Synthesis and biological evaluation of isomeric dinucleoside monophosphates and monomethylphosphonates of 9-.beta.-D-arabinofuranosyladenine and related analogs
- 1 October 1988
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 31 (10) , 1897-1907
- https://doi.org/10.1021/jm00118a006
Abstract
The 3 .fwdarw. 5'', 3'' .fwdarw. 3'' and 5 .fwdarw. 5'' dinucleoside monophosphates and methylphosphonates of 9-.beta.-D-arabinofuranosyladenine, as well as its 5''-(hydrogen phosphonate) and 5''-(methyl methylphosphonate) derivatives have been the subject of a systematic synthesis and examination of their biological, i.e. antiviral and cytostatic, properties. First the properly protected monomeric building blocks were prepared and then condensed to give fully protected intermediates. These latter were then deblocked to afford the unprotected compounds, which were fully characterized. Only the 3'' .fwdarw. 5'' phosphodiester isomers 13 and 16 and, to a lesser extent, the 5''-(hydrogen phosphonate) derivative 21 showed marked biological activity.This publication has 21 references indexed in Scilit:
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