CN108114024B - Extraction method of guava leaf terpenoid substances - Google Patents
Extraction method of guava leaf terpenoid substances Download PDFInfo
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- 238000000605 extraction Methods 0.000 title claims abstract description 49
- 239000000126 substance Substances 0.000 title claims abstract description 21
- 150000003505 terpenes Chemical class 0.000 title claims abstract description 20
- 241000508269 Psidium Species 0.000 title claims description 37
- 239000000843 powder Substances 0.000 claims abstract description 37
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000011347 resin Substances 0.000 claims abstract description 24
- 229920005989 resin Polymers 0.000 claims abstract description 24
- 238000001035 drying Methods 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 15
- 238000009210 therapy by ultrasound Methods 0.000 claims abstract description 13
- 238000007873 sieving Methods 0.000 claims abstract description 9
- 239000003480 eluent Substances 0.000 claims abstract description 7
- 238000004140 cleaning Methods 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000000643 oven drying Methods 0.000 claims abstract description 3
- 238000010298 pulverizing process Methods 0.000 claims abstract description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 21
- 239000007788 liquid Substances 0.000 claims description 16
- 238000011068 loading method Methods 0.000 claims description 12
- 238000001179 sorption measurement Methods 0.000 claims description 10
- 239000012141 concentrate Substances 0.000 claims description 9
- XBZYWSMVVKYHQN-MYPRUECHSA-N (4as,6as,6br,8ar,9r,10s,12ar,12br,14bs)-10-hydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[(sulfooxy)methyl]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid Chemical compound C1C[C@H](O)[C@@](C)(COS(O)(=O)=O)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C XBZYWSMVVKYHQN-MYPRUECHSA-N 0.000 claims description 8
- 238000010828 elution Methods 0.000 claims description 3
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- 238000002156 mixing Methods 0.000 claims description 2
- -1 and then Substances 0.000 claims 1
- 238000007781 pre-processing Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 abstract description 11
- 230000001603 reducing effect Effects 0.000 abstract description 5
- 238000002137 ultrasound extraction Methods 0.000 abstract description 4
- 238000005516 engineering process Methods 0.000 abstract description 3
- 238000001291 vacuum drying Methods 0.000 abstract description 2
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- 150000003648 triterpenes Chemical class 0.000 description 7
- PYXFVCFISTUSOO-HKUCOEKDSA-N (20S)-protopanaxadiol Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@H]([C@@](C)(O)CCC=C(C)C)[C@H]4[C@H](O)C[C@@H]3[C@]21C PYXFVCFISTUSOO-HKUCOEKDSA-N 0.000 description 5
- PYXFVCFISTUSOO-UHFFFAOYSA-N betulafolienetriol Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC(C(C)(O)CCC=C(C)C)C4C(O)CC3C21C PYXFVCFISTUSOO-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- SWQINCWATANGKN-UHFFFAOYSA-N protopanaxadiol Natural products CC(CCC=C(C)C)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3CCC21C SWQINCWATANGKN-UHFFFAOYSA-N 0.000 description 5
- 239000012488 sample solution Substances 0.000 description 5
- 230000002401 inhibitory effect Effects 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- 230000002218 hypoglycaemic effect Effects 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 230000010354 integration Effects 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000000194 supercritical-fluid extraction Methods 0.000 description 2
- WCGUUGGRBIKTOS-GPOJBZKASA-N (3beta)-3-hydroxyurs-12-en-28-oic acid Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C)[C@H](C)[C@H]5C4=CC[C@@H]3[C@]21C WCGUUGGRBIKTOS-GPOJBZKASA-N 0.000 description 1
- MIJYXULNPSFWEK-GTOFXWBISA-N 3beta-hydroxyolean-12-en-28-oic acid Chemical class C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C MIJYXULNPSFWEK-GTOFXWBISA-N 0.000 description 1
- 102000000536 PPAR gamma Human genes 0.000 description 1
- 108010016731 PPAR gamma Proteins 0.000 description 1
- 240000001679 Psidium guajava Species 0.000 description 1
- 235000013929 Psidium pyriferum Nutrition 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000011278 co-treatment Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000593 microemulsion method Methods 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000003883 substance clean up Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229940096998 ursolic acid Drugs 0.000 description 1
- PLSAJKYPRJGMHO-UHFFFAOYSA-N ursolic acid Natural products CC1CCC2(CCC3(C)C(C=CC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C)C(=O)O PLSAJKYPRJGMHO-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/61—Myrtaceae (Myrtle family), e.g. teatree or eucalyptus
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/37—Extraction at elevated pressure or temperature, e.g. pressurized solvent extraction [PSE], supercritical carbon dioxide extraction or subcritical water extraction
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/55—Liquid-liquid separation; Phase separation
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- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
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- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
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- Medicines Containing Plant Substances (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
The invention discloses guavaThe extraction method of the leaf terpenoid comprises the following steps: (1) cleaning folium Psidii Guajavae, oven drying, pulverizing into powder, and sieving; (2) adding ethanol, placing into an ultrasonic cell crusher for ultrasonic treatment, and drying to obtain powder; (3) carrying out supercritical CO2Extracting, collecting extract, and vacuum drying to obtain powder; (4) dispersing the powder with water, purifying with macroporous resin column, eluting with eluent, collecting eluate, concentrating, and drying to obtain the final product. The extraction method of the invention combines the ultrasonic extraction technology and the supercritical CO2The extraction is combined, thereby greatly reducing the supercritical CO2The pressure and temperature of extraction shorten the extraction time, use less solvent, the method is simple, and save energy, really achieve the pure nature of the extracted substances.
Description
Technical Field
The invention belongs to the field of guava leaf compound purification, and particularly relates to a method for extracting a leaf terpenoid substance of guava.
Background
Guava (guava)Psidium guajava Linn.) The study on chemical components of guava leaves shows that the leaves contain proteins, polysaccharides, polyphenols, flavonoids, triterpenoids and the like, the triterpenoids in the guava leaves mainly contain ursolic acid as a parent nucleus and contain α -hydroxy in the C-2 position, and the triterpenoids in the oleanane type compounds are taken by researchers respectively administering to diabetic rats with a model by using total high, medium and low doses, the total triterpenoids are found to have the hypoglycemic effect, the mechanism of the triterpenoids is probably to improve the expression level of fat tissue protein PPAR gamma, the triterpenoids in the guava leaves are found to have the hypoglycemic effect on the stomach of the model, and the Psiadine type compounds are also found to have the inhibitory effect on the protopanaxadiol B, so that the Psiadine type compounds have the hypoglycemic effect on the guava leaf skeleton, and the Psiadine type compounds have the inhibitory effect on the protopanaxadiol B of the guava leaf skeleton, and the Psiadine type compounds have the inhibitory effect on the protopanaxadiol B and the inhibitory effect on the protopanaxadiol B of the protopanaxadiol in the Psiadine type compounds in the guava leaves.
The prior commonly used method for separating and extracting terpenoids in guava leaves comprises an extraction method, a microemulsion method, a silica gel column chromatography method and the like, but the methods have the defects of complex operation, higher cost, high solvent toxicity, high energy consumption and the like.
Disclosure of Invention
The technical problem to be solved by the invention is to overcome the defects and shortcomings in the background art and provide a method for extracting the leaf terpenoid substances of guava.
In order to solve the technical problems, the technical scheme provided by the invention is to provide an extraction method of guava leaf terpenoid substances, which comprises the following steps:
(1) cleaning folium Psidii Guajavae, oven drying, pulverizing into powder, and sieving;
(2) taking the guava leaf powder obtained in the step (1), adding ethanol, putting into an ultrasonic cell crusher for ultrasonic treatment, and then drying into powder;
(3) performing supercritical CO treatment on the powder obtained after drying in the step (2)2Extracting, collecting extract, and vacuum drying to obtain powder;
(4) and (4) dispersing the powder obtained after drying in the step (3), purifying by adopting a macroporous resin column, eluting and concentrating to obtain the guava leaf terpenoid.
In the above extraction method, preferably, in the step (1), the sieving is performed by a 40-60 mesh sieve.
Preferably, in the step (2), the ethanol is a 50% ethanol solution, and the ratio of the guava leaves to the ethanol is 1:10-15 g/mL.
Preferably, in the step (2), the temperature of the ultrasonic treatment is 48-52 ℃, the power of the ultrasonic treatment is 300-350W, and the time of the ultrasonic treatment is 5-10 min.
Preferably, in the step (3), supercritical CO is adopted2The specific operation of extraction comprises the following steps: and adding ethyl acetate into the dried powder as an entrainer, uniformly mixing, and filling into supercritical extraction equipment for extraction.
Preferably, in the step (3), the supercritical extraction equipment is an extraction kettle, and the feed-liquid ratio of the powder to the ethyl acetate is 1:0.5-2.0 g/mL.
More preferably, in the step (3), the extraction temperature is 43-50 ℃, the extraction pressure is 20-25MPa, and CO is used2The flow rate is 18-22L/h, and the extraction time is 1-2 h.
Preferably, in the step (4), the macroporous resin column is an AB-8 macroporous resin column, and the elution uses ethanol with a volume concentration of 50% as an eluent.
Preferably, in the step (4), the specific operation of purifying by using a macroporous resin column comprises the following steps: firstly, the macroporous adsorption resin is pretreated, then the resin is loaded on a column, sample liquid is loaded on the column, and an eluent is obtained after desorption and elution of the macroporous adsorption resin.
More preferably, the sample liquid is loaded on the column, the concentration of the triterpene concentrate is 0.8 mg/mL after the sample liquid is powder is dispersed by water, the pH =6.0, and the flow rate of the sample liquid on the column is 2 BV/h.
Supercritical CO2The extraction has the characteristics of rectification and liquid phase extraction, realizes the integration of the extraction and separation processes, uses less solvent, has simple method and saves energy. In addition, natural effective components (such as volatile and heat-sensitive substances) are reserved by low-temperature extraction at the temperature of 43-50 ℃, other solvents are not introduced, and pure nature of extracted substances is really achieved. The excessive pressure can increase energy consumption and production cost, and is not beneficial to industrial production. The structure of terpenoid substance can be destroyed by over-high temperature, so that active substance is inactivated and the blood sugar reducing effect is lost. The invention combines ultrasonic extraction technology and supercritical CO2The extraction is combined, thereby greatly reducing the supercritical CO2The extraction pressure and temperature shorten the extraction time.
Compared with the prior art, the invention has the beneficial effects that:
1. the extraction method of the invention combines the ultrasonic extraction technology and the supercritical CO2The extraction is combined, thereby greatly reducing the supercritical CO2The pressure and temperature of extraction shorten the extraction time, use less solvent, the method is simple, and save energy, really achieve the pure nature of the extracted substances.
2. The extraction method adopts supercritical CO2Extracting, supercritical CO2The extraction has the characteristics of rectification and liquid phase extraction, realizes the integration of the extraction and separation processes, uses less solvent, has simple method and saves energy. In addition, natural effective components (such as volatile and heat-sensitive substances) are reserved by low-temperature extraction at the temperature of 43-50 ℃, other solvents are not introduced, and pure nature of extracted substances is really achieved.
Detailed Description
In order to facilitate an understanding of the present invention, the present invention will be described more fully and in detail with reference to the preferred embodiments, but the scope of the present invention is not limited to the specific embodiments below.
Unless otherwise defined, all terms of art used hereinafter have the same meaning as commonly understood by one of ordinary skill in the art. The terminology used herein is for the purpose of describing particular embodiments only and is not intended to limit the scope of the present invention.
Unless otherwise specifically stated, various raw materials, reagents, instruments, equipment and the like used in the present invention are commercially available or can be prepared by existing methods.
Example 1:
the invention relates to a method for extracting a guava leaf terpenoid substance, which comprises the following steps:
(1) cleaning guava leaves, drying, crushing into powder, and sieving with a 40-mesh sieve;
(2) taking the guava leaf powder obtained in the step (1), adding 50% ethanol according to the ratio of material to liquid of 1:10g/mL, putting the mixture into an ultrasonic cell crusher for ultrasonic treatment at the temperature of 48 ℃, with the power of 300W, for 5min, and then drying the mixture into powder;
(3) adding the powder obtained after drying in the step (2) into an extraction kettle, and performing supercritical CO2Extracting at 43 deg.C under 20MPa with CO2The flow rate is 18L/h, ethyl acetate is added as an entrainer according to the ratio of material to liquid of 1:2.0g/mL, extraction is carried out for 2h, extract liquor is collected, solvent is recovered, and the extract liquor is dried in vacuum to be powder;
(4) dispersing the powder obtained after drying in the step (3) into triterpenoid concentrate with the concentration of 0.8 mg/mL by using water, purifying the triterpenoid concentrate by using an AB-8 macroporous resin column, wherein the pH is =6.0, firstly, pretreating the macroporous adsorption resin, then, loading the resin on the column, loading the sample solution on the column, wherein the loading flow rate of the column is 2 BV/h, desorbing the macroporous adsorption resin, eluting the sample solution by using ethanol with the volume concentration of 50%, collecting eluent, and concentrating to obtain the guava leaf terpenoid substance.
The content of terpenoids is 2.76% of the weight of guava leaves.
Example 2:
the invention relates to a method for extracting a guava leaf terpenoid substance, which comprises the following steps:
(1) cleaning guava leaves, drying, crushing into powder, and sieving with a 40-mesh sieve;
(2) taking the guava leaf powder obtained in the step (1), adding 50% ethanol according to the ratio of material to liquid of 1:10g/mL, putting the mixture into an ultrasonic cell crusher for ultrasonic treatment at the temperature of 52 ℃, with the ultrasonic treatment power of 350W and the ultrasonic treatment time of 10min, and then drying the mixture into powder;
(3) adding the powder obtained after drying in the step (2) into an extraction kettle, and performing supercritical CO2Extracting at 45 deg.C under 20MPa with CO2The flow rate is 18L/h, ethyl acetate is added as an entrainer according to the ratio of material to liquid of 1:2.0g/mL, extraction is carried out for 2h, extract liquor is collected, solvent is recovered, and the extract liquor is dried in vacuum to be powder;
4) dispersing the powder obtained after drying in the step (3) into triterpenoid concentrate with the concentration of 0.8 mg/mL by using water, purifying the triterpenoid concentrate by using an AB-8 macroporous resin column, wherein the pH is =6.0, firstly, pretreating the macroporous adsorption resin, then, loading the resin on the column, loading the sample solution on the column, wherein the loading flow rate of the column is 2 BV/h, desorbing the macroporous adsorption resin, eluting the sample solution by using ethanol with the volume concentration of 50%, collecting eluent, and concentrating to obtain the guava leaf terpenoid substance.
The content of terpenoids is 2.83% of the weight of guava leaves.
Comparative example:
a method for extracting guava leaf terpenoid substances comprises the following steps:
(1) cleaning guava leaves, drying, crushing into powder, and sieving with a 40-mesh sieve;
(2) adding the guava leaf powder obtained in the step (1) into an extraction kettle, and performing supercritical CO2Extracting at 65 deg.C under 50MPa with CO2The flow rate is 18L/h, ethyl acetate is added as an entrainer according to the ratio of material to liquid of 1:2.0g/mL, extraction is carried out for 4h, extraction liquid is collected, solvent is recovered, and the mixture is dried in vacuum to be powder;
(3) dispersing the powder obtained after drying in the step (2) into triterpenoid concentrate with the concentration of 0.8 mg/mL by using water, purifying the triterpenoid concentrate by using an AB-8 macroporous resin column, wherein the pH is =6.0, firstly, pretreating the macroporous adsorption resin, then, loading the resin on the column, loading a sample solution on the column, wherein the loading flow rate of the column is 2 BV/h, desorbing the macroporous adsorption resin, eluting by using ethanol with the volume concentration of 50%, collecting eluent, and concentrating to obtain the guava leaf terpenoid substance.
The content of terpenoids is 2.63% of the weight of guava leaves.
The extraction method of this embodiment combines ultrasonic extraction with supercritical CO2The extraction is combined, thereby greatly reducing the supercritical CO2The pressure and temperature of extraction shorten the extraction time, use less solvent, the method is simple, and save energy, really achieve the pure nature of the extracted substances.
Claims (2)
1. A method for extracting guava leaf terpenoid substances comprises the following steps:
(1) cleaning folium Psidii Guajavae, oven drying, pulverizing into powder, and sieving;
(2) taking the guava leaf powder obtained in the step (1), adding ethanol, putting into an ultrasonic cell crusher for ultrasonic treatment, and then drying into powder; wherein the ethanol is an ethanol solution with the volume concentration of 50%, the material-liquid ratio of the guava leaves to the ethanol is 1:10-15 g/mL, the ultrasonic treatment temperature is 48-52 ℃, the ultrasonic treatment power is 300-350W, and the ultrasonic treatment time is 5-10 min;
(3) adding ethyl acetate into the powder obtained after drying in the step (2) as an entrainer, uniformly mixing, filling into an extraction kettle for extraction, wherein the material-liquid ratio of the powder to the ethyl acetate is 1:0.5-2.0g/mL, the extraction temperature is 43-50 ℃, and the extraction pressure is 20-25MPa，CO2The flow rate is 18-22L/h, the extraction time is 1-2h, the extract liquid is collected and dried in vacuum to be powder;
(4) dispersing the powder obtained after drying in the step (3), and purifying by adopting an AB-8 macroporous resin column, wherein the specific operation comprises the following steps: firstly, preprocessing macroporous adsorption resin, then loading the resin on a column, loading a sample liquid on the column, wherein the sample liquid is triterpenoid concentrate with the concentration of 0.8 mg/mL obtained after powder is dispersed by water, the pH is =6.0, the loading flow rate is 2 BV/h, the triterpenoid concentrate is desorbed by the macroporous adsorption resin, and then, ethanol with the volume concentration of 50% is used as an eluent for elution and concentration, thus obtaining the guava leaf terpenoid.
2. The extraction method according to claim 1, wherein in the step (1), the sieving is 40-60 mesh sieving.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102863503A (en) * | 2012-09-25 | 2013-01-09 | 南京泽朗农业发展有限公司 | Salaspermic acid purification method |
| CN106237067A (en) * | 2016-08-30 | 2016-12-21 | 山东百维药业有限公司 | A kind of XIAOKE JIANGTANG JIAONANG and preparation method thereof |
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|---|---|---|---|---|
| CN102863503A (en) * | 2012-09-25 | 2013-01-09 | 南京泽朗农业发展有限公司 | Salaspermic acid purification method |
| CN106237067A (en) * | 2016-08-30 | 2016-12-21 | 山东百维药业有限公司 | A kind of XIAOKE JIANGTANG JIAONANG and preparation method thereof |
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| Title |
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| 番石榴和番石榴叶加工研究进展;张宏康等;《食品工业科技》;20141231(第15期);第390-394页 * |
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