Caffeoyl Triterpenoid Esters as Potential Anti-ischemic Stroke Agents from Celastrus orbiculatus

J Nat Prod. 2016 Nov 23;79(11):2774-2779. doi: 10.1021/acs.jnatprod.6b00314. Epub 2016 Oct 28.

Abstract

Three new triterpenoids, celastrusins A-C (1-3), together with 3-O-caffeoyl-α-amyrin (4) were isolated from the root bark of Celastrus orbiculatus. Their structures were identified by spectroscopic analysis, X-ray crystallography using Cu Kα radiation, and the comparison of both observed and reported spectroscopic data. An in vitro bioassay revealed that the caffeoyl triterpenoid esters 1, 3, and 4 possess neuroprotective effects against oxygen-glucose deprivation (OGD) induced SH-SY5Y cell damage. Further animal studies indicated that compound 1 significantly reduced brain infarction after transient middle cerebral artery occlusion (MCAO) in rats using a 10 mg/kg (i.v.) dose.

MeSH terms

  • Animals
  • Caffeic Acids / chemistry
  • Caffeic Acids / isolation & purification*
  • Caffeic Acids / pharmacology*
  • Celastrus / chemistry*
  • Cerebral Arterial Diseases / drug therapy
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology*
  • Esters
  • Humans
  • Ischemia / drug therapy*
  • Male
  • Molecular Conformation
  • Molecular Structure
  • Neuroprotective Agents / chemistry*
  • Neuroprotective Agents / isolation & purification*
  • Neuroprotective Agents / pharmacology*
  • Nuclear Magnetic Resonance, Biomolecular
  • Oleanolic Acid / analogs & derivatives
  • Plant Bark / chemistry
  • Plant Roots / chemistry
  • Rats
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*

Substances

  • Caffeic Acids
  • Drugs, Chinese Herbal
  • Esters
  • Neuroprotective Agents
  • Triterpenes
  • celastrusin A
  • celastrusin B
  • celastrusin C
  • Oleanolic Acid
  • beta-amyrin