Chemistry of bisSATE mononucleotide prodrugs.
On the basis of AZT as a nucleosidic model, the protocols herein describe the synthesis of various bis(S-acyl-2-thioethyl) phosphotriester derivatives. These compounds, bearing transient phosphate-protecting groups, were designed to liberate the corresponding 5'-mononucleotide inside the cell through an esterase-mediated activation process. Two synthetic approaches are presented using either phosphoramidite intermediates or esterification of a nucleoside 5'-monophosphate.
Peyrottes
Suzanne
S
Université Montpellier, Montpellier, France.
Périgaud
Christian
C
D009682:Magnetic Resonance Spectroscopy; D009711:Nucleotides / Q000737:chemistry*; D011355:Prodrugs / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D009711:Nucleotides; D011355:Prodrugs