Targeted photocytotoxicity by copper(II) complexes having vitamin B-6 and photoactive acridine moieties

Mukherjee, Nandini and Podder, Santosh and Banerjee, Samya and Majumdar, Shamik and Nandi, Dipankar and Chakravarty, Akhil R (2016) Targeted photocytotoxicity by copper(II) complexes having vitamin B-6 and photoactive acridine moieties. In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 122 . pp. 497-509.

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Abstract

Copper(II) pyridoxal Schiff base complexes Cu(L-1/L-2)(B)]ClO4 (1-4), where HL1 is 4-(((2-(1H-imidazol-4-yl)ethyl)imino)methyl)-5-(hydroxymethyl)-2-methylp yridin-3-ol (in 1 and 2), HL2 is 2-(((2-(1H-imidazol-4-yl)ethyl)imino)methyl)phenol (in 3, 4), B is 11-(9-acridinyl)dipyrido3,2-a:2',3'-c]phenazine (acdppz in 1 and 3), dipyrido3,2-a:2',3'-c]phenazine (in 2) and 1,10-phenanthroline (in 4), were synthesized, characterized and their photocytotoxicity in visible light, intracellular localization, cellular uptake and DNA photocleavage activity were studied. Complex 4 was characterized by X-ray crystallography. Complexes 1 and 3 having acdppz as photosensitizer showed significant photocytotoxicity in visible light in HeLa and MCF7 cells giving IC50 value of <0.6 mu m, while being relatively non-toxic in dark. The complexes were non-toxic to non-tumorigenic HPL1D cells both in light and dark conditions. Complex 1 showed significant localization in the cytoplasm of HeLa cells within 4 h of treatment, as evidenced from confocal microscopy. DCFDA assay on 1 suggested generation of intracellular reactive oxygen species in HeLa cells upon photo-exposure. Importantly, Annexin-V-FITC/PI assay indicated photo-induced apoptotic cell death. (C) 2016 Elsevier Masson SAS. All rights reserved.

Item Type:	Journal Article
Publication:	EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Additional Information:	Copy right for this article belongs to the ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER, 23 RUE LINOIS, 75724 PARIS, FRANCE
Department/Centre:	Division of Biological Sciences > Biochemistry Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	22 Oct 2016 09:43
Last Modified:	22 Oct 2016 09:43
URI:	http://eprints.iisc.ac.in/id/eprint/55071

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