A kind of coumarin derivative th-hm1 and its synthesis method and application
A technology of a coumarin derivative and a synthesis method, which is applied in the field of coumarin derivatives, can solve the problems of inability to dynamically reflect thiols, stay and the like, and achieve the effects of convenient synthesis, convenient operation and simple detection means.
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Embodiment 1
[0037] Preparation and characterization of Th-HM1:
[0038]
[0039]1) 4-(diethylamino)-2-hydroxybenzaldehyde (1.93 g, 10 mmol), diethyl malonate (3.2 g, 20 mmol) and 1 mL of piperidine were dissolved in 30 mL of absolute ethanol. The mixture was stirred and heated to reflux for 6 hours, followed by evaporating ethanol under reduced pressure, adding 20 mL of hydrochloric acid and 20 mL of glacial acetic acid and reacting at 110° C. for another 6 hours. After the reaction was completed, the solution was poured into 100 mL of ice water, and 40% NaOH solution was added dropwise to adjust the pH of the solution to about 5, and a large amount of light-colored precipitates were formed immediately. After stirring for 30 minutes, the mixture was filtered, the filter cake was washed with water, dried, and then recrystallized with toluene to obtain compound 1 (yield 79.8%);
[0040] 2) Mix 2mL DMF and 2mL POCl 3 Mix at 0°C and stir for 30 minutes under an ice-water bath, then disso...
Embodiment 2
[0043] Take 2.0 mL of acetonitrile and PBS mixed solution with a volume ratio of 1:1, and 10 μL of probe TH-HM1 acetonitrile solution with a concentration of 2.0 mmol / L and combine them in a cuvette, and detect the concentration of TH-HM1 on an ultraviolet-visible light absorptiometer. Absorbance changes. With the passage of time, the absorbance at 395nm and 594nm decreased gradually, and new absorption appeared at 455nm and the absorbance gradually increased. Configure the test solution in the cuvette according to the same method, and use 395nm, 594nm and 455nm as excitations to detect the corresponding fluorescence changes on the fluorescence spectrometer. New fluorescence appeared and gradually increased ( Figure 4 ).
Embodiment 3
[0045] Take 2.0mL water volume content ratio of 10%, 20%, 30%, 40%, 50%, 60%, 70% acetonitrile and water mixed solution and 10μL concentration of 2.0mmol / L probe Th-HM1 solution respectively Mix in a cuvette. Measure their absorbance separately after two minutes. As the proportion of water content increases, the corresponding absorbance values at 594nm and 397nm decrease, and the absorbance at 455nm increases gradually ( Figure 5 ).
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