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Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o‐ or p‐hydroxybenzoic Acids
Author(s) -
Mohamed Abdellah,
S.K. Hadjikakou,
Nick Hadjiliadis,
Maciej Kubicki,
T. Bakas,
N. Kourkoumelis,
Yannis V. Simos,
Spyros Karkabounas,
Mirela M. Barsan,
Ian S. Butler
Publication year - 2009
Publication title -
bioinorganic chemistry and applications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.865
H-Index - 35
eISSN - 1565-3633
pISSN - 1687-479X
DOI - 10.1155/2009/542979
Subject(s) - chemistry , stereochemistry , medicinal chemistry , nuclear magnetic resonance spectroscopy , aqueous solution , nuclear chemistry , ligand (biochemistry) , reactivity (psychology) , organic chemistry , biochemistry , medicine , receptor , alternative medicine , pathology
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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