ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

Ternary iron(II) complex with an emissive imidazopyridine arm from Schiff base cyclizations and its oxidative DNA cleavage activity

Mukherjee, Arindam and Dhar, Shanta and Nethaji, Munirathinam and Chakravarty, Akhil R (2005) Ternary iron(II) complex with an emissive imidazopyridine arm from Schiff base cyclizations and its oxidative DNA cleavage activity. In: Dalton Transactions (2). pp. 349-353.

[img]
Preview
PDF
Ternary_iron.pdf

Download (194Kb)

Abstract

The ternary iron(II) complex [Fe(L')(L")] $(PF_6)_3(1)$ as a synthetic model for the bleomycins, where L' and L" are formed from metal-mediated cyclizations of N,N -(2-hydroxypropane-1,3-diyl)bis(pyridine-2-aldimine)(L), is synthesized and structurally characterized by X-ray crystallography. In the six-coordinate iron(II) complex, ligands L' and L" show tetradentate and bidentate chelating modes of bonding. Ligand L' is formed from an intramolecular attack of the alcoholic OH group of L to one imine moiety leading to the formation of a stereochemically constrained five-membered ring. Ligand L" which is formed from an intermolecular reaction involving one imine moiety of L and pyridine-2-carbaldehyde has an emissive cationic imidazopyridine pendant arm. The complex binds to double-stranded DNA in the minor groove giving a $K_a_p_p$ value of 4.1 x $10^5 M^�^1$ and displays oxidative cleavage of supercoiled DNA in the presence of $H_2O_2$ following a hydroxyl radical pathway. The complex also shows photo-induced DNA cleavage activity on UV light exposure involving formation of singlet oxygen as the reactive species.

Item Type: Journal Article
Additional Information: The copyright for this article belongs to Royal Society of Chemistry.
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 21 Sep 2005
Last Modified: 19 Sep 2010 04:19
URI: http://eprints.iisc.ernet.in/id/eprint/3547

Actions (login required)

View Item View Item