Synthesis and anti-HIV activity of some novel lactyl and glycolyl phosphate derivatives.
Novel phosphate triester derivatives of 3'-acetylthymidine, and of the anti-HIV nucleoside analogue AZT have been prepared by phosphorochloridate chemistry. These materials are designed to act as membrane-soluble pro-drugs of the bio-active free nucleotides. In particular, novel glycolate and lactate phosphate derivatives have been prepared. In vitro evaluation revealed the AZT compounds to have a pronounced and selective antiviral effect, the magnitude of which varied considerably with the nature of the phosphate blocking group.
McGuigan
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C
Department of Chemistry, University of Southampton, Highfield, U.K.
Nickson
C
C
O'Connor
T J
TJ
Kinchington
D
D
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D006678:HIV / Q000187:drug effects*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D015215:Zidovudine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
D000998:Antiviral Agents; D009943:Organophosphorus Compounds; D015215:Zidovudine