Full Paper

Synthesis and structural investigations on R2 Sn(IV)-D-aldonic acid complexes (R = methyl; butyl). Their effect on a new toxicity test organism, Liza saliens (Osteichthyes, Mugilidae): a histological study

  1. Nuccio Bertazzi1,
  2. Girolamo Casella1,
  3. Paolo D'Agati2,
  4. Tiziana Fiore1,
  5. Caterina Mansueto2,
  6. Valentina Mansueto2,
  7. Claudia Pellerito1,
  8. Lorenzo Pellerito1,*,
  9. Michelangelo Scopelliti1

Article first published online: 28 MAY 2008

DOI: 10.1002/aoc.1412

Issue

Applied Organometallic Chemistry

Applied Organometallic Chemistry

Volume 22, Issue 7, pages 389–396, July 2008

Additional Information

How to Cite

Bertazzi, N., Casella, G., D'Agati, P., Fiore, T., Mansueto, C., Mansueto, V., Pellerito, C., Pellerito, L. and Scopelliti, M. (2008), Synthesis and structural investigations on R2 Sn(IV)-D-aldonic acid complexes (R = methyl; butyl). Their effect on a new toxicity test organism, Liza saliens (Osteichthyes, Mugilidae): a histological study. Applied Organometallic Chemistry, 22: 389–396. doi: 10.1002/aoc.1412

Author Information

  1. 1

    Dipartimento di Chimica Inorganica e Analitica ‘Stanislao Cannizzaro’, Università degli Studi di Palermo, Viale delle Scienze, Parco d'Orleans II, Edificio 17, 90128 Palermo, Italy

  2. 2

    Dipartimento Biologia Animale,'Giuseppe Reverberi', Università degli Studi di Palermo, Via Archirafi 18, 90123 Palermo, Italy

*Dipartimento di Chimica Inorganica e Analitica ‘Stanislao Cannizzaro’, Università degli Studi di Palermo, Viale delle Scienze, Parco d'Orleans II, Edificio 17, 90128 Palermo, Italy.

Publication History

  1. Issue published online: 28 MAY 2008
  2. Article first published online: 28 MAY 2008
  3. Manuscript Revised: 20 MAR 2008
  4. Manuscript Accepted: 20 MAR 2008
  5. Manuscript Received: 18 DEC 2007

Funded by

  • Ministero dell'Istruzione, dell'Università e della Ricerca. Grant Number: CIP 2004059078_003
  • Università di Palermo. Grant Number: ORPA06K3RK

SEARCH

SEARCH BY CITATION

ARTICLE TOOLS

Get PDF (383K)

Keywords:

  • organotin(IV);
  • carbohydrates;
  • toxicity;
  • Liza saliens;
  • histopathology;
  • Mössbauer;
  • FT-IR;
  • NMR

Graphical Abstract

Thumbnail image of graphical abstract

In the R2Sn(IV)-D-aldonate complexes [(R = Me, Bu; D-aldonate = D-Galactonate2− (Galn), D-Gluconate2− (Glun), D-Gulonate2− (Guln), D-Ribonate2− (Ribn)], the ligands behave as dianionic bidentate agents. For the water-soluble Me2SnGalactonate and Me2SnGluconate, in water solution 1H, 13C and 119Sn NMR spectroscopy allowed elucidation of the structure of the occurring species, showing that the chelation is attained via carboxylate group and the alternate coordination between O2 and O4 alkoxydic oxygens. For Me2SnGluconate self-association was also observed.

Abstract

Eight R2Sn(IV)-D-aldonate complexes [(R = Me, Bu; D-aldonate = D-galactonate2− (Galn), D-Gluconate2− (Glun), D-Gulonate2− (Guln), D-Ribonate2− (Ribn)], five of which are new derivatives, have been synthesized and structurally characterized both in solid and solution state by IR, 119Sn Mössbauer and 1H, 13C, 119Sn NMR spectroscopies, showing that ligands act as dianonic chelating agents. In solution phase, NMR data suggest that the bidentate chelation is attained by the O1 carboxylate and the vicinal O2 alkoxide atoms, which can be dynamically extended to a third binding site (O4) competing with O2. In Me2Sn(IV)-D-gluconate complex the occurrence of a self-association process leading to a dimeric species was also observed. Histopathological studies on different organs of Liza saliens showed that the dibutyltin(IV)-D-aldonate complexes, although preserving the defense immunity system, exhibit a specific toxicity on some target cells and organs. The toxicity of such complexes has been compared with respect to the effects of a previous study with tributyltin(IV) chloride solutions. Copyright © 2008 John Wiley & Sons, Ltd.

Get PDF (383K)