JP2002249770A - Antioxidant - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an antioxidant comprising a natural product-derived component capable of exhibiting excellent fading and discoloration preventive effects on a broad range of pigments. SOLUTION: The antioxidant contains a water-soluble extract of rosemary and catechin at a weight ratio of 85:15 to 35:65.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to an antioxidant, and more particularly to an antioxidant useful for removing active oxygen to prevent discoloration and fading of a dye due to oxidation.

[0002]

2. Description of the Related Art Hitherto, pigments have been widely used in foods, beverages, cosmetics, pharmaceuticals, quasi-drugs, feeds, and the like. By the way, it is known that a dye undergoes discoloration or fading due to oxidation. Various measures have been studied to prevent discoloration and fading of the pigments. Methods of adding synthetic products such as dibutylhydroxytoluene (BHT), ascorbic acid, erythorbic acid and derivatives thereof, and various natural antioxidants alone or in combination The method of using it is known. For example,
L-ascorbic acid, tea extract and the like are used alone for maintaining the red color of raw salmon. In addition, in various foods,
L-ascorbic acid, enzyme-treated rutin, tea extract, vitamin E and the like are used. However, none of these methods is sufficiently effective.

[0003]

DISCLOSURE OF THE INVENTION The present invention has been made in view of the above circumstances, and has as its object to provide a natural product which can exhibit an excellent discoloration preventing effect and a fading preventing effect on a wide range of dyes. An object of the present invention is to provide an antioxidant comprising a component derived from the antioxidant.

[0004]

Means for Solving the Problems The present inventors have paid attention to the fact that the discoloration or fading of a dye is caused by active oxygen, and have conducted repeated studies to search for an antioxidant having a high ability to remove active oxygen. It has been found that a remarkably high active oxygen removing effect can be obtained by using a specific amount of catechin in combination with a specific rosemary extract.

[0005] The present invention has been completed based on the above findings, and the gist of the present invention is that it contains a rosemary water-soluble extract and catechin in a weight ratio of 85:15 to 35:65. The antioxidant.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.
The antioxidant of the present invention contains a rosemary water-soluble extract and catechin as active ingredients.

[0007] The rosemary extract is an evergreen shrub of the Labiatae family (Rosmarinus officinaris Lin).
ne) is an extract obtained from a dried leaf or the like using a polar solvent such as water or alcohol, or a non-polar solvent such as hexane; α-pinene, camphene, cineol, camphor, borneol, bornyl acetate, ursole A mixture comprising an acid, rosemary acid, tannins and / or flavonoids. The extract is optionally purified using a silica column, activated carbon, etc.
-18435, JP-A-55-102508, JP-A-8-67874 and the like. And, as the rosemary extract, a water-soluble or water-insoluble one can be obtained depending on an extraction solvent or a method of treating the extract.

In the present invention, it is important to use a rosemary water-soluble extract. In the case of the rosemary water-insoluble extract, a high active oxygen removing effect cannot be obtained even when used in combination with catechin. The rosemary water-soluble extract was obtained, for example, by adding water to an extract obtained using ethanol having a water content of 40 to 60% by weight to precipitate water-insoluble components, and, if necessary, treating with activated carbon. It is obtained by evaporating and drying the solvent from the filtrate (JP-A-55-18).
No. 437). For extraction, whole rosemary grass,
Alternatively, any of the leaves, roots, stems, flowers, fruits, and seeds may be used, but leaves are preferably used. It is preferable to extract the rosemary after chopping it because the extraction efficiency is high.

Catechin is a component of the tea extract, and includes epicatechin, epigallocatechin, epicatechin gallate,
Although there are four types of epigallocatechin gallate, any type of catechin may be used in the present invention. In the present invention, catechin isolated from a tea extract may be used, but usually, a tea extract containing catechin is used.

[0010] The raw material tea of the above tea extract is not particularly limited, and botanically, Camell, a plant of the Camellia family, is used.
Green tea which is unfermented tea produced from ia sinensis leaves, bird dragon tea which is semi-fermented tea, and black tea which is fermented tea. Among them, green tea is preferred. Tea leaves or their crushed products are used as raw tea. The tea extract is obtained as an extract fraction with water, hot water, an alcohol such as glycerin or ethanol, a fraction soluble in ethyl acetate, and a fraction soluble in acetone. The catechin content in the tea extract used in the present invention is usually 60% by weight or more, preferably 80% by weight.
% By weight or more. The total content of catechin can be measured by a colorimetric method using iron tartrate, and the composition of each catechin can be measured by reversed-phase high-performance liquid chromatography.

The antioxidant of the present invention contains a rosemary water-soluble extract and catechin in a weight ratio of 85:15 to 35:65. When the weight ratio is out of the range, as shown in the test results described below, the synergistic effect of both components is not exhibited, and the active oxygen removing effect is not sufficient. The weight ratio of the rosemary water-soluble extract to catechin is preferably 65:35 to 3
The ratio is 5:65, more preferably 50:50 to 35:65. The antioxidant of the present invention may contain other components as long as the effects of the present invention are not impaired.

The form of the antioxidant of the present invention is not particularly limited, and examples thereof include powder, granule, liquid, tablet, liquid,
It may be in any form of an emulsion or a base. Among them, from the viewpoint of handling, a powdery preparation prepared by mixing powdery a rosemary water-soluble extract and catechin is preferable.

Although the antioxidant of the present invention can be used to prevent oxidation of various components, it utilizes the high ability to remove active oxygen and is particularly effective in preventing the oxidation of dyes (ie, preventing discoloration and fading of dyes). is there.

The dyes to which the antioxidant of the present invention can be applied for preventing color change or preventing color fading include tar dyes, synthetic dyes such as natural dye derivatives or natural synthetic dyes, carotenoid dyes, and anthocyanin dyes. And quinone dyes, flavonoid dyes, betaine dyes, monascus dyes, and other dyes derived from natural products. Further, the present invention can also be applied to plants, animals, microorganisms or processed products thereof containing natural pigments, squeezed liquids, extracts with water or organic solvents, or purified products of the above squeezed liquids and extracts. Specific examples of the above dyes are as follows.

As the edible tar pigment, edible red 2
No., Food Red No. 3, Food Red No. 40, Food Red No. 102
No., Food Red No. 104, Food Red No. 105, Food Red No. 1
No. 06, Food Yellow No. 4, Food Yellow No. 5, Food Blue No. 1,
Food Blue # 2, Food Red # 2 Aluminum Lake, Food Red # 3 Aluminum Lake, Food Red # 40 Aluminum Lake, Food Yellow # 4 Aluminum Lake, Food Yellow # 5 Aluminum Lake, Food Blue # 1 Aluminum Lake, Food Blue # 2 No. aluminum lake.

The tar dyes for pharmaceuticals, quasi-drugs or cosmetics include Red No. 2, Red No. 3, Red No. 102, Red No. 104, Red No. 105, Red No. 106, Yellow No. 4,
Yellow No. 5, Green No. 3, Blue No. 1, Blue No. 2, aluminum lake of the above dye, Red No. 201, Red No. 202, Red No. 203, Red No. 204, Red No. 205, Red No. 206
No., Red No. 207, Red No. 208, Red No. 213, Red No. 214, Red No. 215, Red No. 218, Red No. 219
No., Red No. 219, Red No. 220, Red No. 221, Red No. 223, Red No. 225, Red No. 226, Red No. 227
No., Red No. 228, Red No. 230, Red No. 231, Red No. 232, Orange No. 201, Orange No. 203,
Orange color 204, Orange color 205, Orange color 206, Orange color 207, Yellow 201, Yellow 2
No. 02 (1), Yellow No. 202 (2), Yellow 203
No., Yellow No. 204, Yellow No. 205, Green No. 201, Green No. 202, Green No. 204, Green No. 205, Blue No. 201
No., Blue No. 202, Blue No. 203, Blue No. 204, Blue No. 205, Brown No. 201, Purple No. 201, Red No. 401
No., Red No. 404, Red No. 405, Red No. 501, Red No. 502, Red No. 503, Red No. 504, Red No. 505
No. Red No. 506, Purple No. 401, Black No. 401 and lake dyes of the above dyes.

The natural pigment derivatives include copper chlorophyll, copper copper chlorophyllin sodium, norbixin sodium and norbixin potassium, and the natural synthetic pigments include β-carotene, canthaxanthin, astaxanthin, and riboflavin.

Examples of carotenoid pigments include anatoto pigment, shrimp pigment, krill pigment, orange pigment, crab pigment, potato, extracted carotene pigment extracted from dunariella, carrot or palm oil, tomato pigment, paprika pigment,
In addition to Phaffia pigment, Haematococcus pigment, Marigold pigment, carotenoid pigments derived from animals, plants or microorganisms, and the like.

Examples of the anthocyanin pigment include red cabbage pigment, red rice pigment, elderberry pigment, cowberry pigment, gooseberry pigment, cranberry pigment, salmonberry pigment, perilla pigment, sim blueberry pigment, strawberry pigment, and dark sweet cherry pigment. , Cherry pigment, hibiscus pigment, huckleberry pigment, grape juice pigment, grape peel pigment, black currant pigment, blackberry pigment, blueberry pigment, plum pigment, white berry pigment, boysenberry pigment, mulberry pigment, purple peach pigment, purple Corn pigment,
Murasaki yam dye, raspberry dye, red currant dye, Loganberry dye, anthocyanin dye and the like.

The quinone dyes include cochineal dyes,
In addition to the sicon dye and the lac dye, quinone dyes and the like can be mentioned. Flavonoid pigments include oyster pigments, carob pigments, licorice pigments, rosewood pigments, sugarcane pigments, safflower red pigments and safflower yellow pigments. Betaine dyes include beet red dyes. Examples of the Monascus pigment include a Beni Koji pigment, a Beni Koji yellow pigment, and the like. Other examples include a turmeric pigment, a religion pigment, a gardenia red pigment, a gardenia yellow pigment, and a spirulina blue pigment.

The above pigments are used by adding to foods, beverages, cosmetics, pharmaceuticals, quasi-drugs, feeds, etc.
The antioxidant of the present invention, when added to these, exhibits an effect of preventing discoloration and / or fading of the dye.

The above foods and beverages include udon,
Examples include noodles such as buckwheat, fish paste products such as kamaboko, bamboo rings, and hampan, gums, sweets, milk drinks, and soft drinks. Examples of the above-mentioned cosmetics include washing cosmetics such as soaps, body shampoos, and facial cleansers, basic cosmetics such as lotions, creams / milky lotions, and packs; base makeup cosmetics such as foundations; lipsticks; Makeup products such as eyebrows, mascara, nail polish; shampoo, hair rinse,
Hair cosmetics such as hair conditioner, hair treatment, set lotion, blow styling lotion, hair spray, styling agent, hair liquid, hair tonic, hair cream, hair restorer, hair restorer, hair dye, hair styling agent, etc .; And aromatic cosmetics such as colon. Pharmaceuticals include various tablets, capsules, liquids, drinks, troches, gargles and the like. Examples of quasi-drugs include dentifrices, mouth fresheners, breath fresheners and the like. Pharmaceuticals include various tablets, capsules, liquids, drinks, lozenges,
Gargle and the like. Examples of quasi-drugs include dentifrices, mouth fresheners, breath fresheners and the like.

The antioxidant of the present invention is effective not only for pigments artificially added to foods and beverages but also for pigments originally contained therein. Accordingly, the antioxidants of the present invention are suitable for use in foods and beverages, especially beverages.
In addition, the antioxidant of the present invention is particularly excellent in the ability to remove active oxygen, so when used in foods, medicines, and quasi-drugs taken into the body, active oxygen in the body is removed and the health of the human body is maintained. It is effective. In particular, it is effective as a health food or drink when added to food or drink. Furthermore, the antioxidant of the present invention also removes active oxygen from the skin and hair, and is therefore effective for maintaining the health of skin and hair. Therefore, the antioxidant of the present invention is suitable for use in skin cosmetics such as basic cosmetics and makeup cosmetics, and in hair cosmetics, and is particularly suitable for use in hair cosmetics.

The amount of the antioxidant used in the present invention is appropriately selected depending on the type of the object, the components contained therein, the content of the dye, and the like. For example, when the object is a food, the antioxidant to be added to the food contains 0.0001 to 1% by weight of a rosemary water-soluble extract and 0.00002 to catechin.
Add to 2% by weight. The method of adding to the food is not particularly limited, but it is preferable to add an antioxidant before adding the pigment.

Next, the test results of the active oxygen removing ability of the mixture of the rosemary water-soluble extract and the tea extract will be shown. The rosemary water-soluble extract used was prepared by the following method, and the tea extract used was "Tiacaron 60" (catechin content 60% by weight) manufactured by Tokiwa Plant Chemical Institute.

<Method for preparing rosemary water-soluble extract>
10 kg of 50% aqueous ethanol was added to 1 kg of rosemary, heated under reflux for 3 hours, and filtered while warm to obtain a filtrate. The operation of similarly extracting the residue with 6 L of 50% aqueous ethanol was repeated twice more to obtain a filtrate. These filtrates were combined, and 5 L of water was added thereto to precipitate a precipitate, followed by filtration.
100 g of activated carbon was added to the obtained filtrate and stirred for 1 hour.
After being left overnight in a cool place, the mixture was filtered to obtain a filtrate. This was concentrated under reduced pressure to obtain 120 g of a rosemary water-soluble extract.

<Measurement method of active oxygen removing ability> A rosemary water-soluble extract and a tea extract were mixed at the weight ratio shown in Table 1,
Using a xanthine-xanthine oxidase system, the ability to scavenge active oxygen was measured by the following method. That is, a 0.05 mol / L Na ₂ CO ₃ buffer solution (pH 10.
2) 2.4 ml was taken, and a 3 mmol / L aqueous xanthine solution, a 3 mmol / L aqueous disodium ethylenediaminetetraacetate solution, and a 0.75 mmol / L aqueous nitroblue tetrazolium solution were added in 0.1 ml each. 0.1 ml of an aqueous solution of the mixture shown in Table 1 (concentration 0.0
01, 0.003, 0.01, 0.03, 0.1 weight
%), Allowed to stand at 25 ° C. for 10 minutes, added 0.1 ml of an aqueous solution of xanthine oxidase, and stirred quickly.
The incubation was started. After 20 minutes, 6 mmol /
The reaction was stopped by adding 0.1 ml of L CuCl ₂ aqueous solution, and the absorbance was measured at 560 nm. Blanks were prepared using distilled water instead of antioxidants as described above. The concentration of the aqueous xanthine oxidase solution was adjusted so that the absorbance was in the range of 0.20 to 0.23 in the blank test.

When the enzyme inhibitory activity obtained from each concentration is plotted, curve-fitted, and the logarithm of the concentration is used, a linear function (primary equation) that establishes a linear relationship between the concentration and the enzyme inhibitory activity is used. 50% enzyme inhibitory activity
The sample concentration (IC50) at the time of was calculated. Table 1 shows the results. The enzyme inhibitory activity was calculated by the following equation.

[0029]

## EQU1 ## Enzyme inhibitory activity (%) = 100-absorbance when antioxidant is added (converted value when blank absorbance is set to 100)

[0030]

[Table 1]

From the results in Table 1, it can be seen that the combined use of the rosemary water-soluble extract and catechin at a weight ratio of 85:15 to 35:65 (Test Nos. 2 to 6) resulted in a synergistic effect on the active oxygen removing ability. It can be seen that it improves. Therefore, the antioxidant of the present invention can effectively prevent discoloration and fading of the dye due to its ability to remove active oxygen.

[0032]

According to the present invention described above, there is provided an antioxidant comprising a component derived from a natural product, which can exhibit an excellent discoloration preventing effect and a fading preventing effect on a wide range of dyes. Since the antioxidant of the present invention has excellent ability to remove active oxygen, when applied to foods and beverages, it also removes active oxygen in the body and helps to maintain the health of the human body.

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Claims (7)

[Claims] 1. An antioxidant comprising a rosemary water-soluble extract and catechin in a weight ratio of 85:15 to 35:65. 2. The antioxidant according to claim 1, wherein the weight ratio of the rosemary water-soluble extract to catechin is 65:35 to 35:65. 3. The antioxidant according to claim 1, wherein the weight ratio of the rosemary water-soluble extract to catechin is 50:50 to 35:65. 4. The antioxidant according to claim 1, which is used for preventing discoloration or fading of a dye. 5. The method according to claim 1, which is used for removing active oxygen.
3. The antioxidant according to any one of 3. 6. An antioxidant for food and drink according to any one of claims 1 to 5. 7. A cosmetic, pharmaceutical or quasi-drug containing the antioxidant according to any one of claims 1 to 5.