Synthesis and biological evaluation of 9-(beta-L-arabinofuranosyl)adenine.
For the first time, the stereospecific synthesis of 9-(beta-L-arabinofuranosyl) adenine was carried out. Unfortunately, and unlike its "natural" D-counterpart Vidarabine, this L-enantiomer did not show significant activity when evaluated against a broad range of viruses.
Boudou
V
V
Laboratoire de Chimie Bioorganique, UMR C.N.R.S. 5625, Université de Montpellier II, Sciences et Techniques du Languedoc, France.
Imbach
J L
JL
Gosselin
G
G
D000818:Animals; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line; D004267:DNA Viruses / Q000187:drug effects / Q000502:physiology; D015497:HIV-1 / Q000187:drug effects / Q000502:physiology; D006801:Humans; D015394:Molecular Structure; D012328:RNA Viruses / Q000187:drug effects / Q000502:physiology; D012190:Retroviridae / Q000187:drug effects / Q000502:physiology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014740:Vidarabine / Q000138:chemical synthesis* / Q000494:pharmacology; D014779:Virus Replication / Q000187:drug effects
D019380:Anti-HIV Agents; D000998:Antiviral Agents; D014740:Vidarabine