Radical scavenging activity and cytotoxicity of active quinic acid derivatives from Scorzonera divaricata roots

Food Chem. 2013 Jun 1;138(2-3):2057-63. doi: 10.1016/j.foodchem.2012.10.122. Epub 2012 Nov 21.

Abstract

Five new quinic acid derivatives and two known 3-O-feruloylquinic acids were isolated from the roots of Scorzonera divaricata Turcz. The new compounds were elucidated as (-)-1,4-di-O-feruloyl-3-O-dihydrocaffeoylquinic acid, (-)-1-O-feruloyl-4-O- dihydrocaffeoylquinic acid, (-)-3,5-di-O-feruloylquinic acid, (-)-1-O-feruloyl-3-O-dihydro- caffeoylquinic acid, and (-)-1-O-feruloyl-5-O-dihydrocaffeoylquinic acid based on extensive spectroscopic studies, including one- and two-dimensional NMR, HRESIMS, UV, and IR results. Five compounds were assessed for antioxidant activity by ABTS and DPPH radical-scavenging assays and for their cytotoxicity against HL-60 and Hep-G2 cell lines by the MTT assay. Three quinic acid derivatives exhibited strong antioxidant activity, with IC(50) values of 3.95, 5.87, and 7.45 μg/mL against ABTS(+) and 11.7, 13.6, and 50.1 μg/mL against DPPH(). (-)-1,4-Di-O-feruloyl-3-O-dihydrocaffeoylquinic acid also exhibited moderate activity against Hep-G2 cell lines with an IC(50) value of 14.6 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / toxicity
  • Cell Line
  • Free Radical Scavengers / chemistry*
  • Free Radical Scavengers / toxicity
  • Humans
  • Plant Extracts / chemistry*
  • Plant Extracts / toxicity
  • Plant Roots / chemistry
  • Quinic Acid / chemistry*
  • Quinic Acid / toxicity
  • Scorzonera / chemistry*

Substances

  • Antioxidants
  • Free Radical Scavengers
  • Plant Extracts
  • Quinic Acid