2016 Fiscal Year Final Research Report
Studies on the synthesis and bioactivity of ion-channel-forming heterodimeric natural products
| Project/Area Number |
26750363
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Biomolecular chemistry
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| Research Institution | Tokyo Institute of Technology |
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Principal Investigator |
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | 天然物合成 / アントラキノン / キサントン / イオンチャネル |
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| Outline of Final Research Achievements |
Among a numerous dimeric natural products derived from anthraquinones and xanthones, the doubly-linked heterodimers have attracted broad interests. These compounds exhibit potent cytotoxic activity by formation of non-selective ion channel. We became interested in the synthesis of acremoxanthone A, and paid initial attention to the construction of the polycyclic structure, including the unique bridged bicyclic structure.
Along these lines, this study has revealed a convergent approach to construct the ABCDEG ring system. The key steps include: (1) an effective construction of the bicyclo[3.2.2]nonane skeleton, (2) protocol for generating the bridgehead anion and trapping, and (3) 1,3-dipolar cycloaddition of a nitrile oxide to the internal alkene.
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| Free Research Field |
有機合成化学
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