CN111973621B - Chitosan oligosaccharide-containing compound and application thereof - Google Patents

Chitosan oligosaccharide-containing compound and application thereof Download PDF

Info

Publication number
CN111973621B
CN111973621B CN202010777934.1A CN202010777934A CN111973621B CN 111973621 B CN111973621 B CN 111973621B CN 202010777934 A CN202010777934 A CN 202010777934A CN 111973621 B CN111973621 B CN 111973621B
Authority
CN
China
Prior art keywords
chitosan oligosaccharide
piperine
compound
preparation
chitosan
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202010777934.1A
Other languages
Chinese (zh)
Other versions
CN111973621A (en
Inventor
郭占勇
秦荣基
谭文强
秦荣珍
董方
姜峰
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shandong Luhai Lansheng Biotechnology Co ltd
Yantai Institute of Coastal Zone Research of CAS
Original Assignee
Shandong Luhai Lansheng Biotechnology Co ltd
Yantai Institute of Coastal Zone Research of CAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shandong Luhai Lansheng Biotechnology Co ltd, Yantai Institute of Coastal Zone Research of CAS filed Critical Shandong Luhai Lansheng Biotechnology Co ltd
Priority to CN202010777934.1A priority Critical patent/CN111973621B/en
Publication of CN111973621A publication Critical patent/CN111973621A/en
Application granted granted Critical
Publication of CN111973621B publication Critical patent/CN111973621B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/716Glucans
    • A61K31/722Chitin, chitosan
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/125Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives containing carbohydrate syrups; containing sugars; containing sugar alcohols; containing starch hydrolysates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4525Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with oxygen as a ring hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7016Disaccharides, e.g. lactose, lactulose
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/702Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/04Immunostimulants
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Immunology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Mycology (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to the functional food and medicine industry, in particular to a chitosan oligosaccharide-containing compound and application thereof. The compound is chitosan oligosaccharide and piperine with the mass ratio of 1:9-9:1. The chitosan oligosaccharide has the functions of enhancing immunity, improving liver and heart and lung functions and the like, combines the effects of piperine on resisting tumors, has a certain synergistic inhibition effect on liver cancer and lung cancer cells, and is a functional food compound which is beneficial to enhancing immunity, resisting tumors and the like. The chitosan oligosaccharide and piperine can be used as food or food additives, are easy to popularize, and can be widely applied to the fields of functional food and medicine.

Description

Chitosan oligosaccharide-containing compound and application thereof
Technical Field
The invention relates to the functional food and medicine industry, in particular to a chitosan oligosaccharide-containing compound and application thereof.
Background
The chitosan oligosaccharide is also called as Chitosan Oligosaccharide (COS), which is an oligosaccharide formed by connecting 2-10 glucosaminides through beta-1, 4 glycosidic bonds, is usually obtained by deacetylating chitin contained in aquatic product wastes such as shrimp and crab shells and degrading the chitosan by glycosidase. The chitosan oligosaccharide is the only alkaline amino polysaccharide existing in a large amount in natural sugar, has the characteristics of good water solubility, safety, no toxicity, easy absorption, good biocompatibility and the like, and shows various biological activities: enhancing organism tissue and organ immunity, inhibiting tumor cell growth and proliferation, protecting liver injury, improving liver and heart lung function, regulating blood sugar and blood lipid, increasing intestinal beneficial flora, etc. The immunopotentiation effect of chitosan oligosaccharide has been proved by many students at present that chitosan oligosaccharide can stimulate the organism, promote the increase of the cell number of peritoneal effusions, activate macrophages, thereby increasing the generation of active oxygen and then producing an effect through an oxidative sterilization mechanism. The direct activation of the macrophages by the chitosan oligosaccharide increases the killing activity of the macrophages; the chitosan oligosaccharide activates T lymphocytes to show killing activity, and the sensitized T cells induce delayed hypersensitivity; the chitosan oligosaccharide activates T lymphocytes, thereby promoting release of Macrophage Activating Factor (MAF), thereby activating macrophages. In the activation process, the macrophage is directly activated by chitosan oligosaccharide, and the sensitivity of the macrophage to MAF can be improved, so that the macrophage is further activated. It is therefore believed that the killing activity of chitosan oligosaccharides is mainly produced as a result of enhanced interaction of activated T lymphocytes with macrophages.
However, the biological activity of chitosan oligosaccharide is weak, and although the chitosan oligosaccharide has a certain immunoregulation effect and a tumor cell growth proliferation inhibition effect, the effect of chitosan oligosaccharide alone is not obvious, so that the activity effect of chitosan oligosaccharide needs to be enhanced by compounding a plurality of effective active factors through interaction. At present, the compound containing chitosan oligosaccharide is not studied much, most active compounds cannot interact with chitosan oligosaccharide effectively, so that active molecules which can interact with chitosan oligosaccharide molecules easily are needed to be searched for, the advantages of the two are better exerted, the activities are complementary, and unexpected effects can be achieved.
Disclosure of Invention
The invention aims to provide a preparation and application of a chitosan oligosaccharide and piperine compound which are helpful for enhancing immune function, improving liver and heart lung functions and having synergistic effect on anticancer activity.
In order to achieve the above purpose, the technical scheme adopted by the invention is as follows:
a chitosan oligosaccharide-containing compound is prepared from chitosan oligosaccharide and piperine in a mass ratio of 1:9-9:1.
The molecular weight of the chitosan oligosaccharide is 500-8000; the piperine is extracted from Piperaceae plant.
The compound is chitosan oligosaccharide and piperine with a mass ratio of 3:7-4:6.
The compound is chitosan oligosaccharide and piperine with a mass ratio of 4:6-5:5.
Use of a complex for the preparation of an anticancer drug.
The application of the compound in preparing medicines for resisting liver cancer or lung cancer.
The compound is applied to the preparation of anti-liver cancer drugs when chitosan oligosaccharide and piperine are mixed according to the mass ratio of 3:7-4:6.
The compound is applied to the preparation of anti-lung cancer drugs when chitosan oligosaccharide and piperine are mixed according to the mass ratio of 4:6-5:5.
A chitosan oligosaccharide-containing complex preparation, wherein the complex is taken as an active ingredient to be mixed with an acceptable carrier; wherein the active ingredient accounts for 0.1-99% of the weight of the preparation.
The preparation is in the form of capsule, tablet, powder, granule, suspension, emulsion or paste.
The invention has the advantages that:
(1) The compound obtained by the invention combines chitosan oligosaccharide with the functions of enhancing immunity, improving liver and heart and lung and piperine with the effect of inhibiting tumor cell proliferation, can prevent canceration by enhancing immunity, can treat early liver cancer and lung cancer, and is more beneficial to the prevention and treatment of related diseases of consumers;
(2) The chitosan oligosaccharide and the piperine have certain anticancer activity, are beneficial to preventing occurrence or recurrence of tumor cells, and the composite product of the chitosan oligosaccharide and the piperine has synergistic effect, and has relatively highest inhibition rate on liver cancer cells HepG2 when the compounding ratio of the chitosan oligosaccharide to the piperine is 3:7-4:6, and has relatively highest inhibition rate on lung cancer cells A549 when the mass ratio of the chitosan oligosaccharide to the piperine is 4:6-5:5.
Detailed Description
The following examples are further illustrative of the present invention, but the present invention is not limited to the compositions and uses in this embodiment.
The molecular weight of the chitosan oligosaccharide adopted in each of the following examples is 500-8000; the piperine can be obtained by extracting Piperaceae plant according to conventional technique, or is commercially available.
Example 1:
1.0g of chitosan oligosaccharide and 9.0g of piperine are weighed and uniformly mixed to obtain the chitosan oligosaccharide and piperine compound.
Example 2:
the difference from example 1 is that:
2.0g of chitosan oligosaccharide and 8.0g of piperine are weighed and uniformly mixed to obtain the chitosan oligosaccharide and piperine compound.
Example 3:
the difference from example 1 is that:
3.0g of chitosan oligosaccharide and 7.0g of piperine are weighed and uniformly mixed to obtain the chitosan oligosaccharide and piperine compound.
Example 4:
the difference from example 1 is that:
weighing 4.0g of chitosan oligosaccharide and 6.0g of piperine, and uniformly mixing to obtain the chitosan oligosaccharide and piperine compound.
Example 5:
the difference from example 1 is that:
weighing 5.0g of chitosan oligosaccharide and 5.0g of piperine, and uniformly mixing to obtain the chitosan oligosaccharide and piperine compound.
Example 6:
the difference from example 1 is that:
6.0g of chitosan oligosaccharide and 4.0g of piperine are weighed and uniformly mixed to obtain the chitosan oligosaccharide and piperine compound.
Example 7:
the difference from example 1 is that:
weighing 7.0g of chitosan oligosaccharide and 3.0g of piperine, and uniformly mixing to obtain the chitosan oligosaccharide and piperine compound.
Example 8:
the difference from example 1 is that:
8.0g of chitosan oligosaccharide and 2.0g of piperine are weighed and uniformly mixed to obtain the chitosan oligosaccharide and piperine compound.
Example 9:
the difference from example 1 is that:
9.0g of chitosan oligosaccharide and 1.0g of piperine are weighed and uniformly mixed to obtain the chitosan oligosaccharide and piperine compound.
Application example
Cell culture: a complete medium was prepared by adding 10% final concentration of fetal bovine serum, 100U/mL penicillin, 100. Mu.g/mL streptomycin to DMEM medium. The hepatoma cells HepG2 and the lung cancer cells A549 were removed from the liquid nitrogen and immediately placed in a 37℃water bath, rapidly and gently shaken, the cells thawed, centrifuged at 1000rpm for 10min, and the supernatant discarded. The two cells were resuspended in fresh complete medium, respectively, and the suspension was transferred to a cell culture flask at 37℃and 5% CO 2 Incubator medium with saturated humidityAnd (5) cell culturing. Cell growth was observed at any time, and cell replacement was performed after all cells had adhered to the wall, and passaged 2-3 times per week. During cell passage, PBS buffer solution is firstly used for flushing for 2-3 times, then 0.25% trypsin is used for digestion, then trypsin solution is rapidly and carefully poured out, a culture medium is added for stopping digestion, cells are resuspended, a part of cell suspension is discarded according to the cell number, and a proper amount of fresh culture medium is supplemented for continuous culture.
MTT method detection of chitosan oligosaccharide and piperine the above examples obtained the chitosan oligosaccharide and piperine complex inhibit proliferation of liver cancer cell HepG2 and lung cancer cell A549: taking cancer cells in logarithmic growth phase, digesting with trypsin to obtain cell suspension, and adjusting cell concentration to 1×10 5 Per mL, cells were seeded in 96-well plates at 100. Mu.L per well at 37℃in 5% CO 2 Culturing in a saturated humidity incubator for 24 hours; after the cells were attached, the complete medium containing samples was changed, 5 duplicate wells per sample, and zeroing wells and control wells were set simultaneously. Cells were incubated at 37℃with 5% CO 2 Culturing in a saturated humidity incubator for 48 hours; the cell culture medium was decanted, 100. Mu.L of fresh medium was added to each well, 10. Mu.L of MTT was incubated at 37℃for 4 hours, centrifuged at 1000rpm for 5min, the medium was discarded, 150. Mu.L of dimethyl sulfoxide was added to each well, and shaking was performed for 15min. Absorbance was measured at 490nm using a microplate reader.
Cell growth inhibition (%) = (a) Control –A Sample of )/A Control ×100
Anticancer activity test was performed on chitosan oligosaccharide, piperine and chitosan oligosaccharide-piperine complex, and the results were as follows:
TABLE 1 inhibitory Activity against liver cancer cell HepG2 (%)
TABLE 2 inhibition Activity against lung cancer cell A549 (%)
0.05mg/mL 0.10mg/mL 0.25mg/mL
Chitosan oligosaccharide 1.62 6.04 11.21
Piperine 12.56 30.57 50.48
Chitosan oligosaccharide piperine compound (1:9) 13.44 33.14 55.94
Chitosan oligosaccharide piperine compound (2:8) 14.57 33.78 56.47
Chitosan oligosaccharide piperine compound (3:7) 18.74 34.99 57.24
Chitosan oligosaccharide piperine compound (4:6) 22.17 40.14 60.14
Chitosan oligosaccharide piperine compound (5:5) 20.67 36.54 58.08
Chitosan oligosaccharide piperine compound (6:4) 15.64 30.28 51.48
Chitosan oligosaccharide piperine compound (7:3) 8.97 21.47 40.57
Chitosan oligosaccharide piperine compound (8:2) 6.47 15.78 28.74
Chitosan oligosaccharide piperine compound (9:1) 3.75 10.67 15.24
Tables 1 and 2 show the inhibitory activities of chitosan oligosaccharide, piperine and the complex of chitosan oligosaccharide and piperine on liver cancer cells HepG2 and lung cancer cells a549, and it can be seen from the tables that the inhibitory activities of chitosan oligosaccharide on both cancer cells are very low and the inhibitory activity of piperine is relatively strong. After the chitosan oligosaccharide and the piperine are compounded, the inhibition rate is larger along with the increase of the concentration, and the inhibition activity on cancer cells is enhanced under the same concentration, which is slightly stronger than that of the chitosan oligosaccharide and the piperine which are independently used. This may be related to schiff base and hydrogen bonding interactions of the amino and hydroxyl groups of the chitosan oligosaccharide with carbonyl and trans butadiene structures in the piperine molecule. The inhibition rate of the compound is related to the compound ratio of chitosan oligosaccharide/piperine, and the inhibition rate is enhanced and then reduced along with the increase of the chitosan oligosaccharide ratio. When the compounding ratio of the chitosan oligosaccharide to the piperine is 3:7-4:6, the inhibition rate of the chitosan oligosaccharide to the hepatoma cell HepG2 is relatively highest, and when the mass ratio of the chitosan oligosaccharide to the piperine is 4:6-5:5, the inhibition rate of the chitosan oligosaccharide to the lung cancer cell A549 is relatively highest. However, as the chitosan oligosaccharide ratio further increases, the inhibition rate of the complex becomes weaker. If the effective concentration of chitosan oligosaccharide and piperine is 0.05mg/mL at a concentration of 0.10mg/mL when the compounding ratio of chitosan oligosaccharide and piperine is 5:5, for example, from the viewpoint of the component content, it can be seen that the inhibition rate of the chitosan oligosaccharide and piperine after compounding is much stronger than that of the monomer not compounded.
The chitosan oligosaccharide and the piperine are both food-grade, and the compound of the chitosan oligosaccharide and the piperine has the respective biological activities of the chitosan oligosaccharide and the piperine and has a synergistic effect on liver cancer cells and lung cancer cells, so that the effect of mixing the chitosan oligosaccharide and the piperine according to a specific proportion is obvious, the chitosan oligosaccharide and the piperine are not expected to be obtained, and the compound is more beneficial to preventing the occurrence of cancers.
Meanwhile, the compound prepared in the embodiment is mixed with an acceptable pharmaceutical or food-grade carrier according to the existing preparation formulation literature, wherein the active ingredient accounts for 0.1-99% of the weight of the preparation; is prepared into capsules, tablets, powder or granules and other dosage forms, and has the same effects.

Claims (8)

1. A chitosan oligosaccharide-containing complex, characterized in that:
the compound is chitosan oligosaccharide and piperine with the mass ratio of 3:7-4:6;
or the compound is chitosan oligosaccharide and piperine with the mass ratio of 4:6-5:5;
the molecular weight of the chitosan oligosaccharide is 500-8000.
2. The chitosan oligosaccharide-containing complex according to claim 1, wherein: the piperine is extracted from Piperaceae plant.
3. Use of the chitosan oligosaccharide-containing complex of claim 1 in the preparation of an anticancer drug.
4. Use according to claim 3, characterized in that: the application of the compound in preparing medicines for resisting liver cancer or lung cancer.
5. The use according to claim 4, wherein: the compound is the application of chitosan oligosaccharide and piperine in the preparation of anti-liver cancer drugs according to the mass ratio of 3:7-4:6.
6. The use according to claim 4, wherein: the compound is the application of chitosan oligosaccharide and piperine in the preparation of anti-lung cancer drugs according to the mass ratio of 4:6-5:5.
7. A chitosan oligosaccharide-containing complex formulation according to claim 1, wherein: mixing the complex as an active ingredient with an acceptable carrier; wherein the active ingredient accounts for 0.1-99% of the weight of the preparation.
8. The chitosan oligosaccharide-containing complex formulation according to claim 7, wherein: the preparation is in the form of capsule, tablet, powder, granule, suspension, emulsion or paste.
CN202010777934.1A 2020-08-05 2020-08-05 Chitosan oligosaccharide-containing compound and application thereof Active CN111973621B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010777934.1A CN111973621B (en) 2020-08-05 2020-08-05 Chitosan oligosaccharide-containing compound and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010777934.1A CN111973621B (en) 2020-08-05 2020-08-05 Chitosan oligosaccharide-containing compound and application thereof

Publications (2)

Publication Number Publication Date
CN111973621A CN111973621A (en) 2020-11-24
CN111973621B true CN111973621B (en) 2024-01-30

Family

ID=73445142

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010777934.1A Active CN111973621B (en) 2020-08-05 2020-08-05 Chitosan oligosaccharide-containing compound and application thereof

Country Status (1)

Country Link
CN (1) CN111973621B (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109394760A (en) * 2017-07-11 2019-03-01 南华大学 Piperine is used to prepare the purposes of anti-tumor drug

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109394760A (en) * 2017-07-11 2019-03-01 南华大学 Piperine is used to prepare the purposes of anti-tumor drug

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
Enhanced Hepatoprotective activity of Piperine Loaded Chitosan Microspheres;Prashant Sahu等;《International Journal of drug development & research》;第4卷(第4期);第229-233页,尤其是第230页右栏第3段 *
Prashant Sahu等.Enhanced Hepatoprotective activity of Piperine Loaded Chitosan Microspheres.《International Journal of drug development & research》.2012,第4卷(第4期),第229-233页,尤其是第230页右栏第3段. *
壳寡糖对Hela细胞和A549细胞自噬性死亡的影响;周艳芬等;《科学技术与工程》;第15卷(第7期);第24-29页,尤其是第24页第1段 *
胡椒碱的纳米传递载体研究进展;陈帅等;《中国调味品》;第44卷(第3期);第165-168页 *
陈耀华.壳聚糖.《人类健康的金钥匙-壳聚糖》.中国医药科技出版社,2008,(第1版),第94-95页. *

Also Published As

Publication number Publication date
CN111973621A (en) 2020-11-24

Similar Documents

Publication Publication Date Title
Zhang et al. Composition, isolation, purification and biological activities of Sargassum fusiforme polysaccharides: A review
KR100605292B1 (en) Active fraction having anti-cancer and anti-metastasis isolated from acanthopanax species and fruits
Kimura Natural products and biological activity of the pharmacologically active cauliflower mushroom Sparassis crispa
Chung et al. Anticancer activity of subfractions containing pure compounds of Chaga mushroom (Inonotus obliquus) extract in human cancer cells and in Balbc/c mice bearing Sarcoma-180 cells
Liu et al. Preparation and characterization of a novel polysaccharide‐iron (III) complex in auricularia auricula potentially used as an iron supplement
Seo et al. Ginseng marc-derived low-molecular weight oligosaccharide inhibits the growth of skin melanoma cells via activation of RAW264. 7 cells
Torres et al. Fucoidans: The importance of processing on their anti-tumoral properties
WO2001016347A1 (en) The hematopoietic, myeloprotecting, antitumor immune cells generating and radiosensitizing polysaccharide isolated from panax ginseng
US8426567B2 (en) Method for enhancing mammalian immunological function
CN104814972A (en) Ginsenoside-containing medicine composition
WO2015192758A1 (en) Anti-tumor pharmaceutical application of pentacyclic triterpene saponin compounds of szechuan melandium root
CN111973621B (en) Chitosan oligosaccharide-containing compound and application thereof
Niu et al. The role of the ferroptosis pathway in the regulation of polysaccharides for human health: A review
Liu et al. Extraction methods, multiple biological activities, and related mechanisms of Momordica charantia polysaccharide: A review
Zhang et al. Microwave-assisted synthesis of chitosan biguanidine hydrochloride and its regulation on InsR and GLUT2 in insulin resistant HepG2 cells
CN105832753A (en) Composition containing ginsenoside Rg3 and notoginsenoside ft1
CN104825499B (en) Application of maitake mushroom extract in preparation of anti-depression drug
Zhou et al. The structural characteristics, biological activities and mechanisms of bioactive brown seaweed polysaccharides: A review
KR20140064505A (en) Composition comprising the extract of ceramium boydenii for preventing and treating inflammatory diseases
CN108619283B (en) A composition for improving lipid metabolism and reducing visceral fat
KR100485936B1 (en) Anticarcinogenic constituents of ginsenoside Rh2 and Rg3
CN110742897B (en) Compound of chitosan oligosaccharide and curcumin and application thereof
TWI224006B (en) LAK activity potentiator orginating in shiitake mushroom hyphae extract and LAK activity potentiating preparations containing the same
Konusova et al. Immunotropic effect of oyster mushroom beta-glucans, in combination with birch tree triterpene betulin, and beastim, dipeptide of gamma-D-glutamyl-tryptophan
KR100543726B1 (en) Synergistic compostion of anticancer effect containing extract of Pleurotus ferulae

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant