Copper complexes with heterocyclic sulfonamides: Synthesis, spectroscopic characterization, microbiological and SOD-like activities: Crystal structure of [Cu(sulfisoxazole)2(H2O)4]•2H2O

Copper complexes with heterocyclic sulfonamides: Synthesis, spectroscopic characterization, microbiological and SOD-like activities: Crystal structure of [Cu(sulfisoxazole)2(H2O)4]•2H2O
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DOI:
10.1016/j.jinorgbio.2006.01.042
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发表时间:
2006-07-01
影响因子:
3.9
通讯作者:
Torre, M. H.
Torre, M. H.
中科院分区:
生物学2区
文献类型:
--
作者:
Kremer, E.;Facchin, G.;Torre, M. H.

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报道了一系列含杂环磺胺类抗菌铜配合物的合成、表征及比较生物学研究。合成了两种配合物[Cu(L)(2)] - H2O和[Cu(L)(2)(H2O)(4)] - nH(2)O。通过红外光谱和电子光谱对其进行了表征,并测定了配合物的晶体结构[Cu(sulfisoxazole)(2)(H2O)(4)](.)2 H(2)O的单晶X射线衍射测定。晶体结构为C2/c,Z = 8,单斜空间群为C2/c,Z = 8。Cu(II)是由水分子中的四个氧原子和两个异恶唑环中的两个氮原子形成的轻微四面体扭曲的八面体。使用琼脂稀释试验评价所有合成的配合物和配体的抗微生物活性。结果表明,含五元杂环的配合物比游离的磺胺类化合物具有更高的活性,而嘧啶、吡啶和哒嗪配合物的活性与游离配体相近或更低。为了找到这种行为的解释,测试了亲脂性和超氧化物歧化酶样活性,表明[Cu(磺胺甲恶唑)(2)(H2O)(4)](.)3 H(2)O具有最高的抗菌活性和超氧化物歧化酶样活性,与药理活性化合物相当。(c)2006年爱思唯尔公司All rights reserved.
The synthesis, characterization and comparative biological study of a series of antibacterial copper complexes with heterocyclic sulfonamides were reported. Two kinds of complexes were obtained with the stoichiometries [Cu(L)(2)] - H2O and [Cu(L)(2)(H2O)(4)] - nH(2)O. They were characterized by infrared and electronic spectroscopies and the crystal structure of [Cu(sulfisoxazole)(2)(H2O)(4)](.)2H(2)O was determined by single crystal X-ray diffraction. It crystallized in the C2/c with Z = 8 monoclinic space group C2/c with Z = 8. The Cu(II) is in a slightly tetragonal distorted octahedron formed by four oxygen atoms from water molecules and two nitrogen atoms from two isoxazole rings. The antimicrobial activity was evaluated for all the synthesized complexes and ligands using the agar dilution test. The results showed that the complexes with five-membered heterocyclic rings were more active than the free sulfonamides while the pyrimidine, pyridine and pyridazine complexes had similar or less activity than the free ligands. In order to find an explanation for this behavior lipophilicity and superoxide dismutase-like activity were tested, showing that the [Cu(sulfamethoxazol)(2)(H2O)(4)] (.) 3H(2)O presented the highest antimicrobial potency and a superoxide dismutase-like activity comparable with pharmacological active compounds. (c) 2006 Elsevier Inc. All rights reserved.