Coumarin 1,4-enedione for selective detection of hydrazine in aqueous solution and fluorescence imaging in living cells

Coumarin-Based Fluorescent Inhibitors for Photocontrollable Bioactivation

“…However, the addition of fluorophores to traditional prodrugs leads to great increases in their molecular weights, which may affect their in vivo adsorption and cell penetrability. 14−16 Coumarins are broadly used in bioimaging 17 and biosensing 18 because of their bright fluorescence and modifiable backbones. 19 At the same time, coumarins also exist as potent chemical inhibitors in treating cancer and Parkinson's disease.…”

“…Chemotherapy in cancer treatment is challenged by its side effects such as high toxicity and low selectivity to normal cells. , The development of fluorescence-guided prodrug systems presents many advantages in cancer therapy − as they aim to deliver tumor-targeted drug release with a “light-on” fluorescence activation triggered by specific stimuli − in cells or in vivo . However, the addition of fluorophores to traditional prodrugs leads to great increases in their molecular weights, which may affect their in vivo adsorption and cell penetrability. − Coumarins are broadly used in bioimaging and biosensing because of their bright fluorescence and modifiable backbones . At the same time, coumarins also exist as potent chemical inhibitors in treating cancer and Parkinson’s disease. − Therefore, it is highly desirable to establish a coumarin-based prodrug system utilizing its own fluorescence signaling to guide the delivery and release of active coumarin inhibitors in the process of disease theranostics.…”

A thiomorpholine substituted malonyl-coumarin dye for discriminative detection of hydrazine and strong acidity

“…[7][8][9][10] Their rapid development could be due to the advantages including good selectivity, sensitivity, low cost, easy operation and on-site monitoring, etc. 11,12 To detect N 2 H 4 , uorescent probes have been designed based on different strategies including hydroxyl/amino protectiondeprotection, [13][14][15][16] group transformation, [17][18][19][20][21][22] cyclization, 23,24 lactonic ring-opening 25 and regulation of hydrogen bonds. 26,27 To detect acidity, probes have been designed mainly based on the acid-base neutralization (for some probes which work in alkaline conditions, nucleophilic addition reaction of the hydroxyl ion was involved).…”

A Ratiometric Fluorescent Probe for N2H4 Having a Large Detection Range Based upon Coumarin with Multiple Applications

“…Fluorescence-based methods, meanwhile, have been broadly applied to verify different analytes, including metal ions, anions, and biomolecules, because of their simple operation, high sensitivity, good selectivity, non-invasiveness, and good biocompatibility [15,16]. Several selective N 2 H 4 fluorescent probes (FPs) with various recognition mechanisms [17,18], including selective deprotection [19][20][21][22]; reaction with diketones to form rings [23,24]; reactions with aromatic aldehydes, dicyanovinyl, or monocyanovinyl to form hydrazones [25][26][27][28][29]; cleavage of carbon-carbon double bonds Molecules 2023, 28, 7629 2 of 13 to form hydrazones [30,31]; and hydrazine-induced ring-opening reactions [32,33] have been reported. However, many of these probes still possess disadvantages, such as their complex synthesis, narrow pH range, low sensitivity, and small detection range, which have limited their application.…”