Synthesis and study of new paramagnetic resveratrol analogues

Bioorg Med Chem. 2011 Dec 15;19(24):7311-7. doi: 10.1016/j.bmc.2011.10.066. Epub 2011 Oct 28.

Abstract

New resveratrol analogues containing five- and six-membered nitroxides and isoindoline nitroxides were synthesized. These new compounds were compared to resveratrol based on their ABTS radical scavenging ability as well on their capacity to suppress inflammatory process in macrophages induced by lipopolysaccharides. The ABTS and ROS scavenging activities of new molecules were the same or weaker than that of resveratrol, but some of paramagnetic resveratrol derivatives suppressed nitrite and TNFα production more efficiently than resveratrol. Based on these results the new nitroxide and phenol containing hybrid molecules can be considered as new antioxidant and anti-inflammatory agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Benzothiazoles / metabolism
  • Cell Line
  • Free Radical Scavengers / chemical synthesis*
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology*
  • Lipopolysaccharides / immunology
  • Macrophages / drug effects
  • Macrophages / immunology
  • Mice
  • Reactive Oxygen Species / metabolism
  • Resveratrol
  • Stilbenes / chemical synthesis*
  • Stilbenes / chemistry
  • Stilbenes / pharmacology*
  • Sulfonic Acids / metabolism
  • Tumor Necrosis Factor-alpha / immunology

Substances

  • Anti-Inflammatory Agents
  • Benzothiazoles
  • Free Radical Scavengers
  • Lipopolysaccharides
  • Reactive Oxygen Species
  • Stilbenes
  • Sulfonic Acids
  • Tumor Necrosis Factor-alpha
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • Resveratrol