Synthesis of aminocyclitols(deoxyinosamines) and polyhydroxyindolizidines for potential glycosidase inhibitors
| Autor: | Heng-Yi Li, 李恆毅 |
|---|---|
| Rok vydání: | 2007 |
| Druh dokumentu: | 學位論文 ; thesis |
| Popis: | 95 Naturally occurring polyhydroxylated aminosugars are considered to be potential glycosidase inhibitors. These glycosidase inhibitors possess potential in the treatment of cancers, HIV, diabetes and metabolic disorders. Especially in diabetes, it is estimated that the number of diabetes patients is expectd to rise from the current estimated of 150 million to 220 million in 2010. Polyhydroxylated aminosugars have been known as glycosidase inhibitors. They display the same stereochemistry as the corresponding hexoses, exceptor nitrogen atom replacing the original oxygen. Herein we report a stereoselective synthesis of tetrahydroxylated aminocyclitols starting from D-(-)-quinic acid. Subsequent ring-closing metathesis (RCM) was employed to synthesize dihydroxylated indolizidines from trans-4-hydroxy-L-proline. The resulting tetra-hydroxylated aminocyclitols and di-hydroxylated indolizidines are glycosidase inhibitors. |
| Databáze: | Networked Digital Library of Theses & Dissertations |
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