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Synthesis and antiviral evaluation of β‐L‐ Xylo ‐fuanosyl nucleosides of the five naturally occurring nucleic acid bases
Author(s) -
Gosselin Gilles,
Bergogne MarieChristine,
Imbach JeanLouis
Publication year - 1993
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570300510
Subject(s) - chemistry , nucleic acid , furanose , pyrimidine , purine , glycosylation , dna , xylose , stereochemistry , rna , biochemistry , organic chemistry , ring (chemistry) , enzyme , fermentation , gene
The β‐L‐ xylo ‐furanosyl analogues of the naturally occurring nucleosides have been synthesized and their antiviral properties examined. All these compounds were hitherto unknown and they were stereospecifically prepared by glycosylation of pyrimidine and purine aglycons with a suitably peracyl‐L‐ xylo ‐furanose (specially synthesized from L‐xylose for our present purpose), followed by removal of the protecting groups. All the prepared compounds were tested for their activity against a variety of DNA and RNA viruses (including HIV), but they did not show significant antiviral activity.