Synthetic studies on portimine, a potent and selective inducer of apoptosis
| Project/Area Number |
15K07861
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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 | Nagasaki University |
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Principal Investigator |
ISHIHARA Jun 長崎大学, 医歯薬学総合研究科(薬学系), 教授 (80250413)
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| Project Period (FY) |
2015-04-01 – 2018-03-31
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| Project Status |
Completed (Fiscal Year 2017)
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| Budget Amount *help |
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | 有機合成化学 / 海産天然物 / 全合成 / 環状アセタール / ポルチミン / 合成化学 / 天然物化学 / アポトーシス / 天然物合成 / ビスアルコキシシラン |
|---|
| Outline of Final Research Achievements |
In late years, apoptosis has been revealed to play an important role for cancer and autoimmune disease. Portimine is a polycyclic marine toxin isolated from the dinoflagellate. The biological studies of this compound indicated that it has potent antitumor activity and also shows the activation of caspases indicating apoptotic activity. In this work, we studied the synthesis of portimine, which contains five-membered cyclic mine moiety and remarkable dioxabicyclo[6.2.1]undecanone embedded in macrocyclic framework. Brown's asymmetric crotylation and silyl linkage-mediated coupling afforded an acyclic key intermediate. This acyclic compound was subjected to acid to generate a core acetal.
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Report
(4 results)
Research Products
(36 results)
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[Presentation] マリネオシンA、Bの合成研究2017
Author(s)
菅 晃久，山元 広平， 石原 淳 ，畑山 範
Organizer
日本薬学会第137年会
Place of Presentation
東北大学川内キャンパス（宮城県仙台市）
Year and Date
2017-03-24
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[Presentation] クルチオリドの全合成研究2016
Author(s)
坂井 良輔，水流 裕明，石原 淳，畑山 範
Organizer
第33回日本薬学会九州支部大会
Place of Presentation
鹿児島大学郡元キャンパス（鹿児島県鹿児島市）
Year and Date
2016-12-03
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