New polyglucopyranosyl and polyarabinopyranosyl of fatty acid derivatives from the fruits of Lycium chinense and its antioxidant activity

Food Chem. 2014 May 15:151:435-43. doi: 10.1016/j.foodchem.2013.11.061. Epub 2013 Nov 18.

Abstract

Four new compounds 3,4-dihydroxy benzoic acid 3-octadecanoyl-4-O-α-L-arabinopyranosyl (2a→1b)-2a-O-α-L-arabinopyranosyl-(2b→1c)-2b-O-α-L-arabinopyranoside (1), 2,6,10-trimethyl-n-dodec-2-en-1-oyl-1-O-α-L-arabinopyranosyl-(2a→1b)-2a-O-α-L-arabinopyranosyl-(2b→1c)-2b-O-α-L-arabinopyranosyl-(2c→1d)-2c-O-α-L-arabinopyranosyl-(2d→1e)-2d-O-α-L-arabinopyranosyl-(2e→1f)-2e-O-α-L-arabinopyranosyl-(2f→1g)-2f-O-α-L-arabinopyranoside (2), n-docos-9,12-dienoyl-α-D-glucopyranosyl-(2a→1b)-2a-O-α-D-glucopyranosyl-(2b→1c)-2b-O-α-D-glucopyranosyl-(2c→1d)-2c-O-α-D-glucopyranosyl-(2d→1e)-2d-O-α-D-glucopyranosyl-(2e→1f)-2e-O-α-D-glucopyranoside (3), β-D-glucopyranosyl-(2a→1b)-2a-O-β-L-arabinopyranosyl-(2b→1c)-2b-O-β-L-arabinopyranosyl-(2c→1d)-2c-O-β-L-arabinopyranosyl-(2d→1e)-2d-O-β-L-arabinopyranosyl-(2e→1f)-2e-O-β-L-arabinopyranoside (4) along with some know compounds, were isolated and identified from a methanol extract Lycium chinense fruits. Their structures were determined of the new compounds using one- and two-dimensional NMR spectroscopies in combination by IR, FAB/MS and HR-FAB/MS. The compounds 1-4 were investigated for the antioxidant potential using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity, reducing power and the phosphomolybdenum activity and the results demonstrate that the compounds (2 and 3) has potential as a natural antioxidant whereas the compound (4) exhibited moderate activity and the compound (1) exhibited weak antioxidant activity.

Keywords: Antioxidant activity; Lycium chinense Miller; New constituents; Solanaceae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants
  • Fatty Acids / chemistry*
  • Fruit / chemistry*
  • Lycium / chemistry*
  • Magnetic Resonance Spectroscopy / methods*

Substances

  • Antioxidants
  • Fatty Acids