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一些含N,N'-二取代硫脲的铜(I)配合物的合成、结构表征及体外细胞毒性和抗菌活性

Synthesis, structural characterization and in vitro cytotoxicity and anti-bacterial activity of some copper(I) complexes with N,N'-disubstituted thioureas.

作者信息

Rauf M Khawar, Badshah Amin, Gielen Marcel, Ebihara Masahiro, Vos Dick de, Ahmed Safeer

机构信息

Department of Chemistry, Quaid-I-Azam University, Islamabad, Pakistan.

出版信息

J Inorg Biochem. 2009 Aug;103(8):1135-44. doi: 10.1016/j.jinorgbio.2009.05.014. Epub 2009 Jun 9.

DOI:10.1016/j.jinorgbio.2009.05.014
PMID:19570580
Abstract

A series of copper(I) complexes of N,N'-disubstituted thioureas, [C(6)H(5)CONHCSNHR]Cu(I)Cl where R=C(6)H(5) (1a), 2-ClC(6)H(4) (2a), 3-ClC(6)H(4) (3a), 4-ClC(6)H(4) (4a), 2,3-Cl(2)C(6)H(3) (5a), 2,4-Cl(2)C(6)H(3) (6a), 2,5-Cl(2)C(6)H(3) (7a), 2,6-Cl(2)C(6)H(3) (8a), 3,4-Cl(2)C(6)H(3) (9a) and 3,5-Cl(2)C(6)H(3) (10a) have been synthesized. These complexes (1a-10a) have been characterized by elemental analyses, IR, (1)H and (13)C NMR spectroscopy, cyclic voltammetry and single crystal XRD for 1a and 8a, and for ligand 7. The X-ray crystal structures reveal that the complexes 1a and 8a are mononuclear in the solid state in which the copper atoms adopt a distorted tetrahedral geometry. In both the cases, the neutral N,N'-disubstituted thiourea ligands have been coordinated to the Cu(I) through the sulphur atom in a terminal mode. The complexes have been screened for their in vitro cytotoxic activity in human cell lines carcinomas A498 (Renal), EVSA-T (Breast), H226 (Lung), IGROV (Ovarian), M19 (Melanoma-Skin), MCF-7 (Breast) and WIDR (Colon). They show a moderate cytotoxicity against these seven human cancer cell lines comparable to that of the less active standard chemotherapeutic drugs used for comparison. They were also screened for their anti-bacterial activity and were found less active than the standard drug Imipenem.

摘要

一系列N,N'-二取代硫脲的铜(I)配合物,即[C(6)H(5)CONHCSNHR]Cu(I)Cl,其中R = C(6)H(5)(1a)、2-ClC(6)H(4)(2a)、3-ClC(6)H(4)(3a)、4-ClC(6)H(4)(4a)、2,3-Cl(2)C(6)H(3)(5a)、2,4-Cl(2)C(6)H(3)(6a)、2,5-Cl(2)C(6)H(3)(7a)、2,6-Cl(2)C(6)H(3)(8a)、3,4-Cl(2)C(6)H(3)(9a)和3,5-Cl(2)C(6)H(3)(10a)已被合成。这些配合物(1a - 10a)通过元素分析、红外光谱、(1)H和(13)C核磁共振光谱、循环伏安法以及对1a和8a以及配体7进行单晶X射线衍射进行了表征。X射线晶体结构表明,配合物1a和8a在固态下为单核结构,其中铜原子采用扭曲的四面体几何构型。在这两种情况下,中性的N,N'-二取代硫脲配体均通过硫原子以端基模式与Cu(I)配位。已对这些配合物在人癌细胞系A498(肾)、EVSA-T(乳腺)、H226(肺)、IGROV(卵巢)、M19(黑色素瘤 - 皮肤)、MCF-7(乳腺)和WIDR(结肠)中进行了体外细胞毒性活性筛选。它们对这七种人类癌细胞系显示出中等细胞毒性,与用于比较的活性较低的标准化疗药物相当。还对它们进行了抗菌活性筛选,发现其活性低于标准药物亚胺培南。

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