Discovery of a new selective inhibitor of A Disintegrin And Metalloprotease 10 (ADAM-10) able to reduce the shedding of NKG2D ligands in Hodgkin's lymphoma cell models

Eur J Med Chem. 2016 Mar 23:111:193-201. doi: 10.1016/j.ejmech.2016.01.053. Epub 2016 Jan 29.

Abstract

Hodgkin's lymphoma (HL) is the most common malignant lymphoma in young adults in the western world. This disease is characterized by an overexpression of ADAM-10 with increased release of NKG2D ligands, involved in an impaired immune response against tumor cells. We designed and synthesized two new ADAM-10 selective inhibitors, 2 and 3 based on previously published ADAM-17 selective inhibitor 1. The most promising compound was the thiazolidine derivative 3, with nanomolar activity for ADAM-10, high selectivity over ADAM-17 and MMPs and good efficacy in reducing the shedding of NKG2D ligands (MIC-B and ULBP3) in three different HL cell lines at non-toxic doses. Molecular modeling studies were used to drive the design and X-ray crystallography studies were carried out to explain the selectivity of 3 for ADAM-10 over MMPs.

Keywords: ADAM-10 inhibitors; Hodgkin's lymphoma; NKG2D-L; Sulfonamido-based hydroxamates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • ADAM Proteins / antagonists & inhibitors*
  • ADAM Proteins / metabolism
  • ADAM10 Protein
  • Amyloid Precursor Protein Secretases / antagonists & inhibitors*
  • Amyloid Precursor Protein Secretases / metabolism
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Drug Discovery*
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Hodgkin Disease / drug therapy*
  • Hodgkin Disease / enzymology
  • Hodgkin Disease / metabolism*
  • Hodgkin Disease / pathology
  • Humans
  • Ligands
  • Membrane Proteins / antagonists & inhibitors*
  • Membrane Proteins / metabolism
  • Models, Molecular
  • Molecular Structure
  • NK Cell Lectin-Like Receptor Subfamily K / metabolism*
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • KLRK1 protein, human
  • Ligands
  • Membrane Proteins
  • NK Cell Lectin-Like Receptor Subfamily K
  • Amyloid Precursor Protein Secretases
  • ADAM Proteins
  • ADAM10 Protein
  • ADAM10 protein, human