Biological evaluation of a novel water soluble sulphur bridged binuclear copper(II) thiosemicarbazone complex

• Published in: European journal of medicinal chemistry 2011-09, Vol.46 (9), p.4584-4594
• Main Authors: Senthil Raja, Duraisamy, Bhuvanesh, Nattamai S.P., Natarajan, Karuppannan
• Format: Article
• Language: English
• Subjects: Animals; Antineoplastic agents; Antioxidant; Binuclear copper(II) thiosemicarbazone complex; Biological and medical sciences; Cattle; Cell Line, Tumor; Crystallography, X-Ray; Cytotoxic activity; DNA - drug effects; DNA binding; DNA cleavage; General aspects; Humans; Magnetic Resonance Spectroscopy; Medical sciences; Models, Molecular; Pharmacology. Drug treatments; Protein binding; Solubility; Spectrometry, Fluorescence; Sulfur - chemistry; Thiosemicarbazones - chemistry; Thiosemicarbazones - pharmacology; Water
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2011.07.038

The reaction of 2-oxo-1,2-dihydroquinoline-3-carbaldehyde 4( N, N)-dimethylthiosemicarbazone (HL) with copper(II) nitrate in methanol yielded water soluble [{Cu(L)(CH 3OH)} 2](NO 3) 2·H 2O. Structural analysis revealed that the complex consists of centrosymmetric binuclear entities containing square-pyramidal copper(II) ions bridged through the sulfur atoms. The spectroscopic experimental evidences strongly suggested that the ligand and complex could interact with calf thymus DNA (CT-DNA) through intercalation. A gel electrophoresis assay demonstrated the ability of the complex to cleave the pBR322 plasmid DNA. The complex also exhibited a strong binding to bovine serum albumin (BSA) over the ligand. Investigations of antioxidative properties showed that the complex has strong radical scavenging properties. Further, the cytotoxic effect of the complex was examined on HeLa, Hep G2, and HEp-2, which showed that the complex exhibited substantial cytotoxic specificity on HeLa over the other two. A novel water soluble sulphur bridged binuclear copper(II) thiosemicarbazone complex has been synthesized. Its DNA and protein interactions, antioxidative, and cytotoxic activity have been explored. [Display omitted] ► A novel sulphur bridged binuclear copper(II) complex has been prepared. ► It binds to CT-DNA via intercalation and cleaves pBR322 plasmid DNA. ► The complex binds to BSA via hydrophobic interaction. ► It possesses significant antioxidative properties. ► It shows specific cytotoxicity against HeLa over Hep G2, HEp-2 cancer cells.