Synthetic approaches to unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles and their MAO-B inhibitory activity. A review

Bioorg Med Chem. 2021 Jan 1:29:115888. doi: 10.1016/j.bmc.2020.115888. Epub 2020 Nov 27.

Abstract

Selective monoamine oxidase type B (MAO-B) inhibitors are currently used as coadjuvants for treating early motor symptoms of Parkinson's disease. Aiming at the elucidation of MAO-B inhibitors with 1,3,4-oxadiazole scaffolds, we make a comprehensive update on the new and old chemical methods employed for the synthesis of the unsymmetrical oxadiazole derivatives that lead to high yield compounds. We summarize a state of the selective MAO-B inhibitors with oxadiazole scaffold, describing the results, structures, structure-activity relationships (SARs) and medicinal chemistry strategies over the years. The analysis of the recent papers would facilitate tracking the increasing number of oxadiazole derivatives as new chemical spaces with MAO-B inhibitory potential designed to ensure the safe use of the compounds and elimination of the unwanted drug-drug interactions.

Keywords: 1,3,4-oxadiazoles; MAO-B inhibitors; Synthetic methods.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Cyclization
  • Dehydration
  • Drug Design
  • Humans
  • Isomerism
  • Monoamine Oxidase / metabolism*
  • Monoamine Oxidase Inhibitors / chemical synthesis*
  • Monoamine Oxidase Inhibitors / pharmacology
  • Neuroprotection / drug effects
  • Oxadiazoles / chemical synthesis*
  • Oxadiazoles / pharmacology
  • Oxidation-Reduction
  • Parkinson Disease / drug therapy*
  • Protective Agents / chemical synthesis*
  • Protective Agents / pharmacology
  • Small Molecule Libraries / chemical synthesis
  • Small Molecule Libraries / pharmacology
  • Structure-Activity Relationship

Substances

  • Monoamine Oxidase Inhibitors
  • Oxadiazoles
  • Protective Agents
  • Small Molecule Libraries
  • Monoamine Oxidase