Synthesis, biological and medicinal significance of S-glycosido-thieno[2,3- d]-pyrimidines as new anti-inflammatory and analgesic agents

Abstract

Several 2-thioglycosides were prepared. Glycosylation of 2-thioxo-thieno[2,3- d]-pyrimidines 5a, b with 1-bromo-2,3,5-tri- O-acetyl-α- d-arabinofuranosyle 7, 2,3,4,6-tetra- O-acetyl-α- d-glucopyranosyl and galacto-pyranosyl bromide 8a, b gave the protected β- d-nuclosides 10a, b and 13a– d in high yields, which were transformed to deacetylated derivatives 14a, b and 15a– d. The structures of the compounds were elucidated by spectral and elemental analysis. Anti-inflammatory and Analgesic activities screening of the new compounds (at a dose of 100 mg/kg body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method exhibited that the deacetylated derivatives 14a, b and 15a– d possess highly promising activities.