Synthesis, crystal structure and biological activities of copper(II) complexes with chelating bidentate 2-substituted benzimidazole ligands

Franciszek Saczewski; Ewa Dziemidowicz-Borys; Patrick J Bednarski; Renate Grünert; Maria Gdaniec; Piotr Tabin

doi:10.1016/j.jinorgbio.2006.04.002

Synthesis, crystal structure and biological activities of copper(II) complexes with chelating bidentate 2-substituted benzimidazole ligands

J Inorg Biochem. 2006 Aug;100(8):1389-98. doi: 10.1016/j.jinorgbio.2006.04.002. Epub 2006 Apr 22.

Authors

Franciszek Saczewski¹, Ewa Dziemidowicz-Borys, Patrick J Bednarski, Renate Grünert, Maria Gdaniec, Piotr Tabin

Affiliation

¹ Department of Chemical Technology of Drugs, Medical University of Gdańsk, 80-416 Gdańsk, Poland.

PMID: 16740312
DOI: 10.1016/j.jinorgbio.2006.04.002

Abstract

A series of Cu(II) coordination compounds with benzimidazole-derived bidentate chelating ligands have been prepared and characterized by X-ray crystallography. The 2-(4,5-dihydro-1H-imidazol-2-yl)-1H-benzimidazole CuCl2 complex 8 showed very potent superoxide dismutase (Cu,Zn-SOD) activity in vitro with IC50 of 0.09 microM, comparable to those described in the literature for best low molecular weight CuZnSOD mimics. Cytotoxicity studies with seven different human tumor cell lines in vitro showed that the most active 2-(4,5-dihydro-1H-imidazol-2-yl)-5-nitro-1H-benzimidazole CuCl2 complex 10 inhibited the growth of cancer cells with IC50 between 4.76 and 10.84 microM.

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Benzimidazoles / chemistry*
Benzimidazoles / metabolism
Cell Line, Tumor
Copper / chemistry*
Copper / metabolism
Crystallography, X-Ray
Drug Screening Assays, Antitumor
Humans
Inhibitory Concentration 50
Ligands
Models, Molecular
Molecular Mimicry
Molecular Structure
Superoxide Dismutase / metabolism

Substances

Antineoplastic Agents
Benzimidazoles
Ligands
Copper
Superoxide Dismutase