CN102218076A - Apostichopus japonicus polysaccharides, and application thereof in preparation of medicament or food for preventing and treating senile dementia - Google Patents
Apostichopus japonicus polysaccharides, and application thereof in preparation of medicament or food for preventing and treating senile dementia Download PDFInfo
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Abstract
The invention relates to the technical field of medicine, particularly new application of Apostichopus japonicus polysaccharides in preparation of medicament or food for preventing and treating senile dementia or improving nerve functions, and provides a method for preparing Apostichopus japonicus polysaccharides from water boiling waste liquor in an Apostichopus japonicus working process. The experiment proves that Apostichopus japonicus polysaccharides have an obvious inhibiting action on protein tyrosine phosphatase sigma and Caspase-3; and the Apostichopus japonicus polysaccharides can obviously improve the learning and memory capacity and spatial discrimination capacity of a senile mouse, and can obviously enhance theactivity of superoxide dismutase in brain tissues of the senile mouse, which indicates that the Apostichopus japonicus polysaccharides have obvious actions on preventing and treating senile dementia, and therefore, the Apostichopus japonicus polysaccharides can be used for preparing medicament or food for preventing and treating senile dementia. In the invention, the water boiling liquor generated in the Apostichopus japonicus working process is used as a raw material to prepare the Apostichopus japonicus polysaccharides, thereby changing wastes into valuable substances, lowering the cost, reducing the environmental pollution, having abundant resources, being beneficial to large-scale production, implementing comprehensive utilization and being beneficial to developing and utilizing living marine resources.
Description
Technical field
The present invention relates to medical technical field, is that the preparation method and the Apostichopus japonicus polysaccharide of Apostichopus japonicus polysaccharide prevented and treated medicine for senile dementia or Application in Food in preparation.
Background technology
Senile dementia (being mainly Alzheimer) is a kind of lethal neurodegenerative diseases that carries out sexual development, and clinical manifestation constantly worsens for cognitive and memory function, and carrying out property of activity of daily living goes down, and various neural mental symptoms and behavior disorder are arranged.Senile dementia is one group of constitutional degeneration brain degenerative disease that the cause of disease is not bright, and a lot of diseases are in the geratic period, the onset of hiding, and the course of disease is slow and irreversible, clinically based on the intelligence infringement.Drug therapy is more with the medicine of cognitive dysfunction, but clinical efficacy is all definite inadequately, exists oral absorption poor, difficult through shortcomings such as blood brain barrier, specificity are strong, toxic and side effects is big, particularly cures the symptoms, not the disease.Researching and developing efficiently, the anti-senile dementia new drug is the problem that presses for solution in the present medicines and health protection.
Apostichopus japonicus (Apostichopus japonicus Selenka) claims the Liao Dynasty's ginseng again, belongs to Holothuroidea Stichopodidae Apostichopus japonicus and belongs to animal.Main product in China Shandong, coastal area such as Liaoning, Hebei, the north, Jiangsu.Stichopus japonicus is classified the tonification medicine as in supplementary Amplifications of the Compendium of Materia Medica, claim its " the kidney invigorating warp, beneficial marrow, expectorant saliva, take the photograph urine, tonifying YANG, treatment ulcer is given birth to cellulitis." " Bencao Congxin " carry: " the marine products person is good in Stichopus japonicus the Liao Dynasty, spinosity person name Radix Morinae Bulleyanae, stingless person's name beche-de-mer without spike." Stichopus japonicus not only by hat for first of the extra large eight delicacies of meat and fish dishes product, and always be considered to a kind of famous and precious nourishing food, have important nutrition and medical value.Existing multiple triterpene saponin componds HolotoxinA, the A of from this kind Stichopus japonicus, being separated to
1, B, B
1, C report (Kitagawa I., Yamanaka H., Kobayashi M., et al.Chem Phar Bull, 1976,24 (2): 275; KitagawI., Yamanaka H., Kobayashi M., et al.Chem Phar Bull, 1978,26 (12): 3722; Maltser I.I, Stonik VA, Kalinovsky AI, et al.Comp Biochem.Physiol.1984,78B (2): 421), also there is the Apostichopus japonicus polysaccharide that from Apostichopus japonicus, is separated to have the report (Guo Lianying etc. of antitumor and immunoregulation effect, China's microecology magazine, 2009 21 09 phases of volume), but do not see that so far relevant Apostichopus japonicus polysaccharide has the active report of anti-senile dementia, do not see that with the decocting in water waste liquid that produces in the Apostichopus japonicus course of processing be the report of feedstock production Apostichopus japonicus polysaccharide yet.
Summary of the invention
It is the preparation method of feedstock production Apostichopus japonicus polysaccharide and the new purposes that the Apostichopus japonicus polysaccharide is used to prepare control medicine for senile dementia or food with the water cooking liquid that produces in the Apostichopus japonicus course of processing that the present invention provides a kind of to the Apostichopus japonicus polysaccharide.
Apostichopus japonicus polysaccharide of the present invention be from the Apostichopus japonicus that grows in Chinese northern marine site extraction separation to, body wall that can Apostichopus japonicus is that raw material extracts, and also can be that raw material extracts with the decocting in water waste liquid that produces in the Apostichopus japonicus course of processing.Preparation method is as follows:
1. the decocting in water waste liquid with Apostichopus japonicus processing is a feedstock production Apostichopus japonicus polysaccharide:
With the decocting in water waste liquid centrifugal filtration that produces in the Apostichopus japonicus course of processing, remove water-insoluble impurity; Filtrate is carried out nanofiltration through film separation system routinely, removes the moisture of inorganic salt, small organic molecule and the overwhelming majority, obtains concentrated solution; With the concentrated solution lyophilization, get a kind of black powder; With the water heating for dissolving of this powder with 5～10 times of weight, centrifugal removal insoluble matter gets aqueous solution; Add the hydrogen peroxide of its 1/5 volume in aqueous solution, place decolouring in 5～7 hours, 95% ethanol that adds 3～5 times of volumes precipitates, the centrifuging and taking precipitation; To precipitate with after the washing with acetone dehydration, put drying below 80 ℃, get Apostichopus japonicus polysaccharide white powder.
2. be feedstock production Apostichopus japonicus polysaccharide with the Apostichopus japonicus:
Fresh apostichopus japonicus body-wall is chopped into fritter, put and stir in the blender carefully, distilled water heating extraction with 5～10 times of weight, the extracting solution concentrating under reduced pressure gets concentrated solution, adds 95% ethanol precipitation of its 3～5 times of volumes, the centrifuging and taking precipitation, after the washing with acetone dehydration, to precipitate and use a small amount of dissolved in distilled water, lyophilization gets Apostichopus japonicus polysaccharide white powder.
The Apostichopus japonicus polysaccharide of gained of the present invention is a white powder, is a kind of acid mucopolysaccharide.Mainly contain L-fucose, D-glucose, D-Gal and D-glucuronic acid, also contain sulfate group.Adopt the ultrafiltration of molecule ultrafilter membrane can obtain molecular weight to be respectively＜5000, the polysaccharide of the above 5 kinds of different range of 5000-30000,30000-50000,50000-100000 and 100000 dalton.
Protein-tyrosine-phosphatase σ (protein tyrosine phosphatase σ, PTP σ) and two kinds of enzymes of Caspase-3 (claiming CPP32, apopain, Yama again) and senile dementia closely related, experiment in vitro shows that the Apostichopus japonicus polysaccharide has the obvious suppression effect to Protein-tyrosine-phosphatase σ and Caspase-3; The defying age test shows that the Apostichopus japonicus polysaccharide can obviously improve mouse aging ability of learning and memory and spatial resolving power, is dose-dependence in the mice body, and can obviously improve the activity of superoxide dismutase in the mouse aging cerebral tissue.Experimental result shows that the Apostichopus japonicus polysaccharide has tangible preventive and therapeutic effect for senile dementia, therefore can be used for preparing the medicine or the food of senile dementia prevention and cure.
Apostichopus japonicus processing water cooking liquid is the decocting in water waste liquid that produces in the process of Stichopus japonicus processing, and amount is big, can obtain 1～2 kilogram Apostichopus japonicus polysaccharide approximately from 1 ton of decocting in water waste liquid, but so far usually all as discharge of wastewater, not only cause waste, and environment is polluted.
The present invention is a feedstock production Apostichopus japonicus polysaccharide with the water cooking liquid that is produced in the Apostichopus japonicus course of processing, not only turns waste into wealth, and has reduced cost, has reduced environmental pollution, and aboundresources, helps large-scale production, realizes comprehensive utilization.
The specific embodiment
Below in conjunction with embodiment, the present invention is described in detail, but protection domain is not limited to embodiment.
Embodiment 1 is a feedstock production Apostichopus japonicus polysaccharide with the water cooking liquid that produces in the Apostichopus japonicus course of processing
With the 1000 kilograms of centrifugal filtrations of water cooking liquid in the Apostichopus japonicus processing, remove water-insoluble impurity; Routinely filtrate is carried out nanofiltration through the nanofiltration membrane separation system, remove the moisture of inorganic salt, small organic molecule and the overwhelming majority, get concentrated solution; With the concentrated solution lyophilization, get 1.6 kilograms of a kind of black powders; Get these powder 1000 grams and restrain the water heating for dissolving with 5000, centrifugal removal insoluble matter, the hydrogen peroxide that in aqueous solution, adds 1000 milliliters, place and decoloured in 5 hours, add 18000 milliliter of 95% ethanol and precipitate, centrifugal collecting precipitation is after the washing with acetone dehydration, put 75 ℃ of dryings, get Apostichopus japonicus polysaccharide white powder 610 grams.
Embodiment 2 is a feedstock production Apostichopus japonicus polysaccharide with the Apostichopus japonicus
Fresh apostichopus japonicus body-wall 1000 grams are chopped into fritter, blender stirs carefully, with 80 ℃ of heating extraction of distilled water 30 minutes of 5000 grams, centrifugal collection supernatant, concentrating under reduced pressure gets concentrated solution, add 15000 milliliter of 95% ethanol precipitation in the concentrated solution, centrifugal collecting precipitation after the washing with acetone dehydration, will precipitate and use a small amount of dissolved in distilled water, lyophilization gets Apostichopus japonicus polysaccharide white powder 13.5 grams.
The evaluation of Apostichopus japonicus polysaccharide:
1. prepare Apostichopus japonicus polysaccharide acid hydrolysis thing: get the Apostichopus japonicus polysaccharide 10mg of embodiment 1 preparation, be dissolved among the 2M trifluoroacetic acid 2ml, put in the 2ml ampoule, inflated with nitrogen, tube sealing, in baking oven behind 120 ℃ of reacting by heating 2h, 40 ℃ of evaporated under reduced pressure, decompressing and extracting is to remove trifluoroacetic acid after adding methanol 1ml, repeat 3 times, residue is that 5ml/5ml distributes with dichloromethane/water, and water layer is again with 5ml washed with dichloromethane 1 time, evaporate to dryness in the water-bath of water intaking layer gets Apostichopus japonicus polysaccharide acid hydrolysis thing;
2. the silica gel thin-layer chromatography analysis of spectrum of Apostichopus japonicus polysaccharide acid hydrolysis thing:
(1) reagent
(2) preparation of developing solvent
Chloroform: methanol: water=30: 12: 4 (volume ratio, down with) mixes the back at the separatory funnel standing demix, takes off a layer clear liquor after waiting to clarify, and with lower floor's clear liquor: acetic acid=9: 1 is as developing solvent.
(3) preparation of developer
Phthalic acid 1.6g is dissolved among the water saturated n-butyl alcohol 100ml, adds aniline 0.93g.
(4) silica gel thin-layer chromatography
The acid hydrolysis thing water of Apostichopus japonicus polysaccharide is mixed with the solution that concentration is 5mg/ml, carries out silica gel thin-layer chromatography routinely, launch the back with the spraying of aniline-phthalic acid developer, in 105 ℃ of heating colour developing in 10 minutes with efficient thin layer chromatography board.
(5) result
The speckle that silica gel thin-layer chromatography shows is brown speckle entirely, and is consistent with the Rf value of standard substance L-fucose, D-glucose, D-Gal and D-glucuronic acid respectively, shows that the Apostichopus japonicus polysaccharide contains above-mentioned 4 kinds of sugar.
3. the gas phase of the acid hydrolysis products of polysaccharide sample-mass spectrum is identified
(1) reagent
(2) the sugared nitrile acetic ester derivative of preparation standard
Get above-mentioned standard sugar 10mg and 10mg oxammonium hydrochloride. uniform mixing respectively, add the 0.5ml pyridine, the also vibration in 30 minutes of 90 ℃ of heating in water bath generates sugared oxime.Reactant is cooled to room temperature, adds the 0.5ml acetic anhydride, and 90 ℃ of heating in water bath carried out acetylation in 30 minutes, promptly generates each standard sugar sugar nitrile acetic ester derivative solution, and solution decompression is concentrated into 1/3 of original volume, promptly can be used for gas phase-mass spectral analysis.
(3) preparation Apostichopus japonicus polysaccharide acid hydrolysis thing sugar nitrile acetic ester derivative
With Apostichopus japonicus polysaccharide acid hydrolysis thing 10mg and 10mg oxammonium hydrochloride. uniform mixing, add the 0.5ml pyridine, 90 ℃ of heating in water bath 30 minutes generate sugared oxime.Reactant is cooled to room temperature, adds the 0.5ml acetic anhydride, and 90 ℃ of heating in water bath 30 minutes generate Apostichopus japonicus polysaccharide acid hydrolysis thing sugar nitrile acetic ester derivative solution.Solution decompression is concentrated into 1/3 of original volume, promptly can be used for GC-MS and analyze.
(4) gas phase-mass spectral analysis condition of Apostichopus japonicus polysaccharide acid hydrolysis thing sugar nitrile acetic ester derivative
Detecting instrument: U.S. Finnigan Voyager gas chromatograph-mass spectrometer (GC-MS)
Testing conditions:
(5) gas phase-mass spectrometry results
Apostichopus japonicus polysaccharide acid hydrolysis thing sugar nitrile acetic ester derivative gas phase-mass spectral analysis demonstration has identical absworption peak with the gas phase-mass spectral analysis of above-mentioned 3 kinds of standard sugars.
4. sulphuric acid carbazole method is measured glucuronic acid content
Alduronic acid very easily destroys in the acid hydrolysis process, so for a long time directly with polysaccharide and carbazole/sulfuric acid reaction, make the content of alduronic acid in the reference standard mensuration Apostichopus japonicus polysaccharide with glucuronic acid always.
(1) reagent
Galacturonic acid and glucuronic acid Fluka company
Carbazole and sulphuric acid China Medicine (Group) Shanghai Chemical Reagent Co.,
0.1% carbazole (ethanol preparation) with 95%
Glucal standard acid solution 0.3mg/ml
(2) operation
With the accurate standard solution 0,10,20,30,40,50,60,70 of drawing of microsyringe, 80 μ l add water and make each pipe to 250 μ l in the test tube of band plug, put into ice-water bath and cool off.Add the 1.4ml concentrated sulphuric acid, shake up to be placed in 85 ℃ of water-baths and heated 20 minutes, take out postcooling to room temperature.Add the carbazole solution of 50 μ l with charger, left standstill under the room temperature 2 hours behind the mixing.Measure absorbance value (seeing Table 2) at the 530nm place, the drawing standard curve,
Table 1. glucal standard acid solution absorbance value
Standard curve: y=0.0037x+0.0605 R
2=0.9934
(3) the assay result of alduronic acid in the Apostichopus japonicus polysaccharide
The positive reaction that takes on a red color of qualitative detection Apostichopus japonicus polysaccharide.Get Apostichopus japonicus polysaccharide sample solution (20mg/ml) 80 μ l in the test tube of band plug, mend and add water to 250 μ l, all the other operations are measured absorbance value with the standard curve preparation.Calculate the content of alduronic acid the Apostichopus japonicus polysaccharide by the absorbance value of Apostichopus japonicus polysaccharide from standard curve, see Table 3.
The content of alduronic acid in the table 2. Apostichopus japonicus polysaccharide
5 spectrum analyses
(1) ultraviolet spectral analysis
UV scanning does not all have protein and nucleic acid characteristic absorption peak between 250-280nm.
(2) infrared spectrum
Infrared spectrum demonstrates the characteristic absorption band of Apostichopus japonicus polysaccharide: 3600cm
-1-3200cm
-1Absorption band is-the OH stretching vibration 1650cm
-1-1620cm
-1Absorption band is the stretching vibration of carbonyl, 1400cm
-1-1200cm
-1Near absorption band is the angle vibration of C-H, 1200cm
-1-990cm
-1Absorption band is the stretching vibration of sugared cyclic ethers key.
(3) proton nmr spectra: at δ 4.5-5.5ppm is the signal of the terminal hydrogen proton of sugar, is the signal of other hydrogen protons of sugar between δ 3.2-4.0.
Protein-tyrosine-phosphatase σ inhibition test:
Protein-tyrosine-phosphatase σ is protein-tyrosine-phosphatase (PTPase) family member.PTP σ is a kind of receptor type protein-tyrosine-phosphatase of striding film, mainly is expressed in cerebral tissue and specific epithelial tissue.PTP σ influences cell adhesion by regulating the phosphorylation state of N-cadherin, thus the neuronic growth of negative regulation.Therefore, discovery efficient, high selectivity PTP σ inhibitor will provide new medicine for promoting neurodevelopment and treatment nervous system disease.
Experiment material and method: use escherichia expression system, separation and purification under suitable condition has obtained the active PTP σ of protein-tyrosine-phosphatase.In the experiment, be substrate, in the flat microwell plate in 96 holes or 384 holes, detect enzymatic activity with OMFP (3-O-Methylfiuorescein phosphate).By the microwell plate detector monitors, detect fluorescence at fluorescence detector 538nm place.The positive control chemical compound vanadic acid sodium that adopts in the experiment is a Protein-tyrosine-phosphatase σ inhibitor.Experimental result sees Table 4:
The result that table 4. Apostichopus japonicus polysaccharide suppresses Protein-tyrosine-phosphatase σ
By table 4 as seen, the Apostichopus japonicus polysaccharide has significant inhibitory effect to Protein-tyrosine-phosphatase σ, suppresses effect and significantly is better than the positive control drug vanadic acid sodium.
The Caspase-3 inhibition test:
Caspase-3 is the member in the Caspases family, is the key protein enzyme of mammalian cell apoptosis.It plays a part very important in the pathological process of excessive relevant disease died in many accent, and is closely related with neurodegenerative diseases such as senile dementia, Parkinson's disease, Huntington Chorea and the imbalance of vertebra cerebellum and diseases associated with inflammation such as acute liver damage, hepatitis, osteoarthritis and rheumatic arthritis.Therefore caspase-3 inhibitor efficient, high selectivity will be transferred the excessive relevant disease of dying for treatment provides new medicine.
Experiment material and method: use escherichia expression system, under suitable condition,, obtain the Caspase-3 of proteinase activity through separation and purification.In the experiment, be substrate, adopt fluorescence detection, in 384 orifice plates, detect enzymatic activity with Ac-DEVD-AMC.Under the 355nm exciting light, substrate A c-DEVD-AMC detects fluorescence through the product A MC that the Caspase-3 hydrolysis obtains at fluorescence detector 460nm place.The positive control compd A c-DEVD-CHO that adopts in the experiment is the Caspase-3 peptide inhibitor.Experimental result sees Table 5:
Table 5. Apostichopus japonicus polysaccharide Caspase-3 inhibition test result
By table 5 as seen, the Apostichopus japonicus polysaccharide has significant inhibitory effect to Caspase-3, suppresses effect and is better than positive control drug Ac-DEVD-CHO.
The animal water maze test:
1. medicine and reagent
The D-galactose is available from Shanghai permanent letter chemical reagent company limited, and the SOD test kit builds up bio-engineering research institute available from Nanjing
2. experimental apparatus
The Morris water maze is designed and produced by institute of Materia Medica,Chinese Academy of Medical Sciences
3. laboratory animal
The ICR mice, 8 ages in week, 20-22g, male and female half and half are available from Dalian Medical Univ
4. dosage regimen
1) grouping: get 32 of mices, be divided into 4 groups at random, 8 every group: establish model blank group, Apostichopus japonicus polysaccharide low dose group 50mg/kg, Apostichopus japonicus polysaccharide high dose group 100mg/kg, positive controls vitamin E 100mg/kg.
2) modeling and administration: give every day above-mentionedly when respectively organizing mice and cause the aged animal model by body weight subcutaneous injection D-galactose 100mg/kg dosage, give the mouse stomach administration by above-mentioned dosage respectively, model control group is irritated stomach equal-volume normal saline, totally 8 weeks.
5.Morris water maze performance testing
Began to position navigation experiment, follow-on test 5 days on the 51st day from modeling.Mice is put into water from the water spot that is fixed into of Morris water maze platform towards pool wall, be recorded in the time that searches out platform in 2 minutes, this is for escaping latent time, and experimental result sees Table 6.
Table 6.Morris water maze performance testing experimental result
*: compare P＜0.05 with model control group
*: compare P＜0.01 with model control group
By table 6 as seen, Apostichopus japonicus polysaccharide group is escaped latent time and is obviously shortened than model control group, and is dose-dependence.
6. the Apostichopus japonicus polysaccharide is to the active influence of SOD in the mouse aging cerebral tissue
With the animal sacrificed by decapitation, in selective separating on ice, put into-80 ℃ of refrigerators after 1 hour through liquid nitrogen flash freezer and preserve immediately after swimming test finishes.During experiment cortex is made 10% (weight percent concentration, down together) and 5% homogenate with normal saline respectively, 3600 rev/mins speed centrifugalize is carried out the CuZn-SOD determination of activity with supernatant, result such as table 7.
Table 7. Apostichopus japonicus polysaccharide is to the active influence of SOD in the mouse aging cerebral tissue
*: compare P＜0.05 with model control group
*: compare P＜0.01 with model control group
By table 7 as seen, the Apostichopus japonicus polysaccharide is low, high dose group all can obviously improve SOD activity in the mouse aging cerebral tissue, and is dose-dependence, near in addition be better than positive controls.Above-mentioned result of study shows that the Apostichopus japonicus polysaccharide can improve mouse aging ability of learning and memory and spatial resolving power.Dissect to find that model control group is low than the Apostichopus japonicus polysaccharide, internal organs such as liver, kidney have to a certain degree atrophy in the high dose group body, illustrate that the Apostichopus japonicus polysaccharide is also influential to the mouse aging organ index, and the internal organs of mouse aging are had protective effect.
In sum, Apostichopus japonicus polysaccharide of the present invention pair has the obvious suppression effect with the closely-related Protein-tyrosine-phosphatase σ of senile dementia and two kinds of enzymes of Caspase-3; Can obviously improve mouse aging ability of learning and memory and spatial resolving power; Can significantly improve superoxide dismutase activity in the mouse aging cerebral tissue.Therefore, have tangible defying age and neuroprotective activity, can be used for the medicine or the health functional food that prepare senile dementia prevention and cure or improve function of nervous system.
Claims (3)
1. the Apostichopus japonicus polysaccharide is in preparation control medicine for senile dementia or Application in Food.
2. prevent and treat medicine for senile dementia or Application in Food by the described Apostichopus japonicus polysaccharide of claim 1 in preparation, it is characterized in that said Apostichopus japonicus polysaccharide is a kind of acid mucopolysaccharide, contain L-fucose, D-glucose, D-Gal and D-glucuronic acid, also contain sulfate group.
3. the preparation method of an Apostichopus japonicus polysaccharide is characterized in that the water cooking liquid to produce in the Apostichopus japonicus course of processing is a raw material, and concrete steps are as follows:
1) with behind the water cooking liquid centrifugal filtration removal water-insoluble impurity that produces in the Apostichopus japonicus course of processing, carry out nanofiltration through film separation system routinely, remove inorganic salt, small organic molecule and most moisture, get concentrated solution, with the concentrated solution lyophilization, get black powder;
2) with the water heating for dissolving of black powder with 5～10 times of weight, centrifugal removal insoluble matter gets aqueous solution, adds the hydrogen peroxide of its 1/5 volume in aqueous solution, places decolouring in 5～7 hours;
3) add 3～5 times of weight 95% ethanol in the aqueous solution after above-mentioned decolouring and precipitate, the centrifuging and taking precipitation will precipitate with after the acetone dehydration, put drying below 80 ℃, get Apostichopus japonicus polysaccharide white powder.
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| CN116235953A (en) * | 2023-03-29 | 2023-06-09 | 苏州融析生物科技有限公司 | Application of low molecular weight sea cucumber glycosaminoglycan in medicine for preventing and treating senile dementia and health care and functional food |
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| CN1526435A (en) * | 2003-09-19 | 2004-09-08 | 浙江杭康海洋生物药业股份有限公司 | Medicine for treating amnesia and dementia |
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| CN105368901B (en) * | 2015-10-24 | 2021-03-30 | 山东好当家海洋发展股份有限公司 | Method for extracting antibacterial polypeptide by using apostichopus japonicus working solution |
| CN116235953A (en) * | 2023-03-29 | 2023-06-09 | 苏州融析生物科技有限公司 | Application of low molecular weight sea cucumber glycosaminoglycan in medicine for preventing and treating senile dementia and health care and functional food |
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