| Project/Area Number |
25670005
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kumamoto University |
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Principal Investigator |
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| Project Period (FY) |
2013-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2014: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
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| Keywords | バイオインスパーアード反応 / 水中反応 / アルカロイド / 生合成模擬的合成 / バイオインスパイアード反応 / プレニル化反応 / インドールアルカロイド / 一電子酸化反応 |
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| Outline of Final Research Achievements |
Organic reactions in water are not easy because common organic compounds are usually insoluble in water, and sometimes the water reacts with substrates or reagents. With alkaloids that contain basic amine portions in the molecule, such situations occur under neutral or basic conditions. In contrast, in acidic conditions, basic alkaloids form water-soluble salts. we have developed direct bio-inspired dimerization reactions along with our proposed biosynthetic pathway from commercially available amine-free tryptophan derivatives in aqueous acidic media. Then, concise two-pot or three-step syntheses of naturally occurring dimeric diketopiperazine alkaloids were accomplished. Then, satisfactory total yields are obtained compared with previous reported synthesis.
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