Synthesis and characterization of copper(II) complexes of 4-alkyl/aryl-1,2-naphthoquinones thiosemicarbazones derivatives as potent DNA cleaving agents |
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Authors: | Zahra Afrasiabi Prasad P Kulkarni Vinita Ambike Deepti Deobagakar Chris Gabbutt Annie K Powell |
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Institution: | a Department of Chemistry, University of Missouri Rolla, Rolla 65409, USA b Department of Chemistry, University of Pune, Ganeshkhind Road, Pune 411007, India c Department of Zoology, University of Pune, Pune 411007, India d Department of Colour and Polymer Chemistry, University of Leeds, Leeds, UK e Institut für Anorganische Chemie, Universität Karlsruhe, D-76128 Karlsruhe, Germany |
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Abstract: | Copper (II) complexes of some alkyl/aryl-1,2 naphthoquinones thiosemicarbazone have been prepared and characterized. The crystal structure determined for one of the free ligands viz. 4-Pyrrolidine-1-yl-1, 2] naphthaquinone thiosemicarbazone (5) indicates it to crystallize in the “E’ conformation which is supported by the NMR data. The ligands and copper complexes were evaluated for their DNA cleaving activities in case of circular double stranded plasmid DNA pBR322 under aerobic conditions. Amongst the ligands, compound 8 shows almost quantitative conversion to the linearized DNA in presence of H2O2 oxidant. All copper conjugates show more pronounced interaction with DNA while compounds 3 and 7 are able to yield linearized DNA in presence of the oxidant. |
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Keywords: | Copper 1 2 naphthoquinones Thiosemicarbazone Nuclease activity |
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