JP6235222B2 - Carotenoid-containing composition, carotenoid degradation inhibitor, and carotenoid degradation inhibition method - Google Patents

Description

  The present invention relates to a composition comprising a carotenoid and an oil agent having a specific structure, and more particularly, a composition having enhanced stability of carotenoid by an oil agent having a pentaerythritol skeleton, and deterioration of carotenoid. It relates to a suppression method.

  It is known that polyphenols such as catechin and carotenoids such as astaxanthin have useful effects on the skin such as anti-aging and prevention / improvement of spots. Carotenoids are naturally occurring yellow to red terpenoid pigments that can be found in plants, algae, and bacteria. Astaxanthin (including astaxanthin and esters thereof), which is a kind of carotenoid, is widely distributed in the animal and plant kingdoms in nature, and is mainly used as a color frying agent for farmed fish and chickens. It is also known that astaxanthin has functions such as an antioxidant effect, an anti-inflammatory effect (see Patent Document 1), and an anti-skin aging effect (see Patent Document 2). For this reason, it has been studied and practiced to add astachitin sun to foods, cosmetics, raw materials for pharmaceuticals, processed products thereof, and the like.

  On the other hand, carotenoids such as astaxanthin are structurally unstable, and are known to be decomposed by heat, light, oxidation, etc., and are difficult to be stably incorporated into preparations. Therefore, in addition to the concomitant use of ascorbic acid and inclusion with hard capsules (see Patent Document 3), a method of combining a specific oil-soluble plant extract, alcohol, nut polyphenol, and chelating agent (See Patent Document 4), a method of adding an organic acid to a carotenoid-containing composition (see Patent Document 5), combined use with iron ions, iron chelating agents, dibromopyrene glycol, and a water-soluble antioxidant (see Patent Document 6) ), A method for stabilizing carotenoids such as astaxanthin by using a combination of red wine extract and collagen peptide (see Patent Document 7).

  However, in these methods, the stabilizer is expensive, the stabilization effect is not sufficient, or when the stabilizer is a water-soluble component, it is difficult to disperse it in an oil component that dissolves carotenoids such as astaxanthin. However, there was a problem that none of them could exhibit a sufficient effect. Furthermore, it was not satisfactory from the viewpoint of stabilizing carotenoids such as astaxanthin and maintaining the effect over a long period of time.

JP-A-2-49091 Japanese Patent Application Laid-Open No. 5-15536 JP-A-1-215263 JP 2010-105988 A JP-A-6-264055 JP 2012-31067 A JP 2009-159929 A

  The problem to be solved by the present invention is to increase the stability of carotenoids such as astaxanthin, which are known to be useful for preventing aging, and to provide a stabilization method and stabilizer for maintaining the effect over a long period of time. Is to provide.

  In view of such a situation, the present inventors have intensively studied to solve the above problems, and as a result, by combining a carotenoid such as astaxanthin and an oil agent having a pentaerythritol skeleton, it is possible to prevent or stabilize fading caused by light of a carotenoid such as astaxanthin. It has been found that a remarkable effect on aging is exhibited, that is, the anti-aging effect and the like possessed by carotenoids such as astaxanthin can be remarkably improved, and the present invention has been completed.

That is, the present invention includes the following components (A) and (B);
(A) Carotenoid (B) Oil represented by the following general formula (1);
(Wherein R ¹ , R ² , R ³ and R ⁴ are the same or different hydrocarbon groups having 6 to 22 carbon atoms)
The composition containing this is provided.

R ¹ , R ² , R ³ , R ^{4 of} component (B) is a saturated hydrocarbon group having a linear or branched chain having 8 to 18 carbon atoms. is there.

  The component (B) is pentaerythrityl tetra-2-ethylhexanoate, providing the composition described above.

  The component (A) is astaxanthin, and the composition is provided.

  What provides the above-mentioned composition, wherein the content ratio of the component (A) and the component (B) (component (B)) / (component (A)) is 18,000 to 1,000,000 It is.

  Furthermore, the said composition containing vitamin E as a component (C) is provided.

  The composition is a cosmetic or an external preparation for skin.

The present invention provides a carotenoid degradation inhibitor containing an oil agent represented by the following general formula (1) as an active ingredient.
(Wherein R ¹ , R ² , R ³ and R ⁴ are the same or different hydrocarbon groups having 6 to 22 carbon atoms)

An object of the present invention is to provide a carotenoid degradation inhibiting method, which comprises adding an oil represented by the following general formula (1) to a composition containing carotenoids.
(Wherein R ¹ , R ² , R ³ and R ⁴ are the same or different hydrocarbon groups having 6 to 22 carbon atoms)

  The composition, cosmetics, external preparation for skin, deterioration inhibitor, and method of the present invention can effectively exhibit the effects of carotenoids such as astaxanthin by improving the stability of carotenoids such as astaxanthin.

  The component (A) carotenoid in the present invention includes any of plants, algae and bacteria. Moreover, it is not limited to the thing of natural origin, Any thing will be included by the carotenoid in this invention if it can be obtained in accordance with a conventional method.

  Examples of carotenoids include hydrocarbons (carotenes), oxidized alcohol derivatives thereof (xanthophylls), and esters thereof. In the present invention, these compounds are referred to as “carotenoid” unless otherwise specified. Examples of carotenoids include actinioerythrol, astaxanthin, bixin, canthaxanthin, capsanthin, capsorubin, β-8′-apo-carotenal (apocarotenal), β-12′-apo-carotenal, α-carotene, β-carotene , “Carotene” (a mixture of α- and β-carotenes), γ-carotene, δ-carotene, β-cryptoxanthine, echinone, palm oil carotene, lutein, lycopene, biorelythrin, zeaxanthin, fucoxanthin and among them hydroxyl Or ester of what contains carboxyl can be mentioned.

  The carotenoid used in the present invention is preferably oily at room temperature. A particularly preferred example is astaxanthin which has an antioxidant effect, an anti-inflammatory effect, an anti-skin aging effect, a whitening effect and the like and is known as a colorant in a yellow to red range.

Astaxanthin is a red pigment having an absorption maximum at 476 nm (ethanol) and 468 nm (hexane), and is classified into xanthophylls, and its chemical structure is 3,3′-dihydroxy-β, β-carotene-4, 4′-dione ( C ₄₀ H ₅₂ O ₄ , molecular weight 596.82). Examples of the derivatives of astaxanthin include astaxanthin esters and the like. Astaxanthin diacetate (C ₄₀ H ₅₀ O ₂ (OCOCH ₃ ) ₂ ), dipalmitate (C ₄₀ H ₅₀ O ₂ (OCOC ₁₅ H ₃₁ ) ₂ ) and the like. There is. In the present invention, the term “astaxanthin” includes the above-mentioned derivatives such as astaxanthin and astaxanthin ester unless otherwise specified.

  Astaxanthin used in the present invention may be, for example, one extracted from natural products such as krill, salmon, trout, cypress, red yeast, hematococcus algae, or a synthetic product, but extracted from hematococcus algae ( Hereinafter, hematococcus alga extract) is particularly preferable from the viewpoint of quality and productivity. The extraction solvent for obtaining astaxanthin from a natural product may be an aqueous solvent or an organic solvent. As the organic solvent, methanol, ethanol, isopropanol, acetone, 1,3-butylene glycol, ethylene glycol, propylene glycol, glycerin, ethyl acetate, ether, hexane, or the like can be used. Also, carbon dioxide in a supercritical state can be used. These solvents may be used alone or in combination of two or more.

Specific examples of the origin of the Haematococcus alga extract that can be used in the present invention include Haematococcus pluvialis and Haematococcus lacustris (Haematococcus).
lacustris), Haematococcus capensis, Haematococcus droebakensis, Haematococcus zimbabwiensis and the like. Further, commercially available Haematococcus algae extract can be used, for example, ASTOTS-S, -5O, -10O, etc. manufactured by Takeda Kaiki Co., Ltd., Asteril manufactured by Fuji Chemical Industry Co., Ltd. Oil 50F, 5F, etc., Asizaxin-5C, 20C made by Oriza Oil, and ASTABIO (registered trademark) AR1, AR5 made by Biogenic Co.

  Although content of the component (A) in this invention is not specifically limited, Preferably it is 0.0001-5 mass% (it shows only "%" hereafter), More preferably, it is 0.0001-1%. When an extract is used, the concentration of the extract is not limited as long as the amount of solute is within the above range.

The oil agent of component (B) in the present invention is an oil agent represented by the following general formula (1), and is a component that suppresses deterioration of carotenoids. The origin of the component (B) is not particularly limited, and may be chemically synthesized or extracted from natural products.
(Wherein R ¹ , R ² , R ³ and R ⁴ are the same or different hydrocarbon groups having 6 to 22 carbon atoms)

In the above general formula (1), when R ¹ , R ² , R ³ , R ⁴ is a linear or branched saturated hydrocarbon group having 8 to 18 carbon atoms, the stability over time and the raw material in the composition From the viewpoint of handling, the branched saturated fatty acid having 8 carbon atoms has a particularly good affinity for the skin, gives a moist feel, and is more preferable from the viewpoint of exhibiting a moisturizing function on the skin.

  Specific examples of the component (B) include, for example, pentaerythrityl tetra-2-ethylhexanoate, pentaerythrityl tetraisononanoate, pentaerythrityl tetralaurate, pentaerythrityl tetramyristate, pentaerythrityl tetraisostearate, tetra Examples thereof include, but are not limited to, pentaerythrityl stearate, tetra (capryl / capric acid) pentaerythrityl, tetracoconut oil fatty acid pentaerythrityl, and the like.

  Examples of commercially available components (B) include pentaerythrityl tetra-2-ethylhexanoate, such as Saracos 5408 manufactured by Nisshin Oillio Group, NIKKO Pentalan 408 manufactured by Nikko Chemicals, NS-408 manufactured by Nihon Seika Co., Ltd. In pentaerythrityl tetraisostearate, for example, CRODAMOL PTIS-LQ manufactured by Croda Japan Co., and Estelol PT-ISHV manufactured by National Mimatsu Co., Ltd. may be used. One or more of these can be appropriately selected and used as necessary.

  The content of the component (B) in the present invention is not particularly limited and varies depending on the external preparation for skin, the dosage form of cosmetics, the purpose of use, etc., but generally the concentration in the final composition is 0.0001 to It is preferable to be 80%, and more preferably 0.001 to 75.0%. If it exists in this range, the effect of stabilization of a component (A) can be exhibited.

  Moreover, the content mass ratio (component (B)) / (component (A)) of the component (A) and the component (B) is not particularly limited, but if it is 18,000 to 1,000,000, the component (A ) Is excellent, and when it is 70,000 to 1,000,000, the stability is further improved.

  The present invention preferably further contains vitamin E as component (C). By containing the component (C), the stability of the component (A) is excellent. Vitamin E of component (C) of the present invention is a kind of fat-soluble vitamin, and depending on the position of the methyl group, DL-α-tocopherol, DL-β-tocopherol, DL-γ-tocopherol, DL-δ-tocopherol, There are eight types of D-α-tocopherol, D-β-tocopherol, D-γ-tocopherol and D-δ-tocopherol. Vitamin E used in cosmetics and the like is often a mixture of these.

  The content of component (C) in the present invention is not particularly limited and varies depending on the external preparation for skin, the dosage form of cosmetics, the purpose of use, etc., but generally the concentration in the final composition is 0.0001 to It is preferably 10.0%, more preferably 0.001 to 1.0%. If it exists in this range, the effect of stabilization of a component (A) can be exhibited.

Moreover, the content mass ratio (component (C)) / (component (A)) of the component (A) and the component (C) is not particularly limited, but the stability of the component (A) is 0.01 to 10,000. It is preferable because it is excellent.

  In the composition of the present invention, in addition to the above components, cosmetics, external preparations for skin, foods, inks, detergents, softeners for clothing, fragrance, Ingredients used in preparations such as deodorants and fabrics, that is, water (purified water, hot spring water, deep water, etc.), oil agents, surfactants, metal soaps, gelling agents, powders, alcohols, water-soluble Polymer, film-forming agent, resin, UV protection agent, inclusion compound, antibacterial agent, fragrance, deodorant, salt, pH adjuster, refresher, animal / microbe-derived extract, plant extract, blood circulation promoter, Astringents, antiseborrheic agents, whitening agents, anti-inflammatory agents, active oxygen scavengers, cell activators, humectants, chelating agents, keratolytic agents, enzymes, hormones, vitamins and the like can be added.

  The manufacturing method of the composition of this invention is not specifically limited, It prepares by a conventional method. For example, the method of preparing by adding the said component (A) and (B) and the said arbitrary component as needed further, and mixing this is mentioned.

  The composition of the present invention can be carried out in various forms such as liquid, gel, cream, solid, powder, mousse, etc., and is contained in a mist sprayable container to form a mist You may spray and use. The dosage form of the product of the present invention is not particularly limited, such as a solubilizing type, an oil-in-water type, a water-in-oil type, an oily type, a water-in-oil-in-water type, an oil-in-water-in-oil type, and a multilayer type.

  There are no particular restrictions on the use of the composition of the present invention, and it can be used in various applications such as cosmetics, external preparations for skin, deterioration inhibitors, foods, inks, detergents, softeners for clothing, fragrances, deodorants, and textiles. It can be used as a composition. Carotenoids are characterized by an excellent antioxidant effect, anti-inflammatory effect, and anti-skin aging effect, and in that respect, carotenoids are preferably used as cosmetics or skin external preparations.

  Examples of the food (including animal feed) of the present invention include frozen food, powdered food, sheet food, bottled food, canned food, retort food, capsule food, tablet food, etc. It may be in any form, such as natural liquid foods containing sugars, fats, trace elements, vitamins, emulsifiers, fragrances, etc., processed forms such as semi-digested nutrient foods and component nutrient foods, and drinks.

  Examples of the cosmetics of the present invention are not particularly limited. For example, skin care cosmetics such as milky lotion, cream, lotion, cosmetic liquid, pack, foundation, blusher, lipstick, eye color, mascara, eyeliner, nail polish, etc. It may be in any form of makeup cosmetics, hair nourishing agents, hair tonics, shampoos, rinses, hair waxes and other cosmetics, facial cleansers, body soaps and the like.

  Examples of the external preparation for skin of the present invention are not particularly limited, and may be any form such as an external gel, cream, ointment, liquid, liniment, and haptic.

Further, the present invention provides an oil agent represented by the following general formula (1) for carotenoids;
(Wherein R ¹ , R ² , R ³ and R ⁴ are the same or different hydrocarbon groups having 6 to 22 carbon atoms)
Is an agent that suppresses the degradation of carotenoids.

Further, the present invention provides an oil agent represented by the following general formula (1) to a composition containing a carotenoid;
Wherein R ¹ , R ² , R ³ , and R ⁴ are hydrocarbon groups having 6 to 22 carbon atoms, which may be the same or different, are added to suppress the degradation of carotenoids It is a method to do. The method of the present invention is a method for suppressing deterioration of carotenoids by mixing and coexisting carotenoids and the oil agent. The mixing mass ratio of the oil agent to the carotenoid is not particularly limited, but is preferably 18,000 to 1,000,000, more preferably 70,000 to 500,000, from the viewpoint of suppressing the deterioration of the carotenoid.

  Hereinafter, the present invention will be described more specifically with reference to Examples and Comparative Reference Examples, but the scope of the present invention is not limited thereto.

Examples 1-3
<Astaxanthin degradation prevention effect (stabilization effect) test>
Astaxanthin has light absorption peculiar to a wavelength of 470 nm. When the decomposition of astaxanthin occurs, the light absorption at a wavelength of 470 nm is reduced, and the residual ratio of astaxanthin is calculated according to the following procedure. The stability was evaluated.

Contains 0.00025% astaxanthin (0.005% ASTAX-S (manufactured by Marine Daio Co., Ltd.) which is a 5% solution of astaxanthin), 24.995% ethanol, pentaerythrityl tetra-2-ethylhexanoate (Saracos 5408) : Nisshin Oilio Co., Ltd.) was prepared at a concentration of 75.0% (Example 1), 37.5% (Example 2), and 18.75% (Example 3). In addition, the tri (capryl capric acid) glyceryl (Triester F-810J: Nippon Surfactant Kogyo Co., Ltd.) contained as a solvent in ASTAX-S was used for correction. Each of these sample solutions was dispensed into a 96-well plate and irradiated with ultraviolet rays (intensities were UVA: 1.04 J / cm 2 and UVB: 2.45 J / cm 2).

The astaxanthin residual rate was calculated by measuring the absorbance at 470 nm of each sample solution and using the following formula (2).

Astaxanthin residual rate (%) = ((A−B) / (C−D)) × 100 (2)

A = Absorbance of UV-irradiated astaxanthin-containing system B = Absorbance of UV-irradiated astaxanthin-free system C = Absorbance of UV-unirradiated astaxanthin-containing system D = Absorbance of UV-irradiated astaxanthin-free system

  As Comparative Example 1, tri (capryl / capric acid) glyceryl (Triester F-810J: manufactured by Nippon Surfactant Kogyo Co., Ltd.) was added at a concentration of 75.0%, and the same test was performed. The residual ratios of Examples 1 to 3 and Comparative Example 1 are shown in Table 1. Table 1 also shows the mass ratio of astaxanthin (component (A)) and pentaerythrityl tetra-2-ethylhexanoate (component (B)) in each sample solution, that is, component (B) / component (A). Indicated.

  As is clear from Table 1, it can be seen that pentaerythrityl tetra-2-ethylhexanoate is superior to the comparative example in improving the residual ratio of astaxanthin, that is, in the effect of suppressing the decomposition of astaxanthin by ultraviolet rays. It was found that pentaerythrityl hexanoate has a stabilizing effect on the photodegradation of astaxanthin. The stabilizing effect was higher when the pentaerythrityl tetra 2-ethylhexanoate was 38% or more (150,000 or more with respect to astaxanthin).

Example 4 [skin lotion]
(Ingredient) (mass%)
1. Glycerin 5.0
2. 1,3-butylene glycol 5.0
3. Lactic acid 0.05
4). Sodium lactate 0.1
5. Polyoxyethylene monooleate (20 mol) sorbitan 1.2
6). Ethanol 8.0
7). Pentaerythrityl tetra-2-ethylhexanoate (Note 1) 0.5
8). Astaxanthin 5% solution (Note 2) 0.001
9. Methyl paraoxybenzoate 0.1
10. Fragrance 0.05
11. Purified water balance (Note 1) Saracos 5408 (Nisshin Oilio Co., Ltd.)
(Note 2) ASTOTS-5O (Made by Takeda Paper)

(Production method)
A: Components 5 to 10 are mixed and dissolved.
B: Components 1 to 4 and 11 are mixed and dissolved.
C: A was added to B and mixed to obtain a skin lotion.

Example 5 [Emulsion]
(Ingredient) (mass%)
1. Polyoxyethylene monostearate (20 mol) sorbitan 1.0
2. Polyoxyethylene trioleate (20 mol) sorbitan 0.5
3. Glyceryl monostearate 1.0
4). Pentaerythrityl tetraethylhexanoate (Note 3) 5.0
5. Stearic acid 0.5
6). Behenyl alcohol 0.5
7). Squalane 4.0
8). Carboxyvinyl polymer 0.1
9. Methyl paraoxybenzoate 0.1
10. Sodium hydroxide 0.05
11. Residual amount of purified water 12. Ethanol 5.0
13. β-carotene 30% suspension (Note 4) 0.01
14 Fragrance 0.05
(Note 3) NIKKOL Pentalan 408 (Nikko Chemicals)
(Note 4) Caro Care (DSM Nutrition)

(Production method)
A: Components 1 to 7 are mixed uniformly at 70 ° C.
B: Components 8 to 11 are mixed uniformly at 70 ° C. C: A is added to B, emulsified, and cooled to room temperature.
D: 12-14 was added and mixed uniformly to obtain an emulsion.

Example 6 [Liquid Foundation (oil-in-water cream type)]
(Ingredient) (mass%)
1.1,3-Butylene glycol 5.0
2. Hydrogenated soybean phospholipid 0.5
3. Titanium oxide 5.0
4). Bengala 0.1
5. Yellow iron oxide 1.0
6). Black iron oxide 0.05
7). Acrylic acid / alkyl methacrylate copolymer (Note 5) 0.5
8). Triethanolamine 1.5
9. Purified water residue 10. Glycerin 5.0
11. Ethyl paraoxybenzoate 0.1
12 Stearic acid 0.9
13. Glycerol monostearate 0.3
14 Cetostearyl alcohol 0.4
15. Monooleic acid polyoxyethylene (20 mol) sorbitan 0.2
16. Polyoxyethylene trioleate (20 mol) sorbitan 0.2
17. 2-methoxyhexyl paramethoxycinnamate 5.0
18. Pentaerythrityl tetraethylhexanoate (Note 3) 2.0
19. Astaxanthin 1% solution (Note 6) 0.05
20. Tocophenol 0.01
21. Glucosylrutin (Note 7) 0.05
22. Purified water 1.0
23. Perfume 0.02
(Note 5) Pemulen TR-2 (manufactured by NOVEON)
(Note 6) ASTABIO AR1 (Biogenic)
(Note 7) Toyo Seika Co., Ltd.

(Production method)
A: Components 1 to 6 are dispersed.
B: Components 7 to 11 are added to A and mixed uniformly at 70 ° C.
C: Components 12 to 20 are uniformly mixed at 70 ° C.
D: B is added to C to emulsify, and cooled to room temperature.
E: Components 21 and 22 are mixed and dissolved in D.
F: E and component 23 were added to D and mixed to obtain an oil-in-water cream liquid foundation.

Example 7 [sunscreen cosmetic (water-in-oil cream)]
(Ingredient) (mass%)
1. Polyoxyethylene monolaurate (20 mol) sorbitan 0.2
2. Polyoxyethylene (60 mol) hydrogenated castor oil 0.1
3. Residual amount of purified water 4. Dipropylene glycol 10.0
5. Magnesium sulfate 0.5
6). Ascorbic acid glucoside 2.0
7). Silicone compound (Note 8) 3.0
8). Decamethylcyclopentasiloxane 20.0
9. Isotridecyl isononanoate 5.0
10. 2-Ethylhexyl paramethoxycinnamate 8.0
11. Pentaerythrityl tetraethylhexanoate (Note 9) 5.0
12 Astaxanthin 5% oil (Note 10) 0.01
13. Dimethylstearyl ammonium hectorite 1.2
(Note 8) KF-6028 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 9) NS-408 (Nippon Seika Co., Ltd.)
(Note 10) Astaxanthin (manufactured by Bioactives Japan)

(Production method)
A: Components 1 to 6 are uniformly dispersed.
B: Components 7 to 13 are uniformly dispersed.
C: While stirring B, A was gradually added to emulsify to obtain a water-in-oil cream sunscreen cosmetic.

Example 8 [ointment]
(Ingredient) (mass%)
1. Triethanolamine 2.0
2. Glycerin 5.0
3. Dipotassium glycyrrhizinate (Note 11) 0.5
4). 4. Purified water remaining amount Stearic acid 18.0
6). Cetanol 4.0
7). Pentaerythrityl tetraisostearate (Note 12) 0.5
8). Astaxanthin 5% solution (Note 13) 0.01
9. Dl-α-tocopherol acetate (Note 14) 0.2
10. Methyl paraoxybenzoate 0.1
(Note 11) Wako Pure Chemical Industries, Ltd. (Note 12) CRODAMOL PTIS-LQ (Croda Japan)
(Note 13) Astaxanthin-5C (manufactured by Oriza Oil Chemical Co., Ltd.)
(Note 14) Eisai

(Production method)
A. Ingredients 1-4 are uniformly dissolved and kept at 75 ° C.
B. Ingredients 5-10 are heat mixed and maintained at 75 ° C.
C. B was gradually added to A to obtain an ointment.

Example 9 [Lotion preparation]
(Ingredient) (mass%)
1. Polyoxyethylene (20 mol) sorbitan monolaurate 1.2
2. Ethanol 8.0
3. Pentaerythrityl tetraethylhexanoate (Note 3) 0.05
4). Fucoxanthin 5% solution (Note 15) 0.001
5. Methyl paraoxybenzoate 0.2
6). Glycerin 5.0
7.1,3-Butylene glycol 6.5
8). Purified water remaining amount (Note 15) Fucoxanthin-5C (manufactured by Oriza Oil Chemical Co., Ltd.)

(Production method)
A. Components 1 to 5 are mixed and dissolved.
B. Ingredients 6-8 are mixed and dissolved.
C. A and B were mixed and homogenized to obtain a lotion preparation.

Example 10: Tablet (component) (mass%)
1. Lactose 24.0
2. Crystalline cellulose 20.0
3. Corn starch 15.0
4). Astaxanthin 5% solution (Note 16) 5.0
5. Pentaerythrityl tetraisostearate (Note 17) 0.1
6). Glycerin fatty acid ester 5.0
7). Silicon dioxide 1.0
8). Dextrin remaining amount (Note 16) Astaxanthin-5 (Oryza Oil Chemical Co., Ltd.)
(Note 17) Estelol PT-ISHV (National Mimatsu)

(Production method)
A. Components 1 to 8 were mixed uniformly, and tablets were obtained according to a conventional method.

Example 11: Soft drink (component) (mass%)
1. Fructose dextrose liquid sugar 30.0
2. Emulsifier 0.5
3. Pentaerythrityl tetraisostearate (Note 12) 0.01
4). Astaxanthin 1% solution (Note 6) 1.0
5. Perfume appropriate amount
6). Purified water balance

(Production method)
A. Components 1 to 5 were mixed uniformly, and a soft drink was obtained according to a conventional method.

  A composition comprising a carotenoid such as astaxanthin of the present invention and an oil agent having a pentaerythritol skeleton, and further, a deterioration inhibitor, an external preparation for skin, and a cosmetic composition that have improved the stability of carotenoids such as astaxanthin by the oil agent The method for inhibiting the degradation of carotenoids such as astaxanthin and astaxanthin is useful not only for improving the stability of carotenoids such as astaxanthin, but also for exerting skin effects such as preventing aging and preventing and improving spots. is there.

Claims (5)

The following components (A) and (B);
(A) astaxanthin (B) tetra-2-ethylhexanoic acid pentaerythrityl ;
The composition whose content mass ratio (component (B)) / (component (A)) of the said component (A) and the said component (B) is 18,000-1,000,000. In addition, the compositions according to 請 Motomeko 1 you vitamins E as component (C). A composition according to cosmetic or 請 Motomeko 1 or 2 Ru external skin preparation der. Astaxanthin degradation inhibitor containing pentaerythrityl tetra-2-ethylhexanoate as an active ingredient ,
An astaxanthin degradation inhibitor used so that the mixed mass ratio of the pentaerythrityl tetra-2-ethylhexanoate to the astaxanthin is 18,000 to 1,000,000. Astaxanthin, or a composition containing astaxanthin, a tetracarboxylic 2-ethylhexanoate pentaerythrityl,
A method for inhibiting deterioration of astaxanthin , wherein mixing is performed so that a mixed mass ratio of the pentaerythrityl tetra-2-ethylhexanoate to the astaxanthin is 18,000 to 1,000,000.