Synthesis of novel C-5 substituted d4T analogues bearing linker arms as potential anti-HIV agents.
This work reports the synthesis of 2',3'-didehydro-2',3'-dideoxy-thymidine analogues bearing several kinds of amino-linker arms at the C-5 position of the pyrimidine moiety. C-5 is an attractive position since a flexible chain may permit the triphosphates to be generated. The beta-D- and beta-L-d4T analogues were synthesized following a multi-step reaction from D-ribose and D-xylose, from D- and L-arabinose (towards an oxazoline ring) or from uridine and then were reacted with alkylene diamines.
Ladurée
D
D
C.E.R.M.N., Laboratoire de Pharmacochimie, Caen France.
Fossey
C
C
Renoud-Grappin
M
M
Fontaine
G
G
Camara
F
F
Gavriliu
D
D
Ciurea
A
A
Aubertin
A M
AM
Kirn
A
A
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D018119:Stavudine / Q000138:chemical synthesis* / Q000494:pharmacology*
D019380:Anti-HIV Agents; D018119:Stavudine