| Project/Area Number |
15K18836
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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 |
Chemical pharmacy
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| Research Institution | Kitasato University |
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Principal Investigator |
Yamada Takeshi 北里大学, 感染制御科学府, 特任助教 (00608367)
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| Project Period (FY) |
2015-04-01 – 2017-03-31
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| Project Status |
Completed (Fiscal Year 2016)
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| Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2016: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2015: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
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| Keywords | 全合成 / 抗トリパノソーマ / マングロマイシン / ディークマン反応 / βラクトン / カスケード反応 / アフリカ睡眠病 / 多置換テトラヒドロフラン / ディークマン縮合 / 多置換テトラヒドロフラン環 / 大環状炭素環 |
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| Outline of Final Research Achievements |
An enantioselective total synthesis of (+)-Mangromicin A has been accomplished. Naturally occurring mangromicins are novel anti-trypanosomal compounds, which have been discovered by our group. The tetrahydrofuran ring of mangromicin A, possessing a tetra-substituted carbon center, was constructed by Mukaiyama-type vinylogous alkylation via a cyclic oxocarbenium intermediate derived from γ-hydroxy ketone, with ideal stereoselectivity, and the 4-hydoxy-dihydropyrone scaffold was generated via Dieckmann cyclization at a late stage of the total synthesis. The reliable asymmetric synthesis of (+)-mangromicin A has revealed the absolute configuration of the naturally occurring mangromicin A.
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