A Dual-Function Antibiotic-Transporter Conjugate Exhibits Superior Activity in Sterilizing MRSA Biofilms and Killing Persister Cells

J Am Chem Soc. 2018 Nov 28;140(47):16140-16151. doi: 10.1021/jacs.8b08711. Epub 2018 Nov 14.

Abstract

New strategies are urgently needed to target MRSA, a major global health problem and the leading cause of mortality from antibiotic-resistant infections in many countries. Here, we report a general approach to this problem exemplified by the design and synthesis of a vancomycin-d-octaarginine conjugate (V-r8) and investigation of its efficacy in addressing antibiotic-insensitive bacterial populations. V-r8 eradicated MRSA biofilm and persister cells in vitro, outperforming vancomycin by orders of magnitude. It also eliminated 97% of biofilm-associated MRSA in a murine wound infection model and displayed no acute dermal toxicity. This new dual-function conjugate displays enhanced cellular accumulation and membrane perturbation as compared to vancomycin. Based on its rapid and potent activity against biofilm and persister cells, V-r8 is a promising agent against clinical MRSA infections.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / pharmacology
  • Anti-Bacterial Agents / therapeutic use*
  • Anti-Bacterial Agents / toxicity
  • Biofilms / drug effects*
  • Cell Line
  • Cell-Penetrating Peptides / chemical synthesis
  • Cell-Penetrating Peptides / pharmacology
  • Cell-Penetrating Peptides / therapeutic use*
  • Cell-Penetrating Peptides / toxicity
  • Drug Design
  • Humans
  • Male
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Methicillin-Resistant Staphylococcus aureus / physiology*
  • Mice, Inbred C57BL
  • Microbial Sensitivity Tests
  • Oligopeptides / chemical synthesis
  • Oligopeptides / pharmacology
  • Oligopeptides / therapeutic use
  • Oligopeptides / toxicity
  • Vancomycin / analogs & derivatives*
  • Vancomycin / pharmacology
  • Vancomycin / therapeutic use*
  • Vancomycin / toxicity
  • Vancomycin-Resistant Enterococci / drug effects
  • Vancomycin-Resistant Enterococci / physiology

Substances

  • Anti-Bacterial Agents
  • Cell-Penetrating Peptides
  • Oligopeptides
  • octaarginine
  • Vancomycin