Antioxidative phenolic compounds isolated from almond skins (Prunus amygdalus Batsch)

J Agric Food Chem. 2002 Apr 10;50(8):2459-63. doi: 10.1021/jf011533+.

Abstract

Nine phenolic compounds were isolated from the ethyl acetate and n-butanol fractions of almond (Prunus amygdalus) skins. On the basis of NMR data, MS data, and comparison with the literature, these compounds were identified as 3'-O-methylquercetin 3-O-beta-D-glucopyranoside (1); 3'-O-methylquercetin 3-O-beta-D-galactopyranoside (2); 3'-O-methylquercetin 3-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (3); kaempferol 3-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (4); naringenin 7-O-beta-D-glucopyranoside (5); catechin (6); protocatechuic acid (7); vanillic acid (8); and p-hydroxybenzoic acid (9). All of these compounds have been isolated from almond skins for the first time. 2,2-Diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging activities for compounds 1-9 were determined. Compounds 6 and 7 show very strong DPPH radical scavenging activity. Compounds 1-3, 5, 8, and 9 show strong activity, whereas compound 4 has very weak activity.

MeSH terms

  • 1-Butanol
  • Acetates
  • Antioxidants / isolation & purification*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Flavonols
  • Magnetic Resonance Spectroscopy
  • Phenols / chemistry
  • Phenols / isolation & purification*
  • Plant Structures / chemistry*
  • Prunus / chemistry*
  • Tissue Extracts / chemistry

Substances

  • Acetates
  • Antioxidants
  • Flavonoids
  • Flavonols
  • Phenols
  • Tissue Extracts
  • ethyl acetate
  • 1-Butanol