Chimeric peptidomimetic antibiotics against Gram-negative bacteria

Nature. 2019 Dec;576(7787):452-458. doi: 10.1038/s41586-019-1665-6. Epub 2019 Oct 23.

Abstract

There is an urgent need for new antibiotics against Gram-negative pathogens that are resistant to carbapenem and third-generation cephalosporins, against which antibiotics of last resort have lost most of their efficacy. Here we describe a class of synthetic antibiotics inspired by scaffolds derived from natural products. These chimeric antibiotics contain a β-hairpin peptide macrocycle linked to the macrocycle found in the polymyxin and colistin family of natural products. They are bactericidal and have a mechanism of action that involves binding to both lipopolysaccharide and the main component (BamA) of the β-barrel folding complex (BAM) that is required for the folding and insertion of β-barrel proteins into the outer membrane of Gram-negative bacteria. Extensively optimized derivatives show potent activity against multidrug-resistant pathogens, including all of the Gram-negative members of the ESKAPE pathogens1. These derivatives also show favourable drug properties and overcome colistin resistance, both in vitro and in vivo. The lead candidate is currently in preclinical toxicology studies that-if successful-will allow progress into clinical studies that have the potential to address life-threatening infections by the Gram-negative pathogens, and thus to resolve a considerable unmet medical need.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / adverse effects
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Bacterial Outer Membrane Proteins / chemistry
  • Bacterial Outer Membrane Proteins / genetics
  • Biological Products / chemistry
  • Drug Discovery
  • Drug Resistance, Microbial* / drug effects
  • Escherichia coli Proteins / chemistry
  • Escherichia coli Proteins / genetics
  • Fluorescence
  • Gram-Negative Bacteria / drug effects*
  • Gram-Negative Bacteria / genetics
  • Gram-Negative Bacteria / pathogenicity
  • Humans
  • Lipopolysaccharides / chemistry
  • Macrocyclic Compounds / adverse effects
  • Macrocyclic Compounds / chemistry
  • Macrocyclic Compounds / pharmacology
  • Male
  • Mice
  • Microbial Sensitivity Tests
  • Microbial Viability / drug effects
  • Microscopy, Electron, Transmission
  • Models, Molecular
  • Mutation
  • Peptidomimetics / adverse effects
  • Peptidomimetics / chemistry*
  • Peptidomimetics / pharmacology*
  • Photoaffinity Labels

Substances

  • Anti-Bacterial Agents
  • Bacterial Outer Membrane Proteins
  • BamA protein, E coli
  • Biological Products
  • Escherichia coli Proteins
  • Lipopolysaccharides
  • Macrocyclic Compounds
  • Peptidomimetics
  • Photoaffinity Labels