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Volume 13, Issue 2
  • ISSN: 2211-5447
  • E-ISSN: 2211-5455

Abstract

Background

For catalyzing carbon-carbon and carbon-heteroatom bond formation reactions, core-shell nanocomposites have attracted particular attention as invincible heterogeneous catalysts. Heterocyclic motifs like pyrazole have been used in anticancer drugs. Moreover, DNA repair enzymes are also an efficient target for developing potential anticancer therapies.

Methods

Novel core-shell nanocomposite coal fly ash @CuO has been produced by loading the precursor Cu(NO).3HO on a thermally and chemically activated Coal Fly Ash (CFA) core. Triton X-100 surfactant was used to increase the uniform adhesive coating of the CuO shell on the fly ash core. The structure and physicochemical properties of the composite were elucidated through techniques, such as Fourier-Transform Infrared Spectroscopy (FT-IR), X-ray powder diffraction (XRD), Field Emission Scanning Electron Microscopy-Energy-Dispersive X-ray spectroscopy (FE-SEM and EDAX), Transmission Electron Microscopy, Selected Area Electron Diffraction (TEM and SEAD), and Brunauer-Emmett-Teller (BET) surface analysis. Then, the catalytic efficiency of CFA@CuO was checked for the synthesis of bis-pyrazole derivatives. Furthermore, we also executed docking simulations between 1QZQ and bis pyrazole molecules to assess the affinity and binding orientation of the ligand.

Results

Compared to synthesized CuO nanoparticles, the catalytic activity of CFA@CuO could be found promising as it offers high yield and purity of bis-pyrazole derivatives. After the completion of the reaction, the catalyst was separated and recycled. It was found that the yield of this catalyst remained unchanged even after four consecutive runs. A docking simulation was performed between 1QZQ and bis-pyrazole derivatives, proving that pyrazoles are a better source for inhibiting selectively tyrosyl DNA phosphodiesterase I.

Conclusion

Herein, we report a convenient and efficient practical protocol for the preparation of 4, 4-(arylmethylene)-bis (3-methyl-1-phenylpyrazol-5-ols) and its derivatives using Tandem- Knoevenagel-Michael cyclocondensation of aromatic aldehydes, ethyl acetoacetate, and phenyl hydrazine using CFA@CuO nanocomposite as a heterogeneous nanoscale and recyclable catalyst. A molecular docking study concluded that 4’-(4-nitrophenylmethylene) bis(3-methyl-1phenyl-1H-pyrazol-5-ols) is a better inhibitor of lead against 1QZQ among all synthesized derivatives, suggesting it a potent hydrophobic lead drug candidate as phosphodiesterase inhibitor.

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2024-06-26
2025-04-23

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/content/journals/ccat/10.2174/0122115447300199240528112450
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Synthesis of Bis-pyrazole Derivatives Using Coal Fly Ash @CuO Core-shell Nanocomposite and their Molecular Docking against Human Tyrosyl DNA Phosphodiesterase I
Current Catalysis 13, 117 (2024); https://doi.org/10.2174/0122115447300199240528112450
/content/journals/ccat/10.2174/0122115447300199240528112450
/content/journals/ccat/10.2174/0122115447300199240528112450
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  • Article Type:     Research Article
Keyword(s): bis pyrazole derivatives; CFA@CuO; Coal fly ash; DNA phosphodiesterase I; docking; phosphodiesterase I

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