Inhibition of rat liver mitochondrial monoamine oxidase by hydrazine-thiazole derivatives: structure-activity relationships.
The purpose of this research is to study the relationship between chemical structure and inhibitory activity of some hydrazine-thiazole derivatives on rat liver mitochondria monoamine oxidase (MAO). Forty-five compounds belonging to three series of hydrazine-thiazole derivatives, with either alkylic or arylic substituents in the thiazole ring, were tested. The highest inhibitory activity was observed with piperonyl derivatives 25 and 40, which contain a 4-methyl group in the thiazole nucleus. The structure-activity relationship of MAO inhibitors was established in relation to hydrophobic, electronic and steric hindrance parameters. A mechanism of enzyme inhibition was proposed based on the calculation of HOMO energies.
Raciti
G
G
Istituto di Scienze Biochimiche e Farmacologiche, Universita' di Catania, Italy.
Mazzone
P
P
Raudino
A
A
Mazzone
G
G
Cambria
A
A
D000818:Animals; D005260:Female; D006834:Hydrazines / Q000494:pharmacology*; D008297:Male; D008930:Mitochondria, Liver / Q000201:enzymology*; D008996:Monoamine Oxidase Inhibitors / Q000494:pharmacology*; D051381:Rats; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000494:pharmacology*
D006834:Hydrazines; D008996:Monoamine Oxidase Inhibitors; D013844:Thiazoles