Synthesis and Characterization of Copper(II) Complexes of 4-alkyl/aryl-1,2-naphthoquinones Thiosemicarbazones Derivatives as Potent DNA Cleaving Agents
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.
Z. Afrasiabi Navan and E. Sinn and P. P. Kulkarni and V. Ambike and S. B. Padhyé and D. Deobagakar and H. B. Mark and C. D. Gabbutt and C. E. Anson and A. K. Powell, "Synthesis and Characterization of Copper(II) Complexes of 4-alkyl/aryl-1,2-naphthoquinones Thiosemicarbazones Derivatives as Potent DNA Cleaving Agents," Inorganica Chimica Acta, vol. 358, no. 6, pp. 2023-2030, American Society for Cell Biology, Elsevier, Mar 2005.
The definitive version is available at http://dx.doi.org/10.1016/j.ica.2004.12.042
Keywords and Phrases
1,2 naphthoquinone derivative; 4 (2,3 dihydroindol 1 yl)[1,2]naphthoquinone 1 thiosemicarbazone; 4 morpholin 4 yl[1,2]naphthoquinone 1 thiosemicarbazone; 4 piperidin 1; 1,2 naphthoquinones; Copper; Nuclease activity; Thiosemicarbazoneyldibenzofuran 1,2 dione 1 thiosemicarbazone; 4 pyrrolidin 1 yl[1,2]naphthoquinone 1 thiosemicarbazone; copper complex; double stranded DNA; hydrogen peroxide; plasmid DNA; thiosemicarbazone derivative; unclassified drug; article; crystal structure; crystallization; DNA cleavage; drug synthesis; nuclear magnetic resonance
International Standard Serial Number (ISSN)
Article - Journal
© 2005 American Society for Cell Biology, Elsevier, All rights reserved.