WO2003105599A1 - 香味劣化抑制剤およびシトラールの劣化臭生成抑制剤 - Google Patents
香味劣化抑制剤およびシトラールの劣化臭生成抑制剤 Download PDFInfo
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- WO2003105599A1 WO2003105599A1 PCT/JP2003/004513 JP0304513W WO03105599A1 WO 2003105599 A1 WO2003105599 A1 WO 2003105599A1 JP 0304513 W JP0304513 W JP 0304513W WO 03105599 A1 WO03105599 A1 WO 03105599A1
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- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
- A23L27/2024—Aliphatic compounds having oxygen as the only hetero atom
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- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
- A23L27/2024—Aliphatic compounds having oxygen as the only hetero atom
- A23L27/2026—Hydroxy compounds
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- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
- A23L27/2024—Aliphatic compounds having oxygen as the only hetero atom
- A23L27/2028—Carboxy compounds
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- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/204—Aromatic compounds
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- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/29—Fruit flavours
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- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
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- 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
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3472—Compounds of undetermined constitution obtained from animals or plants
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Definitions
- Flavor deterioration inhibitor and citral deterioration odor formation inhibitor Flavor deterioration inhibitor and citral deterioration odor formation inhibitor
- the present invention relates to a specific natural-derived flavor deterioration inhibitor and a method for suppressing flavor deterioration which can be widely applied to foods, oral hygiene agents or flavors containing a flavor component. Further, the present invention relates to a deterioration odor generation inhibitor and a method for suppressing deterioration odor of citral or citral-containing products.
- Oral hygiene agents such as beverages and foods, dentifrices, and breath fresheners can taste and smell as soon as they enter the mouth.
- oral compositions such as beverages and foods, dentifrices, and breath fresheners can taste and smell as soon as they enter the mouth.
- Factors related to degradation include heat, light, oxygen, and even water. Therefore, as a countermeasure against the deterioration of flavor due to oxygen, we have developed containers and bags made of synthetic resin with low oxygen permeability, introduced a food production process that incorporates deoxidation conditions, and introduced antioxidants. Additions have been made, but little consideration has been given to other degradation factors, especially measures against degradation by light.
- Flavor deterioration due to light is due to the fact that flavor components are decomposed by light irradiation, aroma It is caused by conversion to off-flavor components.
- milk-containing acidic beverages with the addition of rutin, morin or quercetin to prevent the generation of foul odors and off-flavor substances and to improve the storage stability
- rutin, morin or quercetin to prevent the generation of foul odors and off-flavor substances and to improve the storage stability
- a method of preventing flavor degradation due to sunlight by using chlorogenic acid, caffeic acid, and ferulic acid derived from raw bean extract in combination with vitamin C, rutin, and quercetin
- tea flavonoids, rutin, rosemary extract, sage extract or sodium citrate which are obtained by extracting teas such as black tea and oolong tea with water, hydrous alcohol, etc., are added to the coffee extract to reduce the quality deterioration.
- a method for preventing this is known (Japanese Patent Application Laid-Open No. 62-269642).
- degradation inhibitors derived from natural products in the prior art can be recommended because of their high safety, but on the other hand, it is necessary to use a certain amount of them in order to achieve the effect of suppressing flavor degradation.
- Citral is an important component with a lemon-like characteristic aroma, but it is known that it decreases on heating or over time to produce off-flavor (Peter Schieberle and Werner Grosch; J. Agric. Food Chem., 36, 797-800 (1988)].
- citral in citral-containing products decreases at each stage during the production, distribution, and storage periods, and its structure changes due to reactions such as cyclization, hydration, and isomerization. causes a reduction in freshness.
- the oxidation reaction of the product derived from citral produces extremely strong deterioration odor causing substances, P-methylacetophenone and p-cresol, resulting in a remarkable deterioration in product quality.
- An object of the present invention is to provide a flavor deterioration inhibitor which solves the problems in the prior art, has high safety, and does not affect the original flavor of the oral composition, that is, production of an oral composition, A flavor deterioration inhibitor which suppresses the deterioration of flavor mainly due to the influence of light, heat, oxygen, etc. at each stage of distribution, storage, etc., a stable quality oral composition comprising a predetermined amount of the inhibitor, and An object of the present invention is to provide a method for adding a predetermined amount of the inhibitor to suppress deterioration of flavor and stabilize the quality of foods and the like.
- the present invention considers the odor-causing substance (p. -Cresol and p-methylacetophenone) can be suppressed, and it has high safety and does not affect the original flavor or aroma of the final product. It aims to provide a method.
- the present inventors have conducted intensive studies on the activity of suppressing the deterioration of flavor with respect to components derived from a wide variety of natural products such as plants. As a result, it was found that ashba, avocado, obaba, ebbisgusa, hawthorn, semi-fermented tea leaves or fermented tea leaves Using water, a polar organic solvent, or a mixture of these, was found to be able to significantly reduce the flavor of foods due to heat, oxygen, etc. over a long period of time. .
- the present inventors have studied in detail the generation of degraded odor of citral due to heating, and found that citral, avocado, oobaco, evisugusa, hawthorn, semi-fermented tea leaves or fermented
- citral, avocado, oobaco, evisugusa, hawthorn, semi-fermented tea leaves or fermented The extract of tea leaves extracted with water or a polar organic solvent or a mixture thereof is remarkable in suppressing the formation of p-cresol and p-methylacetophenone, which are very strong odor-causing substances in citral and citral-containing products It has been found that the present invention has an excellent effect, and the present invention has been completed.
- the present invention relates to a flavor deterioration inhibitor comprising a solvent extract of abaca, avocado, oobaco, ebisugusa, hawthorn, semi-fermented tea leaves or fermented tea leaves, and a deterioration odor generation inhibitor for citral or citral-containing products.
- a flavor deterioration inhibitor of a coffee extract comprising semi-fermented tea leaves or an extract of fermented tea leaves is excluded.
- This solvent extract can be obtained by extraction with water, a polar organic solvent or a mixture thereof.
- the present invention is further an oral composition comprising the above flavor deterioration inhibitor in an amount of 1 to 50 ppm.
- the present invention is a method for suppressing flavor deterioration by adding 1 to 500 ppm of the above-mentioned flavor deterioration inhibitor to an oral composition.
- the present invention is also a fragrance to which the above-mentioned flavor deterioration inhibitor is added in an amount of 0.05 to 5% by weight.
- the present invention is a method for suppressing the deterioration by adding 0.05 to 5% by weight of the flavor deterioration inhibitor to a flavor.
- the present invention relates to a citrus or citrus extract comprising an extract obtained by extracting a fermented or semi-fermented tea leaf with water, a polar organic solvent, or a mixture thereof, with a mixture of abaca, avocado, ebisugusa, obaco, hawthorn, and tea leaves. It is an inhibitor of the deterioration odor formation of products containing ethyl acetate. Further, the present invention is an agent for suppressing the generation of a deterioration odor of citral or a citral-containing product, wherein the deterioration odor is a deterioration odor due to p-cresol and p-methylacetophenone.
- the present invention is a citral-containing product, wherein the citral-containing product is a citrus-based fragrance. Further, the present invention is the citral-containing product-deteriorated odor generation inhibitor, wherein the citral-containing product is a citrus-based beverage or citrus-based confectionery. Further, the present invention is an agent for suppressing deterioration of citral-containing products, which is characterized in that the citral-containing products are cosmetics. Further, the present invention is a method for suppressing the generation of the deterioration odor of citral or a citral-containing product, which comprises adding 1 to 500 ppm of the deterioration odor generation inhibitor. Further, the present invention is a citral or citral-containing product to which 1 to 500 ppm of a deterioration odor generation inhibitor is added.
- the present invention will be described in more detail.
- the basin (scientific name: Angelica keiskei (Miq.) Koidz.) Used in the present invention is a perennial plant of the Apiaceae family which is wild on the coast of a temperate region. In addition to being edible for a long time, it has also attracted attention as a medicinal herb.
- the roots, stems, leaves and the like of the basin can be subjected to an extraction treatment described below as a raw material, but it is particularly preferable to use stems or leaves.
- the avocado used in the present invention is an evergreen tree belonging to the genus Perinaceae (scientific name: Persea americana Mill), and the fruits are mainly used as raw food.
- the roots, stems (branches), leaves, and fruits of avocado can be subjected to the extraction treatment described below as a raw material, but it is preferable to use fruits, particularly pericarp.
- Ebisugusa (scientific name: Cassia obtusifolia L. or tora L.) to be used in the present invention is an annual plant of the genus Papilionaceae. The seeds are called arbor, and are used as crude drugs and are also used for drinking as healthy tea.
- roots, stems, leaves, and seeds of Ebisugusa can be used as raw materials for the extraction treatment described below, and it is particularly preferable to use seeds.
- Oobako (scientific name: Plantago asiatica L.) used in the present invention is a perennial herb of the Oobaco family. In addition to edible young leaves, it is also used for drinking as oobako tea. In addition, the whole plant is called the foreflower and the seed is called foreflower, which is also used as a crude drug.
- roots, stems, leaves, and seeds of oubako can be subjected to the extraction treatment described below as a raw material, and it is particularly preferable to use seeds or leaves.
- the hawthorn (scientific name: Crataegus cuneata Sieb. Et Zucc.) Used in the present invention is a deciduous shrub of the family Rosaceae. The fruits are used for food and are also used as herbal medicines. In the present invention, roots, stems (branches), leaves, and fruits of hawthorn can be used as raw materials for the extraction treatment described below as raw materials, but it is particularly preferable to use fruits.
- the fermented tea leaves used in the present invention are obtained by withering fresh leaves of tea (scientific name: Camellia sinensis var. Sinensis or Camellia sinensis var. It can be obtained by complete fermentation with element.
- fermented tea leaves include tea leaves and red tea leaves, and it is preferable to use black tea leaves.
- the semi-fermented tea leaves used in the present invention are oxidized by their own oxidase (polyphenoloxida) when the fresh leaves of tea (scientific name: Camellia sinensis var. Sinensis or Camellia sinensis var. Assamica) are withered and agitated. It is obtained by 30-70% fermentation (oxidation) with Ize.
- Examples of the semi-fermented tea leaves include oolong tea and wrapping tea leaves, and it is preferable to use oolong tea leaves.
- the solvent used for the extraction treatment is water or a polar organic solvent, and the organic solvent may be a hydrate.
- polar organic solvents examples include alcohol, acetone, and ethyl acetate.
- water or aliphatic alcohols having 2 to 4 carbon atoms such as ethanol, propanol and butanol, are desirable from the viewpoint of safety to the human body and ease of handling.
- water or ethanol or a mixture thereof is desirable.
- the amount of the solvent used for the extraction can be arbitrarily selected, but generally, the solvent is used in an amount of 2 to 100 parts by weight based on 1 part by weight of the raw material.
- a non-polar organic solvent such as hexane may be used in advance to perform a defatting treatment to prevent the extraction of excess lipids during the subsequent extraction treatment.
- this degreasing treatment can result in purification such as deodorization.
- a steam distillation treatment may be performed before extraction for the purpose of deodorization.
- a pulverized raw material can be placed in a solvent and extracted by a dipping method or a heating and refluxing method.
- a heating and refluxing method In the case of the immersion method, it may be under heating conditions, room temperature or cooling conditions.
- an extract is obtained by removing solids insoluble in the solvent, and various solid-liquid separation means such as centrifugation, filtration, and squeezing can be used as the solids removal method.
- the obtained extract can be used as it is as a flavor deterioration inhibitor or a deterioration odor generation inhibitor.
- a liquid diluent such as water, ethanol, glycerin, triethyl citrate, dipropylene glycol or propylene glycol. May be used.
- dextrin, sucrose, pectin, chitin and the like can be added. These may be further concentrated to obtain a paste-like extract, or may be used as a powder after subjecting to freeze-drying or heat-drying.
- Extracted, fractionated, or deodorized by supercritical extraction can also be used.
- the extract obtained by the above method can be directly used in an oral composition and a citral-containing product to be used as a flavor deterioration inhibitor and a deterioration odor generation inhibitor, but further subjected to purification treatment such as decolorization and deodorization. can do.
- Activated carbon or a synthetic resin adsorbent made of porous styrene-divinylbenzene copolymer can be used for purification.
- a synthetic resin adsorbent for purification for example, "Diaion HP-20 (registered trademark)" manufactured by Mitsubishi Chemical Corporation or "Amberlite XAD-2 (registered trademark)” manufactured by Organo Corporation can be used. .
- the flavor deterioration inhibitor and the deterioration odor generation inhibitor are prepared, for example, as follows, using the extract obtained as described above as a raw material.
- various components are combined and dissolved in an appropriate concentration in a (mixed) solvent such as water, alcohol, glycerin, and propylene glycol (specifically, water / ethanol, water / ethanol). Zol glycerin, mixed solvent of water / glycerin, etc.)
- a (mixed) solvent such as water, alcohol, glycerin, and propylene glycol (specifically, water / ethanol, water / ethanol).
- an excipient may be added to each solution to form a powder by spray drying, and various dosage forms may be employed depending on the application.
- the flavor deterioration inhibitor of the present invention can be appropriately added at the stage of processing the oral composition.
- the amount of addition varies somewhat depending on the concentration of the inhibitor, the type of flavor component contained in the oral composition, and the flavor threshold. However, in general, beverages and foods, dentifrices, An appropriate amount (as a solid component of the extract) of 1 to 50 Oppm is appropriate for oral hygiene agents such as antiseptics. From the viewpoint of addition within a threshold range that does not affect the original flavor of foods and oral hygiene agents, the content is preferably 1 to 20 ppm, particularly preferably 1 to 10 ppm.
- the flavor deterioration inhibitor of the present invention when used in a flavor, 0.005 to 5% by weight is appropriate, and from the viewpoint of adding it within a range that does not affect the original flavor, 0.005 to 2%. % By weight, and particularly preferably 0.01 to 1% by weight.
- the mixing ratio when one or more other known flavor deterioration inhibitors are used in combination is not particularly limited.
- the amount of additive added to the mixed inhibitor varies depending on the purity of the inhibitor component used or the type of product to be added, but oral hygiene agents such as beverages, foods, toothpastes, and breath odor inhibitors 1 to 500 ppm is appropriate. In particular, the range of 1 to 10 Oppm is preferable.
- the flavor deterioration inhibitor of the present invention is used in a flavor, 0.005 to 5% by weight is appropriate, and from the viewpoint of adding it within a range that does not affect the original flavor, 0.005 to 2%. % By weight, and particularly preferably 0.01 to 1% by weight.
- the present flavor deterioration inhibitor may be used in combination with antioxidants such as L-ascorbic acid, green tea extract and rutin which are generally used, and the antioxidants used in combination are not particularly limited.
- the amount of the mixed inhibitor depends on the purity of the inhibitor component used and the type of product to be added, but it is not suitable for oral hygiene such as beverages and foods, dentifrices and anti-odor agents. Is suitably 1 to 50 ppm. Particularly, the range of 1 to 100 ppm is preferable. On the other hand, 0.005 to 2% by weight is appropriate for the fragrance, and particularly preferably 0.01 to 1% by weight.
- Examples of the oral composition or flavor to which the flavor deterioration inhibitor of the present invention is applied include the following.
- drinks include coffee, tea, soft drinks, lactic acid bacteria drinks, fruitless drinks, juiced drinks, and energy drinks.
- sweets examples include jellies, puddings, bavarois, candies, biscuits, cookies, chocolate, cakes, and the like.
- fried foods include instant (fried) tofu, fried tofu (oil fried, raw fried, ganmodoki), fried kamaboko, tempura, fried, snacks (potato chips, fried hail, carrot, donut, cooked frozen food) (Frozen croquettes, shrimp fries, etc.).
- fats and oils, processed fats and oils, and foods made from fats and oils include edible fats and oils (animal fats and oils, vegetable fats and oils), margarine, shortening, mayonnaise, dressing, hard butter, and the like.
- milk, dairy products, etc. examples include milk, raw milk, milk, processed milk, etc., and dairy products such as cream, butter, butter oil, concentrated whey, cheese, ice cream, yogurt, Examples include condensed milk, powdered milk, concentrated milk, and the like.
- oral hygiene agents examples include toothpastes, gargles, mouth fresheners, breath fresheners and the like.
- fragrances include fragrance raw materials (essential oil, essence, concrete, absolute, extract, oleoresin, resinoid, recovered flavor, carbon dioxide extracted essential oil, synthetic fragrance) and fragrance compositions containing them.
- citral degradation odor generation inhibitor or the degradation odor generation suppression method of the present invention can be applied.
- Citrus drinks such as milk drinks and tea drinks, cold desserts such as yogurt, jelly and ice cream containing citral, sweets such as candy, syrup, gum and the like, food materials, food additives such as citrus flavors, Various citrus-flavored dressings.
- citral-containing perfumes cosmetics, mouthwashes, dentifrices, detergents, stones, shampoos, rinses, baths, fragrances and other fragrances.
- the citral-degraded odor generation inhibitor of the present invention can be appropriately added at the stage of processing a citral-containing product.
- the amount of addition varies depending on the purity of the component of the deteriorating odor generation inhibitor used or the type of the object to be added, but generally an addition amount of 1 to 50 ppm is appropriate. If the target product is a food, 1 to 2 0 O ppm from the viewpoint ⁇ baggage is little effect on the original flavor, especially 1 to 1 0 O ppm are preferred c
- the mixing ratio is not particularly limited.
- the addition amount of the mixed inhibitor varies depending on the purity of the inhibitor component used or the type of product to be added, but l to 500 ppm is appropriate, especially in the range of 1 to 100 ppm. Is preferred.
- Figure 1 is an ultraviolet absorption spectrum diagram of the leaf / water extract of Ashitapa in Extraction Example 1.
- FIG. 2 is an ultraviolet absorption spectrum diagram of leaves of ashitapa / 50% by weight ethanol extract in Extraction Example 2.
- FIG. 3 is an ultraviolet absorption spectrum diagram of the stem extract of ashitapa / 50% by weight ethanol extract in Extraction Example 3.
- FIG. 4 is an ultraviolet absorption spectrum diagram of the leaf of ashitapa / 95% by weight ethanol extract in Extraction Example 4.
- FIG. 5 is an ultraviolet absorption spectrum diagram of a leaf / HP-20 purified product of the ash basin in Extraction Example 5.
- FIG. 6 is an ultraviolet absorption spectrum diagram of avocado peel / water extract in Extraction Example 6.
- FIG. 7 is an ultraviolet absorption spectrum of the avocado peel Z50% by weight ethanol extract in Extraction Example 7.
- FIG. 8 is an ultraviolet absorption spectrum diagram of a 50% by weight ethanol extract of avocado seed in Extraction Example 8.
- FIG. 9 is an ultraviolet absorption spectrum diagram of an ethanol extract of avocado peel Z95 5% by weight in Extraction Example 9.
- FIG. 10 is an ultraviolet absorption spectrum diagram of avocado peel / HP-20 purified product in Extraction Example 10;
- Figure 11 shows the UV absorption spectrum of the water extract of Ebisda in Extraction Example 11
- FIG. 12 is an ultraviolet absorption spectrum diagram of a 50% by weight ethanol extract of Ebisda in Extraction Example 12.
- FIG. 13 is an ultraviolet absorption spectrum diagram of a 95% by weight ethanol extract of Ebisugusa in Extraction Example 13.
- FIG. 14 is an ultraviolet absorption spectrum diagram of the purified HP-20 product of Ebisugusa in Extraction Example 14.
- FIG. 15 is an ultraviolet absorption spectrum diagram of a peanut seed / 25% by weight ethanol extract in Extraction Example 15.
- FIG. 16 is an ultraviolet absorption spectrum diagram of a 50% by weight ethanol extract of peanut leaves in Extraction Example 16.
- FIG. 17 is an ultraviolet absorption spectrum diagram of a 95% by weight extract of Opaco spp. In Extraction Example 17.
- FIG. 18 is an ultraviolet absorption spectrum diagram of the buckwheat leaf / HP-20 purified product in Extraction Example 18.
- FIG. 19 is an ultraviolet absorption spectrum diagram of a water extract of hawthorn in Extraction Example 19.
- FIG. 20 is an ultraviolet absorption spectrum diagram of a 50% by weight ethanol extract of hawthorn in Extraction Example 20.
- FIG. 21 is an ultraviolet absorption spectrum of a 95% by weight ethanol extract of hawthorn in Extraction Example 21.
- FIG. 22 is an ultraviolet absorption spectrum diagram of Hawthorn HP-20 purified product in Extraction Example 22.
- Figure 23 is an ultraviolet absorption spectrum diagram of the water extract of black tea leaves in Extraction Example 23
- FIG. 24 is an ultraviolet absorption spectrum diagram of a 50% by weight ethanol extract of black tea leaves in Extraction Example 24.
- FIG. 25 is an ultraviolet absorption spectrum of a 95% by weight ethanol extract of black tea leaves in Extraction Example 25.
- FIG. 26 is an ultraviolet absorption spectrum diagram of an aqueous extract of oolong tea leaves in Extraction Example 26.
- FIG. 27 is an ultraviolet absorption spectrum diagram of a 50% by weight ethanol extract of oolong tea leaves in Extraction Example 27.
- FIG. 28 is an ultraviolet absorption spectrum diagram of a 95% by weight ethanol extract of oolong tea leaves in Extraction Example 28.
- FIG. 29 is an ultraviolet absorption spectrum diagram of the asparagus extract in Extraction Example 29.
- FIG. 30 is an ultraviolet absorption spectrum diagram of the avocado extract in Extraction Example 30.
- FIG. 31 is an ultraviolet absorption spectrum diagram of the pruning extract in Extraction Example 31.
- FIG. 32 is an ultraviolet absorption spectrum diagram of the black tea extract in Extraction Example 32.
- Figure 33 shows the UV absorption spectrum of the oolong tea extract in Extraction Example 33.
- Fig. 34 is a UV absorption spectrum diagram of the extract of Ebisu grass in Extraction Example 34.
- FIG. 35 is an ultraviolet absorption spectrum diagram of hawthorn extract in Extraction Example 35. c Best Mode for Carrying Out the Invention
- Solubility easily soluble in water, soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous solution of ethanol, and insoluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Insoluble in water, soluble in 50% by weight aqueous ethanol solution, easily soluble in ethanol.
- Heano-HP-20 purified product 75 g of water was added to 25 g of this concentrate, and the mixture was adsorbed on 100 ml of a porous synthetic adsorbent (Diaion HP-20). After washing with 400 ml of water, elution was carried out with 400 ml of a 50% by weight aqueous solution of ethanol. The eluate was concentrated under reduced pressure and freeze-dried to obtain 4.3 g of a brown powder (hereinafter referred to as “Hano-HP-20 purified product”). Physical properties were as follows.
- Solubility soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol
- test examples the following were used as individual reagents.
- Irradiation conditions were as follows: temperature 10 ° C, white fluorescent lamp 4 OWx 12 and 36 Onm near UV lamp 40WX3, adjusted to 4,000 lux, near UV intensity 0.3mW / cm 2 (center in chamber) for 72 hours It is.
- the citral content after light irradiation was measured by high performance liquid chromatography (HPLC). C The results are shown in Table 1. The measurement conditions are as follows.
- the citral residual rate (%) in Table 1 was calculated according to the following equation.
- Citral residual rate (%) C / Dx 100
- Citral residual quantity test Deterioration inhibitor (addition amount: 200 ⁇ ⁇ ⁇ 1) Citral residual ratio (%) Unadded product 30
- the addition of the flavor deterioration inhibitor consisting of the oak extract significantly suppressed the decrease in citral due to light irradiation, as compared to the case where no additive was added and the case where L-ascorbic acid was added.
- the acacia extract obtained by the above extraction was added to various foods to evaluate the effect of suppressing flavor deterioration.
- the mixture was sterilized (90 to 95 ° C, 5 minutes). After cooling to 48 ° C, a starter (lactic acid bacteria) was inoculated. This was put in a glass container and fermented (40 ° C, 4 hours, pH 4.5). After cooling, it was stored at 5 ° C, and this was used as a Kodart base.
- the sugar solution used was prepared by mixing 20 g of sucrose, 1 g of pectin, and 79 g of water, heating the mixture at 90 to 95 ° C for 5 minutes, and filling in a hot pack.
- the above yogurt base (60 g), sugar solution (40 g) and flavoring (0.1 g) were mixed, and the mixture was subjected to a homomixer treatment and a homogenizer treatment.
- the translucent plastic container was filled with the one without the flavor deterioration inhibitor and the one with the addition of 1 O ppm of the flavor deterioration inhibitor.
- Each of the panels was placed in a light stability tester, irradiated with a fluorescent lamp (6,000 lux, 10 ° C, 5 hours), and a panel of 10 trained individuals was selected for sensory evaluation.
- Flavor has not changed: 0 points
- Leaf ⁇ ⁇ -20 purified product additive 0 6 As shown in Table 2, the additive with a flavor deterioration inhibitor consisting of acitapa extract has a more effective flavor deterioration suppression effect than those without additive and L-ascorbic acid. It turned out to be high.
- the total amount was adjusted to 100 g with 10 g of granulated sugar, 0.1 g of citrate, 0.1 g of lemon flavor and water.
- the glass without the flavor deterioration inhibitor and the one with 5ppm of various flavor deterioration inhibitors were filled into glass containers and sterilized at 70 ° C for 10 minutes. After irradiating them with a light stability tester (15,000 lux, 10 ° C, 3 days), a panel of 10 trained panelists was selected for sensory evaluation. And In this case, as a control, a lemon-flavored beverage which was not irradiated with a fluorescent lamp and to which no flavor deterioration inhibitor was added was used to evaluate the degree of change (deterioration) in flavor. The results are shown in Table 3.
- the evaluation score in Table 3 is the average score of each panel scored based on the same criteria as in Test Example 2.
- the off-flavors and off-flavors in the scoring standards particularly refer to “vinyl odor” and “green odor”.
- Leaf / HP-20 purified product additive 0.9 As shown in Table 3, compared to the additive-free and L-ascorbic acid-added products, those with the addition of the flavor deterioration inhibitor consisting of the acacia extract were It was found that the effect of suppressing flavor deterioration was high.
- the fermented milk stock solution (54% total solids, 4% non-fat milk solids) was diluted 5 times by weight with distilled water to prepare lactic acid bacteria beverages. 100 g of this beverage, to which no flavor deterioration inhibitor was added, and one to which 1 Oppm of the flavor deterioration inhibitor had been added were filled into glass containers and sterilized at 70 ° C for 10 minutes. After irradiating them with a light stability tester (15,000 lux, 10 ° C, 12 hours), a panel of 10 trained panelists was selected for sensory evaluation.
- a lactic acid bacterium beverage not irradiated with a fluorescent lamp, to which no flavor deterioration inhibitor was added was used to evaluate the degree of change (deterioration) in flavor.
- Table 4 shows the results.
- the evaluation scores in Table 4 are based on the same criteria as in Test Example 2. The average score of each panel scored in.
- off-flavors and off-flavors in the scoring standards refer to special pickled odors and metallic odors.
- Leaf / HP-20 purified product additive product 0, 8 As shown in Table 5, compared to the additive-free product and the L-ascorbic acid-added product, the product with the addition of the flavor deterioration inhibitor consisting of the acacia extract was It was found that the effect of suppressing flavor deterioration was high.
- the mouthwash was prepared by blending the following amounts.
- Ethanol 15.0 g Glycerin. 10.0 g Polyoxyethylene 2.0 g Saccharin sodium 0.15 g Sodium benzoate 0.05 g Fragrance 0.3 g Sodium dihydrogen phosphate 0.1
- the corn oil mixture and the skim milk powder mixture thus obtained were each cooled to 50 to 60 ° C., mixed, and stirred for 5 minutes at 1,500 rpm using a disper while cooling with ice water. The whole was kneaded with a rubber spatula while cooling with water (cooled to 10 ° C). It was transferred to a container and aged in a refrigerator to complete margarine.
- vanilla beans 10 g was supplemented with 35 g of ethanol and 65 g of distilled water, and the mixture was allowed to stand and extract at room temperature in a dark place for 4 weeks. This solution was filtered to obtain 90 g of a vanilla extract. To 90 g of this extract was added 10 g of an aqueous ethanol solution of 1% by weight / 50% by weight of ethanol extract of ash stalk / 50% by weight ethanol to complete the extract of vanilla of the present invention.
- Apple fleino, 'ichi was prepared according to the following formulation.
- Grape flavor was prepared according to the following recipe.
- peel Z aqueous extract a reddish-brown powder
- Solubility easily soluble in water, soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- peripheral Z 50% by weight ethanol extract a reddish-brown powder
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- peripheral ZHP-20 purified product 100 g of this concentrated solution was adsorbed on 100 ml of a porous synthetic adsorbent (Diaion HP-20). After washing with 400 ml of water, elution was carried out with 400 ml of a 50% by weight aqueous ethanol solution. The eluate was concentrated under reduced pressure and freeze-dried to obtain 3.1 g of a reddish-brown powder (hereinafter referred to as “pericarp ZHP-20 purified product”). Physical properties were as follows.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- a yogurt beverage was prepared in exactly the same manner as in Test Example 2, and the effect of suppressing flavor deterioration was evaluated.
- Pericarp ZH P-20 Additives of purified products 0 4 As shown in Table 7, compared with those without additives and with L-ascorbic acid, those with the addition of the flavor deterioration inhibitor consisting of avocado extract inhibited flavor deterioration. The effect was found to be high.
- a lemon-flavored beverage was prepared in exactly the same manner as in Test Example 3, and the effect of suppressing flavor deterioration was evaluated.
- Table 8 shows the results. straight
- Pericarp / HP-20 purified product additive 1.0 As shown in Table 8, the flavor degradation of the additive-free and L-ascorbic acid-added products with the flavor deterioration inhibitor consisting of avocado extract was added. It was found that the suppression effect was high.
- a lactic acid bacterium drink was prepared in exactly the same manner as in Test Example 4, and the flavor deterioration suppressing effect was evaluated.
- Pericarp / HP-20 purified product additive 0.5 As shown in Table 9, compared to the additive-free and L-ascorbic acid-added products, those with the addition of the flavor deterioration inhibitor consisting of the avocado extract had the flavor deterioration. It was found that the suppression effect was high.
- Drinking tfe Deterioration control (addition amount: 20 ⁇ ) Sensory evaluation flat point No additive 3.5 L-ascorbic acid 3 2 Peel / water extract additive 10 0 Peel / 50% by weight ethanol extract additive 1 3 Seed / 50% by weight ethanol extract additive 1 Peel / 95% by weight ethanol extract additive 1 4 pericarp / ⁇ ⁇ -20 purified product additive 0 9 As shown in Table 10, no additive and L-ascorbic acid added It was found that the addition of the flavor deterioration inhibitor composed of the avocado extract had a higher flavor deterioration suppressing effect than that of the avocado extract.
- the mouthwash was prepared by blending the following amounts.
- a mixture of 55 g of shortening, 15 g of corn oil, 0.1 g of 30% carotene carotene solution, 0.2 g of lecithin and 0.3 g of emulsifier was sterilized in a water bath at 80 ° (for 10 minutes. On the other hand, 27.9 g of water, A mixture of 0.5 g of salt, 1 g of skim milk powder, 1 g of avocado seed / 50 wt% ethanol extract, 1 wt% of 50 wt% ethanol aqueous solution, and heated to 85 ° C with a water bath.
- the skimmed milk powder mixture was cooled to 50-60 ° C., mixed, and stirred with a disperser at 1,50 Orpm for 5 minutes while cooling with ice water. The mixture was transferred to a container and aged in a refrigerator overnight to complete margarine.
- vanilla beans To 10 g of vanilla beans, 35 g of ethanol and 65 g of distilled water were added, and the mixture was allowed to stand and extract at room temperature in a dark place for 4 weeks. This solution was filtered to obtain 90 g of a vanilla extract. To 90 g of this extract, 10 g of an aqueous solution of 1% by weight of apopotassium seed / 50% by weight ethanol extract and 10 g of an aqueous solution of 50% by weight of ethanol were added to complete the extract of vanilla of the present invention.
- Apple flakes were prepared according to the following recipe.
- Grape flavor was prepared according to the following recipe.
- Ebisugusa seeds 50 g are ground, 500 g of water is added, and the mixture is extracted by heating under reflux for 1 hour.
- Solubility easily soluble in water, soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Ebisugusa seeds 50 g were pulverized, and 1000 g of a 95% by weight aqueous ethanol solution was heated to reflux for 1 hour and extracted.
- Solubility Insoluble in water, soluble in 50% by weight ethanol aqueous solution, easily soluble in ethanol.
- HP_20 purified product 100 g of this concentrated solution was adsorbed on 100 ml of a porous synthetic adsorbent (Diaion HP-20). After washing with 400 ml of water, elution was carried out with 400 ml of a 50% by weight aqueous ethanol solution. The eluate was concentrated under reduced pressure and freeze-dried to obtain 2.0 g of a brown powder (hereinafter referred to as “HP_20 purified product”). Physical properties were as follows.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, and insoluble in ethanol.
- a yogurt drink was prepared in exactly the same manner as in Test Example 2, and the effect of suppressing flavor deterioration was evaluated. The results are shown in Table 12.
- HP-20 Additives of purified product 0 As shown in Table 12, compared to those without additives and with L-ascorbic acid, those with the addition of a flavor deterioration inhibitor consisting of evisugusa extract have a higher effect of suppressing flavor deterioration. I understand.
- a lemon-flavored beverage was prepared in exactly the same manner as in Test Example 3, and the effect of suppressing the deterioration of flavor of the edible grass extract was evaluated. Table 13 shows the results.
- a lactic acid bacterium beverage was prepared in exactly the same manner as in Test Example 4, and the effect of reducing the flavor of the edible extract was evaluated. Table 14 shows the results.
- Additives of HP-20 purified products 0.8 As shown in Table 14, the additive with a flavor deterioration inhibitor consisting of evisugusa extract is more effective in suppressing the deterioration of flavor than those without additive and with L-ascorbic acid I understood.
- Test Example 15 (100% orange beverage) A 100% orange beverage was prepared in exactly the same manner as in Test Example 5, and the effect of the extract of Ebisugusa on flavor deterioration was evaluated. Table 15 shows the results.
- HP-20 refined product additive has a higher flavor deterioration inhibitory effect when added with a flavor deterioration inhibitor consisting of evisugusa extract than when not added or L-ascorbic acid is added. all right.
- the mouthwash was prepared by blending the following amounts.
- the corn oil mixture and the skim milk powder mixture thus obtained were each cooled to 50-60 ° C., mixed, and stirred at 1,500 rpm for 5 minutes using a disperser while cooling with ice water. The whole was kneaded with a rubber spatula while cooling with water (cooled to 10 ° C). It was transferred to a container and aged in the refrigerator overnight to complete magarin.
- vanilla extract was obtained. To 90 g of this extract was added 10 g of a 50% by weight ethanol extract of 50% by weight ethanol extract of Ebisugusa to complete the vanilla extract of the present invention.
- An apple flavor was prepared according to the following recipe.
- a grape flavor was prepared according to the following recipe.
- peanut seeds 100 g were pulverized, placed in 2 kg of 25% by weight ethanol aqueous solution, and extracted by heating under reflux for 1 hour. After removing insolubles by filtration, the filtrate was concentrated under reduced pressure, freeze-dried and dried to obtain 5.9 g of brown powder (hereinafter referred to as “seed / 25% by weight ethanol extract”).
- seed / 25% by weight ethanol extract The physical properties of this extract were as follows.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- seed Z 95% by weight ethanol extract a brown liquid
- Solubility Insoluble in water, soluble in 50% by weight aqueous ethanol solution, easily soluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Leaf / HP-20 refined product 89 As shown in Table 16, compared with those without additive and with L-ascorbic acid, those added with the flavor deterioration inhibitor consisting of wort extract were light-induced citrus Was strongly suppressed.
- a yogurt beverage was prepared in exactly the same manner as in Test Example 2, and the flavor of the obaco extract was reduced. The effect of inhibiting formation was evaluated. Table 17 shows the results.
- a lemon-flavored beverage was prepared in exactly the same manner as in Test Example 3, and the flavor deterioration suppressing effect of the oobaco extract was evaluated. Table 18 shows the results.
- a lactic acid bacterium beverage was prepared in exactly the same manner as in Test Example 4, and the effect of the oobaco extract on flavor deterioration suppression was evaluated. Table 19 shows the results.
- Leaf / HP-20 purified product additive 1.0 As shown in Table 20, compared to the additive-free and L-ascorbic acid-added products, the flavor-deterioration inhibitor consisting of wobako extract was added, and the flavor-deterioration inhibitory effect was found to be high.
- the mouthwash was prepared by blending the following amounts.
- the corn oil mixture and the skim milk powder mixture thus obtained were each cooled to 50 to 60 ° C, mixed, and stirred at 1,500 rpm for 5 minutes using a disperser while cooling with ice water. With rubber spatula while cooling with water The whole was well kneaded (cooled to 10 ° C). It was transferred to a container and aged in a refrigerator overnight to complete margarine.
- vanilla extract was obtained.
- 90 g of this extract was added with 10 g of a 10% aqueous solution of 1% by weight of 50% by weight ethanol solution of ooba coconut leaves / 50% by weight ethanol extract to complete a vanilla extract of the present invention.
- Apple flavor was prepared according to the following recipe.
- a grape flavor was prepared according to the following recipe.
- Solubility Easily soluble in water, soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Insoluble in water, soluble in 50% by weight aqueous ethanol solution, easily soluble in ethanol.
- HP-20 purified product 100 g of this concentrated solution was adsorbed on 100 ml of a porous synthetic adsorbent (Diaion HP-20). After washing with 400 ml of water, elution was carried out with 400 ml of a 50% by weight aqueous ethanol solution. The eluate was concentrated under reduced pressure and freeze-dried to obtain 1.3 g of a brown powder (hereinafter referred to as “HP-20 purified product”). Physical properties were as follows.
- HP—20 purified product additive 7 7 As shown in Table 21, compared to the additive-free and L-ascorbic acid-added products, those with the addition of the flavor deterioration inhibitor consisting of hawthorn extract were citral by light irradiation. Was strongly suppressed.
- a yogurt beverage was prepared in exactly the same manner as in Test Example 2, and the effect of the hawthorn extract on flavor deterioration suppression was evaluated. The results are shown in Table 22.
- a lemon-flavored beverage was prepared in exactly the same manner as in Test Example 3, and the effect of the hawthorn extract on inhibiting flavor deterioration was evaluated.
- HP-20 purified product additive 0 9 As shown in Table 23, compared to the additive-free and L-ascorbic acid-added products, the product with the added flavor-deterioration inhibitor consisting of hawthorn extract has a higher flavor-deterioration inhibitory effect. all right.
- a lactic acid bacterium drink was prepared in exactly the same manner as in Test Example 4, and the effect of the hawthorn extract on the suppression of flavor deterioration was evaluated. The results are shown in Table 24.
- a 100% orange drink was prepared in exactly the same manner as in Test Example 5, and the effect of the flavor deterioration inhibitor on the hawthorn extract was evaluated. The results are shown in Table 25.
- HP—20 purified product additives 0 8 As shown in Table 25, compared to the additive-free and L-ascorbic acid-added products, those with the addition of the flavor deterioration inhibitor consisting of hawthorn extract have a more effective flavor deterioration suppression effect. It turned out to be high.
- a mouthwash was prepared by blending the following formulation.
- Shortening 55 15 g of corn oil, 0.1 g of 30% bain carotene solution, 0.2 g of lecithin and 0.3 g of emulsifier were mixed and sterilized in a water bath at 80 ° C for 10 minutes. Separately, 27.9 g of water, 0.5 g of sodium chloride, and 1 g of skim milk powder were mixed with 50% by weight of ethanol extract of hawthorn and 0.1 g of 50% by weight aqueous ethanol solution, and heated to 85 ° C in a water bath. The corn oil mixture thus obtained and the skim milk powder mixture were cooled to 50-60 ° C, respectively, mixed, and stirred for 5 minutes at 1,500 rpm using a disperser while cooling with ice water. . The whole was thoroughly kneaded with a rubber spatula while cooling with water (cooled to 10 ° C). Transferred to a container and aged in a refrigerator overnight to complete magarin.
- vanilla extract 35 g of ethanol and 65 g of distilled water were added to 10 g of vanilla beans, and the mixture was allowed to stand and extract at room temperature in the dark for 4 weeks. By filtering this solution, 90 g of vanilla extract was obtained. 90 g of this extract contains 95% by weight of hawthorn 10% of a 1% by weight / 50% by weight aqueous ethanol solution of the ethanol extract was added to complete the vanilla extract of the present invention.
- Apple flavor was prepared according to the following recipe.
- Grape flavor was prepared according to the following recipe.
- Solubility Easily soluble in water, soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, and insoluble in ethanol.
- Solubility Insoluble in water, soluble in 50% by weight aqueous ethanol solution, easily soluble in ethanol.
- the fermented tea leaf extract obtained by the above extraction was added to various foods to evaluate the effect of suppressing flavor deterioration.
- a yogurt beverage was prepared in exactly the same manner as in Test Example 2, and the flavor of the fermented tea leaf extract was The effect of suppressing taste deterioration was evaluated (
- a lemon-flavored beverage was prepared in exactly the same manner as in Test Example 3, and the fermented tea leaf extract was evaluated for its effect of suppressing flavor deterioration. The results are shown in Table 28.
- a lactic acid bacteria beverage was prepared in exactly the same manner as in Test Example 4, and the fermented tea leaf extract was evaluated for its effect of suppressing flavor deterioration. The results are shown in Table 29.
- a 100% orange beverage was prepared in exactly the same manner as in Test Example 5, and the fermented tea leaf extract was evaluated for its effect of suppressing flavor deterioration. The results are shown in Table 30.
- the mouthwash was prepared by combining the roosters with the following formulation.
- the corn oil mixture thus obtained and the skim milk powder mixture were each cooled to 50 to 60 ° C, mixed, and stirred for 5 minutes at 1,500 rpm using a disperser while cooling with ice water. .
- the whole was kneaded well with a rubber leveler while cooling with water (cooled to 10 ° C). It was transferred to a container and aged in a refrigerator overnight to complete magarin.
- vanilla extract of the present invention 35 g of ethanol and 65 g of distilled water were added to 10 g of vanilla beans, and the mixture was allowed to stand and extract at room temperature for 4 weeks. By filtering this solution, 90 g of vanilla A kiss tract was obtained. To 90 g of this extract, 10 g of a 1% by weight / 50% by weight aqueous ethanol solution of a 95% by weight ethanol extract of black tea leaves was added to complete the vanilla extract of the present invention.
- An apple flavor was prepared according to the following recipe.
- Grape flavor was prepared according to the following recipe.
- Solubility Easily soluble in water, soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- oolong tea leaves To 50 g of oolong tea leaves, 500 g of a 50% by weight aqueous ethanol solution was added, and the mixture was allowed to stand at room temperature for 12 hours.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- oolong tea leaves To 50 g of oolong tea leaves, 500 g of a 95% by weight aqueous ethanol solution was added, and the mixture was heated under reflux for 1 hour and extracted.
- Solubility Insoluble in water, soluble in 50% by weight aqueous ethanol solution, easily soluble in ethanol.
- Citral ⁇ quantity test Deterioration inhibitor (addition amount: 200 ⁇ O m) Citral content (%) No additive 2 9
- the semi-fermented tea leaf extract obtained by the above extraction was added to various foods to evaluate the effect of suppressing the deterioration of flavor.
- a yogurt beverage was prepared in exactly the same manner as in Test Example 2, and the semi-published tea leaf extract was flavored. The taste deterioration suppressing effect was evaluated. The results are shown in Table 32.
- Anti-glare agent (added-shadow: 1 ⁇ ⁇ ⁇ ⁇ ⁇
- a lemon-flavored beverage was prepared in exactly the same manner as in Test Example 3, and the half-fermented tea leaf extract was evaluated for its effect of suppressing flavor deterioration. The results are shown in Table 33.
- Flavor Deterioration Smell II (Addition amount: 5 ⁇ ⁇ ⁇ 1)
- a lactic acid bacterium drink was prepared in exactly the same manner as in Test Example 4, and the half-fermented tea leaf extract was evaluated for its effect of suppressing flavor deterioration. The results are shown in Table 34.
- a 100% orange drink was prepared in exactly the same manner as in Test Example 5, and the half-fermented tea leaf extract was evaluated for its effect of suppressing flavor deterioration. The results are shown in Table 35.
- the mouthwash was prepared by blending the following amounts.
- the corn oil mixture and the skim milk powder mixture thus obtained were each cooled to 50 to 60 ° C., mixed, and stirred at 1,50 O rpm for 5 minutes using a disperser while cooling with ice water. The whole was thoroughly kneaded with a rubber spatula while cooling with water (cooled to 10 ° C). It was transferred to a container and aged in the refrigerator overnight to complete magarin.
- vanilla extract A tract was obtained.
- 10 g of a 1% by weight / 50% by weight aqueous ethanol solution of oolong tea leaves was added to give a vanilla extract of the present invention.
- Apple flavor was prepared according to the following recipe.
- Grape flavor was prepared according to the following recipe.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- avocado extract a reddish-brown powder
- Solubility soluble in water, easily soluble in 50% by weight ethanol aqueous solution, insoluble in ethanol Dissolution.
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- black tea extract a brownish powder
- oolong tea extract 100 g of oolong tea leaves were placed in 2 kg of a 50% by weight aqueous ethanol solution, and allowed to stand at room temperature for 12 hours to extract. After removing insoluble matters by filtration, the filtrate was concentrated under reduced pressure, and then the concentrate was freeze-dried to obtain 25 g of a brownish powder (hereinafter referred to as “oolong tea extract”).
- the physical properties of this extract were as follows.
- Solubility soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol
- Solubility Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.
- hawthorn extract 50 g of dried hawthorn fruit was pulverized, placed in 250 g of a 50% by weight aqueous ethanol solution, and extracted by heating under reflux for 1 hour. After removing insolubles by filtration, the filtrate was concentrated under reduced pressure, and then the concentrate was freeze-dried to obtain 5 g of a brownish powder (hereinafter referred to as “hawthorn extract”).
- hawthorn extract The physical properties of this extract were as follows.
- Solubility soluble in water, easily soluble in 50% by weight ethanol aqueous solution, insoluble in ethanol Dissolution.
- Test Examples and Examples the following was used as a single reagent.
- Chlorogenic acid manufactured by Wako Pure Chemical Industries, Ltd. was used.
- the deterioration odor generation inhibitor was added to a lemon model beverage, and the effect of suppressing the production of p-cresol and p-methylacetophenone was evaluated.
- Table 1 shows the relative amount of p-cresol and p-methylacetophenone without addition of p-cresol and p-methylacetophenone when the amount of p_cresol and p-methylacetophenone in storage at 50 ° C for 7 days is 100. Expressed as a value.
- the evaluation score in Table 37 is the average score of each panel scored according to the following criteria.
- C Coring criteria
- a model base for weakly acidic rinsing was prepared according to the following formulation.
- a model-based refrigerated storage product containing a fragrance without a deteriorating odor generation inhibitor and antioxidant (evaluation score: 0), and a fragrance without a deteriorating odor generation inhibitor and antioxidant added, stored at 40 ° C for 14 days
- evaluation score: 4 the degree of deterioration of the model base containing fragrances to which various deterioration odor generation inhibitors and antioxidants were added was relatively evaluated. The results are shown in Table 38.
- the evaluation score in Table 3 is the average score of each panel scored based on the following criteria. (Scoring criteria)
- L-ascorbic acid 200ppm added Stored at 40 ° C 3.8 As shown in Table 38, it suppresses the generation of deteriorating odors from the extracts of abaca, avocado, oobaco, black tea, oolong tea, edible grass and hawthorn
- the addition of the agent to the slightly acidic rinsing model base strongly suppressed the formation of p-cresol-like and p-methylacetophenone-like degraded odors.
- strong antioxidants such as rutin, chlorogenic acid, and L-ascorbic acid were added, almost no effect of suppressing the formation of degraded odors like P-cresol and p-methylacetophenone was observed.
- Example 36 Example of ash extract (lactic acid bacteria drink)
- Distilled water was added to 20 g of a fermented milk stock solution (total solid content: 54%, non-fat milk solid content: 4%) to dilute to a total of 100 g. 0.1 g of lemon flavor and 0.3 g of a 1% by weight of ashitaba extract in 50% by weight of ethanol solution were added to the mixture, filled in a glass container, and then sterilized (70 ° C; 10 minutes) to complete a lactic acid bacteria beverage.
- Example 37 Example of avocado extract, hawthorn extract + oobaco extract (1: 1 mixture by weight) (yogurt beverage)
- the mixture was sterilized (90-95 C, 5 minutes). 4 8. After cooling to C, the plants were inoculated overnight. This was fermented at 40 ° C for 4 hours. After cooling, it was stored at 5 ° C to make a yogurt base.
- the sugar solution used was prepared by mixing 20 g of upper sucrose, 1 g of pectin, and 79 g of water, heating the mixture at 90 to 95 ° C for 5 minutes, and filling in a hot pack.
- Example 38 Example of hawthorn extract, Ebisugusa extract + black tea extract (2: 1 weight ratio mixture) (mouthwash)
- a mouthwash was prepared according to the following formulation.
- a mouthwash was prepared by adding the same concentration of the edible grass extract and the oolong tea extract (2: 1 weight ratio mixture).
- Example 39 Example of oobako extract, shrimp extract and black tea extract (1: 2 mixture by weight) (lotion)
- a lotion was prepared according to the following formulation.
- the flavor deterioration inhibitor of the present invention By adding the flavor deterioration inhibitor of the present invention to an oral composition such as food, it is possible to suppress the flavor deterioration of those which are easily affected by light, heat, oxygen and the like. In particular, it has a remarkable effect of suppressing deterioration of light and can maintain flavor for a long period of time, so it is filled in a transparent glass container, translucent plastic container, or transparent bag that is easily affected by light irradiation. When applied to an oral composition, excellent effects are exhibited. Further, since the taste and odor of the flavor deterioration inhibitor of the present invention itself does not affect the original flavor of the oral composition, it can be widely applied.
- the odor generation inhibitor of the present invention in citral or a product containing citral, the odor derived from citral due to aging or heating (P-cresol and P-methylacetof) can be obtained. Enone) generation can be effectively suppressed. Therefore, the use of the deteriorating odor generation inhibitor of the present invention efficiently suppresses the generation of the deteriorating odor that gradually progresses at each stage during the production, distribution, and storage periods of the citral-containing product, and maintains a fresh feeling. This makes it possible to maintain product quality stably at low cost and for a long time.
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Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
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CA2489390A CA2489390C (en) | 2002-06-14 | 2003-04-09 | Flavor deterioration inhibitor and inhibitor for the generation of citral deterioration smell |
KR1020047019562A KR101087199B1 (ko) | 2002-06-14 | 2003-04-09 | 향미열화 억제제 및 시트랄의 열화악취 생성 억제제 |
EP03717547A EP1554938B1 (en) | 2002-06-14 | 2003-04-09 | Flavor deterioration inhibitor and inhibitor for the generation of citral deterioration smell |
US10/517,804 US20060062813A1 (en) | 2002-06-14 | 2003-04-09 | Flavor deterioration inhibitor and inhibitor for the generation of citral deterioration smell |
AU2003227476A AU2003227476B8 (en) | 2002-06-14 | 2003-04-09 | Flavor deterioration inhibitor and inhibitor for the generation of citral deterioration smell |
DE60315061T DE60315061T2 (de) | 2002-06-14 | 2003-04-09 | Inhibitor gegen geschmacksbeeinträchtigung und inhibitor gegen die erzeugung eines durch citralbeeinträchtigung entstehenden geruchs |
US14/139,375 US20140113058A1 (en) | 2002-06-14 | 2013-12-23 | Flavor deterioration inhibitor and inhibitor for the generation of citral deterioration smell |
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JP2002173582A JP2004016058A (ja) | 2002-06-14 | 2002-06-14 | 香味劣化抑制剤 |
JP2002-173553 | 2002-06-14 | ||
JP2002173545A JP2004016056A (ja) | 2002-06-14 | 2002-06-14 | 香味劣化抑制剤 |
JP2002173594A JP4231243B2 (ja) | 2002-06-14 | 2002-06-14 | 香味劣化抑制剤 |
JP2002-173552 | 2002-06-14 | ||
JP2002-173545 | 2002-06-14 | ||
JP2002173600A JP4231244B2 (ja) | 2002-06-14 | 2002-06-14 | 香味劣化抑制剤 |
JP2002-173556 | 2002-06-14 | ||
JP2002-173600 | 2002-06-14 | ||
JP2002173552A JP2004016057A (ja) | 2002-06-14 | 2002-06-14 | 香味劣化抑制剤 |
JP2002-173594 | 2002-06-14 | ||
JP2002-173613 | 2002-06-14 | ||
JP2002173553A JP2004018611A (ja) | 2002-06-14 | 2002-06-14 | 香味劣化抑制剤 |
JP2002173556A JP2004018612A (ja) | 2002-06-14 | 2002-06-14 | 香味劣化抑制剤 |
JP2002-173582 | 2002-06-14 | ||
JP2002173613A JP4185317B2 (ja) | 2002-06-14 | 2002-06-14 | シトラール又はシトラール含有製品の劣化臭生成抑制剤 |
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US10/517,804 A-371-Of-International US20060062813A1 (en) | 2002-06-14 | 2003-04-09 | Flavor deterioration inhibitor and inhibitor for the generation of citral deterioration smell |
US14/139,375 Continuation US20140113058A1 (en) | 2002-06-14 | 2013-12-23 | Flavor deterioration inhibitor and inhibitor for the generation of citral deterioration smell |
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PCT/JP2003/004513 WO2003105599A1 (ja) | 2002-06-14 | 2003-04-09 | 香味劣化抑制剤およびシトラールの劣化臭生成抑制剤 |
Country Status (10)
Country | Link |
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US (2) | US20060062813A1 (ja) |
EP (1) | EP1554938B1 (ja) |
KR (1) | KR101087199B1 (ja) |
CN (1) | CN100577029C (ja) |
AT (1) | ATE367095T1 (ja) |
AU (1) | AU2003227476B8 (ja) |
CA (1) | CA2489390C (ja) |
DE (1) | DE60315061T2 (ja) |
TW (1) | TW200402271A (ja) |
WO (1) | WO2003105599A1 (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK0914178T3 (da) * | 1996-06-18 | 2003-04-22 | Alza Corp | Anordning til forøgelse af transdermal afgivelse eller prøveudtagning af et middel |
FR2908989B1 (fr) * | 2006-11-23 | 2012-08-17 | Oreal | Composition cosmetique comprenant au moins un ester volatil |
FR2908982A1 (fr) * | 2006-11-23 | 2008-05-30 | Oreal | Composition cosmetique comprenant au moins un solvant volatil hydrocarbone aprotique |
CN101610686B (zh) * | 2007-04-25 | 2013-03-20 | 爱科来株式会社 | 饮食品的风味改良剂 |
WO2009011271A1 (ja) * | 2007-07-13 | 2009-01-22 | Ogawa & Co., Ltd. | 香味又は香気の劣化抑制剤 |
US20090214712A1 (en) * | 2008-02-21 | 2009-08-27 | The Coca Cola Company | Milk-Based Beverage and Method for Preventing Off-Flavors in a Milk-Based Beverage |
CN106397205B (zh) | 2010-08-09 | 2020-09-22 | 蒙特雷尖端科技研究所 | 富含生物活性化合物的鳄梨提取物的抗微生物、抗菌及抑制芽孢萌发活性 |
WO2017051208A1 (en) | 2015-09-23 | 2017-03-30 | Instituto Tecnológico y de Estudios Superiores de Monterrey | Acetogenin molecules having antiplatelet and/or antithrombic activities, and methods and compositions thereof |
US10932484B2 (en) | 2016-10-19 | 2021-03-02 | Instituto Tecnologico Y De Estudios Superiores De Monterrey | Inhibitory activity of acetogenins against Listeria monocytogenes |
US20180228189A1 (en) | 2017-02-14 | 2018-08-16 | Kraft Foods Group Brands Llc | Process for maintaining freshness of vegetable pieces |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH10215811A (ja) * | 1997-02-07 | 1998-08-18 | Meiji Seika Kaisha Ltd | 脂肪の燃焼を促進させる飲食品 |
JP2002104987A (ja) * | 2000-09-26 | 2002-04-10 | Takeda Chem Ind Ltd | 消臭剤およびその用途 |
JP2003038144A (ja) * | 2001-07-26 | 2003-02-12 | Taiyo Kagaku Co Ltd | 香味成分の劣化防止剤 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1428394A (en) * | 1972-06-29 | 1976-03-17 | Unilever Ltd | Tea |
JPS59219384A (ja) * | 1983-05-30 | 1984-12-10 | Mitsui Norin Kk | 天然抗酸化剤の製造方法 |
CH657866A5 (fr) * | 1983-07-06 | 1986-09-30 | Nestle Sa | Protection antioxygene des produits alimentaires et cosmetiques par des extraits vegetaux. |
US4839187A (en) * | 1984-06-14 | 1989-06-13 | Nestec Sa | Antioxidant compositions |
US4891231A (en) * | 1983-12-15 | 1990-01-02 | Nestec S.A. | Process for inhibiting liquid oxidation in food |
US5445836A (en) * | 1994-05-12 | 1995-08-29 | Kraft Foods, Inc. | Enzymatic clarification of tea extracts |
EP0993302B1 (en) * | 1997-06-23 | 2006-11-02 | Naturex Inc. | Storage stable, citrus-flavored compositions comprising plant extracts |
CN1252290C (zh) * | 2002-07-22 | 2006-04-19 | 广州富通光科技术有限公司 | 齿轮的激光表面硬化工艺 |
-
2003
- 2003-04-09 CN CN03813833A patent/CN100577029C/zh not_active Expired - Lifetime
- 2003-04-09 AU AU2003227476A patent/AU2003227476B8/en not_active Expired
- 2003-04-09 DE DE60315061T patent/DE60315061T2/de not_active Expired - Lifetime
- 2003-04-09 AT AT03717547T patent/ATE367095T1/de not_active IP Right Cessation
- 2003-04-09 EP EP03717547A patent/EP1554938B1/en not_active Expired - Lifetime
- 2003-04-09 WO PCT/JP2003/004513 patent/WO2003105599A1/ja active IP Right Grant
- 2003-04-09 CA CA2489390A patent/CA2489390C/en not_active Expired - Lifetime
- 2003-04-09 KR KR1020047019562A patent/KR101087199B1/ko active IP Right Grant
- 2003-04-09 US US10/517,804 patent/US20060062813A1/en not_active Abandoned
- 2003-04-17 TW TW092108955A patent/TW200402271A/zh not_active IP Right Cessation
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2013
- 2013-12-23 US US14/139,375 patent/US20140113058A1/en not_active Abandoned
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10215811A (ja) * | 1997-02-07 | 1998-08-18 | Meiji Seika Kaisha Ltd | 脂肪の燃焼を促進させる飲食品 |
JP2002104987A (ja) * | 2000-09-26 | 2002-04-10 | Takeda Chem Ind Ltd | 消臭剤およびその用途 |
JP2003038144A (ja) * | 2001-07-26 | 2003-02-12 | Taiyo Kagaku Co Ltd | 香味成分の劣化防止剤 |
Also Published As
Publication number | Publication date |
---|---|
EP1554938A1 (en) | 2005-07-20 |
CN1662153A (zh) | 2005-08-31 |
KR101087199B1 (ko) | 2011-11-29 |
AU2003227476B2 (en) | 2009-07-09 |
CN100577029C (zh) | 2010-01-06 |
KR20050008765A (ko) | 2005-01-21 |
EP1554938B1 (en) | 2007-07-18 |
EP1554938A4 (en) | 2005-07-20 |
AU2003227476B8 (en) | 2009-07-23 |
US20140113058A1 (en) | 2014-04-24 |
US20060062813A1 (en) | 2006-03-23 |
AU2003227476A1 (en) | 2003-12-31 |
TW200402271A (en) | 2004-02-16 |
DE60315061D1 (de) | 2007-08-30 |
ATE367095T1 (de) | 2007-08-15 |
CA2489390A1 (en) | 2003-12-24 |
DE60315061T2 (de) | 2007-11-22 |
CA2489390C (en) | 2011-07-19 |
TWI365047B (ja) | 2012-06-01 |
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