New potential AChE inhibitor candidates

Eur J Med Chem. 2009 Sep;44(9):3754-9. doi: 10.1016/j.ejmech.2009.03.045. Epub 2009 Apr 16.

Abstract

We have theoretically studied new potential candidates of acetylcholinesterase (AChE) inhibitors designed from cardanol, a non-isoprenoid phenolic lipid of cashew Anacardium occidentale nut-shell liquid. The electronic structure calculations of fifteen molecule derivatives from cardanol were performed using B3LYP level with 6-31G, 6-31G(d), and 6-311+G(2d,p) basis functions. For this study we used the following groups: methyl, acetyl, N,N-dimethylcarbamoyl, N,N-dimethylamine, N,N-diethylamine, piperidine, pyrrolidine, and N,N-methylbenzylamine. Among the proposed compounds we identified that the structures with substitution by N,N-dimethycarbamoyl, N,N-dimethylamine, and pyrrolidine groups were better correlated to rivastigmine, and represent possible AChE inhibitors against Alzheimer disease.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism*
  • Alzheimer Disease / drug therapy
  • Anacardium / chemistry
  • Animals
  • Cholinesterase Inhibitors / chemistry*
  • Cholinesterase Inhibitors / pharmacology*
  • Electrons
  • Electrophorus / metabolism
  • Humans
  • Models, Molecular
  • Phenols / chemistry*
  • Phenols / pharmacology*
  • Principal Component Analysis
  • Structure-Activity Relationship

Substances

  • Cholinesterase Inhibitors
  • Phenols
  • cardanol
  • Acetylcholinesterase