SYNTHESIS OF GLUCOFURANOSYL ANALOGS OF SPONGOSINE AND THEIR ANTIVIRALACTIVITY

2-Ethylthio-9-(beta-D-glucofuranosyl)adenine (11), lthio-9-(beta-D-3'- O-methyl-glucofuranosyl)adenine (12), 2-methoxy-9-(beta-D-glucofuranos yl)adenine (17) and thoxy-9-(beta-D-3'-O-methyl-glucofuranosyl)adenine (18) have been synthesized and all the compounds evaluated for antivi ral activity. Condensation of silylated derivative of 2-ethylthioadeni ne (6) with glucofuranosyl derivatives (7 and 8) separately in the pre sence of SnCl4 afford 9 and 10 respectively. Deblocking of 9 and 10 wi th methanolic ammonia yield 11 and 12 respectively. Acetylation of 11 and 12 followed by oxidation with KMnO4 in acetic acid gives 15 and 16 respectively. Treatment of compounds 15 and 16 with MeONa finally aff ord the desired compounds 17 and 18 respectively. The compounds tested do not exhibit any promising activity against Ranikhet disease virus (RDV).