Organotin-drug interactions. Organotin adducts of tenoxicam: Synthesis and characterization of the first organotin complex of tenoxicam (Journal article)

Demertzis, M. A./ Hadjikakou, S. K./ Kovala-Demertzi, D./ Koutsodimou, A./ Kubicki, M.

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.
Institution and School/Department of submitter: Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
Keywords: hydrogen-bond,copper(ii),diclofenac,crystal,manganese(ii),cobalt(ii),nickel(ii),contacts,tin(iv),oxicams
ISSN: 0018-019X
Link: <Go to ISI>://000165167800012<2787::AID-HLCA2787>3.0.CO;2-6/asset/2787_ftp.pdf?v=1&t=h0dul77i&s=9b6d1579647760935d67e4c2529c18ea8b6406ce
Publisher: Wiley
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά)

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