Benzothiazole bipyridine complexes of ruthenium(II) with cytotoxic activity
| Autor: | Hendrik W. Van Den Berg, Caitriona B. Spillane, F. Richard Keene, Nicholas C. Fletcher, Severine Chanduloy, Joy L. Morgan, Sandra M. Rountree |
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| Rok vydání: | 2007 |
| Předmět: |
Intercalation (chemistry)
chemistry.chemical_element Antineoplastic Agents Photochemistry Biochemistry 2 2'-Bipyridine Inorganic Chemistry chemistry.chemical_compound Bipyridine 2 2'-Dipyridyl Cell Line Tumor Humans Benzothiazoles Spectrum Analysis DNA Fluorescence Intercalating Agents humanities Ruthenium Crystallography Spectrometry Fluorescence chemistry Benzothiazole Ruthenium Compounds Drug Screening Assays Antitumor Enantiomer Ethidium bromide Oxidation-Reduction |
| Zdroj: | JBIC Journal of Biological Inorganic Chemistry. 12:797-807 |
| ISSN: | 1432-1327 0949-8257 |
| DOI: | 10.1007/s00775-007-0232-z |
| Popis: | A series of benzothiazole-substituted trisbipyridine ruthenium(II) analogues {[Ru(bpy)(2)(4,5'-bbtb)](2+), [Ru(bpy)(2)(5,5'-bbtb)](2+) and [Ru(bpy)(2)(5-mbtb)](2+) [bpy is 2,2'-bipyridine, bbtb is bis(benzothiazol-2-yl)-2,2'-bipyridine, 5-mbtb is 5-(benzothiazol-2-yl),5'-methyl-2,2'-bipyridine]} have been prepared and compared with the complex [Ru(bpy)(2)(4,4'-bbtb)](2+) reported previously. From the UV-vis spectral studies, substitution at the 5-position of the bpy causes the ligand-centred transitions to occur at considerably lower energy than for those with the functionality at the 4-position, while at the same time causing the emission to be effectively quenched. However, substitution at the 4-position causes the metal-to-ligand charge transfer to occur at lower energies. Fluorescent intercalator displacement studies indicate that the doubly substituted complexes displace ethidium bromide from a range of oligonucleotides, with the greater preference shown for bulge and hairpin sequences by the Lambda enantiomer. Since the complexes only show small variation in the UV-vis spectra on the introduction of calf thymus DNA and a small increase in fluorescence they do not appear to be intercalators, but appear to associate within one of the grooves. All of the reported bisbenzothiazole complexes show reasonable cytotoxicity against a range of human cancer cell lines. |
| Databáze: | OpenAIRE |
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