2019 Fiscal Year Final Research Report
Development of synthetic method for boron-contained drugs through single electron redox chemistry
| Project/Area Number |
19K21126
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| Project/Area Number (Other) |
18H05973 (2018)
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| Research Category |
Grant-in-Aid for Research Activity Start-up
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| Allocation Type | Multi-year Fund (2019)
Single-year Grants (2018) |
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| Review Section |
0501:Physical chemistry, functional solid state chemistry, organic chemistry, polymers, organic materials, biomolecular chemistry, and related fields
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| Research Institution | Kanazawa University |
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Principal Investigator |
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| Project Period (FY) |
2018-08-24 – 2020-03-31
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| Keywords | ホウ素医薬品 / 環状オキサボリン / エーテル / ワンポット / 1,2-ジオール |
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| Outline of Final Research Achievements |
The boron-contained drugs have gained much attention as a new pharmaceutical drug's scaffold. In this research project, the synthetic method of 6-memebred oxaborins from 5-membered ethers, that are inexpensive and abundant in nature, has been developed. The method consists of three sequences, Lewis acid-mediated ring-opening of cyclic ether, copper-catalyzed borylation, and deprotection. The reaction tolerated the functional groups, such as silly ether and amide providing funtionalized cyclic oxaborin compounds. Also, the biological studies revealed that the cyclic oxaborins exhibited high complexation affinity with catechols and sugars.
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| Free Research Field |
有機合成化学
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| Academic Significance and Societal Importance of the Research Achievements |
環状オキサボリンはホウ素原子を含む新たな医薬品骨格群として注目されているものの、その合成は古典的なアルケンのヒドロホウ素化に依存しているため、新たな合成手法の開発が必要である。本研究は安価かつ自然界に豊富に存在する環状エーテルに形式的にホウ素原子を挿入して、環状オキサボリンを構築する手法を開発した。本研究成果はホウ素医薬品に関連する創薬研究の加速と新たな医薬品化合物の創出に貢献することができる。
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