Design, synthesis and biological evaluation of glutamic acid derivatives as anti-oxidant and anti-inflammatory agents

Bioorg Med Chem Lett. 2018 Feb 1;28(3):529-532. doi: 10.1016/j.bmcl.2017.11.012. Epub 2017 Nov 7.

Abstract

A series of glutamic acid derivatives was synthesized and evaluated for their antioxidant activity and stability. We found several potent and stable glutamic acid derivatives. Among them, compound 12b exhibited good in vitro activity, chemical stability and cytotoxicity. A prototype compound 12b showed an anti-inflammatory effect in LPS-stimulated RAW 264.7 cell lines and in a zebrafish model.

Keywords: Antioxidant; Glutamic acid derivatives; Ramalin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Biphenyl Compounds / antagonists & inhibitors*
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Design*
  • Glutamic Acid / chemical synthesis
  • Glutamic Acid / chemistry
  • Glutamic Acid / pharmacology*
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Structure
  • Picrates / antagonists & inhibitors*
  • RAW 264.7 Cells
  • Structure-Activity Relationship
  • Zebrafish

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Antioxidants
  • Biphenyl Compounds
  • Lipopolysaccharides
  • Picrates
  • Glutamic Acid
  • 1,1-diphenyl-2-picrylhydrazyl