(E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl)ethylene, and preparation method and application thereof
A technology of dimethoxyphenyl and methoxyphenyl, which is applied in the field of pharmaceutical applications to achieve the effect of small molecular weight, novel structure and simple structure
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preparation Embodiment 1
[0027] Preparation Example 1: Isolation of (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy- 4-methoxyphenyl)ethylene
[0028] 10Kg dried neem branches and leaves were crushed and extracted 3 times at room temperature with 95% ethanol, and the ethanol was evaporated to obtain 440 grams of extract, the extract was distributed with ethyl acetate and water (1:1), after the organic phase was evaporated to dryness, it was placed on the MCI column The above was eluted with a gradient of 30%-50% methanol, each fraction was subjected to silica gel column chromatography (dichloromethane / methanol=50:1-30:1), and the obtained fractions were purified by reverse-phase silica gel (RP-18, 60 % methanol) to obtain a crude sample of (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4-methoxyphenyl)ethene, which was then used Sephadex LH-20, methanol (100%) was purified to obtain 120 mg of the final compound.
preparation Embodiment 2
[0029] Preparation Example 2: Isolation of (E)-1-(3,5-dimethoxyphenyl)-2-(3,5-dihydroxy-4) having the structure of Formula I from Melia azedarach Linn. -methoxyphenyl)ethylene
[0030] 5.0Kg of dried palm sunflower fruit, crushed and extracted 3 times at room temperature with 95% ethanol, steamed off ethanol to obtain 400 grams of extract, distributed with ethyl acetate and water (1: 1), and obtained 70 grams of acetic acid after the organic phase was evaporated to dryness The ethyl ester part and the ethyl acetate part were eluted on a silica gel column with a petroleum ether / acetone system gradient to (E)-1-(3,5-dimethoxyphenyl)-2-(3,5- The pure product of dihydroxy-4-methoxyphenyl)ethylene was used as a control sample, and was detected by silica gel thin-layer chromatography (developing solvent: dichloromethane / methanol=30:1) as the basis for collecting each fraction, and was collected to obtain 5 parts A-F, where the main compound of part F is (E)-1-(3,5-dimethoxyphenyl)-...
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