SYNTHESIS AND ANTIVIRAL ACTIVITIES OF 5-SUBSTITUTED LENE-4-THIO-BETA-D-ERTYTHRO-PENTOFURANOSYL)URACILS

Various 5-substituted ylene-4-thio-beta-D-erythro-pentofuranosyl)uraci ls (4'-thioDMDUs) were synthesized from D-glucose via sila-Pummerer-ty pe glycosylation, All of the beta-anomers of 5-substituted 4'-thioDMDU , except the ti-hydroxyethyl derivative, showed potent anti-HSV-l acti vity (ED50 = 0.016-0.096 mu g/mL). 5-Ethyl- and 5-iodo-4'-thioDMDUs we re also active against HSV-2 (ED50 = 0.17 and 0.86 mu g/mL, respective ly), 5-Bromovinyl-4'-thioDMDU was particularly active against VZV (ED5 0 = 0.013 mu g/mL).