Conformational Investigation of the Encapsulation of Nicotinic Acid Into β‐Cyclodextrin

Abstract

In the current paper, we report the theoretical study of the ability of the β‐cyclodextrin as encapsulate Vitamin B3 forming the inclusion complex systems. Due to its critical physiological roles, the inclusion phenomenon is increasingly an important area to protect drugs against conjugation and metabolic inactivation. The system (NA@β‐CD) formed by 1 : 1 host‐guest stoichiometry of Nicotinic acid (NA) and β‐cyclodextrin (β‐CD) was investigated by using the density functional theory when including the dispersion correction with the B97‐D3 functional and 6‐31G* basis set in water using a continuum solvent model (SMD) and in a vacuum. In the docking process, two models of complications were assessed. Moreover, in order to examine the quality and the nature of the bond forming during the complexation process, the natural orbital analysis (NBO) and Quantum Theory of Atoms in Molecule Analysis (QTAIM) were employed. The Non‐Covalent Interaction Analysis (NCI) illustrates H‐bonds, Van der Waals and steric repulsion. The Energy Decomposition Analysis (EDA) results reveal that dispersion ΔEdisp interaction followed by electrostatic attraction ΔEelstat contributes mainly to the attractive terms.

A computational study of the inclusion of β-cyclodextrin and nicotinic acid: DFT, DFT-D, NPA, NBO, QTAIM, and NCI-RDG studies

“…In recent years, different researchers are interested [9,10] in the detailed description of β-cyclodextrin host-guest systems and inclusion driving forces using quantum mechanical methods such as semi-empirical and density functional theory (DFT) [11,12]. Guendouzi et al [13] investigate 1:1 encapsulation of NA with β-CD in the light of DFT using the Becke 97 method with D3 dispersion correction [14] and inspect complex proprieties taking into account the ionic form of NA.…”

Synthesis and Characterization of Water Soluble Diethylenetriamine‐β‐Cyclodextrin/Ethinylestradiol Inclusion Complex

“…In recent years, cyclodextrins (CD) have aroused increasing interest on account of their ability to combine with hydrophobic substance forming an inclusion complex to enhance their solubility. [12][13][14][15][16] CD are cyclic oligosaccharides produced by starch, [17] such as α-CD, β-CD, γ-CD and some modified CD have good affinity for various compounds. [18][19][20] Based on this property, CD have been widely used to form inclusion complexes with hydrophobic drugs by the host-guest interaction, improving the solubility, [21] dissolution rate [22] and bioavailability [23] of the including hydrophobic drugs.…”

“…In recent years, cyclodextrins (CD) have aroused increasing interest on account of their ability to combine with hydrophobic substance forming an inclusion complex to enhance their solubility [12–16] . CD are cyclic oligosaccharides produced by starch, [17] such as α‐CD, β‐CD, γ‐CD and some modified CD have good affinity for various compounds [18–20] .…”

An Electrochemical Sensor for Selective Detection of Cu2+ by using a self-Assembled Cu Coordinated β-cyclodextrin- nitrogen-Doped Carbon Quantum Dots Composite

“…15,16 β-Cyclodextrin (β-CD) is a cage-like supramolecular structure with a hollow conical cavity that can selectively accommodate the molecules to be tested. 17 Using the ability of the hydrophobic cavity of β-CD to generate inclusion complexes, many substances can form complexes with cyclodextrin to achieve stable physicochemical properties of the inclusion complexes. 18 At the same time, it can reduce oxidation, 19 passivate photosensitivity and heat sensitivity, and reduce volatility.…”