Cytotoxic and Antimicrobial Activities of Cu(II), Co(II), Pt(II) and Zn(II) Complexes with N,O‐Chelating Heterocyclic Carboxylates

Abstract

A series of Cu(II), Co(II), Pt(II) and Zn(II) coordination compounds has been prepared by the reaction of the metal chlorides with pyrazine-2-carboxylic acid, pyridine-2-carboxylic acid, imidazole-4-carboxylic acid, benzimidazole-2-carboxylic acid and 1-methylimidazole-2-carboxylic acid. The complexes were characterized by IR, UV-VIS, elemental analysis, and some by (1) H-NMR, X-ray crystallography, HPLC and LC/MS spectroscopy. All complexes consist of a 2:1 ratio of ligand to metal ion. IR and X-ray crystallography show that coordination is through the nitrogen and carboxylate oxygen donor atoms of the ligand to form chelating rings. DFT calculations predict that the trans-coordinated isomers are thermodynamically more stable than their cis-forms. Only one of five complexes studied by X-ray crystallography, Cu(II) complex of 1-methylimidazole-2-carboxylic acid showed a cis-configured metal ion center. HPLC analysis indicated that Pt(II) complex of 1-methylimidazole-2-carboxylic acid is dominated (>90%) by the trans-configured complex. All other complexes showed one isomer, presumably the trans-form. The cytotoxic activity was investigated in human cancer cell lines in vitro; only the Pt(II) complexes were active. The antimicrobial activity against four bacterial strains and one fungi was estimated by the MIC method and best results were found amongst the Co(II) complexes. These results indicate that trans-coordinated bischelating N,O-heterocyclic carboxylates of Pt(II) are an interesting new class of potential antitumor agents.

Experimental and theoretical approaches on structural, spectroscopic (FT‐IR and UV‐Vis), nonlinear optical, and molecular docking analyses for Zn (II) and Cu (II) complexes of 6‐chloropyridine‐2‐carboxylic acid

“…In another study, it was reported that Ru (II) complexes of pyridine‐2‐carboxylic acid displayed moderate antiproliferative effects toward colorectal carcinoma (HCT116) and cervix adenocarcinoma (HeLa) 26 . Buczkowska et al 27 performed a comprehensive study about cytotoxic and antimicrobial activities of Cu (II), Co (II), Pt (II), and Zn (II) complexes with N,O‐chelating heterocyclic carboxylates and reported that these complexes have interesting cytotoxic activities in various human cancer cell lines. A molybdenum complex of pyridine‐2‐carboxylic acid synthesized by Joshi et al 28 and quite promising inhibitory effect against HepG2 (human liver cancer), A549 (human lung cancer), and MCF‐7 (human breast cancer) cell lines, respectively, have been found.…”

Magnetic Solid-Phase Extraction using Ionic Liquid-Modified Magnetic Nanoparticles for The Simultaneous Extraction of Cadmium and Lead in Milk Samples; Evaluation of Measurement Uncertainty

“…Hence, we attempted to assess the impacts of other co-existence possible metal ions on the extraction efficiency and evaluation of method selectivity in relation to the co-existence metal ions complex with PCA. Since PCA has been used as a ligand for metal ions such as Ca 2+ , Ni 2+ , Cu 2+ , and Zn 2+ , these ions may form complexes with PCA if being present in the solution [46][47][48]. Therefore, to assess the potential interaction due to the complex formation of the mentioned metal ions with PCA and its effect on the two analyses' extraction efficiency, various quantities of metal ions were added into 50 millilitres of the sample solution contacting 20 µgL -1 of the target analytes.…”

Synthesis, characterization, and in vitro antiproliferative and antibacterial studies of tetraazamacrocyclic complexes of Co(II) and Cu(II) with pyromellitic acid

“…There are data indicating that cobalt-containing complexes are very interesting because they can be potent antitumor agents [57][58][59]. In addition, the antitumor active cobalt(II) complexes depend on the type and position of substituent in the aromatic rings [60].…”