Synthesis, characterization, and antibacterial activity of three palladium(II) complexes of tetracyclines

J Inorg Biochem. 2005 Dec;99(12):2348-54. doi: 10.1016/j.jinorgbio.2005.09.001. Epub 2005 Oct 14.

Abstract

Pd(II) complexes with three antibiotics of the tetracycline family (tetracycline, doxycycline and chlortetracycline) were synthesized and characterized by elemental, thermogravimetric, and conductivity analyses, and infrared spectroscopy. The interactions between Pd(II) ions and tetracycline were investigated in aqueous solution by (1)H NMR. All the tetracyclines studied form 1:1 complexes with Pd(II) via the oxygen of the hydroxyl group at ring A and that of the amide group. The effect of the three complexes on the growth of bacterial strains sensitive and resistant to tetracycline was studied. The Pd(II) complex of tetracycline is practically as efficient as tetracycline in inhibiting the growth of two Escherichia coli (E. coli) sensitive bacterial strains and 16 times more potent against E. coli HB101/pBR322, a bacterial strain resistant to tetracycline. Pd(II) coordination to doxycycline also increased its activity in the resistant strain by a factor of 2.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Escherichia coli / drug effects
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology*
  • Palladium / chemistry
  • Palladium / pharmacology*
  • Tetracyclines / chemical synthesis*
  • Tetracyclines / chemistry
  • Tetracyclines / pharmacology*
  • Thermodynamics

Substances

  • Anti-Bacterial Agents
  • Organometallic Compounds
  • Tetracyclines
  • Palladium