Md Yusof Enis Nadia, S A Ravoof Thahira Begum, Tiekink Edward R T, Veerakumarasivam Abhimanyu, Crouse Karen Anne, Mohamed Tahir Mohamed Ibrahim, Ahmad Haslina
Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, UPM Serdang 43400, Malaysia.
Department of Chemistry, University of Malaya, Kuala Lumpur 50603, Malaysia.
Int J Mol Sci. 2015 May 15;16(5):11034-54. doi: 10.3390/ijms160511034.
Two bidentate NS ligands were synthesized by the condensation reaction of S-2-methylbenzyldithiocarbazate (S2MBDTC) with 2-methoxybenzaldehyde (2MB) and 3-methoxybenzaldehyde (3MB). The ligands were reacted separately with acetates of Cu(II), Ni(II) and Zn(II) yielding 1:2 (metal:ligand) complexes. The metal complexes formed were expected to have a general formula of [M(NS)2] where M = Cu2+, Ni2+, and Zn2+. These compounds were characterized by elemental analysis, molar conductivity, magnetic susceptibility and various spectroscopic techniques. The magnetic susceptibility measurements and spectral results supported the predicted coordination geometry in which the Schiff bases behaved as bidentate NS donor ligands coordinating via the azomethine nitrogen and thiolate sulfur. The molecular structures of the isomeric S2M2MBH (1) and S2M3MBH (2) were established by X-ray crystallography to have very similar l-shaped structures. The Schiff bases and their metal complexes were evaluated for their biological activities against estrogen receptor-positive (MCF-7) and estrogen receptor-negative (MDA-MB-231) breast cancer cell lines. Only the Cu(II) complexes showed marked cytotoxicity against the cancer cell lines. Both Schiff bases and other metal complexes were found to be inactive. In concordance with the cytotoxicity studies, the DNA binding studies indicated that Cu(II) complexes have a strong DNA binding affinity.
通过S-2-甲基苄基二硫代氨基甲酸盐（S2MBDTC）与2-甲氧基苯甲醛（2MB）和3-甲氧基苯甲醛（3MB）的缩合反应合成了两种双齿NS配体。这些配体分别与Cu（II）、Ni（II）和Zn（II）的醋酸盐反应，生成1:2（金属:配体）的配合物。预期形成的金属配合物通式为[M(NS)2]，其中M = Cu2+、Ni2+和Zn2+。通过元素分析、摩尔电导率、磁化率和各种光谱技术对这些化合物进行了表征。磁化率测量和光谱结果支持了预测的配位几何结构，其中席夫碱作为双齿NS供体配体，通过甲亚胺氮和硫醇盐硫进行配位。通过X射线晶体学确定了异构体S2M2MBH（1）和S2M3MBH（2）的分子结构具有非常相似的L形结构。评估了席夫碱及其金属配合物对雌激素受体阳性（MCF-7）和雌激素受体阴性（MDA-MB-231）乳腺癌细胞系的生物活性。只有Cu（II）配合物对癌细胞系表现出显著的细胞毒性。发现席夫碱和其他金属配合物均无活性。与细胞毒性研究一致，DNA结合研究表明Cu（II）配合物具有很强的DNA结合亲和力。
