2009 Fiscal Year Final Research Report
Rational Design of Small Molecules Modulating Protein-Protein Interaction
| Project/Area Number |
20790097
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
Drug development chemistry
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| Research Institution | Hokkaido University |
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Principal Investigator |
ICHIKAWA Satoshi Hokkaido University, 大学院・薬学研究院, 准教授 (60333621)
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| Project Period (FY) |
2008 – 2009
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| Keywords | タンパク質間相互作用 / C-リボシル化反応 / 有機合成 |
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| Research Abstract |
This study is to develop a stereoselective C-glycosylation reaction to give C-glycosides, which can be a key intermediate of oxabicyclo[n,2.1]system designed as a scaffold of small molecule protein-protein interaction inhibitors. Reactions of 2,3-O-(3-pentylidene)-D-ribofuranosyl fluoride with various allyltrimethylsilane derivatives exhibited excellent β-selectivity providing a range of β-C-allylribosides (β/α=>98/2). This strategy will provide a new concept to synthesize β-C-allylribosides, which are biologically relevant molecules such as small molecule protein-protein interaction inhibitors, by controlling the effect of steric hindrance in the transition state.
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