Preparation, Characterization and In silico Study of Some Pyrimidine Derivatives That Contain a Chalcone Group and Study of Their Biological Activity

Abstract

Abstract

An important class of heterocyclic chemicals are Pyrimidine derivatives, providing a wide spectrum of biological activities in the form of antibacterial and antifungal, anti-HIV, anti-hypertensive, anti-inflammatory, anti-cancer, anti-convulsant, anti-depressant, and anti-tuberculosis acts. The chalcone group also has a significant impact on the pharmacological activity of compounds used for therapeutic purposes, acting as antibiotics, antioxidants, and anticancer agents. In this research, the derivative 1-(4-(4-(dimethylamino)-2-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl) ethan-1-one was prepared. From the reaction of thiourea with acetyl acetone and 4-dimethylamino-2-hydroxybenzaldehyde, then the product was reacted with some aldehydes in the presence of ethanol and a little hydrochloric acid as a catalyst, after that the product was reacted with some aldehydes to prepare chalcone. The prepared derivatives were characterized by FT-IR, ¹H-NMR and ¹³C-NMR spectrum and melting point was measured as well as studying the biological activity of the prepared compounds as antibacterial. The molecular docking of these derivatives was also determined as anti-breast cancer by docking of prepared derivatives with (PDB:3eqm) protein by use (MOE 2015 program).The prepared compounds showed good efficacy as antibacterial agents against Gram-negative bacteria at diluted concentrations. Additionally, molecular docking studies demonstrated good efficacy of some derivatives as breast cancer inhibitors, along with a study of the toxic effects of the prepared compounds using the ProTox-3.0 program - Prediction of toxicity of chemicals.