Docking, synthesis, and anticancer assessment of novel quinoline-amidrazone hybrids

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Abstract

A group of new amidrazone compounds that include a quinoline component was produced through the reaction of hydrazonyl chloride, derived from 6-aminoquinoline, with appropriate secondary cyclic amines. The new compounds were confirmed through 1H-NMR, 13C-NMR, FTIR, and HRMS, and further verified by single-crystal X-ray diffraction. The antitumor potential of the synthesized compounds was tested against lung cancer (A549) and breast cancer (MCF-7) cell lines. Among the compounds, the ethyl carboxylate and o-hydroxy phenyl piperazine derivatives (10d and 10g) exhibited the strongest activity against both cell lines, with IC50 values of 43.1 and 59.1 µM for the lung and breast cancer cell lines, respectively. Moreover, the most potent compounds were subsequently docked into the c-Abl kinase binding site (PDB code: 1IEP) as a possible anticancer mechanism. In-silico ADMET study shows acceptable pharmacokinetic properties, and the toxicity profile for the most potent compounds is non-carcinogenic.

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Abdullah, A. H., Alarareh, A. K., Al-Sha’er, M. A., Habashneh, A. Y., Awwadi, F. F., & Bardaweel, S. K. (2024). Docking, synthesis, and anticancer assessment of novel quinoline-amidrazone hybrids. Pharmacia, 71, 1–12. https://doi.org/10.3897/pharmacia.71.e117192

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