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Butyltin(IV) 2-sulfobenzoates: Synthesis, structural characterization and their cytostatic and antibacterial activities

Published on Jun 1, 2012in Journal of Inorganic Biochemistry3.224
· DOI :10.1016/j.jinorgbio.2012.02.024
Hanna Pruchnik11
Estimated H-index: 11
(Wroclaw University of Environmental and Life Sciences),
Tadeusz Lis33
Estimated H-index: 33
(UWr: University of Wrocław)
+ 4 AuthorsFlorian P. Pruchnik19
Estimated H-index: 19
(UWr: University of Wrocław)
Abstract
Abstract Three butyltin complexes with 2-sulfobenzoic acid [Sn(C 4 H 9 ) 2 {O 3 SC 6 H 4 COO-2}(H 2 O)]·(C 2 H 5 OH) ( 1 ), [Sn(C 4 H 9 ) 3 {O 3 SC 6 H 4 COOH-2}] ( 2 ) and [Sn 2 (C 4 H 9 ) 6 {μ-O 3 SC 6 H 4 COO-2}] ( 3 ) have been synthesized and characterized by IR and 1 H, 13 C and 119 Sn NMR spectra. They show interesting properties in solid state and solutions because there are many modes of coordination of the Sbz ligand. The structure of complex 1 has been determined by X-ray crystallography. It is a chain compound with 2-sulfonatobenzoate coordinated to Sn atoms as a bridging and chelate ligand via O atoms of COO and SO 3 groups. In solutions the chains dissociate giving mainly mononuclear complexes. The NMR spectra and calculation at the DFT B3LYP/3-21G** level indicate that in solutions of compounds 1 , 2 and 3 in polar solvents, many complexes showing dynamic properties are formed. Density functional theory (DFT) calculations showed that many five- and six-coordinate isomers and conformers can exist in equilibrium. All compounds effectively interact with AMP and ATP. The NMR spectra showed that nucleotides are coordinated to Sn atoms via PO 4 groups. The complexes are very active cytostatic agents against tumor strains. They are more effective than cisplatin. It is interesting that activity of 3 against non-tumor cell NHDF is lower than against tumor cells. Antibacterial activity of 1 and 2 has been investigated. Compound 2 is a very effective agent against Gram-positive bacteria. Antibacterial activity of 1 is lower than that of 2 . Activity of 1 both against Gram-positive and Gram-negative bacteria is similar.
  • References (28)
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