New prenylflavonol glycosides with xanthine oxidase inhibitory activity from the leaves of Cyclocarya paliurus

Bioorg Chem. 2020 Aug:101:104018. doi: 10.1016/j.bioorg.2020.104018. Epub 2020 Jun 17.

Abstract

Eight new prenylflavonol glycosides (1-8), along with five known analogues (9-13) were isolated from the n-butanol extract of the dried leaves of Cyclocarya paliurus (family Juglandaceae) for the first time. The structures of these compounds were characterized by comprehensive analysis of 1D, 2D NMR, HRESIMS, UV data and acid hydrolysis. In bioassay, all these thirteen prenylflavonol glycosides exhibited inhibitory effects on xanthine oxidase (XOD) activity. Especially compounds 2 and 7, showed outstanding IC50 values of 31.81 ± 2.20 and 29.71 ± 3.69 μM, respectively.

Keywords: Cyclocarya paliurus; Prenylflavonol glycosides; Xanthine oxidase inhibitory activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / pharmacology*
  • Flavonols / pharmacology*
  • Glycosides / pharmacology*
  • Juglandaceae / chemistry*
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry*
  • Spectrum Analysis / methods
  • Structure-Activity Relationship
  • Xanthine Oxidase / antagonists & inhibitors*

Substances

  • Enzyme Inhibitors
  • Flavonols
  • Glycosides
  • Plant Extracts
  • Xanthine Oxidase