THE SYNTHESIS OF CHALCONE COMPOUNDS WITH CL AND BR SUBSTITUENTS AND THEIR POTENTIAL ANTICANCER ACTIVITIES AGAINST MCF-7 BREAST CANCER CELLS

Abstract

The synthesis of chalcone-based Cl and Br substituents has been successfully synthesized for determining the cytotoxic bioactivities against MCF-7 breast cancer cells. The method of synthesizing the chalcone compounds was carried out by Clasien-Schmidt condensation via aldol condensation aldol. The determination of chalcone chemical structures was conducted via elucidated structure. Characterizations of pure compounds were conducted via1H-NMR, FTIR, Mass spectrophotometer, and Spectrophotometry UV-VIS. The cytotoxicity behaviours were investigated via the addition of Prestoblue™ reagents, while the IC50 score was also included as the parameter of investigation. Our findings show that three chalcone compounds yielded for 60.00%, 60.51%, and 74.38% for (E)-3-(4-chlorophenyl)-1-o-tolilprop-2-en-1-on (1), (E)-1,3-bis(3-bromophenyl) prop-2-en-1-on (2), and (E)-3-(4-bromophenyl)-1-(3-chlorophenyl)prop-2-en-1-on (3) respectively. The synthesis results were in accordance with the target compounds, in which the characteristics of the chalcone compounds of C-Cl and C-Br were confirmed via FTIR spectra,1H-NMR shows 8 signals which equal to 10 hydrogen atoms, indicated. The cytotoxic activities based on IC50 for chalcones 1, 2, and 3 were 3.66 µg/mL, 51.05 µg/mL, and 21.62 µg/mL respectively with the potential for anti-breast cancer via MCF-7 cells via the morphological changes.