1-Acetylpyrene-salicylic acid: photoresponsive fluorescent organic nanoparticles for the regulated release of a natural antimicrobial compound, salicylic acid

ACS Appl Mater Interfaces. 2014 May 28;6(10):7045-54. doi: 10.1021/am500965n. Epub 2014 May 14.

Abstract

Photoresponsive 1-acetylpyrene-salicylic acid (AcPy-SA) nanoparticles (NPs) were developed for the regulated release of a natural antimicrobial compound, salicylic acid. The strong fluorescent properties of AcPy-SA NPs have been extensively used for potential in vitro cell imaging. The phototrigger capability of our newly prepared AcPy-SA NPs was utilized for the efficient release of an antimicrobial compound, salicylic acid. The photoregulated drug release of AcPy-SA NPs has been shown by the subsequent switching off and on of a visible-light source. In vitro biological studies reveal that AcPy-SA NPs of ∼68 nm size deliver the antimicrobial drug salicylic acid into the bacteria cells (Pseudomonas aeruginosa) and efficiently kill the cells upon exposure to visible light (≥410 nm). Such photoresponsive fluorescent organic NPs will be highly beneficial for targeted and regulated antimicrobial drug release because of their biocompatible nature, efficient cellular uptake, and light-induced drug release ability.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology
  • Disk Diffusion Antimicrobial Tests
  • Fluorescent Dyes / chemistry
  • Light
  • Microscopy, Confocal
  • Nanoparticles / chemistry*
  • Photolysis
  • Pseudomonas aeruginosa / drug effects
  • Pyrenes / chemistry*
  • Salicylic Acid / chemistry*
  • Salicylic Acid / pharmacology

Substances

  • Anti-Infective Agents
  • Fluorescent Dyes
  • Pyrenes
  • pyrene
  • Salicylic Acid