133762-11-5Relevant articles and documents
Mitochondrial selectivity and remarkable photocytotoxicity of a ferrocenyl neodymium(iii) complex of terpyridine and curcumin in cancer cells
Sarkar, Tukki,Banerjee, Samya,Mukherjee, Sanjoy,Hussain, Akhtar
, p. 6424 - 6438 (2016)
A series of four novel neodymium(iii) complexes of the formulation [Nd(R-tpy)(O-O)(NO3)2] (1-4), where R-tpy is 4′-phenyl-2,2′:6′,2′′-terpyridine (Ph-tpy; 1, 2) and 4′-ferrocenyl-2,2′:6′,2′′-terpyridine (Fc-tpy; 3, 4); O-O is the conjugate base of acetylacetone (Hacac; 1, 3) or curcumin (Hcurc; 2, 4), are synthesized and characterized. The single crystal structure of 1 shows that the complex is a discrete mononuclear species with the Nd(iii) centre in a nine coordinate environment provided by a set of O6N3 donor atoms. Complexes 1 and 3 having the simple acac ligand are prepared as control compounds. Complex 4, possessing an appended ferrocenyl (Fc) and the curcumin moiety, is remarkably photocytotoxic to HeLa and MCF-7 cancer cells in visible light giving respective IC50 values of 0.7 μM and 2.1 μM while being significantly less toxic to MCF-10A normal cells (IC50 = 34 μM) and in the dark (IC50 > 50 μM). The phenyl appended complex 2, lacking a ferrocenyl moiety, is significantly less toxic to both the cell lines when compared with 4. Complexes 1 and 3, lacking the photoactive curcumin moiety, do not show any apparent toxicity both in light and in the dark. The cell death is apoptotic in nature and is mediated by the light-induced formation of reactive oxygen species (ROS). Fluorescence imaging experiment with HeLa cells reveals mitochondrial accumulation of complex 4 within 4 h of incubation. The complexes bind to calf thymus (ct) DNA with moderate affinity giving Kb values in the range of 104-105 M-1. The curcumin complexes 2 and 4 cleave plasmid supercoiled DNA to its nicked circular form in visible light via1O2 and ?OH pathways. The presence of the ferrocenyl moiety is likely to be responsible for the enhanced cellular uptake and photocytotoxicity of complex 4. Thus, the mitochondria targeting complex 4, being remarkably cytotoxic in light but non-toxic in the dark and to normal cells, is a potential candidate for photochemotherapeutic applications.
Synthesis, characterization, crystal structure, and DNA interaction of tin complexes containing pyridyl ligands
Momeni, Badri Z.,Noroozi, Vahid
, p. 893 - 900 (2017/04/14)
Abstract: The reactions of 4′-aryl-2,2′:6′,2′′-terpyridines (aryl?=?phenyl, p-tolyl, p-anisyl, p-chlorophenyl, 4-pyridyl) and 3-phenyl-1,5-bis(2-pyridyl)-1,5-pentanedione with dimethyltin(IV) dichloride and tin(II) dichloride have been investigated. The resulting products have been fully characterized by elemental analysis and multinuclear (1H, 13C, 119Sn) NMR spectroscopy and X-ray crystal structure determination in the case of [SnCl2(pytpy)] (pytpy?=?4′-(4-pyridyl)-2,2′:6′,2′′-terpyridine). The crystal structure of [SnCl2(pytpy)] reveals that tin(II) is pentacoordinated in a highly distorted square pyramidal geometry. Moreover, the binding interaction of complex [SnCl2(pytpy)] with calf thymus-DNA (ct-DNA) has been investigated using UV–Vis spectroscopy. Data reveals that the groove binding is a mode of the interaction with a moderate binding constant of 7.2 (±0.2)?×?103?M?1. Graphical abstract: [Figure not available: see fulltext.]
Synthesis of heteroleptic terpyridyl complexes of Fe(II) and Ru(II): Optical and electrochemical studies
Mondal, Prakash Chandra,Manna, Arun Kumar
supporting information, p. 5775 - 5781 (2016/07/16)
We report the synthesis and characterization of heteroleptic terpyridyl complexes of d6 transition metal ions with Fe2+ and Ru2+ (1-3). Furthermore, we study the effect of substitution of either an electron donating group (-NH2) or electron withdrawing group (-NO2) at the 4′-position in the ligands by means of UV-vis, cyclic voltammetry, and differential pulse voltammetry measurements. The experimentally observed photophysical characteristics of the transition-metal based terpyridyl complexes are explained and supported by detailed quantum chemical calculations.
