Abstract
In the present work, tenoxicam (H2Ten) reacted with Mn(II), Co(II), Ni(II), Cu(II) and Zn (II) ions in the presence of 1.10-phenthroline (Phen), forming new mixed ligand metal complexes. The properties of the formed complexes were depicted by elemental analyses, infrared, electronic spectra, proton nuclear magnetic resonance (1H NMR), mass spectrometry, thermogravimetric (TGA) and differential thermogravimetric (DTG) analysis, molar conductance and magnetic moment. IR spectra demonstrated that H2Ten acted as a neutral bidentate ligand, coordinated to the metal ions via the pyridine-N and carbonyl group of the amide moiety, and Phen through the nitrogen atoms. Kinetic thermodynamics parameters activation energy (E*), enthalpy of activation (ΔH*), entropy of activation (ΔS*), Gibbs, free energy (ΔG*) associated to the complexes have been evaluated. Antibacterial screening of the compounds was carried out in vitro against Clavibacter michiganensis, Xanthomonas campestris and Bacillus megaterium. Antifungal activity was performed in vitro against Monilinia fructicola, Penicillium digitatum and Colletotrichum acutatum. The possible phytotoxic effect of the studied compounds was also investigated on Solanum lycopersicum (tomatoes) and Lepidium sativum (garden cress) seeds. The anticancer activity was screened against cell cultures of HCT-116 (human colorectal carcinoma), HepG2 (human hepatocellular carcinoma) and MCF-7 (human breast adenocarcinoma).
Highlights
Non-steroidal anti-inflammatory drugs have been pursued due to their potential applications and biological properties
In case of HCT-116 human colorectal carcinoma cells, the data showed that compounds Phen, (A), (B), and (D) more potent cytotoxic compounds, and the compounds H2 Ten, (C), and (E) are slightly less active compared to doxorubicin
For MCF-7 human breast cancer cells, the compounds Phen and (A), (B), (E), and (D) are more potent cytotoxic compounds, while the two compounds H2 Ten and (C) are slightly less active compared to doxorubicin
Summary
Non-steroidal anti-inflammatory drugs have been pursued due to their potential applications and biological properties. The formation of oxicam complexes with various metal ions promotes their anti-inflammatory and antimicrobial effects more than free ligands [3,4,5,6]. H2 Ten behaves like a bidentate ligand when it is coordinated with the metal ions by the pyridyl ring amide oxygen and nitrogen atom [9,10]. (Scheme 1B) is an efficient chelating nitrogen donor ligand, which produces stable complexes in a solution with metal ions [14] and has additional properties for complexes because it contains heteroaromatic and aromatic groups. Our research goal was to evaluate the cytotoxicity effect of some new mixed ligand complexes of Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) with H2 Ten and Phen, against three types of tumor cell lines: HCT-116 (human colorectal carcinoma), HepG2 (human hepatocellular carcinoma), and MCF-7.
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