A Molecular docking study to predict enantioseparation of some chiral carboxylic acid derivatives by methyl-β-cyclodextrin

Abstract

Abstract. A molecular docking study, using molecular mechanics calculations with Arguslab, was used to help predict the enantioseparation of some guest molecules of chiral carboxylic acid derivatives by heptakis-2,6-di-O-methyl-β-cyclodextrin (DIMEB) and heptakis-2,3,6-tri-O-methyl-β-cyclodextrin (TRIMEB) as host molecules. The small differences in the binding free energy values (∆∆G) obtained from Arguslab did not indicate any significant enantioseparation. From the molecular docking simulation results, it is predicted that in the case of DIMEB as host molecule, R-enantiomer of Etodolac, Fenoprofen, Indoprofen, Ketorolac, and Naproxen will be eluted first than S-enantiomer; However, S-enantiomer of Carprofen, Flurbiprofen, Ketoprofen, Pirprofen, Proglumide, Sulindac, Surprofen, and Zaltoprofen will be eluted first than R-enantiomer by DIMEB as host molecule. When TRIMEB is used as a host molecule, R-enantiomer of Carprofen, Flurbiprofen, Indoprofen, Ketoprofen, Naproxen, Pirprofen, and Surprofen will be eluted first than S-enantiomer; However, S-enantiomer of Etodolac, Fenoprofen, Ketorolac, Proglumide, Sulindac and Zaltoprofen will be eluted first than R-enantiomer by TRIMEB as host molecule.

β-Cyclodextrin/Isopentyl Caffeate Inclusion Complex: Synthesis, Characterization and Antileishmanial Activity

“…Molecular docking was used to predict possible molecular arrangements between ICaf and β-CD, type of bond involved and the spatial conformation of the inclusion complex. This analysis was carried out by testing different forms of molecular arrangements until an arrangement with the lowest energy value was obtained as it is most likely to justify the interaction [ 30 , 31 ]. The molecular structure of β-CD is shown in Figure 6 A,C.…”

Prediction of Enantioseparation of Econazole on the Cyclodextrin Derivatives as Chiral Selectors by Molecular Docking Approach

“…The ΔG value of S-β-CD/R-Econazole and S-β-CD/S-Econazole docked using Autodock Vina software are shown in Table 2 and Figure 4. The negative value of ΔG indicates that the inclusion complex formed is stable [24]. Table 2.…”

Hepatoprotective Effect Associated with Alkaloids from Corydalis tomentella Franch. based on Network Pharmacology, Molecular Docking and in Vitro Experiment

“…[10] Molecular docking is a method of molecular mechanics, which is widely used in computer-aided drug design. [11] In this study, 41 isoquinoline alkaloids and derivatives from C. tomentella and 61 related targets were selected. Based on the network pharmacology, the hepatoprotective activities and potential targets of alkaloids of C. tomentella were explored and verified by cell experiments and molecular docking.…”

“…Network pharmacology is a method to explore the treatment of diseases by analyzing the chemical‐target and protein‐protein interactions, which can be used to speculate the potential targets and mechanisms of drug [10] . Molecular docking is a method of molecular mechanics, which is widely used in computer‐aided drug design [11] …”