Utilizing an iron(iii)-chelation masking strategy to prepare mono- and bis-functionalized aerobactin analogues for targeting pathogenic bacteria

Chem Commun (Camb). 2017 Aug 25;53(66):9265-9268. doi: 10.1039/c7cc05197b. Epub 2017 Aug 3.

Abstract

A direct and selective method for the functionalization of aerobactin has been described. Selectivity was achieved by masking the functioning carboxylate via iron-chelation, leaving the two remaining carboxylates for direct modification. Both mono- and bis-functionalized aerobactin effectively targeted pathogenic bacteria, showing a facile method with prospective applications.

MeSH terms

  • Hydroxamic Acids / chemical synthesis
  • Hydroxamic Acids / chemistry*
  • Hydroxamic Acids / pharmacology*
  • Iron Chelating Agents / chemistry*
  • Klebsiella pneumoniae / drug effects*
  • Klebsiella pneumoniae / pathogenicity
  • Microbial Sensitivity Tests

Substances

  • Hydroxamic Acids
  • Iron Chelating Agents
  • aerobactin