CN109824538B - Method for extracting typical amide substances in pepper based on eutectic solvent - Google Patents
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Abstract
The invention discloses a method for extracting typical amide substances in pepper based on a eutectic solvent. Adding ethanol into the supernatant for dilution, washing the precipitate with 95% ethanol repeatedly, centrifuging until the pH of the supernatant is close to neutral, mixing the supernatants, sequentially performing column chromatography for impurity removal, reduced pressure evaporation to dryness, filtering with an organic filter membrane, and the like to obtain the typical amide substance. According to the invention, the DES solvent prepared by mixing choline chloride and acylamino is weighed according to the same molar mass, and the dry pepper powder prepared by ultrasonic-assisted extraction and superfine grinding technology is extracted, so that the extraction effect is remarkably improved under the synergistic effect. And the DES has the advantages of low cost of raw materials, simple preparation process, environmental protection, no toxicity, no harm, easy control of reaction, recoverable solvent and the like, and provides favorable conditions for the actual production and application of the amide substances in the pepper.
Description
Technical Field
The invention belongs to the field of comprehensive utilization of plant resources, relates to a method for extracting typical amide substances in pepper, and particularly relates to a method for extracting typical amide substances in pepper based on a eutectic solvent.
Background
Chinese prickly ash (zanthoxylum bungeanum Maxim.)Zanthoxylum bungean) Is plant of Zanthoxylum genus of Rutaceae family, and is mainly distributed in subtropical and temperate regions. The fructus Zanthoxyli is rich in various bioactive substances such as alkaloids, volatile essential oil, amides, lignin, coumarin, polyphenol, and flavone, and has anticancer, antibacterial, antioxidant, blood lipid reducing, analgesic, and gastrointestinal tract protecting effects. In Asian regions, the pricklyash peel is regarded as a traditional spice for long-term eating due to the unique spicy flavor and the salivary secretion property, and meanwhile, the pricklyash peel is also known as one of eight Chinese condiments in China.
The amide substances extracted from the pepper can not only provide basic raw materials for the research of the numb taste, but also further research the basic steps of the biological activity, the pharmacological action and the molecular mechanism of neuroscience and evaluate the important indexes of the pepper quality. Amide substances in the pepper, represented by sanshool, are water-insoluble polar substances, the traditional extraction method comprises a supercritical fluid extraction method and an organic solvent extraction method, and patent CN106866455A discloses an extraction method of high-purity pepper numb-taste substances. Patent CN106977416A discloses a method for rapidly preparing high-purity hydroxy-alpha-sanshool, which comprises the following process steps of 1) adding methanol into zanthoxylum oil, and then oscillating, ultrasonically treating and centrifuging to obtain supernatant; 2) adding n-hexane into the supernatant for extraction to obtain a lower layer supernatant; 3) evaporating the lower layer clear liquid under reduced pressure to obtain a crude extract; 4) and dissolving the crude extract in methanol, performing ultraviolet irradiation, and evaporating to dryness under reduced pressure to obtain the hydroxy-alpha-sanshool. The method uses methanol as an extraction solvent in the extraction process, and although the methanol solution is a common method for extracting amide substances, the methanol is a volatile, combustible and toxic liquid from the perspective of green chemistry, and in addition, the production of the methanol is mainly realized by unsustainable natural gas as a raw material. Therefore, there is a need for a class of environmentally friendly solvents as a replacement for traditional organic reagents.
In order to develop environmentally friendly, green solvents, Ionic Liquids (ILs) are receiving increasing attention due to their unique properties, such as negligible volatility at room temperature, adjustable physicochemical properties, ability to dissolve a variety of substances and good choice. However, since some of the monomer components constituting ILs are toxic or generate byproducts in the production of ILs, ILs are limited in their application. Eutectic Solvents (DESs) are a class of solvents with similar physical properties to ILs, usually formed by two or three safe components that are bound by hydrogen bonding interactions, and the melting point of DESs is much lower than that of its monomeric components. The advantages of DESS are low toxicity, biodegradability, 100% ion utilization rate in the synthesis process, low raw material cost and simple extraction method, so the DESS has been widely used as an extraction solvent.
The prior art has the defects of toxic solvent, incomplete extraction, complex process and the like in the typical extraction method of amide substances in the pepper. Therefore, the extraction method of the Zanthoxylum bungeanum amide substances, which is green and harmless, simple to operate and thorough in extraction, is urgently needed. At present, no report related to the use of DESS for extracting typical amides in prickly ash is found at home and abroad.
Disclosure of Invention
The invention aims to solve the technical problem of providing a method for extracting typical amides of zanthoxylum bungeanum by using a green solvent, aiming at overcoming the defects in the prior art. The method takes dry pepper as a raw material, utilizes a eutectic solvent (DES) to extract typical amide substances, and has the advantages of greenness, harmlessness, simple operation and high extraction rate.
In order to achieve the purpose, the invention adopts the following technical scheme:
a method for extracting typical amide substances in pepper based on eutectic solvent comprises the following steps:
(1) preparing dried pepper powder superfine powder: performing two-stage superfine grinding treatment on the dry pepper to obtain dry pepper superfine powder, sealing and refrigerating for later use in dark;
(2) preparing a supernatant fluid: adding DES into the dried superfine powder of pricklyash peel according to the material-liquid ratio of 1:4 (m: v), performing ultrasonic-assisted extraction, centrifuging after extraction, and separating precipitate to obtain supernatant;
(3) preparation of typical amides: and adding ethanol with the volume concentration of 95% into the supernatant for dilution, repeatedly washing and centrifuging the precipitate with 95% ethanol until the pH of the supernatant is =7, combining the supernatants, then performing chromatography impurity removal, reduced pressure evaporation to dryness, and filtering with an organic filter membrane to obtain the typical amide substance.
Further, the two-stage ultrafine grinding treatment step in the step (1) is as follows: mechanically shearing at 10000r/min for 3min at intervals of 5s every 25s, and mechanically shearing at 25000r/min for 2min at intervals of 2s every 10 s; the particle size of the dried superfine powder of the pricklyash peel is 5-25 mu m.
Further, the DES in the step (2) is prepared by a method that choline chloride and amide are weighed according to equal molar mass according to the molar mass ratio and mixed, then 20% of distilled water is added into the mixture, the mixture is stirred and uniformly mixed under the conditions of 1000r/min and 80 ℃ after being sealed until the solution becomes clear, transparent, stable and uniform, the mixture is taken out, cooled to room temperature, and finally the mixture is sealed and stored.
Further, the ultrasonic power of the ultrasonic-assisted extraction in the step (2) is 150-200W, the extraction temperature is 50 ℃, and the time is 30 min.
Further, the centrifugal speed in the step (2) is 4000r/min, and the centrifugal time is 10 min.
Further, diluting the ethanol in the step (3) according to a volume ratio of 1: 10-20, and performing column chromatography on the diluent by using alkaline aluminum oxide to remove polyphenols and pigments in the diluent to obtain a chromatographic solution; evaporating the chromatography liquid at 40-50 deg.C under reduced pressure to 1/20; the organic filter membrane is a 0.22 mu m nylon filter membrane.
Furthermore, the choline chloride is a hydrogen bond acceptor, and the amide group is a hydrogen bond donor.
Further, the amide group is selected from any one of urea, methylurea, N' dimethylurea, and acetamide.
The invention also discloses a typical amide substance in the pepper prepared by any one of the extraction methods.
Compared with the prior art, the invention has the following advantages:
1. the invention uses a two-stage ultrafine grinding process to control the particle size of a sample to be 5-25 mu m, and directly influences the mass transfer dynamics of an extraction solvent on a target compound; the process innovatively solves the key problems of nonuniform material crushing and large error of experimental results, and simultaneously remarkably improves the extraction efficiency of DES. Compared with the traditional extraction method, the method disclosed by the invention can greatly improve the extraction rate of typical amide substances in the pepper, and the whole process is quicker and simpler.
2. The DES solvent prepared by mixing choline chloride with equal molar mass and amide group has lower viscosity and polarity similar to that of typical amide substances in pepper. In addition, the DES solvent with the best extraction effect is obtained by adding 20% of water into a DES system, further reducing the viscosity of DES and increasing the polarity.
3. According to the invention, the DES solvent prepared by mixing choline chloride and acylamino is weighed according to the same molar mass, and the dry pepper powder prepared by ultrasonic-assisted extraction and superfine grinding technology is extracted, so that the extraction effect is remarkably improved under the synergistic effect.
4. The DES used in the invention has the advantages of low cost of raw materials, simple preparation process, environmental protection, no toxicity, no harm, easy reaction control, recoverable solvent and the like, and provides favorable conditions for the actual production and application of amide substances in the pepper.
Drawings
FIG. 1: the influence of different conditions on the extraction rate of typical amide substances in the pepper is shown in the following steps of example 1, example 2 and comparative examples 1-6 from left to right.
FIG. 2: HPLC profile of the material prepared in example 1.
FIG. 3: HPLC profile of the material prepared in example 2.
(note: 5 pungent substances are detected in the present invention in FIG. 2 and FIG. 3, wherein a, b, c, d, and e represent OH- ε -sanshool, OH- α -sanshool, OH- β -sanshool, OH- γ -sanshool, and OH- γ -isosanshool, in this order.
Detailed Description
The present invention is described in detail below by way of examples, it should be noted that the examples are only for the purpose of further illustration, and are not to be construed as limiting the scope of the present invention, and that those skilled in the art can make insubstantial modifications and adaptations of the present invention based on the teachings of the present invention described above.
Example 1
(1) Raw material treatment: removing leaf stalks of 500g of dried red pepper, removing seeds of fruits, performing two-stage type superfine grinding treatment by using a WF-320B type superfine grinder, firstly performing intermittent mechanical shearing at 10000r/min for 3min, pausing every 25s for 5s, then performing intermittent mechanical shearing at 25000r/min for 2min, pausing every 10s for 2s, and obtaining the dried pepper superfine powder, wherein the particle size range of the obtained dried pepper superfine powder is 5-25 mu m, thus obtaining the dried pepper superfine powder, and sealing, keeping out of the sun and refrigerating for later use;
(2) the preparation process of DES comprises: accurately weighing choline chloride and urea, mixing according to a molar mass ratio of 1:1, adding 20% of distilled water into the mixture, sealing, placing at 80 ℃, stirring and uniformly mixing with a small magnet (1000 r/min) until the solution becomes clear, transparent, stable and uniform, taking out, cooling to room temperature, and sealing for storage;
(3) DES extraction of amides in pepper: accurately weighing 5g of the dry pepper powder, placing the dry pepper powder in a 250mL beaker, adding 100mL of a laser desorption ionization (LDES) solvent, mixing the mixture by using a vortex oscillator, performing ultrasonic-assisted extraction for 30min under the conditions of power of 150W and temperature of 50 ℃, placing the mixture in 4000r/min after extraction, centrifuging for 10min, and taking supernatant;
(4) diluting, carrying out column chromatography, evaporating to dryness and filtering: adding 95% ethanol with volume concentration into the supernatant according to the volume ratio of 1:20 for dilution, repeatedly washing and centrifuging the precipitate obtained after centrifugation in the step (3) by using 95% ethanol until the pH value of the supernatant is close to neutral, combining the supernatants, and performing column chromatography on the diluent by using alkaline aluminum oxide to remove polyphenols and pigments in the diluent to obtain a chromatographic solution; evaporating the chromatography liquid at 45 deg.C under reduced pressure to 1/20 of original volume, and filtering with 0.22 μm nylon filter membrane to obtain typical amide substance.
Example 2
(1) Raw material treatment: removing leaf stalks of 500g of dried red pepper, removing seeds of fruits, performing two-stage type ultrafine grinding treatment by using a WF-320B type ultrafine grinder, firstly performing intermittent mechanical shearing at 10000r/min for 3min, pausing every 25s for 5s, then performing intermittent mechanical shearing at 25000r/min for 2min, pausing every 10s for 2s, and obtaining the dried pepper ultrafine powder with the particle size range of 5-25 mu m, thus obtaining the dried pepper ultrafine powder, and sealing, keeping out of the sun and refrigerating for later use.
(2) The preparation process of DES comprises: accurately weighing choline chloride and methylurea, mixing according to a molar mass ratio of 1:1, adding 20% of distilled water into the mixture, sealing, placing at 80 ℃, stirring and uniformly mixing by using a small magnet (1000 r/min) until the solution becomes clear, transparent, stable and uniform, taking out, cooling to room temperature, and sealing for storage.
(3) DES extraction of amides in pepper: accurately weighing 5g of the dry pepper powder, placing the dry pepper powder in a 250mL beaker, adding 100mL of a laser desorption ionization (LDES) solvent, mixing the mixture by using a vortex oscillator, performing ultrasonic-assisted extraction for 30min under the conditions of power of 150W and temperature of 50 ℃, placing the mixture in 4000r/min after extraction, centrifuging for 10min, and taking supernatant.
(4) Diluting, carrying out column chromatography, evaporating to dryness and filtering: adding 95% ethanol in volume concentration into the supernatant according to the material-liquid ratio of 1:15 for dilution, repeatedly washing and centrifuging the precipitate obtained after centrifugation in the step (3) by 95% ethanol until the pH of the supernatant is close to neutral, combining the supernatants, and performing column chromatography on the diluent by using alkaline aluminum oxide to remove polyphenols and pigments in the diluent to obtain a chromatographic solution; evaporating the chromatography liquid at 50 deg.C under reduced pressure to 1/20 of original volume, and filtering with 0.22 μm nylon filter membrane to obtain typical amide substance.
Comparative example 1
Compared to example 1, no two-stage micronization technique was used.
(1) Raw material treatment: taking 500g of dried red pepper, removing leafstalks and seeds of fruits, crushing by using a small electric crusher, sieving by using a 40-mesh sieve (the particle size range is 120-380 mm) to obtain dried pepper powder, and sealing and refrigerating in a dark place for later use.
(2) The preparation process of DES comprises: accurately weighing choline chloride and urea, mixing according to a molar mass ratio of 1:1, adding 20% of distilled water into the mixture, sealing, placing at 80 ℃, stirring and uniformly mixing with a small magnet (1000 r/min) until the solution becomes clear, transparent, stable and uniform, taking out, cooling to room temperature, and sealing for storage.
(3) DES extraction of amides in pepper: accurately weighing 5g of the dry pepper powder, placing the dry pepper powder in a 250mL beaker, adding 100mL of a laser desorption ionization (LDES) solvent, mixing the mixture by using a vortex oscillator, performing ultrasonic-assisted extraction for 30min under the conditions of power of 150W and temperature of 50 ℃, placing the mixture in 4000r/min after extraction, centrifuging for 10min, and taking supernatant.
(4) Diluting, carrying out column chromatography, evaporating to dryness and filtering: adding 95% ethanol with volume concentration into the supernatant according to the volume ratio of 1:20 for dilution, repeatedly washing and centrifuging the precipitate obtained after centrifugation in the step (3) by using 95% ethanol until the pH value of the supernatant is close to neutral, combining the supernatants, and performing column chromatography on the diluent by using alkaline aluminum oxide to remove polyphenols and pigments in the diluent to obtain a chromatographic solution; evaporating the chromatography liquid at 45 deg.C under reduced pressure to 1/20 of original volume, and filtering with 0.22 μm nylon filter membrane to obtain typical amide substance.
Comparative example 2
In comparison to example 1, no DES solvent was used, but 80% methanol was used as extraction solvent.
(1) Raw material treatment: removing leaf stalks of 500g of dried red pepper, removing seeds of fruits, performing two-stage type ultrafine grinding treatment by using a WF-320B type ultrafine grinder, firstly performing intermittent mechanical shearing at 10000r/min for 3min, pausing every 25s for 5s, then performing intermittent mechanical shearing at 25000r/min for 2min, pausing every 10s for 2s, and obtaining the dried pepper ultrafine powder with the particle size range of 5-25 mu m, thus obtaining the dried pepper ultrafine powder, and sealing, keeping out of the sun and refrigerating for later use.
(2) Extracting amide substances in the pepper: accurately weighing 5g of the dried pepper ultrafine powder, placing the dried pepper ultrafine powder into a 250mL beaker, adding 100mL of 80% methanol, mixing the mixture by using a vortex oscillator, performing ultrasonic-assisted extraction for 30min under the conditions of power of 150W and temperature of 50 ℃, placing the mixture in 4000r/min for centrifugation for 10min after the extraction is finished, and taking supernatant.
(3) Diluting, carrying out column chromatography, evaporating to dryness and filtering: adding 95% ethanol with volume concentration into the supernatant according to the volume ratio of 1:20 for dilution, repeatedly washing and centrifuging the precipitate obtained after centrifugation in the step (3) by using 95% ethanol until the pH value of the supernatant is close to neutral, combining the supernatants, and performing column chromatography on the diluent by using alkaline aluminum oxide to remove polyphenols and pigments in the diluent to obtain a chromatographic solution; evaporating the chromatography liquid at 45 deg.C under reduced pressure to 1/20 of original volume, and filtering with 0.22 μm nylon filter membrane to obtain typical amide substance.
Comparative example 3
In comparison to example 1, no micronization technique was used, no DES solvent was used, and 80% methanol was used as the extraction solvent.
(1) Raw material treatment: taking 500g of dried red pepper, removing leafstalks and seeds of fruits, crushing by using a small electric crusher, sieving by using a 40-mesh sieve (the particle size range is 120-380 mm) to obtain dried pepper powder, and sealing and refrigerating in a dark place for later use.
(2) Extracting amide substances in the pepper: accurately weighing 5g of the dried pepper ultrafine powder, placing the dried pepper ultrafine powder into a 250mL beaker, adding 100mL of 80% methanol, mixing the mixture by using a vortex oscillator, performing ultrasonic-assisted extraction for 30min under the conditions of power of 150W and temperature of 50 ℃, placing the mixture in 4000r/min for centrifugation for 10min after the extraction is finished, and taking supernatant.
(3) Diluting, carrying out column chromatography, evaporating to dryness and filtering: adding 95% ethanol with volume concentration into the supernatant according to the volume ratio of 1:20 for dilution, repeatedly washing and centrifuging the precipitate obtained after centrifugation in the step (3) by using 95% ethanol until the pH value of the supernatant is close to neutral, combining the supernatants, and performing column chromatography on the diluent by using alkaline aluminum oxide to remove polyphenols and pigments in the diluent to obtain a chromatographic solution; evaporating the chromatography liquid at 45 deg.C under reduced pressure to 1/20 of original volume, and filtering with 0.22 μm nylon filter membrane to obtain typical amide substance.
Comparative example 4
Ethylene glycol (alcohol group) was used as a hydrogen bond donor compared to example 1.
(1) Raw material treatment: removing leaf stalks of 500g of dried red pepper, removing seeds of fruits, performing two-stage type ultrafine grinding treatment by using a WF-320B type ultrafine grinder, firstly performing intermittent mechanical shearing at 10000r/min for 3min, pausing every 25s for 5s, then performing intermittent mechanical shearing at 25000r/min for 2min, pausing every 10s for 2s, and obtaining the dried pepper ultrafine powder with the particle size range of 5-25 mu m, thus obtaining the dried pepper ultrafine powder, and sealing, keeping out of the sun and refrigerating for later use.
(2) The preparation process of DES comprises: accurately weighing choline chloride and ethylene glycol, mixing according to a molar mass ratio of 1:1, adding 20% of distilled water into the mixture, sealing, placing at 80 ℃, stirring and uniformly mixing by using a small magnet (1000 r/min) until the solution becomes clear, transparent, stable and uniform, taking out, cooling to room temperature, and sealing for storage.
(3) DES extraction of amides in pepper: accurately weighing 5g of the dry pepper powder, placing the dry pepper powder in a 250mL beaker, adding 100mL of a laser desorption ionization (LDES) solvent, mixing the mixture by using a vortex oscillator, performing ultrasonic-assisted extraction for 30min under the conditions of power of 150W and temperature of 50 ℃, placing the mixture in 4000r/min after extraction, centrifuging for 10min, and taking supernatant.
(4) Diluting, carrying out column chromatography, evaporating to dryness and filtering: adding 95% ethanol with volume concentration into the supernatant according to the volume ratio of 1:20 for dilution, repeatedly washing and centrifuging the precipitate obtained after centrifugation in the step (3) by using 95% ethanol until the pH value of the supernatant is close to neutral, combining the supernatants, and performing column chromatography on the diluent by using alkaline aluminum oxide to remove polyphenols and pigments in the diluent to obtain a chromatographic solution; evaporating the chromatography liquid at 45 deg.C under reduced pressure to 1/20 of original volume, and filtering with 0.22 μm nylon filter membrane to obtain typical amide substance.
Comparative example 5
In comparison to example 1, sucrose (glycosyl) was used as hydrogen bond donor. The specific procedure was as in example 1.
Comparative example 6
Lactic acid (carboxylic acid group) was used as a hydrogen bond donor compared to example 1. The specific procedure was as in example 1.
Test example 1
Performing spectrum detection on the substance obtained by the preparation, and performing detection by adopting high-phase liquid chromatography (HPLC), wherein the chromatographic conditions are as follows: MN Nucleodur 1100-5C18A column; mobile phase A: water; mobile phase B: acetonitrile; flow rate: 0.5 mL/min; column temperature: 30 ℃; ultraviolet detection wavelength: 270 nm; sample introduction amount: 20 μ L. The elution procedure is shown in table 1.
TABLE 1 HPLC elution procedure
The measurement results are shown in FIG. 1: as is apparent from fig. 1, examples 1 and 2 using the ultra-fine pulverization technique in combination with DES have better extraction effects on typical amides in zanthoxylum bungeanum than comparative example 1 not using the ultra-fine pulverization technique, wherein the extraction rates of examples 1 and 2 and comparative example 1 are 12.95%, 12.85% and 10.03%, respectively; comparative example 2, which uses 80% methanol instead of DES solvent, has an extraction rate of about 3/5 of comparative example 1, compared to comparative example 1, indicating that DES solvent is critical for extraction of the target compound; comparative example 3 only uses 80% as an extraction solvent, does not use the ultra-fine grinding technology, belongs to the traditional method for extracting amide substances in pepper, and as can be seen from figure 1, the extraction rate of comparative example 3 is 2/3 of comparative example 2, which is 1/3 of example, and the ultra-fine grinding technology also plays a non-negligible role in the whole extraction process by combining the comparative example 1 and the comparative example 3; by observing the extraction rates of comparative examples 4-6, it can be concluded that it is necessary to select a hydrogen bond donor with a polarity similar to that of the target compound; among them, comparative example 5 uses sucrose as hydrogen bond donor, and its extraction rate is only 7.83%, slightly higher than comparative examples 2 and 3 using 80% methanol as solvent, and significantly lower than other comparative examples and examples, because DES viscosity using sugar group as hydrogen bond donor is larger, which hinders the mass transfer process of zanthoxylum powder to solution, thus resulting in that amide substances can not be extracted sufficiently.
In conclusion, according to the invention, the DES solvent prepared by mixing choline chloride and amide is taken as an equimolar amount, and the extraction effect is remarkably improved under the synergistic effect of the dry pepper powder prepared by ultrasonic-assisted extraction and superfine grinding technology. And the DES has the advantages of low cost of raw materials, simple preparation process, environmental protection, no toxicity, no harm, easy control of reaction, recoverable solvent and the like, and provides favorable conditions for the actual production and application of the amide substances in the pepper.
Claims (4)
1. A method for extracting typical amide substances in pepper based on eutectic solvent is characterized by comprising the following steps:
(1) preparing dried pepper powder superfine powder: performing two-stage superfine grinding treatment on the dry pepper, firstly mechanically shearing at 10000r/min intermittently for 3min, pausing for 5s every 25s, then mechanically shearing at 25000r/min intermittently for 2min, pausing for 2s every 10 s; obtaining dried superfine powder of fructus Zanthoxyli with particle size of 5-25 μm, sealing, and refrigerating in dark for use;
(2) preparing a eutectic solvent: according to the molar mass ratio, weighing choline chloride and acylamino according to the equal molar mass, mixing, then adding 20% of distilled water, sealing, placing at 1000r/min and 80 ℃, stirring and uniformly mixing until the solution becomes clear, transparent, stable and uniform, taking out, cooling to room temperature, and finally sealing and storing;
(3) preparing a supernatant fluid: adding a eutectic solvent into the dry pepper ultrafine powder according to the mass-volume ratio of 1:4 of the material-liquid ratio, performing ultrasonic-assisted extraction, centrifuging after the extraction is finished, and separating a precipitate to obtain a supernatant for later use;
(4) preparation of typical amides: adding ethanol with volume concentration of 95% into the supernatant for dilution, repeatedly washing and centrifuging the precipitate with 95% ethanol until the pH of the supernatant is =7, combining the supernatants, then performing chromatography impurity removal, reduced pressure evaporation to dryness, and filtering with an organic filter membrane to obtain a typical amide substance;
wherein the amide group is selected from any one of urea, methylurea, N' dimethylurea and acetamide; typical amides include hydroxy-epsilon-sanshool, hydroxy-alpha-sanshool, hydroxy-beta-sanshool, hydroxy-gamma-sanshool and hydroxy-gamma-isosanshool.
2. The extraction method according to claim 1, wherein the ultrasonic power of the ultrasonic-assisted extraction in the step (3) is 150-200W, the extraction temperature is 50 ℃, and the extraction time is 30 min.
3. The extraction method as claimed in claim 1, wherein the centrifugation speed in step (4) is 4000r/min, and the centrifugation time is 10 min.
4. The extraction method according to claim 1, wherein the ethanol in the step (4) is diluted according to a volume ratio of 1: 10-20, and alkaline aluminum oxide is used for performing column chromatography on the diluted solution to remove polyphenols and pigments in the diluted solution to obtain a chromatography solution; evaporating the chromatography liquid at 40-50 deg.C under reduced pressure to 1/20; the organic filter membrane is a 0.22 mu m nylon filter membrane.
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| CN114113374A (en) * | 2021-11-09 | 2022-03-01 | 广东济公保健食品有限公司 | Method for extracting substance components in wampee and resource recovery method |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105237430A (en) * | 2015-10-27 | 2016-01-13 | 峨眉山万佛绿色食品有限公司 | Method for extracting numb-taste substance from Zanthoxylum armatum DC. |
| CN106977416A (en) * | 2017-04-25 | 2017-07-25 | 四川大学 | A kind of method of quick preparation high-purity hydroxyl α sanshools |
| CN107033017A (en) * | 2017-04-25 | 2017-08-11 | 四川大学 | A kind of method of quick preparation high-purity hydroxyl γ sanshools |
-
2019
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105237430A (en) * | 2015-10-27 | 2016-01-13 | 峨眉山万佛绿色食品有限公司 | Method for extracting numb-taste substance from Zanthoxylum armatum DC. |
| CN106977416A (en) * | 2017-04-25 | 2017-07-25 | 四川大学 | A kind of method of quick preparation high-purity hydroxyl α sanshools |
| CN107033017A (en) * | 2017-04-25 | 2017-08-11 | 四川大学 | A kind of method of quick preparation high-purity hydroxyl γ sanshools |
Non-Patent Citations (1)
| Title |
|---|
| 花椒风味物质的提取与分离技术的研究;刘雄;《中国优秀硕士论文全文数据库 工程科技第I辑》;20030915(第3期);参见正文第7页第1段 * |
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