Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic Acids

Organotin(IV) complexes with o- or p-hydroxybenzoic acids (o-H2BZA or p-H2BZA) of formulae [R2Sn(HL)2] (where H2L = o-H2BZA and R = Me- (1), n-Bu- (2)); [R3Sn(HL)] (where H2L = o-H2BZA and R = n-Bu- (3), Ph- (4) or H2L = p-H2BZA and R = n-Bu- (5), Ph- (6)) were synthesized by reacting a methanolic s...

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Main Authors: Mohamed A. Abdellah, Sotiris K. Hadjikakou, Nick Hadjiliadis, Maciej Kubicki, Thomas Bakas, Nikolaos Kourkoumelis, Yannis V. Simos, Spyros Karkabounas, Mirela M. Barsan, Ian S. Butler
Format: Article
Language:English
Published: Wiley 2009-01-01
Series:Bioinorganic Chemistry and Applications
Online Access:http://dx.doi.org/10.1155/2009/542979
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author Mohamed A. Abdellah
Sotiris K. Hadjikakou
Nick Hadjiliadis
Maciej Kubicki
Thomas Bakas
Nikolaos Kourkoumelis
Yannis V. Simos
Spyros Karkabounas
Mirela M. Barsan
Ian S. Butler
author_facet Mohamed A. Abdellah
Sotiris K. Hadjikakou
Nick Hadjiliadis
Maciej Kubicki
Thomas Bakas
Nikolaos Kourkoumelis
Yannis V. Simos
Spyros Karkabounas
Mirela M. Barsan
Ian S. Butler
author_sort Mohamed A. Abdellah
collection DOAJ
description Organotin(IV) complexes with o- or p-hydroxybenzoic acids (o-H2BZA or p-H2BZA) of formulae [R2Sn(HL)2] (where H2L = o-H2BZA and R = Me- (1), n-Bu- (2)); [R3Sn(HL)] (where H2L = o-H2BZA and R = n-Bu- (3), Ph- (4) or H2L = p-H2BZA 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-H2BZA or p-H2BZA) containing equimolar amounts of potassium hydroxide. The complexes were characterized by elemental analysis, FT-IR, Far-IR, TGA-DTA, FT-Raman, Mössbauer spectroscopy, H1, S119n-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 IC50 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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spelling doaj-art-80890997fda54d6898e3808a9429e4e12025-02-03T01:06:49ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2009-01-01200910.1155/2009/542979542979Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic AcidsMohamed A. Abdellah0Sotiris K. Hadjikakou1Nick Hadjiliadis2Maciej Kubicki3Thomas Bakas4Nikolaos Kourkoumelis5Yannis V. Simos6Spyros Karkabounas7Mirela M. Barsan8Ian S. Butler9Section of Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceSection of Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceSection of Inorganic and Analytical Chemistry, Department of Chemistry, University of Ioannina, 45110 Ioannina, GreeceFaculty of Chemistry, Adam Mickiewicz University, ul. Grunwaldzka 6, 60-780 Poznan, PolandPhysics of Material Laboratory, Department of Physics, University of Ioannina, 45110 Ioannina, GreecePhysics of Material Laboratory, Department of Physics, University of Ioannina, 45110 Ioannina, GreeceDepartment of Experimental Physiology, Medical School, University of Ioannina, 45110 Ioannina, GreeceDepartment of Experimental Physiology, Medical School, University of Ioannina, 45110 Ioannina, GreeceDepartment of Chemistry, McGill University, 801 Sherbrooke, Montreal QC, H2A 2K6, CanadaDepartment of Chemistry, McGill University, 801 Sherbrooke, Montreal QC, H2A 2K6, CanadaOrganotin(IV) complexes with o- or p-hydroxybenzoic acids (o-H2BZA or p-H2BZA) of formulae [R2Sn(HL)2] (where H2L = o-H2BZA and R = Me- (1), n-Bu- (2)); [R3Sn(HL)] (where H2L = o-H2BZA and R = n-Bu- (3), Ph- (4) or H2L = p-H2BZA 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-H2BZA or p-H2BZA) containing equimolar amounts of potassium hydroxide. The complexes were characterized by elemental analysis, FT-IR, Far-IR, TGA-DTA, FT-Raman, Mössbauer spectroscopy, H1, S119n-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 IC50 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.http://dx.doi.org/10.1155/2009/542979
spellingShingle Mohamed A. Abdellah
Sotiris K. Hadjikakou
Nick Hadjiliadis
Maciej Kubicki
Thomas Bakas
Nikolaos Kourkoumelis
Yannis V. Simos
Spyros Karkabounas
Mirela M. Barsan
Ian S. Butler
Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic Acids
Bioinorganic Chemistry and Applications
title Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic Acids
title_full Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic Acids
title_fullStr Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic Acids
title_full_unstemmed Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic Acids
title_short Synthesis, Characterization, and Biological Studies of Organotin(IV) Derivatives with o- or p-hydroxybenzoic Acids
title_sort synthesis characterization and biological studies of organotin iv derivatives with o or p hydroxybenzoic acids
url http://dx.doi.org/10.1155/2009/542979
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