[Cu(N-(4,5-dimethylthiazol-2-yl)naphthalene-2-sulfonamide)2(NH3)2]·H2O | 1427169-64-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [Cu(N-(4,5-dimethylthiazol-2-yl)naphthalene-2-sulfonamide)2(NH3)2]·H2O
• 英文别名: [Cu(N-(4,5-dimethylthiazol-2-yl)naphthalene-2-sulfonamide)₂(NH₃)₂]·H₂O；[Cu(NST)₂(NH₃)₂]·H₂O
• CAS: 1427169-64-9
• 化学式: C₃₀H₃₂CuN₆O₄S₄*H₂O
• 分子量: 750.447
• InChiKey: OPEOAENGQXPECI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  copper(II) nitrate trihydrate 、 N-(4,5-dimethylthiazol-2-yl)naphthalene-2-sulfonamide 、 氨 以 甲醇 、 水 为溶剂， 生成 [Cu(N-(4,5-dimethylthiazol-2-yl)naphthalene-2-sulfonamide)2(NH3)2]·H2O
  参考文献：
  名称：

  DNA binding, nuclease activity, DNA photocleavage and cytotoxic properties of Cu(II) complexes of N-substituted sulfonamides

  摘要：

  Ternary copper(II) complexes [Cu(NST)(2)(phen)] (1) and [Cu(NST)(2)(NH3)(2)]center dot H2O (2) [HNST = N-(4,5-dimethylthiazol-2-yl)naphthalene-1-sulfonamide] were prepared and characterized by physico-chemical techniques. Both 1 and 2 were structurally characterized by X-ray crystallography. The crystal structures show the presence of a distorted square planar CuN4 geometry in which the deprotonated sulfonamide, acting as monodentate ligand, binds to the metal ion through the thiazole N atom. Both complexes present intermolecular pi-pi stacking interactions between phenanthroline rings (compound 1) and between naphthalene rings (compound 2). The interaction of the complexes with CT DNA was studied by means of thermal denaturation, viscosity measurements and fluorescence spectroscopy. The complexes display good binding propensity to the calf thymus DNA giving the order: 1>2. Complex 1, which has a higher capability for binding to DNA, showed better nuclease activity than 2 in the presence of ascorbate/H2O2. Both the kinetics and the mechanism of the DNA cleavage reaction were investigated. Furthermore, complex 1 showed efficient photo-induced DNA cleavage activity on irradiation with UV light in the absence of any external reagent. The UV light induced DNA cleavage follows a photo-redox pathway with generation of hydroxyl radicals as reactive species. In addition, the cytotoxic properties of both complexes (1 and 2) were evaluated in human cancer cells (HeLa, Caco-2 and MDA-468). The low IC50 values, in particular those against Caco-2, have indicated that the compounds can be considered as promising chemotherapeutic agents. (c) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2013.01.003