| Project/Area Number |
13470472
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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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 Science, Professor, 薬学部, 教授 (10119555)
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| Co-Investigator(Kenkyū-buntansha) |
HAMAMOTO Hiromi Teikyo University, School of Pharm. Sci., Res. Associate, 薬学部, 助手 (40365896)
SAWADA Daisuke Teikyo University, School of Pharm. Sci., Res. Associate, 薬学部, 助手 (00338691)
TAKAHASHI Hideyo Teikyo University, School of Pharm. Sci., Associate Prof., 薬学部, 助教授 (10266348)
NAMME Rie Teikyo University, School of Pharm. Sci., Res. Associate, 薬学部, 助手 (70349257)
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| Project Period (FY) |
2001 – 2003
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| Keywords | Coyolosa / Sugar lactone / L-Iduronic acid / 1-Methylglycoside / Selective glycosylation / Cyclitol / Antidiabetic drug / Voglibose |
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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) The conversion of sugar lactones to the hydroxamic acid derivatives by the ring opening operation and the recyclization under Mitsunobu conditions gives the corresponding L-sugar. By applying this conversion technique, L-ribose and L-iduronic acid were also synthesized efficiently
3) Glycosylation using 1-methylenesugar afforded the corresponding α-D-glycoside stereo-selectively. This method could be applied to synthesize the various types of αglycosides such as α-oligosaccharides exhibiting a potent biological activity.
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