JP5559094B2 - Antiallergic agent - Google Patents

Description

  The present invention relates to an antiallergic agent derived from a natural product.

  Allergy usually refers to the process of immunity that is excessive or inadequate in the immunity necessary to protect our bodies from viruses and bacteria, causing pathological damage to the body. There are two typical allergies: immediate anaphylaxis hypersensitivity (Th2 cell-derived IgE antibody) and delayed allergy (cellular immunity with sensitized lymphocytes). A disease caused by an allergic reaction is called an allergic disease, and main examples include hay fever, asthma, atopic dermatitis, urticaria and the like. The number of patients continues to increase, and it is said that one out of every three Japanese people has some allergies.

  As a countermeasure against allergies, first of all, a test to identify the causative substance (allergen) is performed, and if allergens are identified, lifestyle and skin care should be practiced and contact with allergens should be avoided as much as possible. It is said that. In addition, chemotherapeutics represented by steroids are used as treatment methods, but they often have side effects, and the involvement of chemical substances is considered to be a cause of allergies. Is strongly demanded.

  Naturally-derived antiallergic materials include an antiallergic agent obtained by extracting hesperidin contained in immature citrus fruits with ethanol (Patent Document 1), and an antiallergic agent containing water-insoluble matter of citrus fruits (Patent Document 2). Has been reported. However, Patent Documents 1 and 2 relate to a method for extracting an active ingredient such as hesperidin that is sparingly soluble in water, and the extracted active ingredient has low bioabsorbability and is ingested by humans. There was a problem that a sufficient antiallergic effect could not be obtained.

  Moreover, in order to solubilize poorly soluble flavonoids such as hesperidin, a method has been reported in which β-cyclodextrin is added at a pH of 8 or higher and glycosyltransferase is performed using a glycosyltransferase (Patent Document 3). However, in the method described in Patent Document 3, although the solubility is improved by preparing a flavonoid glycoside, inclusion is performed at a pH of 8 or more using β-cyclodextrin, so that the flavonoid depends on the pH and temperature conditions. There was a problem that decomposed and caused deterioration of flavor. In the US and Europe, the daily acceptable intake (ADI) of β-cyclodextrin is 5 mg / kg body weight per day according to the safety test conducted by the FAO / WHO Joint Food Additives Committee (JECFA). Limited. Therefore, the intake amount of the flavonoid encapsulated by β-cyclodextrin is also restricted by this, and it is difficult to take a sufficient amount.

  As described above, although there are a plurality of reports on naturally occurring antiallergic agents, all of them have not been able to obtain sufficient antiallergic effects from the viewpoints of low bioabsorbability and low safety. Therefore, there is a demand for an antiallergic agent that uses a natural product with no restriction on the amount of intake and has high solubility of active ingredients in water.

JP 2005-132791 A JP2007-332117 JP 2004-305027 A

  An object of the present invention is to provide a material with improved anti-allergic effect by improving the solubility of hesperidin contained in citrus fruits containing hesperidin in water by using natural ingredients that have no intake restrictions or side effects.

  As a result of diligent research to solve the above problems, the present inventors mixed citrus fruit powder containing hesperidin as a main flavonoid and citrus fruit powder containing naryltin as a main flavonoid, Surprisingly, it has been found that the solubility of hesperidin, which is poorly soluble, in water is dramatically improved and the antiallergic action is enhanced, and further research has been made to complete the present invention.

The above-mentioned problems of the present invention are solved at once by the present invention described below. That is, the present invention
[1] An antiallergic agent comprising a combination of (A) one or more types of hesperidin-containing citrus fruits and (B) one or more types of nartiltin-containing citrus fruits different from the hesperidin-containing citrus fruits,
[2] The antiallergic agent according to [1], wherein the hesperidin-containing citrus is Unshu mandarin orange,
[3] The antiallergic agent according to [1] or [2], wherein the hesperidin-containing citrus fruit is an immature fruit,
[4] The antiallergic agent according to any one of [1] to [3], wherein the hesperidin-containing citrus fruit is blanched.
[5] The antiallergic agent according to any one of [1] to [4], wherein the narcistin-containing citrus is bellows (Citrus jabara),
[6] The antiallergic agent according to any one of the above [1] to [5], which contains the solid hesperidin-containing citrus fruit and the solid naryltin-containing citrus fruit,
[7] (i) a step of branching hesperidin-containing citrus fruit,
(Ii) drying and pulverizing the branched hesperidin-containing citrus fruit,
(Iii) drying and pulverizing the nililtin-containing citrus fruit, and (iv) mixing the powdered hesperidin-containing citrus fruit and the powdered nililtin-containing citrus fruit. The invention relates to a method for producing an antiallergic agent.

  According to the present invention, hesperidin, which is sparingly soluble in water, is allowed to coexist with natural components without side effects and intake restrictions, thereby improving the solubility of hesperidin in water and synergistically increasing the antiallergic effect. And an effective antiallergic agent with no intake restriction. Moreover, the antiallergic agent of the present invention is easy to produce and is very advantageous industrially.

4 is a graph showing the results of Test Example 1 (hesperidin concentration). It is a graph which shows the result (number of times of pruritus) of Test Example 2.

Hereinafter, the present invention will be described in detail.
The antiallergic agent of the present invention comprises (A) one or more types of hesperidin-containing citrus fruits (hereinafter also referred to as fruits (A)) and one or more types of narlitin-containing citrus fruits (hereinafter referred to as fruits (A)). And a fruit (B))).

  The fruit (A) is not particularly limited as long as it contains hesperidin, as long as the effect of the present invention is not hindered. For example, Citrus unshiu, Hiramemon (Citrus depressa), Citrus junos, Citrus hassaku, Citrus iyo, Sudachi, Citrus limon, Citrus tachibana, Nucleus (Citrus kinokuni hort.ex Tanaka), Yuko (C.yuko Hort.ex) Tan.), Tahitian Lime (Citrus aurantifolia), Harukankan (C. shunkokan Hort.ex Tan.), Sanpokan (Citrus sulcata), Dekopon ((Citrus unshiu x C. sinensis) x C. reticulata), Kiyomi (Citrus unshiu) × sinensis) and the like, and from the point of containing a large amount of hesperidin, preferably, fruits such as Unshu mandarin and hirami lemon are mentioned, and more preferably fruits such as Unshu mandarin.

  The varieties of the mandarin oranges are not particularly limited, and examples thereof include Miyamoto Sayao, Nichinan No. 1, Miyagawa Sayao, Okitsu Sayao, Fujinaka Unsyu, Nankan 20, Aoshima Unsyu, Otsu 4 and the like.

  As the fruit (A), only the flesh may be used, only the peel may be used, or both of them may be used. From the point of high hesperidin content in the peel, only the peel or It is preferable to use both pulp and peel.

  The ripeness of the fruit (A) is not particularly limited as long as the effects of the present invention are not hindered, but those having a high hesperidin content are preferred, for example, immature fruits are preferred. Further, as the immature fruit, those which are no longer required by thinning can be used, which is advantageous in terms of cost. In particular, in the case of the above-mentioned mandarin orange, an immature fruit collected from mid-July to mid-August is preferable. In addition, the size of the immature fruit is not particularly limited as long as the effect of the present invention is not hindered, but the diameter is preferably 0.5 to 10 cm, more preferably 1 to 8 cm, and even more preferably 1.5 to 6 cm. .

The fruit (A) may be blanched. Blanching usually means heat treatment. The blanching method in the present invention is not particularly limited as long as the effects of the present invention are not hindered, and examples thereof include a method in which the fruit is collected after being poured into hot water and heated for a certain time. During blanching, it may be in a stationary state or stirred.
By performing blanching, for example, when immature fruit is used, the intense bitterness and taste of the material can be removed. Moreover, since the easily water-soluble component is lost, the hardly water-soluble active component is concentrated.

  The temperature of the hot water used for blanching is not particularly limited as long as the effect of the present invention is not hindered. For example, 120 ° C to 30 ° C is preferable, 100 ° C to 45 ° C is more preferable, and 98 ° C to 60 ° C is still more preferable. . Above 120 ° C, the fruit collapses due to stress due to pressure. Moreover, at 30 degrees C or less, the intense bitterness and savory taste of unripe fruit of Wenzhou cannot be removed.

  Although the blanching time is not particularly limited, for example, 0.1 hours to 24 hours are preferable, 0.5 hours to 12 hours are more preferable, and 0.5 hours to 6 hours are still more preferable. When the blanching time is long, the fruit collapses due to overheating, and when the blanching time is short, the strong bitterness and egg flavor of the unripe fruit of Wenzhou cannot be removed.

  The fruit (B) contains nariltin and is not particularly limited as long as it does not interfere with the effects of the present invention as long as it is different from the fruit (A). For example, Citrus jabara, Yuzu (Citrus junos), Citrus iyo, Sudachi (Citrus sudachi), Yuko (C.yuko Hort.ex Tan.), Harukatsukan (C.shunkokan Hort.ex Tan.), Santoka (Citrus sulcata) and other fruits From the point of containing a large amount of nariltin, fruit such as bellows is preferable. The bellows is a citrus citrus that originated in Kitayama Village, Higashinada-gun, Wakayama Prefecture.

  As the fruit (B), only the flesh may be used, only the peel may be used, or both of them may be used. However, from the point that the content of nariltin in the peel is high, only the peel or It is preferable to use both pulp and peel.

  The ripeness of the fruit (B) is not particularly limited as long as the effect of the present invention is not hindered, but a fruit having a high content of narirutin is preferable, for example, an immature fruit is preferable. Further, as the immature fruit, those which are no longer required by thinning can be used, which is advantageous in terms of cost. In particular, in the case of the bellows, a mature fruit that is usually harvested in November to December may be used, and an immature fruit that is usually harvested before November may be used. It is preferable to use an immature fruit from the point of content of high.

  The state of the fruits (A) and fruits (B) contained in the antiallergic agent of the present invention is not particularly limited as long as the effects of the present invention are not hindered, but hesperidin has higher solubility in water and is absorbed by the body. From the viewpoint of high properties, it is preferably a solid, and the solid is preferably a powder. As solid fruit (A) and fruit (B), what dried and pulverized the fruit etc. can be used, for example.

  The blending ratio of the fruit (A) to the fruit (B) in the antiallergic agent of the present invention is not particularly limited as long as the effect of the present invention is not hindered. For example, the mass ratio when powdered is the fruit (A) / Fruit (B) = 9 to 0.11 is preferable, 4 to 0.25 is more preferable, and 2.3 to 0.43 is still more preferable. If the blending ratio of the fruit (A) is too high, the flavonoid solubilizing effect of the fruit (B) is hardly exhibited, and the solubility of hesperidin is difficult to improve. Moreover, if the blending ratio of the fruit (A) is too low, the blending amount of the fruit (A) decreases, and even if the flavonoid solubilizing effect of the fruit (B) is exhibited, the amount of hesperidin dissolved (bioabsorbable amount) Does not reach the effective amount.

The method for producing the antiallergic agent of the present invention is not particularly limited as long as the effects of the present invention are not hindered.
(I) a step of branching the hesperidin-containing citrus fruit (the fruit (A)),
(Ii) drying and pulverizing the branched hesperidin-containing citrus fruit,
(Iii) a step of drying and pulverizing the narcistin-containing citrus fruit (the fruit (B)), and (iv) a step of mixing the pulverized hesperidin-containing citrus fruit and the pulverized narcitin-containing citrus fruit. Preferred examples include a production method having

  As a method of drying the fruit (A) and the fruit (B), a known drying method can be widely adopted as long as the effects of the present invention are not hindered. For example, natural drying, air drying, reduced pressure drying, freeze drying, far infrared rays Examples of the method include drying, and freeze-drying, far-infrared drying and the like are preferable from the viewpoint of little change in components. The drying temperature is not particularly limited, but is usually about 80 ° C. or less, preferably about 60 ° C. or less, in order to prevent discoloration due to browning of sugar, alteration of active ingredients, and the like. The lower limit of the drying temperature is usually 30 ° C. The drying may be performed until the moisture content of the fruit becomes, for example, about 3 to 14% by mass, preferably about 3 to 8% by mass. Moreover, fruit (A) and fruit (B) may be shredded or sliced before drying, for example.

  The method for pulverizing the fruit (A) and the fruit (B) is not particularly limited as long as the effects of the present invention are not hindered. For example, a method using a grinder such as a hammer mill, a ball mill, a pin mill, a wing mill, a jet mill, or the like. Is mentioned. The mesh size in the pulverizer is not particularly limited as long as the effect of the present invention is not hindered, but is preferably 30 mesh to 200 mesh, particularly preferably 60 mesh to 100 mesh. If the particles are too large, they are not suitable for use as a powder, and if the particles are too small, the powder is scattered by air convection, which makes handling difficult.

  Fruit (A) and fruit (B) may be mixed before pulverizing each, or may be mixed after pulverizing each, but from the point of uniformity, the method of mixing after pulverizing Is preferred. Moreover, at the time of the mixing, it is preferable to mix the powders without using a solvent or the like because the obtained antiallergic agent has high solubility in water.

  The antiallergic agent of the present invention contains the fruit (A) and the fruit (B) as active ingredients. The agent of the present invention can be used as a pharmaceutical, a quasi drug, a food composition, a food additive, or the like. The agent of the present invention can be made into preparations having various oral administration forms. Although it does not specifically limit as long as the effect of this invention is not hindered as a solid formulation, For example, a powder, a granule, a powder agent, a tablet, a tablet, a pill, a capsule, a chewable agent etc. are mentioned. Examples of liquid preparations include emulsions, solutions, wettable powders, syrups, extracts, and elixirs.

  The solid preparation is prepared, for example, by adding a pharmaceutically acceptable additive or the like to the fruit (A) powder and the fruit (B) powder which are active ingredients. For example, excipients such as sucrose, sucrose, lactose, glucose, powdered maltose, cellulose sugar, dextran, syrup, starch, mannitol; binders such as gum arabic, gelatin, crystalline cellulose, hydroxypropylcellulose, methylcellulose; Lubricants such as sugar fatty acid esters, glycerin fatty acid esters, magnesium stearate, calcium stearate, talc and polyethylene glycol; disintegrating agents such as carmellose and starch (for example, potato starch); wetting agents such as sodium lauryl sulfate; anhydrous citric acid , Stabilizers such as sodium laurate and glycerol are blended. Furthermore, additives such as fragrances, buffers, thickeners, colorants, stabilizers, emulsifiers, dispersants, suspending agents and preservatives may be included. Further, it may be coated with gelatin, sucrose, gum arabic, carnauba wax or the like, or encapsulated. The liquid preparation is prepared, for example, by dissolving or dispersing the fruit (A) powder and the fruit (B) powder in water, ethanol, glycerin, simple syrup, or a mixture thereof. . These preparations may contain additives such as sweeteners, preservatives, demulcents, diluents, buffers, flavoring agents, and coloring agents.

  The total content of the fruit (A) and the fruit (B) in the agent of the present invention may be usually about 1% by mass or more, preferably about 10% by mass or more, in terms of dry mass, 20 mass% or more is more preferable. Moreover, the said content should just be normally about 99 mass% or less, and about 50 mass% or less is preferable. If it is the said range, an antiallergic action will be exhibited effectively.

  In addition, the daily use amount when the agent of the present invention is a pharmaceutical preparation varies depending on the subject's symptoms, body weight, and the like, but for example, the fruit (A) and the fruit (B) which are active ingredients are dried. The amount that the daily usage in terms of weight is about 0.1 to 50 g is preferable, and the amount that is about 1 to 30 g is more preferable. If it is the said range, an antiallergic action will fully be exhibited and a side effect will not arise. Although the use object of the said pharmaceutical formulation is not specifically limited, The person who has the symptom of hay fever, the person who has atopic disease, etc. become a suitable object.

  When the agent of the present invention is a food composition, it is suitable for use as a dietary supplement (supplement) or the like. This food composition contains additives ordinarily used in foods, powders, granules, powders, tablets, tablets, pills, capsules, chewables, emulsions, liquids, wettable powders, syrups. It can be prepared into dosage forms such as an agent, an extract and an elixir.

  The daily intake when the agent of the present invention is a food composition varies depending on the health condition, body weight, etc. of the intake person, but for example, the fruit (A) and the fruit (B) which are active ingredients are dried. The amount of daily intake converted to weight is preferably about 0.1 to 50 g, more preferably about 1 to 30 g. If it is the said range, an antiallergic action will fully be exhibited and a side effect will not arise. Although the use object of the said pharmaceutical formulation and food composition is not specifically limited, The person who has the symptom of hay fever, the person who has atopic disease, etc. become a suitable object.

Moreover, the agent of this invention may be mix | blended with foodstuffs, such as a general drink, a foodstuff, and a seasoning.
Examples of the beverage include sports beverages, drinks, milk beverages, lactic acid bacteria beverages, fruit juice beverages, carbonated beverages, vegetable beverages, tea beverages, coffee beverages, and alcoholic beverages.
Processed grains such as noodles and bread crumbs; processed beans such as miso; powders such as rice flour, wheat flour and kinako; dried foods such as instant noodles and instant soup; retort foods such as soup and curry; cookies , Biscuits, snacks, jellies, gums, gummi, candy, chocolate, ice cream and other sweets.
Examples of the seasoning include ketchup, mayonnaise, dressing, soy sauce, sauce, soup and sauce.

  The content of the antiallergic agent of the present invention in the food varies greatly depending on the type of food, but in terms of the total dry mass of the fruit (A) and the fruit (B) contained in the agent, for example, What is necessary is just about 1 mass% or more, about 10 mass% or more is preferable and about 20 mass% or more is more preferable. Moreover, the said content should just be normally about 99 mass% or less, and about 50 mass% or less is preferable. If it is the said range, sufficient quantity of an active ingredient with which an antiallergic effect is exhibited will be contained in the quantity of foodstuffs which can be taken in reasonably by points, such as a taste and quantity.

  EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated in detail, this invention is not limited to these.

[Production Example 1]
20 kg of unripe fruit from Unshu mandarin orange from Wakayama Prefecture was put into a jacketed stainless steel kettle (300 NQV, manufactured by Shinagawa Kogyo Co., Ltd.) filled with 200 L of water heated to 90 ° C., and heated and stirred for 1 hour (branching treatment) . The unripe fruit of Unshu mandarin orange that has been blanched is cooled to room temperature by being allowed to cool, then sliced with a food slicer (ECD01, manufactured by Emura Sales Co., Ltd.), and placed in a far-infrared dryer (V7513, manufactured by Via Nove). It was dried at 60 ° C. for 20 hours. The resulting blanched dried mandarin orange fruit (moisture 5.7% by mass) was pulverized into powder using a mill mixer (WDL-1, manufactured by Osaka Chemical Co., Ltd.), and then a test sieve (manufactured by Tokyo Screen Co., Ltd.). , 60 mesh) to obtain 2.4 kg of dry powder.

[Production Example 2]
20 kg of unripe fruit (produced in Wakayama Prefecture) of mandarin orange was sliced with a food slicer (ECD01, manufactured by Emura Sales Co., Ltd.), placed in a far-infrared dryer (V7513, manufactured by Vianova Co.), and dried at 60 ° C. for 20 hours. . The obtained dried product of Satsuma mandarin fruit (moisture 5.5% by mass) was pulverized into powder using a mill mixer (WDL-1, manufactured by Osaka Chemical Co., Ltd.) and then screened for testing (manufactured by Tokyo Screen Co., 60 mesh). And 4.3 kg of dry powder was obtained.

[Production Example 3]
20 kg of bellows fruit (from Kitayama Village, Higashinada-gun, Wakayama Prefecture) was sliced with a food slicer (ECD01, manufactured by Emura Sales Co., Ltd.). Next, centrifugal squeezing was performed with a somella high-speed centrifugal dehydrator (manufactured by Nippon General Appliances Co., Ltd.). As a result, 9.3 L of fruit juice and 10.1 kg of squeezed koji were obtained. The wrinkle was put into a far-infrared dryer (V7513, manufactured by Via Nove) and dried at 60 ° C. for 20 hours. The resulting dried bellows fruit (water content: 6.0% by mass) was pulverized into a powder by a mill mixer (WDL-1, manufactured by Osaka Chemical Co., Ltd.) and then passed through a test sieve (manufactured by Tokyo Screen, 60 mesh). 2.3 kg of dry powder was obtained.

[Example 1]
The dry powder of Unshu mandarin fruit obtained in Production Example 1 and the dry powder of Bellows fruit obtained in Production Example 3 are mixed at a mass ratio of 5: 5, and the mixture of Unshu mandarin fruit and bellows fruit is mixed. A powder was obtained.

[Test Example 1]
Samples (samples 1 to 6) were prepared by mixing the mandarin orange fruit obtained in Production Example 1 and the dry powder of bellows fruit obtained in Production Example 3 with the composition shown in Table 1 below. Each sample was placed in a 50 mL Erlenmeyer flask, 50 mL of distilled water was added, and the mixture was stirred at 30 ° C. for 5 minutes. The suspension mixture was separated (8000 rpm, 20 minutes) with a centrifuge (CR22G, manufactured by Hitachi Koki Co., Ltd.), and the supernatant was collected by decantation. The obtained supernatant was filtered with a filter having a pore size of 0.2 μm (SLLGH13NL, manufactured by Millipore), and then the concentration of hesperidin contained in the supernatant was measured by HPLC. The analysis conditions of HPLC are as follows.
Apparatus: ACQUITY UPLC system (manufactured by Waters)
Detector: PDA 280nm
Column: ACQUITY UPLC BEH C18 1.7 μm 2.1 × 100 mm (manufactured by Waters)
Column temperature: 40 ° C
Mobile phase: A: 2 volume% acetic acid aqueous solution B: 100 volume% acetonitrile gradient conditions: 0 to 4 min: 85 volume% A, 15 volume% B;
4-5 min: 85% by volume → 62% by volume A,
15 volume% → 38 volume% B
Flow rate: 0.4 ml / min.
Sample injection volume: 2 μl

  The measurement results are as shown in Table 1 below. A graph of the numerical values in Table 1 is shown in FIG. It was confirmed that the amount of hesperidin dissolved in water was greater in the case of mixing fruit (B) (bellows fruit) than in the case of fruit (A) (Wanzhou mandarin fruit) alone. Since bellows fruit does not contain hesperidin, it can be seen that hesperidin contained in Wenzhou mandarin orange fruit was solubilized by mixing bellows fruit powder.

[Test Example 2]
An evaluation test using an atopy model mouse was performed. The mice were Hos: HR-1 strain (4 weeks old, male, manufactured by Hoshino Test Animal Breeding). After pre-breeding for 1 week, mice were assigned to each group using body weight as an index. Group (group 1) ingesting normal feed (laboratory MR stock, manufactured by Nippon Agricultural Industrial Co., Ltd.) after grouping, special feed (refined feed for HR-AD, manufactured by Nippon Agricultural Industrial Co., Ltd.) to induce atopic skin inflammation ) Group (group 2), a special feed supplemented with 5% by weight of dry powder of mandarin orange fruit obtained in Production Example 1 (Group 3), a special feed obtained in Production Example 3 Group (group 4) that ingests 5% by mass of dry powder of bellows fruit obtained and group that ingests 10% by mass of mixed powder obtained in Example 1 in special diet (group 5) A total of 5 groups (8 animals each). The test was conducted with free feeding. Mice for 4 weeks after food intake were videotaped for 30 minutes, the number of pruritus behavior was counted for each individual, and the average number of pruritus per animal in each group was calculated.

  The results are shown in Table 2 below. FIG. 2 shows a graph of the numerical values in Table 2. It was revealed that the mixed powder of Example 1 significantly suppressed the pruritus behavior resulting from atopic dermatitis compared to the powders of Production Examples 1 and 3 alone. It is considered that the inhibitory effect on atopic dermatitis was synergistically increased by mixing hesperidin, which is an active ingredient and a hardly soluble ingredient, by mixing the powder of narcistine-containing citrus fruit.

  An evaluation test using a human monitor was performed. In a tablet machine (VIRGO0524SS2AZ, manufactured by Kikusui Seisakusho), 80% by mass of the powder obtained in Example 1 and 20% by mass of cellulose (Theolas, manufactured by Asahi Kasei Chemical Co., Ltd.) are mixed. Tableting was performed at a pressure of 20 kN. Forty-six monitors with allergic symptoms represented by hay fever ingested 9 tablets per day for 2 months from February to March when hay fever develops. did. After completion of the test, the monitor was evaluated for allergic symptoms such as hay fever. The results are shown in Table 3 below. In addition, 24 monitors with ingestion of a conventional product (manufactured by Nakano BC Co., Ltd., trade name: atopitan) using as a main component powder of Unshu mandarin orange fruit obtained in the same manner as in Production Example 2 were compared with the conventional product. The height of the effect was evaluated. The results are shown in Table 3 below.

  84.8% of the total respondents felt that symptom relief of hay fever was felt and were judged to be effective. It was also reported that subjects with atopic dermatitis alleviated itch and rash symptoms during the monitoring period. In comparison with the conventional product, 79.2% of the monitors judged that the product of the present invention was more effective. From this, the significant antiallergic effect of the product of the present invention is recognized.

[Test Example 4]
Nine panelists evaluated the flavor (bitter taste / egg taste) of the dried powder of Wenzhou mandarin fruit produced in Production Example 1 (with blanching) and Production Example 2 (without blanching). The score is 5 grades of 1 to 5 points, and the higher the score, the stronger the bitterness and taste. The average value of the scores of nine people was calculated and shown in Table 4 below. Further, regarding the dry powders produced in Production Examples 1 and 2, the hesperidin content per 100 g (measured by HPLC under the same conditions as in Test Example 1) is shown in Table 4 below.

  It was confirmed that the dry powder of Unshu mandarin fruit that had been blanched had a significantly reduced bitterness and taste and a higher hesperidin content than those that had not been blanched.

  The antiallergic agent of the present invention improves the solubility of hesperidin, which is an active ingredient, in water using natural ingredients, so that the bioabsorbability and the antiallergic effect are remarkably high, and there are no side effects and intake restrictions. Further, it is easy to manufacture and industrially advantageous.

Claims (4)

(A) and hesperidin citrus fruit, an anti-allergic agent characterized in that it contains a mixture of Luna Riruchin containing citrus fruits different from the (B) the hesperidin citrus fruit,
Said (A) is a dry powder of unripe mandarin orange, (B) is a dry powder of bellows (Citrus jabara),
The antiallergic agent, wherein (A) / (B) of the mixture is 2.3 to 0.43 . The antiallergic agent according to claim 1, wherein the solubility of hesperidin in water is improved as compared with the antiallergic agent containing only (A). The antiallergic agent according to claim 1 or 2 , wherein the hesperidin-containing citrus fruit is blanched. (I) a step of branching hesperidin-containing citrus fruit,
(Ii) drying and pulverizing the branched hesperidin-containing citrus fruit,
(Iii) a step of drying and pulverizing the narcistine-containing citrus fruit; A method for producing an antiallergic agent, comprising a step of mixing at a ratio of 2.3 to 0.43 ,
A method for producing an antiallergic agent, wherein the hesperidin-containing citrus fruit is an immature Unshu mandarin orange, and the naryltin-containing citrus fruit is a bellows (Citrus jabara) .