MAOI activity of thiosemicarbazides and related 2-thiazolylhydrazines

Pharmazie. 1994 Apr;49(4):272-6.

Abstract

The preparation is described of hydrazides I, thiosemicarbazides II, III, IV and hydrazinothiazoles VIII, which can be considered as "precursors" or "open models" for the synthesized benzoyl-, benzilidene- and benzyl-hydrazinothiazoles V, VI and VII, analogous to 4-methyl and 4-phenyl substituted derivatives A, B and C, described and tested for their MAOI activity in a previous paper. Biochemical assay on the new prepared compounds allowed us to better clarify the structure-activity relationship also of compounds A, B and C of the precedent note. Moreover, on a group of derivatives, which showed a higher activity, a further test was performed to observe the possible correlation between MAOI activity and both their lipophilicity and ability in interacting with liposome bilayers, taken as a model of cell membrane.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Brain / enzymology
  • Calorimetry, Differential Scanning
  • Cell Membrane / metabolism
  • Chemical Phenomena
  • Chemistry, Physical
  • Female
  • Hydrazines / chemical synthesis*
  • Hydrazines / chemistry
  • Hydrazines / pharmacology
  • In Vitro Techniques
  • Lipids / chemistry
  • Male
  • Mitochondria / drug effects
  • Mitochondria / enzymology
  • Monoamine Oxidase Inhibitors / chemical synthesis*
  • Monoamine Oxidase Inhibitors / chemistry
  • Monoamine Oxidase Inhibitors / pharmacology
  • Rats
  • Spectrometry, Fluorescence
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry
  • Thiazoles / pharmacology
  • Thiosemicarbazones / chemical synthesis*
  • Thiosemicarbazones / chemistry
  • Thiosemicarbazones / pharmacology

Substances

  • Hydrazines
  • Lipids
  • Monoamine Oxidase Inhibitors
  • Thiazoles
  • Thiosemicarbazones