| Abstract: |
A series of 2'-deoxyribonucleoside and ribonucleoside 5'-phosphonates was synthesized by condensation of 3'-O-acetyl-2'-deoxynucleosides or 2',3'-protected (2',3'-O-isopropylidene, 2',3'-O-methoxymethylene, or 2',3'-O-ethoxymethylene) ribonucleosides with the corresponding phosphonic acids. N,N'-Dicyclohexylcarbodiimide or 2,4,6-triisopropylbenzenesulfonylchloride were used as condensing agents. The synthesized compounds did not inhibit HSV and CMV reproduction in cell cultures, but some of them were active toward HIV. It was found that thymidine 5'-H-phosphonate neutralizes the anti-HIV effect of AZT; this may be attributed to its partial hydrolysis to thymidine in the cell or intercellular medium. |
