Synthesis, Characterization and Analytical Studies of Three Newly Schiff Bases As A New Anti-Human Breast Cancer (MCF-7)

M. Grafa, H. Ali
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Abstract

In this study, 2,5-dimethyl-4-((4-nitrobenzylidene) amino) phenol (A1), N,N'-([1,1'-biphenyl]-4,4'-diyl)bis(1-(2,4-dimethoxyphenyl)methanimine (A2) and 4,4'-(([1,1'-biphenyl]-4,4'-diylbis(azaneylylidene))bis (methaneylylidene))bis(2-methoxyphenol) (A3) were synthesised. Analytical studies were then carried on (A1), (A2) and (A3); the results of the solvent effect were displayed that the best solubility was in ethanol and DMSO of each, which is due to the fact that the effect of the dielectric constant is the main factor that can control the shift of the absorption beaks. The results were also indicated, that there is a slight deviation from the linear relationship in (A3) that may have related to the hydrogen bond between this base and the solvent. However, the results of the pH effect of (A1), (A2) and (A3) in a range of buffer solution were gave two isopiestic points just in (A3). Due to the ionization constant (pKa) and the protonation constant (pKp) were calculated by using the half height method. Further, the results were indicated the existence of the equilibrium schemes of which displays the suggested ionization of (A3) in acidic and basic medium. Further, the effect of the prepared Schiff bases (A1, A2, and A3) were studied on breast cancer cells type MCF-7 using five different concentrations of each. The results were showed high inhibition activities of each especially at high concentration, due recommend these bases as novel anti-cancer drugs.
三种新型抗乳腺癌希夫碱(MCF-7)的合成、表征及分析研究
本研究合成了2,5-二甲基-4-((4-硝基苄基)氨基)苯酚(A1), N,N'-([1,1'-联苯]-4,4'-二基)双(1-(2,4-二甲氧基苯基)甲亚胺(A2)和4,4'-([1,1'-联苯]-4,4'-二基双(偶氮基))双(甲烷基))双(2-甲氧基苯酚)(A3)。然后对(A1)、(A2)和(A3)进行分析研究;溶剂效应的结果表明,在乙醇和DMSO中溶解度最佳,这是由于介电常数的影响是控制吸收峰位移的主要因素。结果还表明,与(A3)中的线性关系略有偏差,这可能与该碱与溶剂之间的氢键有关。而(A1)、(A2)、(A3)在一定缓冲溶液范围内的pH效应结果仅在(A3)中给出了两个等等点。由于电离常数(pKa)和质子化常数(pKp)是用半高度法计算的。结果还表明,在酸性介质和碱性介质中,存在显示(A3)电离的平衡方案。进一步,研究了制备的希夫碱(A1, A2和A3)使用五种不同浓度对乳腺癌细胞MCF-7的影响。结果表明,这两种碱基在高浓度时具有较高的抑制活性,因此推荐它们作为新型抗癌药物。
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