Synthesis, cytotoxicities, and carbonic anhydrase inhibition potential of 6-(3-aryl-2-propenoyl)-2( 3H )-benzoxazolones.

In this study, new chalcone compounds having the chemical structure of 6-(3-aryl-2-propenoyl)-2( 3H )-benzoxazolones ( 1-8 ) were synthesised and were characterised by ¹ H-NMR, ¹³ C-NMR, and HRMS spectra. Cytotoxic and carbonic anhydrase (CA) inhibitory effects of the compounds were investigated. Cytotoxicity results pointed out that compound 4 , 6-[3-(4-trifluoromethylphenyl)-2-propenoyl]-3 H -benzoxazol-2-one, showed the highest cytotoxicity (CC ₅₀ ) and potency-selectivity expression (PSE) value, and thus can be considered as a lead compound of this study. According to the CA inhibitory results, IC ₅₀ values of the compounds 1-8 towards hCA I were in the range of 29.74-69.57 µM, while they were in the range of 18.14 - 48.46 µM towards hCA II isoenzyme. K _i values of the compounds 1-8 towards hCA I were in the range of 28.37 ± 6.63-70.58 ± 6.67 µM towards hCA I isoenzyme and they were in the range of 10.85 ± 2.14 - 37.96 ± 2.36 µM towards hCA II isoenzyme.