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...
Saved in:
Main Authors: | , , , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Wiley
2009-01-01
|
Series: | Bioinorganic Chemistry and Applications |
Online Access: | http://dx.doi.org/10.1155/2009/542979 |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
_version_ | 1832565723407319040 |
---|---|
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. |
format | Article |
id | doaj-art-80890997fda54d6898e3808a9429e4e1 |
institution | Kabale University |
issn | 1565-3633 1687-479X |
language | English |
publishDate | 2009-01-01 |
publisher | Wiley |
record_format | Article |
series | Bioinorganic Chemistry and Applications |
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 |
work_keys_str_mv | AT mohamedaabdellah synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT sotiriskhadjikakou synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT nickhadjiliadis synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT maciejkubicki synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT thomasbakas synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT nikolaoskourkoumelis synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT yannisvsimos synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT spyroskarkabounas synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT mirelambarsan synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids AT iansbutler synthesischaracterizationandbiologicalstudiesoforganotinivderivativeswithoorphydroxybenzoicacids |