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J Pharmacol Exp Ther ; 344(1): 113-23, 2013 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-23010362

RESUMEN

The interaction of the selective norepinephrine reuptake inhibitor (-)-reboxetine with the human α4ß2 nicotinic acetylcholine receptor (nAChR) in different conformational states was studied by several functional and structural approaches. Patch-clamp and Ca(2+)-influx results indicate that (-)-reboxetine does not activate hα4ß2 nAChRs via interaction with the orthosteric sites, but inhibits agonist-induced hα4ß2 activation by a noncompetitive mechanism. Consistently, the results from the electrophysiology-based functional approach suggest that (-)-reboxetine may act via open channel block; therefore, it is capable of producing a use-dependent type of inhibition of the hα4ß2 nAChR function. We tested whether (-)-reboxetine binds to the luminal [(3)H]imipramine site. The results indicate that, although (-)-reboxetine binds with low affinity to this site, it discriminates between the resting and desensitized hα4ß2 nAChR ion channels. Patch-clamp results also indicate that (-)-reboxetine progressively inhibits the hα4ß2 nAChR with two-fold higher potency at the end of one-second application of agonist, compared with the peak current. The molecular docking studies show that (-)-reboxetine blocks the ion channel at the level of the imipramine locus, between M2 rings 6' and 14'. In addition, we found a (-)-reboxetine conformer that docks in the helix bundle of the α4 subunit, near the middle region. According to molecular dynamics simulations, (-)-reboxetine binding is stable for both sites, albeit less stable than imipramine. The interaction of these drugs with the helix bundle might alter allostericaly the functionality of the channel. In conclusion, the clinical action of (-)-reboxetine may be produced (at least partially) by its inhibitory action on hα4ß2 nAChRs.


Asunto(s)
Inhibidores de Captación Adrenérgica/farmacología , Morfolinas/farmacología , Receptores Nicotínicos/metabolismo , Inhibidores de Captación Adrenérgica/química , Alcaloides/metabolismo , Animales , Azocinas/metabolismo , Compuestos Bicíclicos Heterocíclicos con Puentes/antagonistas & inhibidores , Compuestos Bicíclicos Heterocíclicos con Puentes/farmacología , Calcio/metabolismo , Relación Dosis-Respuesta a Droga , Fenómenos Electrofisiológicos , Células Epiteliales/efectos de los fármacos , Células HEK293 , Humanos , Imipramina/metabolismo , Modelos Moleculares , Conformación Molecular , Morfolinas/química , Agonistas Nicotínicos/farmacología , Técnicas de Placa-Clamp , Piridinas/antagonistas & inhibidores , Piridinas/farmacología , Quinolizinas/metabolismo , Ensayo de Unión Radioligante , Reboxetina , Receptores Nicotínicos/química , Receptores Nicotínicos/efectos de los fármacos , Torpedo
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