Abstract
A series of N-tosylindole-based coumarins 3a-3d were designed and synthesized. These compounds exhibit intense cyan fluorescence with high quantum yield and offer better photophysical properties compared with previously reported analogues. Among the series, 3d exhibits the highest fluorescence quantum yield (Φf = 0.90) in CHCl3. From molecular docking and pharmacokinetics prediction, 3b shows the strongest binding interaction and docking score against the active site of the human monoamine oxidase (MAO) protein, implying potential use of 3b as a MAO inhibitor. Finally, the cell viability assay and ADMET prediction reveal that 3b has favorable pharmacokinetic properties and is selective for abnormal cells, which can be useful in the development of coumarin-based fluorescent probes for biomedical applications.
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