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Synthesis, Spectral Identification of Some New Schiff Bases, and Evaluation of Their Antibacterial Activity and Inhibitory Effect on Proinflammatory Cytokines (IL-1β, TNF), and DNA Ligase

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Abstract

Objective: the main objective to the research is to synthesis new compounds from the reaction of (2E)-phenylprop-2-enal (cinnamaldehyde, which is considered a natural product), with five third-generation cephalosporin antibiotics and study their anti-bacterial activity in addition to evaluated their inhibitory effect against IL-1β, TNF-R2, and DNA ligase to determine their usefulness in treating diseases. Methods: First, (2E)-phenylprop-2-enal (cinnamonaldehyde) was extracted from cinnamon bark, isolated and purified. The resulting aldehyde was then used to react with the primary amine (cephalosporin compounds) by condensation reaction at acidic medium to give Schiff bases, which are the final compounds. Results: The results of testing the new compounds against two types of studied bacteria, one with P. aeruginosa positive and the other with E. coli negative, at three concentrations showed that the two compounds (IIIb) and (IIId) have high effectiveness, while (IIIc) and (IIIe) have best results against P. aeruginosa also the molecular modeling study show that (IIIa), (IIIb), and (IIId) have act as inhibitors for DNA ligase, (IIId) is the best inhibitor for TNF-R2, (IIIc) and (IIIe) have high docking-scores DNA ligase, while docking results with IL-1β and TNF-R2 are low. Discussion: The developmental derivatives were subjected to molecular docking to investigate their binding mode; subsequently, derivatives were identified with a maximum docking score. The binding interactions of hits were obtained from pharmaceutical-based screening to investigate with molecular docking studies. Each hit was docked at the active site to the target protein within the defined grid. Conclusions: The compounds were synthesis successfully, and some of the compounds showed their effectiveness against the studied bacteria, and they had good docking-score results with the studied proteins(IL-1β, TNF-R2, and DNA ligase).

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DATA AVAILABILITY

The data that support the findings of this study are available from the corresponding author upon reasonable request.

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Funding

This work was supported by regular institutional funding, and no additional grants were obtained.

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Authors and Affiliations

  1. Department of Biology, Education for Pure Sciences College, Al- Muthanna University, 66001, Samawa, Iraq

    Israa A. Alhasan Hamdan

  2. Pharmacy College, Karbala University, 56001, Karbala, Iraq

    Alaa Abd Alhasan Hamdan & Rasha A. Abidalmutalib Aljabawi

Authors
  1. Israa A. Alhasan Hamdan
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  2. Alaa Abd Alhasan Hamdan
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  3. Rasha A. Abidalmutalib Aljabawi
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Contributions

The authors IAAHH, AAAHH, and RAAA designed the experiments. The author IAHH synthesized the samples and carried out their characterization by spectral methods. The authors AAAHH and RAAA were study the antibacterial activity for synthesis compounds, and made the in silco study, also participated in data processing and contributed to manuscript preparation.

All authors participated in the discussions.

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Correspondence to Israa A. Alhasan Hamdan.

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Informed consent was not required for this article. No conflict of interest was declared by the authors.

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Hamdan, I.A.A., Hamdan, A.A.A. & Aljabawi, R.A.A. Synthesis, Spectral Identification of Some New Schiff Bases, and Evaluation of Their Antibacterial Activity and Inhibitory Effect on Proinflammatory Cytokines (IL-1β, TNF), and DNA Ligase. Russ J Bioorg Chem 50, 138–146 (2024). https://doi.org/10.1134/S1068162024010187

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  • DOI: https://doi.org/10.1134/S1068162024010187

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