Organotin Schiff bases as halofluorochromic dyes: green synthesis, chemio-photophysical characterization, DFT, and their fluorescent bioimaging in vitro .

Autor: López-Espejel M; Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas, Ciudad Universitaria, Av. Universidad s/n, C.P. 66451, Nuevo León, Mexico. victor.jimenezpr@uanl.edu.mx., Gómez-Treviño A; Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas, Ciudad Universitaria, Av. Universidad s/n, C.P. 66451, Nuevo León, Mexico. victor.jimenezpr@uanl.edu.mx., Muñoz-Flores BM; Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas, Ciudad Universitaria, Av. Universidad s/n, C.P. 66451, Nuevo León, Mexico. victor.jimenezpr@uanl.edu.mx., Treto-Suarez MA; Departamento de Química Inorgánica, Facultad de Química y de Farmacia, Centro de Energía UC, Centro de Investigación en Nanotecnología y Materiales Avanzados CIEN-UC, Pontificia Universidad Católica de Chile, Avenida Vicuña Mackenna, 4860, Santiago, Chile.; ANID-Millennium Science Initiative Program-Millennium Nuclei on Catalytic Process Towards Sustainable Chemistry (CSC), Chile., Schott E; Departamento de Química Inorgánica, Facultad de Química y de Farmacia, Centro de Energía UC, Centro de Investigación en Nanotecnología y Materiales Avanzados CIEN-UC, Pontificia Universidad Católica de Chile, Avenida Vicuña Mackenna, 4860, Santiago, Chile.; ANID-Millennium Science Initiative Program-Millennium Nuclei on Catalytic Process Towards Sustainable Chemistry (CSC), Chile., Páez-Hernández D; Doctorado en Fisicoquímica Molecular, Universidad Andres Bello, Ave. República #275, Santiago de Chile, Chile.; Center of Applied Nanosciences (CANS), Chile República #275, Santiago de Chile, Chile., Zarate X; Instituto de Ciencias Químicas Aplicadas, Facultad de Ingeniería, Universidad Autónoma de Chile, Santiago, Chile. ximena.zarate@uautonoma.cl., Jiménez-Pérez VM; Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas, Ciudad Universitaria, Av. Universidad s/n, C.P. 66451, Nuevo León, Mexico. victor.jimenezpr@uanl.edu.mx.
Jazyk: angličtina
Zdroj: Journal of materials chemistry. B [J Mater Chem B] 2021 Sep 29; Vol. 9 (37), pp. 7698-7712. Date of Electronic Publication: 2021 Sep 29.
DOI: 10.1039/d1tb01405f
Abstrakt: Fluorescent bioimaging is an excellent tool in cellular biology, and it will be a powerful technique in modern medicine as a noninvasive imaging technology where tumoral and normal cells must be distinguished. One of the differences between normal and cancer cells is the intracellular pH. Therefore, the design and synthesis of pH-responsive fluorescent materials are required. Organotin Schiff bases showed halofluorochromic behavior in solution. Microwave-assisted synthesis showed better reaction times and chemical yields compared with conventional heating. All compounds were fully characterized by spectroscopic and spectrometric techniques. The halofluorochromism study showed that some molecules in acidic media have the maximum luminescence intensity due to protonation. All the fluorescent tin complexes showed cell staining on hepatocyte and MCF-7 cells by confocal microscopy. The theoretical study has enabled us to rationalize the optical properties and the halofluorochromism for compounds 1 and 2 synthesized in this work. Our results showed that the emission decrease, in the acid and basic media for compounds 1 and 2, respectively, is caused by intramolecular charge transfer (ICT) deactivation.
Databáze: MEDLINE
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