Synthesis, characterisation and DNA intercalation studies of regioisomers of ruthenium (II) polypyridyl complexes
| Autor: | Muhammad Qasim Mushtaq Warraich, Samar Moqadasi, Alan Casey, Alessandra Ghion, Laura Perdisatt, Christine O'Connor, Gary Hessman, Luke A. J. O'Neill |
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| Rok vydání: | 2017 |
| Předmět: |
Circular dichroism
Nitrile Stereochemistry Cell Survival Phenanthroline chemistry.chemical_element Antineoplastic Agents 010402 general chemistry 01 natural sciences Biochemistry Ruthenium Inorganic Chemistry chemistry.chemical_compound Bipyridine Cell Line Tumor Humans Transition Temperature Regioisomers Molecular Structure 010405 organic chemistry Circular Dichroism Stereoisomerism Ligand (biochemistry) Intercalating Agents 0104 chemical sciences Benzonitrile Chemistry DNA Intercalation chemistry Ruthenium (II) polypyridyl DNA & cell-line studies Food Science HeLa Cells |
| Zdroj: | Articles |
| ISSN: | 1873-3344 |
| Popis: | Regioisomers of the functional group of the main ligand (L) on a series of [Ru(phen)2L]2+and [Ru(bpy)2L]2+ complexes, where phen is 1,10 phenanthroline and bpy is 2,2'-bipyridine, were synthesised to investigate the interaction with deoxyribonucleic acid (DNA) as potential therapeutics. UV-Vis binding titrations, thermal denaturation and circular dichroism were used to evaluate their interaction with DNA. The conclusions indicated the significance of the auxiliary ligand; especially 1,10-phenanthroline has on the binding constants (Kb). The systematic variation of auxiliary ligand(phen or bpy), and polypyridyl ligand (4-(1H-Imidazo[4,5-f][1,10]phenanthrolin-2-yl)benzonitrile (CPIP), 2-(4-formylphenyl)imidazo[4,5-f] [1,10] phenanthroline (FPIP), 2-(4-bromophenyl)imidazo[4,5-f][1,10]phenanthroline (BPIP) and 2-(4-nitrophenyl)imidazo[4,5-f] [1,10] phenanthroline (NPIP), split in terms of functional group change were investigated for DNA interaction. The CPIP analogues in particular were investigated for the regioisomerism (ortho, meta, para) effect of the nitrile group on the ligand. It was found that both the DNA interaction could be tailored through the systematic variation of the electronic nature of the individual auxiliary ligand and to a lesser extent the functional group and regioisomeric change. Preliminary cell line studies have been carried out to determine the selectivity of the complexes against cell lines such as A375 (Skin Cancer), HeLa (Cervical Cancer), A549 (Lung Cancer), Beas2B (Lung Normal Cell) and MCF-7 (Breast Cancer). Complexes which had strong DNA interactions in the binding studies have proven to be the most efficacious against certain cell lines. Establishing well-defined structure property relationships when looking at trends in spectroscopic properties and DNA binding will aid in the intelligent design of potential therapeutic complexes. |
| Databáze: | OpenAIRE |
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