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A DFT study of inclusion complexes of the antituberculosis drugs pyrazinamide and isoniazid with cucurbit[7]uril

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Abstract

Complexation behavior of the antituberculosis drugs pyrazinamide and isoniazid with cucurbit[7]uril are investigated with B3LYP, M06-2X, and WB97x-D based density functional theories with 6-31G and 6-31G++ basis set in vacuum and in water. Complexation, interaction and deformation energies, geometries, chemical reactivity, thermodynamic parameters have been investigated. The obtained results clearly indicate that the formed complexes are energetically favored. The most reactive sites in the complexes were identified by molecular electrostatic potential map. Finally, charge transfer between the donor and acceptor orbital of pyrazinamide, isoniazid and cucurbit[7]uril plays an important role to stabilize the inclusion complexes.

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Acknowledgements

This paper was supported by the Algerian Ministry of Higher Education and Scientific Research and General Direction of Scientific and technological research as a part of the project CNEPRU (E01520140081).

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Authors and Affiliations

  1. Laboratory of Computational Chemistry and Nanostructures, Department of Material Sciences, Faculty of Mathematical, Informatics and Material Sciences, University of 08 Mai 1945, Guelma, Algeria

    Fatiha Madi, Leila Nouar, Ismahan Lafifi, Safia Himri, Nora Merabet & Djameleddine Khatmi

  2. Laboratory of Applied Chemistry, Department of Material Sciences, Faculty of Mathematical, Informatics and Material Sciences, University of 08 Mai 1945, Guelma, Algeria

    Mouna Cheriet

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  1. Mouna Cheriet
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  2. Fatiha Madi
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Cheriet, M., Madi, F., Nouar, L. et al. A DFT study of inclusion complexes of the antituberculosis drugs pyrazinamide and isoniazid with cucurbit[7]uril. J Incl Phenom Macrocycl Chem 89, 127–136 (2017). https://doi.org/10.1007/s10847-017-0738-0

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