JPH0139458B2 - - Google Patents

Description

[Detailed description of the invention]

The object of the present invention is to industrially advantageously prevent discoloration of carotenoid pigments over time. Carotenoid pigments are pigments that exhibit red, orange, yellow-orange, or yellow colors, and are known as agents for imparting reddish-orange to yellow colors to foods, medicines, and the like, but they have the disadvantage of significant discoloration after coloring. For example, in the case of an aqueous solution of paprika pigment containing capsanthin, a type of carotenoid pigment, the red color quickly changes to yellow-orange and then becomes almost white. It is a challenge for those skilled in the art to create a method for preventing discoloration. This invention is one answer to this problem, and the main part of it is the creation of an excellent so-called anti-fading agent. Next, the details will be explained. The anti-fading agent which forms the essential part of this invention is a solvent extract of the pericarp or whole fruit of citrus fruits. Citrus fruits may be fresh or, in the case of peel, dried. This is immersed in a solvent such as ethanol, water, methanol, ethyl acetate or a mixture thereof. If necessary, the component extraction effect may be enhanced by heating the system to a temperature below the boiling point of the solvent. The mode of extraction varies depending on the amount, type, temperature, etc. of the solvent used, but for example, 1 kg of unshiu mandarin peel (organism) is immersed in 60% (by weight, the same hereinafter) ethanol water, and the temperature of the system is 20
℃, the extraction time may be about 10 to 15 hours. Citrus fruits typically contain oils, fats, volatiles, sugars, starches, fibers and other impurities. For the purpose of removing these substances, it may be purified using an adsorbent or the like. The adsorbent is
High porous resins (Diaion HP-type and others manufactured by Mitsubishi Chemical Industries, Ltd. and Amberlite XAD-type manufactured by Rohm and Haas, Inc. in the United States can be used) are preferred, and ion exchange resins and the like can also be used. The purification method using an adsorbent may be either a column method (a method in which an adsorbent is packed in a resin cylinder and purified by passing liquid through it) or a batch method. In the case of a column type, for example, in the case of an extract obtained by immersing 1 kg of Satsuma mandarin peel (organism) in 60% ethanol water, the extract is first concentrated to remove ethanol.
Next, after passing the above concentrated solution through a column packed with about 300 ml of Diaion HP-20 (manufactured by Mitsubishi Chemical Industries, Ltd.), it was washed with about 5 parts of water, and then 1 part of 50% ethanol water was passed through it. Then, the active ingredient is 50% of this
It will be eluted in ethanol water. This product is concentrated using, for example, vacuum drying or other methods, and if necessary, the degree of concentration is further increased to obtain a dry product. The dried product is light yellowish brown in color and has no or very little odor. Depending on the purpose, either a dried product or a liquid product before drying can be used. The components, composition, chemical structure, and other details of this substance are currently unknown. You can use this product alone or in combination with one or more of rutin, vitamin C, vitamin E, or rosemary or sage extracts, which are known to have anti-fading effects. good. Add this to the carotenoid pigment itself,
Or add it to foods, medicines, and other colored products. The addition may be done by homogeneously mixing it with carotenoid pigments, or by spraying the solution onto the surfaces of foods, medicines, etc. colored with carotenoid pigments. The obtained extract exhibits the property of being soluble in water, ethanol, or a mixture of both. Here the invention achieves its purpose. Example 1 Put 300 g of summer orange peel (living material) and 500 g of 80% methanol water into an Erlenmeyer flask, and let it cool to room temperature (approx.
The mixture was extracted at 23°C for 15 hours. Drain the contents,
The residue was further extracted with 400 g of 60% methanol water for 10 hours. The contents were filtered, the liquids were combined and concentrated to obtain 30 g of concentrated liquid. A glass column with an inner diameter of 26 mm and a length of 450 mm was packed with 100 ml of Diaion HP-21, and the concentrated solution was passed through it, and then water was passed through it to remove impurities.
Next, 120 ml of 80% methanol water was passed through the solution to elute the active ingredient. This eluate was concentrated, dried, and pulverized to obtain 2 g of powder. Pigment extracted from carrots (mainly β-carotene, a type of carotenoid pigment) 0.5 per kg of edible oil
g, and 0.02 g of the above-obtained material were added, and the mixture was colored yellow. When this product was compared with a product without additives under the same conditions, it was found that the product without additives completely discolored after 4 days in sunlight, but the product with additives discolored by only 10%. . Example 2 400 g of dried Satsuma mandarin peel was placed inside a round bottom flask equipped with a reflux condenser, 3 portions of 60% ethanol water was added, and the mixture was extracted under reflux for 3 hours with stirring. The contents were filtered, and the residue was further extracted with 60% ethanol water 2 under reflux for 2 hours. The contents were filtered, the liquids were combined and concentrated to obtain 120 g of concentrated liquid. A glass column with an inner diameter of 40 mm and a length of 600 mm was filled with 400 ml of Diaion HP-20, and after washing with water, the concentrated solution was passed through the column, and then water from step 3 was passed through the column to remove impurities. Next, 500 ml of 60% ethanol water was passed through the tube to elute the active ingredient. This eluate was concentrated to dryness and ground to obtain 12 g of powder. 200 mg of the anti-fading agent of this invention, 2 g of citric acid,
20g of Satsuma mandarin juice, paprika preparation (30% mixture of 120,000 CV paprika oleoresin 5%, refined vegetable oil 10%, and orange flavor 2% heated to 50℃)
Add pure water to 1 g of gum arabic mixed with 83% aqueous solution and homogeneously emulsified using an emulsifier, and make the total amount 1 g.
After bottling, the mixture was heated and sterilized at 90°C for 20 minutes to obtain a beverage. When this drink was compared with a drink obtained without additives under the same conditions as other conditions, the results shown in Table 1 were obtained.

[Table] Calculation of discoloration rate Ultraviolet carbon arc light resistance tester Wavelength range used: Ultraviolet (main wavelength 380 mμ) Sample surface energy: 380 mwmin/cm ² Test liquid container: Transparent youth bottle Irradiation time: 8 hours Temperature: 40℃ Implemented Example 3 Put 100 g of grapefruit peel (dried material) and 500 ml of ethyl acetate into an Erlenmeyer flask, and mix at room temperature (approx.
Extraction was carried out at 20-23°C for 20 hours. The contents were filtered and the residue was further extracted with 400 ml of ethyl acetate for 10 hours. Strain the contents, combine the liquids, concentrate,
It was dried and ground to obtain 1.3 g of powder. 400 mg of the anti-fading agent of this invention, 2 g of citric acid,
100g of Satsuma mandarin juice, β-carotene preparation (30%)
β-carotene 2.9 parts (weight, same below) vitamin
0.1 part of E and 12 parts of refined vegetable oil were mixed, β-carotene was dissolved, and the mixture was added to 85 parts of a 30% gum arabic aqueous solution, mixed, and uniformly emulsified using an emulsifier)
Pure water was added to 0.5 g to bring the total amount to 1, and the mixture was mixed. After bottling, the mixture was heat sterilized at 90° C. for 20 minutes to obtain a beverage. When this drink was compared with a drink obtained without additives under the same conditions as other conditions, the results shown in Table 2 were obtained.

[Table] Calculation of discoloration rate Ultraviolet carbon arc light resistance tester Wavelength range used: Ultraviolet (main wavelength 380 mμ) Sample surface energy: 380 mwmin/cm ² Test liquid container: Transparent youth bottle Irradiation time: 8 hours Temperature: 40°C.

Claims (1)

[Scope of Claims] 1. An agent for preventing discoloration of carotenoid pigments, the main ingredient of which is a component extracted from the peel or whole fruit of citrus using a solvent such as ethanol, water, ethanol, or ethyl acetate, alone or in combination. 2. A method for preventing discoloration of carotenoid pigments, which comprises adding to carotenoid pigments a purified extract obtained from citrus fruits or whole fruits using a solvent. 3. Claim 1, wherein the carotenoid pigment is selected from β-carotene and capsanthin.
Anti-fading agent as described in section. 4. The anti-fading agent according to claim 1, wherein the citrus fruits are selected from unshiu mandarin oranges, summer mandarin oranges, and grapefruits.