CN102844034A - Composition containing stabilized phosphatidylserine - Google Patents
Composition containing stabilized phosphatidylserine Download PDFInfo
- Publication number
- CN102844034A CN102844034A CN2011800191817A CN201180019181A CN102844034A CN 102844034 A CN102844034 A CN 102844034A CN 2011800191817 A CN2011800191817 A CN 2011800191817A CN 201180019181 A CN201180019181 A CN 201180019181A CN 102844034 A CN102844034 A CN 102844034A
- Authority
- CN
- China
- Prior art keywords
- phosphatidylserine
- calcium
- compositions
- weight
- calcium compounds
- 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
Links
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/683—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
- A61K31/685—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols one of the hydroxy compounds having nitrogen atoms, e.g. phosphatidylserine, lecithin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/16—Inorganic salts, minerals or trace elements
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs 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
Abstract
Disclosed is a composition containing stabilized phosphatidylserine, which contains (a) phosphatidylserine and (b) at least one calcium compound that is selected from the group consisting of calcined calcium, calcium oxide and tricalcium phosphate.
Description
Technical field
The present invention relates to contain the compositions of stable Phosphatidylserine, the stabilization agent of Phosphatidylserine and the stabilization method of Phosphatidylserine.
Background technology
Known to stablize powder lecithin, meeting admixed excipients, antioxidant etc.For example, patent documentation 1 discloses through melting lecithin and calcining calcium, and the crystalline particle of lecithin is calcined calcium and covered, through several months lecithin also undergo no deterioration and be grease-like, when keeping dry state, also suppressed the distinctive stink of lecithin.
And Phosphatidylserine can be used as supplement and uses, and is fabricated to and Powderedly circulates with flow-like; But Phosphatidylserine is under any one shape of Powdered and flow-like; All compare, be very easy to decompose, painted or easy generation stink takes place easily by decomposing with other phospholipid.The decomposition of Phosphatidylserine is commonly referred to be the chemolysis that hydrolysis of the decomposition undertaken by wherein contained residual enzyme (phospholipase etc.) or decarboxylation, lipid peroxidation, fatty acid etc. causes.
In order to suppress the decomposition of Phosphatidylserine, attempted share with antioxidants such as vitamin es, remove the method (patent documentation 2) of Choline phosphatase.
Patent documentation 1: japanese kokai publication hei 5-320180 communique
Patent documentation 2: Japan special table 2007-506733 communique
Summary of the invention
The compositions that contains Phosphatidylserine, the stabilization agent of Phosphatidylserine and the stabilization method of Phosphatidylserine that major subjects of the present invention is to provide the decomposition of Phosphatidylserine to be inhibited.
The inventor is in order to solve above-mentioned problem; Carried out research repeatedly; And attempt waiting to stablize Phosphatidylserine with multiple excipient, antioxidant; But the decomposability of Phosphatidylserine is strong, can't keep stablely with most excipient, but finds to be selected from the decomposition that at least a calcium compounds in calcining calcium, calcium oxide and the tricalcium phosphate can suppress Phosphatidylserine effectively.
The present invention is based on above-mentioned opinion completion, and contains the compositions of stable Phosphatidylserine below providing.
1. 1 kinds of compositionss that contain stable Phosphatidylserine of item comprise (a) Phosphatidylserine and at least a calcium compounds that (b) is selected from calcining calcium, calcium oxide and the tricalcium phosphate.
2. according to the compositions described in the item 1, wherein, is converted into dry weight, (a) the containing of Phosphatidylserine and (b) calcium compounds proportional be (a): (b)=and 1:0.0001 ~ 10.
Item 3. wherein, is converted into dry weight according to the compositions described in item 1 or the item 2, and (a) content of Phosphatidylserine is 0.1 ~ 80 weight % with respect to forming total amount.
Item 4. is converted into dry total amount according to any described compositions in the item 1 ~ 3, and (b) content of calcium compounds is 0.1 ~ 80 weight % with respect to total composition.
Item 5. is according to any described compositions in the item 1 ~ 4, and compositions is food compositions, medical composition or cosmetic composition.
The stabilization agent of 6. 1 kinds of Phosphatidylserine of item contains at least a calcium compounds that is selected from calcining calcium, calcium oxide and the tricalcium phosphate.
The stabilization method of 7. 1 kinds of Phosphatidylserine of item mixes (a) Phosphatidylserine and at least a calcium compounds that (b) is selected from calcining calcium, calcium oxide and the tricalcium phosphate.
The uses that 8. 1 kinds of at least a calcium compounds that are selected from calcining calcium, calcium oxide and the tricalcium phosphate of item are used to prepare the Phosphatidylserine stabilizing agent.
9. 1 kinds of calcium compounds that are used for stablizing Phosphatidylserine of item, this calcium compounds are selected from least a calcium compounds in calcining calcium, calcium oxide and the tricalcium phosphate.
Therefore compositions of the present invention can suppress the decomposition of Phosphatidylserine effectively owing to contain at least a calcium compounds that is selected from calcining calcium, calcium oxide and the tricalcium phosphate.Because Phosphatidylserine is food composition, and above-mentioned calcium compounds be the composition as food additive and supplement, so the compositions among the present invention can be safely as food compositions and medical composition use.In addition, compositions of the present invention is a kind of compositions with long preservation period owing to can suppress the decomposition of Phosphatidylserine, and is can be in the useful compositions of room temperature preservation in summer, circulation.
The specific embodiment
Below the present invention is elaborated.
(1) contains the compositions of stable Phosphatidylserine
Compositions of the present invention is the compositions that contains stable Phosphatidylserine, and it comprises (a) Phosphatidylserine and at least a calcium compounds that (b) is selected from calcining calcium, calcium oxide and the tricalcium phosphate.
(a) Phosphatidylserine
Phosphatidylserine is commercially available by SIGMA company, BIOMOL company and Japan Oil Co etc.
In addition; Take from lecithin of plants such as palm and commercially available lecithin; Owing to contain phosphatidylcholine and PHOSPHATIDYL ETHANOLAMINE; These lecithin and serine and Choline phosphatase (for example, Na ガ セ ケ system テ ッ Network ス society system) are acted on and carry out base to exchange, can obtain containing the phosphoglycerol ester admixture of Phosphatidylserine.The base exchange reaction can be carried out through the for example method described in the TOHKEMY 2007-014270 communique.And this mixture can singly leave Phosphatidylserine through the plurality of color spectrometry.Commercially available lecithin SLP-WHITE, SLP-PI powder (all from Tsuji-oil system) and so on.
(b) calcium compounds
Calcining calcium is for example under about 500 ~ 1500 ℃, and calcining contains that the material of a large amount of calcium obtains.Can use the bone, fishbone, milk surum of the animals such as remains, cattle of shell such as the upright shellfish of sea urchin shell, Concha Ostreae or sail, Ovum crusta Gallus domesticus, reef-building coral etc. as calcareous raw material.The main component of calcining sea urchin shell, shell, eggshell and reef-building coral is a calcium oxide.Wherein, be preferably the product of calcining sea urchin shell, shell, eggshell and reef-building coral, more preferably calcine the product of shell.
Calcining calcium can be bought from companies such as Japanese シ ェ Le テ ッ Network societies.
Calcium oxide and tricalcium phosphate can be bought from companies such as Na カ ラ イ テ ス Network societies.
As calcium compounds, be preferably calcining calcium, calcium oxide, more preferably calcine calcium.
The composition ratio
As long as can obtain stablizing the effect of Phosphatidylserine; (a) Phosphatidylserine and (b) calcium compounds contains proportional restriction especially in the compositions; But be scaled dry weight; Be preferably (a): (b)=more than about 1:0.0001, more than more preferably about 1:0.0005, more than further more preferably about 1:0.001.In addition; The effect of Phosphatidylserine as long as can play stably; (b) calcium compounds is considered that purposes, purpose, economy wait to confirm to get final product, but is generally below about 1:1000 with respect to containing of (a) Phosphatidylserine of proportional not restriction especially; Be preferably below about 1:100, below more preferably about 1:10.As long as in above-mentioned scope, just can fully stablize Phosphatidylserine, help suppressing the moisture absorption of Phosphatidylserine, the brown stain that causes by the Phosphatidylserine decomposition, abnormal flavour etc.
The effect of Phosphatidylserine as long as can play stably, (a) Phosphatidylserine in the compositions and (b) the not restriction especially of content of calcium compounds.For example; In compositions; During the function of bringing when hope performance (a) Phosphatidylserine etc., cooperate amount, can guarantee that according to this use level decision the amount of (b) calcium compounds of static stabilization gets final product required (a) Phosphatidylserine such as performance required function.Therefore, during two composition content, should decide according to purposes, character, the purpose of compositions to get final product in the group specified compound.
Content for (a) Phosphatidylserine in the compositions; Be scaled dry weight, be preferably about 0.01 ~ 99.99 weight %, more preferably about 0.05 ~ 99.9 weight % with respect to total composition; Further more preferably about 0.1 ~ 80 weight %, further more preferably about again 0.1 ~ 50 weight %.As long as in above-mentioned scope, it is stable that Phosphatidylserine keeps.
In addition, the content for (b) calcium compounds in the compositions is scaled dry weight; Be preferably about 0.01 ~ 99.99 weight % with respect to total composition; More preferably about 0.1 ~ 99.95 weight % further is preferably about 0.1 ~ 80 weight %, further more preferably about again 0.1 ~ 50 weight %.As long as in above-mentioned scope, it is stable that Phosphatidylserine keeps.
Preparation method
When compositions of the present invention only contains (a) Phosphatidylserine with (b) calcium compounds, can mix both and prepare.In addition, when compositions of the present invention contains other compositions, as long as can get static stabilization, (a) Phosphatidylserine and (b) the not restriction especially of cooperation order of calcium compounds and other compositions.Preferably through comprising: mix the operation that (a) Phosphatidylserine and (b) calcium compounds obtain mixture; And cooperate the preparation method of the operation of this mixture and other compositions to prepare.
Other
The shape of compositions of the present invention is restriction especially not, but is preferably solid, shaped or semi-solid, more preferably solid, shaped.Be preferably Powdered especially.
Purposes
Known Phosphatidylserine has various physiologically actives such as the brain function of improvement.Because compositions of the present invention can suppress the decomposition of Phosphatidylserine, continue the performance physiologically active, therefore be suitable as food compositions, medical composition, cosmetic composition use.
Food compositions
The present composition of above-mentioned explanation can be used as food compositions.
This food compositions can be suitable as health food, dietary supplement (comprising balanced nutritious food, supplement etc.) uses.In addition, applies to health functional foods (including special health food (including disease risk reduction mark (disease ri su ku Reduction representation), specification reference type (specification reference type)), with the conditions specified health food, nutrition, functional foods).
Cooperate excipient or additive commonly used in the food in this food compositions, can be prepared into formulations such as pill (ingot drug), tablet, pill, granule, powder, pulvis, capsule, wettable powder, emulsion.Wherein from conveniently take and delicious aspect consider, be preferably drop pill, tablet and granule.
As excipient commonly used in the food; Syrup, arabic gum, sucrose, lactose, reduction maltitol powder, cellulose sugar can be arranged for example; Binding agents such as mannitol, maltose alcohol, glucosan, starch based, gelatin, Sorbitol, tragacanth, polyvinylpyrrolidone; Moist agent such as sucrose fatty acid ester, fatty acid glyceride, magnesium stearate, calcium stearate, Talcum, Polyethylene Glycol, disintegrating agents such as potato starch, wetting agent such as sodium lauryl sulphate.As additive, spice, buffer agent, thickening agent, coloring agent, stabilizing agent, emulsifying agent, dispersant, suspending agent, antiseptic etc. are arranged for example.
When the food compositions that obtains for preparationization as stated, (a) Phosphatidylserine that contains and (b) calcium compounds be preferably above-mentioned contain proportional.And, being converted into dry weight, the content of (a) Phosphatidylserine in the food compositions is preferably about 0.1 ~ 60 weight % with respect to total composition, more preferably about 0.1 ~ 50 weight %, further more preferably about 0.5 ~ 30 weight %.As long as in above-mentioned scope, but can in the food of normal intake, contain the Phosphatidylserine that can obtain physiologically active.
Be converted into dry weight, (b) calcium compounds in the food compositions is preferably about 0.01 ~ 80 weight % with respect to total composition, 0.1 ~ 70 weight % more preferably, further 0.1 ~ 50 weight % more preferably.As long as in above-mentioned scope, Phosphatidylserine can fully stablize, the brown stain that helps suppressing the moisture absorption of Phosphatidylserine, causes by the Phosphatidylserine decomposition, abnormal flavour etc.
In addition, this food compositions also can be the food that comprises snack categories (dessert of bake such as cookies, chocolate, ship biscuit, fruit jelly, chewing gum, dambose, sugar etc.).
Food compositions is preferably solid, shaped, semi-solid.Can suppress the decomposition of Phosphatidylserine thus better.
In addition; When in (a) Phosphatidylserine and (b) calcium compounds, adding other food materials when comprising the food compositions of normal food such as snack categories, be converted into dry weight, (a) Phosphatidylserine content in the food compositions; With respect to the food compositions total amount; Be preferably about 0.01 ~ 50 weight %, 0.05 ~ 40 weight % more preferably, further 0.1 ~ 20 weight % more preferably.As long as in above-mentioned scope, can in the food of normal intake, contain the Phosphatidylserine that can obtain physiologically active.
Be converted into dry weight, the content of (b) calcium compounds in the food compositions is preferably about 0.005 ~ 60 weight % with respect to total composition, 0.01 ~ 50 weight % more preferably, further 0.1 ~ 40 weight % more preferably.As long as in above-mentioned scope, the brown stain, the abnormal flavour that help suppressing the moisture absorption of Phosphatidylserine, cause by the decomposition of Phosphatidylserine.
Medical composition
The compositions of the present invention of above-mentioned explanation, the conventional excipients in medicine etc. can be used as medical composition, especially oral administration preparation.As solid dosage forms, powder, granule, drop pill, tablet, pill, capsule, masticatory etc. can be arranged for example.Wherein, consider, be preferably solid preparation,, be preferably granule, drop pill, tablet, capsule, more preferably granule from being prone to take and delicious aspect is considered from the decomposition aspect that can suppress Phosphatidylserine better.
Solid preparation is in effective ingredient, to add pharmaceutically acceptable carrier or additive prepares.For example; Can cooperate excipient such as white sugar, lactose, glucose, starch, mannitol; Binding agents such as arabic gum, gelatin, crystalline cellulose, hydroxypropyl cellulose, methylcellulose, disintegrating agents such as carboxymethyl cellulose, starch, stabilizing agents such as anhydrous citric acid, sodium laurate, glycerol etc.And also available gelatin, white sugar, arabic gum, Brazil wax etc. carry out sugar-coatization or encapsulated.Also can add sweeting agent, antiseptic, demulcent, lubricant, diluent, buffer agent in these preparations, add additives such as pastil, coloring agent.
In the medical composition, preferably comprise (a) Phosphatidylserine and (b) calcium compounds with the above-mentioned ratio that contains.In addition, be converted into dry weight, the content of (a) Phosphatidylserine is preferably about 0.1 ~ 60 weight % with respect to total composition in the medical composition, more preferably about 0.1 ~ 50 weight %, further 0.5 ~ 30 weight % more preferably.As long as in above-mentioned scope, can in the medicine of normal intake, contain the Phosphatidylserine that can obtain physiologically active.
Be converted into dry weight, the content of (b) calcium compounds is preferably about 0.01 ~ 80 weight % with respect to total composition in the medical composition, more preferably about 0.1 ~ 70 weight %, further more preferably about 0.1 ~ 50 weight %.As long as in above-mentioned scope, Phosphatidylserine can fully be stablized, the brown stain that helps suppressing the moisture absorption of Phosphatidylserine, causes by the decomposition of Phosphatidylserine, abnormal flavour etc.
Cosmetic composition
The compositions of the present invention of above-mentioned explanation can be used composition always as various cosmetic compositions in cosmetics.Cosmetic composition is preferably solid, shaped or semi-solid, more preferably solid, shaped.
The not special restriction of the form of cosmetic composition; For example basic cosmetics such as cream, Sun block cosmetics, facial film, hand cream, health breast can be arranged for example; Cleansing productses such as cleansing milk, clean face oil, essence, decorations such as foundation cream, lip gloss, lipstick, lip gloss apply some make up.
In the cosmetic composition; In the scope of not damaging effect of the present invention, can add the known additive that adds cosmetics usually to, for example surfactant, thickening agent, preservative agent, pH regulator agent, chelating agen, stabilization agent, stimulation palliative, antiseptic, coloring agent, dispersant, spice, pearling agent etc.Additive can use a kind of separately, two or more uses also capable of being combined.
Be converted into dry weight, the content of (a) Phosphatidylserine in the cosmetic composition is preferably about 0.001 ~ 20 weight % with respect to total composition, more preferably about 0.005 ~ 20 weight %, further more preferably about 0.01 ~ 10 weight %.As long as in above-mentioned scope, can fully obtain the effect of Phosphatidylserine.
Be converted into dry weight, (b) calcium compounds in the cosmetic composition is preferably about 0.001 ~ 30 weight % with respect to total composition, more preferably about 0.005 ~ 20 weight %, further more preferably about 0.01 ~ 10 weight %.As long as in above-mentioned scope, Phosphatidylserine can fully stablize, the brown stain that helps suppressing having the Phosphatidylserine decomposition to cause, abnormal flavour etc.
(2)
The stabilization agent of Phosphatidylserine, stabilization method
Be selected from least a calcium compounds in calcining calcium, calcium oxide, the tricalcium phosphate, can be used as Phosphatidylserine or contain the stabilization agent or the decomposing inhibitor of the Phosphatidylserine in the compositions of Phosphatidylserine.
And the present invention comprises following each technical scheme.
1, a kind of stabilization method of Phosphatidylserine or decomposition inhibition method (a) Phosphatidylserine is calcined calcium, calcium oxide with (b) being selected from, and at least a calcium compounds in the tricalcium phosphate mix.
2, be selected from least a calcium compounds of calcining in calcium, calcium oxide and the tricalcium phosphate in the stabilization agent of preparation Phosphatidylserine or the use in the decomposing inhibitor.
3, be used for the stabilisation of Phosphatidylserine or the calcium compounds that decompose to suppress, this calcium compounds is to be selected from least a in calcining calcium, calcium oxide and the tricalcium phosphate.
About the stabilization agent of Phosphatidylserine of the present invention or decomposing inhibitor, stabilization method or decompose in inhibition method, the use and calcium compounds in preparation stabilization agent or decomposing inhibitor; The usage ratios of the use amount of the kind of calcium compounds, calcium compounds and Phosphatidylserine, calcium compounds and Phosphatidylserine etc. are identical with the situation that compositions of the present invention is described.
Embodiment
Below enumerate embodiment the present invention is explained more specifically, but the present invention is not limited by these embodiment.
(1) contains the preparation of Phosphatidylserine material
(1-1) high concentration Phosphatidylserine (H-PS)
With 7g soybean lecithin (LIPOID S100 (LIPOID society); Phosphatidylserine=95 weight %) with 70mL heptane, acetone mixed liquor (heptane: acetone=4:1) mix, make its dissolving, obtain lecithin soln.Prepare the serine solution that contains enzyme in the 1M acetate buffer (pH4.5) that Choline phosphatase (Na ガ セ ケ system テ ッ Network ス corporate system) with 20g serine and 500U is contained in 67mL in addition.
The serine solution that will contain enzyme joins in the above-mentioned lecithin soln, stirs 5 hours at 30 ℃.Then, in this mixed liquor, add the above-mentioned heptane of 75mL, acetone mixed liquor and 20g sodium chloride, stirred 1 hour, leave standstill, water phase separated and organic solvent mutually after, the recovery organic facies obtains containing the organic solvent solution of Phosphatidylserine.This organic solvent solution contains the 7g solid constituent.According to Agric.Biol.Chem.50 (10) 2643 ~ 2645,1986, with the result that the HPLC (HPLC) of following condition is analyzed, Phosphatidylserine content is 91 weight %.
And following content of phospholipid is also measured with this example identically.
The HPLC condition
Analytical column: ジ ー エ Le サ イ エ Application ス corporate system Unisil Q NH42 (4.6mm I.D * 250mm)
Mobile phase: acetonitrile/methanol/10mM Ammonium biphosphate=1856/874/270
Flow velocity: 1.3mL/ minute
Detect: UV205nm
(1-2) mixture of phospholipids (PIPS)
With 7g soybean lecithin (Ultralecp (ADM company); Contain Phosphatidylserine=24 weight %, PHOSPHATIDYL ETHANOLAMINE=17 weight %, phosphatidylinositols=14 weight %) with 70mL heptane, acetone mixed liquor (heptane: acetone=4:1) mix, make its dissolving, obtain lecithin soln.Prepare the serine solution that contains enzyme in the 1M acetate buffer (pH4.5) that Choline phosphatase (Na ガ セ ケ system テ ッ Network ス corporate system) with 20g serine and 500U joins 67mL in addition.
The serine solution that will contain enzyme joins in the above-mentioned lecithin soln, stirs 5 hours at 30 ℃, likewise carries out with (1-1) and obtains containing the organic solvent solution of Phosphatidylserine and phosphatidylinositols.This organic solvent solution contains the 7g solid constituent.Phosphatidylserine content in this solid constituent and phosphatidylinositol content are respectively 32 weight % and 21 weight %.
In addition, this mixture of phospholipids is commercially available with the trade name of PIPS Na ガ セ by Na ガ セ ケ system テ ッ Network ス company.
(1-3) Helianthi Phosphatidylserine
With 70g take from Helianthi lecithin (GIRALEC (ASENOR company): Phosphatidylserine=14 weight %) and 700mL heptane, acetone mixed liquor (heptane: acetone=4:1) mix, make its dissolving, obtain lecithin soln.Prepare the serine solution that contains enzyme in the 1M acetate buffer (pH4.5) that Choline phosphatase (Na ガ セ ケ system テ ッ Network ス corporate system) with 200g serine and 500U joins 670mL in addition.
The serine solution that will contain enzyme joins in the above-mentioned lecithin soln, stirs 5 hours at 30 ℃.Then, in mixed liquor, add the above-mentioned heptane of 750mL, acetone mixed liquor and 200g sodium chloride, stirred 1 hour, leave standstill, separate obtain water and organic solvent mutually after, the recovery organic facies obtains containing the organic solvent solution of Phosphatidylserine.Contain the 22.4g solid constituent in this organic solvent solution.Phosphatidylserine content in this solid constituent is 33 weight %.
(1-4) krill Phosphatidylserine
With 70g take from krill lecithin (SUPERBA (Aker company): Phosphatidylserine=30 weight %) and 700mL heptane, acetone mixed liquor (heptane: acetone=4:1) mix, make its dissolving, obtain lecithin soln.Prepare the serine solution that contains enzyme in the 1M acetate buffer (pH4.5) that Choline phosphatase (Na ガ セ ケ system テ ッ Network ス corporate system) with 200g serine and 5000U joins 670mL in addition.
The serine solution that will contain enzyme joins in the above-mentioned lecithin soln, stirs 5 hours at 30 ℃, likewise obtains containing the organic solvent solution of Phosphatidylserine with (1-3).This organic solvent solution contains solid constituent 11g.The Phosphatidylserine content of this solid constituent is 75 weight %.
(1-5) salmon Phosphatidylserine
With 70g take from salmon lecithin (サ Application オ メ ガ PC-DHA (Nof Corp.): Phosphatidylserine=30 weight %) and 70mL heptane, acetone mixed liquor (heptane: acetone=4:1) mix, make its dissolving, obtain lecithin soln.Prepare the serine solution that contains enzyme in the 1M acetate buffer (pH4.5) that Choline phosphatase (Na ガ セ ケ system テ ッ Network ス corporate system) with 200g serine and 5000U is contained in 670mL in addition.
The serine solution that will contain enzyme joins in the above-mentioned lecithin soln, stirs 5 hours at 30 ℃, likewise obtains containing the organic solvent solution of Phosphatidylserine with (1-3).This organic solvent solution contains solid constituent 4.5g.The Phosphatidylserine content of this solid constituent is 78 weight %.
(2) research of the stabilisation material of Phosphatidylserine
(2-1) research of various measured matters
Contain the material 3g of Phosphatidylserine and the various measured matters of ormal weight mix through mixer with Powdered, obtain powder mixture.This mixture is preserved accelerated test (airtight, the shading condition in 1 week, 2 weeks and 4 weeks under the temperature of 50 ℃ and 60 ℃.Following accelerated test all is airtight, shading condition).Before and after preserving; Mixed liquor (chloroform: methanol: water=50:25:3 (Capacity Ratio)) extraction mixture with chloroform, first alcohol and water; According to Agric.Biol.Chem.50 (10) 2643-2645; 1986, with the content of above-mentioned HPLC condition mensuration Phosphatidylserine, calculate the residual rate of Phosphatidylserine.
<u ><> as a result;</u>
The result is shown in table 1 ~ table 7.
Concha Ostreae in table calcining calcium H-S Wei エ ー ビ ー シ ー テ Network ノ company limited is produced, and scallop shell calcining calcium is that Japanese シ ェ Le テ ッ Network company produces.
[table 1]
Phosphatidylserine (H-PS)
Preserved for 1 week for 60 ℃
[table 2]
Phosphatidylserine (H-PS)
Preserved for 1 week for 60 ℃
[table 3]
Phosphatidylserine (H-PS)
Preserved for 4 weeks for 50 ℃
[table 4]
Phosphatidylserine (H-PS)
Preserved for 2 weeks for 60 ℃
Can know that by table 1 ~ 4 after 60 ℃ of 1 weeks of preservation, calcium oxide, calcining calcium and tricalcium phosphate can make Phosphatidylserine residual more than 90%.Even after 60 ℃ of 2 weeks of preservation, these calcium compounds also can make Phosphatidylserine residual more than 90%.Wherein, shell calcining calcium also can make Phosphatidylserine residual more than 95% after 50 ℃ of 4 weeks of preservation, and the effect of stablizing Phosphatidylserine is very high.
In addition, other calcium compounds, organic and inorganic excipients make the residual rate of Phosphatidylserine all lower.
[table 5]
Mixture of phospholipids (PIPS)
Preserved for 2 weeks for 50 ℃
[table 6]
Mixture of phospholipids (PIPS)
Preserved for 4 weeks for 50 ℃
[table 7]
Take from the Phosphatidylserine of Helianthi, krill, salmon
Preserved for 1 week for 60 ℃
Can know by table 5, even the calcining calcium of minute quantity is also brought into play the stabilization effect of Phosphatidylserine.And, can know by table 6, even 4 weeks also can confirm stabilization effect 50 ℃ of preservations.
In addition, can know,, all can obtain stable significantly through calcium oxide no matter where Phosphatidylserine is taken from by table 7.Particularly take from the Phosphatidylserine of marine products such as krill and salmon; Though the ratio of its unsaturated fatty acid as branched fatty acid (EPA, DPA etc.) is high; With branched fatty acid is that the situation of satisfied fatty acid is compared; Stability is lower, but these Phosphatidylserine have also been obtained static stabilization.
(2-2) antioxidant also uses
In containing the mixture of phospholipids of Phosphatidylserine (PIPS), add its 0.03 weight % vitamin C (ascorbic acid) and 0.3 weight % contain the vitamin e antioxidant, mix with mixer, obtain mixture.This mixture is carried out the accelerated test of preserving down 1 week and 2 weeks at 60 ℃, before and after preserving, extract the content of mensuration Phosphatidylserine under the HPLC of above-mentioned condition with chloroform and methanol mixture (chloroform: methanol=2:1 (Capacity Ratio)).In addition, not adding antioxidant ground among the PIPS likewise carries out accelerated test and measures content.
Vitamin e uses イ ー ミ ッ Network ス D (エ one ザ イ Off one De ケ ミ カ Le company) and コ PVC オ ッ Network ス (コ グ ミ ス company).
The result is shown in following table 8, table 9.
[table 8]
Mixture of phospholipids (PIPS)
Preserved for 1 week for 60 ℃
[table 9]
Mixture of phospholipids (PIPS)
Preserved for 2 weeks for 60 ℃
In general, the stabilization agent as to unsettled material uses antioxidants such as vitamin e, vitamin C usually, but can be known by table 8, table 9, even add the decomposition that antioxidant also can't suppress Phosphatidylserine.
[table 10]
Can know that by table 10 heat stability of Phosphatidylserine is lower than lecithin.Calcining calcium has suppressed the brown stain and the abnormal flavour of Phosphatidylserine.
Utilizability in the industry
Compositions of the present invention can effectively suppress the decomposition of Phosphatidylserine.Therefore, be compositions that can long preservation, and be can preserve at room temperature in summer, the useful compositions of circulation.
Claims (9)
1. a compositions that contains stable Phosphatidylserine contains (a) Phosphatidylserine and at least a calcium compounds that (b) is selected from calcining calcium, calcium oxide and the tricalcium phosphate.
2. compositions according to claim 1 wherein, is scaled dry weight, (a) the containing of Phosphatidylserine and (b) calcium compounds proportional be (a): (b)=and 1:0.0001 ~ 10.
3. compositions according to claim 1 and 2 wherein, is scaled dry weight, and (a) content of Phosphatidylserine is 0.1 ~ 80 weight % with respect to total composition.
4. according to any described compositions in the claim 1 ~ 3, wherein, be scaled dry weight, (b) content of calcium compounds is 0.1 ~ 80 weight % with respect to total composition.
5. according to any described compositions in the claim 1 ~ 4, wherein, compositions is food compositions, medical composition or cosmetic composition.
6. the stabilization agent of a Phosphatidylserine contains at least a calcium compounds that is selected from calcining calcium, calcium oxide and the tricalcium phosphate.
7. the stabilization method of a Phosphatidylserine mixes (a) Phosphatidylserine and at least a calcium compounds that (b) is selected from calcining calcium, calcium oxide and the tricalcium phosphate.
8. use that at least a calcium compounds that is selected from calcining calcium, calcium oxide and the tricalcium phosphate is used to prepare the Phosphatidylserine stabilizing agent.
9. calcium compounds that is used for stablizing Phosphatidylserine, this calcium compounds are selected from least a in calcining calcium, calcium oxide and the tricalcium phosphate.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010-112685 | 2010-05-14 | ||
| JP2010112685 | 2010-05-14 | ||
| PCT/JP2011/061012 WO2011142445A1 (en) | 2010-05-14 | 2011-05-13 | Composition containing stabilized phosphatidylserine |
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| CN102844034A true CN102844034A (en) | 2012-12-26 |
| CN102844034B CN102844034B (en) | 2017-03-15 |
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| CN201180019181.7A Active CN102844034B (en) | 2010-05-14 | 2011-05-13 | Compositionss containing stable Phosphatidylserine |
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| JP (1) | JP5866667B2 (en) |
| CN (1) | CN102844034B (en) |
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| WO (1) | WO2011142445A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107727755A (en) * | 2017-09-06 | 2018-02-23 | 南通励成生物工程有限公司 | A kind of detection method of phosphatidylserine |
| CN109700816A (en) * | 2018-12-29 | 2019-05-03 | 南通励成生物工程有限公司 | Phosphatidylserine enteric coated formulation and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2017095585A (en) * | 2015-11-24 | 2017-06-01 | 靖志 鎌田 | Powder detergent |
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| JP2000042401A (en) * | 1998-07-27 | 2000-02-15 | Kiteii:Kk | Powdering of liquid and oily functional substance |
| JP2005263668A (en) * | 2004-03-17 | 2005-09-29 | Nof Corp | Aqueous composition containing phosphatitylserine and application |
| EP1736532A1 (en) * | 2004-03-18 | 2006-12-27 | Kitii Corporation | Method for producing calcium component powder containing oil-soluble substance |
| WO2009101967A1 (en) * | 2008-02-12 | 2009-08-20 | Wakunaga Pharmaceutical Co., Ltd. | Phosphatidylserine complex and method for stabilization of phosphatidylserine |
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| JPH05320180A (en) * | 1992-05-20 | 1993-12-03 | O Ii M Network:Kk | Stabilization of physical property of lecithin |
| JP4446918B2 (en) * | 2005-03-31 | 2010-04-07 | 三基商事株式会社 | Royal jelly-containing food composition and method for producing the same |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000042401A (en) * | 1998-07-27 | 2000-02-15 | Kiteii:Kk | Powdering of liquid and oily functional substance |
| JP2005263668A (en) * | 2004-03-17 | 2005-09-29 | Nof Corp | Aqueous composition containing phosphatitylserine and application |
| EP1736532A1 (en) * | 2004-03-18 | 2006-12-27 | Kitii Corporation | Method for producing calcium component powder containing oil-soluble substance |
| WO2009101967A1 (en) * | 2008-02-12 | 2009-08-20 | Wakunaga Pharmaceutical Co., Ltd. | Phosphatidylserine complex and method for stabilization of phosphatidylserine |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107727755A (en) * | 2017-09-06 | 2018-02-23 | 南通励成生物工程有限公司 | A kind of detection method of phosphatidylserine |
| CN109700816A (en) * | 2018-12-29 | 2019-05-03 | 南通励成生物工程有限公司 | Phosphatidylserine enteric coated formulation and preparation method thereof |
| CN109700816B (en) * | 2018-12-29 | 2020-10-16 | 南通励成生物工程有限公司 | Phosphatidyl serine enteric-coated preparation and preparation method thereof |
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| Publication number | Publication date |
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| TWI558326B (en) | 2016-11-21 |
| JPWO2011142445A1 (en) | 2013-07-22 |
| CN102844034B (en) | 2017-03-15 |
| JP5866667B2 (en) | 2016-02-17 |
| TW201204270A (en) | 2012-02-01 |
| WO2011142445A1 (en) | 2011-11-17 |
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