Urolithins display both antioxidant and pro-oxidant activities depending on assay system and conditions

J Agric Food Chem. 2013 Nov 13;61(45):10720-9. doi: 10.1021/jf403208d. Epub 2013 Oct 29.

Abstract

The biological effects of polyphenolic ellagitannins are mediated by their intestinal metabolites, urolithins. This study investigated redox properties of urolithins A and B using ORAC assay, three cell-based assays, copper-initiated pro-oxidant activity (CIPA) assay, and cyclic voltammetry. Urolithins were strong antioxidants in the ORAC assay, but mostly pro-oxidants in cell-based assays, although urolithin A was an antioxidant in cell culture medium. Parent compound ellagic acid was a strong extracellular antioxidant, but showed no response in the intracellular assay. The CIPA assay confirmed the pro-oxidant activity of ellagitannin metabolites. In the cell proliferation assay, urolithins but not ellagic acid decreased growth and metabolism of HepG2 liver cells. In cyclic voltammetry, the oxidation of urolithin A was partly reversible, but that of urolithin B was irreversible. These results illustrate how strongly measured redox properties depend on the employed assay system and conditions and emphasize the importance of studying pro-oxidant and antioxidant activities in parallel.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry*
  • Antioxidants / pharmacology
  • Biological Assay
  • Cell Proliferation / drug effects
  • Coumarins / pharmacology*
  • Hep G2 Cells
  • Humans
  • Oxidants / chemistry*
  • Oxidants / pharmacology
  • Oxidation-Reduction
  • Reactive Oxygen Species / metabolism

Substances

  • Antioxidants
  • Coumarins
  • Oxidants
  • Reactive Oxygen Species
  • 3,8-dihydroxy-6H-dibenzo(b,d)pyran-6-one