Structural Motifs and Biological Studies of New Antimony(III) Iodide Complexes with Thiones
| Autor: | Ozturk, I., Filimonova, S., Hadjikakou, Sotiris K., Kourkoumelis, Nikolaos, Dokorou, Vaso N., Manos, Manolis J., Tasiopoulos, Anastasios J., Barsan, M. M., Butler, I. S., Milaeva, E. R., Balzarini, J., Hadjiliadis, Nick |
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| Přispěvatelé: | Tasiopoulos, Anastasios J. [0000-0002-4804-3822], Hadjikakou, Sotiris K. [0000-0001-9556-6266] |
| Rok vydání: | 2009 |
| Předmět: |
Antimony
Models Molecular Dimer Lipoxygenase Iodide Crystal structure Crystallography X-Ray chemistry.chemical_compound Bromide Neoplasms animal Thioamide chemistry.chemical_classification molecular-structure drug effect article linoleic-acid halides Bipyramid thioketone docking cl crystal-structures cytostatic agent spectra Cell Survival Stereochemistry antimony chemistry cell survival Inorganic Chemistry Cell Line Tumor Humans Animals human Physical and Theoretical Chemistry br ligands tumor cell line Thiones X ray crystallography Iodides Cytostatic Agents lipoxygenase Square pyramidal molecular geometry Crystallography Intramolecular force chemical structure iodide metabolism neoplasm |
| Zdroj: | Inorganic chemistry Inorg.Chem. |
| ISSN: | 1520-510X 0020-1669 |
| DOI: | 10.1021/ic901442e |
| Popis: | Eight new antimony(III) iodide complexes of the heterocyclic thioamides, 2-mercapto-1-methylimidazole (MMI), 2-mercaptobenzimidazole (MBZIM), 5-ethoxy-2-mercaptobenzimidazole (EtMBZIM), 2-mercaptothiazolidine (MTZD), 3-methyl-2-mercaptobenzothiazole (NMeMBZT), 2-mercapto-3,4,5,6-tetrahydropyrimidine (tHPMT), 2-mercaptopyridine (PYT), and 2-mercaptopyrimidine (PMT) of formulas {[SbI(3)(MMI)(2)].MeOH} (1), [SbI(3)(MBZIM)(2)] (2), {[SbI(2)(mu(2)-I)(EtMBZIM)(2)](2).H(2)O} (3), [SbI(3)(MTZD)] (4), [(NMeMBZT)SbI(2)(mu(2)-I)(2)(mu(2)-S-NMeMBZT)SbI(2) (NMeMBZT)] (5), {[SbI(3)(tHPMT)(3)].MeOH} (6), [SbI(3)(PYT)] (7), and [SbI(3)(PMT)(2)] (8), have been synthesized and characterized by elemental analysis, FT-IR spectroscopy, FT-Raman spectroscopy, and TG-DTA analysis. The crystal structures of 3, 4, 5, 6, and 7 were also determined by X-ray diffraction. The complexes show interesting structural motifs. Complex 6 is a monomer, with octahedral (Oh) geometry around the metal ion formed by three sulfur and three iodide atoms. Complexes 3 and 5 are dimers, with a square pyramidal (SP) geometry in each monomeric unit, while complexes 4 and 7 are polymers with pseudotrigonal bipyramidal (psi-TBP). Two or three sulfur atoms from thioamide ligands and three iodide atoms are bound to Sb atoms forming building blocks for the dimers and polymers. Strong intramolecular interactions between mu(2)-I and/or mu(2)-S and Sb atoms stabilize both structures. In dimer complex 5, two terminal iodide and one terminal sulfur atom are bonded to the Sb ion, while two mu(2)-I and one mu(2)-S bridging atoms bridge the metal ions forming psi-Oh geometry. Computational studies using multivariant linear regression (MLR) and artificial neural networks (ANN) and considering biological results (50% inhibitory concentration, IC(50)) as dependent variables derived a theoretical equation for IC(50) values of the complexes studied. The calculated IC(50) values are compared satisfactorily with the experimental inhibitory activity of the complexes measured. Complexes 3-7 were used to study their influence upon the catalytic peroxidation of linoleic acid by the enzyme Lipoxygenase (LOX). Compounds 1-8 were also tested for in vitro cytotoxicity, and they showed mostly a moderate cytostatic activity against a variety of tumor cell lines but comparable with those found for the antimony(III) chloride and bromide complexes, reported earlier [Ozturk et al. Inorg. Chem. 2007, 46, 2861-2866; Ozturk et al. Inorg. Chem. 2009, 48, 2233-2245]. ispartof: Inorganic Chemistry vol:49 issue:2 pages:488-501 ispartof: location:United States status: published |
| Databáze: | OpenAIRE |
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