A new lignan and a new alkaloid, and α-glucosidase inhibitory compounds from the grains of Echinochloa utilis Ohwi & Yabuno

Bioorg Chem. 2017 Oct:74:221-227. doi: 10.1016/j.bioorg.2017.08.007. Epub 2017 Aug 20.

Abstract

A new lignan, utilisin (1), and a new alkaloid, echinoutilin (2), together with eleven known compounds 3-13 were isolated from the grains of Echinochloa utilis Ohwi & Yabuno. Their structures were identified through the analysis of spectroscopic data. The absolute configuration of 2 was determined by Mosher's method. These compounds were evaluated for α-glucosidase inhibitory activity. Among them, compounds 2, 3 and 6 exhibited considerable α-glucosidase inhibitory activity with IC50 values of 42.1±1.3, 58.9±3.7, and 40.9±1.1μM, respectively. The results indicate that the grains of E. utilis will be useful in the treatment of diabetes control agents.

Keywords: Echinochloa utilis; Echinoutilin; Utilisin; α-Glucosidase inhibitor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Dose-Response Relationship, Drug
  • Echinochloa / chemistry*
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / isolation & purification
  • Glycoside Hydrolase Inhibitors / pharmacology*
  • Humans
  • Lignans / chemistry
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • Molecular Docking Simulation
  • Molecular Structure
  • Structure-Activity Relationship
  • alpha-Glucosidases / metabolism*

Substances

  • Alkaloids
  • Glycoside Hydrolase Inhibitors
  • Lignans
  • alpha-Glucosidases