Probing molecular interactions of amylose-morin complex and their effect on antioxidant capacity by 2D solid-state NMR spectroscopy

Food Chem. 2023 Jul 30:415:135693. doi: 10.1016/j.foodchem.2023.135693. Epub 2023 Feb 15.

Abstract

Interaction of polyphenols and starch significantly governed the further applications on polyphenol-starchy foods. Elucidation of inter-molecular interaction is, however, a challenge because conventional characterizations could not detect the change of micro-environment caused by weak interactions. Herein, a facile strategy for molecular detection of amylose-polyphenol interactions was reported using two-dimensional solid-state NMR spectroscopy. Amylose-morin complex was prepared and characterized using 1H NMR, FT-IR, DSC, XRD and SEM. Significantly, variation of chemical shifts, splitted peaks and peak width, monitored by 13C CP/MAS and 1H NMR spectra, identified the strong inter-molecular interaction and binding sites. Furthermore, correlated signals from 1H-13C HETCOR confirmed the binding sites of interactions. These findings confirmed the interaction was inter-molecular hydrogen bonds, which generated between hydroxy-3,5,7 of morin and hydroxy groups of amylose. Besides, DPPH radical scavenging and reducing power assay indicated inter-molecular hydrogen bonds are not strong enough to interfere antioxidant capacity of morin.

Keywords: Amylose; Antioxidant capacity; Heteronuclear Correlation; Interaction; Morin.

MeSH terms

  • Amylose* / chemistry
  • Antioxidants*
  • Flavonoids
  • Magnetic Resonance Spectroscopy / methods
  • Polyphenols
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Amylose
  • Antioxidants
  • morin
  • Flavonoids
  • Polyphenols