JP2008179563A - Functional material and functional food comprising useful phospholipid composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a functional material improving a physiological activity and comprising a useful phospholipid composition by using a liposome composed of a useful phospholipid and a pressure-sensitive adhesive composition or the liposome, the pressure-sensitive adhesive composition and a functional substance as active ingredients and effectively utilizing synergistic functions thereof. <P>SOLUTION: The functional material 1 comprises the liposome 2 composed of the useful phospholipid composition containing an omega-3 highly unsaturated fatty acid-bound phospholipid and the pressure-sensitive adhesive composition 3 as the active ingredients. The liposome 2 may be coated with the pressure-sensitive adhesive composition 3 or the functional substance may be encapsulated in the liposome 2 composed of the useful phospholipid composition. The functional material can be produced by emulsifying the useful phospholipid in water, forming the liposome 2 and mixing the resultant liposome 2 with a solution composed of the pressure-sensitive adhesive composition 3. Thereby, the intracorporeal absorption efficiency of the liposome 2 or the functional substance can be improved to exhibit physiological functions equal to or better than those of the functional substance in a small amount. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to a functional material containing a useful phospholipid composition and a functional food to which the functional material is added. More specifically, a functional material comprising a liposome composed of a useful phospholipid composition and an adhesive composition as active ingredients, a functional material further containing a functional substance in the functional material, and the functional material It relates to functional foods.

  Recently, various functional foods are attracting attention as health consciousness increases. One of them is a useful phospholipid obtained from fish and shellfish (see Patent Document 1 and Non-Patent Document 1). This is rich in polyunsaturated fatty acid esters such as EPA (eicosapentaenoic acid) and DHA (docosahexaenoic acid), which are useful for human health. ing.

  There are various components that constitute various functional substances useful for the human body, but for example, lipophilic components are hardly soluble in human body fluids consisting of water, blood, etc., so the absorption efficiency into the human body is not necessarily high, Expensive and valuable materials may be wasted. Various formulation techniques for improving the absorption efficiency of these lipophilic components and hydrophilic components have been devised, and have become important elemental technologies in the food and pharmaceutical fields.

  As a material mainly belonging to the category of functional foods, it is widely used recently to improve body modulation (metabolic syndrome, etc.) resulting from disorder of lifestyle habits by ingesting various naturally derived functional food materials. There is something that became. Among these, there are many expensive materials with a small supply amount because it is difficult to obtain raw materials and the production amount is limited. For example, Agaricus (Non-Patent Document 2), Coenzyme Q10 (Non-Patent Document 3), blueberry, lutein, astaxanthin and the like can be mentioned. It is desired to improve the bioavailability of these expensive and valuable functional substances, that is, to achieve the same or better effect in a smaller amount.

  In recent years, it has been disclosed in Patent Documents 3 to 6 and Non-Patent Document 4 that chitosan is used as a coating for pharmaceuticals and the like. Patent Document 7 discloses a functional food comprising a health food material and egg yolk phospholipid or soybean phospholipid.

Japanese Patent Laid-Open No. 11-123052 JP 2002-272493 A Special Table 2002-514186 Special table 2002-540077 gazette Special Table 2004-506003 JP 2005-298407 A JP 2006-271400 A Yoshie Inoue, Food and Development, 31, 1, p. 49 Agaricus Internet <URL: HYPERLINK "http://www.aicplus.com/about" http://www.aicplus.com/about agaricus / index.html, searched on August 19, 2005 Japan Coenzyme Q Association Internet <URL: HYPERLINK "http://www.coenzymeq-jp.com/enterprise.html#q10" http://www.coenzymeq-jp.com/enterprise.html#q10, August 2005 Search on the 19th H. Takeuchi and three others, “Mucoadhesive properties of carbopal or chitosan-coated liposomes and their effectiveness in the oral administration of calcitomin to rats”, Journal of Controlled Release, Vol.86, pp.235-242,2003 Fragrance journal, no. 15, p. 68-76, 1965

  However, there is a problem that functional materials usable for functional foods and preparations that can more efficiently absorb functional substances that are useful and expensive for the human body have not been obtained.

  In view of the above problems, the present invention uses a liposome composed of useful phospholipids and a substance that coats the liposome as active ingredients, or further encapsulates a functional substance in the liposome to effectively make these synergistic functions effective. The purpose is to provide a functional material containing a useful phospholipid composition and a functional food containing the same, which are utilized to improve physiological activity.

  The inventors of the present invention have conducted intensive research and administered a combination of a liposome composed of useful phospholipids and an adhesive composition together, or a functional material containing a functional substance in addition to the above materials. The present inventors have found that the physiological function can be enhanced as compared with the case where a substance alone is administered, and have completed the present invention.

In order to achieve the above object, the functional material containing the useful phospholipid composition of the present invention effectively uses a liposome comprising a useful phospholipid composition containing an omega-3 highly unsaturated fatty acid-binding phospholipid and an adhesive composition. It is characterized by being an ingredient. The liposome may be coated with an adhesive composition.
According to the above configuration, the functional material containing a useful phospholipid composition having a very high bioactivity function due to the synergistic effect of the bioactivity function of the phospholipid composition useful for the human body and the adhesive composition covering the liposomes. Can be provided.

Moreover, the functional material containing the useful phospholipid composition of the present invention comprises a liposome composed of a useful phospholipid composition containing omega-3 highly unsaturated fatty acid-binding phospholipid, an adhesive composition and a functional substance as active ingredients. It is characterized by that. The functional substance may be encapsulated in the liposome. The adhesive composition may coat the liposome encapsulating the functional substance.
According to this configuration, the functional substance useful for the human body contains liposomes formed from useful phospholipids with excellent emulsifiability, an adhesive composition, and a functional substance. The physiologically active function can be improved by increasing.

In the above configuration, the omega-3 highly unsaturated fatty acid-binding phospholipid is preferably 10% by weight or more, preferably 20% by weight or more of the fatty acid ester-bonded in the phospholipid, with DHA (docosahexaenoic acid) and / or EPA ( Eicosapentaenoic acid).
The omega-3 highly unsaturated fatty acid-binding phospholipid is preferably a useful phospholipid composition in which the omega-3 highly unsaturated fatty acid content is increased by transesterification.
The substance that coats the liposome is preferably composed of chitosan or a sugar chain-forming monosaccharide. The sugar chain-forming monosaccharide is preferably mannose.

The functional substance is preferably a functional food material. The functional substance may be a pharmaceutical material. This functional substance is preferably Agaricus or Coenzyme Q10.
The omega-3 polyunsaturated fatty acid-binding phospholipid is preferably derived from an aquatic product, and the aquatic product may be any of a fish egg, a marine animal gonad, a squid, a scallop, a starfish, a seaweed, and a microorganism. .
According to the said structure, the liposome which consists of useful phospholipids is a natural origin omega-3 highly unsaturated fatty acid binding phospholipid, the substance which coat | covers a liposome consists of chitosan or mannose, or, further, a food material or a pharmaceutical A functional material including a useful phospholipid composition containing a functional substance made of the material can be provided. In particular, when the functional substance is agaricus or coenzyme Q10, the effect is remarkable, and a higher physiologically active function can be expressed than any simple substance of omega-3 highly unsaturated fatty acid-binding phospholipid or agaricus.

The functional food of the present invention is preferably added with a functional material containing the useful phospholipid composition. In this case, the functional food may be a beverage.
According to the said structure, the functional food which can take in the functional raw material containing the useful phospholipid composition which encloses a functional substance from solid food, a drink, etc. can be provided.

  According to the present invention, a liposome can be coated from a useful phospholipid composition, or a functional substance composed of a food material or a pharmaceutical material can be encapsulated in the liposome to improve its bioavailability. A food containing a functional material and a functional material can be provided. In particular, when the beverage is drunk, the absorption efficiency of the functional substance in the body can be improved.

Hereinafter, embodiments of the present invention will be described in detail with reference to the drawings.
First, a functional material containing the useful phospholipid composition of the present invention will be described.
FIG. 1 schematically shows the structure of a functional material containing the useful phospholipid composition of the present invention. In the figure, the functional material 1 containing the useful phospholipid composition of the present invention comprises a liposome 2 comprising the useful phospholipid composition and an adhesive composition 3 as active ingredients. Liposomes 2 are constituted by the useful phospholipid composition forming fine particles in water. The particle size of the liposome 2 varies depending on the conditions for liposome formation, and is usually 10 μm or less, preferably 1 μm or less.

  The functional material 1 containing the useful phospholipid composition of the present invention comprises a liposome 2 and an adhesive composition 3 comprising the useful phospholipid composition as active ingredients, and the liposome 2 is coated with the adhesive composition 3. Also good.

In a useful phospholipid composition containing a useful phospholipid as a main component, the phospholipid is, for example, a glycerin phosphate ester represented by the chemical formula (1), and is often found in seafood, egg yolk and soybeans. Included and extracted.
Here, R ₁ COO and R ₂ COO are fatty acid residues, and X is selected from choline (PC), ethanolamine (PE), inositol (PI), serine (PS), and glycerol (PG). Such as an alcohol amine group. The group X may be a group in which a polyhydric alcohol is ester-bonded.

Examples of such glycerin phosphates include phosphatidylcholine represented by chemical formula (2) and phosphatidylserine represented by chemical formula (3).
Here, R ₁ COO and R ₂ COO are fatty acid residues, and X of the glycerol phosphate ester represented by the chemical formula (1) is choline (PC) or serine (PS).

Chemical structural formulas in the case where the fatty acid residue as R ₁ COO is a DHA (docosahexaenoic acid) group or an EPA (eicosapentaenoic acid) group are shown in the following formulas (4) and (5). These DHA and EPA are both called omega (ω) -3 highly unsaturated fatty acids because the carbon located third from the end has an unsaturated bond, and such omega-3 Phospholipids containing polyunsaturated fatty acids are omega-3 polyunsaturated fatty acid binding phospholipids. In the present invention, omega-3 highly unsaturated fatty acid-binding phospholipid is referred to as useful phospholipid, or simply omega-3 binding phospholipid or n-3 phospholipid.

  Useful phospholipids have a structure that has a well-balanced phosphate group as a hydrophilic group and alkyl groups and alkenyl groups as a lipophilic group, so that it has a surfactant function and is in water, in human body fluids, in human body cells. Etc. to form liposomes 2 which are fine particles. The hydrophilic component is likely to be encapsulated in the aqueous phase portion inside the liposome 2 having a phospholipid bilayer structure on the outer surface. On the other hand, the lipophilic component is included by forming a loose bond (affinity) with the hydrophobic group structure of the double membrane structure. Therefore, the liposome 2 can take in the adhesive composition 3 and a functional substance described later regardless of hydrophilicity or hydrophobicity to form fine particles.

The chemical substance that forms an ester bond to the phosphate portion of the useful phospholipid is mainly phosphatidylcholine, which is choline. However, if phosphatidylserine, which is a phospholipid with serine, coexists, the surface of the liposome is positively charged. By providing the above, it is possible to electrically repel each other in the liquid and to significantly increase the stability of the liposome in the dispersion. The coexistence concentration is 5% by weight or more and the stability is remarkable, and 60% by weight or less is preferable. In addition, it is essential that the fatty acid that forms an ester bond in the useful phospholipid contains DHA and / or EPA, which are omega-3 highly unsaturated fatty acids. The effect of the present invention can be obtained if omega-3 highly unsaturated fatty acid is contained even in a small amount, but the higher the concentration, the more effective. Specifically, a clear effect is exhibited at 10% by weight or more of the fatty acid ester-bonded in the useful phospholipid, but 20% by weight or more is more desirable.
Here, phosphatidylserine may be produced by extraction from phospholipids derived from aquatic products, or can be produced by converting phospholipids such as phosphatidylcholine by phosphatidyl group transfer reaction in the presence of L-serine ( Patent Document 2). Moreover, you may extract by transesterification by an enzyme method etc. Furthermore, by adding cholesterol appropriately in the range of 1% by weight to 50% by weight, the strength of the liposome membrane can be increased and the dispersion stability can be enhanced.
In addition, the functional material 1 containing the useful phospholipid composition of the present invention is also referred to as a liposomal preparation 1 containing the adhesive composition 3 as appropriate or simply as a liposomal preparation 1.

  The liposome 2 is a closed vesicle that forms a bimolecular membrane composed of useful phospholipids and has an aqueous phase therein. This is different from a system in which one of two liquids such as water and oil that are not mixed is finely dispersed and dispersed in the other phase, which is emulsification (emulsion). In normal emulsification, the emulsion is stabilized using a surfactant or the like. Although useful phospholipids themselves have a surfactant action, they are used as liposome bilayers in the present invention. As the form of liposomes, multilamellar liposomes (0.1 to several μm) and unilamellar liposomes (0.01 to several μm) are known. The former includes multilamellar liposomes (MLV), multilamellar liposomes (OLV), and multiphase liposomes, and the latter includes small unilamellar liposomes (SUV), large unilamellar liposomes (LUV), and a giant one. There are membrane liposomes (GUV). As long as the necessary amount of functional substance can be retained in the internal aqueous phase or bilayer membrane phase, any of them may be used, but single membrane liposomes are preferable. Here, as a method for preparing / manufacturing the liposome 2, a vortexing method, a sonication method, a reverse-phase evaporation method, or the like can be used (see Non-Patent Document 5). The mass production method may be a polyhydric alcohol method, a heating method, a spray drying method, a mechanochemical method, or the like.

  As the adhesive composition 3 for coating the liposome 2, a substance that easily adheres to a tissue such as a mucous membrane in a living body and decomposes in the living body is preferable, and a material made of a polymer, particularly a biological material, is preferably used. Can do. Such materials include chitosan and mannose. When the liposome 2 is covered with the adhesive composition 3, the minimum thickness of the adhesive composition 3 is estimated to be about 0.3 nm to 10 nm from the molecular size.

  According to the functional material 1 containing the useful phospholipid composition of the present invention, the bioactive function is extremely effective due to the synergistic effect of the bioactive function of the liposome 2 composed of the phospholipid composition useful for the human body and the adhesive composition 3. A highly functional food can be provided. In particular, when the adhesive composition 3 is chitosan or mannose, it easily adheres to the inner wall of the intestine such as the small intestine or the large intestine, and lengthens the residence time of the functional material containing the useful phospholipid composition in the intestine. The effect is remarkable, and a higher bioactive function can be expressed than the phospholipid composition alone.

Next, as another functional material of the present invention, useful phospholipids comprising as an active ingredient liposome 2 composed of a useful phospholipid composition such as omega-3 binding phospholipid, adhesive composition 3 and a functional substance The functional material containing the composition will be described.
The liposome 2, the adhesive composition 3, and the functional substance may be mixed, or a mixture in which the functional composition is encapsulated in the liposome 2 and the adhesive composition 3 is mixed. In addition, the functional material containing the useful phospholipid composition of the present invention is also referred to as a liposome preparation containing the adhesive composition 3 and the functional substance 5 or simply a liposome preparation.

  FIG. 2 schematically shows another structure of the functional material containing the useful phospholipid composition of the present invention. In the figure, a functional material 10 containing a useful phospholipid composition has a functional substance 5 encapsulated inside a liposome 2, and the liposome 2 is further coated with an adhesive composition 3.

In the liposome 2 encapsulating the functional substance 5, useful phospholipids are emulsified and aggregated in water to form fine particles. The particle diameter of the liposome 2 varies depending on the liposome formation conditions, and is usually 10 μm or less, more preferably 1 μm or less.
Here, as the liposome 2 composed of useful phospholipids and the adhesive composition 3 covering the liposomes, the same materials as described above can be suitably used. Furthermore, useful phospholipids may be modified or derivatives of phospholipids to which omega binds and have a liposome effect. Such a lipid may be a glycolipid such as digalactosyl diacylglycerol (DGDG).

  The functional substance 5 encapsulated in the liposome may be anything as long as it is a functional food material or a pharmaceutical material. Such functional food materials include mushroom extract extracts such as Agaricus, Meshimakobu, Hanabiratake, coenzyme Q10, water-soluble peptides, carotenoids such as carotene, polyphenols, tea catechins, ginkgo biloba extract, various herbs, isoflavones, etc. Flavonoids, folic acid, vitamins, minerals, amino acids, tocopherol, glucosamine, hyaluronic acid, chondroitin sulfate, collagen, fucoidan, chitin, chitosan, blueberry, lutein, astaxanthin, and omega-3s such as DHA and EPA Examples include fatty acids and conjugated fatty acids (CLA). Among these, Agaricus is known to show a remarkable anticancer effect. In addition, coenzyme Q10 is a substance that is also produced in human cells and is called a “genuine element” of the human body, and many products are sold as adjuvants for health, beauty and physical fitness.

  In general, pharmaceuticals have inconvenient side effects unlike foods. For example, anticancer agents such as adreamycin, cisplatin, and taxol are widely used for the treatment of cancer because they exhibit an excellent cancer killing cell effect. However, when the amount used is increased in order to enhance the effect, side effects such as hair loss and nausea become stronger, which is an obstacle to treatment. When the efficacy of these pharmaceuticals is enhanced by the functional material containing the useful phospholipid composition of the present invention, the amount of the pharmaceuticals used can be reduced and the level of side effects can be greatly reduced. As a result, it is also an excellent effect of the present invention that the quality of life of the patient can be remarkably improved.

According to the functional material 10 containing the useful phospholipid composition of the present invention, due to the synergistic effect of the bioactive function of the liposome 2, the adhesive composition 3, and the functional substance 5 made of a phospholipid composition useful for the human body. It is possible to provide a functional food having an extremely high physiological activity function.
In particular, when the adhesive composition 3 is a substance that adheres to the intestinal mucosa, such as chitosan or a sugar chain-forming monosaccharide, it easily adheres to the inner wall of the intestine such as the small intestine and the large intestine, and is useful phosphorus The effect of prolonging the residence time in the intestine of the liposome 2 and the functional substance 5 made of the lipid composition is remarkable, and a higher bioactive function than that of the phospholipid composition alone can be expressed. Examples of sugar chain-forming monosaccharides include mannose, glucose, xylose, lactose, fucose, N-acetylgalactosamine, and N-acetylneuraminic acid. For general food use, in the case of chitosan, it is preferable to use a product purified so as to be allergen-free. Mannose has the advantage that there are no side effects of allergens.

  The functional material 10 containing the useful phospholipid composition of the present invention can be produced by encapsulating the functional substance 5 in the liposome 2 when forming the liposome 2 composed of the useful phospholipid. In this case, the functional substance 5 is added to the inside of the liposome 2 in an amount of 1 to 90% by weight, preferably 20 to 70% by weight.

According to the functional material containing the useful phospholipid composition of the present invention, as shown in FIG. 2, the liposome 2 is formed with the useful phospholipid and the functional substance 5 is encapsulated therein. A functional material 10 composed of liposomes of useful phospholipids encapsulating a functional substance 5 that improves bioavailability can be provided. Therefore, when the functional material 10 containing the useful phospholipid composition of the present invention is used, it is possible to exert physiological functions more than the administration of the functional substance 5 alone.
In this case, useful phospholipids are known to have many physiological activities, and are also good surfactants. Therefore, the functional material in which the useful phospholipid itself is made into a liposome and the functional material 5 is encapsulated therein can be dispersed without using other additives such as a special surfactant. For this reason, the liposome 2 can be efficiently formed by adding a useful phospholipid to water and applying a treatment to form a lipid bilayer membrane of phospholipid.

  Furthermore, since useful phospholipids have physiological activities such as liver function improvement, blood pressure lowering, antiallergy, improvement of learning functions such as memory ability, and anticancer, for example, the active ingredient of functional substance 5 and useful phospholipids The overall physiological function can also be improved by a synergistic effect with the physiologically active ingredient.

  Here, as a mechanism for improving the physiologically active function, the absorbability in the small intestine is increased, the decomposition of the functional substance 5 in the intestine or in the body is maintained, the blood concentration is maintained by sustained release, the biological membrane and It is thought that this is due to the fact that it has a similar structure and promotes interaction with cells. It is also estimated that the functional substance 5 can be accumulated at a high concentration in a specific part of the living body (disease target part). Furthermore, activation of immune cells in the Peyer's patch of the intestinal tract, and liposome 2 prepared with omega-3 highly unsaturated fatty acid-binding phospholipids are effective in inhibiting the growth of cancer cells, or omega-3 highly unsaturated fatty acids. Various factors such as a synergistic effect with other physiological functions of the bound phospholipid itself, or a combined effect thereof can be considered, but details are unknown.

Next, the manufacturing method of the functional material containing the liposome 2 which consists of a useful phospholipid composition of this invention is demonstrated.
A functional material 1 comprising a liposome 2 composed of a useful phospholipid composition and an adhesive composition 3 comprises a solution containing the adhesive composition 3 in a liposome suspension obtained by emulsifying a useful phospholipid composition in water. It can manufacture by mixing. As another manufacturing method, the liposome suspension is introduced into a spray-drying fluidized tank, and the liposome fine particles in the tank are sprayed with a solution composed of the adhesive composition 3, thereby coating the liposome fine particles with the adhesive composition 3. May be.

  The functional material 10 comprising the liposome 2, the adhesive composition 3 and the functional substance 5 comprising the useful phospholipid composition is first useful by mixing the functional substance 5 in the useful phospholipid composition, emulsifying it, and using the functional material 10. It can be produced by forming the liposome 2 of the phospholipid composition and mixing the adhesive composition solution into the liposome suspension mixed with the functional substance 5. In this case, the liposome 2 containing the functional substance 5 may be formed by emulsification in water, and the adhesive composition 3 may be further mixed. As another production method, a suspension comprising the liposome 2 and the functional substance 5 is introduced into a spray-drying fluidized tank, and a solution comprising the adhesive composition 3 on the fine particles comprising the liposome 2 and the functional substance 5 in the tank. The adhesive composition 3 may be coated on the liposome fine particles by spraying.

  The emulsification can be carried out by vigorously stirring water, the useful phospholipid composition and the functional substance 5 or by jetting them through the fine pores. In particular, when the functional substance 5 is hydrophilic, the functional substance 5 is easily taken into the phospholipid bilayer membrane of the liposome 2 to easily form a uniform emulsion (see FIG. 2). Further, when the functional substance 5 is lipophilic, a part or all of the functional substance 5 is sandwiched between the layers of the phospholipid bilayer inside the liposome 2 and held, that is, included in the phospholipid. The particle size of the liposome 2 formed by emulsification is 10 μm or less. The smaller the particle size, the more stable the liposome 2 in an aqueous medium, and the stability is improved when 5% by weight or more of serine is contained as a chemical substance that is ester-bonded to a phosphate moiety in a useful phospholipid. The particle size distribution can be appropriately adjusted by the method of liposome formation. What is necessary is just to design a particle size and a particle size distribution suitably according to a use.

  Useful phospholipids include fish eggs such as salmon roe, demolition waste such as bonito and tuna, and omega-3 that has been extracted and purified from oils derived from aquatic products such as gonads, squid, starfish, scallops, seaweed, and microorganisms. Polyunsaturated fatty acid binding phospholipids can be used.

  The adhesive composition 3 may be used by dissolving the adhesive composition 3 in an acidic or alkaline buffer solution to a predetermined pH and diluting with distilled water to an appropriate concentration before mixing with the liposome 2. it can. Depending on the pH dependence when the adhesive composition 3 dissolves, the pH is preferably at least 3 or more and 10 or less, considering the stability of the liposome 2 after mixing the liposome 2 and the adhesive composition 3, Neutral is particularly preferable when the pH is in the range of 6-7. Outside the above range, the stability of the liposome 2 after mixing of the liposome 2 and the adhesive composition 3 is lost, which is not preferable.

  According to the above production method, the functional material 1 containing the useful phospholipid composition can be efficiently produced by converting the useful phospholipid itself into a liposome and mixing the adhesive composition 3.

  According to the above production method, the useful phospholipid and the functional substance 5 are mixed, the useful phospholipid is made into a liposome and simultaneously mixed with the functional substance 5, or the functional substance 5 is encapsulated in the liposome 2, The functional material 10 containing a useful phospholipid composition can be efficiently produced by mixing the adhesive composition 3.

Hereinafter, the present invention will be described in more detail with reference to examples.
As Example 1, a liposome preparation 1 containing a useful phospholipid composition containing a useful phospholipid composition and an adhesive composition 3 as active ingredients was produced.
An omega-3 highly unsaturated fatty acid-binding phospholipid derived from squid meal was prepared by a thin film peeling method. Specifically, phosphatidylcholine (PC) derived from squid meal, the same phosphatidylserine (PS), and cholesterol in a molar ratio of 9: 1: 10 were dissolved in an organic solvent, and then the solvent was distilled off in an eggplant type flask. A thin film was formed. Next, 100 times the amount of omega-3 polyunsaturated fatty acid-binding phospholipid thus obtained was added and stirred with a vortex mixer until the lipid thin film was completely peeled off to prepare a liposome dispersion. did. On the other hand, chitosan (product name: Daichitosan VL manufactured by Katakura Chikkarin Co., Ltd.) was dissolved in an acetate buffer. The chitosan concentration was 1% by weight and the pH was 6. The chitosan solution was kept at -20 ° C. Prior to use, this solution was diluted 1.5 times with distilled water to a concentration of 0.67% by weight. 0.5 cm ³ of the liposome suspension was added dropwise to the 2 cm ³ chitosan solution with stirring at 600 rpm for 1 hour at room temperature. The resulting suspension was allowed to stand at 4 ° C. for a whole day and night, and a functional material of Example 1 consisting of a liposome 2 composed of a phospholipid composition and an adhesive composition 3 was prepared.

  In the same manner as in Example 1, the functional material of Example 2 was prepared in which the liposome 2 composed of a useful phospholipid composition was coated with the adhesive composition 3 composed of chitosan.

  A liposome dispersion was prepared in the same manner as in Example 1. Specifically, the liposome 2 was hydrated with an aqueous extract of water and agaricus and stirred for 20 minutes with a vortex mixer to form liposomes. The liposome 2 was passed through a two-stage filter (Whaten Inc., Newton, MA, USA) membrane filter made of polycarbonate resin and having a pore size of 0.4 μm for 5 times to perform sizing and sterilization. In the same manner as in Example 1, a chitosan solution was mixed into this liposome suspension, and the mixture was allowed to stand overnight to be stabilized. The liposome of Example 3 comprising liposome 2, chitosan 3 and agaricus 5 comprising a useful phospholipid composition. Formulation 10 was prepared.

Next, a comparative example will be described.
(Comparative Example 1)
Liposomes composed of squid squid omega-3 highly unsaturated fatty acid-binding phospholipids of Comparative Example 1 were prepared in the same manner as in Example 1 except that chitosan 3 was not mixed. In the liposome preparation of Comparative Example 1, the content of omega-3 highly unsaturated fatty acid-binding phospholipid mainly composed of DHA per 1 cm ³ of the emulsion is 0.2 mg / cm ³ .
(Comparative Example 2)
The chitosan solution of Example 1 was used as Comparative Example 2.

Next, the effect of each composition prepared in Examples 1 and 2 and Comparative Examples 1 and 2 will be described.
Each composition was mixed with water to allow mice (BALB / c) to freely ingest it as a drink, and the effect on cancer cells (SP2tumors) inoculated into the mice was examined. The beverage was given every day from the seventh day after cancer cell inoculation.
Here, the mouse used for the test was a BALB / c male (nu / nu), admitted to the room at 5 weeks of age, and started the test at 6 weeks of age. For cancer cells SP2, 300,000 cells of each head were subcutaneously administered to the right armpit of 7 mice (number of samples n = 7). The mice were bred with a diet CL2 made by CLEA Japan. Further, the concentration of each composition prepared in Examples 1 and 2 and Comparative Examples 1 and 2 to water was 0.4 mg / cm ³ .
In addition, the mouse | mouth which made free intake only the water which does not add the composition of Example 1, 2 and Comparative Example 1, 2 was made into the control group.

FIG. 3 is a graph showing weight gain of mice when water containing the compositions of Examples 1 and 2 and Comparative Examples 1 and 2 is freely consumed. In the figure, the horizontal axis represents the number of days (7, 14, 21, 28, 35) every 7 days immediately after cancer cell inoculation, and the vertical axis represents the average weight gain (g) for each group. The error bars shown in FIG. 3 and FIGS. 4 and 5 to be described later are all ± 1 standard deviation values. In FIG. 3 and FIGS. 4 and 5 to be described later, the data of mice that freely ingested water without any of the above-mentioned compositions for comparison and control were not administered to Example 1 and Comparative Examples 1 and 2. As shown together.
As is apparent from FIG. 3, it can be seen that until the 28th day, the weight gain in the case of Example 1 and Example 2 is larger than that in Comparative Example 1, Comparative Example 2 and no administration.

FIG. 4 is a diagram showing changes in the volume of cancer cells inoculated into mice when water containing the compositions of Examples 1 and 2 and Comparative Examples 1 and 2 was freely ingested. In FIG. 4, the horizontal axis represents the number of days after cancer cell inoculation, and the vertical axis represents the average value (mm ³ ) of cancer cell volume for each group.
As is clear from FIG. 4, the amount of cancer cells on the 28th day was 2.3 mm ³ , 2.8 mm ³ , 5.7 mm in Example 1, Comparative Example 1, Comparative Example 2, and no administration, respectively. ³ , 4 mm ³ , 5 mm ³ , and in Examples 1 and 2, the growth was about 50% or less compared to the case of no administration. Thus, in the case of the compositions of Examples 1 and 2, the effect of suppressing the growth of cancer cells was remarkably recognized.

FIG. 5 is a graph showing the weight% of cancer cells inoculated into mice when water containing the compositions of Examples 1 and 2 and Comparative Examples 1 and 2 is freely ingested. In FIG. 4, the horizontal axis indicates the number of days after cancer cell inoculation, and the vertical axis indicates the weight percentage of cancer cells for each group.
As is clear from FIG. 5, the weight% of cancer cells on the 35th day was 11% in each of Example 1, Example 2, Comparative Example 1, Comparative Example 2 and no administration (about 10% of no administration). 37%), 8% (approximately 27% without administration), 25%, 21%, and 30%. In the case of the composition of Example 1, the weight percentage of cancer cells is about 37% without administration, and in the case of the composition of Example 2, the weight percentage of cancer cells is about 27% without administration. In any case, the effect of suppressing the growth of cancer cells was remarkably recognized.

  The present invention is not limited to the above-described embodiments, and various modifications are possible within the scope of the invention described in the claims, and it goes without saying that these are also included in the scope of the present invention. . For example, the pH of the adhesive composition solution in the production process of the liposomal preparations 1 and 10 and the chromatographic column of the purification process using a chromatographic method for useful phospholipids can be appropriately designed. It goes without saying that it is not limited to scallops and squids.

The structure of the functional raw material containing the useful phospholipid composition of this invention is shown typically. The other structure of the functional raw material containing the useful phospholipid composition of this invention is shown typically. It is a figure which shows the weight increase of the mouse | mouth when the water containing the composition of Example 1, 2 and Comparative Example 1, 2 was made to drink freely. It is a figure which shows the volume change of the cancer cell inoculated to the mouse | mouth when the water containing the composition of Example 1, 2 and Comparative Example 1, 2 was made to ingest freely. It is a figure which shows the weight% with respect to the body weight of the cancer cell inoculated to the mouse | mouth when the water containing the composition of Example 1, 2 and Comparative Example 1, 2 was ingested freely.

Explanation of symbols

DESCRIPTION OF SYMBOLS 1,10: Functional material 2: Liposome which consists of useful phospholipid 3: Adhesive composition 5: Functional substance

Claims (16)

  A functional material containing a useful phospholipid composition, characterized by comprising a liposome comprising a useful phospholipid composition containing an omega-3 highly unsaturated fatty acid-binding phospholipid and an adhesive composition as active ingredients.   A function comprising a useful phospholipid composition comprising a liposome comprising a useful phospholipid composition containing omega-3 highly unsaturated fatty acid-binding phospholipid and an adhesive composition covering the liposome as active ingredients Sex material.   Functionality including a useful phospholipid composition characterized by comprising a liposome comprising a useful phospholipid composition containing omega-3 polyunsaturated fatty acid-binding phospholipid, an adhesive composition and a functional substance as active ingredients Material. A liposome comprising a useful phospholipid composition containing omega-3 polyunsaturated fatty acid-binding phospholipid, an adhesive composition and a functional substance as active ingredients,
A functional material containing a useful phospholipid composition, wherein the functional substance is encapsulated in the liposome. Comprising a liposome comprising a useful phospholipid composition containing omega-3 highly unsaturated fatty acid-binding phospholipid, an adhesive composition covering the liposome, and a functional substance,
A functional material containing a useful phospholipid composition, wherein the functional substance is encapsulated in the liposome.   The omega-3 polyunsaturated fatty acid-binding phospholipid is 10% by weight or more, preferably 20% by weight or more, of DHA (docosahexaenoic acid) and / or EPA (eicosapentaenoic acid). A functional material comprising the useful phospholipid composition according to any one of claims 1 to 5,   The useful phospholipid according to claim 6, wherein the omega-3 highly unsaturated fatty acid-binding phospholipid is a useful phospholipid composition in which the content of omega-3 highly unsaturated fatty acid is increased by transesterification. Functional material containing the composition.   The functional material containing the useful phospholipid composition according to any one of claims 1 to 5, wherein the adhesive composition comprises chitosan or a sugar chain-forming monosaccharide.   The functional material containing the useful phospholipid composition according to claim 8, wherein the sugar chain-forming monosaccharide is mannose.   The functional material containing the useful phospholipid composition according to claim 1, wherein the functional substance is a functional food material.   The functional material containing the useful phospholipid composition according to claim 1, wherein the functional substance is a pharmaceutical material.   The functional material containing the useful phospholipid composition according to claim 1, wherein the functional substance is Agaricus.   The functional material containing the useful phospholipid composition according to any one of claims 1 to 5, wherein the functional substance is coenzyme Q10.   The omega-3 polyunsaturated fatty acid-binding phospholipid is derived from an aquatic product, and the aquatic product is any of fish eggs, aquatic animal gonads, squid, scallops, starfish, seaweed, and microorganisms. A functional material comprising the useful phospholipid composition according to any one of claims 1 to 5.   The functional foodstuff which added the functional raw material containing the useful phospholipid composition in any one of Claims 1-14 characterized by the above-mentioned.   The functional food according to claim 15, wherein the functional food is a beverage.