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Mitochondria localizing high-spin iron complexes of curcumin for photo-induced drug release

Jana, Avishek and Verma, Brijesh K and Garai, Aditya and Kondaiah, Paturu and Chakravarty, Akhil R (2018) Mitochondria localizing high-spin iron complexes of curcumin for photo-induced drug release. In: INORGANICA CHIMICA ACTA, 483 . pp. 571-578.

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Official URL: http://dx.doi.org/10.1016/j.ica.2018.09.008

Abstract

High-spin iron complexes Fe-II(L-1)(cur)]Cl (1), Fe-III(L-2)(cur)]Cl (2) and Fe-III(L-3)(cur)] (3), where L-1 is tris(2-pyridylmethyl)amine, HL2 is N,N-bis(2-pyridylmethyl)-N-(2-hydroxybenzyl)amine and H2L3 is N,N-dimethyl-N',N'-bis(4,6-ditertiarybutyl-2-hydroxybenzyl)ethylenediami ne and Hcur is curcumin, were synthesized, characterized and their redox-mediated and/or visible light induced release of curcumin, photo-induced DNA cleavage and anticancer activity studied. The molecular structures of 1-3 were optimized from DFT (density functional theory) calculations. The t(2g)(3)e(g)(2)-iron(III) complexes showed a curcumin based electronic spectral band at similar to 425 nm in 1:1 DMF/DPBS (Dulbecco's phosphate-buffered saline) and displayed the Fe(III)-Fe(II) redox couple near - 0.36 V vs. SCE (saturated calomel electrode) in DMF-0.1 M TBAP (tetrabutylammonium perchlorate). The complexes are avid binders to calf thymus DNA. Complex 1 showed photo-cleavage of pUC19 DNA in visible light of 446 nm forming center dot OH radicals as the reactive oxygen species. The complexes as curcumin carrier showed photo-cytotoxicity in different cell lines on visible light activation. Imaging study showed their subcellular mitochondrial localization.

Item Type: Journal Article
Additional Information: Copy right for this article belong to ELSEVIER SCIENCE SA
Keywords: Bioinorganic chemistry; Iron; Curcumin; Mitochondrial localization; Drug photo-release; DNA cleavage
Department/Centre: Division of Biological Sciences > Molecular Reproduction, Development & Genetics
Division of Chemical Sciences > Inorganic & Physical Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 15 Oct 2018 15:24
Last Modified: 15 Oct 2018 15:24
URI: http://eprints.iisc.ac.in/id/eprint/60876

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