Abstract
The title compounds, variously protected 5'-uridine derivatives connected with 1-thiosugar with thio-phosphoesters fragment (17-22) were synthesized in sequence of reactions: phosphitylation--reaction of 5'-hydroxyl group of selectively protected nucleoside with a phosphitylating agent (N,N-diisopropyl chlorophosphoamidite), connection an phosphoroamidites with 2-bromoethanol or 3-bromopropanol and secondary oxidation with sulfur presence and finally condensation reaction of obtained products with 1-thiosugar. Received glycoconjugates (17-22) had a structure which mimic to structure of natural glycosyltransferases substrates.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Enzyme Inhibitors / chemical synthesis*
-
Enzyme Inhibitors / metabolism
-
Enzyme Inhibitors / pharmacology
-
Glycoconjugates / chemical synthesis*
-
Glycoconjugates / metabolism
-
Glycoconjugates / pharmacology
-
Glycosyltransferases / antagonists & inhibitors*
-
Glycosyltransferases / metabolism
-
Magnetic Resonance Spectroscopy
-
Molecular Structure
-
Oxidation-Reduction
-
Structure-Activity Relationship
-
Substrate Specificity
-
Uridine / analogs & derivatives
-
Uridine / chemical synthesis*
-
Uridine / metabolism
-
Uridine / pharmacology
Substances
-
Enzyme Inhibitors
-
Glycoconjugates
-
Glycosyltransferases
-
Uridine