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Photoactivated DNA cleavage and anticancer activity of pyrenyl-terpyridine lanthanide complexes

Hussain, Akhtar and Gadadhar, Sudarshan and Goswami, Tridib K and Karande, Anjali A and Chakravarty, Akhil R (2012) Photoactivated DNA cleavage and anticancer activity of pyrenyl-terpyridine lanthanide complexes. In: European Journal of Medicinal Chemistry, 50 . pp. 319-331.

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Official URL: http://dx.doi.org/10.1016/j.ejmech.2012.02.011

Abstract

Lanthanide(III) complexes Ln(R-tpy)(acac)(NO3)(2)] (Ln = La(III) in 1, 2; Gd(III) in 4, 5) and Ln(py-tpy)(sacac)(NO3)(2)] (Ln = La(III), Gd(III), 6), where R-tpy is 4'-phenyl-2,2':6',2 `'-terpyridine (ph-tpy in 1, 4), 4'-(1-pyrenyl)-2,2':6',2 `'-terpyridine (py-tpy in 2, 3, 5 and 6), acac is acetylacetonate and sacac is 4-hydroxy-6-{4-(beta-D-glucopyranoside)oxy]phenyl}hex-3,5-dien-2-on ate, were prepared to study their DNA photocleavage activity and photocytotoxicity. Complexes La(ph-tpy)(acac)(E-tOH)(NO3)(2)] (1a) and Gd(ph-tpy)(acac)(NO3)(2)] (4) were characterized by X-ray crystallography. The 1:1 electrolytic complexes bind to calf thymus DNA. The py-tpy complexes cleave pUC19 DNA and exhibit remarkable photocytotoxicity in HeLa cells in UV-A light of 365 nm with apoptotic cell death (IC50: similar to 40 nM in light, >200 mu M in dark). Confocal microscopy using HeLa cells reveal primarily cytosolic localization of the complexes. (C) 2012 Elsevier Masson SAS. All rights reserved.

Item Type: Journal Article
Publication: European Journal of Medicinal Chemistry
Publisher: Elsevier Science
Additional Information: Copyright of this article is belongs to Elsevier Science.
Keywords: Medicinal chemistry;Lanthanide complexes;Pyrenyl-terpyridine photosensitizer;Crystal structure;Photocytotoxicity;Cellular imaging
Department/Centre: Division of Biological Sciences > Biochemistry
Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 23 Aug 2012 07:46
Last Modified: 23 Aug 2012 07:49
URI: http://eprints.iisc.ac.in/id/eprint/44474

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