A Comparison of Linear and Cyclic Peptoid Oligomers as Potent Antimicrobial Agents

0301 basic medicine Peptoids 03 medical and health sciences Anti-Infective Agents Bacteria Cyclization Humans Bacterial Infections Microbial Sensitivity Tests Hemolysis 01 natural sciences 0104 chemical sciences
DOI: 10.1002/cmdc.201100358 Publication Date: 2011-09-27T22:40:28Z
ABSTRACT
AbstractWe investigated the antimicrobial activities of N‐substituted glycine “peptoid” oligomers incorporating cationic and hydrophobic side chains. Head‐to‐tail macrocyclization was employed to enhance antimicrobial activity. Both linear and cyclic peptoids, ranging from six to ten residues, demonstrate potent antimicrobial activity against Gram‐positive and Gram‐negative bacteria. These peptoids do not cause significant lysis of human erythrocytes, indicating selective antimicrobial activity. Conformational ordering established upon macrocyclization is generally associated with an enhanced capacity to inhibit bacterial cell growth. Moreover, increased hydrophobic surface area also plays a role in improving antimicrobial activity. We demonstrate the potency of a cyclic peptoid in exerting antimicrobial activity against clinical strains of S. aureus while deterring the emergence of antimicrobial resistance.
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