Design and Synthesis of Highly Bioactive Sugar-Related Substances
| Project/Area Number |
16590013
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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 |
Chemical pharmacy
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| Research Institution | Teikyo University |
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Principal Investigator |
IKEGAMI Shiro Teikyo University, School of Pharmaceutical Sciences, Professor, 薬学部, 教授 (10119555)
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| Co-Investigator(Kenkyū-buntansha) |
TAKAHASHI Hideyo Teikyo University, School of Pharm.Sci., Associate Prof., 薬学部, 助教授 (10266348)
SAWADA Daisuke Teikyo University, School of Pharm.Sci., Res.Associate, 薬学部, 助手 (00338691)
HAMAMOTO Hiromi Teikyo University, School of Pharm.Sci., Res.Associate, 薬学部, 助手 (40365896)
NAMME Rie Teikyo University, School of Pharm.Sci., Res.Associate, 薬学部, 助手 (70349257)
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| Project Period (FY) |
2004 – 2005
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| Project Status |
Completed (Fiscal Year 2005)
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| Budget Amount *help |
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2005: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 2004: ¥2,200,000 (Direct Cost: ¥2,200,000)
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| Keywords | Coyolosa / Sugar lactone / L-Iduronic acid / 1-Methylglycoside / Selective glycosylation / Cyclitol / Antidiabetic drug / Voglibose / 新規エーテル糖構築法 / ボグリボース |
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| Research Abstract |
The following research results have been obtained in this research project.
1) Coyolosa which is a natural disaccharide having an unusual structure with a 6,6'-ether- linkage was successfully synthesized. In connection with its anti-diabetic activity, 10 kinds of analogs have been synthesized and it was concluded that the reported structure should be revised. A 6,6'-disaccharide formed from two molecules of mannose might be proposed.
2) In the connection of the conversion technique for D-sugar to the corresponding L-sugar with the ring opening and the recyclization, this methodology could be applied to the effective formation of L-aza-sugars and L-thia-sugars.
3) Glycosylation using 1-methylenesugar afforded the corresponding α-D-glycoside stereo-selectively. This method could be also applied to synthesize the various types of α-glycosides such as α-oligosaccharides exhibiting a potent biological activity. The penta-saccharide analogue for PI-88 that will be expected as a heparanase inhibitor could be synthesized in a fully protected form.
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Report
(3 results)
Research Products
(34 results)
