Tributyltin(IV) Schiff base complexes with amino acid derivatives: synthesis, characterization and biological activity


Por: Camacho-Camacho, Carlos, Rojas-Oviedo, Irma, Garza-Ortiz, Ariadna, Toscano, Ruben Alfredo, Sanchez-Sanchez, Luis, Cardenas, Jorge, Lopez-Munoz, Hugo

Publicada: 1 abr 2016
Resumen:
The synthesis in one-pot reactions and structural characterization of six new tri-n-butyltin(IV) derivatives of Schiff bases are reported. The compounds are derived from a condensation reaction between l-alanine, l-valine, l-isoleucine, l-methionine, l-phenylalanine or l-tryptophan and 3,5-di-tert-butyl-2-hydroxybenzaldehyde. Characterization was completed using elemental analysis, infrared spectroscopy, mass spectrometry, one- and two-dimensional solution NMR (H-1, C-13 and Sn-119) as well as solid-state Sn-119 NMR. In addition, the crystal structures of three of the compounds were confirmed using single-crystal X-ray diffraction. Although five-coordinated and polymeric in the solid state, the tin compounds are four-coordinated and monomeric in solution. The coordination environment around the triorganotin units comprises three carbon atoms and two oxygen atoms from two ligands in a trigonal bipyramidal geometry. The anti-proliferative effect of these compounds on the cervical carcinoma cell lines HeLa, CaSki and ViBo was screened in vitro, the compounds showing cytotoxic activity against all three strains and null or low cytotoxic activity (necrotic) as well. Copyright (c) 2016 John Wiley & Sons, Ltd.

Filiaciones:
Camacho-Camacho, Carlos:
 Univ Autonoma Metropolitana, Dept Sistemas Biol, Unidad Xochimilco, Calzada De Hueso 1100, Mexico City 04960, DF, Mexico

Rojas-Oviedo, Irma:
 Univ Autonoma Metropolitana, Dept Sistemas Biol, Unidad Xochimilco, Calzada De Hueso 1100, Mexico City 04960, DF, Mexico

Garza-Ortiz, Ariadna:
 Univ Autonoma Metropolitana, Dept Sistemas Biol, Unidad Xochimilco, Calzada De Hueso 1100, Mexico City 04960, DF, Mexico

Toscano, Ruben Alfredo:
 Univ Nacl Autonoma Mexico, Inst Quim, Circuito Exterior S-N, Mexico City 04510, DF, Mexico

Sanchez-Sanchez, Luis:
 Unidad Multidisciplinaria Invest Expt Zaragoza, Ave Batalla 5 Mayo S-N, Mexico City 09230, DF, Mexico

Cardenas, Jorge:
 Univ Nacl Autonoma Mexico, Inst Quim, Circuito Exterior S-N, Mexico City 04510, DF, Mexico

Lopez-Munoz, Hugo:
 Unidad Multidisciplinaria Invest Expt Zaragoza, Ave Batalla 5 Mayo S-N, Mexico City 09230, DF, Mexico
ISSN: 02682605
Editorial
John Wiley and Sons Ltd, THE ATRIUM, SOUTHERN GATE, CHICHESTER PO19 8SQ, W SUSSEX, ENGLAND, Estados Unidos America
Tipo de documento: Article
Volumen: 30 Número: 4
Páginas: 199-207
WOS Id: 000372924700005