| Autor: |
Liautard V; Institut de Chimie Organique et Analytique, CNRS and Université d'Orléans, BP 6759, 45067 Orléans, France., Christina AE, Desvergnes V, Martin OR |
| Jazyk: |
angličtina |
| Zdroj: |
The Journal of organic chemistry [J Org Chem] 2006 Sep 15; Vol. 71 (19), pp. 7337-45. |
| DOI: |
10.1021/jo061130e |
| Abstrakt: |
Tetra-O-benzyl-D-glucofuranose was converted into uridine diphosphono-beta-Galf mimics based on an iminosugar skeleton linked to UMP by a 2-hydroxypropyl tether. The synthesis is based on the highly regio- and stereoselective cycloaddition of an original uridin-5'-yl allylphosphonate with a 1,4-dideoxy-1,4-iminogalactitol-derived cyclic nitrone, followed by the reductive elaboration of the cycloaddition product. The resulting iminogalactose-UMP conjugates are novel sugar nucleotide mimics which could be useful as inhibitors of UDP-Gal mutase and UDP-Galf transferases. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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