Antimicrobial Activity of Calixarenes and Related Macrocycles

Molecules. 2020 Nov 5;25(21):5145. doi: 10.3390/molecules25215145.

Abstract

Calixarenes and related macrocycles have been shown to have antimicrobial effects since the 1950s. This review highlights the antimicrobial properties of almost 200 calixarenes, resorcinarenes, and pillararenes acting as prodrugs, drug delivery agents, and inhibitors of biofilm formation. A particularly important development in recent years has been the use of macrocycles with substituents terminating in sugars as biofilm inhibitors through their interactions with lectins. Although many examples exist where calixarenes encapsulate, or incorporate, antimicrobial drugs, one of the main factors to emerge is the ability of functionalized macrocycles to engage in multivalent interactions with proteins, and thus inhibit cellular aggregation.

Keywords: antibiotic; biofilm inhibition; calixarene; fungicide; pillararene; resorcinarene.

Publication types

  • Review

MeSH terms

  • Amino Acid Motifs
  • Animals
  • Anti-Infective Agents / pharmacology*
  • Biofilms*
  • Calixarenes / chemistry
  • Calixarenes / pharmacology*
  • Drug Delivery Systems
  • Glycosylation
  • Humans
  • Lectins / chemistry
  • Metals / chemistry
  • Nanoparticles / chemistry
  • Oxazoles / chemistry
  • Phenylalanine / analogs & derivatives
  • Phenylalanine / chemistry
  • Prodrugs / pharmacology*
  • Solubility
  • Sulfonamides / chemistry*
  • Thiadiazoles / chemistry
  • Thiazoles / chemistry
  • Vancomycin / chemistry
  • Water / chemistry

Substances

  • Anti-Infective Agents
  • Lectins
  • Metals
  • Oxazoles
  • Prodrugs
  • Sulfonamides
  • Thiadiazoles
  • Thiazoles
  • resorcinarene
  • Water
  • Calixarenes
  • Phenylalanine
  • Vancomycin