Galal Shadia A, Hegab Khaled H, Kassab Ahmed S, Rodriguez Mireya L, Kerwin Sean M, el-Khamry Abdel-Mo'men A, el-Diwani Hoda I
Division of Pharmaceutical and Drug Industries, Department of Chemistry of Natural and Microbial Products, National Research Center, Cairo, Egypt.
Eur J Med Chem. 2009 Apr;44(4):1500-8. doi: 10.1016/j.ejmech.2008.07.013. Epub 2008 Jul 19.
Metal complexes of 2-methyl-1H-benzimidazole-5-carboxylic acid hydrazide (4a; L(1)) and its Schiff base 2-methyl-N-(propan-2-ylidene)-1H-benzimidazole-5-carbohydrazide (5a; L(2)) with transition metal ions e.g., copper, silver, nickel, iron and manganese were prepared. The complexes formed were 1:1 or 1:2 M:L complexes and have the structural formulae [Cu(L(1))Cl(H(2)O)]Cl x 3 H(2)O (6), [Ag(L(1))NO(3)(H(2)O)] (7), [Ni(L(1))Cl(2)(H(2)O)(2)] x H(2)O (8), [Fe(L(1))Cl(3)(H(2)O)] x 3 H(2)O (9) and [Mn(L(1))(2)Cl(H(2)O)]Cl x 3 H(2)O (10) for ligand L(1), and [Cu(L(2))Cl(2)(H(2)O)(2)] x H(2)O (11), [Ag(L(2))(2)]NO(3) x H(2)O (12), [Ni(L(2))(2)Cl(2)] x 5 H(2)O (13), [Fe(L(2))(2)Cl(2)]Cl x 2 H(2)O (14) and [Mn(L(2))Cl(2)(H(2)O)(2)] x H(2)O (15) for ligand L(2). The antitumor activity of the synthesized compounds has been studied. The silver complex 7 was found to display cytotoxicity (IC(50)=2 microM) against both human lung cancer cell line A549 and human breast cancer cell line MCF-7.
制备了2-甲基-1H-苯并咪唑-5-羧酸酰肼（4a；L(1)）及其席夫碱2-甲基-N-（丙-2-亚基）-1H-苯并咪唑-5-碳酰肼（5a；L(2)）与过渡金属离子如铜、银、镍、铁和锰形成的金属配合物。形成的配合物为1:1或1:2的M:L配合物，对于配体L(1)，其结构式分别为[Cu(L(1))Cl(H₂O)]Cl·3H₂O (6)、[Ag(L(1))NO₃(H₂O)] (7)、[Ni(L(1))Cl₂(H₂O)₂]·H₂O (8)、[Fe(L(1))Cl₃(H₂O)]·3H₂O (9)和[Mn(L(1))₂Cl(H₂O)]Cl·3H₂O (10)；对于配体L(2)，其结构式分别为[Cu(L(2))Cl₂(H₂O)₂]·H₂O (11)、[Ag(L(2))₂]NO₃·H₂O (12)、[Ni(L(2))₂Cl₂]·5H₂O (13)、[Fe(L(2))₂Cl₂]Cl·2H₂O (14)和[Mn(L(2))Cl₂(H₂O)₂]·H₂O (15)。对合成化合物的抗肿瘤活性进行了研究。发现银配合物7对人肺癌细胞系A549和人乳腺癌细胞系MCF-7均显示出细胞毒性（IC₅₀ = 2 μM）。
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