Synthesis, characterization, solvatochromic properties, and antimicrobial evaluation of 5-acetyl-2-thioxo-dihydro-pyrimidine-4,6-dione-based chalcones

A new series of chalcone analogs namely 5-(3-phenyl-acryloyl)-2-thioxo-dihydro-pyrimidine-4,6-dione have been synthesized from the key intermediate 5-acetyl-2-thioxo-dihydro-pyrimidine-4,6-dione 4′ with different aldehyde derivatives were performed to get the target compounds as thiobarbituric acid-based chalcones 5(a′–k′) and they were obtained in excellent yields. The newly synthesized compounds were characterized by spectral analysis (FT-IR, 1 H NMR, 13 C NMR, and UV spectroscopy) and elemental analysis. The synthesized compounds were evaluated for their antimicrobial activity against five bacterial strains ( S. aureus , S. pyogenes , E. coli , K. pneumoniae , and P. aeruginosa ) and four fungal strains ( C. albicans , A. clavatus , T. rubrum , and Penicillium wild strain ). Among the screened compounds, 5e′ and f′ showed comparable activity (minimum inhibitory concentration = 500 μg/mL) nearly to that of standard antibiotics griseofulvin.