Ravi Mudavath, B. Ushaiah, Ch. Kishan Prasad
Aug 5, 2019
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Influential Citations
15
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Quality indicators
Journal
Journal of Biomolecular Structure and Dynamics
Abstract
Abstract The molecular and QSAR (Quantitative Structure–Activity Relationship) properties of title compound 2-((6-Methoxybenzo[d]thiazol-2-ylimino)methyl)-6-ethoxyphenol (HL) were evaluated employing HyperChem 7.5 tools. The interaction of the 1a–1e complexes of HL with calf thymus DNA (CT-DNA) was investigated by absorption titrations, Fluorescence quenching and viscosity measurements. The experimental data suggest that these complexes bind to CT-DNA through an intercalative mode, wherein DNA-binding affinity of 1e is found to be greater compared to other complexes. The tryptophan emission-quenching with bovine serum albumin (BSA) experiment revealed stronger binding of 1e than other complexes in the hydrophobic region of protein. The photocleavage of plasmid pBR322 DNA investigated in the presence of the title complexes inferred conversion of supercoiled form of DNA plasmid to circular nicked form. Free-radical scavenging activity studies of HL and its metal complexes determined by their interaction with the stable free-radical DPPH have shown promising antioxidant property. Further cytotoxicity studies with HeLa and MCF-7 cell lines indicated that the compounds can efficiently inhibit the cell proliferation in a dose dependent manner. The DAPI staining assay studies revealed the higher potency of 1e to induce apoptosis. Abbreviations BSA Bovine serum albumin protein CT-DNA Calf thymus DNA DMSO Dimethyl sulfoxide DAPI 4′,-6-Diamidino-2-phenylindole dihydrochloride ESI–MS Electrospray ionization mass spectrometry IC50 Half-maximal inhibitory concentration MBTYE 2-((6-methoxybenzo[d]thiazol-2-ylimino) methyl)-6-ethoxyphenol MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide PBS Phosphate-buffered saline Tris Tris(hydroxymethyl)aminomethane Communicated by Ramaswamy H. Sarma