Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column
Abstract Enantioseparation of five β-adrenergic blockers was studied using two mobile phases on a cellulose tris(3‐chloro‐4‐methylphenylcarbamate) (Lux-Cellulose-2) chiral column in normal phase mode. The first mobile phase composed of n-hexane: ethanol: diethylamine 60: 40: 0.1 by volume has succes...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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BMC
2023-03-01
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| Series: | BMC Chemistry |
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| Online Access: | https://doi.org/10.1186/s13065-023-00925-2 |
| _version_ | 1797865698366586880 |
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| author | Ola Ahmed Saleh Amr Mohamed Badawey Hassan Y. Aboul-Enein Marwa Ahmed Fouad |
| author_facet | Ola Ahmed Saleh Amr Mohamed Badawey Hassan Y. Aboul-Enein Marwa Ahmed Fouad |
| author_sort | Ola Ahmed Saleh |
| collection | DOAJ |
| description | Abstract Enantioseparation of five β-adrenergic blockers was studied using two mobile phases on a cellulose tris(3‐chloro‐4‐methylphenylcarbamate) (Lux-Cellulose-2) chiral column in normal phase mode. The first mobile phase composed of n-hexane: ethanol: diethylamine 60: 40: 0.1 by volume has successfully resolved the chromatographic peaks of three pairs of β-adrenergic blockers namely, bisoprolol, carvedilol and atenolol. A mixture of n-hexane: ethanol: diethyl amine 75: 25: 0.1 by volume was used as the second mobile phase to separate the four pairs of enantiomers, metoprolol, carvedilol, nebivolol and atenolol with high resolution values. The mobile phases were pumped at a flow rate 1 mL/min with column temperature 25 °C using a UV detector at 230 nm. Molecular docking simulations of the five pairs of enantiomers was carried out in the cavities of the chiral stationary phase to gain a better understanding of the interaction between analyte enantiomers and chiral stationary phase and to better understand the mechanism of chiral recognition. According to the results, hydrogen bond interactions and π-π- interactions were the main types of interaction involved in the chiral recognition. Molecular dynamics simulation was performed to investigate the solvent effect on the interaction of the five pair of enantiomers in the chiral stationary phase cavity under dynamic conditions. |
| first_indexed | 2024-04-09T23:12:20Z |
| format | Article |
| id | doaj.art-c4f812d9fd2943bea5661865340bcdd7 |
| institution | Directory Open Access Journal |
| issn | 2661-801X |
| language | English |
| last_indexed | 2024-04-09T23:12:20Z |
| publishDate | 2023-03-01 |
| publisher | BMC |
| record_format | Article |
| series | BMC Chemistry |
| spelling | doaj.art-c4f812d9fd2943bea5661865340bcdd72023-03-22T10:19:41ZengBMCBMC Chemistry2661-801X2023-03-0117111410.1186/s13065-023-00925-2Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 columnOla Ahmed Saleh0Amr Mohamed Badawey1Hassan Y. Aboul-Enein2Marwa Ahmed Fouad3Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre (ID: 60014618)Analytical Chemistry Department, Faculty of Pharmacy, Cairo UniversityMedicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre (ID: 60014618)Pharmaceutical Chemistry Department, Faculty of Pharmacy, Cairo UniversityAbstract Enantioseparation of five β-adrenergic blockers was studied using two mobile phases on a cellulose tris(3‐chloro‐4‐methylphenylcarbamate) (Lux-Cellulose-2) chiral column in normal phase mode. The first mobile phase composed of n-hexane: ethanol: diethylamine 60: 40: 0.1 by volume has successfully resolved the chromatographic peaks of three pairs of β-adrenergic blockers namely, bisoprolol, carvedilol and atenolol. A mixture of n-hexane: ethanol: diethyl amine 75: 25: 0.1 by volume was used as the second mobile phase to separate the four pairs of enantiomers, metoprolol, carvedilol, nebivolol and atenolol with high resolution values. The mobile phases were pumped at a flow rate 1 mL/min with column temperature 25 °C using a UV detector at 230 nm. Molecular docking simulations of the five pairs of enantiomers was carried out in the cavities of the chiral stationary phase to gain a better understanding of the interaction between analyte enantiomers and chiral stationary phase and to better understand the mechanism of chiral recognition. According to the results, hydrogen bond interactions and π-π- interactions were the main types of interaction involved in the chiral recognition. Molecular dynamics simulation was performed to investigate the solvent effect on the interaction of the five pair of enantiomers in the chiral stationary phase cavity under dynamic conditions.https://doi.org/10.1186/s13065-023-00925-2Lux-Cellulose-2 chiral columnEnantioseparationβ-adrenergic blockersHPLCMolecular dockingMolecular dynamics |
| spellingShingle | Ola Ahmed Saleh Amr Mohamed Badawey Hassan Y. Aboul-Enein Marwa Ahmed Fouad Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column BMC Chemistry Lux-Cellulose-2 chiral column Enantioseparation β-adrenergic blockers HPLC Molecular docking Molecular dynamics |
| title | Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column |
| title_full | Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column |
| title_fullStr | Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column |
| title_full_unstemmed | Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column |
| title_short | Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column |
| title_sort | enantioseparation quantification molecular docking and molecular dynamics study of five β adrenergic blockers on lux cellulose 2 column |
| topic | Lux-Cellulose-2 chiral column Enantioseparation β-adrenergic blockers HPLC Molecular docking Molecular dynamics |
| url | https://doi.org/10.1186/s13065-023-00925-2 |
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