Synthesis, characterization and biological activity of Cu(II), Zn(II) and Re(I) complexes derived from S-benzyldithiocarbazate and 3-acetylcoumarin
| Autor: | Karen A. Crouse, May Lee Low, Régis Guillot, Nicolas Delsuc, Pierre Dorlet, Rozita Rosli, Clotilde Policar, Georgiana Paulus |
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| Přispěvatelé: | Department of Ecology, Swedish University of Agricultural Sciences (SLU), Department of Physics, Texas A&M University, Texas A&M University [College Station], Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Université Paris-Sud - Paris 11 (UP11)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Chimie et Biologie des Membranes et des Nanoobjets (CBMN), Université de Bordeaux (UB)-École Nationale d'Ingénieurs des Travaux Agricoles - Bordeaux (ENITAB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université Pierre et Marie Curie - Paris 6 (UPMC), Department of Genetics [Saint-Louis], Washington University in Saint Louis (WUSTL) |
| Rok vydání: | 2014 |
| Předmět: |
Denticity
Magnetic Resonance Spectroscopy Cell Survival Metal carbonyl 010402 general chemistry 01 natural sciences General Biochemistry Genetics and Molecular Biology Mass Spectrometry law.invention Biomaterials Metal chemistry.chemical_compound law Coordination Complexes Coumarins Cell Line Tumor Humans Electron paramagnetic resonance ComputingMilieux_MISCELLANEOUS Schiff base [CHIM.ORGA]Chemical Sciences/Organic chemistry 010405 organic chemistry Ligand Metals and Alloys Nuclear magnetic resonance spectroscopy 0104 chemical sciences Crystallography Zinc Hydrazines Rhenium chemistry visual_art visual_art.visual_art_medium MCF-7 Cells General Agricultural and Biological Sciences Stoichiometry Copper |
| Zdroj: | BioMetals BioMetals, Springer Verlag, 2015, 28 (3), pp.553-566. ⟨10.1007/s10534-015-9831-2⟩ BioMetals, 2015, 28 (3), pp.553-566. ⟨10.1007/s10534-015-9831-2⟩ |
| ISSN: | 1572-8773 0966-0844 |
| DOI: | 10.1007/s10534-015-9831-2⟩ |
| Popis: | Cu(II), Zn(II) and Re(I) complexes have been synthesized with the Schiff base, N'-[1-(2-oxo-2H-chromen-3-yl)-ethylidene]-hydrazinecarbodithioic acid benzyl ester (SBCM-H) which was prepared by condensation of S-benzyldithiocarbazate and 3-acetylcoumarin. The metal complexes were characterized on the basis of various physico-chemical and spectroscopic techniques including elemental analysis and electrochemical studies, and FT-IR, UV-Vis, NMR, EPR and mass spectroscopy. The Schiff base was found to behave as a bidentate ligand coordinating with Cu(II) and Zn(II) in the thiolate form with 1:2 metal to ligand stoichiometry. Crystals suitable for X-ray diffractometry (XRD) were obtained from the reaction of ReCl(CO)5 with SBCM-H forming a centrosymmetric dimeric complex Re2L2(CO)6 linked by Re-S-Re bridges, where S is the thiolate sulfur of the N,S-bidentate ligand. This Re(I) complex is the first metal carbonyl complex with a bidentate dithiocarbazate ligand to have been characterized by XRD. Cytotoxicity assays revealed enhancement of the bioactivity of SBCM-H upon complexation. Both Cu(II) and Re(I) complexes are found to be active against human breast adenocarcinoma cancer cell lines MDA-MB-231 and MCF-7. TOC diagram. |
| Databáze: | OpenAIRE |
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