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Synthesis and antiviral activity of acyclovir-5'-(phenyl methoxy alaninyl) phosphate as a possible membrane-soluble
C McGuigan1, M J Slater, N R Parry
1Welsh School of Pharmacy, Cardiff University, UK. mcguigan@cardiff.ac.uk
Bioorganic & Medicinal Chemistry Letters
|April 13, 2000
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.