Interaction and solubilization of some phenolic antioxidants in Pluronic® micelles

Colloids Surf B Biointerfaces. 2011 Sep 1;86(2):319-26. doi: 10.1016/j.colsurfb.2011.04.015. Epub 2011 Apr 16.

Abstract

The solubilization of four phenolic antioxidants, namely p-hydroxybenzoic acid (PHBAA), syringic acid, sinapic acid, and quercetin in micelles of an ethylene oxide (EO)-propylene oxide (PO) triblock copolymer Pluronic® P104 (EO27-PO61-EO27, PPO mol wt=3540, % PEO=40) was examined at different temperatures, pHs, and in the presence of sodium chloride. The nano-size core-shell micelles of P104 characterized by dynamic light scattering had hydrodynamic diameter of about 18-20 nm with low polydispersity. Antioxidants induced micellization and micellar growth were observed. The critical micellar concentration (CMC), critical micellar temperature (CMT), cloud point (CP) of P104 decreased due to solubilization and interactions of antioxidants. The solubilization was favored at higher temperature, pH and in the presence of salt and follows the order PHBA>syringic acid>sinapic acid>quercetin which corresponds to the trend in their aqueous solubility. The location of antioxidant in micelles observed from NOESY spectra. Structure and hydrophobicity of antioxidants were found to be governing factors for their interaction and location in the micelles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry*
  • Antioxidants / metabolism
  • Coumaric Acids / chemistry
  • Coumaric Acids / metabolism
  • Gallic Acid / analogs & derivatives
  • Gallic Acid / chemistry
  • Gallic Acid / metabolism
  • Hydrodynamics
  • Hydrophobic and Hydrophilic Interactions
  • Magnetic Resonance Spectroscopy
  • Micelles
  • Parabens / chemistry
  • Parabens / metabolism
  • Phenols / chemistry*
  • Phenols / metabolism
  • Poloxamer / chemistry*
  • Poloxamer / metabolism
  • Quercetin / chemistry
  • Quercetin / metabolism
  • Solubility
  • Spectroscopy, Fourier Transform Infrared
  • Temperature
  • Viscosity
  • Water / chemistry

Substances

  • Antioxidants
  • Coumaric Acids
  • Micelles
  • Parabens
  • Phenols
  • Water
  • Poloxamer
  • Gallic Acid
  • sinapinic acid
  • Quercetin
  • syringic acid
  • 4-hydroxybenzoic acid