CN110123805A - A kind of preparation method of self assembly procyanidine nano-complex - Google Patents

A kind of preparation method of self assembly procyanidine nano-complex Download PDF

Info

Publication number
CN110123805A
CN110123805A CN201910445652.9A CN201910445652A CN110123805A CN 110123805 A CN110123805 A CN 110123805A CN 201910445652 A CN201910445652 A CN 201910445652A CN 110123805 A CN110123805 A CN 110123805A
Authority
CN
China
Prior art keywords
procyanidine
casein
maltodextrin
nano
preparation
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.)
Granted
Application number
CN201910445652.9A
Other languages
Chinese (zh)
Other versions
CN110123805B (en
Inventor
吴艳
吴雪娇
郭锐
李旭娇
刘鑫
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.)
Shanghai Jiaotong University
Original Assignee
Shanghai Jiaotong University
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 Shanghai Jiaotong University filed Critical Shanghai Jiaotong University
Priority to CN201910445652.9A priority Critical patent/CN110123805B/en
Publication of CN110123805A publication Critical patent/CN110123805A/en
Application granted granted Critical
Publication of CN110123805B publication Critical patent/CN110123805B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/3533,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/42Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/56Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
    • A61K47/61Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule the organic macromolecular compound being a polysaccharide or a derivative thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/62Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being a protein, peptide or polyamino acid
    • A61K47/64Drug-peptide, drug-protein or drug-polyamino acid conjugates, i.e. the modifying agent being a peptide, protein or polyamino acid which is covalently bonded or complexed to a therapeutically active agent
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00General protective or antinoxious agents
    • A61P39/06Free radical scavengers or antioxidants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • 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)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Inorganic Chemistry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Vascular Medicine (AREA)
  • Obesity (AREA)
  • Molecular Biology (AREA)
  • Diabetes (AREA)
  • Urology & Nephrology (AREA)
  • Biochemistry (AREA)
  • Hematology (AREA)
  • Toxicology (AREA)
  • Mycology (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention discloses a kind of preparation methods of self assembly procyanidine nano-complex, are related to food processing technology field, and step includes, step 1: preparing casein and maltodextrin mixture;Step 2: preparing casein-maltodextrin graft;Step 3: preparation procyanidine solution and casein-maltodextrin mixed solution;Step 4: preparation procyanidine nano-complex.Those skilled in the art be dedicated to developing it is a kind of do not add organic solvent, it is easy to operate, highly-safe, stability is good, the preparation method of edible procyanidine nano-complex with good biocompatibility and biodegradability.

Description

A kind of preparation method of self assembly procyanidine nano-complex
Technical field
The present invention relates to food processing technology field more particularly to a kind of preparations of self assembly procyanidine nano-complex Method.
Background technique
Procyanidine is the natural polyphenol compound that is polymerized by C-C key using flavan-3-alcohol as structural unit.From In right boundary, the abundance of procyanidine is widely distributed, such as grape pip, apple, peanut skin.Research has shown that these are food-borne Procyanidine is not only easy to be absorbed by people, and has extremely strong antioxidant activity and free radical scavenging ability.It is protected in medicine Strong field, procyanidine are proved to can be used for prevention and cure of cardiovascular disease, lowering blood pressure and blood fat, anti-atherosclerosis etc..But It is that procyanidine has some limitations in the application.Phenolic hydroxyl structure in procyanidine makes it in the natural environment It is easily oxidized, also, procyanidine is very sensitive to environmental conditions such as light, heat, oxygen, in addition, this water solubility of procyanidine Molecule is not easy in vivo through cell membrane, and bioavilability is low, half-life short.These combined factors limit procyanidine Application.
Nano-complex has targeting and slow release effect due to its distinctive small-size effect and quantum effect.Nanometer The preparation method of compound mainly includes emulsion polymerization, interfacial polymerization, self-assembly method etc..Wherein, self assembly is embedding life The effective way of object reactive compound is defined as basic structural unit, such as molecule, nano material, makees in hydrogen bond, hydrophobe With under, non-covalent bond effects such as Van der Waals force, electrostatic force, the process of ordered structure or form, preparation process letter are spontaneously formed It is single, it is easy to operate, it does not need to can produce stable nano-sized particles using crosslinking agent.Protein-PS is by being self-assembly of Graft compared with their structural unit, there is better amphipathic and surface-active action, in addition its good biology Compatibility and biodegradability, so that it is played in the embedding research of bioactive substance unique advantage.
Therefore, those skilled in the art be dedicated to developing it is a kind of do not add organic solvent, it is easy to operate, highly-safe, The preparation side of good, with good biocompatibility and biodegradability the edible procyanidine nano-complex of stability Method.
Summary of the invention
In view of the above drawbacks of the prior art, the technical problem to be solved by the present invention is to procyanidine to light, heat, oxygen The environmental conditions such as gas are very sensitive, and are not easy in vivo through cell membrane, and bioavilability is low, half-life short.
To achieve the above object, the present invention provides the preparation methods of self assembly procyanidine nano-complex, including with Lower step:
Step 1: preparing casein and maltodextrin mixture
Casein and maltodextrin are added in phosphate buffer, is mixed with magnetic stirrer, obtains casein With the phosphate solution of maltodextrin, after being hydrated at room temperature, freeze-drying obtains casein and maltodextrin lyophilized products, standby With;
Step 2: preparing casein-maltodextrin graft
Sieve is crossed after the casein and maltodextrin lyophilized products are pulverized, and is sealed, is placed in closed with masking foil with holes Self assembly and Maillard reaction are carried out in container, are obtained casein-maltodextrin graft, are deposited in spare at 4 DEG C;
Step 3: preparation procyanidine solution and casein-maltodextrin mixed solution
It weighs procyanidine to be dissolved in deionized water, magnetic agitation obtains procyanidine solution uniformly to being completely dissolved; It weighs the casein-maltodextrin graft to be dissolved in phosphate buffer, it is mixed to obtain casein-maltodextrin graft Close solution;
Step 4: preparation procyanidine nano-complex
The procyanidine solution is poured slowly into the casein-maltodextrin mixed solution, at normal temperature magnetic force It stirs evenly, then carries out precooling processing, then be freeze-dried, finally obtain casein-maltodextrin procyanidine and receive Rice compound.
Further, in the step 1, the time being stirred is 1h, time of the hydration be for 24 hours, it is described The time of freeze-drying is 48h.
Further, in the step 1, the mass ratio of the casein and the maltodextrin is 1:2.
Further, in the step 1, the concentration of the phosphate buffer is 0.2M, and pH is 6.0~8.0.
Further, in the step 1, in the phosphate solution of the casein and maltodextrin, the junket egg is adjusted White concentration is to 0.5%~1% (w/v).
Further, in the step 2, the sieve mesh number is 80 mesh.
Further, in the step 2, the condition of the self assembly and Maillard reaction is relative humidity 79%, temperature 60 DEG C, 15~25h of time.
Further, in the step 3, control the casein-maltodextrin graft mixed liquid concentration be 1%~ 2.5% (w/v).
Further, in the step 3, the weighed procyanidine and the casein-maltodextrin graft Mass ratio is 2:5.
Further, which is characterized in that in the step 4, the temperature of precooling processing is -18 DEG C, and the time is 24h。
The present invention, which provides a kind of self assembly procyanidine nano-complex preparation method, at least has technology beneficial below Effect:
1, the casein that uses of the present invention is one of milk extensibility albumen, can balance high net charge and low interior dredge It is aqueous, it is strong with the binding force of polyphenol.
2, the process that casein of the present invention and maltodextrin be self-assembly of amphipathic biopolymer is simple and quick, And can produce stable nano-sized particles, products obtained therefrom has good amphipathic, surface-active, biocompatibility and life Biodegradable, and albumen is significantly improved in the application because of the bad bring limitation of dissolubility
3, in preparation method of the present invention, casein, maltodextrin can spontaneously pass through non-covalent bond between procyanidine Interaction is combined, easy to operate, not high to equipment requirement, is suitble to industrial mass production.It is not related in technical process The use of organic solvent, safety is higher, is suitble to the application of food, health, field of medicaments.
It is described further below with reference to technical effect of the attached drawing to design of the invention, specific structure and generation, with It is fully understood from the purpose of the present invention, feature and effect.
Detailed description of the invention
Fig. 1 is junket egg prepared by a kind of self-assembled nanometer compound preparation method of a preferred embodiment of the present invention The scanning electron microscopic picture of white-maltodextrin procyanidine nano-complex.
Specific embodiment
A preferred embodiment of the present invention is introduced below with reference to Figure of description, keeps its technology contents more clear and just In understanding.The present invention can be emerged from by many various forms of embodiments, and protection scope of the present invention not only limits The embodiment that Yu Wenzhong is mentioned.
Self assembly procyanidine nano-complex in the present embodiment the preparation method is as follows:
Step 1: preparing casein and maltodextrin mixture
The casein and maltodextrin that mass ratio is 1:2 are weighed, dissolves junket egg with the phosphate buffer of 0.2M pH 7.0 White and maltodextrin, adjusting casein concentration to 1% (w/v), and 1h is mixed with magnetic stirrer, it forms it into uniformly molten Liquid.It is hydrated for 24 hours at 20 DEG C of room temperature, is then freeze-dried 48h, obtain casein and maltodextrin lyophilized products.
Step 2: preparing casein-maltodextrin graft
Casein and maltodextrin lyophilized products are pulverized, and cross 80 meshes, is sealed with masking foil with holes, in relative humidity 79%, it under conditions of temperature is 60 DEG C, is placed in closed container and reacts 15h, obtain self assembly and maillard reaction product junket egg White-maltodextrin graft is deposited in spare at 4 DEG C.
Step 3: preparation procyanidine solution and casein-maltodextrin mixed solution
Weigh with casein-maltodextrin graft mass ratio be 2:5 procyanidine, by procyanidine be dissolved in from It in sub- water, stirs evenly, making it, all dissolution obtains procyanidine solution.Casein-maltodextrin graft is dissolved in dense Degree is 0.2M, and pH value obtains casein-maltodextrin and connect in 7.0 phosphate buffer, to adjust concentration to 2.5% (w/v) Branch object mixed solution.
Step 4: preparation procyanidine nano-complex
Procyanidine solution is poured slowly into casein-maltodextrin graft mixed solution, control procyanidine with Casein-maltodextrin graft mass ratio is 2:5, is stirred evenly at normal temperature, at -18 DEG C after precooling processing for 24 hours It is freeze-dried, finally obtains casein-maltodextrin procyanidine nano-complex (as shown in Figure 1).
Reference examples
Step 1: weighing a certain amount of casein, be 0.2M with concentration, the phosphate buffer that pH value is 7.0 dissolves junket egg It is white, adjusting casein concentration to 1% (w/v), and 1h is mixed with magnetic stirrer, form it into uniform casein phosphoric acid Salting liquid.
Step 2: a certain amount of procyanidine being dissolved in deionized water, is stirred evenly, making it, all dissolution obtains former flower Green element solution.
Step 3: procyanidine solution being poured slowly into casein phosphate solution, procyanidine and casein are controlled Mass ratio is 2:5, is stirred evenly at normal temperature, and precooling processing is freeze-dried afterwards for 24 hours at -18 DEG C, final to obtain junket egg White-procyanidine nano-complex.
To embedding rate, average grain diameter, the polydispersity index of embodiment, the resulting procyanidine nano-complex of reference examples PDI, Zeta potential and storage-stable compare, as shown in table 1:
1. embodiment and comparative example of table prepares the comparison of nano-complex
As shown in Table 1, by 28 days storage after, its embedding rate of casein-procyanidine nano-complex of reference examples with Compared to being remarkably decreased, partial size dramatically increases embodiment casein-maltodextrin procyanidine nano-complex.
Through above-mentioned comparison it can be found that compared with casein-maltodextrin procyanidine is nano combined, pure junket egg is selected After the white embedding to procyanidine, storage-stable is substantially reduced.This is because casein will lead to during long-term storage Aggregate and precipitate, so that its partial size increases, meanwhile, the formation of protein aggregate leads to the unstability of nanocomposite structures, may So that more procyanidine are diffused into protein surface, the reduction of embedding rate is caused.And maltodextrin is grafted on casein it Afterwards, the space structure for changing casein to a certain extent has introduced biggish steric hindrance.The presence of polysaccharide chain acts as Barrier between casein and casein prevents the bridging between albumen.It can be seen that casein-maltodextrin connects Branch this amphipathic biopolymer of object has more effectively embedding effect to procyanidine.
The preferred embodiment of the present invention has been described in detail above.It should be appreciated that the ordinary skill of this field is without wound The property made labour, which according to the present invention can conceive, makes many modifications and variations.Therefore, all technician in the art Pass through the available technology of logical analysis, reasoning, or a limited experiment on the basis of existing technology under this invention's idea Scheme, all should be within the scope of protection determined by the claims.

Claims (10)

1. a kind of preparation method of self assembly procyanidine nano-complex, which comprises the following steps:
Step 1: preparing casein and maltodextrin mixture
Casein and maltodextrin are added in phosphate buffer, is mixed with magnetic stirrer, obtains casein and wheat The phosphate solution of bud dextrin, after being hydrated at room temperature, freeze-drying obtains casein and maltodextrin lyophilized products, spare;
Step 2: preparing casein-maltodextrin graft
Sieve is crossed after the casein and maltodextrin lyophilized products are pulverized, and is sealed with masking foil with holes, is placed in closed container Middle progress self assembly and Maillard reaction, obtain casein-maltodextrin graft, deposit in spare at 4 DEG C;
Step 3: preparation procyanidine solution and casein-maltodextrin mixed solution
It weighs procyanidine to be dissolved in deionized water, magnetic agitation obtains procyanidine solution uniformly to being completely dissolved;It weighs The casein-maltodextrin graft is dissolved in phosphate buffer, and it is molten to obtain casein-maltodextrin graft mixing Liquid;
Step 4: preparation procyanidine nano-complex
The procyanidine solution is poured slowly into the casein-maltodextrin mixed solution, at normal temperature magnetic agitation Uniformly, precooling processing is then carried out, then is freeze-dried, it is multiple finally to obtain casein-maltodextrin procyanidine nanometer Close object.
2. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 1, the time being stirred is 1h, and the time of the hydration is that for 24 hours, the time of the freeze-drying is 48h.
3. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 1, the mass ratio of the casein and the maltodextrin is 1:2.
4. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 1, the concentration of the phosphate buffer is 0.2M, and pH is 6.0~8.0.
5. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 1, in the phosphate solution of the casein and maltodextrin, the casein concentration is adjusted to 0.5%~1% (w/v).
6. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 2, the sieve mesh number is 80 mesh.
7. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 2, the condition of the self assembly and Maillard reaction is relative humidity 79%, temperature 60 C, 15~25h of time.
8. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 3, controlling the casein-maltodextrin graft mixed liquid concentration is 1%~2.5% (w/v).
9. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In 3, the weighed procyanidine and the casein-maltodextrin graft mass ratio are 2:5.
10. the preparation method of self assembly procyanidine nano-complex as described in claim 1, which is characterized in that the step In rapid 4, the temperature of the precooling processing is -18 DEG C, and the time is for 24 hours.
CN201910445652.9A 2019-05-27 2019-05-27 Preparation method of self-assembled procyanidine nano-composite Active CN110123805B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201910445652.9A CN110123805B (en) 2019-05-27 2019-05-27 Preparation method of self-assembled procyanidine nano-composite

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201910445652.9A CN110123805B (en) 2019-05-27 2019-05-27 Preparation method of self-assembled procyanidine nano-composite

Publications (2)

Publication Number Publication Date
CN110123805A true CN110123805A (en) 2019-08-16
CN110123805B CN110123805B (en) 2021-09-28

Family

ID=67581898

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201910445652.9A Active CN110123805B (en) 2019-05-27 2019-05-27 Preparation method of self-assembled procyanidine nano-composite

Country Status (1)

Country Link
CN (1) CN110123805B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114957185A (en) * 2022-05-31 2022-08-30 安徽大学绿色产业创新研究院 Method for improving stability of anthocyanin

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101642445A (en) * 2008-08-08 2010-02-10 中国科学院兰州化学物理研究所 Procyanidin capsules and process for manufacturing same
CN104273521A (en) * 2013-07-03 2015-01-14 江南大学 Glycosylated casein-based tea polyphenol nano capsule and preparation method thereof
CN104905321A (en) * 2015-05-27 2015-09-16 中国科学院天津工业生物技术研究所 Wall-breaking Haematoccoccus Pluvialis powder microcapsules and preparation process thereof
CN106511300A (en) * 2016-10-21 2017-03-22 青岛农业大学 Protein-procyanidine composite nano-particle and preparing method thereof
CN107252132A (en) * 2017-03-20 2017-10-17 浙江工商大学 Casein carragheen independently fills the preparation method and applications of capsule of nano
CN107484939A (en) * 2017-03-20 2017-12-19 浙江工商大学 Casein carboxyl chitosan independently fills the preparation method and applications of capsule of nano
CN108467487A (en) * 2018-03-30 2018-08-31 合肥工业大学 The dextrin modified casein polypeptide conjugate of starch base, preparation method and application
CN108576817A (en) * 2018-03-23 2018-09-28 河南科技大学 A kind of preparation method of slow-release anthocyanidin microcapsules
CN108853478A (en) * 2018-07-05 2018-11-23 新疆天健禾牧生物技术有限公司 A kind of anthocyanidin complex tablet that colon cancer and/or carcinoma of the rectum immunotherapeutic effects can be improved
CN109222069A (en) * 2018-08-10 2019-01-18 江苏省农业科学院 A kind of anthocyanidin nano-complex and preparation method thereof of " core-shell structure copolymer " structure

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101642445A (en) * 2008-08-08 2010-02-10 中国科学院兰州化学物理研究所 Procyanidin capsules and process for manufacturing same
CN104273521A (en) * 2013-07-03 2015-01-14 江南大学 Glycosylated casein-based tea polyphenol nano capsule and preparation method thereof
CN104905321A (en) * 2015-05-27 2015-09-16 中国科学院天津工业生物技术研究所 Wall-breaking Haematoccoccus Pluvialis powder microcapsules and preparation process thereof
CN106511300A (en) * 2016-10-21 2017-03-22 青岛农业大学 Protein-procyanidine composite nano-particle and preparing method thereof
CN107252132A (en) * 2017-03-20 2017-10-17 浙江工商大学 Casein carragheen independently fills the preparation method and applications of capsule of nano
CN107484939A (en) * 2017-03-20 2017-12-19 浙江工商大学 Casein carboxyl chitosan independently fills the preparation method and applications of capsule of nano
CN108576817A (en) * 2018-03-23 2018-09-28 河南科技大学 A kind of preparation method of slow-release anthocyanidin microcapsules
CN108467487A (en) * 2018-03-30 2018-08-31 合肥工业大学 The dextrin modified casein polypeptide conjugate of starch base, preparation method and application
CN108853478A (en) * 2018-07-05 2018-11-23 新疆天健禾牧生物技术有限公司 A kind of anthocyanidin complex tablet that colon cancer and/or carcinoma of the rectum immunotherapeutic effects can be improved
CN109222069A (en) * 2018-08-10 2019-01-18 江苏省农业科学院 A kind of anthocyanidin nano-complex and preparation method thereof of " core-shell structure copolymer " structure

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
GILAD MARKMAN: "Maillard-conjugate based core–shell co-assemblies for nanoencapsulation of hydrophobic nutraceuticals in clear beverages", 《FOOD & FUNCTION》 *
JUN MENG: "Physicochemical properties of casein-dextran nanoparticles preparedby controlled dry and wet heating", 《INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES》 *
NAN ZHENG: "Effects of casein- and whey protein–dextran conjugates on the stability of bog bilberry anthocyanin extract", 《INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY》 *
QING XU: "Study on Improving the Stability of Blueberry Anthocyanins", 《ADVANCES IN ENGINEERING RESEARCH》 *
SAHAR AKHAVAN MAHDAVI: "Microencapsulation optimization of natural anthocyanins withmaltodextrin, gum Arabic and gelatin", 《INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES》 *
XINGUANG QIN: "Maillard-Reacted Whey Protein Isolates Enhance Thermal Stability", 《JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY》 *
闵敏: "糖基化酪蛋白的制备、及其性能和应用研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114957185A (en) * 2022-05-31 2022-08-30 安徽大学绿色产业创新研究院 Method for improving stability of anthocyanin

Also Published As

Publication number Publication date
CN110123805B (en) 2021-09-28

Similar Documents

Publication Publication Date Title
Yan et al. Entrapment of bacterial cellulose nanocrystals stabilized Pickering emulsions droplets in alginate beads for hydrophobic drug delivery
Ding et al. Carboxymethyl konjac glucomannan-chitosan complex nanogels stabilized double emulsions incorporated into alginate hydrogel beads for the encapsulation, protection and delivery of probiotics
Tavakoli et al. A multifunctional nanocomposite spray dressing of Kappa-carrageenan-polydopamine modified ZnO/L-glutamic acid for diabetic wounds
Goh et al. Alginates as a useful natural polymer for microencapsulation and therapeutic applications
Yao et al. Microcapsules/microspheres related to chitosan
Elzoghby et al. Casein-based formulations as promising controlled release drug delivery systems
Su et al. Encapsulation of probiotic Bifidobacterium longum BIOMA 5920 with alginate–human-like collagen and evaluation of survival in simulated gastrointestinal conditions
Wang et al. Preparation, characterization and applications of low-molecular-weight alginate–oligochitosan nanocapsules
Khorasani et al. Starch-and carboxymethylcellulose-coated bacterial nanocellulose-pectin bionanocomposite as novel protective prebiotic matrices
Massana Roquero et al. Controlling porosity of calcium alginate hydrogels by interpenetrating polyvinyl alcohol–diboronate polymer network
CN105078923A (en) PEG (polyethylene glycol) in-situ covalent grafted alginate microcapsule as well as preparation and application thereof
WANI et al. A review: emerging trends in bionanocomposites
WO2009126442A1 (en) Compositions and methods for composite nanoparticle hydrogels
Das et al. Development and application of a nanocomposite derived from crosslinked HPMC and Au nanoparticles for colon targeted drug delivery
Bamdad et al. Hydrogel particles and other novel protein-based methods for food ingredient and nutraceutical delivery systems
CN110433327A (en) A kind of bone renovating material and preparation method thereof
CN102170790A (en) Process for producing protein microparticles
Martins et al. Evaluating the addition of xylooligosaccharides into alginate-gelatin hydrogels
Zhang et al. Investigation on ionical cross-linking of alginate by monovalent cations to fabrication alginate gel for biomedical application
CN110123805A (en) A kind of preparation method of self assembly procyanidine nano-complex
CN103892165A (en) Xanthophylls nano dispersion liquid with control release property as well as preparation method
CN111407740A (en) Albumin nanoparticles capable of activating and releasing drugs by ultrasound, and preparation method and application thereof
CN109337098B (en) Preparation method of enzyme-responsive colon-targeted drug-loaded gel
Chen et al. Recent advance in chemistry modified methods of natural polysaccharides and their applications
CN112341585B (en) Redispersible waterborne polyurethane powder and preparation method thereof

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