Cellular Studies of an Aminoglycoside Potentiator Reveal a New Inhibitor of Aminoglycoside Resistance

Chembiochem. 2018 Oct 4;19(19):2107-2113. doi: 10.1002/cbic.201800368. Epub 2018 Sep 14.

Abstract

Aminoglycosides are a group of broad-spectrum antibiotics that have been used in the clinic for almost a century. The rapid spread of bacterial genes coding for aminoglycoside-modifying enzymes has, however, dramatically decreased the utility of aminoglycosides. We have previously reported several aminoglycoside potentiators that work by inhibiting aminoglycoside N-6'-acetyltransferase, one of the most common determinants of aminoglycoside resistance. Among these, prodrugs that combine the structure of an aminoglycoside with that of pantothenate into one molecule are especially promising. We report here a series of cellular studies to investigate the activity and mechanism of action of these prodrugs further. Our results reveal a new aminoglycoside resistance inhibitor, as well as the possibility that these prodrugs are transformed into more than one inhibitor in bacteria. We also report that the onset of the potentiators is rapid. Their low cell cytotoxicity, good stability, and potentiation of various aminoglycosides, against both Gram-positive and Gram-negative bacteria, make them interesting compounds for the development of new drugs.

Keywords: aminoglycosides; coenzyme A; inhibitors; prodrugs; vancomycin-resistant Enterococci.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetyltransferases / drug effects*
  • Aminoglycosides / metabolism
  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Drug Resistance, Bacterial / drug effects*
  • Enterococcus faecium / drug effects*
  • Escherichia coli / drug effects*
  • HeLa Cells
  • Humans
  • Prodrugs* / chemistry
  • Prodrugs* / pharmacology

Substances

  • Aminoglycosides
  • Anti-Bacterial Agents
  • Prodrugs
  • Acetyltransferases
  • aminoglycoside N(6')-acetyltransferase

Grants and funding