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Issue 78, 2014
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Potential apoptosis inducing agents based on a new benzimidazole schiff base ligand and its dicopper(II) complex

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Abstract

Synthesis, characterization and antiproliferative activity of a new benzimidazole based Schiff base 2-(1-methyl-1-H-benzimidazol-2-yl)phenyl)imino)methyl)phenol (HL) and dicopper(II) complex [{Cu(L)NO3}2] (CuL) containing L has been described. Both HL and CuL have been meticulously characterized by satisfactory elemental analyses, FT-IR, NMR, ESI-MS, electronic absorption and emission spectroscopy, and their structures unambiguously determined by X-ray single crystal analyses. Titration studies (absorption and emission) revealed interaction of the ligand and its dicopper(II) complex with DNA/BSA and stronger affinity of the CuL relative to HL. Binding of the HL and CuL with DNA/BSA have been validated by in silico studies and their cytotoxic effect on human breast cancer cell lines (MCF-7) by MTT assay. IC50 values (458 μM and 22 μM for HL, CuL) clearly suggested substantial cytotoxicity of the complex CuL toward MCF-7 compared to the ligand HL. Greater antiproliferative efficacy of the CuL in contrast to HL has been evidenced by fluorescence activated cell sorting (FACS) and AO/EB fluorescence staining. The possible mode of the apoptotic pathway for CuL has further been affirmed by reactive oxygen species (ROS) generation studies.

Graphical abstract: Potential apoptosis inducing agents based on a new benzimidazole schiff base ligand and its dicopper(ii) complex

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Publication details

The article was received on 24 Jun 2014, accepted on 21 Aug 2014 and first published on 21 Aug 2014


Article type: Paper
DOI: 10.1039/C4RA08680E
Author version available: Download Author version (PDF)
Citation: RSC Adv., 2014,4, 41228-41236
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    Potential apoptosis inducing agents based on a new benzimidazole schiff base ligand and its dicopper(II) complex

    A. Paul, R. K. Gupta, M. Dubey, G. Sharma, B. Koch, G. Hundal, M. S. Hundal and D. S. Pandey, RSC Adv., 2014, 4, 41228
    DOI: 10.1039/C4RA08680E

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