Isonucleosides. Synthesis and biological activity

Authors
Citation
K. Walczak, Isonucleosides. Synthesis and biological activity, POL J CHEM, 73(10), 1999, pp. 1613-1629
Citations number
50
Categorie Soggetti
Chemistry
Journal title
POLISH JOURNAL OF CHEMISTRY
ISSN journal
01375083 → ACNP
Volume
73
Issue
10
Year of publication
1999
Pages
1613 - 1629
Database
ISI
SICI code
0137-5083(199910)73:10<1613:ISABA>2.0.ZU;2-V
Abstract
Synthesis of isonucleosides, compounds with the heterocyclic base placed at nonanomeric position is discussed. Such derivatives are synthesized either by nucleophilic substitution of a leaving group by activated base or by co nstruction of heterocyclic system at the amino group present at the sugar r ing. Alternative pathways of synthesis contain addition of heterocyclic bas e to the alpha,beta-unsaturated carbonyl sugar derivatives or 1,3-dipolar c ycloaddition. Some examples of isonucleosides biological activity are descr ibed.