Synthesis, binding properties and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, mixed ligands of D2 and 5-HT1A receptors
Само за регистроване кориснике
2008
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
In this publication we are describing synthesis, binding properties, and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, a new compounds with potential antipsychotics properties. Affinity towards the dopamine D1-like and D2-like, and serotonin 5-HT1A receptors was evaluated using the radioligand binding assays. All compounds tested had affinity for the D2-like and 5-HT1A receptors, but were inactive towards the D1-like receptor. Halogenated 6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles showed higher affinity compared to their nonhalogenated congeners. In silico docking analysis of selected ligands was performed in order to explain the results of binding assays. Our analysis suggests that stabilizing interactions between the halogen atom at the benzimidazole ring and the Ser-122 of the D2-like and Trp-358 of the 5-HT1A receptor. Energy contributions for these interactions were calculated using the ab initio method.
Кључне речи:
Dopamine receptor / Rational drug design / Serotonin receptorИзвор:
European Journal of Medicinal Chemistry, 2008, 43, 8, 1696-1705Издавач:
- Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
Финансирање / пројекти:
- Синтеза и карактеризација биолошки активних супстанци и компјутерска симулација биолошких система (RS-MESTD-MPN2006-2010-142009)
DOI: 10.1016/j.ejmech.2007.09.027
ISSN: 0223-5234
PubMed: 18006194
WoS: 000259161600014
Scopus: 2-s2.0-48049117780
Институција/група
IHTMTY - JOUR AU - Andrić, Deana AU - Roglić, Goran AU - Šukalović, Vladimir AU - Šoškić, Vukić AU - Kostić Rajačić, Slađana PY - 2008 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/449 AB - In this publication we are describing synthesis, binding properties, and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, a new compounds with potential antipsychotics properties. Affinity towards the dopamine D1-like and D2-like, and serotonin 5-HT1A receptors was evaluated using the radioligand binding assays. All compounds tested had affinity for the D2-like and 5-HT1A receptors, but were inactive towards the D1-like receptor. Halogenated 6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles showed higher affinity compared to their nonhalogenated congeners. In silico docking analysis of selected ligands was performed in order to explain the results of binding assays. Our analysis suggests that stabilizing interactions between the halogen atom at the benzimidazole ring and the Ser-122 of the D2-like and Trp-358 of the 5-HT1A receptor. Energy contributions for these interactions were calculated using the ab initio method. PB - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux T2 - European Journal of Medicinal Chemistry T1 - Synthesis, binding properties and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, mixed ligands of D2 and 5-HT1A receptors VL - 43 IS - 8 SP - 1696 EP - 1705 DO - 10.1016/j.ejmech.2007.09.027 ER -
@article{ author = "Andrić, Deana and Roglić, Goran and Šukalović, Vladimir and Šoškić, Vukić and Kostić Rajačić, Slađana", year = "2008", abstract = "In this publication we are describing synthesis, binding properties, and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, a new compounds with potential antipsychotics properties. Affinity towards the dopamine D1-like and D2-like, and serotonin 5-HT1A receptors was evaluated using the radioligand binding assays. All compounds tested had affinity for the D2-like and 5-HT1A receptors, but were inactive towards the D1-like receptor. Halogenated 6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles showed higher affinity compared to their nonhalogenated congeners. In silico docking analysis of selected ligands was performed in order to explain the results of binding assays. Our analysis suggests that stabilizing interactions between the halogen atom at the benzimidazole ring and the Ser-122 of the D2-like and Trp-358 of the 5-HT1A receptor. Energy contributions for these interactions were calculated using the ab initio method.", publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux", journal = "European Journal of Medicinal Chemistry", title = "Synthesis, binding properties and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, mixed ligands of D2 and 5-HT1A receptors", volume = "43", number = "8", pages = "1696-1705", doi = "10.1016/j.ejmech.2007.09.027" }
Andrić, D., Roglić, G., Šukalović, V., Šoškić, V.,& Kostić Rajačić, S.. (2008). Synthesis, binding properties and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, mixed ligands of D2 and 5-HT1A receptors. in European Journal of Medicinal Chemistry Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 43(8), 1696-1705. https://doi.org/10.1016/j.ejmech.2007.09.027
Andrić D, Roglić G, Šukalović V, Šoškić V, Kostić Rajačić S. Synthesis, binding properties and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, mixed ligands of D2 and 5-HT1A receptors. in European Journal of Medicinal Chemistry. 2008;43(8):1696-1705. doi:10.1016/j.ejmech.2007.09.027 .
Andrić, Deana, Roglić, Goran, Šukalović, Vladimir, Šoškić, Vukić, Kostić Rajačić, Slađana, "Synthesis, binding properties and receptor docking of 4-halo-6-[2-(4-arylpiperazin-1-yl)ethyl]-1H-benzimidazoles, mixed ligands of D2 and 5-HT1A receptors" in European Journal of Medicinal Chemistry, 43, no. 8 (2008):1696-1705, https://doi.org/10.1016/j.ejmech.2007.09.027 . .