Regioselective etherifications of quercetin and their fluorescent properties
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초록
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Quercetin contains several hydroxy groups (OH) at different positions on its molecular structure, including positions 3, 5, 7, 3', and 4'. The regioselective reaction of a hydroxy group in quercetin and the study of the related physical properties remain challenging. Herein, we report the regioselective etherification of quercetin derivatives, wherein the oligoether chains were linked to provide quercetin derivatives. Interestingly, the penta-substituted quercetin derivative exhibited a higher fluorescence intensity than the tetra-substituted one. The fluorescence behavior of synthetic derivatives was investigated using solvatochromism, molecular aggregations, computational calculations, and hydrogen bonds with solvents. The fluorescent penta-substituted quercetin derivative did not show any cytotoxicity up to 600 µM concentration and hence is a novel biocompatible fluorescent molecule.