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      https://www.ias.ac.in/article/fulltext/jcsc/128/02/0165-0175

    • Keywords

       

      Copper; dipyridophenazine; medicinal chemistry; photocytotoxicity; apoptosis.

    • Abstract

       

      Ternary copper(II) complexes of salicylaldehyde-histamine Schiff base (HL) and pyridyl ligands, viz. [Cu(bpy)(L)](ClO4) (1) and [Cu(dppz)(L)](ClO4) (2), where bpy is 2,2′-bipyridine (in 1) and dppz is dipyrido[3,2-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 (𝐾b) of ∼105 M−1. It exhibited moderate chemical nuclease activity but excellent DNA photocleavage activity in red light of 647 nm forming $^{\bullet}\text{OH}$ radicals. It showed remarkable photocytotoxicity in human cervical cancer cells (HeLa) giving IC50 of 1.6 𝜇M 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.

    • Author Affiliations

       

      Samya Banerjee1 Akanksha Dixit2 K Sesha Maheswaramma1 Basudev Maity1 Sanjoy Mukherjee1 Arun Kumar1 Anjali A Karande2 Akhil R Chakravarty1

      1. Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560 012, India
      2. Department of Biochemistry, Indian Institute of Science, Bangalore 560 012, India
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