1993 Fiscal Year Final Research Report Summary
STUDIES ON BIOACTIVE SUBSTANCES FROM MARINE MICROORGANISMS
Project/Area Number |
04453030
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Research Category |
Grant-in-Aid for General Scientific Research (B)
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Allocation Type | Single-year Grants |
Research Field |
天然物有機化学
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Research Institution | HOKKAIDO UNIVERSITY |
Principal Investigator |
NAKAMURA Hideshi HOKKAIDO UNIVERSITY, DEPARTMENT OF CHEMISTRY, ASSOCIATE PROFESSOR, 理学部, 助教授 (90217878)
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Project Period (FY) |
1992 – 1993
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Keywords | SYMBIOTIC ALGAE / ZOOXANTHELLA / ZOOXANTHELLATOXIN / STRUCTURE DETERMINATION |
Research Abstract |
Vasoconstrictive compounds, zooxanhtellatoxin-A (ZT-A) and ZT-B were isolated from a symbiotic marine dinoflagellate Symbiodinium sp. Sodium periodate oxidation of Zt-A followied by sodium borohydride reduction gave fragments containing characteristic functionalities including an exomethyoene, a diexpoxide, a sulfate, a conjugated diene, a spiroacetal, and an amide. The structures correspond to about 80% of the full structure of ZT-A.TOCSY spectra of ZT-A under various conditions enable us to connect the partial structures deduced from the degradation products. The unveiled structures were obtained by detailed analyes of HMBC, HMQC and 13-C NMR spectra. The structure of ZT-A was determined on the basis of the spectral data and chemical degradation experiments to be a novel 62-membered lactonewith and amide linkage. Model compounds of tumor-promorting sabstance, aplysiatoxin were designed on the basis of the structure-activity relationship. Synthesis of a model containing functionalities essential for biological activity was finally achieved.
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[Publications] Nakamura,H.,Asari,T.,Ohizumi,Y.,Kobayashi,J.,Yamasu,T.,and Murai,A.: "Isolation of zooxanthellatoxins,novel vasconstrictive subsances from the zooxanthella Symbiodinium sp." Toxicon. 31. 371-376 (1993)
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「研究成果報告書概要(和文)」より
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[Publications] Nakamura,H.,Asari,T.,Murai,A.,Kondo,T.,Yoshida,K.,and Ohizumi,Y.: "Structure of periodate oxidation products with characteristic partial structures of zooxanthellatoxin-A,a potent vasoconstrictive polyol from a symbiotic dinoflagellate." J.Org.Chem.58. 313-314 (1993)
Description
「研究成果報告書概要(和文)」より
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[Publications] Nakamura, H., Asari, T., Ohizumi, Y., Kobayashi, J., Yamasu, T., and Murai, A.: "Isonation of zooxanthellatoxins, novel vasoconstrictive subsances from the zooxanthella Symbiodinium sp." Toxicon. 31. 371-376 (1993)
Description
「研究成果報告書概要(欧文)」より
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[Publications] Nakamura, H., Asari, T., Murai, A., Kondo, T., Yoshida, K., and Ohizumi, Y.: "Structure of periodate oxidation products with characteristic partial structures of zooxanthellatoxin-A, a potent vasoconstrictive polyol from a symboiotic dinoflagellate." J.Org. Chem.58. 313-314 (1993)
Description
「研究成果報告書概要(欧文)」より
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