Computational and Molecular Docking Studies of New Benzene Sulfonamide Drugs with Anticancer and Antioxidant Effects

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.

Design and synthesis of chromene-1,2,3-triazole benzene sulfonamide hybrids as potent carbonic anhydrase-IX inhibitors against prostate cancer

“…60 Moreover, the newly synthesized sulphonamide derivatives showed potent anti-cancer effects against the MCF-7 carcinoma cell line supported by computational and molecular docking data. 63…”

“…24 It was noticeable that the hybridization of the tunable 1,2,3-triazole scaffolds with various pharmacophores has proven more beneficial and essential in discovering significant bioactive and efficient candidates. [25][26][27] Our main efforts have been mainly devoted to the research and development of novel approaches for synthesizing new heterocyclic hybrid compounds, beginning with particular biologically functionalized constituents, [28][29][30][31][32][33][34][35] and exploring the biological significance of benzene sulfonamides, which constitute an important class of organic compounds with high potency and selectivity against parasitic, bacterial, fungal, and cancer cells, [36][37][38][39] along with the broad pharmacological spectrum of the 1,2,3-triazole nucleus, [40][41][42][43] resulting in their selection as preferred frameworks for library design and the generation of tailored therapeutic agents. [44][45][46][47] Furthermore, their possession of numerous functions in the structures has resulted in a resurgence of interest in improving their synergetic effects.…”