Phenolic Acid-based Poly(anhydride-esters) as Antioxidant Biomaterials

Macromol Biosci. 2016 Feb;16(2):214-22. doi: 10.1002/mabi.201500244. Epub 2015 Oct 1.

Abstract

Poly(anhydride-esters) comprised of naturally occurring, non-toxic phenolic acids, namely syringic and vanillic acid, with antioxidant properties were prepared via solution polymerization methods. Polymer and polymer precursor physiochemical properties were characterized, including polymer molecular weight and thermal properties. In vitro release studies illustrated that polymer hydrolytic degradation was influenced by relative hydrophobicity and degree of methoxy substitution of the phenolic acids. Further, the released phenolic acids were found to maintain antioxidant potency relative to free phenolic acid controls as determined by a 2,2-diphenyl-1-picrylhydrazyl assay. Polymer cytotoxicity was assessed with L929 fibroblasts in polymer-containing media; appropriate cell morphology and high fibroblast proliferation were obtained for the polymers at the lower concentrations. These polymers deliver non-cytotoxic levels of naturally occurring antioxidants, which could be efficacious in topical delivery of antioxidant therapies.

Keywords: antioxidants; biodegradable; drug delivery systems; phenolic acids; poly(anhydride-esters).

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Antioxidants* / chemical synthesis
  • Antioxidants* / chemistry
  • Antioxidants* / pharmacokinetics
  • Antioxidants* / pharmacology
  • Cell Line
  • Fibroblasts / cytology
  • Fibroblasts / metabolism*
  • Hydroxybenzoates / chemistry*
  • Materials Testing*
  • Mice
  • Polyesters* / chemical synthesis
  • Polyesters* / chemistry
  • Polyesters* / pharmacokinetics
  • Polyesters* / pharmacology

Substances

  • Antioxidants
  • Hydroxybenzoates
  • Polyesters
  • phenolic acid