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Published on: June 20, 2014
Synthesis, characterization, and biological studies of organotin(IV) derivatives with o- or p-hydroxybenzoic acids
Mohamed A Abdellah1, Sotiris K Hadjikakou, Nick Hadjiliadis
1Section of Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
Abstract:
Organotin(IV) complexes with o- or p-hydroxybenzoic acids (o-H(2)BZA or p-H(2)BZA) of formulae [R(2)Sn(HL)(2)] (where H(2)L = o-H(2)BZA and R = Me- (1), n-Bu- (2)); [R(3)Sn(HL)] (where H(2)L = o-H(2)BZA and R = n-Bu- (3), Ph- (4) or H(2)L = p-H(2)BZA and R = n-Bu- (5), Ph- (6)) were synthesized by reacting a methanolic solution of di- and triorganotin(IV) compounds with an aqueous solution of the ligand (o-H(2)BZA or p-H(2)BZA) containing equimolar amounts of potassium hydroxide. The complexes were characterized by elemental analysis, FT-IR, Far-IR, TGA-DTA, FT-Raman, Mössbauer spectroscopy, (1)H, (119)Sn-NMR, UV/Vis spectroscopy, and Mass spectroscopy. The X-ray crystal structures of complexes 1 and 2 have also been determined. Finally, the influence of these complexes 1-6 upon the catalytic peroxidation of linoleic acid to hydroperoxylinoleic acid by the enzyme lipoxygenase (LOX) was kinetically studied and the results showed that triorganotin(IV) complex 6 has the lowest IC(50) value. Also complexes 1-6 were studied for their in vitro cytotoxicity against sarcoma cancer cells (mesenchymal tissue) from the Wistar rat, and the results showed that the complexes have high activity against these cell lines with triphenyltin((IV) complex 4 to be the most active one.
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