Characterizing the Interactions of Dietary Condensed Tannins with Bile Salts

J Agric Food Chem. 2019 Aug 28;67(34):9543-9550. doi: 10.1021/acs.jafc.9b03985. Epub 2019 Aug 15.

Abstract

This study aimed to reveal the mechanisms underlying the interaction between condensed tannins (CTs) and bile salts. The interaction mechanism was analyzed by transmission electron microscopy, exposure to various physicochemical conditions, electrophoresis, fluorescence spectroscopy, isothermal titration calorimetry, and molecular modeling. A new complex was formed from CTs and bile salts. The complex showed a negative enthalpy change and a positive entropy change, demonstrating that the main thermodynamic driving force was both entropy and enthalpy and indicating that binding occurred through hydrogen bonds and hydrophobic interactions. The analysis of the effects of CTs on the stability and digestion properties of bile salt emulsions indicated that CTs were able to inhibit lipid digestion to an extent. Our findings may provide evidence that foods rich in CTs offer health benefits by aggregating with bile salts and reducing the absorption of fat.

Keywords: bile salts; condensed tannins; hydrogen bond; hydrophobic interaction; lipid digestion.

MeSH terms

  • Bile Acids and Salts / chemistry*
  • Bile Acids and Salts / metabolism
  • Calorimetry
  • Emulsions / chemistry
  • Emulsions / metabolism
  • Entropy
  • Hydrogen Bonding
  • Hydrophobic and Hydrophilic Interactions
  • Proanthocyanidins / chemistry*
  • Proanthocyanidins / metabolism
  • Thermodynamics

Substances

  • Bile Acids and Salts
  • Emulsions
  • Proanthocyanidins