SYNTHESIS OF AN ALLOPURINOL RIBOSIDE-MANNOSYLATED POLY-L-LYSINE CONJUGATE

Citation
E. Negre et al., SYNTHESIS OF AN ALLOPURINOL RIBOSIDE-MANNOSYLATED POLY-L-LYSINE CONJUGATE, Tetrahedron, 49(32), 1993, pp. 6991-7000
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
49
Issue
32
Year of publication
1993
Pages
6991 - 7000
Database
ISI
SICI code
0040-4020(1993)49:32<6991:SOAARP>2.0.ZU;2-1
Abstract
The synthesis of a mannosylated carrier used as a drug delivery system to target specifically an antileishmanial drug allopurinol riboside - hydroxy-1-beta-D-ribofuranosyl-1H-pyrazolo(3,4-d) pyrimidine] into Lei shmania donovani infected macrophages via their membrane lectin is des cribed. The synthetic construct is made of a poly-L-lysine backbone, p artially acylated with delta-gluconolactone to enhance its water-solub ility and substituted with glycyl-glycine asa spacer arm. O-p-phenylis othiocyanate-5'-phosphodiester derivatives of allopurinol riboside and of inosine were synthesized and attached to the spacer arm, then the remaining spacer arms were substituted by reaction with phenyl acetate mannosyl residues.