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Preparation method of high-purity carnosol

A carnosol, high-purity technology is applied in the field of preparation of natural active compounds, which can solve the problems of limited sources, difficulties and high manufacturing costs, and achieve the effects of simple operation process and controllable cost.

Inactive Publication Date: 2016-03-02
高政 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the Chinese patent CN102115442A, by extracting rosemary with a solvent and performing phosphoric acid-silica gel column chromatography under nitrogen protection, carnosol with a content of 92% is obtained. Although this method can obtain sage with a higher purity carnosol, but the conditions used are too harsh, the silica gel needs to be phosphorylated to make phosphoric acid-silica gel, and the chromatography process needs nitrogen protection, so it is difficult to prepare a large amount of carnosol, and it is also difficult to popularize and practically apply this special method
However, high-purity carnosic acid is required as a raw material. Carnosic acid is also an active compound extracted and isolated from plants such as rosemary. If high-purity carnosic acid is used for peroxidation to obtain high-purity carnosol, Then its source will be greatly limited, and manufacturing cost is very high, if make carnosol with the carnosic acid that purity is not high, then the yield of the carnosol that prepares is low, be difficult to obtain a large amount of target substances, therefore, The method of obtaining high-purity carnosol by peroxidation of carnosic acid has great difficulties in terms of scale and cost control, and is difficult to be practically applied

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Take 2000g of dried rosemary branches and leaves, add petroleum ether 14L, reflux extraction 3 times, each time for 3 hours, combine the extracts 3 times, concentrate and recover petroleum ether to obtain extract; dissolve the extract with 40% ethanol, filter Remove insoluble matter, get 1000ml of mother liquor as the adsorption solution, and use 500ml of D101 macroporous adsorption resin for adsorption. After the adsorption is completed, use 1000ml of purified water to elute, and then use 1500ml of 90% ethanol solution for elution. The eluent is divided into 6 sections, and the middle 4 parts; the combined eluate was concentrated to 100ml under reduced pressure, added 200ml of water, stirred and precipitated, and left for 3 hours; centrifuged to obtain a precipitate containing carnosol; the precipitate was dissolved with 200ml ethyl acetate, and 200ml petroleum ether was added to it , stirred, and precipitated; filtered to obtain carnosol crude product, which was crysta...

Embodiment 2

[0019] Take 2000g of dried rosemary branches and leaves, add 10L of dichloromethane, reflux extraction 3 times, each time for 3 hours, combine the extracts 3 times, concentrate and recover dichloromethane to obtain extract; dissolve the extract with 60% ethanol , filter to remove insoluble matter, get 1000ml of mother liquor as the adsorption solution, and use 500ml of AB-8 macroporous adsorption resin for adsorption. section, combined 4 parts in the middle; the combined eluent was concentrated under reduced pressure to 150ml, added 200ml of water, stirred and precipitated, and left for 5 hours; centrifuged to obtain a precipitate containing carnosol; the precipitate was dissolved in 150ml of dichloromethane, and Add 200ml of petroleum ether, stir, and precipitate out; filter to obtain the crude product of carnosol, which is crystallized with 700ml of methanol to obtain carnosol crystals; filter and dry to obtain 14.7g of crystals, and the content of carnosol as detected by HPL...

Embodiment 3

[0021] Weigh 500g of rosemary extract (the content of carnosol as determined by HPLC is 5.7%), dissolve it in 2500ml of 60% ethanol, filter out the insoluble matter, use the mother liquor as the adsorption liquid, and use 800ml of HZ818 macroporous adsorption resin for adsorption. Use 2000ml of purified water to elute, then use 2000ml of 90% ethanol solution to elute, the eluent is divided into 6 sections, and the middle 4 parts are combined; the combined eluent is concentrated to 300ml under reduced pressure, add 350ml of water, stir to precipitate the precipitate, place 3 hours; centrifuged to obtain a precipitate containing carnosol; the precipitate was dissolved with 300ml ethyl acetate, 200ml petroleum ether was added thereto, stirred, and the precipitate was precipitated; the crude product of carnosol was obtained by filtration, and the crude product was crystallized with 1000ml of methanol to obtain carnosol Carnosol was crystallized; filtered and dried to obtain 23.9 g ...

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Abstract

The invention relates to a preparation method of a natural active compound. The preparation method provided by the invention comprises the following steps: 1, extracting a dry carnosol-containing raw material per kilogram by the use of 3-10 liters of a lipophilic organic solvent for 2-5 times, merging extracts, and condensing to obtain a carnosol-containing extract or solid; 2, dissolving by the use of a 10-90% hydrophilic organic solvent, filtering and precipitating, and carrying out macroreticular resin refining processing on a filtrate to obtain a carnosol-containing precipitate; 3, dissolving the precipitate by the use of a mixed lipophilic organic solvent, standing, precipitating a precipitate; and filtering the precipitate to obtain a carnosol crude product; and 4, crystallizing by the use of a hydrophilic organic solvent so as to obtain high-purity carnosol crystals with the HPLC detection content being more than 95%. The preparation method provided by the invention has advantages of simple operation process and controllable cost, and is suitable for large-scale preparation and production of high-purity carnosol.

Description

technical field [0001] The invention relates to a preparation method of a natural active compound. Background technique [0002] rosemary( Rosmarinus officinalis Carnosol and other phenolic diterpenoids contained in plants such as L. are recognized as natural antioxidants in recent years and are widely used in the fields of food industry, daily chemical industry, medicine and health care; and studies have shown that carnosol Turmeric phenol can have anti-tumor effect by inhibiting NF-kB channel, so it is a natural active compound favored by new drug researchers in recent years. [0003] Regarding the preparation of carnosol, in the Chinese patent CN101040901A, a rosemary extract containing 5-12% carnosol is obtained by solvent extraction, cold precipitation, and activated carbon decolorization of rosemary; China In the patent CN101402864A, through the process of extracting the essential oil of rosemary with water vapor first, then extracting the residue with organic solven...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/08
Inventor 刘海龙高政肖莉
Owner 高政
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