Encapsulation of geranyl cinnamate in polycaprolactone nanoparticles

Mater Sci Eng C Mater Biol Appl. 2019 Apr:97:198-207. doi: 10.1016/j.msec.2018.12.005. Epub 2018 Dec 4.

Abstract

Geranyl cinnamate is an ester derived from natural compounds that has excellent antibacterial properties but is susceptible to degradation in the presence of oxygen, light, heat, moisture and other aggressive agents, making it unstable. In this work, the encapsulation of geranyl cinnamate in polycaprolactone (PCL) nanoparticles and its antibacterial properties towards Escherichia coli and Staphylococcus aureus were investigated. PCL nanoparticles loaded with geranyl cinnamate were obtained by a miniemulsification/solvent evaporation technique resulting in spherical nanoparticles with an average diameter of 177.6 nm. TGA showed that geranyl cinnamate evaporation was retarded at 20 °C after encapsulation. Aqueous dispersions of geranyl cinnamate-loaded PCL nanoparticles stored at 4 °C presented good colloidal stability over 60 days. Minimum inhibitory concentration (MIC) tests showed that geranyl cinnamate was not released from the PCL nanoparticles in aqueous solution even after 72 h, requiring the use of a trigger (e.g. oil phase, lipase to degrade the polymer matrix) to release the active compound.

Keywords: Encapsulation of a natural compound; Geranyl cinnamate; Natural antibacterial compound; Polycaprolactone.

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Calorimetry, Differential Scanning
  • Cinnamates / chemistry*
  • Cinnamates / pharmacology*
  • Colloids
  • Drug Compounding / methods
  • Drug Stability
  • Escherichia coli / drug effects
  • Microbial Sensitivity Tests
  • Nanoparticles / chemistry*
  • Particle Size
  • Polyesters / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Staphylococcus aureus / drug effects
  • Temperature
  • Thermogravimetry

Substances

  • Anti-Bacterial Agents
  • Cinnamates
  • Colloids
  • Polyesters
  • geranyl cinnamate
  • polycaprolactone