2021 Fiscal Year Final Research Report
Development of synthetic strategies towards bioactive polycyclic natural products via catalytic radical cascade transformations
Project/Area Number |
18K06578
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Multi-year Fund |
Section | 一般 |
Review Section |
Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
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Research Institution | Okayama University |
Principal Investigator |
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Project Period (FY) |
2018-04-01 – 2022-03-31
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Keywords | ラジカル反応 / 天然物 / カスケード反応 / 多環性分子骨格 / レドックス / 抗ウイルス活性 / 全合成 |
Outline of Final Research Achievements |
In the present study, we developed new radical cascade reactions that feature environmentally-benign catalytic chemical transformations with high energy efficiency to produce polycyclic organic molecules. In addition, we devised synthetic routes to bioactive natural products based on the radical cascade reactions; 1) the formal total synthesis of antiviral marine natural product hamigeran B was accomplished by a visible-light-mediated radical cascade transformation; 2) a new means for accessing a hydroxybenzofuran from an alkynylquinone under quinone-hydroquinone organic redox conditions was developed, enabling the total synthesis of liphagal, a natural PI3kα inhibitor.
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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 |
我々は、医薬資源天然物の人工合成に欠かせない化学反応プロセスの低環境負荷・省エネルギー化に向けた研究を行った。その結果、可視光照射によって連続的に進行する化学反応や生体内酸化還元過程を模倣した化学反応を開発し、これらの反応を組み込んだ医薬資源天然物の新しい合成方法を確立することができた。本成果は、創薬・化学産業をはじめ、有機物質の創製に関わる広い分野の発展に寄与することが期待される。
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