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

Journal of Chemical Sciences

Akhil R Chakravarty1¹  Anjali A Karande2²  Sanjoy Mukherjee¹  Basudev Maity¹  Arun Kumar¹  Samya Banerjee¹  Akanksha Dixit²  K Sesha Maheswaramma¹ 

[1] Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560 012, India$$;Department of Biochemistry, Indian Institute of Science, Bangalore 560 012, India$$

关键词: Copper;    dipyridophenazine;    medicinal chemistry;    photocytotoxicity;    apoptosis.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

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 $^{ullet}ext{OH}$ 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.

【 授权许可】

Unknown