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Remarkable photo-induced anticancer activity of vitamin-S6 Schiff base copper(II) complexes of pyridyl bases

Mukherjee, Tirtha and Dixit, Akanksha and Banerjee, Samya and Karande, Anjali A and Chakravarty, Akhil R (2015) Remarkable photo-induced anticancer activity of vitamin-S6 Schiff base copper(II) complexes of pyridyl bases. In: JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 92 (12). pp. 1855-1865.

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Abstract

Vitamin-B6 (VB6) Schiff base (H2L) copper(II) complexes of pyridyl bases, viz. Cu(bpy)(L)] (1), Cu(phen)(L)] (2) and Cu(dppz)(L)] (3), where bpy is 2,2'-bipyridine, phen is 1,10-phenanthroline and dppz is dipyrido3,2-a:2',3'c]phenazine are synthesized, characterized and their phto-induced anticancer activity studied. The non-electrolytic one electron paramagnetic complexes exhibit a d-d band near 700 nm in DMF. The dppz complex intercalatively binds to calf-thymus DNA with binding constant (K-b) values of similar to 10(6) M-1. This complex exhibits low chemical nuclease activity but excellent DNA photocleavage activity when irradiated with red light of 705 nm forming (OH)-O-center dot radical. It displays remarkable photocytotoxicity in human cervical cancer cells (HeLa) giving IC50 value of 0.9 mu M in visible light (400-700 nm) while being less toxic in darkness (IC50 : 23 mu M). The cellular uptake of the complexes seems to be via VB6 transporting membrane carrier mediated diffusion pathway. Photo-induced cell death follows apoptotic pathway involving photo-generated intracellular reactive oxygen species.

Item Type: Journal Article
Publication: JOURNAL OF THE INDIAN CHEMICAL SOCIETY
Publisher: SCIENTIFIC PUBL-INDIA
Additional Information: Copy right for this article belongs to the SCIENTIFIC PUBL-INDIA, 5-A, NEW PALI RD, PO BOX 91, NEAR HOTEL TAJ HARI MAHAL, JODHPUR, 342 003, INDIA
Keywords: Medicinal chemistry; copper; dipyridophenazine; vitamin B6 Schiff base; photocytotoxicity; cellular apoptosis
Department/Centre: Division of Biological Sciences > Biochemistry
Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 12 May 2016 07:21
Last Modified: 12 May 2016 07:21
URI: http://eprints.iisc.ac.in/id/eprint/53799

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