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J Inorg Biochem ; 109: 57-65, 2012 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-22377717

RESUMEN

Three new antimony(III) halide complexes (SbX(3), X=Cl, Br and I) with the heterocyclic thione ω-thiocaprolactam (1-azacycloheptane-2-thione, (Hthcl)) of formulae {[SbCl(2)(µ(2)-Cl)(Hthcl)(2)](n)} (1), {[(SbBr(2)(µ(2)-Br)(Hthcl)(2))(2)]} (2) and {[(SbI(2)(µ(2)-I)(Hthcl)(2))(2)]} (3) were synthesized from the reaction of antimony(III) halides with ω-thiocaprolactam in 1:2 stoichiometry. The complexes were characterized by elemental analysis, FT-IR spectroscopy, (1)H, (13)C NMR spectroscopy and Thermal Gravimetry-Differential Thermal Analysis (TG-DTA). Crystal structures of the ligand ω-thiocaprolactam and its complexes 1-3 were determined with single crystal X-ray diffraction analysis. Complexes 1-3 and ω-thiocaprolactam were evaluated for their in vitro cytotoxic activity against leiomyosarcoma (LMS) and human breast adenocarcinoma (MCF-7) tumor cell lines. Antimony complexes 1-3 exhibit strong antiproliferative activity against both cell lines tested. The higher such activity was found for 3 with IC(50) values of 0.12±0.04 µM (LMS) and 0.76±0.16 µM (MCF-7) which are 60 and 10 times respectively, stronger than that of cisplatin. The influence of these complexes 1-3 and ω-thiocaprolactam upon the catalytic peroxidation of linoleic acid to hyperoxolinoleic acid by the enzyme lipoxygenase (LOX) was kinetically and theoretically studied. The results were shown negligible inhibitory activity of 1-3 against LOX.


Asunto(s)
Antimonio/farmacología , Antineoplásicos/síntesis química , Caprolactama/análogos & derivados , Complejos de Coordinación/síntesis química , Tionas/síntesis química , Antimonio/química , Antineoplásicos/química , Antineoplásicos/farmacología , Caprolactama/síntesis química , Caprolactama/farmacología , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Complejos de Coordinación/química , Complejos de Coordinación/farmacología , Cristalografía por Rayos X , Humanos , Concentración 50 Inhibidora , Lipooxigenasa/metabolismo , Espectroscopía de Resonancia Magnética , Modelos Moleculares , Espectroscopía Infrarroja por Transformada de Fourier , Tionas/química , Tionas/farmacología
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