Monocarbonyl curcumin analogue as well as preparation and application thereof
A technology of curcumin analogs and curcuminoids, applied in the field of medicine
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Embodiment 1
[0039] Embodiment 1: Preparation of monocarbonyl curcuminoid analogs CuA-1~CuA-4
[0040] 1) The specific steps for preparing CuA-1~CuA-3 are as follows:
[0041] Dissolve 3.47 parts of aldehyde and 1.735 parts of ketone in 5 mL of saturated hydrogen chloride glacial acetic acid solution, and stir the reaction at room temperature for 12 hours to obtain solution I. After standing for 24 hours, filter solution I and treat it with pure water and absolute ethanol to obtain compound CuA-1, CuA-2 and CuA-3.
[0042] 2) The specific steps for preparing CuA-4 are as follows:
[0043] Take 28.4 parts of 3,4-dihydro-2H-pyran and 14.14 parts of vanillin in 0.16 parts of 4-pyridinium methylbenzenesulfonate dichloromethane suspension and react at room temperature for 12 hours to obtain solution II. After Ⅱconcentration, use saturated NaHCO 3 The solution was washed 3 times and washed with anhydrous Na 2 SO 2 Dry to obtain vanillin protectant;
[0044] Stir the ethanol solution of 3.4...
Embodiment 2
[0046] Preparation of monocarbonyl curcuminoid analogs CuA-1~CuA-4
[0047] 1) The specific steps for preparing CuA-1~CuA-3 are as follows:
[0048] Dissolve 5.2 parts of aldehyde and 1.735 parts of ketone in 5 mL of saturated hydrogen chloride glacial acetic acid solution, and stir the reaction at room temperature for 12 hours to obtain solution I. After standing for 24 hours, filter solution I and treat it with pure water and absolute ethanol to obtain compound CuA-1, CuA-2 and CuA-3.
[0049] 2) The specific steps for preparing CuA-4 are as follows:
[0050] Take 28.4 parts of 3,4-dihydro-2H-pyran and 14.14 parts of vanillin in 0.16 parts of 4-pyridinium methylbenzenesulfonate dichloromethane suspension and react at room temperature for 12 hours to obtain solution II. After Ⅱconcentration, use saturated NaHCO 3 The solution was washed 3 times and washed with anhydrous Na 2 SO 2 Dry to obtain vanillin protectant;
[0051] Stir the ethanol solution of 5.2 parts of vanilli...
Embodiment 3
[0052] Embodiment 3: Preparation of monocarbonyl curcuminoid analogs CuA-1~CuA-4
[0053] 1) The specific steps for preparing CuA-1~CuA-3 are as follows:
[0054] Dissolve 6.94 parts of aldehyde and 3.47 parts of ketone in 10 mL of saturated hydrogen chloride glacial acetic acid solution, and stir the reaction at room temperature for 24 hours to obtain solution I. After standing for 24 hours, filter solution I and treat it with pure water and absolute ethanol to obtain compound CuA-1, CuA-2 and CuA-3.
[0055] 2) The specific steps for preparing CuA-4 are as follows:
[0056] Take 56.8 parts of 3,4-dihydro-2H-pyran and 28.18 parts of vanillin in 0.32 parts of 4-pyridinium methylbenzenesulfonate dichloromethane suspension and react at room temperature for 24 hours to obtain solution II. After Ⅱconcentration, use saturated NaHCO 3 The solution was washed 3 times and washed with anhydrous Na 2 SO 2 Dry to obtain vanillin protectant;
[0057] Stir the ethanol solution of 6.9...
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