Synthesis of licochalcone analogues with increased anti-inflammatory activity

Bioorg Med Chem Lett. 2014 Jan 1;24(1):181-5. doi: 10.1016/j.bmcl.2013.11.044. Epub 2013 Nov 26.

Abstract

Licohalcones have been reported to have various biological activities. However, most of licochalcones also showed cytotoxicity even though their versitile utilities. Licochalcones B and D, which have common substituents at aromatic ring B, are targeted to modify the structure at aromatic ring A for inflammatory studies. Licochalcone derivatives (1-6) thus prepared are compared for their suppression ability of nitric oxide (NO) production and showed 9.94, 4.72, 10.1, 4.85, 2.37 and 4.95μM of IC50 values, respectively.

Keywords: IC(50) values of NO production; Licohalcone B; Licohalcone D; [3,3]-Sigmatropic rearrangement; anti-Inflammatory effects.

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*
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Chalcones / chemical synthesis
  • Chalcones / chemistry
  • Chalcones / pharmacology
  • Dose-Response Relationship, Drug
  • Mast Cells
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Rats

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Chalcones
  • Nitric Oxide
  • licochalcone D
  • licochalcone B
  • licochalcone A