Preparation and characterization of a pterostilbene-peptide prodrug nanomedicine for the management of dry eye

Int J Pharm. 2020 Oct 15:588:119683. doi: 10.1016/j.ijpharm.2020.119683. Epub 2020 Jul 23.

Abstract

In the present study, a pterostilbene-peptide amphiphile (PS-GA-RGD) that can spontaneously self-assemble into prodrug nanomedicine, was rationally designed and developed as a novel ophthalmic formulation for the potential management of dry eye. The formed PS-GA-RGD nanomedicine was characterized by dynamic latter scattering (DLS) and transmission electron microscopy (TEM). After esterase treatment, active pterostilbene (PS) sustainably released from the PS-GA-RGD nanomedicine within 48 h, as indicated by an in vitro release study. In comparison with native PS, the formed PS-GA-RGD nanomedicine caused minimal cytotoxicity towards RAW 264.7 and HCEC cells in the 0-20 μM range and did not delay wound healing of HCEC monolayer within 6 h. Furthermore, PS-GA-RGD nanomedicine effectively reduced the intracellular reactive oxygen species (ROS) level in H2O2 challenged RAW264.7 macrophages and remarkably suppressed the secretion of inflammatory cytokines (e.g., NO, TNF-α, and IL-6) in lipopolysaccharide (LPS) activated RAW264.7 macrophages. Ocular tolerance to the proposed PS-GA-RGD nanomedicine was good after a single instillation in in vivo ocular irritation tests. Overall, the proposed PS-GA-RGD nanomedicine had potent anti-oxidant capacity and anti-inflammatory efficacy, which may be a promising ophthalmic formulation for the management of dry eye.

Keywords: Anti-inflammtory; Anti-oxidant; Dry eye; Ocular drug delivery; Prodrug nanomedicine.

MeSH terms

  • Administration, Ophthalmic
  • Animals
  • Anti-Inflammatory Agents / administration & dosage*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / toxicity
  • Antioxidants / administration & dosage*
  • Antioxidants / chemistry
  • Antioxidants / toxicity
  • Delayed-Action Preparations
  • Drug Compounding
  • Drug Liberation
  • Dry Eye Syndromes / drug therapy*
  • Epithelium, Corneal / drug effects
  • Epithelium, Corneal / metabolism
  • Epithelium, Corneal / pathology
  • Esterases / metabolism
  • Glutarates / chemistry
  • Humans
  • Kinetics
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Male
  • Mice
  • Nanoparticles*
  • Oligopeptides / administration & dosage*
  • Oligopeptides / chemistry
  • Oligopeptides / toxicity
  • Ophthalmic Solutions
  • Prodrugs / administration & dosage*
  • Prodrugs / chemistry
  • Prodrugs / toxicity
  • RAW 264.7 Cells
  • Rabbits
  • Stilbenes / administration & dosage*
  • Stilbenes / chemistry
  • Stilbenes / toxicity
  • Wound Healing / drug effects

Substances

  • Anti-Inflammatory Agents
  • Antioxidants
  • Delayed-Action Preparations
  • Glutarates
  • Oligopeptides
  • Ophthalmic Solutions
  • Prodrugs
  • Stilbenes
  • pterostilbene
  • arginyl-glycyl-aspartic acid
  • Esterases
  • glutaric acid