In this study, a few undecenoic acid-amino acid-based hybrid molecules were synthesized and evaluated for their biological activities. Initially, methyl undecenoate was epoxidized using m-chloroperbenzoic acid to yield epoxy methyl undecenoate. Later the epoxy ring was opened with amino group of the respective methyl esters of selected amino acids, namely, valine, tyrosine, phenylalanine, methionine and leucine to yield methyl (11-methyl valinyl-10 hydroxy) undecenoate, methyl (11-methyl tyrosinyl-10 hydroxy) undecenoate, methyl (11-methyl phenylalanyl-10 hydroxy) undecenoate, methyl (11-methyl methionyl-10 hydroxy) undecenoate and methyl (11-methyl leucinyl-10 hydroxy) undecenoate, respectively. The hydroxy group in fatty amino ester derivatives were further sulfated using chlorosulfonic acid to yield their sulfated sodium salts. Among the synthesized derivatives the non-sulfated derivatives showed moderate antioxidant activities, while, the sulfated derivatives exhibited promising cytotoxicity specifically against the prostate cancer (DU145) cell line.