Evaluation of the bioaccessibility of tetrahydrocurcumin-hyaluronic acid conjugate using in vitro and ex vivo models

Int J Biol Macromol. 2021 Jul 1:182:1322-1330. doi: 10.1016/j.ijbiomac.2021.05.086. Epub 2021 May 15.

Abstract

Tetrahydrocurcumin-hyaluronic acid (THC-HA) conjugate was synthesized in order to improve the bioaccessibility of tetrahydrocurcumin (THC). The successful conjugation was confirmed by the results from 1H-nuclear magnetic resonance (1H NMR), Differential scanning calorimetry (DSC) and X-ray diffraction (XRD). Bioaccessibility enhancement from the THC-HA conjugate compared to the free crystalline THC suspension was demonstrated by the results from ex vivo Franz diffusion cell using small intestine from porcine and in vitro TNO dynamic gastrointestinal model-1 (TIM-1). Additionally, in vitro release was studied, and the integrity of the conjugate in both simulated gastric and intestinal conditions was found to maintain for up to 4 h. Mucoadhesive assay and rheological results indicated that the mucoadhesive property of THC-HA, in combination with the aqueous solubility enhancement, might contribute to the increased bioaccessibility. This study provides a promising approach to enhance the bioaccessibility of tetrahydrocurcumin through the innovative conjugation with hyaluronic acid.

Keywords: Bioaccessibility; Franz diffusion cell; TIM-1; Tetrahydrocurcumin-hyaluronic acid conjugate.

MeSH terms

  • Adhesiveness
  • Animals
  • Biological Availability
  • Curcumin / analogs & derivatives*
  • Curcumin / metabolism
  • Diffusion
  • Drug Liberation
  • Elastic Modulus
  • Hyaluronic Acid / metabolism*
  • Models, Biological
  • Proton Magnetic Resonance Spectroscopy
  • Rheology
  • Swine
  • Viscosity
  • Water

Substances

  • tetrahydrocurcumin
  • Water
  • Hyaluronic Acid
  • Curcumin