Ultrasound-assisted synthesis of organotin compounds and their application as luminescent dye in silk fibroin scaffolds
Journal article, 2020
In this work, we report the green synthesis of four luminescent organotin compounds 1–4 derived from amino acid Schiff bases (1: Naph-Trp-SnPh2, 2: Naph-Tyr-SnBu2, 3: Naph-Tyr-SnPh2, 4: Naph-Phe-SnPh2), obtained by ultrasound-assisted synthesis in short time (~20 min) and good yields (>95%). The molecular structure proposed in solution (1H and 119Sn NMR) was confirmed by X-ray diffraction study for compound 1 where the tin atom resides in trigonal bipyramid geometry. Luminescent silk fibroin scaffolds (SF 1–4) were elaborated with organotin compounds by freeze-drying technique. Photophysical properties of organotin compounds and scaffolds were obtained in solid state, observing bathochromic behaviors in tyrosine derived compounds, suggesting that the tyrosine produce supramolecular interactions across the –OH group that change the fluorescent properties. Scaffolds 1–4 were characterized by FTIR, XDR, TG/DTG, and SEM analysis. In addition, cytotoxic analysis of SF 1 presents high cellular viability, which could be applied as a scaffold in tissue engineering.
X-ray
Ultrasound-assisted synthesis
Organotin
Scaffold silk fibroin
Fluorescence
Author
Jesús A. Lara-Cerón
Universidad Autonoma de Nuevo Leon
Víctor M. Jiménez-Pérez
Universidad Autonoma de Nuevo Leon
Areli A. Molina-Paredes
Universidad Autonoma de Nuevo Leon
María E. Ochoa
Centro de Investigacion y de Estudios Avanzados Centro de Investigacion y de Estudios Avanzados (CINVESTAV)
Rafael M. Sábio
University of Araraquara
São Carlos Institute of Physics – University of São Paulo (USP)
André C. Amaral
University of Araraquara
Robson Rosa Da Silva
Chalmers, Chemistry and Chemical Engineering, Applied Chemistry
Sidney J.L. Ribeiro
São Paulo State University (UNESP)
Hernane da S. Barud
University of Araraquara
Bianca M. Muñoz-Flores
Universidad Autonoma de Nuevo Leon
Inorganica Chimica Acta
0020-1693 (ISSN)
Vol. 505 119490Subject Categories
Inorganic Chemistry
Materials Chemistry
Organic Chemistry
DOI
10.1016/j.ica.2020.119490