BACE-1 inhibitors part 3: identification of hydroxy ethylamines (HEAs) with nanomolar potency in cells

Bioorg Med Chem Lett. 2008 Feb 1;18(3):1022-6. doi: 10.1016/j.bmcl.2007.12.020. Epub 2007 Dec 15.

Abstract

This article is focusing on further optimization of previously described hydroxy ethylamine (HEA) BACE-1 inhibitors obtained from a focused library with the support of X-ray crystallography. Optimization of the non-prime side of our inhibitors and introduction of a 6-membered sultam substituent binding to Asn-294 as well as a fluorine in the C-2 position led to derivatives with nanomolar potency in cell-based assays.

MeSH terms

  • Alzheimer Disease / drug therapy
  • Alzheimer Disease / metabolism*
  • Amyloid beta-Protein Precursor / antagonists & inhibitors
  • Animals
  • Asparagine / chemistry
  • Aspartic Acid Endopeptidases / antagonists & inhibitors*
  • Combinatorial Chemistry Techniques*
  • Crystallography, X-Ray
  • Disease Models, Animal
  • Ethylamines / chemical synthesis*
  • Ethylamines / chemistry
  • Ethylamines / pharmacology*
  • Fluorine / chemistry
  • Mice
  • Molecular Structure
  • Nanotechnology
  • Structure-Activity Relationship

Substances

  • Amyloid beta-Protein Precursor
  • Ethylamines
  • Fluorine
  • Asparagine
  • Aspartic Acid Endopeptidases
  • ethylamine