H. Mohamed, M. Abdelgawad, Momtaz Y Hegab
Oct 7, 2022
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Current organic synthesis
Abstract
The studies on the potential usage of benzene sulfonamide derivatives as anticancer agents are limited. Thus, in this study, a series of new sulfonamide drugs are synthesized by reacting aldehydes thio-semi-carbazones derivatives with benzene sulphonyl chloride to form benzylidene-N-(phenylsulfonyl) hydrazine-1-carbothioamide derivatives. Spectral techniques, such as Fourier-transform infrared analysis (FT-IR), proton nuclear magnetic resonance (1HNMR) and mass spectroscopy, are used to characterize the newly synthesized compounds. The two derivatives, 2-(4-methoxy benzylidene)-N-(phenylsulfonyl) hydrazine-1-carbothioamide (4c) and 2-(4-dimethylamino) benzylidene)-N-(phenylsulfonyl) hydrazine-1-carbothioamide (4e), show the most potent anticancer effects against MCF-7 breast carcinoma cell lines. Meanwhile, these two derivatives show the lowest antioxidant activities. To study the anti-breast cancer activity of the newly synthesized compounds, a molecular docking study is used to analyze the binding energy for the nonbonding interactions between the ligands (studied compounds) and receptor (4PYP (pdb code: 4FA2)) against human breast cancer (MCF-7) cells. The bioavailability of all studied compounds is confirmed by pharmacological investigations using Mol inspiration and absorption, distribution, metabolism, excretion, and toxicity online servers.