Nontoxic Membrane-Active Antimicrobial Arylamide Oligomers

Cracking the case: Aryl amide oligomers with amphiphilic secondary structure were designed that attack bacteria by lysing their membranes. A variety of groups were appended to the lead compound to adjust its overall charge, hydrophobicity, and hydrophobic moment. An Arg‐containing oligomer (see figu...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2004-02, Vol.43 (9), p.1158-1162
Main Authors: Liu, Dahui, Choi, Sungwook, Chen, Bin, Doerksen, Robert J., Clements, Dylan J., Winkler, Jeffrey D., Klein, Michael L., DeGrado, William F.
Format: Article
Language:English
Subjects:
Amides - chemistry
Amides - pharmacology
amphiphiles
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Anti-Infective Agents - chemistry
Anti-Infective Agents - pharmacology
antimicrobial agents
aryl amides
Escherichia coli - drug effects
Hydrophobic and Hydrophilic Interactions
Inhibitory Concentration 50
Membranes - metabolism
Microbial Sensitivity Tests
Models, Molecular
Molecular Structure
oligomers
Peptides
Staphylococcus aureus - drug effects
Structure-Activity Relationship
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Summary:Cracking the case: Aryl amide oligomers with amphiphilic secondary structure were designed that attack bacteria by lysing their membranes. A variety of groups were appended to the lead compound to adjust its overall charge, hydrophobicity, and hydrophobic moment. An Arg‐containing oligomer (see figure) was found to have good antimicrobial activity and low toxicity towards human erythrocytes.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200352791