Crystal structure and antitumor activity of the novel zwitterionic complex of tri- n -butyltin(IV) with 2-thiobarbituric acid

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Abstract

A novel tri- n -butyl(IV) derivative of 2-thiobarbituric acid (HTBA) of formula [(n-Bu)3Sn(TBA)⋅H2O] (1) has been synthesized and characterized by elemental analysis and 119Sn -NMR and FT-IR spectroscopic techniques. The crystal structure of complex 1 has been determined by single crystal X-ray diffraction analysis at 120(2) K. The geometry around Sn(IV) is trigonal bipyramidal. Three n -butyl groups and one oxygen atom from a deprotonated 2-thiobarbituric ligand are bonded to the metal center. The geometry is completed with one oxygen from a water molecule. Compound 1 exhibits potent, in vitro, cytotoxicity against sarcoma cancer cells (mesenchymal tissue) from the Wistar rat, polycyclic aromatic hydrocarbons (PAH, benzo[a]pyrene) carcinogenesis. In addition, the inhibition caused by 1 , in the rate of lipoxygenase ( LOX ) catalyzed oxidation reaction of linoleic acid to hyperoxolinoleic acid, has been also kinetically and theoretically studied. The results are compared to that of cisplatin.

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Hadjikakou, S. K., Balas, V. I., Hadjiliadis, N., Kourkoumelis, N., Light, M. E., Hursthouse, M., … Karkabounas, S. (2008). Crystal structure and antitumor activity of the novel zwitterionic complex of tri- n -butyltin(IV) with 2-thiobarbituric acid. Bioinorganic Chemistry and Applications, 2008. https://doi.org/10.1155/2008/654137

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