2. Academic Validation
  3. Synthesis and antiviral activity of acyclovir-5'-(phenyl methoxy alaninyl) phosphate as a possible membrane-soluble nucleotide prodrug

Synthesis and antiviral activity of acyclovir-5'-(phenyl methoxy alaninyl) phosphate as a possible membrane-soluble nucleotide prodrug

  • Bioorg Med Chem Lett. 2000 Apr 3;10(7):645-7. doi: 10.1016/s0960-894x(00)00061-5.
C McGuigan 1,  M J Slater,  N R Parry,  A Perry,  S Harris
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Affiliation

PMID: 10762044 DOI: 10.1016/s0960-894x(00)00061-5
Abstract

We describe a synthesis of acyclovir-5'-(phenyl methoxy alaninyl) phosphate (2) from acyclovir (1). This compound was designed to act as a lipophilic, membrane-soluble prodrug of the free nucleotide. However, the biological activities of this derivative against a range of viruses indicated poor intracellular phosphate delivery, in marked contrast to the earlier successful delivery of several dideoxy anti-HIV nucleotides.

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