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Synthesis,structural characterization and cytotoxic activity of organotin derivatives of indomethacin
Authors:Carlos Camacho‐Camacho  Irma Rojas‐Oviedo  M Angeles Paz‐Sandoval  Jorge Cárdenas  Alfredo Toscano  Marcel Gielen  Lidia Barrón Sosa  Francisco Sánchez Bártez  Isabel Gracia‐Mora
Institution:1. Universidad Autónoma Metropolitana‐Xochimilco, Departamento de Sistemas Biológicos, Calzada del Hueso 1100 Col. Villa Quietud C.P. 04960, Mèxico D. F.;2. Departamento de Química, Centro de Investigación y de Estudios Avanzados del IPN, A. P. 14‐740, C.P. 07000, México D. F.;3. Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Coyoacán, C.P. 04510 Mèxico D. F.;4. Free University of Brussels, HNMR Unit, Faculty of Applied Sciences, Pleinlaan 2, B‐1050 Brussels, Belgium;5. Facultad de Química Edificio E. Cd. Universitaria Circuito Exterior s/n, Coyoacán, C.P. 04510, Mexico D. F.
Abstract:The synthesis, characterization and cytotoxic properties in vitro of tri‐n‐butyltin 1‐(4‐chlorobenzoyl)‐5‐methoxy‐2‐methyl‐1H‐indole‐3‐acetate ( 1 ), tri‐phenyltin 1‐(4‐chlorobenzoyl)‐5‐methoxy‐2‐methyl‐1H‐indole‐3‐acetate ( 2 ), tetra‐n‐butyltinbis‐1‐(4‐chlorobenzoyl)‐5‐methoxy‐2‐methyl‐1H‐indole‐3‐acetato]distannoxane ( 3 ) and di‐n‐butyltin bis‐1‐(4‐chlorobenzoyl)‐5‐methoxy‐2‐methyl‐1H‐indole‐3‐acetate ( 4 ) are described. These compounds have been characterized by 1H, 13C and 119Sn NMR spectroscopy in solution and 119Sn NMR in the solid state, infrared spectroscopy, elemental analysis and X‐ray diffraction for compound 1 . The growth inhibition effects of compounds 1–4 against the lung adenocarcinoma cell line SK‐LU‐1 as well as the cervical cancer cell line HeLa were determined. Compounds 1 and 2 exhibit cytotoxic activity, whereas compounds 3 and 4 are inactive. Copyright © 2008 John Wiley & Sons, Ltd.
Keywords:organotin  carboxylates  indomethacin  cytotoxic
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