2011 Fiscal Year Final Research Report
Synthetic Studies on Spirolide, a Macrocyclic Alkaloid, having potential neurotoxicity
| Project/Area Number |
21590012
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Nagasaki University |
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Principal Investigator |
ISHIHARA Jun 長崎大学, 大学院・医歯薬学総合研究科, 准教授 (80250413)
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| Project Period (FY) |
2009 – 2011
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| Keywords | 合成化学 / 全合成 / 天然物 |
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| Research Abstract |
Spirolide is a marine natural product, having strong neurotoxicity. The structure was featured by the macrocyclic framework containing the azaspirocyclic moiety and the bisspiroacetal. The absolute configuration at C-2 and C-4 has not been clarified, and the precise mode of action still remains unknown. We have studied the synthesis of this natural toxin to clarify the complete structure. The framework of the upper half fragment, having cyclohexene ring, was constructed by chiral templated Diels-Alder reaction and the lower half fragment, having spirocyclic system, was successfully synthesized.
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