Synthesis, anti-HIV activity and stability studies of 3'-azido-2',3'-dideoxythymidine 5'-fluorophosphate.
The synthesis, in vitro anti-HIV activity, and stability studies of AZT 5'-fluorophosphate (F-AZTMP) are reported. The present results demonstrate that such compound is a bioprecursor of its parent 5'-mononucleotide (AZTMP) but its biotransformation does not allow its selective intracellular delivery. Moreover, several attempts were carried out in order to improve the biological activity of this compound by the use of a SATE prodrug strategy.
Egron
D
D
Laboratoire de Chimie Bioorganique, UMR CNRS-USTL 5625, Université Montpellier II, France.
Arzumanov
A A
AA
Dyatkina
N B
NB
Krayevsky
A
A
Imbach
J L
JL
Aubertin
A M
AM
Gosselin
G
G
Périgaud
C
C
D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002460:Cell Line; D054306:Dideoxynucleotides; D005461:Fluorine / Q000737:chemistry; D015497:HIV-1 / Q000187:drug effects / Q000502:physiology; D006801:Humans; D013942:Thymine Nucleotides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D014779:Virus Replication / Q000187:drug effects; D015215:Zidovudine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
D019380:Anti-HIV Agents; D054306:Dideoxynucleotides; D013942:Thymine Nucleotides; D005461:Fluorine; C057287:3'-azido-3'-deoxythymidine 5'phosphate; D015215:Zidovudine