Fluorescein Derivatives as Antibacterial Agents Acting via Membrane Depolarization

Pavel A. Nazarov*, Roman S. Kirsanov, Stepan S. Denisov, Ljudmila S. Khailova, Marina Karakozova, Konstantin G. Lyamzaev, Galina A. Korshunova, Konstantin A. Lukyanov, Elena A. Kotova*, Yuri N. Antonenko

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

8 Citations (Web of Science)

Abstract

Appending a lipophylic alkyl chain by ester bond to fluorescein has been previously shown to convert this popular dye into an effective protonophoric uncoupler of oxidative phosphorylation in mitochondria, exhibiting neuro- and nephroprotective effects in murine models. In line with this finding, we here report data on the pronounced depolarizing effect of a series of fluorescein decyl esters on bacterial cells. The binding of the fluorescein derivatives to Bacillus subtilis cells was monitored by fluorescence microscopy and fluorescence correlation spectroscopy (FCS). FCS revealed the energy-dependent accumulation of the fluorescein esters with decyl(triphenyl)- and decyl(tri-p-tolyl)phosphonium cations in the bacterial cells. The latter compound proved to be the most potent in suppressing B. subtilis growth.

Original languageEnglish
Article number309
Number of pages14
JournalBiomolecules
Volume10
Issue number2
DOIs
Publication statusPublished - 15 Feb 2020

Keywords

  • fluorescein derivative
  • antibacterial agent
  • bacterial membrane depolarization
  • mitochondria
  • membrane potential
  • fluorescent uncoupler
  • OXIDATIVE-PHOSPHORYLATION
  • BACILLUS-SUBTILIS
  • MITOCHONDRIA
  • UNCOUPLERS
  • TRIPHENYLPHOSPHONIUM
  • PLATFORM
  • CATIONS
  • EFFLUX
  • PROBE

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