Goudarziafshar Hamid, Yousefi Somaieh, Abbasi Tyula Yunes, Dušek Michal, Eigner Václav
Department of Chemical Engineering, Hamedan University of Technology Hamedan Iran
Department of Chemistry, Faculty of Science, Ilam University P.O. Box 69315516 Ilam Iran
RSC Adv. 2022 May 5;12(22):13580-13592. doi: 10.1039/d2ra00719c.
A new binuclear copper(ii) Schiff base complex [Cu L (NO)]·2CHOH (1) [ = 2,6-bis(()-(-tolylimino)methyl)-4-methoxyphenol] was synthesized using a template method in which the tridentate NO Schiff base ligand was derived from [1 + 2] condensation of 2,6-diformyl-4-methoxyphenol and -methyl aniline in the presence of copper(ii) ions as the template agent. The X-ray diffraction analyses revealed that this complex crystallizes in the monoclinic system with space group P2/. The most remarkable structural feature of 1 is that it contains two types of 1D right-handed helical chains. The molecules are linked by intermolecular hydrogen bonds and π⋯π interactions, then a 3D supramolecular network was constructed. Moreover, the intermolecular interactions on the crystal packing of 1 have been further studied using Hirshfeld surface analysis and corresponding 2D fingerprint plots. Binding interaction of this complex with calf thymus DNA (CT-DNA) has been investigated using absorption and emission studies, viscosity experiments and circular dichroism studies. Complex 1 shows significant binding to the DNA. The results of fluorescence spectroscopy and UV absorption spectroscopy, CD spectroscopy and viscosity indicated that this complex interacted with CT-DNA in a groove binding mode where the binding constant was 1.3 ± 0.2 × 10 L mol. Our fluorimeteric study showed that the reaction between 1 and CT-DNA was exothermic (Δ = 59.6 kJ mol; Δ = 268.79 J mol K). Antibacterial activities of the complex were screened by the disc diffusion method against three Gram-positive bacteria ( ATCC 25923, ATCC 23212 and ATCC 34384), and three Gram-negative bacteria ( ATCC 25922, ATCC 27853 and ATCC 70063). The results indicated that this complex demonstrated acceptable antibacterial activities.
采用模板法合成了一种新型双核铜(Ⅱ)席夫碱配合物[CuL(NO)]·2CHOH(1)[L = 2,6-双(((对甲苯基亚氨基)甲基)-4-甲氧基苯酚],其中三齿NO席夫碱配体由2,6-二甲酰基-4-甲氧基苯酚与对甲基苯胺在铜(Ⅱ)离子作为模板剂存在下通过[1 + 2]缩合反应得到。X射线衍射分析表明,该配合物结晶于单斜晶系,空间群为P2/。1最显著的结构特征是它包含两种类型的一维右手螺旋链。分子通过分子间氢键和π⋯π相互作用连接,进而构建了一个三维超分子网络。此外,利用Hirshfeld表面分析和相应的二维指纹图谱对1的晶体堆积中的分子间相互作用进行了进一步研究。通过吸收和发射研究、粘度实验和圆二色性研究,考察了该配合物与小牛胸腺DNA(CT-DNA)的结合相互作用。配合物1显示出与DNA有显著的结合。荧光光谱、紫外吸收光谱、圆二色光谱和粘度结果表明,该配合物以沟槽结合模式与CT-DNA相互作用,结合常数为1.3±0.2×10 L mol。我们的荧光计研究表明,1与CT-DNA之间的反应是放热的(ΔH = 59.6 kJ mol;ΔS = 268.79 J mol K)。采用纸片扩散法对该配合物针对三种革兰氏阳性菌(金黄色葡萄球菌ATCC 25923、枯草芽孢杆菌ATCC 23212和表皮葡萄球菌ATCC 34384)和三种革兰氏阴性菌(大肠杆菌ATCC 25922、肺炎克雷伯菌ATCC 27853和鲍曼不动杆菌ATCC 70063)的抗菌活性进行了筛选。结果表明,该配合物表现出可接受的抗菌活性。