| Budget Amount *help |
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2003: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 2002: ¥2,400,000 (Direct Cost: ¥2,400,000)
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| Research Abstract |
New methodologies for total synthesis and stereochemical assignment of marine polyether macrolides were investigated. In this project, pectenotoxin 2,a diarrhetic shellfish toxin isolated from scallop Patinopecten yessoensis and dinoflagellate Dinophysis fortii, and goniodomin A, an antifungal agent isolated from dinoflagellate Alexandrium hiranoi (Goniodoma pseudogoniaulax), were selected as the synthetic targets. Pectenotoxin 2 was planned to be derived from its 1-epi congener at the final stage of its total synthesis. Full-protected form of the 7-epi-pectenotoxin 2 was successfully synthesized from four segments corresponding to the C1-C7,C8-C20,C21-C30 and C31-C40 parts, through a convergent process including sulfone-coupling, acetal-cyclization, and-ring-closing-olefin-metathesis reactions. Partial synthesis of goniodomin A was planned for the stereochemical assignment. Synthesis of the C1-C7,C6-C16,C15-C25, and C31-C36 fragments were established.
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