Cellular imaging and mitochondria targeted photo-cytotoxicity in visible light by singlet oxygen using a BODIPY - appended oxovanadium(IV) DNA crosslinking agent

Kumar, Arun and Dixit, Akanksha and Banerjee, Samya and Bhattacharyya, Arnab and Garai, Aditya and Karande, Anjali A and Chakravarty, Akhil R (2016) Cellular imaging and mitochondria targeted photo-cytotoxicity in visible light by singlet oxygen using a BODIPY - appended oxovanadium(IV) DNA crosslinking agent. In: MEDCHEMCOMM, 7 (7). pp. 1398-1404.

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Abstract

Oxovanadium(IV) complexes VO(L-1)Cl-2] (1) and VO(L-2)Cl-2] (2), where L-1 is N,N,N-donor benzyldipicolylamine and L-2 is the BODIPY-appended N,N,N-donor base, viz., (8-{bis(2-pyridylmethyl)amino]methylphenyl}-4,4-difluoro-1,3,5,7-te tramethyl-4-bora-3a,4a-diaza-s-indacene), were synthesized, characterized and their photo-induced DNA crosslinking activity and photocytotoxicity were studied. Single crystal X-ray diffraction analysis of 1 reveals two chloride ligands in the cis disposition to the VO2+ moiety. The complexes are 1 : 1 electrolytes in aqueous media, and the loss of the second chloride takes place on irradiation with visible light. The DNA melting and alkaline agarose gel electrophoresis studies on complex 2, treated with ct-DNA in light, suggest the formation of DNA crosslinks. Complex 2 selectively localizes in the mitochondria of the HeLa and MCF-7 cancer cells and shows remarkable photocytotoxicity via an apoptotic pathway (IC50 < 3 mu M) in visible light (400-700 nm) with low dark toxicity. The complex is remarkable in showing dual activity: (i) light-activated VO2+-DNA crosslink formation and (ii) singlet oxygen (O-1(2)) induced mitochondria-targeted PDT involving the BODIPY moiety.

Item Type:	Journal Article
Publication:	MEDCHEMCOMM
Publisher:	ROYAL SOC CHEMISTRY
Additional Information:	Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre:	Division of Biological Sciences > Biochemistry Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	19 Aug 2016 09:51
Last Modified:	19 Aug 2016 09:51
URI:	http://eprints.iisc.ac.in/id/eprint/54428

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