Enantioseparation, quantification, molecular docking and molecular dynamics study of five β-adrenergic blockers on Lux-Cellulose-2 column

Table 8 Docking results of the enantiomers of five β‐adrenergic blockers with Lux-Cellulose-2 [Cellulose tris (3-chloro-4-methylphenylcarbamate)]

Compound	Docking score (Kcal/mol)	ΔΔE	Number of Interactions	Type of interactions	Binding site		Bond length (Å)
Compound	Docking score (Kcal/mol)	ΔΔE	Number of Interactions	Type of interactions	Enantiomer	CSP	Bond length (Å)
S-metoprolol	− 6.034	0.071	1	H-bond	Methoxy oxygen	Carbamate NH	2.19
R-metoprolol	− 6.105		2	H-bond	NH nitrogen	Carbamate NH	2.34
R-metoprolol	− 6.105		2	π-alkyl	Propyl side chain	3-Chloro-4-methylphenyl	4.13
R-bisoprolol	− 6.24	0.120	3	H-bond	Propoxy oxygen	Carbamate NH	2.34
				H-bond	Hydroxylic oxygen	Carbamate NH	2.10
				π-alkyl	Benzyl	3-Chloro-4-methylphenyl	2.90
S-bisoprolol	− 6.36		1	π-π- stacking	Benzyl	3-Chloro-4-methylphenyl	3.89
S,R,R,R-nebivolol	− 6.46	0.260	1	H-bond	Hydroxylic oxygen	Carbamate NH	2.07
R,S,S,S-nebivolol	− 6.72		2	H-bond	Hydroxylic oxygen	Carbamate NH	2.12
R,S,S,S-nebivolol	− 6.72		2	H-bond	OH group	Carbamate C=O	2.94
R-carvedilol	− 6.88	0.340	1	π-alkyl	Carbazole	3-Chloro-4-methylphenyl	3.50
S-carvedilol	− 7.22		2	H-bond	NH of the side chain	Carbamate NH	2.11
S-carvedilol	− 7.22		2	H-bond	OH group	Carbamate C=O	2.48
S-atenolol	− 8.367	0.300	2	H-bond	OH group	Carbamate C=O	2.96
S-atenolol	− 8.367		2	halogen bond	Amidic NH	Chloro substituent	3.37
R-atenolol	− 8.667		3	π-π- stacking	Phenyl group	3-Chloro-4-methylphenyl groups	3.83
				H-bond	C=O	Carbamate NH	2.23
				H-bond	Amidic NH	Carbamate C=O	2.12

ISSN: 2661-801X