Investigation of spectroscopic properties and molecular dynamics simulations of the interaction of mebendazole with β-cyclodextrin

Yousef, Fakhri O.; Ghanem, Raed; Al-Sou’od, Khaldoun A.; Alsarhan, Asia; Abuflaha, Rasha; Bodoor, Khaled; Assaf, Khaleel I.; El‐Barghouthi, Musa I.

doi:10.1007/s13738-020-02006-w

Cited by 4 publications

(1 citation statement)

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“…Recently, benzimidazole compounds showed pharmacological activities and are used as drugs as antifungal, antioxidant, anti-in ammatory, anticancer antiviral, anti-parasitic and anthelminthic drugs [14][15][16]. However, the low aqueous solubility the use of benzimidazole compounds limits its bioavailability, provoking many workers to seek to raise their solubility via using different supramolecules as capping agents and surfactants [17]. The supramolecules acts a competitive substrate and binds to the drug.…”

Section: Introductionmentioning

confidence: 99%

A computational study on the complexation of bisbenzimidazolyl derivatives with cucurbituril and cyclohexylcucurbituril

Venkataramanan

Suvitha²,

Sahara

et al. 2021

J Incl Phenom Macrocycl Chem

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The binding properties of 1,w-bisbenzimidazolyl derivatives with cucurbit[6]uril (CB6) and cyclohexanocucurbit [6]uril (CCB6) host, for 1:1 stoichiometry, have been studied using density functional theory. The distance between the two benimidazole acidic hydrogen's along with the exible butyl spacer group play a vital role in the complexation with host. The energetic analysis exhibits strong complexation ability of guests with CB6 than CCB6 host. The computed enthalpy and free energy change were negative indicating the encapsulation process to be spontaneous and thermodynamically favorable and enthalpy driven. The global reactivity descriptors based charge transfer calculations show that charge transfer occurs from the guest to host molecule which was supported by the electron density difference map. The main factors for the higher stability of stable complex was the presence of C-H••••O = C hydrogen bonding interactions in addition to the weak CAIM topological parameters and NCI analysis reveals the existence of weak interaction, mainly of electrostatic in nature and more number of hydrogen bonds are present in stable complexes. EDA analysis demonstrates the presence of noncovalent and electrostatic interaction with partial covalent character in the encapsulated complexes. The lower stability of CCB6 complexes compare to CB6 are due to the presence of positive V s,max values of cyclohexanone methylene hydrogen's on CCB6 host.

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