Synthesis and antiviral activity of C-5 substituted beta-D- and beta-L-D4T analogues.
A series of beta-D-2',3'-didehydro-2',3'-dideoxy-nucleosides bearing a tether attached at the C-5 position and their beta-L-counterparts was synthesized. Their inhibitory activities against human immunodeficiency virus (HIV) were investigated and compared to establish relationship(s) between compound structure and their antiviral activity. No significant activity was observed for beta-D- and beta-L-modified nucleosides respectively 7a-c and 14a-c, but 7d and 14d exhibited a weak activity against HIV-1.
Delbederi
Z
Z
Centre d'Etudes et de Recherche sur le Médicament de Normandie, UFR des Sciences Pharmaceutiques, Caen, France.
Fossey
C
C
Fontaine
G
G
Benzaria
S
S
Gavriliu
D
D
Ciurea
A
A
Lelong
B
B
Ladurée
D
D
Aubertin
A M
AM
Kirn
A
A
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D015224:Dideoxynucleosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
D019380:Anti-HIV Agents; D015224:Dideoxynucleosides; D013936:Thymidine