Document details

Ultrasound-assisted synthesis of organotin compounds and their application as luminescent dye in silk fibroin scaffolds

Author(s): Lara-Cerón, Jesús A. ; Jiménez-Pérez, Víctor M. ; Molina-Paredes, Areli A. ; Ochoa, María E. ; Sábio, Rafael M. ; Amaral, André C. ; da Silva, Robson R. ; Ribeiro, Sidney J.L. [UNESP] ; da S. Barud, Hernane ; Muñoz-Flores, Blanca M.

Date: 2020

Persistent ID: http://hdl.handle.net/11449/201528

Origin: Oasisbr

Subject(s): Fluorescence; Organotin; Scaffold silk fibroin; Ultrasound-assisted synthesis; X-ray; Fluorescence; Fluorescence; Organotin; Organotin; Scaffold silk fibroin; Scaffold silk fibroin; Ultrasound-assisted synthesis; Ultrasound-assisted synthesis; X-ray; X-ray


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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.

Universidad Autónoma de Nuevo León Facultad de Ciencias Químicas, Ciudad Universitaria, Av. Universidad s/n

Departamento de Química Centro de Investigación y de Estudios Avanzados del IPN, A. P. 14-740

São Carlos Institute of Physics – University of São Paulo (USP)

Laboratory of Polymers and Biomaterials University of Araraquara (UNIARA)

Department of Chemistry and Chemical Engineering Chalmers University of Technology

Institute of Chemistry São Paulo State University - Unesp, CP355, Zip Code 14801-970

Institute of Chemistry São Paulo State University - Unesp, CP355, Zip Code 14801-970

Document Type Journal article
Language English
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