AbstractA series of N-substituted tetrabromphthalimide derivatives was synthesized by condensation reaction using tetrabromophthalic anhydride with 3,5-diamino-1,2,4-triazole/ 2,6-diaminopyridine/ 2,6-diamino-4-hydroxy pyrimidine/ o-tolidine. All the synthesized phthalimide derivatives were characterized by elemental analysis, infrared, and NMR spectroscopy. In vitro antibacterial evaluation was carried out for the synthesized compounds. Results revealed that compound 1 showed potential activity against Escherichia coli (100 μg/mL) and Streptococcus mutans (150 μg/mL). On the basis of antibacterial activity, compound 1 was selected for DNA binding interaction, though DNA target most of the antibacterial drugs. The DNA binding modes of the compound 1 with Ct-DNA (calf thymus) were studied by absorption measurements, hydrodynamic measurements and cyclic voltammetry methods. Molecular docking also confirms that compound 1 recognizes both the strands of the DNA dodecamer d(CGCGAATTCGCG)2 within minor groove and showing the best binding capability with the duplex. Compound 1 also showed better antioxidant activity by 2,2-diphenyl-1-picryl-hydrazyl (DPPH) free radical and hydrogen peroxide.

中文翻译：

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邻苯二甲酰亚胺衍生物的 DNA 结合和分子对接倾向的研究：体外抗菌和抗氧化试验

摘要 以四溴邻苯二甲酸酐与 3,5-二氨基-1,2,4-三唑/2,6-二氨基吡啶/2,6-二氨基-4-羟基嘧啶/邻-甲苯胺。所有合成的邻苯二甲酰亚胺衍生物均通过元素分析、红外和核磁共振光谱表征。对合成的化合物进行体外抗菌评价。结果表明，化合物 1 显示出对大肠杆菌（100 μg/mL）和变形链球菌（150 μg/mL）的潜在活性。根据抗菌活性，选择化合物 1 进行 DNA 结合相互作用，尽管 DNA 靶向大多数抗菌药物。通过吸收测量研究了化合物 1 与 Ct-DNA（小牛胸腺）的 DNA 结合模式，流体动力学测量和循环伏安法。分子对接还证实，化合物 1 识别小沟内 DNA 十二聚体 d(CGCGAATTCGCG)2 的两条链，并显示出与双链体的最佳结合能力。化合物 1 还通过 2,2-二苯基-1-苦基-肼 (DPPH) 自由基和过氧化氢显示出更好的抗氧化活性。