Prenylfuranocoumarin-HMGA-flavonol glucoside conjugates and other constituents of the fruit peels of Citrus hystrix and their anticholinesterase activity

Phytochemistry. 2016 Jul:127:38-49. doi: 10.1016/j.phytochem.2016.03.009. Epub 2016 Mar 16.

Abstract

Sixteen compounds including dihydroxy prenylfuranocoumarins/3-hydroxy-3-methylglutaric acid conjugates and dihydroxy prenylfuranocoumarins/3-hydroxy-3-methylglutaric acid/1-O-flavonyl-β-d-glucopyranoside conjugates, together with other dihydroxyprenylfuranocoumarins conjugates, were isolated from the ethyl acetate extract of the fruit peels of Citrus hystrix. Some of the isolates were evaluated for their cholinesterase inhibitory activity, but only one compound possessing a 3-O-β-d-glucopyranosyl-3,5,7,4'-tetrahydroxy-6,8,3'-trimethoxyflavonol nucleus in the prenylfuranocoumarin-HMGA conjugate showed strong activity.

Keywords: Anticholinesterase activity; Citrus hystrix; Flavonol glucosides; Hydroxymethyl glutaric acid (HMGA) ester; Prenylfuranocoumarins; Rutaceae.

MeSH terms

  • Acetates / chemistry
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification*
  • Cholinesterase Inhibitors / pharmacology*
  • Citrus / chemistry*
  • Flavonols / chemistry
  • Flavonols / isolation & purification*
  • Flavonols / pharmacology*
  • Fruit / chemistry*
  • Furocoumarins / chemistry
  • Furocoumarins / isolation & purification*
  • Furocoumarins / pharmacology*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology*
  • Meglutol / chemistry
  • Meglutol / isolation & purification*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Thailand

Substances

  • Acetates
  • Cholinesterase Inhibitors
  • Flavonols
  • Furocoumarins
  • Glucosides
  • ethyl acetate
  • Meglutol