TY - JOUR
T1 - Organotin Schiff bases as halofluorochromic dyes
T2 - green synthesis, chemio-photophysical characterization, DFT, and their fluorescent bioimagingin vitro
AU - López-Espejel, Margarita
AU - Gómez-Treviño, Alberto
AU - Muñoz-Flores, Blanca M.
AU - Treto-Suarez, Manuel A.
AU - Schott, Eduardo
AU - Páez-Hernández, Dayán
AU - Zarate, Ximena
AU - Jiménez-Pérez, Víctor M.
N1 - Publisher Copyright:
© The Royal Society of Chemistry 2021.
PY - 2021/10/7
Y1 - 2021/10/7
N2 - 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 compounds1and2synthesized in this work. Our results showed that the emission decrease, in the acid and basic media for compounds1and2, respectively, is caused by intramolecular charge transfer (ICT) deactivation.
AB - 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 compounds1and2synthesized in this work. Our results showed that the emission decrease, in the acid and basic media for compounds1and2, respectively, is caused by intramolecular charge transfer (ICT) deactivation.
UR - http://www.scopus.com/inward/record.url?scp=85116089986&partnerID=8YFLogxK
U2 - 10.1039/d1tb01405f
DO - 10.1039/d1tb01405f
M3 - Article
AN - SCOPUS:85116089986
SN - 2050-750X
VL - 9
SP - 7698
EP - 7712
JO - Journal of Materials Chemistry B
JF - Journal of Materials Chemistry B
IS - 37
ER -