Synthetic studies toward strictamine of natural products via an indolenine as a key intermediate
| Project/Area Number |
26870101
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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 |
Synthetic chemistry
Chemical pharmacy
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| Research Institution | Chiba University |
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Principal Investigator |
Kagawa Natsuko 千葉大学, 環境健康フィールド科学センター, 講師 (60467686)
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| Research Collaborator |
Rawal Viresh H. The University of Chicago, Professor
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| Project Period (FY) |
2014-04-01 – 2018-03-31
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| Project Status |
Completed (Fiscal Year 2017)
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| Budget Amount *help |
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2016: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
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| Keywords | 天然物 / 生合成 / インドールアルカロイド / Mitsunobu反応 / インドレニン / パラジウム触媒 / ニトリル / 国際共同研究 / Mitsunobu法 / 全合成 / アリル化反応 / 光延反応 / モノアミンオキシダーゼ阻害 / 国際情報交換（米国） / 天然物合成 / ヨウ素NMR |
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| Outline of Final Research Achievements |
This research project was a chemical study to explore how to efficiently synthesize strictamine which was a phytochemical expected to have a strong effect on cranial nerves. The molecular structure of strictamine has a characteristic skeleton of an indolenine, which is sensitive to many chemical reactions. Therefore, we made a strategy to build the indolenine at the final stage and developed a synthetic route. In addition, we succeeded in developing a novel method, one-carbon homologation of primary alcohols to carboxylic acids, esters, and amides via MAC-Mitsunobu reaction, that achieved its one-pot conversion of two steps instead of conventional four-steps' conversion. Application of this method to industry might result in considerable reduction of efforts and cost.
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Report
(5 results)
Research Products
(36 results)
