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新合成的含2-氨基-6-(三氟甲氧基)苯并噻唑席夫碱配体的铜(II)配合物的DNA相互作用及抗菌研究

DNA interaction, antimicrobial studies of newly synthesized copper (II) complexes with 2-amino-6-(trifluoromethoxy)benzothiazole Schiff base ligands.

作者信息

Rambabu Aveli, Pradeep Kumar Marri, Tejaswi Somapangu, Vamsikrishna Narendrula

机构信息

Department of Chemistry, Osmania University, Hyderabad, Telangana 500007, India.

Department of Chemistry, Osmania University, Hyderabad, Telangana 500007, India.

出版信息

J Photochem Photobiol B. 2016 Dec;165:147-156. doi: 10.1016/j.jphotobiol.2016.10.027. Epub 2016 Oct 24.

Abstract

Four novel Schiff base ligands, L (1-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)naphthalen-2-ol, CHFNOS), L (3-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)benzene-1,2-diol, CHFNOS), L (2-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)-5-methoxyphenol, CHFNOS) and L (2-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)-4-bromophenol, CHBrFNOS) and their binary copper(II) complexes 1 [Cu(L)], 2 [Cu(L)], 3 [Cu(L)] and 4 [Cu(L)] have been synthesized and characterized by elemental analysis, H NMR, C NMR, ESI mass, FT-IR, ESR, UV-Visible, magnetic susceptibility, TGA, SEM and powder XRD studies. Based on spectral and analytical data, a square planar geometry is assigned for all Cu(II) complexes. The ligands and their Cu(II) complexes have been screened for antimicrobial activity against bacterial species E. coli, P. aeruginosa, B. amyloliquefaciens and S. aureus and fungal species S. rolfsii and M. phaseolina and it is observed that all Cu(II) complexes are more potent than corresponding ligands. DNA binding (UV absorption, fluorescence and viscosity titrations) and cleavage (oxidative and photo cleavage) studies of Cu(II) complexes have also been investigated against calf thymus DNA (CT-DNA) and supercoiled pBR322 DNA respectively. From the experimental results, it is found that the complexes bound effectively to CT-DNA through an intercalative mode and also cleaved pBR322 DNA in an efficient manner. The DNA binding and cleavage affinities of newly synthesized Cu(II) complexes are in the order of 2>1>3>4.

摘要

四种新型席夫碱配体,L(1 - ((E) - (6 - (三氟甲氧基)苯并[d]噻唑 - 2 - 基亚氨基)甲基)萘 - 2 - 醇,CHFNOS)、L(3 - ((E) - (6 - (三氟甲氧基)苯并[d]噻唑 - 2 - 基亚氨基)甲基)苯 - 1,2 - 二醇,CHFNOS)、L(2 - ((E) - (6 - (三氟甲氧基)苯并[d]噻唑 - 2 - 基亚氨基)甲基) - 5 - 甲氧基苯酚,CHFNOS)和L(2 - ((E) - (6 - (三氟甲氧基)苯并[d]噻唑 - 2 - 基亚氨基)甲基) - 4 - 溴苯酚,CHBrFNOS)及其二元铜(II)配合物1 [Cu(L)]、2 [Cu(L)]、3 [Cu(L)]和4 [Cu(L)]已通过元素分析、1H NMR、13C NMR、ESI质谱、FT - IR、ESR、紫外 - 可见光谱、磁化率、TGA、SEM和粉末XRD研究进行了合成和表征。基于光谱和分析数据,为所有铜(II)配合物指定了平面正方形几何结构。对这些配体及其铜(II)配合物针对大肠杆菌、铜绿假单胞菌、解淀粉芽孢杆菌和金黄色葡萄球菌等细菌物种以及罗尔夫链霉菌和菜豆炭疽菌等真菌物种进行了抗菌活性筛选,观察到所有铜(II)配合物比相应的配体更具活性。还分别针对小牛胸腺DNA(CT - DNA)和超螺旋pBR322 DNA对铜(II)配合物进行了DNA结合(紫外吸收、荧光和粘度滴定)和裂解(氧化和光裂解)研究。从实验结果发现,这些配合物通过插入模式有效地与CT - DNA结合,并且还以高效方式裂解pBR322 DNA。新合成的铜(II)配合物与DNA的结合和裂解亲和力顺序为2>1>3>4。

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