α-Amylase inhibitory triterpene from Abrus precatorius leaves

J Agric Food Chem. 2014 Aug 20;62(33):8411-4. doi: 10.1021/jf502667z. Epub 2014 Aug 8.

Abstract

In the screening experiments for porcine pancreatic α-amylase inhibitors in 18 plants obtained from Indonesia, a potent inhibitory activity was detected in the extract of leaves of Abrus precatorius. The enzyme assay-guided fractionation of the extract led to the isolation of a triterpene ketone, lupenone (1), as a potent α-amylase inhibitor, together with 24-methylenecycloartenone (2) and luteolin (3). The mode of inhibition of compound 1 against porcine pancreatic α-amylase was a mixed inhibition. This is the first report that describes the potent α-amylase inhibitory activity of the low-polar triterpene ketone similar to compound 1. A comparison of the activities of the isolate and related compounds indicated the importance of C-3 ketone and the lupane skeleton in the α-amylase inhibitory activity.

Keywords: Abrus precatorius; triterpene ketone; α-amylase inhibitor.

MeSH terms

  • Abrus / chemistry*
  • Animals
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / isolation & purification
  • Kinetics
  • Molecular Structure
  • Pancreatic alpha-Amylases / antagonists & inhibitors*
  • Pancreatic alpha-Amylases / chemistry
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Leaves / chemistry
  • Swine
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification

Substances

  • Enzyme Inhibitors
  • Plant Extracts
  • Triterpenes
  • Pancreatic alpha-Amylases