A series of 3-(methyleneaminoxy)methylpiperidines (5a-h) and their corresponding N-methyl derivatives (6a-h) with a variety of substituents on the imino carbon were synthesized and tested for their potential antidepressant properties; their capacity to inhibit the re-uptake of biogenic amines (NA, 5-HT and DA) in rabbit brain synaptosomal fractions was also evaluated. The biological results obtained for the piperidine derivatives 5a-h and 6a-h and viloxazine 1, the reference drug, on the 3 re-uptake systems revealed that compounds 5 and 6 are generally able to inhibit biogenic amine uptake. The IC50 values for 5 and 6 were often lower than that of viloxazine 1, in particular for the serotonin- and/or dopamine-uptake systems. A higher activity was found for compounds substituted with at least one phenyl ring on the imino carbon with respect to completely aliphatic systems, and for N-unsubstituted compounds with respect to N-methyl-substituted compounds.

3-(METHYLENEAMINOXY)METHYLPIPERIDINE DERIVATIVES AS UPTAKE INHIBITORS OF BIOGENIC-AMINES IN THE BRAIN SYNAPTOSOMAL FRACTION

LAPUCCI, ANNALINA;LUCACCHINI, ANTONIO;MACCHIA, MARCO;MARTINI, CLAUDIA;NENCETTI, SUSANNA
1994

Abstract

A series of 3-(methyleneaminoxy)methylpiperidines (5a-h) and their corresponding N-methyl derivatives (6a-h) with a variety of substituents on the imino carbon were synthesized and tested for their potential antidepressant properties; their capacity to inhibit the re-uptake of biogenic amines (NA, 5-HT and DA) in rabbit brain synaptosomal fractions was also evaluated. The biological results obtained for the piperidine derivatives 5a-h and 6a-h and viloxazine 1, the reference drug, on the 3 re-uptake systems revealed that compounds 5 and 6 are generally able to inhibit biogenic amine uptake. The IC50 values for 5 and 6 were often lower than that of viloxazine 1, in particular for the serotonin- and/or dopamine-uptake systems. A higher activity was found for compounds substituted with at least one phenyl ring on the imino carbon with respect to completely aliphatic systems, and for N-unsubstituted compounds with respect to N-methyl-substituted compounds.
Balsamo, A; Lapucci, Annalina; Lucacchini, Antonio; Macchia, Marco; Martini, Claudia; Nardini, C; Nencetti, Susanna
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/204102
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