A series of C5-substituted licofelone ([2, 2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2, 3- dihydro-1H-pyrrolizin-5-yl] acetic acid) derivatives were developed by a parallel synthesis approach and investigated for cytotoxicity against MCF-7 and MDA-MB-231 cells as well as for anti-inflammatory potency in vitro and in vivo. Dependent on the C5-substituent, the compounds showed high selectivity for MCF-7 cells. Especially 2-oxoethyl benzoate ...