266682-90-0Relevant articles and documents
Enhancing the aqueous solubility of d4T-based phosphoramidate prodrugs
Siddiqui, Adam,McGuigan, Christopher,Ballatore, Carlo,Srinivasan, Sheila,De Clercq, Erik,Balzarini, Jan
, p. 381 - 384 (2007/10/03)
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 (i.e. phenolic) moiety by tyrosine led to a substantial enhancement in aqueous solubility but also to a decrease in antiviral potency. A previously unobserved trend was identified, relating increased aryl substituent steric bulk to decreased antiviral activity. (C) 2000 Elsevier Science Ltd. All rights reserved.