Application of O-(piperidyl)ethyl derivative of cleistanone to preparation of medicines for resisting acute renal failure (ARF)
A technology of ethyl derivatives and cleusenone, which is applied in drug combinations, medical preparations containing active ingredients, pharmaceutical formulas, etc., to achieve the effect of improving functions
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Embodiment 1
[0019] Preparation of Example 1 Compound Cleistanone
[0020] The preparation method of the compound Cleistanone (I) refers to the literature published by Van Trinh Thi Thanh et al. –4111, August 2011).
[0021]
Embodiment 2
[0022] Synthesis of O-bromoethyl derivatives (II) of cleistanone Cleistanone of embodiment 2
[0023] Compound I (440 mg, 1.00 mmol) was dissolved in 10 mL of benzene, and tetrabutylammonium bromide (TBAB) (0.04 g), 1,2-dibromoethane (3.760 g, 20.00 mmol) and 6 mL of 50% sodium hydroxide solution. The mixture was stirred at 25 °C for 24 h. After 24 hours, the reaction solution was poured into ice water, extracted twice with dichloromethane immediately, and the organic phase solutions were combined. Then the organic phase solution was washed with water and saturated brine three times successively, then dried with anhydrous sodium sulfate, and finally concentrated under reduced pressure to remove the solvent to obtain a crude product. The crude product was purified by silica gel column chromatography (mobile phase: petroleum ether / acetone=100:1, v / v), and the yellow concentrated elution band was collected to obtain compound II as a yellow solid (344 mg, 63%).
[0024] 1H NMR ...
Embodiment 3
[0028] Synthesis of O-(piperidinyl) ethyl derivatives (III) of cleistanone Cleistanone of embodiment 3
[0029] Compound II (273 mg, 0.5 mmol) was dissolved in 20 mL of acetonitrile, anhydrous potassium carbonate (345 mg, 2.5 mmol), potassium iodide (84 mg, 0.5 mmol) and piperidine (852 mg, 10 mmol) were added thereto, and the mixture was heated to reflux for 16 h. After the reaction, the reaction solution was poured into 20 mL of ice water, extracted three times with an equal amount of dichloromethane, and the organic phases were combined. The combined organic phases were successively washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent to obtain a crude product. The crude product was purified by silica gel column chromatography (mobile phase: petroleum ether / acetone=100:0.5, v / v), and the yellow concentrated elution band was collected to obtain the yellow color of the O-(piperidinyl)ethyl de...
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