An efficient one pot synthesis of (2-hydroxyphenyl)-5-phenyl-6-(pyrrolidine-1-carbonyl)-1H-pyrano[2,3-d]pyrimidine-2,4(3H,5H)-dione derivatives as a potent biological agents.

In this paper, we reported the synthesis of a novel series of (2-hydroxyphenyl)-5-phenyl-6-(pyrrolidine-1-carbonyl)-1H-pyrano[2,3-d]pyrimidine-2,4(3H,5H)-dione derivatives 5(a-j) by the reaction of 4-hydroxy coumarin, substituted aldehydes, barbituric acid, and pyrolidine in ethanol at ambient temperature. The titled pyranopyrimidines 5(a-j) were characterized by spectral analysis including IR, NMR (1H & 13C), and HRMS. The newly synthesized compounds were examined for in vitro anti-inflammatory activity. The results demonstrated that compound 5b displayed excellent efficacy and the remaining compounds exhibited moderate activity. Also, the potency of the new compounds toward antimicrobial and antifungal activity was investigated by a disk diffusion method. The results show that compounds 5b and 5g were more potent than the other compounds. Furthermore, the molecular docking studies were carried out using a COX-2 receptor.