A series of styrylcoumarins were obtained via Mizoroki-Heck reactions between 3-bromo-4-methyl7-(octyloxy)-2H-chromen-2-one
or 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate and
functionalized styrenes. The structures of the products were elucidated by spectroscopic analysis.
All compounds were evaluated against SW480 and CHO-K1 cell lines. A number of hybrids
showed good antiproliferative activity. Among the tested compounds, hybrids 6e, 10c and 10d,
exhibited the highest activity (IC50- SW480/48h = 6,92; 1,01 and 5,33 µM, respectively) and selectivity
(IS48h = >400; 67,8 and 7,2, respectively). In addition, these compounds were able to preserve their
activities over time. The results achieved by these hybrids were even better than the lead
compounds (coumarin and resveratrol) and the standard drug (5-FU). As regards structure-activity
relationship it seems that the location of the styryl group on the coumarin structure and the presence
of the hydroxyl group on the phenyl ring were determinant for the activity
