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Issue 28, 2015
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New application of fluorescent organotin compounds derived from Schiff bases: synthesis, X-ray structures, photophysical properties, cytotoxicity and fluorescent bioimaging

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Abstract

A series of eight new organotin compounds derived from Schiff bases has been prepared by a multicomponent reaction from 2-hydroxy-1-naphthaldehyde or 4-substituted-2-hydroxybenzalhedyde, benzhydrazine, and the corresponding diorganotin oxide (R2SnO, R = nBu or Ph). All of the compounds were fully characterized by NMR (1H, 13C, and 119Sn), IR, UV/vis, elemental analyses and fluorescence spectroscopy. The crystal structures for some organotin compounds were determined by single crystal X-ray diffraction analysis. All of the compounds display fluorescence at room temperature with quantum yields of about 2 × 10−4 to 0.56. The cytotoxic activity and cellular imaging studies were carried out with the newly synthesized compounds. To the best of our knowledge, this is the first report of organotin compounds with Schiff base ligands investigated for fluorescence bioimaging (FBI).

Graphical abstract: New application of fluorescent organotin compounds derived from Schiff bases: synthesis, X-ray structures, photophysical properties, cytotoxicity and fluorescent bioimaging

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Article information


Submitted
24 Apr 2015
Accepted
08 Jun 2015
First published
08 Jun 2015

J. Mater. Chem. B, 2015,3, 5731-5745
Article type
Paper
Author version available

New application of fluorescent organotin compounds derived from Schiff bases: synthesis, X-ray structures, photophysical properties, cytotoxicity and fluorescent bioimaging

V. M. Jiménez-Pérez, M. C. García-López, B. M. Muñoz-Flores, R. Chan-Navarro, J. C. Berrones-Reyes, H. V. R. Dias, I. Moggio, E. Arias, J. A. Serrano-Mireles and A. Chavez-Reyes, J. Mater. Chem. B, 2015, 3, 5731
DOI: 10.1039/C5TB00717H

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