The present investigation deals with molecular docking, synthesis, characterization, and evaluation of in vitro tyrosine kinase inhibitor activity of a series of 4-[2-(substituted phenyl) hydrazono]-3-(1-hydroxyethyl)-1-phenyl/methyl-3,4-dihydroquinolin-2(1H)-one derivatives {III-a(1-12)/III-b(1-12)}. Molecular docking studies of the title compounds were carried out using Molegro Virtual Docker (MVD-2013, 6.0) software. The MolDock scores of the derivatives ranged from (−66.508) to (−101.274); whereas the MolDock score of standard 4-anilinoquinazoline ligand was found to be (−105.219). Most of the synthesized qunolin-2-one derivatives showed better affinity towards EGFRK protein as compared to standard drug imatinib (−104.253). All the synthesized compounds were satisfactorily characterized by physical and spectral analysis (UV, IR, ¹H NMR and ¹³C NMR and mass spectral data). Twelve derivatives were tested for their in vitro tyrosine kinase inhibitor activity using MDA-MB cell line. Compound 4-[2-(4-bromophenyl)hydrazono]-3-(1-hydroxyethyl)-1- methyl- 3,4-dihydroquinolin-2(1H)-one (III-b4) was found to be the most cytotoxic compound as compared to other synthesized derivatives, with IC₅₀ value of 0.0515 μM against MDA- MB cell line.

中文翻译：

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4- [2-（取代苯基）肼基] -3-（1-羟乙基）-1-苯基/甲基-3,4-二氢喹啉-2（1H）-one衍生物的设计，合成及体外酪氨酸的评价激酶抑制剂活性

与分子对接，合成，表征，和评价本研究涉及在体外一系列4-的酪氨酸激酶抑制剂活性的[2-（取代的苯基）亚肼基] -3-（1-羟乙基）-1-苯基/甲基-3,4-二氢喹啉-2（1 H）-衍生物{III-a（1-12）/ III-b（1-12）}。使用Molegro Virtual Docker（MVD-2013，6.0）软件进行标题化合物的分子对接研究。导数的MolDock得分在（-66.508）至（-101.274）之间；而标准4-苯胺基喹唑啉配体的MolDock得分为（-105.219）。与标准药物伊马替尼（−104.253）相比，大多数合成的喹啉2-1衍生物对EGFRK蛋白具有更好的亲和力。通过物理和光谱分析（UV，IR，¹ H NMR和¹³ C NMR和质谱数据）令人满意地表征了所有合成的化合物。测试了十二种衍生物的体外使用MDA-MB细胞系的酪氨酸激酶抑制剂活性。发现化合物4- [2-（4-溴苯基）肼基] -3-（1-羟乙基）-1-甲基-3,4-二氢喹啉-2（1 H）-一（III-b4）最多与其他合成衍生物相比具有更强的细胞毒性，对MDA-MB细胞系的IC ₅₀值为0.0515μM。