Photocytotoxic ternary copper(II) complexes of histamine Schiff base and pyridyl ligands

Banerjee, Samya and Dixit, Akanksha and Maheswaramma, Sesha K and Maity, Basudev and Mukherjee, Sanjoy and Kumar, Arun and Karande, Anjali A and Chakravarty, Akhil R (2016) Photocytotoxic ternary copper(II) complexes of histamine Schiff base and pyridyl ligands. In: JOURNAL OF CHEMICAL SCIENCES, 128 (2). pp. 165-175.

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Abstract

Ternary copper(Il) complexes of salicylaldehyde-histamine Schiff base (HL) and pyridyl ligands, viz. Cu(bpy)(L)](ClO4) (1) and Cu(dppz)(L)](C104) (2), where bpy is 2,2'-bipyridine (in 1) and dppz is dipyrido3,2-a:2',3'-c]phenazine (in 2), were synthesized, characterized and their DNA binding, photo-activated DNA cleavage activity and photocytotoxicity studied. The 1:1 electrolytic one-electron paramagnetic complexes showed a d-d band near 670 nm in aqueous DMF (1:1 v/v). The crystal structure of complex 1 showed the metal in CuN4O distorted square-pyramidal geometry. Complex 2 intercalatively binds to calf-thymus (ct) DNA with a binding constant (K-b) of similar to 10(5) M-1. It exhibited moderate chemical nuclease activity but excellent DNA photocleavage activity in red light of 647 nm forming (OH)-O-center dot radicals. It showed remarkable photocytotoxicity in human cervical cancer cells (HeLa) giving IC50 of 1.6 mu M in visible light (400-700 nm) with low dark toxicity. The photo-induced cell death is via generation of oxidative stress by reactive oxygen species.

Item Type:	Journal Article
Publication:	JOURNAL OF CHEMICAL SCIENCES
Publisher:	INDIAN ACAD SCIENCES
Additional Information:	Copy right for this article belongs to the INDIAN ACAD SCIENCES, C V RAMAN AVENUE, SADASHIVANAGAR, P B #8005, BANGALORE 560 080, INDIA
Keywords:	Copper; dipyridophenazine; medicinal chemistry; photocytotoxicity; apoptosis
Department/Centre:	Division of Biological Sciences > Biochemistry Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	06 Apr 2016 07:34
Last Modified:	06 Apr 2016 07:34
URI:	http://eprints.iisc.ac.in/id/eprint/53633

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