Inhibition of fibril formation in beta-amyloid peptide by a novel series of benzofurans

Biochem J. 1999 May 15;340 ( Pt 1)(Pt 1):283-9.

Abstract

A series of benzofuran derivatives have been identified as inhibitors of fibril formation in the beta-amyloid peptide. The activity of these compounds has been assessed by a novel fibril-formation-specific immunoassay and for their effects on the production of a biologically active fibril product. The inhibition afforded by the compounds seems to be associated with their binding to beta-amyloid, as identified by scintillation proximity binding assay. Binding assays and NMR studies also indicate that the inhibition is associated with self-aggregation of the compounds. There is a close correlation between the activity of the benzofurans as inhibitors of fibril formation and their ability to bind to beta-amyloid. Non-benzofuran inhibitors of the fibril formation process do not seem to bind to the same site on the beta-amyloid molecule as the benzofurans. Thus a specific recognition site might exist for benzofurans on beta-amyloid, binding to which seems to interfere with the ability of the peptide to form fibrils.

MeSH terms

  • Amyloid beta-Peptides / metabolism*
  • Amyloid beta-Peptides / ultrastructure
  • Antibodies
  • Benzofurans / chemistry
  • Benzofurans / metabolism*
  • Benzofurans / pharmacology*
  • Binding, Competitive
  • Congo Red / metabolism
  • Drug Evaluation, Preclinical
  • Formazans
  • Humans
  • Hydrogen-Ion Concentration
  • Immunoassay / methods
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Microscopy, Electron
  • Neurofibrils / drug effects*
  • Neurofibrils / metabolism
  • Neurofibrils / ultrastructure
  • Peptide Fragments / metabolism*
  • Peptide Fragments / ultrastructure
  • Protein Binding / drug effects
  • Solubility
  • Tetrazolium Salts
  • Time Factors

Substances

  • Amyloid beta-Peptides
  • Antibodies
  • Benzofurans
  • Formazans
  • Peptide Fragments
  • Tetrazolium Salts
  • amyloid beta-protein (1-40)
  • MTT formazan
  • Congo Red