Interactions of Ascorbic Acid, 5-Caffeoylquinic Acid, and Quercetin-3-Rutinoside in the Presence and Absence of Iron during Thermal Processing and the Influence on Antioxidant Activity

Molecules. 2021 Dec 20;26(24):7698. doi: 10.3390/molecules26247698.

Abstract

Bioactive compounds in fruit and vegetables influence each other's antioxidant activity. Pure standards, and mixtures of the common plant compounds, namely ascorbic acid, 5-caffeoylquinic acid, and quercetin-3-rutinoside (sum 0.3 mM), in the presence and absence of iron, were analyzed pre- and post-thermal processing in an aqueous solution. Antioxidant activity was measured by total phenolic content (TPC), 1,1-diphenyl-2-picrylhydrazyl (DPPH), and 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (TEAC) radical-scavenging assays. Ionic ferrous iron (Fe2+) and ferric iron (Fe3+) were measured photometrically. For qualification and quantification of reaction products, HPLC was used. Results showed that thermal processing does not necessarily lead to a decreased antioxidant activity, even if the compound concentrations decreased, as then degradation products themselves have an antioxidant activity. In all used antioxidant assays the 2:1 ratio of ascorbic acid and 5-caffeoylquinic acid in the presence of iron had strong synergistic effects, while the 1:2 ratio had strong antagonistic effects. The pro-oxidant iron positively influenced the antioxidant activity in combination with the used antioxidants, while ferrous iron itself interacted with common in vitro assays for total antioxidant activity. These results indicate that the antioxidant activity of compounds is influenced by factors such as interaction with other molecules, temperature, and the minerals present.

Keywords: 5-caffeoylquinic acid; ABTS; HPLC; TPC; antagonism; ascorbic acid; bioactive compounds; chelating complexes; ferric iron; ferrous iron; quercetin-3-rutinoside synergism.

MeSH terms

  • Antioxidants / chemistry*
  • Ascorbic Acid / chemistry*
  • Hot Temperature*
  • Iron / chemistry*
  • Quinic Acid / analogs & derivatives*
  • Quinic Acid / chemistry
  • Rutin / chemistry*

Substances

  • Antioxidants
  • caffeoylquinic acid
  • Quinic Acid
  • Rutin
  • Iron
  • Ascorbic Acid