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Quantitative conformational stability host-guest complex of Carvacrol and Thymol with β-cyclodextrin: a theoretical investigation

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Abstract

In this research paper, we describe a study on the inclusion complex formation between both of the most important antioxidants Carvacrol, Thymol and beta-cyclodextrin (\(\beta-CD\)). We use docking and quantum chemical calculations to ascertain the capability of the nano hydrophobic cavity of beta-cyclodextrin (\(\beta-CD\)) to encapsulate Carvacrol and Thymol compounds (X), the formation of 1:1 a stoichiometry ratio of host-guest inclusion complex (\(X@\beta-CD\)) in the gas and solution phase using different quantum mechanical methods including semi-empirical (PM6), ab initio (HF), and density functional theory (B3LYP), all HF and DFT calculations have been performed with the 6-31G and 6-31+G(d) basis sets. Two modes of complexation were taken into consideration ‘orientation’. The results obtained with B3LYP/6-31+G(d) method clearly indicate that the complexes formed are energetically favored with or without solvent. Two groups of conformers were found.

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Acknowledgements

The authors thanks ministry of higher education and scientific research of algeria (MESRS) and the HPC ressources of UCI-UABT of the University Abou Bekr Belkaïd of Tlemcen for financial support in this research.

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  1. Department of Chemistry, Faculty of Sciences, University of Saida, PB 138, 20000, Saida, Algeria

    Abdelkrim Guendouzi, Houari Brahim Dr & Khadidja Litim

  2. Laboratory of Applied Thermodynamics and Molecular Modelling, Department of Chemistry, Faculty of Science, Abou-Bekr Belkad University, BP 119, 13000, Tlemcen, Algeria

    Abdelkrim Guendouzi & Sidi Mohamed Mekelleche Pr

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Guendouzi, A., Mekelleche, S.M., Brahim, H. et al. Quantitative conformational stability host-guest complex of Carvacrol and Thymol with β-cyclodextrin: a theoretical investigation. J Incl Phenom Macrocycl Chem 89, 143–155 (2017). https://doi.org/10.1007/s10847-017-0740-6

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