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New Azido Coumarins as Potential Agents for Fluorescent Labeling and Their “Click” Chemistry Reactions for the Conjugation with closo-Dodecaborate Anion
Authors:Julia Laskova  Alexander Serdyukov  Irina Kosenko  Ivan Ananyev  Ekaterina Titova  Anna Druzina  Igor Sivaev  Anastasia A. Antonets  Alexey A. Nazarov  Vladimir I. Bregadze
Abstract:Novel fluorescent 7-methoxy- and 7-(diethylamino)-coumarins modified with azido-group on the side chain have been synthesized. Their photophysical properties and single crystals structure characteristics have been studied. In order to demonstrate the possibilities of fluorescent labeling, obtained coumarins have been tested with closo-dodecaborate derivative bearing terminal alkynyl group. CuI catalyzed Huisgen 1,3-dipolar cycloaddition reaction has led to fluorescent conjugates formation. The absorption–emission spectra of the formed conjugates have been presented. The antiproliferative activity and uptake of compounds against several human cell lines were evaluated.
Keywords:coumarins, azido derivatives, closo-dodecaborate, “  click”   reaction, fluorescent labeling, cellular uptake
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