Luminescent Biological Probes Derived from Ruthenium(II) Estradiol Polypyridine Complexes

Citations Over TimeTop 10% of 2007 papers

Abstract

Four luminescent ruthenium(II) polypyridine estradiol complexes [Ru(NwedgeN)2(bpy-estradiol)](PF6)2 (NwedgeN = 2,2'-bipyridine (bpy), 4,7-diphenyl-1,10-phenanthroline (Ph2-phen); bpy-estradiol = 5-(4-(17alpha-ethynylestradiolyl)phenyl)-2,2'-bipyridine (bpy-ph-est), 4-(N-(6-(4-(17alpha-ethynylestradiolyl)benzoylamino)hexyl)aminomethyl)-4'-methyl-2,2'-bipyridine (mbpy-C6-est)) have been designed as new luminescent biological probes. The lipophilicity and photophysical and electrochemical properties of these complexes have been investigated. Upon photoexcitation, all the complexes exhibited intense and long-lived triplet metal-to-ligand charge-transfer (3MLCT) (dpi(Ru) --> pi*(diimine)) emission in fluid solutions at 298 K and in low-temperature glass. The binding of the complexes to estrogen receptor-alpha (ERalpha) has been studied by emission titrations. The Ph2-phen complexes showed emission enhancement and increased lifetimes upon binding to the protein. Additionally, the cytotoxicity of the complexes toward the HeLa cell line has been examined by the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide (MTT) assay and the IC50 values ranged from 83.1 to 166.6 microM (cisplatin showed an IC50 value of 34.3 microM under the same experimental conditions). Furthermore, the cellular uptake of the complexes has been investigated by flow cytometry and laser-scanning confocal microscopy.

Related Papers

• → Comparative studies of pyridine and bipyridine ruthenium dye complexes with different side groups as sensitizers in sol-gel quasi-solid-state dye sensitized solar cells(2015)19 cited
• → Synthesis of ruthenium tris(2,2′-bipyridine)-type complexes tethered to peptides at 5,5′-positions(2012)7 cited
• → Controlled synthesis of some mixed diimine ruthenium(II) complexes(1989)6 cited
• Solid electrolyte bipyridine macroligands for ruthenium polypyridyl complexes : new materials for applications in dye-sensitized solar cells(2004)
• New potential materials for polymer solar cells : polymeric ruthenium bipyridine complexes(2004)