2016 Fiscal Year Final Research Report
Synthetic study of ent-kaurene diterpenoids based on tandem cyclization reaction
| Project/Area Number |
26460018
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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 | Hokkaido University |
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Principal Investigator |
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | 有機化学 / 合成化学 / 天然物合成 / ラジカル反応 / 連続反応 / カウレン類 |
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| Outline of Final Research Achievements |
Ent-kaurenes diterpenoids, isolated from isodon herbs such as Rabdosia japonica, are known to have useful biological activities. In this study, we focus on the total synthesis of ent-kauren-15-ones showing NF-κB inhibitory activity. A tandem cyclization reaction was designed as an efficient method for construction of the kaurene skeleton composed of 6/6/6/5 membered rings including bicyclo [3.2.1] octane. As a result of various synthetic investigations, we have found a method based on an intramolecular tandem radical cyclization reaction using low valence titanium ion.
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| Free Research Field |
有機合成化学
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