Design, synthesis and evaluation of carbamate-modified (-)-N(1)-phenethylnorphysostigmine derivatives as selective butyrylcholinesterase inhibitors

Bioorg Med Chem Lett. 2010 Mar 1;20(5):1721-3. doi: 10.1016/j.bmcl.2010.01.035. Epub 2010 Jan 20.

Abstract

We synthesized carbamate-modified (-)-N(1)-phenethylnorphysostigmine derivatives 3a-u and evaluated their anti-cholinesterase activities. In vitro evaluation showed that cyclohexylmethylcarbamate derivative 3u potently and selectively inhibits butyrylcholinesterase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / chemistry
  • Acetylcholinesterase / metabolism
  • Butyrylcholinesterase / chemistry*
  • Butyrylcholinesterase / metabolism
  • Carbamates / chemistry*
  • Cholinesterase Inhibitors / chemical synthesis*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology
  • Drug Design
  • Humans
  • Neuroprotective Agents / chemical synthesis*
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / pharmacology
  • Physostigmine / analogs & derivatives*
  • Physostigmine / chemical synthesis
  • Physostigmine / chemistry
  • Physostigmine / pharmacology
  • Structure-Activity Relationship

Substances

  • Carbamates
  • Cholinesterase Inhibitors
  • Neuroprotective Agents
  • Physostigmine
  • Acetylcholinesterase
  • Butyrylcholinesterase