Startseite Naturwissenschaften Bonding and noncovalent interactions effects in 2,6-dimethylpiperazine-1,4-diium oxalate oxalic acid: DFT calculation, topological analysis, NMR and molecular docking studies
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Bonding and noncovalent interactions effects in 2,6-dimethylpiperazine-1,4-diium oxalate oxalic acid: DFT calculation, topological analysis, NMR and molecular docking studies

  • Mouna Medimagh , Cherifa Ben Mleh , Noureddine ISSAOUI EMAIL logo , Murugesan Raja , Aleksandr S. Kazachenko , Omar M. Al-Dossary , Thierry Roisnel , Naveen Kumar und Houda Marouani
Veröffentlicht/Copyright: 22. November 2023
Zeitschrift für Physikalische Chemie
Aus der Zeitschrift Zeitschrift für Physikalische Chemie Band 238 Heft 1

Abstract

The pharmaceutical proprieties of the 2,6-dimethylpiperazine-1,4-diium oxalate oxalic acid compound have been studied and the relevant drug design has been considered. The investigated organic compound with formula (2,6-(CH3)C4H10N2)2(C2O4)2·H2C2O4 (2DPOA) has been synthesized by slow evaporation technique at room temperature of a molar ratio 3:2 mix of oxalic acid and 2,6-dimethylpiperazine. Then 2DPOA has been characterized by IR, 13C NMR, UV–visible and the DFT calculation at the B3LYP level of theory has been made. The molecular structure and parameters (bond angles and lengths) of the molecule have been optimized using the Gaussian 09 software and compared with the XRD data. The atoms-in-molecules (AIM), electron localization function (ELF), and localized orbital locator (LOL) methods have been utilized to determine the types and nature of noncovalent interactions present within the 2DPOA molecule. These methods offer insights into the characteristics and behavior of these interactions. Furthermore, the presence of these interactions has been confirmed through the Hirshfeld Surface (HS) and reduced density gradient (RDG) analysis. The NBO analysis is employed to assess the charge exchange occurring within the studied compound. The molecular reactive sites have been examined using the molecular potential surface and Mulliken atomic charges. The energy gap between HOMO–LUMO and chemical properties of 2DPOA have been determined within the frontier molecular orbital theory. The UV–Vis spectrum of the 2DPOA molecule has been recorded and examined. The calculated and experimental infrared absorption and nuclear magnetic resonance spectra of 2DPOA molecule have been investigated. Finally, the molecular docking simulation has been used to find novel inhibitors and drugs for the cancer and epilepsy disease treatment.

Keywords: DFT; atoms in molecules; hydrogen-bonded; electron localization function; cancer; molecular docking
Corresponding author: Noureddine ISSAOUI, Laboratory of Quantum and Statistical Physics (LR18ES18), Faculty of Sciences, University of Monastir, Monastir 5079, Tunisia, E-mail:

Acknowledgments

This study was supported by the Researchers Supporting Project no. RSP2023R61 of King Saud University, Riyadh, Saudi Arabia. This study was partially carried out within the state assignment no. 0287-548 2021-0012 for the Institute of Chemistry and Chemical Technology, Siberian Branch of the Russian Academy of Sciences.

  1. Research ethics: This work does not contain any studies with human participants or animals by any of the authors.

  2. Author contributions: Mouna Medimagh - conceptualization, methodology, software, writing—original draft preparation. Cherifa Ben Mleh - data curation, writing. Noureddine ISSAOUI - conceptualization, methodology, software, data curation, resources, writing—original draft preparation, supervision, writing—review and editing, project administration. Murugesan Raja - formal analysis. Aleksandr S. Kazachenko - formal analysis, data curation. Omar M. Al-Dossary conceptualization, resources. Thierry Roisnel - methodology. Naveen Kumar - formal analysis. Houda Marouani - conceptualization, methodology, software, writing—original draft preparation, supervision.

  3. Competing interests: The authors declare no conflicts of interest.

  4. Research funding: Not applicable.

  5. Data availability: The data presented in this work may be requested from the corresponding author.

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Supplementary Material

This article contains supplementary material (https://doi.org/10.1515/zpch-2023-0354).

Received: 2023-09-21
Accepted: 2023-11-05
Published Online: 2023-11-22
Published in Print: 2024-01-29

© 2023 Walter de Gruyter GmbH, Berlin/Boston

Artikel in diesem Heft

  1. Frontmatter
  2. Review Article
  3. Potential of Gd-based nanocomposites (GdFeO3) as photocatalysts for the degradation of organic pollutants: a review
  4. Original Papers
  5. Bimetallic nanoparticles preparation from metallic organic frameworks, characterization and its applications in reclamation of textile effluents
  6. Chitosan-coated magnetic nanorods and nanospheres: physicochemical characterizations and potential as methotrexate carriers for targeted drug delivery
  7. Green synthesis of copper nanoparticles from agro-waste garlic husk
  8. Noncovalent interactions in N-methylurea crystalline hydrates
  9. Upcycling of the industrial waste as a sustainable source of axenic fungal strain (Aspergillus oryzae) for scale up enzymatic production with kinetic analysis and Box–Behnken design application
  10. Kinetics and outer sphere electron transfer of some metallosurfactants by Fe(CN)64− in microheterogenous medium: a detailed thermodynamic approach
  11. Bonding and noncovalent interactions effects in 2,6-dimethylpiperazine-1,4-diium oxalate oxalic acid: DFT calculation, topological analysis, NMR and molecular docking studies
  12. Effect of ionic strength on DNA–dye interactions of Victoria blue B and methylene green using UV–visible spectroscopy
  13. Synthesis, X-ray diffraction, DFT, and molecular docking studies of isonicotinohydrazide derivative
https://doi.org/10.1515/zpch-2023-0354
Schlagwörter für diesen Artikel
DFT; atoms in molecules; hydrogen-bonded; electron localization function; cancer; molecular docking

Artikel in diesem Heft

  1. Frontmatter
  2. Review Article
  3. Potential of Gd-based nanocomposites (GdFeO3) as photocatalysts for the degradation of organic pollutants: a review
  4. Original Papers
  5. Bimetallic nanoparticles preparation from metallic organic frameworks, characterization and its applications in reclamation of textile effluents
  6. Chitosan-coated magnetic nanorods and nanospheres: physicochemical characterizations and potential as methotrexate carriers for targeted drug delivery
  7. Green synthesis of copper nanoparticles from agro-waste garlic husk
  8. Noncovalent interactions in N-methylurea crystalline hydrates
  9. Upcycling of the industrial waste as a sustainable source of axenic fungal strain (Aspergillus oryzae) for scale up enzymatic production with kinetic analysis and Box–Behnken design application
  10. Kinetics and outer sphere electron transfer of some metallosurfactants by Fe(CN)64− in microheterogenous medium: a detailed thermodynamic approach
  11. Bonding and noncovalent interactions effects in 2,6-dimethylpiperazine-1,4-diium oxalate oxalic acid: DFT calculation, topological analysis, NMR and molecular docking studies
  12. Effect of ionic strength on DNA–dye interactions of Victoria blue B and methylene green using UV–visible spectroscopy
  13. Synthesis, X-ray diffraction, DFT, and molecular docking studies of isonicotinohydrazide derivative
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