Enhancing the aqueous solubility of d4T-based phosphoramidate prodrugs

…, C McGuigan, C Ballatore, S Srinivasan…

Index: Siddiqui, Adam; McGuigan, Christopher; Ballatore, Carlo; Srinivasan, Sheila; De Clercq, Erik; Balzarini, Jan Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 4 p. 381 - 384

Full Text: HTML

Citation Number: 15

Abstract

A range of polyether para-substituted phosphoramidates were synthesised and found to have substantially elevated aqueous solubilities compared to the underivatised parent prodrug. A 30-fold increase in aqueous solubility could be achieved without a substantial decrease of in vitro activity against HIV-1. Replacement of the aryl (ie phenolic) moiety by tyrosine led to a substantial enhancement in aqueous solubility but also to a decrease in ...