Unusual cadinane-type sesquiterpene glycosides with α-glucosidase inhibitory activities from the fruit of Cornus officinalis Sieb. et Zuuc

Bioorg Chem. 2019 Feb:82:1-5. doi: 10.1016/j.bioorg.2018.09.026. Epub 2018 Sep 20.

Abstract

Five novel and rare cadinane-type sesquiterpene glycosides, cornucadinoside A-E (1-5) were isolated from water extract of the fruit of Cornus officinalis Sieb. et Zuuc.. The new chemical structures, together with their absolute configurations, were elucidated on the basis of extensive spectroscopic analysis, including a comparison of their experimental and calculated electronic circular dichroism (ECD) spectra. Their structures, which possess a naphthalene skeleton, are the first report on the occurrence of cadinane sesquiterpene glycosides in Cornus. Additionally, all the compounds exhibited marked α-glucosidase inhibitory activity except for 3in vitro.

Keywords: Cadinane-type; Cornucadinoside A-E; Cornus officinalis Sieb. et Zuuc.; Sesquiterpene glycoside; α-Glucosidase inhibitor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Circular Dichroism
  • Cornus / chemistry*
  • Fruit / chemistry*
  • Glycoside Hydrolase Inhibitors / chemistry*
  • Glycoside Hydrolase Inhibitors / isolation & purification
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Naphthalenes / chemistry
  • Naphthalenes / isolation & purification
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification

Substances

  • Glycoside Hydrolase Inhibitors
  • Glycosides
  • Naphthalenes
  • Sesquiterpenes