| Project/Area Number |
15550036
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | OKAYAMA UNIVERSITY |
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Principal Investigator |
TSUBOI Sadao OKAYAMA UNIVERSITY, Graduate School of Environment, Professor, 大学院環境学研究科, 教授 (00032954)
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| Co-Investigator(Kenkyū-buntansha) |
TAKAGUCHI Yutaka OKAYAMA UNIVERSITY, Graduate School of Environment, Associate Professor, 大学院環境学研究科, 助教授 (10293482)
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| Project Period (FY) |
2003 – 2005
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| Project Status |
Completed (Fiscal Year 2005)
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| Budget Amount *help |
¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 2005: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 2004: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 2003: ¥2,200,000 (Direct Cost: ¥2,200,000)
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| Keywords | fullarodendrimer / Darzen's condensation / Pyrones / butenolide / verrcosapyrone A / 3-DPA lactone / anticancer activity / antibiotics / デンドリマー / デンドロン / フラーレン / フラロデンドロン / 一重項酸素 / パン酵母 / タンデム反応 / カーボンナノチューブ / 光線力学療法剤 / アントラセン / Diels-Alder反応 |
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| Research Abstract |
This project consists of investigation of the synthesis of biologically active compounds, which can be utilized for new medicines. These materials have dendrimer skeletone and biologically active components. Research interest of head investigator was the synthesis of biologically active compounds for a long time. Another investigator has developed new chemistry of fullarodendrimers. Head investigator synthesized many oxygen-contaning biologically active compounds such as anticancer and antibiotics by Darzen's condensation (reaction of aldehydes and dichloroacetates in the presence of base) as a key step. In this research, head investigator discovered a new synthetic method of alpha-hydroxy butenolides by the treatment of glycidic esters with MgCl_2, and 3-DPA lactone was prepared. Head investigator found out treatment of alpha-chloroglycidic esters (1) with triphenylphosphine gives 3-chloro-2-ketoesters (2). Furthermore, treatment of 1 with potassium acetate gave 2-acetoxy-3-ketoesters (3) newly. By this new reaction, (-)-verrucosapyrone A (4) was synthesized and the absolute configuration of its one carbon was clarified. The structure of 4 is similar to that of pestalotin, of which has an activity of promotor of plant growth. So, many biological activities would be expected. New pyrone synthesis from acetonide-protected glycidate (1) was also reported.
In a future, connection of newly prepared oxygen-containing cyclic compounds with fullarodendrimer will be established, and biological activities of these final products would be investigated.
In this project, many new results were obtained and thirteen papers were published in valuable journals.
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