CN109336858B - Method for purifying anthocyanin of black kidney bean skin by simulating mobile chromatography - Google Patents
Method for purifying anthocyanin of black kidney bean skin by simulating mobile chromatography Download PDFInfo
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- CN109336858B CN109336858B CN201811420402.1A CN201811420402A CN109336858B CN 109336858 B CN109336858 B CN 109336858B CN 201811420402 A CN201811420402 A CN 201811420402A CN 109336858 B CN109336858 B CN 109336858B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
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Abstract
The invention relates to a method for purifying black kidney bean skin anthocyanin by simulating mobile chromatography, which comprises the following steps: preparing anthocyanin extracting solution from black kidney bean skin, preprocessing, adjusting the concentration of the anthocyanin extracting solution to be 100 mg/mL-300 mg/mL, and conveying to a simulated moving chromatogram; the simulated mobile chromatography purification pretreatment method comprises the following steps of (1) purifying and pretreating an anthocyanin extracting solution by simulated mobile chromatography, wherein simulated mobile chromatography equipment consists of 20 chromatographic columns and is divided into an adsorption area, a refining area, a desorption area, a regeneration area and a water washing area, the number of the chromatographic columns in the five areas is respectively 6, 4, 3, 4 and 3, and all the areas are connected in series; all the regions work simultaneously in the operation process, when the operation time reaches the switching time, each chromatographic column moves one column position clockwise, and the continuous operation is realized by sequentially operating according to the mode; and continuously carrying out vacuum concentration and freeze drying on the obtained purified anthocyanin to obtain the refined anthocyanin. The invention can realize continuous production and improve the production efficiency.
Description
1. The technical field is as follows:
the invention relates to a separation and purification technology of simulated mobile chromatography in the field of food industry, in particular to a method for purifying anthocyanin in black kidney bean skin by simulated mobile chromatography.
2. Background art:
the black kidney bean has a long history of planting and eating in China, the traditional Chinese medicine considers that the black kidney bean has the effects of promoting blood circulation and diuresis, resisting senility and enriching the blood, enriching the blood and soothing the nerves, tonifying kidney and benefiting yin, tonifying liver and detoxifying and the like, through detection, the black kidney bean skin contains a large amount of anthocyanin ingredients, has the physiological effects of resisting oxidation and tumors, repairing islet tissue damage and the like, and has wide application prospects in the fields of prevention and treatment of cardiovascular and cerebrovascular diseases, tumors, diabetes and the like. However, the anthocyanin substances can show a remarkable effect only after reaching a certain purity, and therefore, the crude extract must be further purified. The purification method of anthocyanin comprises macroporous resin column chromatography, liquid and subcritical carbon dioxide, membrane separation, high performance liquid chromatography preparation, double aqueous phase extraction, ionic liquid solution, high-speed counter-current chromatography, high-pressure paper electrophoresis and the like, and although the methods can achieve higher purity, a plurality of methods are laboratory-level production which cannot be amplified, and the problems of high operation cost, low production efficiency and the like can not be carried out in industrialized production.
The Chinese patent application 201610979230.6 discloses a method for extracting, separating and purifying four main anthocyanins from blackcurrant pomace, which adopts the technologies of homogenate crushing coupling enzyme hydrolysis, negative pressure cavitation reinforced extraction, macroporous adsorption resin enrichment, medium pressure flash reverse chromatography separation, low temperature crystallization and recrystallization to obtain high-purity anthocyanin monomers, but the method has the disadvantages of complex process, low yield, higher purification cost and incapability of continuous production; chinese patent application 201710072155.X, chinese patent application 201610397110.5, chinese patent application 201010622963.7, chinese patent application 201010512081.5, chinese patent 201110182729.1 and Chinese patent application 200710144872.5 all disclose macroporous resin anthocyanin substance purification processes, although the purity and yield of the obtained products are high, the patents adopt single-column chromatography, are intermittent operation processes, have large solvent consumption, low resin utilization rate and low production efficiency, are not suitable for the needs of current market competition, and urgently need high-efficiency industrialized black kidney bean skin anthocyanin purification technologies.
Compared with single column chromatography, the Simulated Moving Bed (SMB) purification technology has the advantages of high resin utilization rate, large feeding amount, small eluent dosage, continuous production and high production efficiency. At present, no report on the technical research of purifying the anthocyanin of the black kidney bean skin by simulated moving bed chromatography (SMB) is found.
3. The invention content is as follows:
the invention aims to provide a method for purifying black kidney bean skin anthocyanin by simulated mobile chromatography, which is used for solving the problem that the black kidney bean skin anthocyanin cannot be efficiently and continuously purified in the prior art.
The technical scheme adopted by the invention for solving the technical problems is as follows: the method for purifying the anthocyanin of the black kidney bean skin by simulating the mobile chromatography comprises the following steps:
preparing an anthocyanin extracting solution by taking black kidney bean skin as a raw material, performing concentration and filtration pretreatment, adjusting the concentration of the anthocyanin extracting solution to be 100 mg/mL-300 mg/mL, and conveying the anthocyanin extracting solution to a simulated moving chromatography;
purifying the pretreated anthocyanin extracting solution by adopting simulated moving chromatography, wherein the simulated moving chromatography equipment consists of 20 chromatographic columns, the 20 chromatographic columns are respectively arranged on a rotary valve, the rotary valve is arranged on a rotary shaft, and feeding and discharging are controlled by the rotary valve; the simulated moving chromatography is divided into five areas of an adsorption area, a refining area, a desorption area, a regeneration area and a water washing area, the number of chromatographic columns in the five areas is respectively 6, 4, 3, 4 and 3, and the areas are connected in series; each zone is provided with 1 feeding port and 1 discharging port, the feeding ports of the adsorption zone, the refining zone, the desorption zone and the regeneration zone are first chromatographic columns of each zone along the clockwise direction, and the feeding port of the water washing zone is the last chromatographic column of the zone along the clockwise direction; all the regions work simultaneously in the operation process, when the operation time reaches the switching time, each chromatographic column moves one column position clockwise, and the continuous operation is realized by sequentially operating according to the mode;
the feed liquid of the adsorption zone, the refining zone, the desorption zone, the regeneration zone and the water washing zone is respectively the anthocyanin extracting solution after pretreatment, 15-25% ethanol water solution, 35-45% ethanol water solution, 80-100% ethanol water solution and deionized water; the switching time is 1000-1500s;
and continuously carrying out vacuum concentration on the obtained purified anthocyanin at the concentration temperature of 30-50 ℃, and freeze-drying the anthocyanin after concentration to obtain the refined anthocyanin.
The stationary phase of the SMB chromatographic column in the scheme is AB-8 or X-5 weak polar macroporous resin or non-polar macroporous resin.
In the scheme, the flow rates of the adsorption area, the refining area, the desorption area, the regeneration area and the water washing area are respectively 2-5BV/h, 5-10BV/h, 5-8BV/h and 7.5-12BV/h; the working temperature is 20-30 ℃; the purity of the purified anthocyanin is 88 to 95 percent, and the yield is 80 to 90 percent.
Has the advantages that:
the method has the advantages of low process operation cost, high feed concentration, high purity (88-95%) and yield (80-90%) of the purified product, 80-120% of ethanol consumption and 150-200% of water consumption, reduces subsequent concentration cost, simplifies operation steps, simulates 20 chromatographic columns of the mobile chromatograph, increases the utilization rate of resin, can realize continuous production and improves production efficiency.
4. Description of the drawings:
FIG. 1 is a process flow diagram of the purification process of anthocyanin by simulated mobile chromatography.
In the figure: the device comprises a chromatographic column 1, a desorption liquid tank 2, a refining liquid tank 3, an adsorption liquid tank 4, a washing liquid tank 5, a regeneration liquid tank 6, a waste liquid tank 7, a purification tank 8, a controller 9 and a thermostat 10.
5. The specific implementation mode is as follows:
the invention is further described below with reference to the accompanying drawings:
as shown in figure 1, the invention adopts simulated moving chromatography to purify anthocyanin extract, the simulated moving chromatography equipment consists of 20 chromatographic columns 1, the inner diameter of the chromatographic column 1 is 25 mm, the length is 1000 mm, the 20 chromatographic columns 1 are distributed circularly, the 20 chromatographic columns 1 are respectively arranged on a rotary valve, the rotary valve is arranged on a rotary shaft, and the rotary valve controls feeding and discharging; the simulated moving chromatogram is divided into five areas, namely an adsorption area, a refining area, a desorption area, a regeneration area and a washing area, wherein the number of chromatographic columns in the adsorption area is 6, the number of chromatographic columns in the refining area is 4, the number of chromatographic columns in the desorption area is 3, the number of chromatographic columns in the regeneration area is 4, the number of chromatographic columns in the washing area is 3, and all the areas are connected in series; each zone is provided with 1 feeding port and 1 discharging port, the feeding ports of the adsorption zone, the refining zone, the desorption zone and the regeneration zone are first chromatographic columns of each zone along the clockwise direction, and the feeding port of the water washing zone is the last chromatographic column of the zone along the clockwise direction; and all the regions work simultaneously in the operation process, and when the operation time reaches the switching time, each chromatographic column moves one column position clockwise, and the continuous operation is realized by sequentially operating according to the mode. The simulated moving chromatography is provided with a controller 9 and a thermostat 10, an adsorption area is provided with an adsorption liquid tank 4, and the adsorption liquid is an anthocyanin extracting solution with the concentration of 100 mg/mL-300 mg/mL after pretreatment; the refining area is provided with a refining liquid tank 3, and the refining liquid is ethanol with the mass percentage concentration of 15-25%; the desorption area is provided with a desorption liquid tank 2, and the desorption liquid is ethanol with the mass percent concentration of 35-45%; the regeneration area is provided with a regeneration liquid tank 6, the regeneration liquid is ethanol with the mass percentage concentration of 80-100%, and the concentration of the ethanol in the invention is the mass percentage concentration; the water washing area is provided with a water washing liquid tank 5, and the water washing liquid is deionized water; the waste liquid flows into a waste liquid tank 7, and the purified anthocyanin is collected into a purification tank 8.
Example 1:
the method for purifying the anthocyanin of the black kidney bean skin by simulating the mobile chromatography comprises the following steps:
preparing an anthocyanin extracting solution by taking black kidney bean skins as raw materials, carrying out concentration and filtration pretreatment, adjusting the concentration of the anthocyanin extracting solution to 200 mg/mL, and conveying the anthocyanin extracting solution to a simulated moving chromatogram.
Purifying anthocyanin by simulated mobile chromatography: purifying the obtained anthocyanin extracting solution by the simulated moving chromatography, wherein the simulated moving chromatography comprises 20 chromatographic columns which are divided into an adsorption area, a refining area, a desorption area, a regeneration area and a water washing area, and the number of the chromatographic columns in the five areas is respectively 6, 4, 3, 4 and 3. All the zones are connected in series, and are provided with 1 feed inlet and 1 discharge outlet, the feed inlets of the adsorption zone, the refining zone, the desorption zone and the regeneration zone are the first chromatographic column (clockwise direction) of the zones, and the feed inlet of only the water washing zone is the last chromatographic column (clockwise direction) of the zones; all the regions work simultaneously in the operation process, when the operation time reaches the switching time, each chromatographic column moves one column position clockwise, and the continuous operation is realized by sequentially operating according to the mode; the feed liquid in the adsorption zone is pretreated anthocyanin extract liquid 200 mg/mL, the feed liquid in the refining zone is 20% ethanol water solution, the feed liquid in the desorption zone is 40% ethanol water solution, the feed liquid in the regeneration zone is 80% ethanol water solution, and the feed liquid in the water washing zone is deionized water; the flow rate of the adsorption area is 3BV/h, the flow rate of the refining area is 7BV/h, the flow rate of the desorption area is 7BV/h, the flow rate of the regeneration area is 6.8BV/h, and the flow rate of the water washing area is 9.5BV/h; the switching time is 1200 s; the stationary phase of the SMB chromatographic column is AB-8 macroporous resin; the working temperature was 25 ℃.
And (3) concentrating purified anthocyanin in vacuum at the concentration temperature of 45 ℃, and freeze-drying the concentrated anthocyanin to obtain refined anthocyanin.
The purity of the anthocyanin obtained by purification in this example was 91.5%, and the yield was 86.3%.
Example 2:
the method for purifying the anthocyanin of the black kidney bean skin by simulating the mobile chromatography comprises the following steps:
the method comprises the steps of preparing an anthocyanin extracting solution from black kidney bean skin serving as a raw material, carrying out concentration and filtration pretreatment, adjusting the concentration of the anthocyanin extracting solution to be 100 mg/mL, and conveying the anthocyanin extracting solution to a simulated moving chromatogram.
Purifying anthocyanin by simulated mobile chromatography: purifying the obtained anthocyanin extracting solution by the simulated moving chromatography, wherein the simulated moving chromatography is the same as the example 1, and the feeding liquid of the adsorption zone, the refining zone, the desorption zone, the regeneration zone and the water washing zone is respectively pretreated anthocyanin extracting solution 100 mg/mL, 15% ethanol water solution, 45% ethanol water solution, 100% ethanol water solution and deionized water; the flow rates of the adsorption area, the refining area, the desorption area, the regeneration area and the water washing area are respectively 2.5BV/h, 5.5BV/h, 6BV/h, 7BV/h and 10BV/h; the switching time is 1080s; the stationary phase of the SMB chromatographic column is X-5 macroporous resin; the working temperature was 30 ℃.
And (3) concentrating purified anthocyanin in vacuum at 50 ℃, and freeze-drying to obtain refined anthocyanin.
The purity of the anthocyanin obtained by purification in this example was 94.2%, and the yield was 89.3%.
Example 3:
the method for purifying the anthocyanin of the black kidney bean skin by simulating the mobile chromatography comprises the following steps:
preparing an anthocyanin extracting solution by taking black kidney bean skins as raw materials, carrying out concentration and filtration pretreatment, adjusting the concentration of the anthocyanin extracting solution to 300 mg/mL, and conveying the anthocyanin extracting solution to a simulated moving chromatogram.
Purifying anthocyanin by simulated mobile chromatography: purifying the obtained anthocyanin extracting solution by the simulated moving chromatography, wherein the simulated moving chromatography is the same as the example 1, and the feeding liquid of the adsorption zone, the refining zone, the desorption zone, the regeneration zone and the water washing zone is respectively pretreated anthocyanin extracting solution 300 mg/mL, 20% ethanol aqueous solution, 40% ethanol aqueous solution, 80% ethanol aqueous solution and deionized water; the flow rates of the adsorption area, the refining area, the desorption area, the regeneration area and the water washing area are respectively 3.5BV/h, 6.5BV/h, 7BV/h, 7.5BV/h and 11.5BV/h; the switching time was 1080s; the stationary phase of the SMB chromatographic column is AB-8 macroporous resin; the working temperature was 25 ℃.
And (3) concentrating purified anthocyanin in vacuum at the concentration temperature of 35 ℃, and freeze-drying the concentrated anthocyanin to obtain refined anthocyanin.
The purity of the anthocyanin obtained by purification in this example was 88.7%, and the yield was 84.6%.
Example 4:
the method for purifying the anthocyanin of the black kidney bean skin by simulated mobile chromatography comprises the following steps:
preparing an anthocyanin extracting solution by taking black kidney bean skin as a raw material, carrying out concentration and filtration pretreatment, then adjusting the concentration of the anthocyanin extracting solution to 200 mg/mL, and conveying the anthocyanin extracting solution to a simulated moving chromatogram.
Purifying anthocyanin by simulated mobile chromatography: purifying the obtained anthocyanin extracting solution by the simulated moving chromatography, wherein the simulated moving chromatography is the same as the example 1, and the feeding liquid of the adsorption area, the refining area, the desorption area, the regeneration area and the water washing area is the pretreated tartary buckwheat hull flavone extracting solution 200 mg/mL, 15% ethanol water solution, 45% ethanol water solution, 100% ethanol water solution and deionized water respectively; the flow rates of the adsorption area, the refining area, the desorption area, the regeneration area and the water washing area are respectively 3BV/h, 6.5BV/h, 8BV/h, 6.5BV/h and 10BV/h; the switching time is 1260s; the stationary phase of the SMB chromatographic column is X-5 macroporous resin; the working temperature was 30 ℃.
And (3) concentrating purified anthocyanin in vacuum at the concentration temperature of 45 ℃, and freeze-drying the concentrated anthocyanin to obtain refined anthocyanin.
The purity of the anthocyanin obtained by purification in the example is 92.9%, and the yield is 88.2%.
Claims (1)
1. A method for purifying black kidney bean skin anthocyanin by simulated moving bed chromatography is characterized by comprising the following steps:
preparing an anthocyanin extracting solution by taking black kidney bean skin as a raw material, performing concentration and filtration pretreatment, adjusting the concentration of the anthocyanin extracting solution to be 100 mg/mL-300 mg/mL, and conveying the anthocyanin extracting solution to a simulated moving bed chromatogram;
purifying anthocyanin extract by adopting simulated moving bed chromatography, wherein the simulated moving bed chromatography equipment consists of 20 chromatographic columns, the 20 chromatographic columns are respectively arranged on a rotary valve, the 20 chromatographic columns are circularly distributed, the rotary valve is arranged on a rotary shaft, and feeding and discharging are controlled by the rotary valve; the simulated moving bed chromatogram is divided into five areas of an adsorption area, a refining area, a desorption area, a regeneration area and a washing area, the number of chromatographic columns in the five areas is respectively 6, 4, 3, 4 and 3, and the areas are connected in series; each zone is provided with 1 feeding port and 1 discharging port, the feeding ports of the adsorption zone, the refining zone, the desorption zone and the regeneration zone are first chromatographic columns of each zone along the clockwise direction, and the feeding port of the water washing zone is the last chromatographic column of the zone along the clockwise direction; all the regions work simultaneously in the operation process, when the operation time reaches the switching time, each chromatographic column moves one column position clockwise, and the continuous operation is realized by sequentially operating according to the mode;
the stationary phase of the chromatographic column of the simulated moving bed is AB-8 or X-5 weak polar macroporous resin;
the feed liquid of the adsorption zone, the refining zone, the desorption zone, the regeneration zone and the water washing zone is respectively the anthocyanin extracting solution after pretreatment, 15-25% ethanol water solution, 35-45% ethanol water solution, 80-100% ethanol water solution and deionized water; the switching time is 1000-1500s; the flow rates of the adsorption area, the refining area, the desorption area, the regeneration area and the water washing area are respectively 2-5BV/h, 5-10BV/h, 5-8BV/h and 7.5-12BV/h; the working temperature is 20-30 ℃;
and continuously carrying out vacuum concentration on the obtained purified anthocyanin at the concentration temperature of 30-50 ℃, and freeze-drying the anthocyanin after concentration to obtain the refined anthocyanin.
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| 紫砂芸豆花色苷的超声/微波协同提取研究及其组成分析;李良玉等;《中国粮油学报》;20170331;第32卷(第3期);第18-23页 * |
| 黑小豆种皮花色苷的提取、纯化及体外抗氧化活性研究;李芳;《黑龙江八一龙垦大学硕士学位论文》;20160815;第9、25、33页 * |
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