Preparation, Characterization, Biological Activity and Molecular Docking Study of Some New Aniline Derivatives
زهراء صباح شمخي , كريم سالم عباس , يسري صبري عبد الصاحب
كلية العلوم-جامعة ميسان · العراق
The study has been divided into Four main parts:The firstpartinvolvesthe synthesis of some benzamide derivatives (A1-A6) by the reaction of p-substituted aniline or o-tolidine with 4-chlorobenzoyl chloride in the presence of 1,4-dioxane as solvent.The second part shows, some sulfonamide derivatives(B1-B5) are synthesized through the reaction of p-substituted aniline or o-tolidine with p-toluene sulfonyl chloride using DCM as solvent and Et3N: as catalyst. XIVThe third partdescribesthe synthesis of some allyl derivatives (C1-C3) by mixing A1, B2 or o-tolidine with allyl bromide and potassium carbonate in acetone/H2O.Benzamide, sulfonamide and allyl derivatives are characterized by some physical measurements, such as melting points, thin layer chromatography besides the spectroscopic techniques, FT-IR, 1H-NMR, 13C-NMR and mass spectrometry. The study showsthat all the data and values obtained from physical and spectroscopic measurement confirmed the validity of the structures of the derivatives prepared in this study.The fourth part: comes upwith the molecular docking of the prepared compounds which isstudied by using a program (MOE 2015.10) to analyze the ability of these compounds to inhibit breast cancer, by binding them to a single protein (PDB: 3eqm) and compounds (A1, A5, B2, B5, C1) shows good activity. Subsequently, the biological activity ofthese compounds isestimated after the synthesis for compounds and characterized by different chemical methods, including anticancer and antioxidant activity,these activities were determined in vitro using the XV cytotoxicity assay (MTT cell viability assay) in MCF-7 Cells to detect the anticancer activity, and DPPH assay(IC50) for scavenging action against free radicals to antioxidant activity determination.In this study, the MCF-7 cell line was used to assay the antiproliferative activity of different compounds,The cytotoxic impact of (A1, A2, A3, A4, A5, B4, B5)on the breast cancer cell line (MCF-7) was determined, the cytotoxic effect of (A1, A2, A3, A4, A5, B4, B5)in concentration ranged from (7.4-600) μg/ml on MDA-MB-231 cells.In addition, The IC50 values were used to compare the antiradical scavenging activity of different analyzed samples with those of standard antioxidant compound. The IC50 values cleared that A1 compound exhibited the highest antiradical scavenging activity with the lowest IC50 value (6.9μg/mL), while the A2 had the lowest capacity to scavenge the radical with the highest IC50 value (31019.2 μg/mL)