Organotin Schiff bases as halofluorochromic dyes: green synthesis, chemio-photophysical characterization, DFT, and their fluorescent bioimaging in vitro,Journal of Materials Chemistry B

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Organotin Schiff bases as halofluorochromic dyes: green synthesis, chemio-photophysical characterization, DFT, and their fluorescent bioimaging in vitro
Journal of Materials Chemistry B ( IF 6.1 ) Pub Date : 2021-08-12 , DOI: 10.1039/d1tb01405f
Margarita López-Espejel ₁ , Alberto Gómez-Treviño ₁ , Blanca M Muñoz-Flores ₁ , Manuel A Treto-Suarez _{2,

3} , Eduardo Schott _{2,

3} , Dayán Páez-Hernández _{4,

5} , Ximena Zarate ₆ , Víctor M Jiménez-Pérez ₁

Affiliation

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.

中文翻译：

有机锡席夫碱作为卤化荧光染料：绿色合成、化学光物理表征、DFT 及其体外荧光生物成像

荧光生物成像是细胞生物学中的一种极好的工具，作为一种必须区分肿瘤细胞和正常细胞的无创成像技术，它将成为现代医学中一项强大的技术。正常细胞和癌细胞之间的差异之一是细胞内的 pH 值。因此，需要设计和合成pH响应荧光材料。有机锡席夫碱在溶液中表现出卤代荧光变色行为。与传统加热相比，微波辅助合成显示出更好的反应时间和化学产率。所有化合物均通过光谱和光谱技术进行了充分表征。卤氟致变色研究表明，酸性介质中的某些分子由于质子化而具有最大的发光强度。所有荧光锡配合物通过共聚焦显微镜显示肝细胞和MCF-7细胞上的细胞染色。理论研究使我们能够合理化化合物的光学性质和卤氟致变色在这项工作中合成了1和2 。我们的结果表明，化合物1和2在酸性和碱性介质中的发射减少分别是由分子内电荷转移 (ICT) 失活引起的。

更新日期：2021-08-26

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