Synthesis and dopaminergic features of six novel 3-arylpiperidines
Апстракт
Four substituted 3-aryl-1-{2-[5-(1H-benzimidazole)]ethyl}piperidines and two 3-aryl-1-{2-[6-(1,4-dihydroxyquinoxaline-2,3-dione)]ethyl} piperidines were synthesized, characterized and evaluated for in vitro binding affinity at the D1 and D2 dopamine and 5-HT1A serotonin receptors using synaptosomal membranes of fresh bovine caudate nuclei and hippocampi as a source of the dopamine and serotonin receptors, respectively, and the corresponding specific radioligands. All six novel compounds expressed no binding affinity at the D1 and 5-HT1A receptors. Derivatives of 1,4- dihydroxyquinoxaline-2,3-dione (compounds 8a and 8b) and of 2- dihalomethylbenzimidazole (ligands 9 and 10) were moderate competitors of [ 3 H]spiperone binding at the D2 dopamine receptors. However, benzimidazole- 2-thiones (compounds 7a and 7b) behaved as selective D2 receptor ligands with the binding affinity in the nanomolar range of concentrations.
Кључне речи:
binding affinity / Dopamine Agents / Dopamine Receptors / Piperidines / serotoninergic systemИзвор:
Bollettino Chimico Farmaceutico, 1998, 137, 10, 417-421Институција/група
IHTMTY - JOUR AU - Kostić Rajačić, Slađana AU - Šoškić, Vukić AU - Joksimovic, J PY - 1998 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2826 AB - Four substituted 3-aryl-1-{2-[5-(1H-benzimidazole)]ethyl}piperidines and two 3-aryl-1-{2-[6-(1,4-dihydroxyquinoxaline-2,3-dione)]ethyl} piperidines were synthesized, characterized and evaluated for in vitro binding affinity at the D1 and D2 dopamine and 5-HT1A serotonin receptors using synaptosomal membranes of fresh bovine caudate nuclei and hippocampi as a source of the dopamine and serotonin receptors, respectively, and the corresponding specific radioligands. All six novel compounds expressed no binding affinity at the D1 and 5-HT1A receptors. Derivatives of 1,4- dihydroxyquinoxaline-2,3-dione (compounds 8a and 8b) and of 2- dihalomethylbenzimidazole (ligands 9 and 10) were moderate competitors of [ 3 H]spiperone binding at the D2 dopamine receptors. However, benzimidazole- 2-thiones (compounds 7a and 7b) behaved as selective D2 receptor ligands with the binding affinity in the nanomolar range of concentrations. T2 - Bollettino Chimico Farmaceutico T1 - Synthesis and dopaminergic features of six novel 3-arylpiperidines VL - 137 IS - 10 SP - 417 EP - 421 UR - https://hdl.handle.net/21.15107/rcub_cer_2826 ER -
@article{ author = "Kostić Rajačić, Slađana and Šoškić, Vukić and Joksimovic, J", year = "1998", abstract = "Four substituted 3-aryl-1-{2-[5-(1H-benzimidazole)]ethyl}piperidines and two 3-aryl-1-{2-[6-(1,4-dihydroxyquinoxaline-2,3-dione)]ethyl} piperidines were synthesized, characterized and evaluated for in vitro binding affinity at the D1 and D2 dopamine and 5-HT1A serotonin receptors using synaptosomal membranes of fresh bovine caudate nuclei and hippocampi as a source of the dopamine and serotonin receptors, respectively, and the corresponding specific radioligands. All six novel compounds expressed no binding affinity at the D1 and 5-HT1A receptors. Derivatives of 1,4- dihydroxyquinoxaline-2,3-dione (compounds 8a and 8b) and of 2- dihalomethylbenzimidazole (ligands 9 and 10) were moderate competitors of [ 3 H]spiperone binding at the D2 dopamine receptors. However, benzimidazole- 2-thiones (compounds 7a and 7b) behaved as selective D2 receptor ligands with the binding affinity in the nanomolar range of concentrations.", journal = "Bollettino Chimico Farmaceutico", title = "Synthesis and dopaminergic features of six novel 3-arylpiperidines", volume = "137", number = "10", pages = "417-421", url = "https://hdl.handle.net/21.15107/rcub_cer_2826" }
Kostić Rajačić, S., Šoškić, V.,& Joksimovic, J.. (1998). Synthesis and dopaminergic features of six novel 3-arylpiperidines. in Bollettino Chimico Farmaceutico, 137(10), 417-421. https://hdl.handle.net/21.15107/rcub_cer_2826
Kostić Rajačić S, Šoškić V, Joksimovic J. Synthesis and dopaminergic features of six novel 3-arylpiperidines. in Bollettino Chimico Farmaceutico. 1998;137(10):417-421. https://hdl.handle.net/21.15107/rcub_cer_2826 .
Kostić Rajačić, Slađana, Šoškić, Vukić, Joksimovic, J, "Synthesis and dopaminergic features of six novel 3-arylpiperidines" in Bollettino Chimico Farmaceutico, 137, no. 10 (1998):417-421, https://hdl.handle.net/21.15107/rcub_cer_2826 .