A norsesquiterpene lactone and a benzoic acid derivative from the leaves of Cyclocarya paliurus and their glucosidase and glycogen phosphorylase inhibiting activities

Planta Med. 2008 Feb;74(3):287-9. doi: 10.1055/s-2008-1034309. Epub 2008 Feb 26.

Abstract

Two novel compounds, 3-methoxypterolactone ( 1) and 2-amino-3,4-dihydroxy-5-methoxybenzoic acid ( 2), were isolated from leaves of Cyclocarya paliurus (Batal.) Iljinsk, together with nine known compounds: pterolactone ( 3), gallic acid ( 4), 4-hydroxy-3-methoxybenzoic acid ( 5), oleanolic acid ( 6), beta-boswellic acid ( 7), alpha-boswellic acid ( 8), beta-amyrin ( 9), beta-amyrone ( 10) and 3beta-O-trans-caffeoyl-morolic acid ( 11). The structure elucidation was based on spectroscopic methods, including two-dimensional NMR experiments ( (1)H- (1)H COSY, HMQC and HMBC). All isolated compounds were evaluated for their glycosidase and glycogen phosphorylase inhibitory activities. 2-Amino-3,4-dihydroxy-5-methoxybenzoic acid and gallic acid showed significant alpha-glucosidase and glycogen phosphorylase inhibitory activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoates / isolation & purification
  • Benzoates / pharmacology*
  • Gallic Acid / isolation & purification
  • Gallic Acid / pharmacology*
  • Glycogen Phosphorylase / antagonists & inhibitors*
  • Glycoside Hydrolase Inhibitors*
  • Hydroxybenzoate Ethers
  • Juglandaceae / chemistry*
  • Plant Leaves / chemistry

Substances

  • 2-amino-3,4-dihydroxy-5-methoxybenzoic acid
  • Benzoates
  • Glycoside Hydrolase Inhibitors
  • Hydroxybenzoate Ethers
  • Gallic Acid
  • Glycogen Phosphorylase