Synthetic Study of Gymnocin-A, a Cytotoxic Marine Polycyclic Ether
| Project/Area Number |
24590033
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Meijo University |
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Principal Investigator |
MORI Yuji 名城大学, 薬学部, 教授 (40121511)
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| Co-Investigator(Renkei-kenkyūsha) |
SAKAI Takeo 名城大学, 薬学部, 助教 (90583873)
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2012: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | ポリ環状エーテル / 収束的合成 / 赤潮毒 / ギムノシン / 全合成 / 渦鞭毛藻 / Karenia mikimotoi / 収束型合成 |
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| Outline of Final Research Achievements |
Gymnocin-A was isolated from a culture of red-tide dinoflagellate Karenia mikimotoi. The structure of gymnocin-A is characterized by a stunning array of 14 contiguous ether rings and shows cyctotoxic activity against P388 mouse leukemia cells.
The synthetic studies toward the total synthesis of gymnocin-A have been carried out. In this study, synthesis of the three ABC-, FGH-, and KLMN-ring fragments was achieved in a convergent manner. The key feature of this approach is carbon-carbon bond formation by an oxiranyl anion coupling, which was followed by intramolecular Williamson ether synthesis and the reductive etherification of an cyclic acetal.
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Report
(4 results)
Research Products
(27 results)
