Novel 4′-Branched Nucleosides

Abstract

Abstract Total chemical synthesis of 4′-hydroxymethylnucleosides with an additional modification in a sugar residue was developed. The synthesis was made by condensation of corresponding protected sugars and nucleic bases with subsequent deprotection. In such a way 3′-azido- and 3′-amino-3′-deoxy-4′-hydroxymethylribonucleosides, 2′,3′-anhydroribo- and 2′,3′-anhydrolyxo-4′-hydroxymethylribonucleosides as well as 3′-deoxy-4′-hydroxymethylribonucleosides were prepared. At concentrations up to 100 μM none of them inhibited reproduction of human immunodeficiency virus type 1 in H9 and PBL cells as well as human herpes simplex virus type 2 and human cytomegalovirus in vero cells.