Synthesis of antimicrobial cyclodextrins bearing polyarylamino and polyalkylamino groups via click chemistry for bacterial membrane disruption

Chem Commun (Camb). 2014 May 28;50(41):5444-6. doi: 10.1039/c3cc49543d.

Abstract

Cyclodextrin derivatives are synthesized as membrane-disrupting agents via a microwave-assisted Huisgen reaction. Their ability to permeabilize bacterial membranes depends on the amino substituents and an appropriate balance of hydrophobicity and hydrophilicity, thus enabling the preparation of derivatives with selective toxicity against bacteria.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Cell Membrane / drug effects*
  • Click Chemistry*
  • Cyclodextrins / chemical synthesis*
  • Cyclodextrins / chemistry
  • Cyclodextrins / pharmacology*
  • Escherichia coli / cytology
  • Escherichia coli / drug effects*
  • Staphylococcus aureus / cytology
  • Staphylococcus aureus / drug effects*

Substances

  • Anti-Bacterial Agents
  • Cyclodextrins