Bacterial siderophores: synthesis and biological activities of novel pyochelin analogues

Bioorg Med Chem Lett. 2003 Mar 24;13(6):1147-50. doi: 10.1016/s0960-894x(03)00010-6.

Abstract

The synthesis and biological activities of four pyochelin analogues substituted in different parts of the molecule are reported: 5-NHBoc-pyochelin, 3"N-Boc-pyochelin, 3"-nor-NH-pyochelin and neopyochelin II, the enantiomer of natural pyochelin. All these compounds complex iron(III) and transport it at different rates into the cells of Pseudomonas aeruginosa.

MeSH terms

  • Indicators and Reagents
  • Iron / metabolism
  • Iron Chelating Agents / chemical synthesis*
  • Iron Chelating Agents / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Phenols / chemical synthesis*
  • Phenols / pharmacology*
  • Pseudomonas aeruginosa / chemistry*
  • Pseudomonas aeruginosa / drug effects
  • Pseudomonas aeruginosa / metabolism
  • Siderophores / chemical synthesis*
  • Siderophores / pharmacology*
  • Thiazoles*

Substances

  • Indicators and Reagents
  • Iron Chelating Agents
  • Phenols
  • Siderophores
  • Thiazoles
  • pyochelin
  • Iron