New tacrine-hydrazinonicotinamide hybrids as acetylcholinesterase inhibitors of potential interest for the early diagnostics of Alzheimer's disease

Pharmazie. 2006 Apr;61(4):269-73.

Abstract

The syntheses and the preliminary results of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition by an affinity series of tacrine-hydrazinonicotinamide hybrids are described. These molecules were prepared by condensation of tacrine analogues with the hydrazine nicotinate moiety (HYNIC). Derivatives 6a and 6b showed lower activity than the model tacrine, while compounds 6c and 6d showed the strongest affinity to AChE. All the tested compounds exhibited lower affinity for BChE than tacrine. Alzheimer disease (AD) is characterised by a deficit of acetylcholinesterase, and these new compounds, as ligands for 99mTc complexes, are potential radiopharmaceuticals for an early diagnosis of Alzheimer's disease.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism
  • Alzheimer Disease / diagnosis*
  • Butyrylcholinesterase / metabolism
  • Cholinesterase Inhibitors / chemical synthesis*
  • Humans
  • Hydrazines / chemical synthesis*
  • Indicators and Reagents
  • Kinetics
  • Niacinamide / analogs & derivatives*
  • Niacinamide / chemical synthesis
  • Radiopharmaceuticals / chemical synthesis*
  • Tacrine / analogs & derivatives*
  • Tacrine / chemical synthesis*
  • Technetium Compounds

Substances

  • Cholinesterase Inhibitors
  • Hydrazines
  • Indicators and Reagents
  • Radiopharmaceuticals
  • Technetium Compounds
  • hydrazino nicotinamide
  • Niacinamide
  • Tacrine
  • Acetylcholinesterase
  • Butyrylcholinesterase