Benzoic acid complexes with Eudragit E100®: New alternative antimicrobial preservatives

Int J Pharm. 2021 Sep 25:607:120991. doi: 10.1016/j.ijpharm.2021.120991. Epub 2021 Aug 12.

Abstract

Given that the use of some preservatives in cosmetics has been restricted, novel alternative preservatives are needed. The aim of this study was to characterize the physicochemical and antimicrobial properties of two polyelectrolyte complexes (EuB100 and EuB75Cl25), which were developed through hot melt extrusion (HME) using benzoic acid (BA) and Eudragit E100. Based on phase diagrams and an experimental statistical design, the solubility of the acid in the polymer and the HME conditions were established. Intermolecular interactions were evaluated through Fourier-transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS), and X-ray powder diffraction (XRPD). Release behavior was determined for the systems. Antibacterial activity and ζ-potential were determined on Escherichia coli. FTIR revealed acid-base interaction, and XPS showed that the percentages of protonated nitrogen N1s were 13.5% for EuB100 and 20.3% for EuB75Cl25. The BA released showed a non-Fickian behavior, and a satisfactory antibacterial activity against E. coli was demonstrated at pH 6.9. The complexes modified ζ-potential, destabilizing the membrane functionality of E. coli. These complexes are potential antimicrobial preservatives with a greater spectrum of action, with bactericidal activity against E. coli in a wider pH range than uncomplexed BA, even at pH 6.9.

Keywords: Antimicrobial agent; Benzoic acid; Hot melt extrusion; Polyelectrolyte complex; Preservative.

MeSH terms

  • Acrylates
  • Anti-Bacterial Agents / pharmacology
  • Anti-Infective Agents* / pharmacology
  • Benzoic Acid*
  • Calorimetry, Differential Scanning
  • Drug Compounding
  • Escherichia coli
  • Polymers
  • Solubility
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Acrylates
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Eudragit E100
  • Polymers
  • Benzoic Acid