MAOI activity of thiosemicarbazides and related 2-thiazolylhydrazines.
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.
Pignatello
R
R
Cattedra di Tecnica e Legislazione Farmaceutica, Università di Catania, Italy.
Mazzone
S
S
Castelli
F
F
Mazzone
P
P
Raciti
G
G
Mazzone
G
G
D000818:Animals; D001921:Brain / Q000201:enzymology; D002152:Calorimetry, Differential Scanning; D002462:Cell Membrane / Q000378:metabolism; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D005260:Female; D006834:Hydrazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D066298:In Vitro Techniques; D008055:Lipids / Q000737:chemistry; D008297:Male; D008928:Mitochondria / Q000187:drug effects / Q000201:enzymology; D008996:Monoamine Oxidase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D013050:Spectrometry, Fluorescence; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013882:Thiosemicarbazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D006834:Hydrazines; D008055:Lipids; D008996:Monoamine Oxidase Inhibitors; D013844:Thiazoles; D013882:Thiosemicarbazones