Identification of Cinnamaldehyde as Most Effective Fatty Acid Uptake Reducing Cinnamon-Derived Compound in Differentiated Caco-2 Cells Compared to Its Structural Analogues Cinnamyl Alcohol, Cinnamic Acid, and Cinnamyl Isobutyrate

J Agric Food Chem. 2019 Oct 23;67(42):11638-11649. doi: 10.1021/acs.jafc.9b04274. Epub 2019 Oct 14.

Abstract

Naturally occurring cinnamon compounds such as cinnamaldehyde (CAL) and structurally related constituents have been associated with antiobesity activities, although studies regarding the impact on intestinal fatty acid uptake are scarce. Here, we demonstrate the effects of CAL and structural analogues cinnamyl alcohol (CALC), cinnamic acid (CAC), and cinnamyl isobutyrate on mechanisms regulating intestinal fatty acid uptake in differentiated Caco-2 cells. CAL, CALC, and CAC (3000 μM) were found to decrease fatty acid uptake by 58.0 ± 8.83, 19.4 ± 8.98, and 21.9 ± 6.55%, respectively. While CAL and CALC at a concentration of 300 μM increased serotonin release 14.9 ± 3.00- and 2.72 ± 0.69-fold, respectively, serotonin alone showed no effect on fatty acid uptake. However, CAL revealed transient receptor potential channel A1-dependency in the decrease of fatty acid uptake, as well as in CAL-induced serotonin release. Overall, CAL was identified as the most potent of the cinnamon constituents tested.

Keywords: Caco-2; TRPA1; cinnamaldehyde; intestinal fatty acid uptake; serotonin.

MeSH terms

  • Acrolein / analogs & derivatives*
  • Acrolein / chemistry
  • Acrolein / pharmacology
  • Biological Transport / drug effects
  • Caco-2 Cells
  • Cell Differentiation
  • Cinnamates / chemistry
  • Cinnamates / pharmacology*
  • Cinnamomum zeylanicum / chemistry*
  • Fatty Acids / metabolism*
  • Humans
  • Intestinal Mucosa / drug effects
  • Intestinal Mucosa / metabolism
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Propanols / chemistry
  • Propanols / pharmacology*

Substances

  • Cinnamates
  • Fatty Acids
  • Plant Extracts
  • Propanols
  • cinnamic acid
  • Acrolein
  • cinnamyl isobutyrate
  • cinnamaldehyde
  • cinnamyl alcohol