Synthesis, Configuration, and Antimicrobial Properties of Novel Substituted and Cyclized ‘2′,3″‐Thiazachalcones’

Abstract

Abstract Nine new thiazachalcone‐based drugs, compounds 1 – 9 , were prepared and fully characterized. The configurations of the photochemical‐dimerization products 7 – 9 were rationalized by semi‐empirical calculations. Both the experimental data and the theoretical calculations showed that the δ ‐truxinic acid type dimer is the most stable isomer of all. All compounds were tested for their antibacterial and antifungal activities. The N ‐alkylated congeners 4 – 6 showed strong antimicrobial activities against various bacteria and a yeast‐like fungus. The MIC and MBC values were as low as 0.1 μg/ml. All the compounds were active against the Gram ‐positive bacterium Staphylococcus aureus.