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DNA Binding and Anti-Cancer Activity of Redox-Active Heteroleptic Piano-Stool Ru(II), Rh(III), and Ir(III) Complexes Containing 4‑(2-Methoxypyridyl)phenyldipyrromethene

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journal contribution
posted on 19.02.2016 by Rakesh Kumar Gupta, Rampal Pandey, Gunjan Sharma, Ritika Prasad, Biplob Koch, Saripella Srikrishna, Pei-Zhou Li, Qiang Xu, Daya Shankar Pandey
The synthesis of four novel heteroleptic dipyrrinato complexes [(η6-arene)­RuCl­(2-pcdpm)] (η6-arene = C6H6, 1; C10H14, 2) and [(η5-C5Me5)­MCl­(2-pcdpm)] (M = Rh, 3; Ir, 4) containing a new chelating ligand 4-(2-methoxypyridyl)-phenyldipyrromethene (2-pcdpm) have been described. The complexes 14 have been fully characterized by various physicochemical techniques, namely, elemental analyses, spectral (ESI-MS, IR, 1H, 13C NMR, UV/vis) and electrochemical studies (cyclic voltammetry (CV) and differential pulse voltammetry (DPV)). Structures of 3 and 4 have been determined crystallographically. In vitro antiproliferative and cytotoxic activity of these complexes has been evaluated by trypan blue exclusion assay, cell morphology, apoptosis, acridine orange/ethidium bromide (AO/EtBr) fluorescence staining, and DNA fragmentation assay in Dalton lymphoma (DL) cell lines. Interaction of 14 with calf thymus DNA (CT DNA) has also been supported by absorption titration and electrochemical studies. Our results suggest that in vitro antitumor activity of 14 lies in the order 2 > 1 > 4 > 3.