1-(2'-Bromobenzyl)-6,7-dihydroxy-N-methyl-tetrahydroisoquinoline and 1,2- Demethyl-nuciferine as Agonists in Human D2 Dopamine Receptors

Certain D2-like dopamine receptor (DR) agonists are useful therapeutically as antiparkinsonian drugs, whereas D2-like DR antagonists or partial agonists are proven effective as antipsychotics. Two isoquinoline derivatives, 1-(2'-bromobenzyl)-6,7- dihydroxy-N-methyl-tetrahydroisoquinoline (Br-BT...

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Detalhes bibliográficos
Autores: Silva, Andrea G., Vila, Laura, Marques, Patrice, Moreno, Laura, Loza García, María Isabel, Sanz, María-Jesús, Cortes, Diego, Castro Pérez, María de los Ángeles, Cabedo, Nuria
Formato: artículo
Fecha de publicación:2020
País:España
Recursos:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/39403
Acesso em linha:https://hdl.handle.net/10347/39403
Access Level:acceso abierto
Palavra-chave:Agonists
Assays
Mixtures
Receptors
Silica
3209 Farmacología
Descrição
Resumo:Certain D2-like dopamine receptor (DR) agonists are useful therapeutically as antiparkinsonian drugs, whereas D2-like DR antagonists or partial agonists are proven effective as antipsychotics. Two isoquinoline derivatives, 1-(2'-bromobenzyl)-6,7- dihydroxy-N-methyl-tetrahydroisoquinoline (Br-BTHIQ, 1) and 1,2-demethyl-nuciferine (aporphine 2) were herein synthesized, and their dopaminergic affinity in cloned human D2R, D3R and D4R subtypes and their behavior as agonists/ antagonists was evaluated. They showed affinity values (Ki) for hD2, hD3 and hD4 DR within the nanomolar range. The trends in affinity were hD4R >> hD3R > hD2R for Br-BTHIQ 1, and hD2R > hD4R > hD3R for 1,2-demethyl-nuciferine (2). The functional assays of cAMP signaling at human D2R showed a partial agonist effect for Br-BTHIQ 1 and full agonist behavior for aporphine 2 with EC50 values of 2.95 μM and 10.2 μM, respectively. Therefore, both isoquinolines 1 and 2 have emerged as lead molecules for the synthesis of new therapeutic drugs that ultimately may be useful to prevent schizophrenia and Parkinson’s disease, respectively.