Synthesis, structural characterization, DNA/HSA binding, molecular docking and anticancer studies of some D-Luciferin complexes

Alshaikh, Nouf E.; Zaki, Mehvash; Sharfalddin, Abeer A.; Al‐Radadi, Najlaa S.; Hussien, Mostafa A.

doi:10.1016/j.arabjc.2023.104845

Cited by 7 publications

(1 citation statement)

References 61 publications

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“…Compared with other antiviral drugs (favipiravir, remdesivir, umifenovir, and hydroxychloroquine), NTZ can act in various phases of the disease, including the severe phase, due to its ability to reduce cytokine storms [ 36 ]. A previous procedure was utilized [ 37 , 38 ] to dock the metal compounds into the active site in the SARS-CoV-2 protease (6LU7) to investigate their inhibitory effects against COVID-19. One of the active sites in this protease is Cys145 [ 36 ], where cysteine thiol is an electron-donating group and plays a major role in the proteolytic cleavage process [ 39 ].…”

Section: Resultsmentioning

confidence: 99%

Investigating the Biological Potency of Nitazoxanide-Based Cu(II), Ni(II) and Zn(II) Complexes Synthesis, Characterization and Anti-COVID-19, Antioxidant, Antibacterial and Anticancer Activities

Sharfalddin,

Al-Younis,

Emwas

et al. 2023

Molecules

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In this work, the biological potency of nitazoxanide (NTZ) was enhanced through coordination with transition metal ions Cu(II), Ni(II), and Zn(II). Initially, complexes with a ligand-metal stoichiometry of 2:1 were successfully synthesized and characterized by spectroscopic techniques and thermogravimetric methods. Measurement of the infrared spectrum revealed the bidentate nature of the ligand and excluded the possibility of the metal ion—amide group interaction. Nuclear magnetic resonance spectra showed a reduction in the NH- intensity signal and integration, indicating the possibility of enolization and the formation of keto-enol tautomers. To interpret these results, density functional theory was utilized under B3LYP/6-311G** for the free ligand and B3LYP/LANL2DZ for the metal complexes. We used UV-Vis and fluorescence spectroscopy to understand the biological properties of the complexes. This showed stronger interactions of NTZ-Cu(II) and NTZ-Ni(II) with DNA molecules than the NTZ-Zn(II) compound, with a binding constant (Kb) for the copper complex of 7.00 × 105 M−1. Both Cu(II)- and Ni(II)-NTZ had functional binding to the SARS-CoV-2 (6LU7) protease. Moreover, all metal complexes showed better antioxidation properties than the free ligand, with NTZ-Ni(II) having the best IC50 value of 53.45 μg/mL. NTZ-Ni(II) was an effective antibacterial, with a mean inhibitory concentration of 6 μM, which is close to that of ampicillin (a reference drug). The metal complexes had moderated anticancer potencies, with NTZ-Cu(II) having IC50 values of 24.5 and 21.5 against human breast cancer cells (MCF-7) and cancerous cervical tumor cells (HeLa), respectively. All obtained complexes exhibited high selectivity. Finally, the metal ions showed a practical role in improving the biological effectiveness of NTZ molecules.

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