Natural and synthetic geiparvarins are strong and selective MAO-B inhibitors. Synthesis and SAR studies

Bioorg Med Chem Lett. 2002 Dec 16;12(24):3551-5. doi: 10.1016/s0960-894x(02)00798-9.

Abstract

Natural geiparvarin 1 and a number of its analogues were prepared and tested as inhibitors of both monoamine oxidase isoforms, MAO-B and MAO-A. The desmethyl congener 6 of geiparvarin, proved potent and selective MAO-B inhibitor (pIC(50)=7.55 vs 4.62). X-ray crystallography and molecular modelling studies helped the understanding of the observed structure-activity relationships.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Coumarins / chemical synthesis
  • Coumarins / chemistry
  • Coumarins / pharmacology*
  • Crystallography, X-Ray
  • Inhibitory Concentration 50
  • Models, Molecular
  • Monoamine Oxidase / drug effects
  • Monoamine Oxidase Inhibitors / chemical synthesis*
  • Monoamine Oxidase Inhibitors / chemistry
  • Monoamine Oxidase Inhibitors / pharmacology
  • Structure-Activity Relationship

Substances

  • Coumarins
  • Monoamine Oxidase Inhibitors
  • Monoamine Oxidase
  • geiparvarin