Structural Features Defining NF-κB Inhibition by Lignan-Inspired Benzofurans and Benzothiophenes

Biomolecules. 2020 Jul 31;10(8):1131. doi: 10.3390/biom10081131.

Abstract

A series of 2-arylbenzofurans and 2-arylbenzothiophenes was synthesized carrying three different side chains in position five. The synthesized compounds were tested for NF-κB inhibition to establish a structure activity relationship. It was found that both, the side chain in position five and the substitution pattern of the aryl moiety in position two have a significant influence on the inhibitory activity.

Keywords: C-H activation; NF-κB inhibition; cross-coupling; direct arylation; lignans; natural product.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / pharmacology
  • Benzofurans / chemistry*
  • HEK293 Cells
  • Humans
  • Lignans / chemistry*
  • NF-kappa B / antagonists & inhibitors*
  • NF-kappa B / chemistry
  • Structure-Activity Relationship
  • Thiophenes / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Benzofurans
  • Lignans
  • NF-kappa B
  • Thiophenes
  • benzothiophene