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Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy
Haloperidol (HPL) is a typical antipsychotic drug used to treat acute psychotic conditions, delirium, and schizophrenia. Solid charge transfer (CT) products of HPL with 7,7,8,8-tetracyanoquinodimethane (TCNQ) and picric acid (PA) have not been reported till date. Therefore, we conducted this study t...
Autores principales: | , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9146347/ https://www.ncbi.nlm.nih.gov/pubmed/35630772 http://dx.doi.org/10.3390/molecules27103295 |
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author | Alamri, Abdulhakeem S. Alhomrani, Majid Alsanie, Walaa F. Alyami, Hussain Shakya, Sonam Habeeballah, Hamza Alamri, Abdulwahab Alzahrani, Omar Alzahrani, Ahmed S. Alkhatabi, Heba A. Felimban, Raed I. Alhabeeb, Abdulhameed Abdullah Raafat, Bassem M. Refat, Moamen S. Gaber, Ahmed |
author_facet | Alamri, Abdulhakeem S. Alhomrani, Majid Alsanie, Walaa F. Alyami, Hussain Shakya, Sonam Habeeballah, Hamza Alamri, Abdulwahab Alzahrani, Omar Alzahrani, Ahmed S. Alkhatabi, Heba A. Felimban, Raed I. Alhabeeb, Abdulhameed Abdullah Raafat, Bassem M. Refat, Moamen S. Gaber, Ahmed |
author_sort | Alamri, Abdulhakeem S. |
collection | PubMed |
description | Haloperidol (HPL) is a typical antipsychotic drug used to treat acute psychotic conditions, delirium, and schizophrenia. Solid charge transfer (CT) products of HPL with 7,7,8,8-tetracyanoquinodimethane (TCNQ) and picric acid (PA) have not been reported till date. Therefore, we conducted this study to investigate the donor–acceptor CT interactions between HPL (donor) and TCNQ and PA (π-acceptors) in liquid and solid states. The complete spectroscopic and analytical analyses deduced that the stoichiometry of these synthesized complexes was 1:1 molar ratio. Molecular docking calculations were performed for HPL as a donor and the resulting CT complexes with TCNQ and PA as acceptors with two protein receptors, serotonin and dopamine, to study the comparative interactions among them, as they are important neurotransmitters that play a large role in mental health. A molecular dynamics simulation was ran for 100 ns with the output from AutoDock Vina to refine docking results and better examine the molecular processes of receptor–ligand interactions. When compared to the reactant donor, the CT complex [(HPL)(TCNQ)] interacted with serotonin and dopamine more efficiently than HPL only. CT complex [(HPL)(TCNQ)] with dopamine (CTtD) showed the greatest binding energy value among all. Additionally, CTtD complex established more a stable interaction with dopamine than HPL–dopamine. |
format | Online Article Text |
id | pubmed-9146347 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-91463472022-05-29 Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy Alamri, Abdulhakeem S. Alhomrani, Majid Alsanie, Walaa F. Alyami, Hussain Shakya, Sonam Habeeballah, Hamza Alamri, Abdulwahab Alzahrani, Omar Alzahrani, Ahmed S. Alkhatabi, Heba A. Felimban, Raed I. Alhabeeb, Abdulhameed Abdullah Raafat, Bassem M. Refat, Moamen S. Gaber, Ahmed Molecules Article Haloperidol (HPL) is a typical antipsychotic drug used to treat acute psychotic conditions, delirium, and schizophrenia. Solid charge transfer (CT) products of HPL with 7,7,8,8-tetracyanoquinodimethane (TCNQ) and picric acid (PA) have not been reported till date. Therefore, we conducted this study to investigate the donor–acceptor CT interactions between HPL (donor) and TCNQ and PA (π-acceptors) in liquid and solid states. The complete spectroscopic and analytical analyses deduced that the stoichiometry of these synthesized complexes was 1:1 molar ratio. Molecular docking calculations were performed for HPL as a donor and the resulting CT complexes with TCNQ and PA as acceptors with two protein receptors, serotonin and dopamine, to study the comparative interactions among them, as they are important neurotransmitters that play a large role in mental health. A molecular dynamics simulation was ran for 100 ns with the output from AutoDock Vina to refine docking results and better examine the molecular processes of receptor–ligand interactions. When compared to the reactant donor, the CT complex [(HPL)(TCNQ)] interacted with serotonin and dopamine more efficiently than HPL only. CT complex [(HPL)(TCNQ)] with dopamine (CTtD) showed the greatest binding energy value among all. Additionally, CTtD complex established more a stable interaction with dopamine than HPL–dopamine. MDPI 2022-05-20 /pmc/articles/PMC9146347/ /pubmed/35630772 http://dx.doi.org/10.3390/molecules27103295 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Alamri, Abdulhakeem S. Alhomrani, Majid Alsanie, Walaa F. Alyami, Hussain Shakya, Sonam Habeeballah, Hamza Alamri, Abdulwahab Alzahrani, Omar Alzahrani, Ahmed S. Alkhatabi, Heba A. Felimban, Raed I. Alhabeeb, Abdulhameed Abdullah Raafat, Bassem M. Refat, Moamen S. Gaber, Ahmed Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy |
title | Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy |
title_full | Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy |
title_fullStr | Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy |
title_full_unstemmed | Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy |
title_short | Enhancement of Haloperidol Binding Affinity to Dopamine Receptor via Forming a Charge-Transfer Complex with Picric Acid and 7,7,8,8-Tetracyanoquinodimethane for Improvement of the Antipsychotic Efficacy |
title_sort | enhancement of haloperidol binding affinity to dopamine receptor via forming a charge-transfer complex with picric acid and 7,7,8,8-tetracyanoquinodimethane for improvement of the antipsychotic efficacy |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9146347/ https://www.ncbi.nlm.nih.gov/pubmed/35630772 http://dx.doi.org/10.3390/molecules27103295 |
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