Synthesis, Antimicrobial Activity, and Drug-likeness profiles of 5-Phenylselenanyl-2-benzylthiopyrimidine Analogs

Abstract

Abstract Given literature findings on the biological importance of pyrimidine and thiazolidine, we herein report synthesis and antimicrobial activity of 5-phenylselenanyl-2-benzylthio- pyrimidin-4-yl) thiazolidine-4-one analogs 4(a, b). Compound 5-phenylselenenyl-4-hydrazino-2-benzylthiopyrimidines (2) on condensation with substituted aromatic aldehydes afforded the corresponding Schiff bases 5-phenylselenenyl-4-(substituted benzylidenehydrazino)-2-benzylthiopyrimidine 3(a-c). Finally, the cyclization of compounds 3(a-c) with thioglycolic acid in benzene as solvent yielded target compounds 4(a, b). The structures of synthesized compounds were characterized by spectral studies such as IR, 1H-NMR, and Mass spectra. Results obtained by screening these synthesized compounds for antimicrobial activity reveal that only 1, 2, 3a, 3b, and 4a exhibited good antibacterial activity against P. aeruginosa compared to the standard drug gentamycin. Among all pyrimidine analogs, compound 4b has shown good antifungal activity against the fungal strain A. niger and A. terreus. Other compounds have shown moderate to poor antifungal activity when compared with fluconazole. Also, ADMET properties were studied for synthesized compounds.