Dipeptidyl peptidase-IV inhibitory activity of dimeric dihydrochalcone glycosides from flowers of Helichrysum arenarium

J Nat Med. 2015 Oct;69(4):494-506. doi: 10.1007/s11418-015-0914-8. Epub 2015 Apr 29.

Abstract

A methanol extract of everlasting flowers of Helichrysum arenarium L. Moench (Asteraceae) was found to inhibit the increase in blood glucose elevation in sucrose-loaded mice at 500 mg/kg p.o. The methanol extract also inhibited the enzymatic activity against dipeptidyl peptidase-IV (DPP-IV, IC50 = 41.2 μg/ml), but did not show intestinal α-glucosidase inhibitory activities. From the extract, three new dimeric dihydrochalcone glycosides, arenariumosides V-VII (2-4), were isolated, and the stereostructures were elucidated based on their spectroscopic properties and chemical evidence. Of the constituents, several flavonoid constituents, including 2-4, were isolated, and these isolated constituents were investigated for their DPP-IV inhibitory effects. Among them, chalconaringenin 2'-O-β-D-glucopyranoside (16, IC50 = 23.1 μM) and aureusidin 6-O-β-D-glucopyranoside (35, 24.3 μM) showed relatively strong inhibitory activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Chalcones / chemistry*
  • Dipeptidyl-Peptidases and Tripeptidyl-Peptidases / chemistry*
  • Flowers / chemistry*
  • Glycosides / chemistry
  • Helichrysum / chemistry*
  • Mice
  • Plant Extracts / chemistry*
  • Plants, Medicinal / chemistry*

Substances

  • Chalcones
  • Glycosides
  • Plant Extracts
  • Dipeptidyl-Peptidases and Tripeptidyl-Peptidases
  • dihydrochalcone