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Extraction and purification method of honokiol

A purification method, and a technology for honokiol, applied in chemical instruments and methods, organic chemistry, preparation of organic compounds, etc., can solve the limitation and application of honokiol, can not be separated from honokiol and honokiol, and problems such as low purity of magnolol, to achieve the effect of high recovery rate, simple operation and high purity

Active Publication Date: 2020-07-28
火人科创(北京)药物研发有限公司
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Problems solved by technology

But what above-mentioned method extracts is generally the mixture of magnolol and honokiol, can not completely separate honokiol and magnolol; The honokiol purity that obtains is low, has limited the application of honokiol, especially It is to limit the application of honokiol in preparations with high purity requirements

Method used

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  • Extraction and purification method of honokiol
  • Extraction and purification method of honokiol
  • Extraction and purification method of honokiol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Experimental Materials

[0043] Experimental equipment: Shimadzu LC-20A liquid chromatography system: LC-20ADvp pump; CTO-20ASvp column thermostat; SPD-M20Avp diode array detector; LCsolution DB version workstation. Column: Inertsil ODS-4C 18 Column (4.6 mm x 250 mm, 5 μm).

[0044] Shimadzu electronic analytical balance (100,000 molecules, Shimadzu); arium611UV ultrapure water machine (Sartorius Scientific Instrument Co., Ltd.); KQ-250DB ultrasonic cleaning machine (Kunshan Ultrasonic Instrument Co., Ltd.); DZF150 digital display automatic control Adjustable vacuum drying oven (Zhengzhou Great Wall Science and Industry Trade Co., Ltd.).

[0045] Reagents: Methanol (Tianjin Safer Technology Co., Ltd., chromatographically pure), ultrapure water;

[0046] Methanol, absolute ethanol, cyclohexane, and methylene chloride (Beijing Chemical Plant) are all analytically pure;

[0047] Petroleum ether (Zibo Chuanyou Economic and Trade Co., Ltd., pharmaceutical grade).

[004...

Embodiment 2

[0077] Scale-up experiment of extract preparation

[0078] Get 9500g of Magnolia officinalis medicinal material provided by Tianben Bioengineering Co., Ltd., grind it into a coarse powder, place it in a multifunctional extraction tank, add 6 times the volume of 90% ethanol to extract 3 times, each time for 2h, filter, combine the filtrate, reduce Press and concentrate to obtain extractum, obtain 3973.5g extractum altogether. The industrial extraction yield of the extract is 41.82%.

[0079] (1) The amount of calcium oxide added

[0080] Take 10g of the above-mentioned extract, weigh it accurately, take 3 parts in total, put it in an evaporating dish, add 10mL of absolute ethanol to dissolve it, then add 10%, 30% and 50% of the extract amount of calcium oxide fine powder, mix well, Leave it for 24 hours to fully react, then put it on a water bath and evaporate it to dryness, take it out, and grind it into a fine powder. Extract with 50mL of 90% ethanol for 3 times, each time...

Embodiment 3

[0102] Take 300 g of honokiol crude crystals prepared according to the method of Example 1, add 25 times the amount of petroleum ether, heat and reflux until the honokiol is completely dissolved, and reddish-brown oily bodies appear in the lower layer, quickly filter, let cool, Crystallization occurred. Weigh an appropriate amount of dried crystals, dissolve them in methanol, place in a 10ml volumetric flask, shake, filter with a 0.22μm microporous membrane, draw 5μl of the sample, and test the purity. Set up 3 batches of repetitions, the results are shown in Table 6 and Figure 4 .

[0103] Table 6 The recrystallization results of three batches of honokiol

[0104]

[0105] The purity of the three batches of honokiol crystals are all above 99%, and the recovery rates are respectively 83.8%, 86.0%, and 84.2%. The obtained honokiol crystals have high purity, high recovery rate, and simple operation. The remaining crystalline residue is further purified to obtain honokiol ...

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Abstract

The invention provides an extraction and purification method of honokiol, and belongs to the technical field of honokiol extraction. The extraction and purification method comprises the following steps: 1) mixing magnolia officinalis and ethanol, carrying out first extraction, and concentrating to obtain a first magnolia officinalis extract; 2) mixing the first magnolia officinalis extract with calcium oxide, standing, drying and crushing to obtain first magnolia officinalis powder; 3) mixing the first magnolia officinalis powder with ethanol, and carrying out second extraction to obtain a second magnolia officinalis extract; 4) mixing the second magnolia officinalis extract with dichloromethane, and extracting with a sodium hydroxide solution to obtain an alkaline extract; 6) adjusting the alkaline extract to be neutral to obtain a precipitate; 7) dissolving the precipitate with petroleum ether, and crystallizing to obtain a honokiol coarse crystal, and 8) dissolving the honokiol coarse crystal with petroleum ether, and re-crystallizing to obtain a honokiol pure product. The honokiol pure product obtained by the method is high in purity, and high in recovery rate, and the method is simple and feasible and is convenient for industrial large-scale production.

Description

technical field [0001] The invention belongs to the technical field of honokiol extraction, in particular to a honokiol extraction and purification method. Background technique [0002] Magnolia officinalis is a large, commonly used, traditional Chinese medicine, derived from the dry bark, branch bark and root bark of Magnolia officinalis and Magnolia dentifera. The main active ingredients of magnolia bark are magnolol and honokiol, which have analgesic, anti-inflammatory, anti-bacterial, anti-tumor, nervous system protection, and anti-oxidation effects. [0003] Honokiol is the isomer of magnolol, which is the active ingredient in the traditional Chinese medicine Magnolia officinalis. It is a dimer formed by polymerizing the side chain of one phenylpropanoid and the benzene nucleus of another phenylpropanoid. The structural formula is as follows: [0004] [0005] Honokiol is a crystalline powder with a molecular weight of 266.33, a melting point of 87.5°C, and a disso...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/70C07C37/72C07C37/82C07C37/84C07C39/21
CPCC07C37/004C07C37/685C07C37/70C07C37/72C07C37/82C07C37/84C07C39/21
Inventor 孙飏
Owner 火人科创(北京)药物研发有限公司
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