Synthesis, anti-MRSA, and anti-VRE activity of hemin conjugates with amino acids and branched peptides

Chem Biol Drug Des. 2013 Oct;82(4):410-7. doi: 10.1111/cbdd.12163. Epub 2013 Sep 10.

Abstract

The increasing prevalence of antibiotic-resistant bacterial strains has necessitated the synthesis of novel antibacterial agents. It was previously shown that naturally occurring metalloporphyrin hemin possesses dark antibacterial activity against Gram-positive bacteria. To improve hemin antibacterial activity, we synthesized a number of hemin conjugates with amino acids and branched peptides. Arginine-containing hemin conjugates demonstrated high antibacterial activity against Gram-positive bacteria including methicillin- and vancomycin-resistant strains in vitro. Most of the synthesized conjugates showed low toxicity against human erythrocytes and leukocytes.

Keywords: antibacterial activity; branched peptides; hemin; methicillin-resistant Staphylococcus aureus; vancomycin-resistant Enterococcus faecium.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Enterococcus / drug effects*
  • Hemin / chemistry*
  • Methicillin-Resistant Staphylococcus aureus / drug effects*
  • Microbial Sensitivity Tests
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Vancomycin Resistance

Substances

  • Anti-Bacterial Agents
  • Hemin