Design and synthesis of tailored human caseinolytic protease P inhibitors

Chem Commun (Camb). 2018 Aug 28;54(70):9833-9836. doi: 10.1039/c8cc05265d.

Abstract

Human caseinolytic protease P (hClpP) is important for degradation of misfolded proteins in the mitochondrial unfolded protein response. We here introduce tailored hClpP inhibitors that utilize a steric discrimination in their core naphthofuran scaffold to selectively address the human enzyme. This novel inhibitor generation exhibited superior activity compared to previously introduced beta-lactones, optimized for bacterial ClpP. Further insights into the bioactivity and binding to cellular targets were obtained via chemical proteomics as well as proliferation- and migration studies in cancer cells.

MeSH terms

  • ATPases Associated with Diverse Cellular Activities / antagonists & inhibitors
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Benzofurans / chemical synthesis
  • Benzofurans / chemistry
  • Benzofurans / pharmacology*
  • Cell Line, Tumor
  • Cell Movement / drug effects
  • Drug Design
  • Endopeptidase Clp / antagonists & inhibitors
  • Escherichia coli / enzymology
  • Escherichia coli Proteins / antagonists & inhibitors
  • Humans
  • Kallikreins / antagonists & inhibitors*
  • Molecular Chaperones / antagonists & inhibitors
  • Protease Inhibitors / chemical synthesis
  • Protease Inhibitors / chemistry
  • Protease Inhibitors / pharmacology*
  • Staphylococcus aureus / enzymology
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Benzofurans
  • Escherichia coli Proteins
  • Molecular Chaperones
  • Protease Inhibitors
  • Kallikreins
  • Endopeptidase Clp
  • ClpX protein, E coli
  • ATPases Associated with Diverse Cellular Activities