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Anticancer Activity of a Complex of Cu II with 2‐(2‐hydroxyphenylazo)‐indole‐3 / ‐acetic Acid on three different Cancer Cell Lines: A Novel Feature for Azo Complexes
Author(s) -
Ganguly Durba,
Jain Chetan Kumar,
Santra Ramesh Chandra,
Roychoudhury Susanta,
Majumder Hemanta Kumar,
Mondal Tapan Kumar,
Das Saurabh
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601270
Subject(s) - chemistry , stereochemistry , indole test , electron paramagnetic resonance , medicinal chemistry , nuclear magnetic resonance , physics
Toxicity of azo dyes and theirinteraction with biological systems has either been overlooked or not exploited properly. A Cu II complex of 2‐(2‐hydroxyphenylazo)‐indole‐3 / ‐acetic acid (HPIA) was synthesized to see role of metal ions on azo toxicity. It was characterized with UV‐Vis, IR, EPR, mass spectrometry, elemental and thermogravimetric analysis. Evidence suggest formation of a bis‐azo complex with stability constant logβ=12.88. DFT calculations based on spectroscopic evidence suggest 1:2::Cu II :HPIA complex. Enzyme assay on reductive cleavage of the azo bond shows complex forms less amines than HPIA. Binding of complex to DNA was similar to HPIA. As the complex restricts reduction of azo bond to toxic amines and has comparable binding with DNA it could be less cytotoxic. Cis and trans HPIA and the complex were treated to normal HEK293T cells; activity was comparable at low concentrations. When compounds were treated to human colon carcinomaHCT116 cells, ALL MOLT‐4 human leukemia cells and MCF‐7 breast cancer cells activity of the complex was better than cis or trans HPIA. The study revealed complex formation of HPIA with Cu II targets carcinoma cellsmore than HPIA.