Thiazole derivatives as inhibitors of purified bovine liver mitochondrial monoamine oxidase-B: structure-activity relationships and theoretical study

J Enzyme Inhib. 1999;14(4):307-21. doi: 10.3109/14756369909030324.

Abstract

Structure-activity relationships were performed on a new series of thiazole derivatives which selectively inactivate monoamine oxidase-B (MAO-B), purified from mitochondrial beef liver. All of the synthesized and tested compounds showed non-competitive inhibition, suggesting the formation of a stable adduct between the tertiary amine function, linked to the thiazolyl derivatives and the active site of the enzyme. The mechanism of MAO-B inhibition is discussed in terms of the Ionization Potential of the amine nitrogen atom and the conformational flexibility of the inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Catalytic Domain / drug effects
  • Cattle
  • Mitochondria, Liver / enzymology*
  • Models, Theoretical
  • Molecular Conformation
  • Monoamine Oxidase / drug effects*
  • Monoamine Oxidase Inhibitors / pharmacology*
  • Structure-Activity Relationship
  • Thiazoles / pharmacology*

Substances

  • Monoamine Oxidase Inhibitors
  • Thiazoles
  • Monoamine Oxidase