Abstract
New tributyl-, dibutyl- and diphenyl-tin(IV) complexes derived from ibuprofen and cinnamic acids were synthesized. All compounds were structurally characterized by FT-IR, multinuclear 1H, 13C, 19F and 119Sn NMR and corroborated by 2D spectra. The NMR data in CDCl3 revealed several hexacoordinated compounds with octahedral geometry. Moreover, in DMSO-d6 some of these complexes switched to heptacoordination with a pentagonal-bipyramidal geometry due to the inclusion of a solvent's molecule; their 119Sn signals moved up field by around 58 ppm compared to their chemical shifts in non-coordinated solvent CDCl3. The structural results were supported by Density Functional Theory (DFT) computational calculations. In addition, a docking study was performed to evaluate the ability of ligands to interact within the active site of cyclooxygenases (COX-1 and COX-2). Docking results showed a possible binding of stannoxanes theoretically more selective towards COX-2 than ibuprofen.
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