Design, synthesis and antioxidant activity evaluation of novel β-elemene derivatives

Bioorg Med Chem Lett. 2014 Aug 1;24(15):3407-11. doi: 10.1016/j.bmcl.2014.05.078. Epub 2014 Jun 2.

Abstract

Forty β-elemene derivatives were prepared and their antioxidant activity in H2O2-treated human umbilical vein endothelial cells (HUVECs) was first investigated. Among which, the dimer compounds 5r and 5s exhibited the most potent antioxidant activity against reactive oxygen species production. Meanwhile, 5r and 5s led to a significant increase in superoxide dismutase and nitric oxide levels and decrease in malonyldialdehyde and lactate dehydrogenase contents. Furthermore, MTT assay showed that 5r and 5s did not produce obvious cytotoxicity and had significantly cytoprotective effects against oxidative damage on HUVECs.

Keywords: Antioxidant activity; Cytoprotective effect; Oxidative stress; Reactive oxygen species; β-Elemene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Design*
  • Human Umbilical Vein Endothelial Cells / drug effects*
  • Humans
  • Hydrogen Peroxide / antagonists & inhibitors
  • Hydrogen Peroxide / pharmacology
  • Molecular Conformation
  • Reactive Oxygen Species / antagonists & inhibitors
  • Reactive Oxygen Species / metabolism
  • Sesquiterpenes / chemical synthesis
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antioxidants
  • Reactive Oxygen Species
  • Sesquiterpenes
  • beta-elemene
  • Hydrogen Peroxide