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

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.

2-Thioglycosides were prepared, glycosylation of 2-thioxo-thieno[2,3-d]-pyrimidines with 1-bromo-2,3,5-tri-O-acetyl-α-d-arabinofuranosyle, 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl and galacto-pyranosyl bromide gave β-d-nuclosides in high yields, Anti-inflammatory and Analgesic activities screening of the new compounds possess highly promising activities .Figure optionsDownload as PowerPoint slide