Peruvioses A to F, sucrose esters from the exudate of Physalis peruviana fruit as α-amylase inhibitors

Carbohydr Res. 2018 May 22:461:4-10. doi: 10.1016/j.carres.2018.03.003. Epub 2018 Mar 9.

Abstract

The fruit of Physalis peruviana is widely used in traditional Colombian medicine as an antidiabetic treatment. The aim of the study reported here was to identify the compounds responsible for the hypoglycemic activity using the α-amylase inhibition test. Bioguided fractionation of a dichloromethane extract of the sticky exudate that covers the fruit allowed the isolation and identification of three new sucrose esters, named as peruvioses C-E (1-3), along with the known peruvioses A (6), B (5) and F (4), the structures of which were elucidated by extensive NMR and MS experiments. These compounds proved to be responsible for the hypoglycemic activity observed in the extract. Peruviose D (2) showed the highest activity, with an inhibitory activity value of 84.8%. This is the first study to establish the potential of sucrose esters as α-amylase inhibitors and to explain the hypoglycemic effect that has traditionally been attributed to gooseberry fruit.

Keywords: Cape gooseberry; Hypoglycemic activity; Peruvioses A–F; Physalis peruviana; Sucrose esters; α-amylase inhibitory activity.

MeSH terms

  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Esters / chemistry*
  • Esters / pharmacology*
  • Fruit / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Physalis / chemistry*
  • Plant Exudates / chemistry*
  • Plant Exudates / pharmacology*
  • Sucrose / chemistry*
  • alpha-Amylases / antagonists & inhibitors*
  • alpha-Amylases / metabolism*

Substances

  • Enzyme Inhibitors
  • Esters
  • Plant Exudates
  • Sucrose
  • alpha-Amylases