Novel Ureidoamides Derived from Amino Acids: Synthesis and Preliminary Biological Screening

A series of novel amino acid ureidoamides 4a-o were prepared from N-(1-benzotriazolecarbonyl)-amino acid chloride 3, derived from L-alanine, L-valine, L-leucine, D-phenylglycine and L-phenylalanine, and the corresponding aminoalcohols (2-amino-1-ethanol, 3-amino-1-propanol and 5-amino-1-pentanol). The compounds were fully characterized by standard spectroscopic methods (IR, H and C NMR) and their structure was confirmed by elemental analysis. Antioxidant screenings (interaction with 1,1-diphenyl-2-picrylhydrazyl, soybean lipoxygenase inhibition activity, inhibition of linoleic acid lipid peroxidation) revealed that the prepared compounds possessed only modest activity. On the other hand, no significant antiproliferative activity against five human cell lines and very weak antimicrobial activity against several bacteria and fungi were detected.