Synthesis of flutamide-conjugates

[Display omitted] •We processed structural design and extended modification based on the flutamide structure.•A series of flutamide-conjugates were obtained with methyl bromoacetate and ethylenediamine.•The flutamide-conjugates showed good inhibition activity against HCT-15, U-251, PC-3 and K-562 cell lines.•The flutamide-conjugates did not show activity against normal monkey kidney fibroblast COS-7 cells. In this paper, we designed and extended modification basing on the flutamide structure. A series of flutamide-conjugates were obtained with methyl bromoacetate and ethylenediamine. Through the synthesis of two conjugates with 3,5-bis(dodecyloxy)benzoate derivatives, these flutamide conjugates were tested for anticancer activity. Among the compounds tested, the flutamide-conjugates showed good inhibition activity against cancer cell lines U-251, PC-3 and K-562. The conjugates showed a better inhibitory effect than free flutamide and did not show activity against normal COS-7 monkey kidney fibroblast cells. It was also observed that the flutamide conjugates had an inhibitory effect against human colorectal adenocarcinoma HCT-15.