Nasir Hammad, Abbas Naeem, Arfan Muhammad, Aftab Usman, Rafi Ali, Hafeez Hamna, Latif Muhammad
Department of Chemistry, School of Natural Sciences, National University of Sciences and Technology Islamabad 44000 Pakistan
Department of Pharmacology, University of Health Sciences Lahore Pakistan.
RSC Adv. 2025 Jan 17;15(3):1527-1539. doi: 10.1039/d4ra06962e. eCollection 2025 Jan 16.
In present studies, six Schiff bases were prepared, characterized and evaluated for their anti-tumor activity against the colorectal cancer cell line SW-480. The test compounds were characterized by various physico-chemical techniques such as M. P., TLC, UV, FT-IR, elemental analysis, H-NMR spectroscopy and investigated for their non-covalent DNA binding potential. The electronic absorption and hydrodynamic studies expressed strong complementary evidence that the Schiff bases are binding between the narrow walls of the helical DNA grooves and were stabilized electrostatic interactions through groove binding as the dominant binding mode. Moreover, these studies also revealed that the tested compound had significant non-covalent binding to chicken (ck) blood ds-DNA at blood pH (7.4) and body temperature 310 K: the calculated values of standard Gibbs free energy changes (Δ = - ln ) for all compounds were negative which manifested the spontaneity of binding for all compounds. The cytotoxicity of the compounds was found through triplicate testing and the O. D. values were compared to find the percentage viability of the cells. The IC values of the compounds were estimated through dose-dependent curves. HSB3, HSB4 and HSB1 showed relatively potent anti-cancer activity with IC values of 7.0913 μg mL, 17.1469 μg mL and 17.5254 μg mL, respectively. The same compounds had also exhibited relatively better ds-DNA binding efficacy with binding constant values (9.1 × 10, 3.5 × 10 and 5.13 × 10 respectively).
在目前的研究中,制备了六种席夫碱,对其进行了表征,并评估了它们对结肠癌细胞系SW - 480的抗肿瘤活性。通过多种物理化学技术对测试化合物进行了表征,如熔点、薄层色谱、紫外光谱、傅里叶变换红外光谱、元素分析、氢核磁共振光谱,并研究了它们的非共价DNA结合潜力。电子吸收和流体动力学研究提供了强有力的补充证据,表明席夫碱在螺旋DNA凹槽的狭窄壁之间结合,并通过凹槽结合作为主要结合模式通过静电相互作用得以稳定。此外,这些研究还表明,测试化合物在血液pH值(7.4)和体温310 K下与鸡(ck)血双链DNA具有显著的非共价结合:所有化合物的标准吉布斯自由能变化(Δ = - ln )计算值均为负,这表明所有化合物的结合具有自发性。通过重复测试发现了化合物的细胞毒性,并比较了光密度值以确定细胞的活力百分比。通过剂量依赖性曲线估计了化合物的半数抑制浓度(IC)值。HSB3、HSB4和HSB1表现出相对较强的抗癌活性,其IC值分别为7.0913 μg/mL、17.1469 μg/mL和17.5254 μg/mL。相同的化合物还表现出相对较好的双链DNA结合效率,其结合常数分别为(9.1×10、3.5×10和5.13×10)。