Synthesis and Antibacterial Activity of Pyranopyrimidinedione Derivatives

• Published in: Russian journal of organic chemistry Vol. 58; no. 3; pp. 372 - 378
• Main Authors: Azarkamanzad, Z., Farzaneh, F., Ghandi, M., Feizabadi, M. M., Jasemi, S.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01-03-2022; Springer Nature B.V
• Subjects: Acetic acid; Chemistry; Chemistry and Materials Science; Hydroxybenzaldehydes; Organic Chemistry; antibacterial activity; pyranopyrimidinediones; 6-amino-1,3-dimethyl uracil
• ISSN: 1070-4280; 1608-3393
• DOI: 10.1134/S1070428022030162

Four pyranopyrimidinedione derivatives were prepared through a one-pot pseudo-three-component acetic acid-catalyzed reaction of 6-amino-1,3-dimethyluracil with 2-hydroxybenzaldehydes. The synthesized compounds were evaluated for their antibacterial activity against a panel of bacterial strains. The minimum inhibitory concentrations (MICs) were determined using broth microdilution assay according to the Clinical and Laboratory Standards Institute (CLSI) guidelines. With the exception of 5-methoxy derivative, the other pyranopyrimidinediones exhibited antibacterial activities against all tested bacterial cultures. The most potent antibacterial effect was observed for 5-bromopyranopyrimidinedione derivative against clinical strains, which can be regarded as promising.