Quantitative structure-activity relationship study on some benzodiazepine derivatives as anti-Alzheimer agents

J Mol Model. 2004 Dec;10(5-6):328-34. doi: 10.1007/s00894-004-0199-4. Epub 2004 Sep 17.

Abstract

A QSAR study was performed in an attempt to explore the pharmacophore of some benzodiazepine derivatives as anti-Alzheimer agents for the inhibition of gamma-secretase. The study, which used the electrotopological state atom (ETSA) index, which encodes electronic and topological information, reveals the importance of two phenyl rings-one substituted and another unsubstituted, for the inhibition of the enzyme. Fluorine substitution on the substituted phenyl ring has an important contribution to the activity. R-configurations of the aliphatic chain substituents provide the exact conformation of the molecules to enter into the binding pockets of the receptor(s). [figure: see text]. General structure of benzodiazepine containing gamma-secretase inhibitors.

MeSH terms

  • Alzheimer Disease / drug therapy*
  • Amyloid Precursor Protein Secretases
  • Benzodiazepines / chemistry*
  • Benzodiazepines / pharmacology*
  • Endopeptidases / drug effects
  • Models, Molecular
  • Molecular Structure
  • Protease Inhibitors / chemistry
  • Protease Inhibitors / pharmacology*
  • Quantitative Structure-Activity Relationship*

Substances

  • Protease Inhibitors
  • Benzodiazepines
  • Amyloid Precursor Protein Secretases
  • Endopeptidases