6″-thioether tobramycin analogues: Towards selective targeting of bacterial membranes

Ido M. Herzog, Keith D. Green, Yifat Berkov-Zrihen, Mark Feldman, Roee R. Vidavski, Anat Eldar-Boock, Ronit Satchi-Fainaro, Avigdor Eldar, Sylvie Garneau-Tsodikova, Micha Fridman

Research output: Contribution to journalArticlepeer-review

70 Scopus citations

Abstract

Amphiphilic tobramycin analogues with potent antibacterial activity against tobramycin-resistant bacteria were synthesized. Most analogues were found to be less prone to deactivation by aminoglycoside-modifying enzymes than tobramycin. These compounds target the bacterial membrane rather than the ribosome (see picture). The lipophilic residue of these analogues is key to their antibacterial potency and selectivity towards bacterial membranes.

Original languageEnglish
Pages (from-to)5652-5656
Number of pages5
JournalAngewandte Chemie - International Edition
Volume51
Issue number23
DOIs
StatePublished - Jun 4 2012

Keywords

  • aminoglycoside-modifying enzymes
  • amphiphiles
  • antibiotics
  • glycosides
  • hemolysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry (all)

Fingerprint

Dive into the research topics of '6″-thioether tobramycin analogues: Towards selective targeting of bacterial membranes'. Together they form a unique fingerprint.

Cite this