Design, synthesis and antimicrobial properties of non-hemolytic cationic alpha-cyclopeptoids

Bioorg Med Chem. 2010 Mar 1;18(5):2010-8. doi: 10.1016/j.bmc.2010.01.026. Epub 2010 Jan 15.

Abstract

The synthesis and screening of neutral and cationic, linear and cyclic peptoids (N-alkylglycine peptidomimetics) is described. Structure-activity relationship studies show that the in vitro activities of the tested peptoids depend on both cyclization and decoration with cationic groups. The most powerful N-lysine cyclopeptoid derivatives showed good antifungal activity against Candida albicans (ATCC90029 and L21) and Candida famata (SA550, Amph B-resistant) and low hemolytic activity. The effects of the cyclic peptoids on membrane permeabilization were evaluated by the propidium iodide exclusion assay.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Cations / chemistry*
  • Cell Membrane Permeability / drug effects
  • Drug Design
  • Erythrocytes / drug effects
  • Hemolysis
  • Humans
  • Microbial Sensitivity Tests
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / pharmacology
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Cations
  • Peptides, Cyclic