WO2016088700A1 - Procédé de production de composition contenant un constituant édulcorant à partir de siraitia grosvenorii - Google Patents

Procédé de production de composition contenant un constituant édulcorant à partir de siraitia grosvenorii Download PDF

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WO2016088700A1
WO2016088700A1 PCT/JP2015/083538 JP2015083538W WO2016088700A1 WO 2016088700 A1 WO2016088700 A1 WO 2016088700A1 JP 2015083538 W JP2015083538 W JP 2015083538W WO 2016088700 A1 WO2016088700 A1 WO 2016088700A1
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fruit
membrane
composition containing
extract
mogrosides
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PCT/JP2015/083538
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English (en)
Japanese (ja)
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裕詞 冨田
裕人 菅
慶亮 古▲はし▼
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横浜油脂工業株式会社
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Priority to JP2016562436A priority Critical patent/JP6612255B2/ja
Publication of WO2016088700A1 publication Critical patent/WO2016088700A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63—Steroids; Derivatives thereof
    • 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
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
    • A61K31/704—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/42—Cucurbitaceae (Cucumber family)

Definitions

  • the present invention relates to a method for producing a composition containing Rahan fruit sweetening components. More specifically, a composition containing the Luohan fruit sweetener component, which contains mogrosides generally known as a sweet ingredient of Luohan fruit in a high concentration, exhibits good sweetness quality, and has excellent functionality such as antioxidant properties, is industrially efficient. It relates to a method of manufacturing.
  • Rakanka is known as one of the natural sweeteners.
  • Lo Han Kuo (scientific name; Siraitia grosvenori (Swingle) C.) is a perennial perennial plant belonging to the Cucurbitaceae family, and its plant height reaches 5m, with tubers in the underground part. Have. It is distributed in South China and grows favorably on the slopes of mountainous areas with a lot of fog, which is cool and has a large temperature difference between day and night, mainly in the Guangxi Jiang Autonomous Region in Guilin, China. It is cultivated exclusively. Japan does not import the raw fruit of Rahan fruit, but imports dried Rahan fruit.
  • rahan fruit is often used as a sweetener for cooking by decocting dried and crushed and drinking it as rahan fruit tea, or by extracting rakan fruit with water or methanol.
  • Luo Han Fruit has been eaten as a traditional medicinal fruit in China since it is effective for bronchitis, tonsillitis, pharyngitis, coughing, expectoration, acute gastritis, and constipation.
  • Luo Han Fruit has pharmacological actions such as antioxidant action (anti-aging action, anti-cancer action) that eliminates active oxygen (free radicals) and hypoglycemic action, and can be used to prevent and treat hypertension and diabetes. It is becoming increasingly clear that it is effective.
  • Active oxygen is a compound in which oxygen molecules contained in the atmosphere are changed to more reactive compounds, and by capturing unpaired electrons, oxygen molecules capture superoxide, hydroxyl radicals, hydrogen peroxide, singlet oxygen. It is a general term for things converted to. In recent years, it has been reported that active oxygen is involved in the development of many diseases, including cancer, stroke, and heart disease, which are the top causes of death. In general, it is believed that the oxidative power of active oxygen damages the body's cells and causes disease.
  • the enzyme that converts superoxide, which is one of the active oxygens, into harmless oxygen is superoxide dismutase (SOD), which catalyzes the conversion of superoxide into oxygen molecules and hydrogen peroxide.
  • SOD superoxide dismutase
  • Rahan fruit is attracting attention not only as a natural sweetener but also as a health and functional food material.
  • the sweetness characteristics of Rahan fruit are mainly derived from various triterpene glycosides, among which mogroside V, mogroside IV, 11-oxomogroside V, and siamenoside I (hereinafter referred to as “mogrosides”). )) Is the main sweetening ingredient of Luo Han Fruit.
  • Mogrosides which are sweetening ingredients contained in Luohan fruit, have a sweetness intensity several hundred times that of sucrose and sweetness similar to sucrose, compared to stevia extract and licorice extract belonging to the same natural sweetener. It is generally used as a diet sweetener because it exhibits good sweetness characteristics and is not used as energy in the body.
  • the “type containing only a small amount of the Luohan fruit sweetening ingredient” is a product containing only a small amount of mogrosides.
  • the composition containing the Luohan fruit sweetening ingredient having a mogroside content of about 33% by weight is 0.8%. It is added to sugar alcohols such as erythritol of about% by weight.
  • mogrosides are usually present in the product only in an amount of about 0.264% by weight, and the concentration of mogrosides in end foods using this as a sweetener is estimated to be about 5 to 20 ppm. . With such a small amount of mogrosides, it is considered difficult for consumers to expect sweet quality improvement and functionality by Rakan fruit.
  • Rakan fruit products are prepared by heat treatment, and are mainly distributed in dry fruit type or granule type in Japan.
  • components such as proteins contained in Rakan fruit are often heat-denatured by heating to exhibit a brown color, and it is considered that sweetness quality and functionality are greatly deteriorated.
  • the “refined processing type” Rahan fruit product has a mogroside content of about 5% to 50% by weight, and is mainly distributed as a food additive in the market. In this type, there is a habit of sweetness, and when added to food, it becomes a strange taste such as bitterness or the smell of Chinese medicine. Moreover, since the deterioration of quality over time (bitterness, odor of Chinese medicine, etc.) is caused, the usage is limited at present. The reason for this is that the current production method for Rahan fruit products can only produce products that have been refined to a mogroside content of about 5% to 50% by weight, so the product contains a large amount of components other than mogrosides. Conceivable.
  • the Rakan fruit products currently on the market as sweeteners are not so high in mogrosides and contain a large amount of other ingredients. As a result, the usage of the Luohan fruit product was also limited.
  • Luohan fruit products are generally manufactured using ordinary extraction and separation methods after grinding the fruit of Luo Han fruit.
  • a specific method for producing Rahan fruit products for example, as a method for producing Rahan fruit extract in which the total content of Mogroside V, Mogroside IV, 11-oxo-mogroside V and siamenoside I is 33% by weight or more, 1) Extracting the fruit with methanol to obtain a methanol extract 2) Mixing the methanol extract with water and degreasing with N-hexane 3) Applying the methanol extract after degreasing to column chromatography, 80% methanol, 100% methanol, and acetone To obtain an 80% methanol fraction that is a crude glycoside fraction.
  • Patent Document 2 a method for producing an antioxidant composition containing Rahan fruit glycoside having sweetness and antioxidant activity.
  • the raw fruit juice or extract of Rahan fruit is treated with one or more enzymes selected from pectinase enzyme, cellulase enzyme, hemicellulase enzyme, xylanase enzyme, protease enzyme and amylase enzyme.
  • pectinase enzyme selected from pectinase enzyme, cellulase enzyme, hemicellulase enzyme, xylanase enzyme, protease enzyme and amylase enzyme.
  • Rakan fruit powder excellent in water 0.2 to 2.0 parts by weight of Luo Han fruit extract with respect to 1 part by weight of water-solubilized branched cyclodextrin or cyclodextrin comprising 60% by weight or more thereof
  • a clathration treatment step of mixing and stirring an aqueous phase present in a ratio of the above, and a drying step of removing water from the mixed and stirred aqueous phase by rapid drying to form a powder of cyclodextrin and Rakan fruit extract has been reported (Patent Document 4).
  • the traditional Rakan fruit products produced industrially are not so high in the content of mogrosides that are sweet ingredients and contain a large amount of other ingredients, so the sweetness quality and functionality are not sufficient,
  • the range of use is also limited. Therefore, the present situation is that there is a strong demand from customers and consumers to develop Rakan fruit products that contain mogrosides at a high concentration, exhibit good sweetness quality, and have superior functionality such as antioxidant properties.
  • the present invention provides a method for industrially and efficiently producing a composition containing a sweet taste of rahan fruit that contains mogrosides at a high concentration, exhibits good sweetness quality, and is excellent in functionality such as antioxidant properties. This is the issue.
  • the present inventor has examined to solve the above problems, the cause of the deterioration of the sweet quality and functionality of the Luhan fruit product is not only the low content of mogrosides contained in the Luhan fruit product, It was found that the protein and polyphenol content was high. Therefore, we aimed to develop a method for increasing the content of mogrosides and reducing the content of proteins and polyphenols.
  • membrane treatment and gel chromatography with synthetic resin are used as a method for producing purified products using molecular sieves at the production level.
  • components with very close molecular weights of mogrosides and proteins and polyphenols are also used. There are many, and it is considered impossible to separate and purify only mogrosides.
  • the method of purifying the protein which is the target component to be removed, was decomposed by enzymatic treatment.
  • the added enzyme itself is a protein, resulting in protein contamination in the purified product, thereby achieving the purpose. It was difficult.
  • the present inventor has refined Rakan fruit extract using an immobilized enzyme membrane method that combines a membrane treatment method and an enzyme treatment method.
  • an immobilized enzyme membrane method that combines a membrane treatment method and an enzyme treatment method.
  • the present invention A process of extracting Rahan fruit with an aqueous solvent; Supplying the extract of Rakan fruit obtained in the extraction step to an immobilized enzyme membrane on which a protease is immobilized, and allowing the immobilized enzyme membrane to permeate while decomposing the protein in the extract; , Is a method for producing a composition containing sweet ingredients of Rahan fruit.
  • the present invention provides a highly purified Rakan fruit sweetener-containing composition that can be obtained by the above production method, that is, the content of mogrosides (mogroside V, mogroside IV, 11-oxomogroside V, siamenoside I) is 70 to 98. It is a composition containing a sweet taste component of Rakan fruit which is 5% by weight and the total content of protein and polyphenol is 5% by weight or less.
  • a Rakan fruit sweetener-containing composition containing mogrosides at a high concentration and having a significantly reduced total content of protein and polyphenol can be produced industrially and efficiently.
  • "removal of bitterness”, “improvement of sweetness quality”, “prevention of quality deterioration over time”, “increase in functional strength”, “expanded use” Can be achieved.
  • the present invention is characterized in that a treatment using an immobilized enzyme membrane (immobilized enzyme membrane method) is performed on an extract of Rahan fruit.
  • immobilized enzyme membrane method immobilized enzyme membrane method
  • the present inventors have found for the first time that proteins and polyphenols, which are removal target components having chemical properties similar to those of mogrosides, can be selectively separated and removed by using the immobilized enzyme membrane method. is there.
  • the present invention will be described in detail.
  • the rakan fruit may be extracted with an aqueous solvent.
  • the rahan fruit and the aqueous solvent are placed in a container and heated at about 80 to 100 ° C., and then the residue is removed. Prepared by filtration.
  • the aqueous solvent include water, hydrous ethanol, hydrous methanol and the like.
  • the sweetness of Rakan fruit varies greatly depending on the harvest time (ripening degree), and the ripe fruit of Rakan fruit has good sweetness, so it is preferable to use the ripe fruit.
  • the obtained extract is further purified.
  • this refining treatment it is possible to reduce the content of proteins and polyphenols, which are different in chemical properties from the sugars, fibers, ash, and mogrosides which are the target components, particularly contained in the rahan fruit extract.
  • the concentration of mogrosides contained in the final product can be further increased, and the content of protein and polyphenol can be further reduced.
  • the method for the purification treatment is not particularly limited as long as it is a method that can separate and purify mogrosides and other components contained in Rakan fruit extract, and the synthetic adsorption resin, ion exchange, which is a purification method at the current production level It may be performed using at least one method such as resin, membrane treatment, gel chromatography with synthetic resin, supercritical treatment, simulated moving bed method, enzyme treatment method, etc., and these methods may be combined.
  • a preferable example is a non-polar porous synthetic adsorption resin, for example, an aromatic synthetic adsorption resin, particularly a styrene-divinylbenzene synthetic adsorbent, having a very large pore having a pore radius of about 260 angstroms.
  • the synthetic adsorption resin is suitable for adsorption purification of peptides, proteins, polyphenols and the like having a molecular weight of 1000 or more.
  • alcohols such as ethanol are passed in order to desorb the adsorbed mogrosides.
  • the mogrosides that are the target components are concentrated, and the Rakan fruit extract with reduced protein and polyphenol content is recovered.
  • the prepared Rakan fruit extract is supplied to an immobilized enzyme membrane on which a proteolytic enzyme is immobilized, and the immobilized enzyme membrane is permeated while decomposing the protein in the extract (immobilized enzyme).
  • Membrane method Thereby, the protein which is a removal object component contained in the said extract is selectively enzymatically decomposed.
  • polyphenols are separated from the mogrosides components by the ability of the membrane to screen the molecules.
  • the immobilized enzyme membrane method membrane reactor is a method that collects only the target molecules by combining the membrane treatment method and the enzyme treatment method, and uses an immobilized enzyme membrane in which the enzyme is immobilized on the surface or inside of the membrane.
  • the target component to be removed is enzymatically decomposed and separated. That is, when a substrate molecule is introduced into a solution on one side of the membrane using an immobilized enzyme membrane that collects only specific molecules by combining the diffusion of molecules in the membrane and an enzyme reaction, the substrate molecule reacts with the enzyme to produce a product. In this method, only the target molecule is extracted through the membrane.
  • This method has not yet been used as a method for producing purified products of natural products such as Rakan fruit at the production level, and is a very unique method in this respect.
  • the enzyme since the enzyme is immobilized on the membrane, the protein derived from the enzyme is not mixed into the final product, and the target component is selectively separated and purified while the enzyme is confined in the reactor by the membrane. It is possible. Furthermore, in the immobilized enzyme membrane method, “the enzyme can be immobilized without special treatment” and “aseptic operation is possible (aseptic treatment was impossible in conventional bioreactors). There are also advantages such as.
  • the enzyme immobilized on the immobilized enzyme membrane is a proteolytic enzyme (protease).
  • proteolytic enzymes include, but are not limited to, serine protease (alkaline protease), thiol protease, metalloprotease (neutral protease), aspartic protease (acidic protease) and the like. From the viewpoint of efficiently degrading proteins in Rahan fruit, it is preferable to use an acidic protease (for example, protease M “Amano” SD, trade name, manufactured by Amano Enzyme).
  • the membranes used in the immobilized enzyme membrane method are generally those with smaller pore sizes, reverse osmosis (RO) membrane, nanofiltration (NF) membrane, ultrafiltration (UF) membrane, precision Although classified into microfiltration (MF) membranes, in the production method of the present invention, reverse osmosis membranes or nanofiltration membranes are used to permeate the mogrosides that are target components and to block permeation of proteins and polyphenols. Is preferred.
  • a nanofiltration membrane capable of exhibiting characteristic permeation performance by combining separation by pores (size separation) and electrostatic separation effect by charge on the membrane surface is preferable.
  • nanofiltration membrane for example, NF membrane model number: NP010, sodium sulfate blocking rate of 25% to 40%, manufactured by Daisen Membrane Systems Co., Ltd.
  • a nanofiltration membrane for example, NF membrane model number: NP010, sodium sulfate blocking rate of 25% to 40%, manufactured by Daisen Membrane Systems Co., Ltd.
  • a length of approximately 1 to 50 nm and a low blocking rate of about 70% or less It is preferable.
  • Examples of the material of the film include cellulose acetate, polyvinylidene fluoride, polytetrafluoroethylene, polysulfone, polyethersulfone, aromatic polyamide, hydrophilic polyamide, and composites thereof. Preferred are aromatic polyamides, hydrophilized polyamides, and composites thereof.
  • the shape of the membrane is not particularly limited, and examples include a spiral type, a hollow fiber type, a circular tube type, and a flat plate type. Of these, a spiral type that can secure a large membrane area and a hollow fiber type with high separation accuracy are considered suitable.
  • the thickness of the film is not particularly limited, and is preferably 1 to 500 nm, more preferably 1 to 10 nm from the viewpoints of water permeability and durability.
  • a diffusion method As the method of treatment using the immobilized enzyme membrane, there are three methods: a diffusion method, an ultrafiltration method, and a contact method.
  • the Luohan fruit extract is permeated through the membrane by diffusion from the supply liquid side and reacted on the enzyme solution side on the opposite side, and the enzymatic degradation products and mogrosides are in the direction opposite to the diffusion direction of the Luohan fruit extract.
  • it is a system that permeates the membrane from the enzyme solution side and exits to the supply liquid side.
  • the immobilized enzyme membrane is formed by physical adsorption or the like of the enzyme and the membrane in the enzyme solution.
  • the ultrafiltration method is a method in which a proteolytic enzyme is added to the Rakan fruit extract to obtain a sample for purification, and the sample is moved from the supply liquid side to the permeate side through the membrane by pressurization and pushed out of the reactor. is there.
  • an immobilized enzyme membrane is formed by physical adsorption or the like of the enzyme and membrane in the sample.
  • This method has the highest processing efficiency and is the most industrially desirable operation method.
  • the substrate that reacts with the proteolytic enzyme is low-molecular, if there is a concentration distribution in the direction of movement of the feed solution, unreacted substrate will also permeate. It is desirable to recycle.
  • a spiral membrane is suitable for this method.
  • this method there is a dead end method in which pressure is applied in the same direction as the flow direction of the supply liquid, and the flow direction of the supply liquid is perpendicular to the flow direction while flowing the supply liquid in the horizontal direction with respect to the membrane surface.
  • the cross flow type is preferable from the viewpoint of preventing accumulation and clogging of particles blocked by the film on the film surface.
  • the contact method is a method in which the poorly water-soluble substrate in the Rakan fruit extract is reacted at the interface by the enzyme immobilized on the membrane, and the enzyme degradation product diffuses from the interface to the liquid body.
  • the amount of enzyme to be used and the contact conditions are usually the kind of enzyme, the optimum pH of the enzyme, The temperature can be appropriately adjusted in consideration of the optimum temperature range, the amount of enzyme, the degree of progress of the enzyme reaction, etc.
  • proteolytic enzymes are usually used in the range of 25 to 70 ° C. .
  • the permeate after the treatment with the immobilized enzyme membrane, the permeate has a smaller pore size (about 1 to 2 nm) than the membrane used in the immobilized enzyme membrane, and the salt blocking rate is different. It is preferable to further include a step of permeating and removing proteins and polyphenols in the permeate by performing a membrane treatment using another membrane.
  • treatment is performed using a nanofiltration membrane (NF membrane model number: NP030, manufactured by Daisen Membrane Systems, Inc., sodium sulfate blocking rate of 85% to 95%) with a blocking rate of salts (sodium sulfate) higher than 70%. Then, the permeation of mogrosides is blocked, the other components are permeated and removed, and a composition containing a sweet taste component containing the mogrosides as the target component can be obtained.
  • NF membrane model number: NP030 manufactured by Daisen Membrane Systems, Inc., sodium sulfate blocking rate of 85% to 95%) with
  • the above-described treatment with the immobilized enzyme membrane and the membrane treatment after the enzyme membrane treatment can be appropriately repeated.
  • the treatment is performed using the immobilized enzyme membrane in the first reaction tank, the treatment liquid is moved to the second reaction tank, the membrane treatment is performed with the other film, and then the second reaction tank is used again.
  • the liquid is returned to the first reaction tank and continuous treatment is performed.
  • a Rakan fruit sweetener-containing composition in which the mogrosides as the target component are further concentrated can be obtained.
  • compositions containing Rahan fruit sweeteners containing mogrosides at a high concentration and having a significantly reduced total content of proteins and polyphenols Such a composition containing sweet ingredients of Rakan fruit has, for example, a content of mogrosides (mogroside V, mogroside IV, 11-oxomogroside V, siamenoside I) of 70 to 98% by weight, preferably 75 to 98% by weight.
  • the total content of protein and polyphenol is 5% by weight or less, preferably 3% by weight or less.
  • This Rakan fruit sweetener-containing composition differs from the conventional Rahan fruit sweetener-containing composition not only in that the content of mogrosides, which are sweet ingredients, is very high, but also in that the total content of proteins and polyphenols is extremely low. As a result, the excellent effects of the present invention as described above can be achieved.
  • mogrosides refer to mogroside V, mogroside IV, 11-oxo-mogroside V, and siamenoside I.
  • Polyphenol is a generic term for compounds having a plurality of phenolic hydroxyl groups in one molecule. Specific examples thereof include catechins, anthocyanins, flavones, isoflavones, flavonoids such as flavan and flavanone, chlorogenic acid and the like. Phenols are exemplified. Note that polyphenols do not contain mogrosides.
  • the Rakan fruit sweetener-containing composition of the present invention can be used as an active ingredient of a sweetener, and can impart or enhance sweetness to various products.
  • the Rakan fruit sweetener-containing composition of the present invention can be used as an active ingredient of an antioxidant, and can impart or enhance an antioxidant effect on various products.
  • composition containing sweet taste components requires sweetness and / or functionality such as foods and drinks (including food additives, functional foods, health supplements), pharmaceuticals, quasi drugs, and cosmetics. You can use it for everything you do.
  • Example 1 (Preparation of Rahan fruit products) 5000 g of dried rahan fruit and 50 L of tap water were placed in a stainless steel container (50 L), heated at 80 ° C. for 2 hours with stirring, and cooled to 25 ° C. The residue was removed with a wire mesh colander (30 mesh) and filtered through a filter paper filter (pore size 1 ⁇ m) to obtain an extract 48L. This extract was treated with a synthetic adsorption resin (Mitsubishi Chemical Corporation, Diaion HP20, 2000 ml). Activation (2000 ml of 4% NaOH water was passed through at a rate of 33 ml / min and then washed with 6000 ml of water.
  • a synthetic adsorption resin Mitsubishi Chemical Corporation, Diaion HP20, 2000 ml.
  • NF membrane model number NP010, sodium sulfate blocking 25% -40%, pore size: about 50 nm
  • NF membrane model number NP030, sodium sulfate blocking rate 85% -95%, pore size: about 2 nm
  • the ultrafiltration method was used.
  • the sample is added to a reaction vessel (NP010 membrane reaction vessel) in which an NP010 membrane is disposed, and an immobilized enzyme membrane method is performed under conditions of a circulation pressure of 0.5 MPa, a circulation flow rate of 5 L / min, and 35 ° C.
  • the permeate from was transferred to a reaction vessel (NP030 membrane reaction vessel) in which an NP030 membrane was placed.
  • the transferred NP010 membrane permeate was subjected to membrane treatment under conditions of a circulation pressure of 1.0 MPa, a circulation flow rate of 5 L / min, and 35 ° C., and the NP030 membrane permeate was returned to the NP010 membrane reaction tank and a recycling operation was performed for 24 hours.
  • the immobilized enzyme membrane method is efficiently performed on the NP010 membrane reaction tank side, the protein and polyphenol extracted from Rakan fruit are separated and removed, and the low molecular weight protein and the low molecular weight polyphenol and the mogrosides which are the Rakan fruit components are separated. It was thought that it permeated through the NP010 membrane.
  • the NP030 membrane permeate is a solution in which only proteins and polyphenols that have been reduced in molecular weight by the NP010 membrane treatment are permeated from the NP030 membrane, and mogrosides do not permeate the NP030 membrane.
  • NP030 membrane reaction vessel liquid was microfiltered (0.45 ⁇ m) and pulverized with a powder dryer (spray dryer, condition inlet temperature 180 ° C., outlet temperature 80 ° C.) to obtain a Rahan fruit product.
  • the mogroside content was 75.5% by weight, the protein content was 1.1% by weight, and the polyphenol content (in terms of catechin) (not including mogrosides; the same shall apply hereinafter) 1.2.
  • the water content was 0.5% by weight.
  • the sample before purification by the immobilized enzyme membrane had a mogroside content of 45.2% by weight, a protein content of 17.4% by weight, a polyphenol content of 3.2% by weight, and a water content of 0.5% by weight. there were. From this, it was confirmed that the immobilized enzyme membrane method was effective in selectively increasing the content of mogrosides and reducing the content of proteins and polyphenols.
  • the mogroside content (mogroside V) was measured by HPLC analysis [analysis conditions: column; SHODEX Asahipak NH2P-50 4E (ID 4.6 ⁇ 250 mm), developing solvent: 75% CH 3 CN (isocratic), flow rate: 0 8 ml / min, detection; OD 210 nm, charge amount: 20 ⁇ L], using Mogroside V standard (manufactured by Wako Pure Chemical Industries, Ltd.).
  • Mo mogroside content indicates the content (% by weight) of mogroside V, which is the main sweetening component (the same applies to the following examples).
  • the protein content was measured by the Kjeldahl method.
  • the polyphenol content was measured by the FOLIN-Denis method (catechin conversion).
  • Example 2 (Sweet quality evaluation) Rahan fruit product obtained in Example 1 (mogroside content 75.5% by weight, protein content 1.1% by weight, polyphenol content 1.2% by weight), Luohan fruit product 1 (mogroside content 5 in the market) 0.0% by weight, protein content 9.5% by weight, polyphenol content 15.4% by weight), Rahan fruit product 2 (mogroside content 50.2% by weight, protein content 17.4% by weight, polyphenol content 7.8% by weight)
  • the sweetness quality evaluation test was done about the 3 types of rahan fruit sweetener containing composition of No.1. A solution obtained by diluting each sample with distilled water to a mogroside concentration of 600 ppm was used.
  • Example 3 (Measurement of antioxidant capacity)
  • the Luohan fruit product obtained in Example 1 mogroside content 75.5% by weight, protein 1.1% by weight, 1.2% by weight of polyphenol
  • Rakan fruit product 1 on the market mogroside content 5.0% by weight, protein content 9.5% by weight, polyphenol content 15.4% by weight
  • the anti-oxidant ability of three kinds of Luhan fruit products 2 mogroside content 50.2 wt%, protein content 17.4 wt%, polyphenol content 7.8 wt%)
  • the DPPH method was used.
  • Reagents used in the DPPH method include 2- (N-morpholino) ethanesulfonic acid (MES), 1,1-diphenyl-2-picrylhydrazyl (DPPH) reagent, Trolox (6-hydroxy-2,5,7 , 8-tetramethylchroman-2-carboxylic acid), both of which were purchased from Wako Pure Chemical Industries.
  • MES buffer solution and DPPH solution were prepared as test solutions.
  • the MES buffer was prepared by dissolving 1.72 g of 2- (N-morpholino) ethanesulfonic acid in 40 ml of water (200 mM, pH 6.0).
  • the DPPH solution was prepared by diluting 0.0128 g of 1,1-diphenyl-2-picrylhydrazyl to 40 ml with ethanol (800 ⁇ M). Moreover, Trolox which is a standard product used a 20 ppm solution as a standard sample solution. Next, each sample of the Rahan fruit product was diluted with 50% ethanol so that the final concentration of mogrosides content was 100 ppm, 200 ppm, and 300 ppm, and each was prepared to 1.5 ml. Thereafter, 0.75 ml of MES buffer and 0.75 ml of DPPH solution were mixed with these in a test tube to make 3 ml. And after standing for 20 minutes at room temperature, the light absorbency in 520 nm was measured with the spectrophotometer. FIG. 1 shows the change in absorbance at 520 nm at each concentration when each sample was allowed to stand at room temperature for 20 minutes.
  • DPPH is not a reactive oxygen but a radical having an unpaired electron, and has a function of reacting with another substance and oxidizing like active oxygen. DPPH exhibits “purple” when it has the ability to oxidize other substances, but has the property of losing “purple” when it has no ability to oxidize other substances.
  • Example 4 (Measurement of SOD activity-like action (active oxygen scavenging effect))
  • Rahan fruit product obtained in Example 1 mogroside content 75.5% by weight, protein content 1.1% by weight, polyphenol content 1.2% by weight
  • Luohan fruit product 1 mogroside content 5 in the market
  • Rahan fruit product 2 mogroside content 50.2% by weight, protein content 17.4% by weight, polyphenol content 7.8% by weight
  • Cayman's Superoxide Dismurase Assay Kit manufactured by Cayman Chemical

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  • Alternative & Traditional Medicine (AREA)
  • Microbiology (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Molecular Biology (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Seasonings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cosmetics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Le problème décrit par la présente invention est de fournir un procédé de production commerciale efficace d'une composition contenant un constituant édulcorant à partir de Siraitia grosvenorii, la composition contenant une concentration élevée de mogrosides, produisant une qualité édulcorante agréable et présentant une excellente propriété antioxydante ainsi que d'autres fonctionnalités. La solution de l'invention porte sur un procédé de production comprenant une étape d'extraction de Siraitia grosvenorii à l'aide d'un solvant aqueux, et une étape d'alimentation d'une membrane à enzyme immobilisée, sur laquelle a été immobilisée une enzyme protéolytique, en ledit extrait liquide de Siraitia grosvenorii obtenu lors de l'étape d'extraction et d'induction du passage de l'extrait liquide à travers la membrane à enzyme immobilisée tout en décomposant les protéines contenues dans l'extrait.
PCT/JP2015/083538 2014-12-02 2015-11-30 Procédé de production de composition contenant un constituant édulcorant à partir de siraitia grosvenorii WO2016088700A1 (fr)

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WO2018190695A1 (fr) * 2017-04-14 2018-10-18 한국 한의학 연구원 COMPOSITION DESTINÉE À PRÉVENIR OU À AMÉLIORER LES RIDES DE LA PEAU CONTENANT UN EXTRAIT DE RÉSIDUS DE SIRAITIA GROSVENORII <i /> À TITRE DE PRINCIPE ACTIF
WO2020048049A1 (fr) * 2018-09-06 2020-03-12 湖南绿蔓生物科技股份有限公司 Procédé de préparation d'une composition d'édulcorant luo han guo à partir de siraitia grosvenorii et utilisation associée
CN111560043A (zh) * 2020-06-01 2020-08-21 湖南华诚生物资源股份有限公司 一种作为口服液抗氧添加剂的11-o-罗汉果醇肟醚衍生物以及一种抗氧化抗衰老口服液
WO2022264600A1 (fr) * 2021-06-14 2022-12-22 Ｆｏｎｔｅｃ Ｒ＆Ｄ株式会社 Extrait de fruit des moines et son procédé de production

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WO2018190695A1 (fr) * 2017-04-14 2018-10-18 한국 한의학 연구원 COMPOSITION DESTINÉE À PRÉVENIR OU À AMÉLIORER LES RIDES DE LA PEAU CONTENANT UN EXTRAIT DE RÉSIDUS DE SIRAITIA GROSVENORII <i /> À TITRE DE PRINCIPE ACTIF
WO2020048049A1 (fr) * 2018-09-06 2020-03-12 湖南绿蔓生物科技股份有限公司 Procédé de préparation d'une composition d'édulcorant luo han guo à partir de siraitia grosvenorii et utilisation associée
CN111560043A (zh) * 2020-06-01 2020-08-21 湖南华诚生物资源股份有限公司 一种作为口服液抗氧添加剂的11-o-罗汉果醇肟醚衍生物以及一种抗氧化抗衰老口服液
CN111560043B (zh) * 2020-06-01 2021-06-22 湖南华诚生物资源股份有限公司 一种11-o-罗汉果醇肟醚衍生物以及抗氧化抗衰老口服液
WO2022264600A1 (fr) * 2021-06-14 2022-12-22 Ｆｏｎｔｅｃ Ｒ＆Ｄ株式会社 Extrait de fruit des moines et son procédé de production

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