-1252 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "Distribution of lanostane-type triterpene oligoglycosides in ten kinds of Okinawan sea cucumbers." Chem.Pharm.Bull.,. 39. 2282-2287 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Anti-tumor marine naturalproducts." Yuki Gosei Kagaku Shi. 49. 1053-1061 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Chemical investigation of naturally occurring drug materials.Elucidation of scientific basis for traditional medicines and exploitation of new naturally occurring drugs" Yakugaku Zasshi. 112. 1-41 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hirotaka Shibuya: "Syntheses of two pairs of enantiomeric C18-sphingosines and a palmitoyl analogue of Gaucher Spleen glucocerebroside" Chem.Pharm.Bull.,. 40. 1154-1165 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masayuki Yoshikawa: "Galloyl-oxypaeoniflorin,suffruticosides A,B,C,and D,five new antioxidative glycosides,and suffruticoside E,a paeonol glycoside,from Chinese Moutan Cortex." Chem.Pharm.Bull.,. 40. 2248-2250 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa ed.by Takashi Yasumoto: "On the studies of marine spong constituents "Chemical Elucidation of the mysterious Life of Marine Organisms"" Kagaku Zokan No.121 Kagaku Dojin,Kyoto, 7 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa ed.by S.Baba et al.,: "Anti-cancer drugs from marine organisms "Natural Resources and Human Health-Plants of Medicinal and Nutritional Value"" Elsevier,Amsterdam, 10 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Absolute Stereostructure of Swinholide A,a Sponge Theonella swinhoei." J.Am.Chem.Soc. 112. 3710-3712 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Investigation of Saponins in Licorice-roots." Gendai Toyo Igaku. Vol.11,No.2. 117-119 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "Marine Natural Products. XXII. The Absolute Stereostructure of Swinholide A, a Potent Cytotoxic Dimeric Macrolide from the Okinawan Marine Sponge Theonella swinhoei." Chem.Pharm.Bull. 38. 2409-2418 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hirotaka Shibuya: "Sphingolipids and Glycerolipids. I. Chemical Soyacerebrosides I and II from Soybean." Chem.Pharm.Bull. 38. 2933-2938 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "Marine Natural Products. XXIII. Three New Cytotoxic Dimeric Macrolides, Swinholides B and C and Isoswinholide A, Congeners of Swinholide A, from the Okinawan Marine Sponge Theonella swinhoei." Chem.Pharm.Bull. 38. 2960-2966 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Jun-ichi Tanaka: "Marine Natural Products. XXIV. The Absolute Stereostructure of Misakinolide A, a Potent Cytotoxic Dimeric Macrolide from an Okinawan Marine sponge Theonella sp." Chem.Pharm.Bull. 38. 2967-2970 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Licorice-Saponins F3, G2, H2, J2, and K2, Five New Oleanene-Triterpene Oligoglycosides from the Root of Glycyrrhiza uralensis." Chem.Pharm.Bull. 39. 244-246 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Marine Natural Products. XXV. Biologically Active Tridecapeptide Lactones from the Okinawan Marine Sponge Theonella swinhoei (Theonellidae). Structure of Theonellapeptolide Id." Tetrahedron. 47. 2169-2180 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Chemical Studies on Crude Drug Processing. VII. On the Constituents of Rehmanniae Radix. (1): Absolute Stereostructures of Rehmaglutins A, B, and D isolated from Chinese Rehmannise Radix, the Dried Root of Rehmannia glutinosa LIBOSCH." Chem.Pharm.Bull. 39. 1171-1176 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "Marine Natural Products. XXVI. Biologically Active Tridecapeptide Lactones from the Okinawan Marine Sponge Theonella swinhoei (Theonellidae). (2). Structures of Theonellapeptolides Ia, Ib, Ic, and Ie." Chem.Pharm.Bull. 39. 1177-1184 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] X.-h.Zhou: "Solubilization of Saponins of Bupleuri Radix with Ginseng Saponins: Effect of Malonyl-ginsenosides on Water Solubility of Saikosaponin-bl." Chem.Pharm.Bull. 39. 1250-1252 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Motomasa Kobayashi: "Marine Natural products XXVII. Distribution of Lanopstane-Type Triterpene Oligoglycosides in Ten Kinds of Okinawan Sea Cucumbers." Chem.Pharm.Bull. 39. 2282-2287 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Anti-tumor Marine Natural Products" Yuki Gosei Kagaku Kyokai Shi. 49. 1053-1061 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Pharmacochemical Investigation of Okinawan Marine Sponge. "Advances in New Drug Development"." ed.by B.-K.Kim et al., The Pharmaceutical Society of Korea, Seoul, Korea.335 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: "Chemical Investigation of Naturally Occurring Drug Materials. Elucidation of Scientific Basis for Traditional Medicines and Exploitation of New Naturally Occurring Drugs." Yakugaku Zasshi. 112. 1-41 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Hirotaka Shibuya: "Syntheses of Two Pairs of Enantiomeric C18-Sphingosines and a Palmitoyl Analogue of Gaucher Spleen Glucocerebroside." Chem.Pharm.Bull. 40. 1154-1165 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masayuki Yoshikawa: "Galloyl-oxypaeoniflorin,Suffruticosides A, B, C,and D,Five New Antioxidative Glycosides, and Suffruticoside E,a Paeonol Glycoside,from Chinese Moutan Cortex." Chem.Pharm.Bull. 40. 2248-2250 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: Kagaku Zukan No.121, ed.by T.Yasumoto, Kagakudojin, Kyoto. On the Studies of Marine Sponge Constituents. "Chemical Elucidation of the Mysterious Life of Marine Organisms", 113-120 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Isao Kitagawa: Elsevier, Amsterdam. Anti-cancer Drugs from Marine Organisms. "Natural Resources and Human Health -Plants of Medicinal and Nutritional Value" ed. by S. Baba et al, 123-132 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] I.Kitagawa: "Chemical investigation of naturally occurring drug materials.Elucidation of scientific basis for traditional medicines and exploitation of new naturally occurring drugs" Yakugaku Zasshi. 112. 1-41 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] H.Shibuya: "Syntheses of two pairs of enantiomeric C18-sphingosines and a palmitoyl analogue of Gaucher spleen glucocerebroside" Chem.Pharm.Bull.,. 40. 1154-1165 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Kobayashi: "Heterosigma-glycolipds I,II,III, and IV, four diacylglyceroglycolipids possessing w3-polyunsaturated fatty acid residues,from the raphidophycean dinoflagellate Heterosigma akashiwo" Chem.Pharm.Bull.,. 40. 1404-1410 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] S.Ikegami: "Selecive inhibition of membrane fusion events in echioderm gametes and embryos by halenaquinol sulfate" FEBS lett.,. 302. 284-286 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Yoshikawq: "Galloyl-oxypaeoiflorin,suffruticosides A,B,C, and D, five new angioxidative qlycosides,and suffruticoside,from chinese moutan cortex" Chem.Pharm.Bull.,. 40. 2248-2250 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 北川 勲: "海綿成分の研究に寄せて" 化学増刊. 112. 113-120 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] I.Kitagawa and M.Kobayashi ed.by S.Baba,O.Akerele,and Y.Kawaguchi: "Natural Resources and Human Health-Plants of medicinal and nutritional value“Anti-cancer drugs from marine organisms"" Elsevier,Amsterdam, 10 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Isao Kitagawa: "Marine Natural Products XXV.Biologically Active Tridecapeptide Lactones from the Okinawan Marine Sponge Theonella swinhoei(Theonellidae).Structure of Theonellapeptolide Id" Tetrahedron. 47. 2169-2180 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Isao Kitagawa: "Chemical Studies on Crude Drug Processing.VII.on the Constituents of Rehmanniae Radix.(1):Absolute Stereostructures of Rehmaglutins A,B,and D Isolated from Chinese Rehmanniae Radix,the Dride Root of Rehmannia glutinosa Libosch." Chem.Pharm.Bull.39. 1171-1176 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Marine Natural Products XXVI.Biologically Active Tridecapeptide Lactones from the Okinawan Marine Sponge Theonella swinhoei(Theonellidae).Structures of Theonellapeptolides Ia,Ib,Ic,and Ie" Chem.Pharm.Bull.39. 1177-1184 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Mitsunobu Doi: "Molecular Coformation of Swinholide A,a Potent Cytotoxic Dimeric Macrolide from the Okinawan Marine Sponge Theonella swinhoei:Xーray Crystal Structure of Its Diketone Derivative" J.Org.Chem.56. 3629-3632 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Marine Natural Products XXVII.Distribution of LanostaneーType Oligoglycosides in Ten Kinds of Okinawan Sea Cucumbers" Chem.Pharm.Bull.39. 2282-2287 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Marine Natural Products XXVIII.The Structures of Sarasinosides A_1,A_2,A_3,B_1,B_2,B_3,C_1,C_2,and C_3,Nine New NorlanostaneーTriterpenoidal Oligoglycosides from the Palauan Marine Sponge Asteropus sarasinosum" Chem.Pharm.Bull.39. 2867-2877 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Marine Natural Products XXIX.Heterosigmaーglycolipid I,II,III,and IV,Four Diacylglyceroglycolipids Possesing ω3ーpolyunsaturated Fatty Acid Residues,from the Raphidophycean Dinoflagellate Heterosigma akashiwo" Chem.Pharm.Bull.40. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Synthesis of Two Pairs of Enantiomeric C18ーSphingosines and Palmitoyl Analogue of Gaucher Spleen Glucocerebroside" Chem.Pharm.Bull.40. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Synthesis of Cー16 Plattelet Activating Factor and Palmitoyl Analogue of Mー5,an Antiinflammatory Glyceroglucolipid" Chem.Pharm.Bull.40. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] 北川 勲: "海洋生物を起源とする制癌剤の開発" 有機合成化学協会誌, 9 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 北川 勲: "伝承薬物の化学的研究と新しい天然薬物の開拓" 日本薬剤師会雑誌, 11 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 北川 勲: "天然薬物成分の化学的研究ー伝承の解明と明しい天然薬物の開拓ー" 薬学雑誌, 41 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] Isao Kitagawa: "Chemical Studies on Crude Drug Processing VII.On the Constituents of Rehmanniar Radix (1):Absolute Stereoーstructures of Rehmaglutins A,B,and D isolated from Chinese Rehmanniae Radix,the Dried Root of R.glutinose." Chem.Pharm.Bull.,. 39. (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Isao kitagawa: "Licoriceーsaponins F3,G2,H2,J2,and K2,Five New Oleaneneーtriterpene Oligosides from the Root of Glycyrrhiza uralensis." Chem.Pharm.Bull.,. 39. 244-246 (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Sphingolipids and Glycerolipids.I.Chemical Structures and Ionophoretic Activities of Soyacerebroside I and II from Soybean." Chem.Pharm.Bull.,. 38. 2933-2938 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Isao Kitagawa: "A New Method for Measuring Ionophoretic Activity using a Glassーcell Apparatus Equipped with Artificial Membranes." Chem.Pharm.Bull.,. 37. 1416-1418 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Isao Kitagawa: "Ionophoretic Activities of Oligopeptide Lactones and Resinーglycosides in Human Erythrocytes." Chem.Pharm.Bull.,. 37. 1679-1681 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Synthesis of Two Pairs of Enantiomeric C_<18>ーSphingosines." Tetrahedron Letters. 30. 7205-7208 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Isao Kitagawa: "Marine Natural Products.XVIII.Four Lanostaneーtype Triterpene Oligoglycosides,Bivittosides A,B,C,and D,from the Okinawan Sea Cucumber Bohadschia bivittata Mitsukuri." Chem.Pharm.Bull.,. 37. 61-67 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Isao Kitagawa: "Heterosigmaーglycolipids I and II,Two New Galactolipids Containing Octadecatetraenoyl and Eicosapentaenoyl Residues,from a Raphidophyte Dinoflagellate Heterosigma sp." Chem.Pharm.Bull.,. 37. 849-851 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Araguspongines B,C,D,E,F,G,H,and J,New Vasodilative Bisーlーoxaquinolizidine Alkaloids from an Okinawan Marine Sponge,Xestospongia sp." Chem.Pharm.Bull.,. 37. 1676-1678 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Aragupetrosine A,a New Vasodilative Macrocyclic Quinolizidine Alkaloid from an Okinawan Marine Sponge Xestospongia sp." Tetrahedron Letters. 30. 4149-4152 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Isao Kitagawa: "Marine Natural Products.XX.Bioactive Scalaraneーtype Bishomosesterterpenes from the Okinawan Marine Sponge Phyllospongia foliascens." Chem.Pharm.Bull.,. 37. 2078-2082 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Nobuyuki Harada: "Absolute Stereochemistry of the Halenaquinol Family,Marine Natural Products with a Novel Pentacyclic Skeleton,As Determined by the Theoretical Calculation of Circular Dichroism Spectra." J.Am.Chem.Soc.,. 111. 5668-5674 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] Isao Kitagawa: "Absolute Stereostructure of Swinholide A.a Potent Cytotoxic Macrolide from the Okinawan Marine Sponge Theonella swinhoei." J.Am.Chem.Soc.,. 112. 3710-3712 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Marine Natural Products.XXII.The Absolute Stereoーstructure of Swinholide A,a Potent Cytotoxic Dimeric Macrolide from the Okinawan Marine Sponge Theonella swinhoei." Chem.Pharm.Bull.,. 38. 2409-2418 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Motomasa Kobayashi: "Marine Natural Products.XXIII.Three New Cytotoxic Dimeric Macrolides,Swinholides B and C and Isoswinholide A,Congeners of Swinholide A,from the Okinawan Marine Sponge Theonella swinhoei." Chem.Pharm.Bull.,. 28. 2960-2966 (1990)

    • Related Report
      1990 Annual Research Report

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

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