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
AUTHORS (5)
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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