Organotin-drug interactions. Organotin adducts of tenoxicam: Synthesis and characterization of the first organotin complex of tenoxicam
(EN)
Demertzis, M. A.
(EN)
Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
(EL)
Demertzis, M. A.
(EN)
The synthesis and spectral characterization of the novel organotin complexes [SnBu2(ten)] (1) and [SnBu2(Hten)(2)] (2) or the potent and widely used anti-inflammatory drug tenoxicam (H(2)ten) are reported. A crystal-structure determination of 1 showed that, in this complex, the ligand is doubly deprotonated at the hydroxy O-atom and the amide N atom and is coordinated to the SnBu2 fragment via four- and six-membered chelate rings. An extended network of Sn - O - Sn, C - H ... O and C - H ... pi contacts lead to aggregation and a supramolecular assembly. Potentiometric titrations in nonaqueous solutions support the ionization of the drug by removal of the second H-atom, the amide H-atom, in the presence of thr diorganotin(IV) fragment. The K-a values of the poorly H2O-soluble drug tenoxicam were obtained spectrophotometrically in aqueous solutions of constant ionic strength.
(EN)
