4.5 Article

Design, synthesis and biological activity of bis-sulfonyl-BODIPY probes for tumor cell imaging

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 49, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2021.128292

Keywords

BODIPY; Biosensors; Fluorescent probes; Luminescence; Tumor targeting

Funding

  1. scientific research foundation of Jiangsu University [5501290005]

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The study successfully designed and synthesized novel BODIPY fluorescent probes with good biocompatibility and potential tumor targeting properties, which had certain hydrophilicity due to ethylenediamine bridging and oxygen-rich sulfonyl groups. These probes showed a certain inhibitory effect on cancer cells, and exhibited excellent biocompatibility and potential tumor targeting properties in cell and mice imaging. This research is of great significance for the rational design of novel targeted BODIPY probes with good hydrophilicity and biocompatibility.
In recent years, BODIPY derivatives have become one of the research hotspots in the field of bioprobes, but most of them have the problems of poor hydrophilicity, low biocompatibility and no targeting. In this paper, novel ethylenediamine bridging bis-sulfonyl-BODIPY fluorescent probes were successfully designed and synthesized to solve these problems; What's more, the cytotoxicity analysis, cell imaging, in vivo imaging and apoptosis experiments were carried out. Ethylenediamine bridges and oxygen-rich sulfonyl groups made such probes had certain hydrophilicity, so they could be dissolved in dimethylsulfoxide and methanol. The IC50 value of compound 9 in HCT-116 cells was 93.12 +/- 6.33 mu M, and in HeLa cells was 89.09 +/- 11.84 mu M, which indicating that the probe had certain inhibitory effect on cancer cells. The excellent biocompatibility and potential tumor targeting properties of the compound were clearly observed in cell and mice imaging. This study is of great significance for the rational design of novel targeted BODIPY probes with good hydrophilicity and biocompatibility.

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