CN109568292A - A kind of microgel and preparation method thereof containing GPC - Google Patents

A kind of microgel and preparation method thereof containing GPC Download PDF

Info

Publication number
CN109568292A
CN109568292A CN201811638951.6A CN201811638951A CN109568292A CN 109568292 A CN109568292 A CN 109568292A CN 201811638951 A CN201811638951 A CN 201811638951A CN 109568292 A CN109568292 A CN 109568292A
Authority
CN
China
Prior art keywords
water
sodium alginate
microgel
oil
coagulator
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.)
Pending
Application number
CN201811638951.6A
Other languages
Chinese (zh)
Inventor
钟可玲
欧松
郑璇璇
单宇哲
吕巧莉
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.)
ZHONGSHAN BELLING BIOTECHNOLOGY CO Ltd
Original Assignee
ZHONGSHAN BELLING BIOTECHNOLOGY CO Ltd
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 ZHONGSHAN BELLING BIOTECHNOLOGY CO Ltd filed Critical ZHONGSHAN BELLING BIOTECHNOLOGY CO Ltd
Priority to CN201811638951.6A priority Critical patent/CN109568292A/en
Publication of CN109568292A publication Critical patent/CN109568292A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5005Wall or coating material
    • A61K9/5021Organic macromolecular compounds
    • A61K9/5036Polysaccharides, e.g. gums, alginate; Cyclodextrin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/66Phosphorus compounds
    • A61K31/683Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
    • A61K31/685Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols one of the hydroxy compounds having nitrogen atoms, e.g. phosphatidylserine, lecithin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/06Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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

Landscapes

  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Neurology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Psychiatry (AREA)
  • Hospice & Palliative Care (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention discloses a kind of microgel and preparation method thereof containing GPC, the microgel containing GPC, it is characterised in that including following components: sodium alginate, water, glycerolphosphocholine, oily phase, emulsifier, coagulator;The purpose of the invention is to overcome be difficult to operate in GPC preparation in the prior art, easily decompose, be difficult to control release the deficiencies of place, one kind is provided using L- α-glycerolphosphocholine fortified aqueous as core material, using sodium alginate gel as microgel containing GPC of wall material and preparation method thereof.The sodium alginate microgel average grain diameter is 10-50 microns, and sodium alginate gel shell average thickness is 1-5 microns, and gel particle shape rounding, particle diameter distribution is relatively narrow, and can be with storage-stable, slow release glycerolphosphocholine.

Description

A kind of microgel and preparation method thereof containing GPC
Technical field
The invention belongs to microcapsules application, biomedicine technical field, in particular to a kind of gel beads and its system containing GPC Preparation Method.
Background technique
L-a-- glycerolphosphocholine (L-a-glyceryl phosphorylcholine, GPC) it is also known as sweet phosphoric acid gallbladder Alkali, sweet Phosphorylcholine, glycerolphosphocholine.
Glycerolphosphocholine as drug or health care product for treating cerebral infarction, Alzheimer disease, and Multi infarct dementia has listed for many years in European & American Market and Japan, South Korea.
GPC sterling is a kind of white powder, there is the slightly sweet taste close with mannitol, water-soluble fine, can be to appoint with water Meaning ratio is miscible.
Most GPC crystal forms all have apparent hygroscopicity, than more intractable in formulation process.
It is prepared into tablet or hard capsule, needs to be added more auxiliary material to solve the problems, such as that its moisture absorption deliquesces.
Dilute GPC aqueous solution is easier to be absorbed to be easy to corrupt mildew by mushroom and algae.GPC is in gastrointestinal tract interior suction It receives rapidly, is difficult to after oral and stablizes release, be administered continuously.
Summary of the invention
The purpose of the invention is to overcome be difficult to operate in GPC preparation in the prior art, easily decompose, be difficult to control release The deficiencies of place, provide one kind using L- α-glycerolphosphocholine fortified aqueous as core material, using sodium alginate gel as wall material Microgel containing GPC and preparation method thereof.The sodium alginate microgel average grain diameter is 10-50 microns, sodium alginate gel shell Average thickness is 1-5 microns, and gel particle shape rounding, particle diameter distribution is relatively narrow, and can be with storage-stable, slow release glycerol Phosphatidyl choline.
In order to achieve the above object, the present invention uses following scheme:
A kind of microgel containing GPC, it is characterised in that including following components: sodium alginate, water, glycerolphosphocholine, Oily phase, emulsifier, coagulator;Wherein the sodium alginate, glycerolphosphocholine and water mixed solution are as water phase;
The sodium alginate and the mass ratio of water phase are 0.01-0.1:1;
The oil is mutually 1-10:1 with the volume ratio of water phase;
The volume ratio of the emulsifier and oily phase is 0.0005-0.02:1;
The coagulator and the mass ratio of water phase are 0.005-0.1:1;
The mass ratio of the sodium alginate, glycerolphosphocholine and water is 1-10:100:8-22.
Preferential, the oil is mutually edible oil.
Preferential, the edible oil is one of soybean oil, olive oil, peanut oil.
Preferential, the emulsifier is water-in-oil emulsifier.
Preferential, the water-in-oil emulsifier is one of sorbester p17, sorbester p18 or polysorbas20.
Preferential, the coagulator is calcium salt coagulator.
Preferential, the calcium salt coagulator is the mixed of one or more of calcium chloride, calcium lactate, calcium gluconate Close object.
A kind of preparation method of the microgel containing GPC of the present invention, it is characterised in that the following steps are included:
A, sodium alginate is dissolved in the water, glycerolphosphocholine is then added, stirred evenly, form the sea containing GPC Alginic acid sodium water solution;
B, oily phase is sequentially added in the sodium alginate aqueous solution into step A and emulsifier, stirring and emulsifying obtain Water-In-Oil Type lotion;
C, coagulator is added in the water-in-oil emulsion into step B, and continues to stir, form microgel;
D, it is separated by filtration using nuclepore membrane filter, sodium alginate microgel is made in filter cake.
Preferential, further include step E: the oily phase that washing removes remaining is carried out to the filter cake in step D using ethyl alcohol.
Preferential, emulsifying temperature is room temperature to 100 DEG C in step B.
In conclusion the present invention compared with the existing technology the beneficial effect is that:
Sodium alginate microgel prepared by the present invention containing GPC, particle diameter distribution is relatively narrow, and gel particles sphericity is preferable, partial size The regulation that can be convenient with wall thickness, gel wall material and the GPC compatible degree as effective component are preferable.It is made after microgel, The storage stability of GPC is improved obviously, and rate of release is uniform and stable in aqueous solution.
Specific embodiment
The invention will be further described With reference to embodiment:
Embodiment 1
Sodium alginate 5g is dissolved in 100g water, is warming up to 45 degrees Celsius, and L- α-glycerophosphatide acyl is added in stirring and dissolving Choline 15g, stirs evenly, as water phase.
Soybean salad oil 500ml is sequentially added into above-mentioned aqueous phase solution, sorbester p17 emulsifier 5ml makes at 45 degrees Celsius With mechanical agitator high degree of agitation 30 minutes, white water-in-oil emulsion is made.
Calcium chloride 2g is added into above-mentioned emulsion as coagulator, and high degree of agitation 1 hour.
Resulting lotion is filtered using nuclepore membrane filter, filter cake is sodium alginate microgel obtained, be can be used 100ml ethanol washing is to remove remaining soybean salad oil.Filtrate is soybean salad oil to be recycled.
Embodiment 2
Sodium alginate 3g is dissolved in 100g water, is warming up to 50 degrees Celsius, and L- α-glycerophosphatide acyl is added in stirring and dissolving Choline 15g, stirs evenly, as water phase.
Soybean salad oil 500ml is sequentially added into above-mentioned aqueous phase solution, sorbester p17 emulsifier 5ml makes at 50 degrees Celsius With mechanical agitator high degree of agitation 30 minutes, white water-in-oil emulsion is made.
Calcium lactate 2g is added into above-mentioned emulsion as coagulator, and high degree of agitation 1 hour.Use nuclepore membrane filter Filtering, filter cake is sodium alginate microgel obtained, and 100ml ethanol washing can be used to remove the soybean salad oil of remaining.
Embodiment 3
Sodium alginate 5g is dissolved in 100g water, is warming up to 48 degrees Celsius, and L- α-glycerophosphatide acyl is added in stirring and dissolving Choline 15g, stirs evenly, as water phase.
Soybean salad oil 500ml is sequentially added into above-mentioned aqueous phase solution, sorbester p17 emulsifier 5ml makes at 46 degrees Celsius With mechanical agitator high degree of agitation 30 minutes, white water-in-oil emulsion is made.
The aqueous solution that addition calcium chloride 2g and water 5ml are made into above-mentioned emulsion is as coagulator, and high degree of agitation 1 is small When.
Ethyl alcohol 100ml is added in resulting lotion, and stirs at low speed stirring demulsification, after demulsification, upper layer is soybean salad Oil, lower layer are water layers, and the microgel obtained containing GPC is deposited on water layer lower part.Divide and remove upper layer oil reservoir, lower layer uses miillpore filter Filter filtering, what is obtained is sodium alginate microgel, and 100ml ethanol washing can be used to remove the oily phase of remaining.
Embodiment 4
A kind of microgel containing GPC, it is characterised in that including following components: sodium alginate, water, glycerolphosphocholine, Oily phase, emulsifier, coagulator;Wherein the sodium alginate, glycerolphosphocholine and water mixed solution are as water phase;
The sodium alginate and the mass ratio of water phase are 0.01:1;
The oil is mutually 1:1 with the volume ratio of water phase;
The volume ratio of the emulsifier and oily phase is 0.0005:1;
The coagulator and the mass ratio of water phase are 0.005:1;
The mass ratio of the sodium alginate, glycerolphosphocholine and water is 1:100:8.
The oil is mutually soybean oil.
The emulsifier is sorbester p17.
The coagulator is calcium chloride.
Preparation method, comprising the following steps:
A, sodium alginate is dissolved in the water, glycerolphosphocholine is then added, stirred evenly, form the sea containing GPC Alginic acid sodium water solution;
B, oily phase is sequentially added in the sodium alginate aqueous solution into step A and emulsifier, stirring and emulsifying obtain Water-In-Oil Type lotion;Emulsifying temperature is room temperature.
C, coagulator is added in the water-in-oil emulsion into step B, and continues to stir, form microgel;
D, it is separated by filtration using nuclepore membrane filter, sodium alginate microgel is made in filter cake.
E: the oily phase that washing removes remaining is carried out to the filter cake in step D using ethyl alcohol.
Embodiment 5
A kind of microgel containing GPC, it is characterised in that including following components: sodium alginate, water, glycerolphosphocholine, Oily phase, emulsifier, coagulator;Wherein the sodium alginate, glycerolphosphocholine and water mixed solution are as water phase;
The sodium alginate and the mass ratio of water phase are 0.1:1;
The oil is mutually 10:1 with the volume ratio of water phase;
The volume ratio of the emulsifier and oily phase is 0.02:1;
The coagulator and the mass ratio of water phase are 0.1:1;
The mass ratio of the sodium alginate, glycerolphosphocholine and water is 10:100:22.
The oil is mutually olive oil.
The emulsifier is sorbester p18.
The coagulator is calcium lactate.
Preparation method, comprising the following steps:
A, sodium alginate is dissolved in the water, glycerolphosphocholine is then added, stirred evenly, form the sea containing GPC Alginic acid sodium water solution;
B, oily phase is sequentially added in the sodium alginate aqueous solution into step A and emulsifier, stirring and emulsifying obtain Water-In-Oil Type lotion;Emulsifying temperature is 100 DEG C;
C, coagulator is added in the water-in-oil emulsion into step B, and continues to stir, form microgel;
D, it is separated by filtration using nuclepore membrane filter, sodium alginate microgel is made in filter cake.
E: the oily phase that washing removes remaining is carried out to the filter cake in step D using ethyl alcohol.
Embodiment 6
A kind of microgel containing GPC, it is characterised in that including following components: sodium alginate, water, glycerolphosphocholine, Oily phase, emulsifier, coagulator;Wherein the sodium alginate, glycerolphosphocholine and water mixed solution are as water phase;
The sodium alginate and the mass ratio of water phase are 0.05:1;
The oil is mutually 5:1 with the volume ratio of water phase;
The volume ratio of the emulsifier and oily phase is 0.001:1;
The coagulator and the mass ratio of water phase are 0.05:1;
The mass ratio of the sodium alginate, glycerolphosphocholine and water is 5:100:15.
The oil is mutually peanut oil.
The emulsifier is polysorbas20.
The coagulator is calcium gluconate.
Preparation method, comprising the following steps:
A, sodium alginate is dissolved in the water, glycerolphosphocholine is then added, stirred evenly, form the sea containing GPC Alginic acid sodium water solution;
B, oily phase is sequentially added in the sodium alginate aqueous solution into step A and emulsifier, stirring and emulsifying obtain Water-In-Oil Type lotion;Emulsifying temperature is 50 DEG C
C, coagulator is added in the water-in-oil emulsion into step B, and continues to stir, form microgel;
D, it is separated by filtration using nuclepore membrane filter, sodium alginate microgel is made in filter cake.
E: the oily phase that washing removes remaining is carried out to the filter cake in step D using ethyl alcohol.
Embodiment 7
A kind of microgel containing GPC, it is characterised in that including following components: sodium alginate, water, glycerolphosphocholine, Oily phase, emulsifier, coagulator;Wherein the sodium alginate, glycerolphosphocholine and water mixed solution are as water phase;
The sodium alginate and the mass ratio of water phase are 0.03:1;
The oil is mutually 2:1 with the volume ratio of water phase;
The volume ratio of the emulsifier and oily phase is 0.001:1;
The coagulator and the mass ratio of water phase are 0.008:1;
The mass ratio of the sodium alginate, glycerolphosphocholine and water is 1:100:22.
The oil is mutually soybean oil.
The emulsifier is sorbester p17.
The coagulator is the mixture of calcium lactate, calcium gluconate.
Preparation method, comprising the following steps:
A, sodium alginate is dissolved in the water, glycerolphosphocholine is then added, stirred evenly, form the sea containing GPC Alginic acid sodium water solution;
B, oily phase is sequentially added in the sodium alginate aqueous solution into step A and emulsifier, stirring and emulsifying obtain Water-In-Oil Type lotion;Emulsifying temperature is 40 DEG C
C, coagulator is added in the water-in-oil emulsion into step B, and continues to stir, form microgel;
D, it is separated by filtration using nuclepore membrane filter, sodium alginate microgel is made in filter cake.
E: the oily phase that washing removes remaining is carried out to the filter cake in step D using ethyl alcohol.
Basic principles and main features and advantages of the present invention of the invention have been shown and described above.The skill of the industry Art personnel it should be appreciated that the present invention is not limited to the above embodiments, the above embodiments and description only describe The principle of the present invention, without departing from the spirit and scope of the present invention, various changes and improvements may be made to the invention, these Changes and improvements all fall within the protetion scope of the claimed invention.The claimed scope of the invention by appended claims and Its equivalent thereof.

Claims (10)

1. a kind of microgel containing GPC, it is characterised in that including following components: sodium alginate, water, glycerolphosphocholine, oil Phase, emulsifier, coagulator;Wherein the sodium alginate, glycerolphosphocholine and water mixed solution are as water phase;
The sodium alginate and the mass ratio of water phase are 0.01-0.1:1;
The oil is mutually 1-10:1 with the volume ratio of water phase;
The volume ratio of the emulsifier and oily phase is 0.0005-0.02:1;
The coagulator and the mass ratio of water phase are 0.005-0.1:1;
The mass ratio of the sodium alginate, glycerolphosphocholine and water is 1-10:100:8-22.
2. a kind of microgel containing GPC according to claim 1, it is characterised in that the oil is mutually edible oil.
3. a kind of microgel containing GPC according to claim 2, it is characterised in that the edible oil is soybean oil, olive One of oil, peanut oil.
4. a kind of microgel containing GPC according to claim 1, it is characterised in that the emulsifier is water-in-oil emulsion Agent.
5. a kind of microgel containing GPC according to claim 4, it is characterised in that the water-in-oil emulsifier is sapn 80, one of sorbester p18 or polysorbas20.
6. a kind of microgel containing GPC according to claim 1, it is characterised in that the coagulator is calcium salt coagulator.
7. a kind of microgel containing GPC according to claim 6, it is characterised in that the calcium salt coagulator be calcium chloride, The mixture of one or more of calcium lactate, calcium gluconate.
8. a kind of preparation method of the microgel containing GPC, it is characterised in that the following steps are included:
A, sodium alginate is dissolved in the water, glycerolphosphocholine is then added, stirred evenly, form the alginic acid containing GPC Sodium water solution;
B, oily phase and emulsifier, stirring and emulsifying are sequentially added in the sodium alginate aqueous solution into step A, obtain water-in-oil type cream Liquid;
C, coagulator is added in the water-in-oil emulsion into step B, and continues to stir, form microgel;
D, it is separated by filtration using nuclepore membrane filter, sodium alginate microgel is made in filter cake.
9. a kind of preparation method of microgel containing GPC according to claim 8, it is characterised in that further include step E: adopting The oily phase that washing removes remaining is carried out to the filter cake in step D with ethyl alcohol.
10. a kind of preparation method of microgel containing GPC according to claim 8, it is characterised in that emulsify temperature in step B Degree is room temperature to 100 DEG C.
CN201811638951.6A 2018-12-29 2018-12-29 A kind of microgel and preparation method thereof containing GPC Pending CN109568292A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201811638951.6A CN109568292A (en) 2018-12-29 2018-12-29 A kind of microgel and preparation method thereof containing GPC

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201811638951.6A CN109568292A (en) 2018-12-29 2018-12-29 A kind of microgel and preparation method thereof containing GPC

Publications (1)

Publication Number Publication Date
CN109568292A true CN109568292A (en) 2019-04-05

Family

ID=65933651

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201811638951.6A Pending CN109568292A (en) 2018-12-29 2018-12-29 A kind of microgel and preparation method thereof containing GPC

Country Status (1)

Country Link
CN (1) CN109568292A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113403045A (en) * 2021-06-29 2021-09-17 中国石油大学(华东) Water-in-oil type self-adaptive polymer emulsion profile control system and preparation method and application thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050220857A1 (en) * 2002-04-19 2005-10-06 Martin Purpura Physiologically compatible, phospholipid-containing, stable and hard matrix
CN102908336A (en) * 2011-08-05 2013-02-06 深圳市华正实业有限公司 Stable preparation of phosphatidylserine and preparation method, application as well as application product of stable preparation
CN103635181A (en) * 2011-05-04 2014-03-12 株式会社斗山 Method for microencapsulating phosphatidylserine

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050220857A1 (en) * 2002-04-19 2005-10-06 Martin Purpura Physiologically compatible, phospholipid-containing, stable and hard matrix
CN103635181A (en) * 2011-05-04 2014-03-12 株式会社斗山 Method for microencapsulating phosphatidylserine
CN102908336A (en) * 2011-08-05 2013-02-06 深圳市华正实业有限公司 Stable preparation of phosphatidylserine and preparation method, application as well as application product of stable preparation

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
梅兴国主编: "《微载体药物递送系统》", 30 November 2009, 华中科技大学出版社 *
黄敏等: "海藻酸钠微球制备工艺优化及其对球形及粒径的影响", 《四川理工学院学报(自然科学版)》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113403045A (en) * 2021-06-29 2021-09-17 中国石油大学(华东) Water-in-oil type self-adaptive polymer emulsion profile control system and preparation method and application thereof

Similar Documents

Publication Publication Date Title
Mezzenga et al. Nature‐Inspired design and application of lipidic lyotropic liquid crystals
EP3305084B1 (en) Capsules containing two phases and method for their preparation
KR100823345B1 (en) Synthesis of Silica Impregnated with nanosized liposome emulsion comprising Coenzyme Q10 and cosmetic compositions using it
JPS59134712A (en) Manufacture of multi-thin layer lipid cell
CN110946285B (en) Preparation method of water-in-oil Pickering emulsion based on phytosterol stabilization
JP6681918B2 (en) Capsule manufacturing method
US8501204B2 (en) Method for producing vesicle, vesicle obtained by the production method, and W/O/W emulsion for producing vesicle
MX2013013135A (en) Process for producing inorganic particulate material.
CN108685712A (en) One plant sterols nanometer micro-emulsion and its preparation method and application
CN104003404A (en) Preparation method and application of porous silicon dioxide nano particle
WO2006016685A1 (en) Method for producing capsinoid-containing microcapsule
CN109568292A (en) A kind of microgel and preparation method thereof containing GPC
CN108741080A (en) A kind of microalgae DHA- anthocyanidin biphase liposome and preparation method thereof
WO2006016713A1 (en) Microcapsule using pectin as wall material
CN107412190A (en) A kind of allicin compound microcapsule and preparation method thereof
EP3100721B1 (en) Capsule formulation
Cholakova et al. Triglyceride mixtures: Cold-bursting and double emulsion formation
JPH04149194A (en) Lecithin-sterol complex and its production
JPH0314896A (en) Method of reducing cholesterol and free fatty acid contents of animal fats
WO2020203808A1 (en) Novel method for producing lecithin organogel
JP2004008015A (en) Solid-fat microcapsule, and method for producing the same
JP2007308379A5 (en)
CN108578365B (en) Astaxanthin enteral nutrition emulsion and astaxanthin dry emulsion as well as preparation method and application thereof
KR20070037438A (en) Oral products
KR100991677B1 (en) Viscous salt containing spices and manufacturing 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
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20190405