New CycloAMB-Nucleoside Phosphonate Prodrugs

Abstract

cycloSal- and cycloAmb-nucleoside phosphonate prodrugs of PMEA were synthesized and characterized. Each of these compounds showed different disadvantages in hydrolysis. Thus, a new series of cycloAminobenzyl(cycloAmb)-PMEA prodrugs was synthezised and studied with regard to their hydrolysis properties and biological activity.

Keywords:

• Nucleoside phosphonates
• prodrugs
• antiviral activity
• hydrolysis
• benzyl cation
• phenylphosphate diester

Notes

^a Hydrolytic stability in phosphate buffer pH 7.3, 37°C.

^b 50% effective concentration for the prevention of HIV-1 or HIV-2 replication in vitro (wild type CEM/0 cells).

^c Cytotoxic concentration.