CN114478567A - Method for preparing pterocarpan compounds of Korean sophoricine and Meidi pterocarpan from chickpea sprouts - Google Patents
Method for preparing pterocarpan compounds of Korean sophoricine and Meidi pterocarpan from chickpea sprouts Download PDFInfo
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Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/12—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains three hetero rings
- C07D493/14—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a method for preparing pterocarpan compounds, namely, Korean sophoricine and Meidi pterocarpan from chickpea sprouts, which comprises the steps of soaking chickpea, picking the sprouts after sprouting, carrying out reflux extraction on the bean sprouts by using an ethanol water solution, concentrating the bean sprouts into thick paste without alcohol smell, dispersing the thick paste by using purified water, loading the thick paste into a macroporous resin chromatographic column, sequentially using purified water and an ethanol solution with the concentration of 10% to remove impurities, and then using a 95% ethanol water solution to elute; concentrating the eluted part until no alcohol smell exists, dispersing with purified water, extracting with ethyl acetate, concentrating the obtained ethyl acetate part, and drying to obtain total isoflavone part; separating the obtained part by silica gel chromatography and reverse phase chromatography, and collecting fractions to obtain two kinds of pterocarpan compounds, i.e. Korean sophoricine and Meddigesin. The method provides a simple, convenient, easily-obtained and rapid method for preparing two standard samples of the Korean sophoricine and the Meidi pterocarpin, and can also be applied to the research fields of development of health-care foods such as chickpeas and bean sprouts and establishment of quality standards thereof.
Description
Technical Field
The invention relates to a method for preparing pterocarpan compounds, namely, Korean sophoricine and madiscardrin, from chickpea sprouts. The method can be used for preparing two reference substances, i.e. Korean sophoricine and santalin, and can also be used in the research fields of development of health food such as chickpea and bean sprout and establishment of quality standard thereof.
Background
The leguminous Cicer species plants are commonly found in 44 species in the world, mainly distributed in the western region and the middle east region of Asia, and Cicer arietinum L is the only third edible bean in the world which is successfully cultivated and has a wide planting area in the plants. Chickpeas have been cultivated in Xinjiang in the western part of China for 2500 years, are medicinal and edible plants in Uygur nationality in Xinjiang, and are collected in drug Standard (Uygur booklet) and Uygur medical records. The isoflavone compound is a more effective component reported in chickpeas, and has the effects of resisting oxidation, resisting tumors, reducing blood cholesterol, reducing the risk of diabetes, improving cardiovascular diseases, preventing and treating various diseases caused by estrogen secretion disorder and the like. According to related research reports, the total isoflavone amount in the bean sprouts of the chickpeas can be increased by tens of times of that of the original seeds after the chickpeas germinate; the variety of isoflavone components in the chickpea sprouts is also greatly changed, and the extract of the chickpea sprouts is obviously improved in the aspect of antioxidant activity. The pterocarpan compounds belong to the flavanoid family and are a very interesting subset of the isoflavone family. The compounds are widely distributed in nature, mainly exist in plant bodies and resist toxins, have wide pharmacological activity, are one of effective components of a plurality of Chinese medicinal materials, and show good pharmacological action in the aspects of tumor resistance and bacteria resistance along with the deep research on modern pharmacological action. The compounds are mainly distributed in plants of subfamily Papiloideae of Leguminosae, such as plants of Astragalus, Cicer, Meloidogyne, Dalbergia, erythrina, Sophora, Glycyrrhiza, Maackia, and Sophora.
The Korean sophorae extract (Maackiain) is widely found in Sophora japonica L (Leguminosae), radix Sophorae Tonkinensis (Sophora subprostrata Chun T.Chen) of Guangxi and Millettia beautifulDried root of Millettia speciosa Champ, etc. Pharmacological studies show that the Korean sophoricoside has antitumor activity, inhibits the fission growth of staphylococcus aureus, escherichia coli and bacillus vallismortis and has sodium-glucose cotransporter 2(SGLT-2) activity. Antibacterial activity research shows that the Korean sophoricoside has strong antifungal effect, and the lowest bacteriostasis concentration range is 6.25-25 mug.mL-1The growth of fungi can be inhibited. The Meddingenin (Medicarpin) is present in Glycyrrhrizae radix, Melilotus officinalis, radix astragali, semen Sojae Atricolor, and herba Medicaginis. Pharmacological research shows that the santalin (Medicarpin) has bone protection, antitumor, antibacterial, neuroprotective, antiandrogen activity. At present, no report related to the extraction and purification of Korean sophoricoside and santalin from chickpea is found. The content of the Korean sophoricoside in the total enrichment part of the chemical components (compounds) of the chickpea sprouts is about 2.13 percent and the content of the Meidi pterocarpus santalin is about 3.65 percent by using two self-made compounds of the Korean sophoricoside and the Meidi pterocarpus santalin as reference substances respectively and calculating by using HPLC.
The invention fully analyzes and separates and studies the chemical components in the bud part of the chickpea after sprouting, and obtains a method for preparing 2 pterocarpan compounds of Korean sophoricine and Meddigeurin.
Disclosure of Invention
The invention aims to provide a method for preparing pterocarpan compounds, namely, Korean sophocarpine and melittin, from chickpea sprouts, which comprises the steps of soaking chickpea, picking the sprouts after sprouting, carrying out reflux extraction on the sprouts by using an ethanol water solution, concentrating the sprouts into thick paste without alcohol smell, dispersing the thick paste by using purified water, loading the thick paste onto a macroporous resin chromatographic column, sequentially using purified water and an ethanol solution with the concentration of 10% to remove impurities, and then eluting by using a 95% ethanol water solution; concentrating the eluted part until no alcohol smell exists, dispersing with purified water, extracting with ethyl acetate, concentrating the obtained ethyl acetate part, and drying to obtain total isoflavone part; separating the obtained part by silica gel chromatography and reverse phase chromatography, and collecting appropriate fractions to obtain two kinds of pterocarpan compounds, i.e. Korean sophoricine and Meddigesantalin. The method provides a simple, convenient, easily-obtained and rapid method for preparing two standard samples of the Korean sophoricine and the Meidi pterocarpin, and can also be applied to the research fields of development of health-care foods such as chickpeas and bean sprouts and establishment of quality standards thereof.
The method for preparing the pterocarpan compounds of the Korean sophoricine and the madecasson from the chickpea sprouts comprises the following steps:
a. selecting and harvesting annual chickpea seeds, soaking in warm water at 30 ℃, changing fresh water for 1 time every 1-2 hours, soaking for 6-8 hours totally, and changing water for 4 times totally; placing chickpea seeds into a bean sprout box with constant temperature and humidity for sprouting, spraying water for washing for 30s every 10 hours, and picking up the bean sprouts after 72-96 hours;
b. b, putting the fresh bean sprouts obtained in the step a into 60-70% ethanol according to the mass volume ratio of 1:25-30, heating, refluxing and extracting for 1-2 hours for 3 times, combining the extracting solutions, and concentrating to obtain a concentrated solution;
c. b, adding water into the concentrated solution obtained in the step b for dispersion, loading the concentrated solution into a glass chromatographic column preloaded with macroporous resin HPD300, sequentially removing impurities by using purified water and 10% ethanol water solution, eluting by using 95% edible alcohol, collecting eluent, concentrating and drying to obtain a total enrichment part of the chickpea sprout;
d. d, adding the total enrichment part of the chickpea sprouts obtained in the step c into water for dispersion, then adding ethyl acetate with the same volume for extraction for 3-5 times, combining the extraction liquid, concentrating and drying the obtained ethyl acetate part to obtain a part of a component 1;
e. d, adding 2-5 times of 60-mesh silica gel into the part of the component 1 obtained in the step d, uniformly mixing, carrying out wet column packing by using 40 times of 100-mesh silica gel, directly eluting by using 3 times of chloroform/methanol with the column volume ratio of 10:1 after loading a sample on a column, collecting eluent, concentrating and drying to obtain a component 2;
f. adding the component 2 obtained in the step e into a 50% -70% acetonitrile aqueous solution for dissolving, and using a reverse phase chromatographic column: TURNER HPLC Columns Kromasil 100A C185 μm 15X 250 mm; the solvent is 20-56% acetonitrile water solution within 50 min; flow rate: separating at 3mL/min, respectively collecting compound fractions having absorption at ultraviolet wavelength of 210nm according to different peak-appearing time, drying to obtain 2 compounds, and identifying as compounds of Korean sophoricine and Meddigeum pterocarpus by nuclear magnetic resonance carbon spectrum and hydrogen spectrum structure.
The invention relates to a method for preparing pterocarpan compounds of Korean sophoricoside and mad pterocarpan from chickpea sprouts, wherein the structural formulas of the Korean sophoricoside and the mad pterocarpan in the method are as follows:
the compounds of the Korean sophoricoside and the Medtree pterocarpin obtained by the method of the invention, wherein the compounds of the Korean sophoricoside are subjected to HPLC (high performance liquid chromatography) chromatographic analysis, nuclear magnetic resonance hydrogen spectrum, carbon spectrum data and map, as shown in figure 2, figure 4, figure 5 and table 1, and the structural formulas are as follows:
TABLE 1 NMR data for Maackiain (solvent CD)3OD,400MHz,δin ppm,J inHz)
The HPLC chromatographic analysis, nuclear magnetic resonance hydrogen spectrum, carbon spectrum data and spectrum of the compound mestranol are shown in figure 3, figure 6, figure 7 and table 2, and the structural formula is as follows:
TABLE 2 NMR data for Medicarpin (solvent CD)3Cl3,400MHz,δin ppm,J inHz)
Drawings
FIG. 1 is an HPLC analysis chromatogram of the total enriched fraction of biochanin sprout of the invention, wherein a is formononetin, b is pterocarpin, c is formononetin, d is Korean sophoricine, e is santalin, f is biochanin A;
FIG. 2 is an HPLC analysis chromatogram of the compound of the present invention, wherein the peak-off time is 42.7 minutes;
FIG. 3 is an HPLC analysis chromatogram of the compound of the invention, santalin, with a peak-off time of 44.5 minutes;
FIG. 4 is an NMR analysis hydrogen spectrum of the compound of the present invention, i.e., Korean pagodatree extract;
FIG. 5 is a carbon spectrum of the NMR analysis of the compound of the present invention, i.e., Korean pagodatree extract;
FIG. 6 is an NMR analysis hydrogen spectrum of the compound mestranol of the present invention;
FIG. 7 is an NMR analysis carbon spectrum of the compound mestranol of the present invention;
FIG. 8 shows the inhibition zones of total enrichment sites of chickpeas of the invention for three antibacterial activities of streptococcus albus (CA), Escherichia Coli (EC) and Staphylococcus Aureus (SA).
Detailed Description
The technical scheme of the invention is further specifically explained by specific embodiments.
Example 1
a. Carefully selecting and harvesting 5kg of annual chickpea seeds, ensuring that each grain is complete and full, soaking in warm water at the temperature of 30 ℃, fishing out by using a strainer every 2 hours, and replacing fresh water for 1 time, soaking for 8 hours totally, and replacing water for 4 times totally; placing chickpea seeds into a bean sprout box with constant temperature and humidity for sprouting, spraying water for washing for 30s every 10 hours, and picking up the bean sprouts after 84 hours;
b. b, putting the picked bean sprouts obtained in the step a into 70% ethanol according to the weight-volume ratio of 1:25, heating and refluxing for 2 hours, extracting for 3 times, combining the extracting solutions, and concentrating to obtain a concentrated solution;
c. c, adding 300mL of the concentrated solution obtained in the step b into water for dispersion, loading the concentrated solution into a glass chromatographic column preloaded with 1Kg of macroporous resin HPD300, sequentially using purified water and 10% ethanol water for impurity removal, then using 95% edible alcohol for elution, loading the resin chromatographic column, collecting eluent, concentrating and drying to obtain a total enrichment part of the chickpea sprout;
d. c, adding 2 times of volume of water into the total enrichment part of the chickpea sprouts obtained in the step c for dispersion, then adding ethyl acetate with the same volume for extraction for 5 times, combining the extraction liquid, concentrating and drying the obtained ethyl acetate part to obtain a component 1 part with the weight of 6.72 g;
e. c, uniformly mixing 6.2g of the component 1 part obtained in the step d with 5 times of 60-mesh silica gel, filling the mixture into a column by using 40 times of 100-mesh silica gel through a wet method, directly eluting the sample by using 3 times of chloroform/methanol with the column volume ratio of 10:1, collecting eluent, concentrating and drying to obtain 1.4g of the component 2 part;
f. dissolving 100mg of fraction 2 obtained in step e in 50% acetonitrile water solution, and subjecting the solution to reverse phase chromatography column, TURNER HPLC Columns Kromasil 100A C185 μm 15 × 250 mm; the solvent is 20% acetonitrile water solution within 50 min; flow rate: separating at 3mL/min, collecting compound 1 with peak time of 35.5min and strong absorption at ultraviolet wavelength of 210nm, decreasing the ultraviolet absorption baseline of the compound, immediately generating strong absorption at ultraviolet wavelength of 210nm, and peak time of about 37min to obtain compound 2, and drying to obtain compounds of 9mg of Korean sophoricine and 15mg of Meddigesiin.
Example 2
a. Selecting and harvesting 4kg of annual chickpea seeds, ensuring that each grain is complete and full, soaking in warm water at the temperature of 30 ℃, changing fresh water for 1 time every 1.5 hours, soaking for 6 hours totally, and changing water for 4 times totally; placing chickpea seeds into a bean sprout box with constant temperature and humidity for sprouting, spraying water for washing for 30s every 10 hours, and picking up the bean sprouts after 72 hours;
b. b, putting the picked bean sprouts obtained in the step a into 60% ethanol according to the weight-volume ratio of 1:30, heating, refluxing and extracting for 2 hours, extracting for 3 times, combining extracting solutions, and concentrating to obtain a concentrated solution;
c. adding 300mL of the concentrated solution obtained in the step b into water for dispersion, loading the concentrated solution, pre-loading a 1Kg glass layer of macroporous resin HPD300, sequentially removing impurities by using purified water and 10% ethanol water solution, eluting a loading resin chromatographic column by using 95% edible alcohol, collecting eluent, concentrating and drying to obtain a total enrichment part of the chickpea sprout;
d. d, adding water with the volume of 2 times into the total enrichment part of the chickpea sprouts obtained in the step c for dispersion, then adding ethyl acetate with the same volume for extraction for 3 times, combining extraction liquid, concentrating and drying the obtained ethyl acetate part to obtain a component 1 part with the weight of 5.77 g;
e. d, adding 2 times of 60-mesh silica gel into 5.3g of the component 1 part obtained in the step d for mixing, filling the sample into a column by using 40 times of 100-mesh silica gel wet method, directly eluting by using 3 times of chloroform/methanol with the volume ratio of 10:1, collecting eluent, concentrating and drying to obtain 1.1g of the component 2 part;
f. dissolving 100mg of fraction 2 obtained in step e in 60% acetonitrile water solution, and subjecting the solution to reverse phase chromatography column, TURNER HPLC Columns Kromasil 100A C185 μm 15 × 250 mm; the solvent is 30% acetonitrile water solution within 50 min; flow rate: separating at 3mL/min, collecting compound 1 with peak time of 35.5min and strong absorption at ultraviolet wavelength of 210nm, decreasing the ultraviolet absorption baseline of the compound, immediately generating strong absorption at ultraviolet wavelength of 210nm, peak time of 37min to obtain compound 2, and drying to obtain compounds of 7.2mg of Korean sophoricine and 14.5mg of Mediterranean pterocarpin.
Example 3
a. Selecting and harvesting 3kg of annual chickpea seeds, ensuring that each grain is complete and full, soaking in warm water at the temperature of 30 ℃, changing fresh water for 1 time every 2 hours, soaking for 7 hours, and changing water for 4 times; placing chickpea seeds into a bean sprout box with constant temperature and humidity for sprouting, spraying water for washing for 30s every 10 hours, and picking up the bean sprouts after 96 hours;
b. b, putting the picked bean sprouts obtained in the step a into 70% ethanol according to the weight-volume ratio of 1:25, heating and refluxing for 2 hours, extracting for 3 times, combining the extracting solutions, and concentrating to obtain a concentrated solution;
c. adding 200mL of the concentrated solution obtained in the step b into water for dispersion, loading the concentrated solution into a glass chromatographic column preloaded with 1Kg of macroporous resin HPD300, removing impurities by using purified water and 10% ethanol aqueous solution in sequence, eluting the impurities by using 95% edible alcohol, loading the eluted solution into the resin chromatographic column, collecting eluent, concentrating and drying to obtain a total enrichment part of the chickpea sprouts;
d. c, adding 2 times of volume of water into the total enrichment part of the chickpea sprouts obtained in the step c for dispersion, then adding ethyl acetate with the same volume for extraction for 5 times, combining the extraction liquid, concentrating and drying the obtained ethyl acetate part to obtain a component 1 part with the weight of 4.53 g;
e. d, mixing 4.3g of the component 1 part obtained in the step d with 3 times of 60-mesh silica gel, filling the mixture into a column by using 40 times of 100-mesh silica gel through a wet method, loading the sample into the column, directly eluting the sample by using 3 times of chloroform/methanol with the volume ratio of the column being 10:1, collecting eluent, concentrating and drying the eluent to obtain 0.91g of the component 2 part;
f. adding 100mg of the component 2 part obtained in the step e into 70% acetonitrile water solution for dissolving, and performing reverse phase chromatography on the dissolved substance by using a 40% acetonitrile water solution in 50 min; flow rate: separating at 3mL/min, collecting compound 1 with peak time of 35.5min and strong absorption at ultraviolet wavelength of 210nm, decreasing the ultraviolet absorption baseline of the compound, immediately generating strong absorption at ultraviolet wavelength of 210nm, and peak time of 37min to obtain compound 2, and drying to obtain 8.7mg of Korean sophoricine and 13.5mg of Mediterranean pterocarpin.
Example 4
a. Selecting and harvesting 2kg of annual chickpea seeds, ensuring that each grain is complete and full, soaking in warm water at the temperature of 30 ℃, changing fresh water for 1 time every 1 hour, soaking for 6 hours totally, and changing water for 4 times totally; placing chickpea seeds into a bean sprout box with constant temperature and humidity for sprouting, spraying water for washing for 30s every 10 hours, and picking up the bean sprouts after 85 hours;
b. b, putting the picked bean sprouts obtained in the step a into 70% ethanol according to the weight-volume ratio of 1:25, heating and refluxing for 2 hours, extracting for 3 times, combining the extracting solutions, and concentrating to obtain a concentrated solution;
c. c, adding 100mL of the concentrated solution obtained in the step b for water dispersion, loading a glass chromatographic column preloaded with 0.5Kg of macroporous resin HPD300, removing impurities by using purified water and 10% ethanol water solution in sequence, eluting by using 95% edible alcohol, removing impurities, loading the eluted solution on the resin chromatographic column, collecting the eluted solution, concentrating and drying to obtain a total enrichment part of the chickpea sprout;
d. d, adding 2 times of volume of water into the total enrichment part of the chickpea sprouts obtained in the step c for dispersion, then adding ethyl acetate with the same volume for extraction for 3 times, combining extraction liquid, concentrating and drying the obtained ethyl acetate part to obtain a component 1 part with the weight of 3.08 g;
e. d, mixing 2.9g of the component 1 part obtained in the step d with 4 times of 60-mesh silica gel, filling the mixture into a column by using 40 times of 100-mesh silica gel through a wet method, loading the sample into the column, directly eluting the sample by using 3 times of chloroform/methanol with the column volume ratio of 10:1, collecting eluent, concentrating and drying to obtain 0.63g of the component 2 part;
f. dissolving 100mg of fraction 2 obtained in step e in 70% acetonitrile water solution, and subjecting the solution to reverse phase chromatography with TURER HPLC Columns Kromasil 100A C185 μm 15 × 250mm and 56% acetonitrile water solution for 50 min; flow rate: separating at 3mL/min, collecting compound 1 with peak time of 34min and strong absorption at ultraviolet wavelength of 210nm, reducing the ultraviolet absorption baseline of the compound, immediately generating compound 2 with strong absorption at ultraviolet wavelength of 210nm and peak time of 36min, and drying to obtain compound 1 of 7.4mg of Korean sophoricine and compound 2 of 13.3mg of Mediterranean pterocarpin.
Example 5
Respectively taking 50mg total enrichment part (ICS) of the chickpea sprouts and a component 2(ZF), dissolving the mixture by using dimethyl sulfoxide (DMSO) with the volume of 1mL to prepare a solution with the concentration of 50mg/mL, and carrying out hole antibacterial activity detection:
the detection method comprises the following steps: and (3) hole bacteriostasis operation: melting agar culture medium, cooling to 46 + -0.5 deg.C, adding cultured bacterial liquid to make test bacterial suspension concentration be 5 × 105cfu/ml-5 × 106cfu/ml, pouring into flat dish, 15-20 ml/dish, standing for 20min to make it solidify, perforating with agar perforator, diameter being 5-6mm, 4-5 holes/dish, uniformly distributing, distance between sample centers being above 25mm, distance being above 15mm from plate periphery, adding sample solution 20 μ l per hole, covering flat dish, placing in incubator at 37 deg.C for 30-60min to make solution be completely absorbed, inversely culturing for 16-18h, measuring diameter of bacteria-inhibiting ring with vernier caliper and recording; evaluation: if the diameter of the bacteriostatic ring is larger than 7mm, the bacteriostatic action is judged, and if the diameter of the bacteriostatic ring is smaller than or equal to 7mm, the bacteriostatic action is judged not;
and (3) detection results:
table 3: antimicrobial Activity detection
Antibacterial experiments (holes): streptococcus albus (ATCC 10231); escherichia coli (ATCC 11229); staphylococcus aureus (ATCC6538)
Experimental strains:
(1) white streptococcus: candida Albicans (CA); (2) coli: e.coli (EC); (3) staphylococcus aureus: staphylococcus Aureus (SA);
(4) experimental antibiotics: ampicillin sodium salt: ampicillin sodimum salt (Amp), FW 371.39; amphotericin B: amphotericin B, molecular weight 924.08.
Claims (1)
1. A method for preparing pterocarpan compounds of Korean sophoricoside and Meidi pterocarpan from chickpea sprouts is characterized by comprising the following steps:
a. selecting and harvesting annual chickpea seeds, soaking in warm water at 30 ℃, changing fresh water for 1 time every 1-2 hours, soaking for 6-8 hours totally, and changing water for 4 times totally; putting chickpea seeds into a bean sprout box with constant temperature and humidity for sprouting, spraying water for washing for 30s every 10 hours, and picking up the bean sprouts after 72-96 hours;
b. b, putting the fresh bean sprouts obtained in the step a into 60-70% ethanol according to the mass volume ratio of 1:25-30, heating, refluxing and extracting for 1-2 hours for 3 times, combining extracting solutions, and concentrating to obtain a concentrated solution;
c. b, adding water into the concentrated solution obtained in the step b for dispersion, loading the concentrated solution into a glass chromatographic column preloaded with macroporous resin HPD300, sequentially removing impurities by using purified water and 10% ethanol water solution, eluting by using 95% edible alcohol, collecting eluent, concentrating and drying to obtain a total enrichment part of the chickpea sprout;
d. c, adding the total enriched parts of the chickpea sprouts obtained in the step c into water for dispersing, then adding ethyl acetate with the same volume for extracting for 3-5 times, combining the extract liquor, concentrating and drying the obtained ethyl acetate parts to obtain a component 1 part;
e. d, adding 2-5 times of 60-mesh silica gel into the part of the component 1 obtained in the step d, uniformly mixing, carrying out wet column packing by using 40 times of 100-mesh silica gel, directly eluting by using 3 times of chloroform/methanol with the column volume ratio of 10:1 after loading a sample on a column, collecting eluent, concentrating and drying to obtain a component 2;
f. adding the component 2 obtained in the step e into 50% -70% acetonitrile water solution for dissolving, and using a reverse phase chromatographic column: TURNER HPLC Columns Kromasil 100A C185 μm 15X 250 mm; the solvent is 20-56% acetonitrile water solution within 50 min; flow rate: separating at 3mL/min, respectively collecting compound fractions having absorption at ultraviolet wavelength of 210nm according to different peak-appearing time, drying to obtain 2 compounds, and identifying as compounds of Korean sophoricine and Meddigeum pterocarpus by nuclear magnetic resonance carbon spectrum and hydrogen spectrum structure.
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