Efficient microwave combinatorial synthesis of novel indolic arylpiperazine derivatives as serotoninergic ligands.
An easy and convenient microwave-assisted synthesis of a small library of indolic arylpiperazine derivatives is described. Parallel and mixed pool combinatorial methods are reported and compared. The described reactions are nucleophilic substitutions of several aromatic piperazines in presence of K(2)CO(3). Good yields and short reaction times are the main aspect of these procedures. Binding assays shed additional light on the influence of the LCAPs on the 5-HT(1A), 5-HT(2A) and 5-HT(2C) receptors affinity and allowed to disclose three interesting compounds as 5-HT(2C), mixed 5-HT(2A)/5-HT(2C) and 5-HT(1A)/5-HT(2C) ligands (4i, 4l and 4d, respectively), with potential antiepileptic, anxiolytic or atypical antipsychotic agent therapeutical profiles.
Frecentese
Francesco
F
Dipartimento di Chimica Farmaceutica e Tossicologica, Università di Napoli, Via D Montesano 49, 80131 Naples, Italy.
Fiorino
Ferdinando
F
Perissutti
Elisa
E
Severino
Beatrice
B
Magli
Elisa
E
Esposito
Antonella
A
De Angelis
Francesca
F
Massarelli
Paola
P
Nencini
Cristina
C
Viti
Barbara
B
Santagada
Vincenzo
V
Caliendo
Giuseppe
G
D000818:Animals; D020650:Combinatorial Chemistry Techniques; D004353:Drug Evaluation, Preclinical; D007211:Indoles / Q000737:chemistry*; D008024:Ligands; D008297:Male; D008872:Microwaves; D000077489:Piperazine; D010879:Piperazines / Q000737:chemistry* / Q000378:metabolism*; D051381:Rats; D017207:Rats, Sprague-Dawley; D011985:Receptors, Serotonin / Q000378:metabolism; D012701:Serotonin / Q000378:metabolism*
D007211:Indoles; D008024:Ligands; D010879:Piperazines; D011985:Receptors, Serotonin; D000077489:Piperazine; D012701:Serotonin; C030374:indole