Design, synthesis, and biological activities of pyrrolylethanoneamine derivatives, a novel class of monoamine oxidases inhibitors

J Med Chem. 2005 Jun 30;48(13):4220-3. doi: 10.1021/jm050172c.

Abstract

Pyrrolylethanoneamines 1-12, 18-23 and related amino alcohols 13-15, 24-27 were synthesized and tested against monoamine oxidases A and B (MAO-A and MAO-B) enzymes. In general, aminoketones 1-12, 18-23 were found to be potent and selective MAO-A inhibitors. In particular, 18 was more potent and selective against the MAO-A isoenzyme than reference drugs. Interestingly, amino alcohol 25 selectively inhibited MAO-B enzyme and could be a lead compound for designing more potent and selective MAO-B inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drug Design
  • Kinetics
  • Models, Molecular
  • Molecular Structure
  • Monoamine Oxidase Inhibitors / chemical synthesis*
  • Monoamine Oxidase Inhibitors / chemistry*
  • Monoamine Oxidase Inhibitors / pharmacology
  • Oxazolidinones / chemistry
  • Piperazines / chemical synthesis
  • Piperazines / chemistry
  • Piperazines / pharmacology*
  • Piperidines / chemistry
  • Pyrrolidines / chemical synthesis
  • Pyrrolidines / chemistry
  • Pyrrolidines / pharmacology*
  • Structure-Activity Relationship

Substances

  • Monoamine Oxidase Inhibitors
  • Oxazolidinones
  • Piperazines
  • Piperidines
  • Pyrrolidines
  • toloxatone
  • brofaromine