CN115160176B - Zanthoxylum bungeanum active substance and extraction method and application thereof - Google Patents
Zanthoxylum bungeanum active substance and extraction method and application thereof Download PDFInfo
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- C07—ORGANIC CHEMISTRY
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- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/20—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
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- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
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Abstract
The invention relates to marine protectionThe technical field of sewage, and provides a pricklyash peel active substance, and an extraction method and application thereof. The pepper active substance has a structure shown in a formula I. The pepper active substance provided by the invention can effectively inhibit adhesion of barnacle larvae and algae, and can be applied to marine antifouling. Meanwhile, the pepper active substance has no toxicity, and can not pollute water when being used for marine antifouling. The invention also provides the extraction method of the pricklyash active substance, which is simple to operate, low in cost, high in purity and high in yield.
Description
Technical Field
The invention relates to the technical field of marine antifouling, in particular to a pricklyash peel active substance, and an extraction method and application thereof.
Background
About 2000 more fouling organisms are present in the ocean, such as: mussels, barnacles, seaweeds, and the like. Fouling organisms can be attached to the surface of marine facilities, such as the outer wall of a pier, a ship shell, a net cage net tool and the like, in the floating and swimming process, and the fouling organisms are mainly harmful to increasing the ship running resistance, corroding the ship shell and damaging the marine facilities. To reduce marine biofouling, a range of chemical antifouling techniques have been developed to poison fouling microorganisms by releasing toxic active species at the interface, such as marine antifouling coatings. The existing marine antifouling coating mainly contains releasable heavy metal ions such as copper, tin, mercury and the like. These heavy metal ions can cause marine water pollution and have potential harm to human health. Therefore, the development of a novel marine antifouling material having an environmentally friendly property has become an important issue to be solved in the world.
Disclosure of Invention
In view of the above, the present invention aims to provide a pricklyash peel active substance, and an extraction method and application thereof. When the pepper active substance provided by the invention is used for marine antifouling, the pepper active substance is nontoxic and does not pollute water.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a pricklyash active substance, which has a structure shown in a formula I:
the invention also provides a method for extracting the active substances of the Chinese prickly ash, which comprises the following steps:
extracting the pepper leaves to obtain crude pepper leaf extracts; the extracting agent is an ethanol-water system;
dissolving the crude extract of the pepper leaves in sequence and adsorbing by a macroporous adsorption resin column;
after the macroporous adsorption resin column is adsorbed, eluting the macroporous adsorption resin column by adopting a first eluent to obtain an eluting paste;
the first eluent is water, ethanol water solution with the volume fraction of 30%, ethanol water solution with the volume fraction of 60%, ethanol water solution with the volume fraction of 80% and ethanol in sequence;
performing silica gel column adsorption on the eluent obtained by eluting the ethanol water solution with the volume fraction of 80%;
after the silica gel column is adsorbed, gradient elution is carried out on the silica gel column by adopting a second eluent to obtain the pepper active substance;
the volume ratio of dichloromethane to ethyl acetate of the second eluent is 30:1 to 5: 1;
the volume ratio of the active substances of the pepper to the ethyl acetate is 15:1, eluting the obtained component by the mixed system.
Preferably, the volume fraction of ethanol in the ethanol-water system is 0-100%.
Preferably, the pepper leaves are used in the form of pepper leaf powder, the particle size of the pepper leaf powder is 0.1-5 mm.
Preferably, the mass ratio of the pepper leaves to the extractant is 1:10 to 70.
Preferably, the extraction mode comprises cold soaking extraction, heating reflux extraction, leakage extraction or ultrasonic extraction;
the cold leaching extraction temperature is room temperature and the time is 3-10 days;
the temperature of the heating reflux extraction is 50-100 ℃ and the time is 0.5-3 h;
the leakage extraction comprises soaking and leakage in sequence, wherein the soaking temperature is room temperature and the soaking time is 6-24 hours;
the temperature of ultrasonic extraction is 30-60 ℃, the frequency is 20-60 kHz, the power is 70-1000W, and the time is 0.5-2.0 h.
Preferably, the number of times of the extraction is 1 to 3.
Preferably, the dissolved reagent comprises water.
Preferably, the macroporous adsorption resin of the macroporous adsorption resin column comprises one or more of HPD-600, X-5, AB-8, polyamide, HZ-841, D-101 and HPD-100;
the adsorption time of the macroporous adsorption resin column is 24-72 h;
the dosage of the first eluent is 3-4 times of the apparent volume of the macroporous adsorption resin column.
The invention also provides application of the pricklyash active substance in marine antifouling.
The invention provides a pricklyash active substance, which has a structure shown in a formula I:
the pepper active substance provided by the invention can effectively inhibit adhesion of barnacle larvae and algae, and can be applied to marine antifouling. Meanwhile, the pepper active substance has no toxicity, and can not pollute water when being used for marine antifouling.
The invention also provides a method for extracting the active substances of the Chinese prickly ash, which comprises the following steps: extracting the pepper leaves to obtain crude pepper leaf extracts; the extracting agent is an ethanol-water system; dissolving the crude extract of the pepper leaves in sequence and adsorbing by a macroporous adsorption resin column; after the macroporous adsorption resin column is adsorbed, eluting the macroporous adsorption resin column by adopting a first eluent to obtain an eluting paste; the first eluent is water, ethanol water solution with the volume fraction of 30%, ethanol water solution with the volume fraction of 60%, ethanol water solution with the volume fraction of 80% and ethanol in sequence; performing silica gel column adsorption on the eluent obtained by eluting the ethanol water solution with the volume fraction of 80%; after the silica gel column is adsorbed, gradient elution is carried out on the silica gel column by adopting a second eluent to obtain the pepper active substance; the volume ratio of dichloromethane to ethyl acetate of the second eluent is 30:1 to 5: 1; the volume ratio of the active substances of the pepper to the ethyl acetate is 15:1, eluting the obtained component by the mixed system. The extraction method provided by the invention is simple to operate, low in cost, and the obtained pricklyash active substance has high purity and high yield.
The invention also provides application of the pricklyash active substance in marine antifouling. The pepper active substance can effectively inhibit adhesion of barnacle larvae and algae, so that the pepper active substance can be applied to marine antifouling. Meanwhile, the pepper active substance has no toxicity, and can not pollute water when being used for marine antifouling.
Drawings
FIG. 1 is a QCM characterization graph showing the adhesion of algae on the surface of Zanthoxylum bungeanum active material solutions with different concentrations.
Detailed Description
The invention provides a pricklyash active substance, which has a structure shown in a formula I:
the invention also provides a method for extracting the active substances of the Chinese prickly ash, which comprises the following steps:
extracting the pepper leaves to obtain crude pepper leaf extracts; the extracting agent is an ethanol-water system;
dissolving the crude extract of the pepper leaves in sequence and adsorbing by a macroporous adsorption resin column;
after the macroporous adsorption resin column is adsorbed, eluting the macroporous adsorption resin column by adopting a first eluent to obtain an eluting paste;
the first eluent is water, ethanol water solution with the volume fraction of 30%, ethanol water solution with the volume fraction of 60%, ethanol water solution with the volume fraction of 80% and ethanol in sequence;
performing silica gel column adsorption on the eluent obtained by eluting the ethanol water solution with the volume fraction of 80%;
after the silica gel column is adsorbed, the silica gel column is subjected to gradient elution by adopting a second eluent to obtain the pepper active substance;
the volume ratio of dichloromethane to ethyl acetate of the second eluent is 30:1 to 5: 1;
the volume ratio of the active substances of the pepper to the ethyl acetate is 15:1, eluting the obtained component by the mixed system.
In the present invention, the raw materials used in the present invention are preferably commercially available products unless otherwise specified.
The invention extracts the pepper leaves to obtain crude extracts of the pepper leaves; the extracting agent is an ethanol-water system.
In the present invention, the Zanthoxylum bungeanum leaf is preferably used in the form of Zanthoxylum bungeanum leaf powder, and the particle size of the Zanthoxylum bungeanum leaf powder is preferably 0.1-5 mm. In the invention, the preparation method of the pepper leaf powder preferably comprises the following steps: cleaning the pepper leaves, drying in the shade and pulverizing. The washing and drying in the shade are not particularly limited in the present invention, and may be performed by those well known to those skilled in the art. The crushing operation is not particularly limited in the present invention, as long as the powder of Zanthoxylum bungeanum leaf having a particle diameter of 0.1 to 5mm can be obtained.
In the invention, the extractant is an ethanol-water system; the volume fraction of ethanol in the ethanol-water system is preferably 0 to 100%, more preferably 20 to 80%, and even more preferably 40 to 60%.
In the invention, the mass ratio of the pepper leaves to the extractant is preferably 1:10 to 70, more preferably 1:20 to 60, more preferably 1: 30-50.
In the present invention, the extraction means preferably includes cold leaching extraction, heating reflux extraction, leakage extraction or ultrasonic extraction, and further preferably ultrasonic extraction.
In the invention, the temperature of the cold leaching extraction is preferably room temperature, namely, no additional heating or no additional cooling is needed; the time is preferably 3 to 10 days.
In the present invention, the temperature of the heating reflux extraction is preferably 50 to 100 ℃, more preferably 60 to 90 ℃, still more preferably 70 to 80 ℃; the time is preferably 0.5 to 3 hours, more preferably 1 to 2 hours.
In the present invention, the leakage extraction preferably includes sequentially performing soaking and leakage; the soaking temperature is preferably room temperature, namely, no additional heating or no additional cooling is required; the time is preferably 6 to 24 hours. In the present invention, the leakage is preferably performed in a leakage device.
In the invention, the temperature of the ultrasonic extraction is preferably 30-60 ℃, and more preferably 30-50 ℃; the frequency is preferably 20 to 60kHz, more preferably 30 to 40kHz; the power is preferably 70 to 1000W, more preferably 100 to 600W; the time is preferably 0.5 to 2.0 hours, more preferably 50 minutes to 1.5 hours.
In the present invention, the number of times of the extraction is preferably 1 to 3. In the present invention, the number of times of extraction is preferably 2 to 3, and the operation of extraction is preferably: filtering the system obtained by the first extraction to obtain a first extract and a first residue; extracting the first residue for the second time, and filtering a system obtained by the second extraction to obtain a second extracting solution and second residue; combining the first and second extracts; and if the third extraction is needed, carrying out third extraction on the second residue, and combining the obtained third extraction liquid with the first extraction liquid and the second extraction liquid.
After the extraction, the invention preferably further comprises the step of carrying out solid-liquid separation on the obtained extraction system to obtain an extraction solution; concentrating the extractive solution under vacuum, and drying. In the present invention, the temperature of the vacuum reduced pressure concentration is preferably 40 to 70 ℃.
In the invention, the extraction can extract flavonoid substances and amide substances in the pepper leaves.
After the crude extract of the pepper leaves is obtained, the crude extract of the pepper leaves is sequentially dissolved and adsorbed by a macroporous adsorption resin column.
In the present invention, the dissolved reagent preferably includes water; the mass ratio of the crude extract of the pricklyash leaves to the dissolved reagent is preferably 1:5 to 20, more preferably 1:10 to 15.
In the present invention, the macroporous adsorbent resin of the macroporous adsorbent resin column preferably comprises one or more of HPD-600, X-5, AB-8, polyamide, HZ-841, D-101 and HPD-100, and more preferably D-101.
In the invention, the adsorption time of the macroporous adsorption resin column is preferably 24-72 h. In the present invention, the macroporous adsorbent resin column preferably adsorbs by standing.
After the macroporous adsorption resin column is adsorbed, the macroporous adsorption resin column is eluted by adopting a first eluent to obtain the eluting paste.
In the invention, the first eluent is water, 30% ethanol water solution with volume fraction, 60% ethanol water solution with volume fraction, 80% ethanol water solution with volume fraction and ethanol in sequence. In the present invention, the water is preferably pure water.
In the present invention, when each of the first eluents elutes the macroporous adsorbent resin column, the amount of the first eluent is preferably 3 to 4 times the apparent volume (BV) of the macroporous adsorbent resin column.
In the present invention, the elution preferably results in an aqueous eluent, an aqueous ethanol eluent with a volume fraction of 30%, an aqueous ethanol eluent with a volume fraction of 60%, an aqueous ethanol eluent with a volume fraction of 80%, and an ethanol eluent.
After the elution, the present invention preferably further comprises concentrating the resulting eluate. The concentration operation is not particularly limited in the present invention, as long as an eluent paste can be obtained.
After the eluent is obtained, the eluent obtained by eluting the ethanol aqueous solution with the volume fraction of 80 percent is subjected to silica gel column adsorption.
In the invention, the column packing mode of the silica gel column adsorption is preferably wet column packing; the wet column packing preferably comprises: dissolving the eluent obtained by eluting the ethanol water solution with the volume fraction of 80% in an organic solvent, then mixing the eluent with silica gel, and carrying out sample stirring and column filling. In the present invention, the organic solvent preferably includes one or more of dichloromethane, ethyl acetate, ethanol and methanol, and more preferably is a mixed organic solvent of dichloromethane and methanol; the volume ratio of dichloromethane to methanol in the mixed organic solvent is preferably 10:1. in the invention, the ratio of the eluent paste obtained by eluting the ethanol aqueous solution with the volume fraction of 80% to the organic solvent is preferably 4g:10mL. In the invention, the mass ratio of the eluent paste obtained by eluting the ethanol aqueous solution with the volume fraction of 80% to the silica gel is preferably 1:1, a step of; the particle size of the silica gel is preferably 200 to 300 mesh.
In the present invention, the loading mode of the silica gel column adsorption is preferably dry loading.
After the silica gel column is adsorbed, the second eluent is adopted to carry out gradient elution on the silica gel column, so as to obtain the pepper active substance.
In the invention, the volume ratio of the second eluent sequentially to dichloromethane and ethyl acetate is 30:1 to 5:1, and more preferably the volume ratio of dichloromethane to ethyl acetate is 30:1, the volume ratio of the mixed system of dichloromethane and ethyl acetate is 25:1, the volume ratio of the mixed system, methylene dichloride and ethyl acetate is 20:1, the volume ratio of the mixed system of dichloromethane and ethyl acetate is 15:1, the volume ratio of the mixed system, methylene dichloride and ethyl acetate is 10:1, the volume ratio of the mixed system, methylene dichloride and ethyl acetate is 5: 1.
In the invention, the volume ratio of the active substances of the pepper to the ethyl acetate is 15:1, eluting the obtained component by the mixed system.
The invention also provides application of the pricklyash active substance in antifouling.
In the invention, the way of applying the pepper active substance in antifouling is preferably adding as an antifouling active material to marine antifouling paint; the content of the pepper active substance in the marine antifouling paint is not particularly limited, and can be set by a person skilled in the art according to actual needs.
The following describes the pricklyash active substance, the extraction method and application thereof in detail with reference to examples, but they should not be construed as limiting the scope of the invention.
Example 1: extraction of pepper active substances:
(1) 5.0kg of pepper leaves are washed, dried in the shade and crushed to obtain the pepper leaf powder with the fineness of 0.1 mm.
(2) Ultrasonic extracting 200g of folium Zanthoxyli Bungeani powder with water (mass ratio of folium Zanthoxyli Bungeani powder to water is 1:50) at 60deg.C, frequency of 53kHz, power of 100W, extracting for 50min each time for 3 times, filtering, mixing filtrates, heating to 40deg.C in water bath on rotary evaporator, vacuum concentrating and drying to obtain 34.0g of crude extract.
(3) Dissolving 34.0g of crude extract of folium Zanthoxyli Bungeani with water (the mass ratio of crude extract of folium Zanthoxyli Bungeani to water is 1:10) to obtain crude extract solution of folium Zanthoxyli Bungeani; allowing the crude extract solution of the pepper leaves to pass through a D101 macroporous adsorption resin column, standing and adsorbing for 24 hours after the crude extract solution of the pepper leaves is completely loaded on the column, eluting with 3 times of BV pure water, 30% ethanol water solution, 60% ethanol water solution, 80% ethanol water solution and ethanol in sequence, concentrating the eluent of each section into thick paste, transferring into a beaker, and labeling for later use, wherein the number of each section is as follows: a (pure water) component, a B (30% ethanol aqueous solution by volume fraction) component, a C (60% ethanol aqueous solution by volume fraction) component, a D (80% ethanol aqueous solution by volume fraction) component, and an E (ethanol) component.
4.0g of the component D is dissolved in 10mL of a mixed organic solvent of dichloromethane and methanol (the volume ratio of the dichloromethane to the methanol in the mixed organic solvent is 10:1), silica gel (the particle size is 200-300 meshes, and the mass ratio of the component D to the silica gel is 1:1) is added, and the mixture is stirred. Selecting a wet column filling mode and a dry sample loading mode, and using dichloromethane: the volume ratio of the ethyl acetate is 30:1 to 5:1 (volume ratio of dichloromethane to ethyl acetate is sequentially 30:1, 25:1, 20:1, 15:1, 10:1 and 5:1) to carry out gradient elution, receiving sample solution in equal amount, detecting by using thin layer chromatography, and combining similar components; finally, 6 components were obtained in total.
Wherein, the volume ratio of dichloromethane to ethyl acetate is 15: 1. rf=0.2, and separating by silica gel column chromatography to obtain colorless oily liquid, which is the active material of fructus Zanthoxyli with purity of 98%.
Example 2: structure identification of pricklyash active substances
Detecting the active substances of the pricklyash peel by using nuclear magnetic resonance and mass spectrometry to determine the molecular structure of the active substances of the pricklyash peel; the specific nuclear magnetic hydrogen spectrum data and mass spectrum data of the obtained pricklyash peel active substance are as follows:
1 HNMR(400MHz,CDCl 3 )δ6.84(m，1H),6.16(s，1H)，5.85(d,J＝15.32Hz，1H),3.32(d,J＝5.92Hz，2H),2.18(q,J＝7.2Hz，2H),1.43(m，2H),1.35(m，2H),1.23(s，6H),0.90(t,J＝7.16Hz，3H).
13 CNMR(101MHz,CDCl 3 )δ167.67，145.70，123.07，71.04，50.53，31.76，30.32，27.27，22.23，13.83.
ESI/MScalculatedforC 11 H 21 NO 2 ：222.157，found：222.1501[M+Na]+.
example 3: test of anti-adhesion activity of pepper active substance on larvae of reticulate gamboge golden star
The experiment adopts a 6cm diameter culture dish as a container, the extracted pepper active substance is dissolved and then added into the culture dish, the solution is uniformly coated at the bottom of the culture dish, and after the solvent is completely volatilized, about 13mL of seawater and 30 reticulate pattern gamboge larvae are added into each culture dish. Only 13mL of seawater and 30 golden star larvae are added into a culture dish of a blank group, corresponding solvent (methanol is used as the solvent in the invention) is firstly added into a culture dish of a control group, and then 13mL of seawater and 30 golden star larvae are added after the solvent is volatilized completely. The dishes of all experimental groups were placed in an incubator at 30 ℃ and after 72 hours the attachment rate and mortality of the larvae of the goldfish were recorded and the differences between each group and the control and blank groups were counted and the results are shown in table 1.
Table 1 results of test for anti-adhesion Activity of larvae of Alternaria reticulata golden star (120 h)
| Name of the name | Adhesion/% | Mortality/% |
| Blank group | 89.1 | 0 |
| ControlGroup of | 88.9 | 0 |
| Active component of pricklyash peel | 57.4 | 0 |
The results show that after 120 hours, the larvae attachment rates of the blank group and the control group are 89.1% and 88.9%, respectively, and no obvious difference (P > 0.05) exists between the blank group and the control group, so that the experimental results are not affected after the solvent is completely volatilized; the barnacle larva attachment rate of the pricklyash peel active substance experimental group was 57.4% which was significantly less than that of the control group (P < 0.05). According to experimental observation, in all groups of compounds, the barnacle larvae did not die and the swimming was normal, indicating that the compounds were not toxic to the barnacle larvae.
Example 4: anti-algae adhesion test for pricklyash active substances
Characterization of the adsorption-desorption of Zanthoxylum bungeanum active substance using quartz crystal microbalance, the chip was a commercial gold-plated quartz chip (QSX 301 QSENSE).
Firstly, introducing microalgae culture medium (Erdschreiber), flowing through the surface of the chip at the speed of 50 mu L/min, after the adsorption equilibrium is reached, starting to introduce pepper active material solutions (the blank group is introduced with absolute ethyl alcohol and double-eyebrow algae liquid) with different concentrations (1 mg/mL,1.5mg/mL and 2 mg/mL), and after the adsorption equilibrium is reached on the surface of the chip, introducing the culture medium solution again until the adsorption equilibrium is reached again. The changes in resonant frequency (Δf) and dissipation (Δd) were recorded throughout the experiment, Δf being directly related to the adsorption mass of the chip surface, and the results are shown in fig. 1. As can be seen from fig. 1: the pepper active substance solution with the concentration of 1.5mg/mL can effectively reduce the adhesion amount of algae, and shows excellent anti-algae adhesion performance.
The foregoing is merely a preferred embodiment of the present invention and it should be noted that modifications and adaptations to those skilled in the art may be made without departing from the principles of the present invention, which are intended to be comprehended within the scope of the present invention.
Claims (8)
1. The extraction method of the active substances of the pricklyash peel is characterized by comprising the following steps of:
extracting the pepper leaves to obtain crude pepper leaf extracts; the extracting agent is an ethanol-water system;
dissolving the crude extract of the pepper leaves in sequence and adsorbing by a macroporous adsorption resin column;
after the macroporous adsorption resin column is adsorbed, eluting the macroporous adsorption resin column by adopting a first eluent to obtain an eluting paste;
the first eluent is water, ethanol water solution with the volume fraction of 30%, ethanol water solution with the volume fraction of 60%, ethanol water solution with the volume fraction of 80% and ethanol in sequence;
performing silica gel column adsorption on the eluent obtained by eluting the ethanol water solution with the volume fraction of 80%;
after the silica gel column is adsorbed, gradient elution is carried out on the silica gel column by adopting a second eluent to obtain the pepper active substance;
the volume ratio of dichloromethane to ethyl acetate of the second eluent is 30:1 to 5: 1;
the volume ratio of the active substances of the pepper to the ethyl acetate is 15:1, eluting the obtained component by the mixed system;
the pepper active substance has a structure shown in a formula I:
2. the extraction method according to claim 1, wherein the volume fraction of ethanol in the ethanol-water system is 0 to 100%.
3. The extraction method according to claim 1, characterized in that the pepper leaves are used in the form of pepper leaf powder having a particle size of 0.1-5 mm.
4. The extraction method according to claim 1, 2 or 3, wherein the mass ratio of the pepper leaves and the extractant is 1:10 to 70.
5. The extraction method according to claim 1, wherein the extraction method comprises cold immersion extraction, heat reflux extraction, leakage extraction or ultrasonic extraction;
the cold leaching extraction temperature is room temperature and the time is 3-10 days;
the temperature of the heating reflux extraction is 50-100 ℃ and the time is 0.5-3 h;
the leakage extraction comprises soaking and leakage in sequence, wherein the soaking temperature is room temperature and the soaking time is 6-24 hours;
the temperature of ultrasonic extraction is 30-60 ℃, the frequency is 20-60 kHz, the power is 70-1000W, and the time is 0.5-2.0 h.
6. The extraction method according to claim 1 or 5, wherein the number of times of extraction is 1 to 3.
7. The extraction method according to claim 1, wherein the dissolved reagent is water.
8. The method according to claim 1, wherein the macroporous adsorbent resin material of the macroporous adsorbent resin column comprises one or more of HPD-600, X-5, AB-8, polyamide, HZ-841, D-101 and HPD-100;
the adsorption time of the macroporous adsorption resin column is 24-72 h;
the dosage of the first eluent is 3-4 times of the apparent volume of the macroporous adsorption resin column.
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| JPH07133447A (en) * | 1993-11-09 | 1995-05-23 | Japan Steel & Tube Constr Co Ltd | Composition for preventing adhesion of organism |
| US5397385A (en) * | 1994-03-28 | 1995-03-14 | Watts; James L. | Anti-fouling coating composition containing capsaicin |
| WO2005048737A1 (en) * | 2003-11-20 | 2005-06-02 | Kaneka Corporation | Bitter seasoning |
| CN102027870B (en) * | 2010-10-15 | 2011-12-14 | 湖南农业大学 | Method for alleviating poison of acid amide herbicides on rice by sanshoamide |
| JP5628135B2 (en) * | 2011-11-14 | 2014-11-19 | 長谷川香料株式会社 | Method for producing hydroxysanshool-containing material |
| CN107286775A (en) * | 2017-07-15 | 2017-10-24 | 佛山实瑞先导材料研究院（普通合伙） | A kind of aqueous antifouling and antibiosis electrically-conducting paint |
| CN109771503B (en) * | 2017-11-15 | 2021-10-22 | 中国医学科学院药用植物研究所 | Zanthoxylum bungeanum extract and application thereof |
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