Screening, Synthesis, and In Vitro Evaluation of Vinyl Sulfones as Inhibitors of Complement-Dependent Cytotoxicity in Neuromyelitis Optica

ChemMedChem. 2016 Feb 17;11(4):377-81. doi: 10.1002/cmdc.201500546. Epub 2016 Jan 25.

Abstract

Neuromyelitis optica (NMO) is a demyelinating autoimmune disease of the optic nerve and spinal cord triggered by binding of NMO-specific immunoglobulin G (NMO-IgG) auto-antibodies to the water channel aquaporin-4 (AQP4) in astrocytes. To find potential NMO therapeutics, a screening system was established and used to identify inhibitors of NMO-IgG-mediated complement-dependent cytotoxicity (CDC). The screening of approximately 400 compounds yielded potent hit compounds with inhibitory effects against CDC in U87-MG cells expressing human AQP4. Derivatives of the hit compounds were synthesized and evaluated for their inhibition of CDC. Of the small molecules synthesized, (E)-1-(2-((4-methoxyphenyl)sulfonyl)vinyl)-[4-[(3-trifluoromethyl)phenyl] methoxy]benzene (5 c) showed the most potent activity in both stably transfected U87-MG cells and mice-derived astrocytes. The results of this study suggest that 5 c, which targets NMO-IgG-specific CDC, may be useful as a research tool and a potential candidate for therapeutic development for the treatment of NMO.

Keywords: NMO-specific immunoglobulin G autoantibodies; aquaporin-4; complement-dependent cytotoxicity; neuromyelitis optica; vinyl sulfones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aquaporin 4 / immunology
  • Astrocytes / drug effects
  • Astrocytes / immunology
  • Autoantibodies / immunology*
  • Cell Line
  • Cells, Cultured
  • Complement System Proteins / immunology*
  • Cytotoxicity, Immunologic / drug effects*
  • Dogs
  • Drug Discovery
  • Humans
  • Immunoglobulin G / immunology
  • Mice
  • Neuromyelitis Optica / drug therapy*
  • Neuromyelitis Optica / immunology
  • Rats
  • Sulfones / chemical synthesis
  • Sulfones / chemistry*
  • Sulfones / pharmacology*

Substances

  • Aquaporin 4
  • Autoantibodies
  • Immunoglobulin G
  • Sulfones
  • divinyl sulfone
  • Complement System Proteins