Alkyl-Indole Derivatives of Unnatural Tetrapeptides: Synthesis and Evaluation of Biological Activity

Peptidomimetics are small molecules that are able to mimic the functional and structural features of peptides. The application of rational design during the development process allows their use as effective antibacterial agents with improved pharmacokinetic properties. In this study, we have constructed a series of cationic amphiphiles based on the alkyl-indole derivative of L-serine, differing in the amino acid composition in the polar block, with potential antimicrobial activity. A universal preparation scheme, which makes it possible to obtain target compounds in the quantities necessary for the further study of biological properties, is developed. Based on the analysis of antimicrobial activity, it is found that structures with a higher lipophilicity value and a smaller polar block volume demonstrate the best results.