Biologically active C-alkylated flavonoids from Dodonaea viscosa

Arch Pharm Res. 2012 Mar;35(3):431-6. doi: 10.1007/s12272-012-0305-6. Epub 2012 Apr 5.

Abstract

A new C-alkylated flavonoid (5,7-dihydroxy-3'-(4″-acetoxy-3″-methylbutyl)-3,6,4'-trimethoxyflavone (1), along with two known C-alkylated flavonoids (5,7-dihydroxy-3'-(3-hydroxymethylbutyl)-3,6,4'-trimethoxyflavone (2), 5,7,4'-trihydroxy-3'-(3-hyroxymethylbutyl)-3,6-dimethoxyflavone (3) and two new source C-alkylated flavonoids (5,7-dihydroxy-3'-(2-hydroxy-3-methyl-3-butenyl)-3,6,4'-trimethoxyflavone (4), 5,7,4'-trihydroxy-3,6-dimethoxy-3'-isoprenyl-flavone (5) were isolated from the aerial parts of Dodonaea viscosa. The structures of all compounds were established on the basis of 1D and 2D NMR spectroscopy and mass spectrometry. The isolated compounds were evaluated for their inhibitory effect on urease and α-chymotrypsin enzyme. All the compounds (1-5) exhibited mild inhibition against urease but remained recessive in case of α-chymotrypsin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Chymotrypsin / antagonists & inhibitors
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Components, Aerial
  • Sapindaceae / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Urease / antagonists & inhibitors

Substances

  • Enzyme Inhibitors
  • Flavonoids
  • Chymotrypsin
  • alpha-chymotrypsin
  • Urease