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Investigating the antibacterial potency of Schiff base derivatives as potential agents for urinary tract infection: DFT, solvation, molecular docking and pharmacokinetic studies

  • Obinna C. Godfrey ORCID logo EMAIL logo , Godwin Edo , Magnus C. Nwoko , Alpha O. Gulack , Gideon A. Okon and Moses M. Edim
Published/Copyright: November 18, 2024
Zeitschrift für Physikalische Chemie
From the journal Zeitschrift für Physikalische Chemie Volume 239 Issue 10

Abstract

Owing to the growing prevalence of uropathogenic Escherichia coli (UPEC) strains that are more recently resistant to last-line antibiotic treatments, such as carbapenems and colistin drugs, urinary tract infections (UTIs) are a prime example of the antibiotic resistance crisis and emphasize the need for new approaches to treat and prevent bacterial infections. The antibacterial effect of 4-((5-bromo-2-hydroxybenzlidene) amino)-1,5-dimethyl1-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (BDP), a Schiff base derivative, was tested against UPEC, a bacterium responsible for urinary tract infections. This Schiff base compound was optimized in five phases at the ωB97XD/6–311++G(2d,2p) level of theory; therefore, density functional theory studies, spectroscopic analysis, molecular docking analysis, and pharmacokinetic prediction were employed. The stability of the BDP compound was predicted via geometric structural studies, natural bond orbital (NBO) theory, quantum chemical descriptors, and spectral studies such as FT-IR and UV‒vis studies. The ab initio calculation of NBO revealed greater stability of the compound despite the solvation effects of DMSO, methanol, ethanol, and water. This claim was supported by frontier molecular orbital prediction, where the energy gaps were 6.60 eV, 7.45 eV, 7.45 eV, 7.43 eV, and 7.44 eV for the BDP compound present in the gas phase, water, DMSO, ethanol and methanol, respectively. The molecular docking results revealed the antibacterial efficacy of BDP. 5C5Z + BDP and 5VQ5+BDP interactions produced −4.5 and −5.4 kcal/mol binding affinities respectively. BDP displayed stronger interaction with 5VQ5 than with 5C5Z and had better docking activities than FOS. Overall, result has shown that BDP is a potential therapeutic candidate for the treatment of UPEC caused UTIs and has the potential to mitigate the challenges associated with urinary tract infections, hence, should be considered a promising candidate for UTI treatment.

Keywords: uropathogenic Escherichia coli (UPEC); Schiff base; urinary tract infections; DFT; molecular docking; pharmacokinetics
Corresponding author: Obinna C. Godfrey, Department of Biochemistry, University of Calabar, Calabar, Nigeria, E-mail:

  1. Research ethics: Not applicable.

  2. Informed consent: Not applicable.

  3. Author contributions: All authors have accepted responsibility for the entire content of this manuscript and approved its submission. Obinna C. Godfrey: project conceptualization, design and methodology. Godwin Edo, Alpha O. Gulack: analysis, writing, and editing and visualization. Gideon A. Okon: writing, analysis, reviewing, editing and manuscript first draft. Moses M. Edim, Magnus C. Nwoko: resources and supervision.

  4. Use of Large Language Models, AI and Machine Learning Tools: None declared.

  5. Conflict of interest: All authors declare zero financial or interpersonal conflicts of interest that could have influenced the research or the results reported in this research paper.

  6. Research funding: This research was not funded by any Government or Non-governmental agency.

  7. Data availability: Not applicable.

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Supplementary Material

This article contains supplementary material (https://doi.org/10.1515/zpch-2024-0910).

Received: 2024-06-11
Accepted: 2024-10-30
Published Online: 2024-11-18
Published in Print: 2025-10-27

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  8. Investigating the antibacterial potency of Schiff base derivatives as potential agents for urinary tract infection: DFT, solvation, molecular docking and pharmacokinetic studies
  9. Continuous rapid cooling of polarized electrons initiates Mpemba superfreezing
  10. Synthesis and characterization of CNTs doped polymeric composites: comparative studies on exploring impact of CNT concentration on morphological, structural, thermokinetic and mechanical attributes
  11. Frumkin’s adsorption model – a successful approach for understanding surfactant adsorption layers
https://doi.org/10.1515/zpch-2024-0910
Keywords for this article
uropathogenic Escherichia coli (UPEC); Schiff base; urinary tract infections; DFT; molecular docking; pharmacokinetics

Articles in the same Issue

  1. Frontmatter
  2. Review Articles
  3. Surfactants in action: chemistry, behavior, and industrial applications
  4. Smart nanomaterials for clean water and a comprehensive exploration of the potentials of metal oxide nanoparticles in environmental remediation
  5. Nanomaterials at the forefront: classification, fabrication technique, and cross-sector applications
  6. Original Papers
  7. Unlocking the potential of FeNbGe Half Heusler: stability, electronic, magnetic and thermodynamic properties
  8. Investigating the antibacterial potency of Schiff base derivatives as potential agents for urinary tract infection: DFT, solvation, molecular docking and pharmacokinetic studies
  9. Continuous rapid cooling of polarized electrons initiates Mpemba superfreezing
  10. Synthesis and characterization of CNTs doped polymeric composites: comparative studies on exploring impact of CNT concentration on morphological, structural, thermokinetic and mechanical attributes
  11. Frumkin’s adsorption model – a successful approach for understanding surfactant adsorption layers
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