Four New Dicaffeoylquinic Acid Derivatives from Glasswort (Salicornia herbacea L.) and Their Antioxidative Activity

Molecules. 2016 Aug 20;21(8):1097. doi: 10.3390/molecules21081097.

Abstract

Four new dicaffeoylquinic acid derivatives and two known 3-caffeoylquinic acid derivatives were isolated from methanol extracts using the aerial parts of Salicornia herbacea. The four new dicaffeoylquinic acid derivatives were established as 3-caffeoyl-5-dihydrocaffeoylquinic acid, 3-caffeoyl-5-dihydrocaffeoylquinic acid methyl ester, 3-caffeoyl-4-dihydrocaffeoylquinic acid methyl ester, and 3,5-di-dihydrocaffeoylquinic acid methyl ester. Their chemical structures were determined by nuclear magnetic resonance and electrospray ionization-mass spectroscopy (LC-ESI-MS). In addition, the presence of dicaffeoylquinic acid derivatives in this plant was reconfirmed by LC-ESI-MS/MS analysis. The isolated compounds strongly scavenged 1,1-diphenyl-2-picrylhydrazyl radicals and inhibited cholesteryl ester hydroperoxide formation during rat blood plasma oxidation induced by copper ions. These results indicate that the caffeoylquinic acid derivatives may partially contribute to the antioxidative effect of S. herbacea.

Keywords: Salicornia herbacea; antioxidant; blood plasma oxidation; caffeoylquinic acid derivatives; radical-scavenging activity.

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology*
  • Chenopodiaceae / chemistry*
  • Magnetic Resonance Spectroscopy
  • Male
  • Molecular Structure
  • Oxidative Stress / drug effects
  • Plant Components, Aerial / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plasma / chemistry
  • Plasma / drug effects*
  • Quinic Acid / analogs & derivatives*
  • Quinic Acid / chemistry
  • Quinic Acid / pharmacology
  • Rats
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Antioxidants
  • Plant Extracts
  • caffeoylquinic acid
  • Quinic Acid