Synthesis, characterization, and preliminary in vitro studies of vanadium(IV) complexes with a Schiff base and thiosemicarbazones as mixed-ligands
| Autor: | Floyd A. Beckford, Anthony R. Magnusen, Luke Seymour, Frank R. Fronczek, Nerissa A. Lewis, Don VanDerveer, Fange Liu, Antonio González-Sarrías, Jessa Faye Arca, Alvin A. Holder, Navindra P. Seeram, Aimin Liu, William L. Jarrett, Travis R. Erves, Ramaiyer Venkatraman |
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| Jazyk: | angličtina |
| Rok vydání: | 2011 |
| Předmět: |
Schiff base
Stereochemistry Electrospray ionization Vanadium chemistry.chemical_element Bioinorganic chemistry Nuclear magnetic resonance spectroscopy Medicinal chemistry Article law.invention Inorganic Chemistry chemistry.chemical_compound chemistry law Selectivity Electron paramagnetic resonance Semicarbazone |
| Popis: | [VO(Sal-L-tryp)(H2O)] 1 (where sal-L-tryp = N-salicylidene-L-tryptophanate) was used as a precursor to produce the novel complexes, [VO(Sal-L-tryp)(MeATSC)].1.5C2H5OH 2 (where MeATSC = 9-Anthraldehyde-N(4)-methylthiosemicarbazone), [VO(Sal-L-tryp)(N-Ethhymethohcarbthio)].H2O 3 (where N-Ethhymethohcarbthio = (E)-N-ethyl-2-(4-hydroxy-3-methoxybenzylidene)hydrazinecarbothioamide), and [VO(Sal-L-tryp)(acetylethTSC)].C2H5OH 4 (where acetylethTSC = (E)-N-ethyl-2-(1-(thiazol-2-yl)ethylidene)hydrazinecarbothioamide), by reaction with the respective thiosemicarbazone. The chemical and structural properties of these ligands and complexes were characterised by elemental analysis, ESI MS, FT-IR, UV-visible, ESR, 1H and 13C NMR spectroscopy, and X-ray crystallography. DMSO and DMSO-d6 solutions of compounds 1-4 were oxidised in air to produce vanadium(V) species which were verified by ESI MS and 51V NMR spectroscopy. Anti-cancer properties of compounds 2-4 were examined with three colon cancer cell lines, HTC-116, Caco-2, and HT-29, and also with non-cancerous colonic myofibroblasts, CCD18-Co. Compounds 2-3 exhibited less inhibitory effects in the CCD-18Co cells, indicating a possible cytotoxic selectivity towards colon cancer cells. In general, those compounds which exhibited anti-proliferative activity on cancer cells, but did not affect non-cancerous cells, may have a potential in chemotherapy. |
| Databáze: | OpenAIRE |
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