Naphthylisopropylamine and N-benzylamphetamine derivatives as monoamine oxidase inhibitorsReport as inadecuate

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A series of naphthylisopropylamine and N-benzyl-4-methylthioamphetamine derivatives were evaluatedas monoamine oxidase inhibitors. Their potencies were compared with those of a series of amphetaminederivatives, to test if the increase of electron richness of the aromatic ring and overall size of the moleculemight improve their potency as enzyme inhibitors. Molecular dockings were performed to gain insightregarding the binding mode of these inhibitors and rationalize their different potencies. In the case ofnaphthylisopropylamine derivatives, the increased electron-donating capacity and size of the aromaticmoiety resulting from replacement of the phenyl ring of amphetamine derivatives by a naphthalene systemresulted in more potent compounds. In the other case, extension of the arylisopropylamine moleculeby N-benzylation of the amino group led to a decrease in potency as monoamine oxidase inhibitors.

Author: Vilches-Herrera, Marcelo; - Miranda-Sepúlveda, Juan; - Rebolledo-Fuentes, Marco; - Fierro, Angélica; - Iturriaga Vásquez, Patr



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