Uptake and in vitro anticancer activity of oleic acid delivered in nanocapsules stabilized by amphiphilic derivatives of hyaluronic acid and chitosan

Int J Biol Macromol. 2020 Dec 1:164:2000-2009. doi: 10.1016/j.ijbiomac.2020.07.288. Epub 2020 Aug 8.

Abstract

The nanoemulsion-based delivery systems have gained particular attention due to effective encapsulation and protection of hydrophobic active compounds. However, several features like limited stability, cellular uptake or release of payloads still need to be addressed. We investigated the uptake of the nanocapsules based on the amphiphilic derivative of hyaluronate with oleic acid cores (oil-in-water nanoemulsion) and their anticancer activity in vitro. The core-shell nanocapsules exhibiting long term stability in dispersion showed an enhanced uptake by cancer cells and effectively killed them only if composed of hyaluronate-based shells and oleic acid cores - the anionic chitosan-based shells and/or corn oil cores were used for control experiments. We concluded that the nanocapsules stabilized by the amphiphilic derivative of hyaluronic acid may serve as very stable and efficient delivery systems for oil-soluble compounds without necessity of application of low molecular weight (co)surfactants. The in vitro studies indicated anticancer activity of such delivered oleic acid and crucial role of hyaluronate shell of the nanocapsules in its efficient delivery and enzyme-triggered disintegration inside cells. Corn oil was shown as a nutrient that can serve as an inert vehicle in the studied nanoemulsion that exhibit application potential in food, dietary supplement industry and medicine.

Keywords: Anticancer activity; Hyaluronic acid; Nanocapsules; Oil-in-water emulsion; Oleic acid.

MeSH terms

  • Animals
  • Anions / chemistry
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Line
  • Cell Line, Tumor
  • Chitosan / chemistry*
  • Emulsions / chemistry
  • Emulsions / pharmacology
  • Excipients / chemistry
  • Humans
  • Hyaluronic Acid / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Mice
  • Nanocapsules / chemistry*
  • Oleic Acid / chemistry*
  • Oleic Acid / pharmacology*
  • Particle Size
  • Surface-Active Agents / chemistry

Substances

  • Anions
  • Antineoplastic Agents
  • Emulsions
  • Excipients
  • Nanocapsules
  • Surface-Active Agents
  • Oleic Acid
  • Hyaluronic Acid
  • Chitosan