Synthesis of novel piperazino-alkyl-1H-benzo[d]imidazole derivates and assessment of their interactions with the D2 dopamine receptor
Autori
Penjišević, JelenaAndrić, Deana
Šukalović, Vladimir
Roglić, Goran
Šoškić, Vukić
Kostić Rajačić, Slađana
Članak u časopisu (Recenzirana verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
A total of 14 novel arylpiperazines were synthesized, and pharmacologically evaluated by measuring their affinities towards the D2 dopamine receptor (D2DR) in a [3H]spiperone competition assay. All herein described compounds consist of a benzimidazole moiety connected to the N-(2-methoxyphenyl)piperazine via linkers of various lengths. Molecular docking analysis and molecular dynamics simulations were performed on D2DR-arylpiperazine complexes with an
objective to explore the receptor-ligand interactions and properties of the receptor binding site. Crystal structure of D2DR that has been published recently was used throughout this study.
The major finding is that high affinity arylpiperazines must interact with both the orthosteric binding site and the extended binding pocket of D2DR and thereforeshould contain a linker of 5 or 6 methylene groups long.
Ključne reči:
arylpiperazines / molecular dynamics / molecular docking / receptor bind siteIzvor:
Journal of the Serbian Chemical Society, 2019, 84, 9, 925-934Izdavač:
- Serbian Chemical Society
Finansiranje / projekti:
- Proučavanje odnosa strukture i aktivnosti novosintetisanih biološki aktivnih supstanci (RS-MESTD-Basic Research (BR or ON)-172032)
Napomena:
- This is the peer-reviewed version of the article: https://doi.org/10.2298/JSC181029104P
- http://cer.ihtm.bg.ac.rs/handle/123456789/3097
DOI: 10.2298/JSC181029104P
ISSN: 0352-5139
WoS: 000489023300001
Scopus: 2-s2.0-85073035002
Institucija/grupa
IHTMTY - JOUR AU - Penjišević, Jelena AU - Andrić, Deana AU - Šukalović, Vladimir AU - Roglić, Goran AU - Šoškić, Vukić AU - Kostić Rajačić, Slađana PY - 2019 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2654 AB - A total of 14 novel arylpiperazines were synthesized, and pharmacologically evaluated by measuring their affinities towards the D2 dopamine receptor (D2DR) in a [3H]spiperone competition assay. All herein described compounds consist of a benzimidazole moiety connected to the N-(2-methoxyphenyl)piperazine via linkers of various lengths. Molecular docking analysis and molecular dynamics simulations were performed on D2DR-arylpiperazine complexes with an objective to explore the receptor-ligand interactions and properties of the receptor binding site. Crystal structure of D2DR that has been published recently was used throughout this study. The major finding is that high affinity arylpiperazines must interact with both the orthosteric binding site and the extended binding pocket of D2DR and thereforeshould contain a linker of 5 or 6 methylene groups long. PB - Serbian Chemical Society T2 - Journal of the Serbian Chemical Society T1 - Synthesis of novel piperazino-alkyl-1H-benzo[d]imidazole derivates and assessment of their interactions with the D2 dopamine receptor VL - 84 IS - 9 SP - 925 EP - 934 DO - 10.2298/JSC181029104P ER -
@article{ author = "Penjišević, Jelena and Andrić, Deana and Šukalović, Vladimir and Roglić, Goran and Šoškić, Vukić and Kostić Rajačić, Slađana", year = "2019", abstract = "A total of 14 novel arylpiperazines were synthesized, and pharmacologically evaluated by measuring their affinities towards the D2 dopamine receptor (D2DR) in a [3H]spiperone competition assay. All herein described compounds consist of a benzimidazole moiety connected to the N-(2-methoxyphenyl)piperazine via linkers of various lengths. Molecular docking analysis and molecular dynamics simulations were performed on D2DR-arylpiperazine complexes with an objective to explore the receptor-ligand interactions and properties of the receptor binding site. Crystal structure of D2DR that has been published recently was used throughout this study. The major finding is that high affinity arylpiperazines must interact with both the orthosteric binding site and the extended binding pocket of D2DR and thereforeshould contain a linker of 5 or 6 methylene groups long.", publisher = "Serbian Chemical Society", journal = "Journal of the Serbian Chemical Society", title = "Synthesis of novel piperazino-alkyl-1H-benzo[d]imidazole derivates and assessment of their interactions with the D2 dopamine receptor", volume = "84", number = "9", pages = "925-934", doi = "10.2298/JSC181029104P" }
Penjišević, J., Andrić, D., Šukalović, V., Roglić, G., Šoškić, V.,& Kostić Rajačić, S.. (2019). Synthesis of novel piperazino-alkyl-1H-benzo[d]imidazole derivates and assessment of their interactions with the D2 dopamine receptor. in Journal of the Serbian Chemical Society Serbian Chemical Society., 84(9), 925-934. https://doi.org/10.2298/JSC181029104P
Penjišević J, Andrić D, Šukalović V, Roglić G, Šoškić V, Kostić Rajačić S. Synthesis of novel piperazino-alkyl-1H-benzo[d]imidazole derivates and assessment of their interactions with the D2 dopamine receptor. in Journal of the Serbian Chemical Society. 2019;84(9):925-934. doi:10.2298/JSC181029104P .
Penjišević, Jelena, Andrić, Deana, Šukalović, Vladimir, Roglić, Goran, Šoškić, Vukić, Kostić Rajačić, Slađana, "Synthesis of novel piperazino-alkyl-1H-benzo[d]imidazole derivates and assessment of their interactions with the D2 dopamine receptor" in Journal of the Serbian Chemical Society, 84, no. 9 (2019):925-934, https://doi.org/10.2298/JSC181029104P . .