JP2019131549A - Composition - Google Patents

Abstract

To provide a stabilizing agent or a stabilization method for suppressing the deterioration of carotenoid such as astaxanthin which is known to be useful for anti-aging or the like and maintaining the effect over a long period of time and to provide a composition for suppressing the deterioration acceleration of carotenoid generated when nicotinic acid amide is incorporated into a composition containing carotenoid in order to obtain an excellent cosmetic or the like by anti-aging effect or the like and maintaining the effect over a long period of time.SOLUTION: The combination of carotenoid such as astaxanthin and squalane exhibits a remarkable effect for preventing the discoloration of carotenoid such as astaxanthin or the like by light and stabilizing them and exhibits a remarkable suppressing effect in the deterioration acceleration of carotenoid generated when nicotinic acid amide is incorporated.SELECTED DRAWING: None

Description

  The present invention relates to a composition comprising carotenoid, squalane and nicotinamide. The present invention also relates to a carotenoid stabilizer and a carotenoid stabilization method using squalane.

  It is known that carotenoids such as astaxanthin have useful effects on the skin such as prevention of aging and prevention / improvement of spots. Carotenoids are naturally occurring yellow to red terpenoid pigments that can be found in plants, algae, and bacteria. Astaxanthins (including astaxanthin and esters thereof), which is a kind of carotenoid, are widely distributed in the animal and plant kingdoms in nature, and are mainly used as a color frying agent for farmed fish and chickens. In addition, astaxanthin is also known to have functions such as an antioxidant effect, an anti-inflammatory effect (see Patent Document 1 and Patent Document 2), and an anti-skin aging effect (see Patent Document 3). For this reason, it has been studied and implemented to add astaxanthins to foods, cosmetics, raw materials for pharmaceuticals and processed products thereof.

  Nicotinamide is a derivative of nicotinic acid, also called nicotinamide or niacinamide, and is used for prevention and treatment of nicotinic acid deficiency. Furthermore, skin roughness improvement, whitening effect, anti-aging effect and the like are known, and development of more excellent anti-aging cosmetics and the like is expected by combining nicotinamide and astaxanthins.

  On the other hand, carotenoids such as astaxanthin are structurally unstable, and it is known that deterioration is accelerated by heat, light, oxidation, etc., and it is difficult to stably contain them in a preparation. Therefore, in addition to the technology used in combination with ascorbic acid as a stabilizer and the inclusion such as inclusion with hard capsules (see Patent Document 4), specific oil-soluble plant extracts, alcohols, nut polyphenols and chelates In combination with an agent (see Patent Document 5), a method of adding an organic acid to a carotenoid-containing composition (see Patent Document 6), iron ion, iron chelating agent, dibromopyrene glycol, water-soluble antioxidant (See Patent Document 7), a method for stabilizing carotenoids such as astaxanthin by using a combination of red wine extract or collagen peptide (see Patent Document 8) is disclosed.

JP-A-2-49091 Japanese Patent Laid-Open No. 9-143063 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

  However, in any of these methods, the stabilizer is expensive, the effect of stabilization is not sufficient, or when the stabilizer is a water-soluble component, the oil component that dissolves carotenoids such as astaxanthin is dissolved. There was a problem that dispersion was difficult and sufficient effects could not be exhibited. Furthermore, it was not satisfactory from the viewpoint of enhancing the stability of carotenoids such as astaxanthin, which are known to have useful effects, and sustaining the effects over a long period of time.

  In addition, the inventors tried to contain nicotinamide in a composition containing carotenoids in order to obtain a composition excellent in improving skin roughness, whitening effect, anti-aging effect, etc. It was found that deterioration of carotenoids due to oxidation and the like was promoted.

  The problem to be solved by the present invention is to provide a stabilizer and a stabilization method for suppressing deterioration of carotenoids such as astaxanthin, which are known to be useful for preventing aging, and maintaining the effect for a long period of time. Is to provide. Furthermore, in order to obtain cosmetics and the like that are superior in anti-aging effects, etc., the carotenoid-containing composition contains nicotinic acid amide, which suppresses the promotion of carotenoid degradation and maintains its effect over a long period of time. Providing a composition;

  In view of such circumstances, the present inventors have made extensive studies to solve the above problems, and as a result, by combining carotenoids such as astaxanthin and squalane, a remarkable effect on stabilization such as prevention of fading of carotenoids such as astaxanthin due to light. The present invention has been completed. It has also been found that a remarkable inhibitory effect is exerted in promoting the deterioration of carotenoids produced when nicotinamide is contained.

That is, the present invention includes the following components (a) to (c);
The present invention relates to a composition containing (a) carotenoid (b) squalane (c) nicotinamide.

The said component (a) is related with the said composition of astaxanthin.

The said composition is related with the said composition which is cosmetics or a skin external preparation.

The present invention relates to a carotenoid stabilizer containing squalane as an active ingredient.

The present invention relates to a method for stabilizing carotenoids, which comprises adding squalane to a composition containing carotenoids.

The present invention relates to a carotenoid stabilization method in which one or more oil agents selected from squalane are added to a composition containing carotenoid and nicotinamide.

  The composition, stabilizer and stabilization method of the present invention can effectively exert the effects of carotenoids such as astaxanthins by suppressing the degradation of carotenoids such as astaxanthins.

  Hereinafter, the present invention will be described in detail. In the present specification, “to” means a range including numerical values before and after.

  In the present invention, the carotenoid of component (a) 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 is obtained according to 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 liquid at room temperature. Particularly preferred examples are astaxanthins that have an antioxidant effect, an anti-inflammatory effect, a skin aging prevention effect, a whitening effect, and the like and are known as colorants in the 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 0 ₄ , molecular weight 596.82). In the present invention, the term “astaxanthin” includes the above-mentioned derivatives such as astaxanthin and astaxanthin ester unless otherwise specified.

  Astaxanthins used in the present invention can be extracted from natural products such as krill, salmon, trout, cypress, red yeast, hematococcus algae or synthetic products, but extracted from hematococcus algae. A thing (henceforth Haematococcus alga extract) is especially preferable from the point 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 usable in the present invention include Haematococcus pluvialis, Haematococcus lacustris, Haematococcus capensis, Haematococcus capensis, Examples thereof include Haematococcus droebakensis and Haematococcus zimbabwiensis. Further, commercially available Haematococcus alga extract can be used, for example, ASTOTS-S, -5O, -10O, etc. manufactured by Fuji Film, Asteryl Oil 50F manufactured by Fuji Chemical Industry Co., Ltd. And 5F, Astaxanthin-5C manufactured by Oriza Oil Chemical Co., Ltd., 20C, Astaxanthin 5% oil manufactured by Bioactives Japan, Astabio (registered trademark) AR1, AR5 manufactured by Biogenic, and the like. Moreover, as Krill origin, Marin Daio company Astax-S etc. are mentioned.

  Although content of the component (a) in this invention is not specifically limited, From a viewpoint of exhibiting a useful effect on skin, such as antioxidant, anti-aging, and the prevention and improvement of a spot, Preferably it is 0.000001-0. 0.1% by mass (hereinafter simply referred to as “%”), more preferably 0.0001 to 0.01%. 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 squalane of component (b) in the present invention may be either animal or vegetable, and is not particularly limited as long as it is usually used for external preparations for skin, cosmetics and the like. Specific examples include hydrogenated squalene present in liver oil of deep-sea sharks, hydrogenated squalene extracted from olive oil, rice bran oil, wheat germ oil, sesame oil, and the like. These squalanes can be used alone or in combination of two or more.

  The content of the component (b) in the present invention is not particularly limited, and is preferably 0.0001 to 70%, more preferably from the viewpoint that the stabilizing effect of the component (a) can be exhibited. It is 0.0005-50%, More preferably, it is 0.001-10%.

  Further, the content mass ratio of the component (a) and the component (b) is not particularly limited, but (b) / (a) = 0.01 to 500,000 from the viewpoint that the effect of stabilizing the component (a) is excellent. It is preferable that it is 0.1-300,000, and it is especially preferable that it is 0.1-200000.

  The nicotinic acid amide of component (c) in the present invention is an amide compound of nicotinic acid (also called vitamin B3 or niacin), and is a derivative of nicotinic acid also called nicotinamide or niacinamide. Nicotinamide is a water-soluble vitamin and is a known substance that is one of the vitamin B groups, and can be extracted from a natural product (rice bran or the like) or synthesized by a known method. Specifically, those listed in the 15th revision Japanese Pharmacopoeia 2008 can be used.

  The content of the component (c) in the present invention is not particularly limited, and is preferably 0.01 to 10%, more preferably 0.5 to 8% from the viewpoint of excellent anti-aging action. 1 to 6% is particularly preferable.

  Moreover, although the content mass ratio of a component (b) and a component (c) is not specifically limited, From the viewpoint that it is excellent in the stabilization effect of a component (a) and can suppress the stickiness originating in a component (c), (B) / (c) = 0.00001 to 1000 is preferable, 0.0005 to 500 is more preferable, and 0.0001 to 100 is particularly preferable.

  The content mass ratio of the component (a) and the component (c) is not particularly limited, but is preferably (c) / (a) = 1 to 500,000 from the viewpoint of being excellent in the stabilizing effect of the component (a). 10 to 300,000 is more preferable, and 100 to 200,000 is particularly preferable.

  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, water-soluble polymers, Film-forming agents, resins, UV protection agents, inclusion compounds, antibacterial agents, fragrances, deodorants, salts, pH adjusters, refreshing agents, animal / microbe-derived extracts, plant extracts, blood circulation promoters, astringents, Antiseborrheic agents, whitening agents, anti-inflammatory agents, active oxygen scavengers, cell activators, moisturizers, 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 said components (a)-(d) Furthermore, the method of preparing by adding the said arbitrary component as needed and mixing this is mentioned.

  The composition of the present invention can be implemented in various forms such as liquid, gel, cream, solid, mousse, etc., and is stored in a sprayable container and sprayed in a mist. May be used. 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 is no restriction | limiting in particular regarding the use of the composition of this invention, It uses as a composition for various uses, such as cosmetics, an external preparation for skin, foodstuffs, ink, detergent, the softening finishing agent for clothes, a fragrance | flavor, a deodorant, and a textile. be able to. The composition of the present invention is preferably used as a cosmetic or a skin external preparation from the viewpoint of excellent anti-aging effect and the like.

  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 for hair, and facial cleansers.

  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.

  Moreover, although carotenoids such as astaxanthin have a useful effect as described above, it is difficult to obtain the expected effect due to structural instability, and it is difficult to maintain the effect over a long period of time. However, as will be described later in Examples, the carotenoid in the composition can be stabilized by containing squalane in the carotenoid-containing composition.

  By utilizing the squalane according to the present invention, it is possible to improve the stability of carotenoids, thereby effectively exerting the effects of carotenoids. For example, squalane can exert a remarkable effect in preventing discoloration of carotenoids by light and suppressing light deterioration. And since carotenoid is useful for prevention and improvement of rough skin and wrinkles, prevention and improvement of stains, and further useful for anti-aging and whitening, one or more selected from the animal and plant-derived squalane described above. The oils obtained from these plants can dramatically enhance these effects of carotenoids (for example, anti-aging effect and whitening effect). By using squalane, the effect of carotenoid can be maintained for a longer period of time, or even if the content of carotenoid is reduced, the same or higher effect can be expected.

  Therefore, since the squalane of the present invention has a carotenoid stabilizing action, it can be used as a carotenoid stabilizer containing squalane as an active ingredient. The squalane of the present invention may be used for the stabilization of carotenoids, can be used for various preparations intended for the use of carotenoid stabilization, and can also be used for producing these various preparations. Is possible. Therefore, the squalane of the present invention should be contained in skin external preparations, cosmetics, pharmaceuticals, quasi-drugs, foods and drinks, and functional foods (for example, foods for specified health use, supplements, etc.) in order to stabilize carotenoids. Is possible. Although the squalane of this invention is not specifically limited, Preferably it is 1-50 million mass parts with respect to 1 mass part of carotenoid, More preferably, it is 1-3000 mass parts, Most preferably, it is 1-2 million.

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

<Photostabilization test of astaxanthin>

Astaxanthin has light absorption peculiar to a wavelength of 470 nm, and when the degradation of astaxanthin occurs, the residual ratio of astaxanthin was calculated according to the following procedure using the property that light absorption at a wavelength of 470 nm decreases. . The results are shown in Table 1.
200 μl of each sample solution shown in Table 1 was dispensed into a 96-well plate and irradiated with ultraviolet rays (UVB exposure: 1.65 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 (1). Here, the astaxanthin-containing system refers to Examples, Reference Examples and Comparative Examples containing astaxanthin, and the astaxanthin-free system refers to an astaxanthin 5% solution (astaxanthin − in each of Examples, Reference Examples and Comparative Examples). 5C (manufactured by Oriza Oil Chemical Co., Ltd.)) is referred to instead of tri (capryl / capric acid) glyceryl.

Astaxanthin residual rate (%) = ((A−B) / (C−D)) × 100 (1)

A = absorbance of an astaxanthin-containing system irradiated with ultraviolet light B = absorbance of an astaxanthin-free system irradiated with ultraviolet C = absorbance of an astaxanthin-containing system not irradiated with ultraviolet light D = absorbance of an astaxanthin-free system not irradiated with ultraviolet light

  From the results in Table 1, Reference Example 1 was compared to Reference Example 2 using tri (capryl / capric acid) glyceryl (M Fine Oil CCT-1: manufactured by Miyoshi Oil & Fats Co., Ltd.) instead of component (b). Astaxanthin was excellent in the light stabilization effect.

<Astaxanthin light stabilization effect test when nicotinamide is contained>

  By combining carotenoids such as astaxanthin with nicotinic acid amide, the present inventors can promote the fading of carotenoids such as astaxanthin by light (Comparative Example 1), and further the fading promotion is an oil agent obtained from a specific plant. It was found that it can be suppressed. The results are shown in Table 2.

  200 μl of each sample solution shown in Table 2 was dispensed into a 96-well plate and irradiated with ultraviolet rays (UVB exposure: 1.65 J / cm 2). The astaxanthin residual rate was measured by the same method as in Example 1.

From the results of Table 2, surprisingly, the discoloration of astaxanthin is promoted more in Comparative Example 1 containing component (c) than in Reference Example 2 not containing component (c), and component (c) It is suggested that there is an effect on the stability of astaxanthin by.
On the other hand, in Examples 1 and 2, a remarkable discoloration of astaxanthin was not observed while the component (c) was blended, and instead of the component (b), tri (capryl / capric acid) glyceryl (M fine oil CCT- 1: Compared with Comparative Example 1 using Miyoshi Oil & Fats Co., Ltd., all of the results of Reference Example 1 were excellent in the light stabilization effect of astaxanthin.

Example 3 [skin lotion]
(Ingredient) (%)
1. Glycerin 5.0
2. 1,3-butylene glycol 5.0
3. Lactic acid 0.05
4. Nicotinamide (Note 5) 2.5
5). Sodium lactate 0.1
6). Polyoxyethylene monooleate (20 mol) sorbitan 1.2
7). Ethanol 8.0
8). Olive squalane (Note 2) 0.1
9. Astaxanthin 5% solution (Note 6) 0.001
10. Methyl paraoxybenzoate 0.1
11. Fragrance 0.05
12 Purified water remaining amount (Note 6) Astax-S (manufactured by Marine Daio)

(Production method)
A: Components (6) to (11) are mixed and dissolved.
B: Components (1) to (5) and (12) are mixed and dissolved.
C: A was added to B and mixed to obtain a skin lotion.

  The lotion of Example 3 was excellent in the stabilization effect of astaxanthins.

Example 4 [Emulsion]
(Ingredient) (%)
1. Polyoxyethylene monostearate (20 mol) sorbitan 1.0
2. Polyoxyethylene trioleate (20 mol) sorbitan 0.5
3. Glyceryl monostearate 1.0
4). Shark-derived squalane (Note 4) 1.0
5). Stearic acid 0.5
6). Behenyl alcohol 0.5
7). Liquid paraffin 4.0
8). Carboxyvinyl polymer 0.1
9. Methyl paraoxybenzoate 0.1
10. Sodium hydroxide 0.05
11. Nicotinamide (Note 5) 5.0
12 Purified water remaining amount 13. Ethanol 5.0
14 Astaxanthin 5% solution (Note 1) 0.01
15. Fragrance 0.05

(Production method)
A: Components (1) to (7) are uniformly mixed at 70 ° C.
B: Components (8) to (12) are uniformly mixed at 70 ° C.
C: A is added to B to emulsify, and cooled to room temperature.
D: (13) to (15) were added and mixed uniformly to obtain an emulsion.

  The emulsion of Example 4 was excellent in the stabilizing effect of astaxanthins.

Example 5 [sunscreen cosmetic (water-in-oil cream)]
(Ingredient) (%)
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). Nicotinamide (Note 5) 4.0
8). Silicone compound 3.0
9. Decamethylcyclopentasiloxane 20.0
10. Isotridecyl isononanoate 5.0
11. 2-Ethylhexyl paramethoxycinnamate 8.0
12 Olive Squalane (Note 2) 3.0
13. Astaxanthin 5% solution (Note 7) 0.01
14 Dimethylstearyl ammonium hectorite 1.2
(Note 7) Astaxanthin 5% oil (manufactured by Bioactives Japan)

(Production method)
A: Components (1) to (7) are uniformly dispersed.
B: Components (8) to (14) are uniformly dispersed.
C: While stirring B, A was gradually added to emulsify to obtain a water-in-oil cream sunscreen cosmetic.

  The sunscreen cosmetic of Example 5 (water-in-oil type cream) was excellent in the stabilization effect of astaxanthins.

Example 6 [Ointment]
(Ingredient) (%)
1. Triethanolamine 2.0
2. Glycerin 5.0
3. Dipotassium glycyrrhizinate 0.5
4). 4. Purified water balance Nicotinamide (Note 5) 6.0
6). Stearic acid 18.0
7). Cetanol 4.0
8). Shark-derived squalane (Note 4) 0.5
9. Astaxanthin 5% solution (Note 1) 0.01
10. Dl-α-tocopherol acetate 0.2
11. Methyl paraoxybenzoate 0.1

(Production method)
A. Ingredients (1) to (5) are uniformly dissolved and kept at 75 ° C.
B. Ingredients (6) to (11) are heated and mixed and maintained at 75 ° C.
C. B was gradually added to A to obtain an ointment.

The ointment of Example 6 was excellent in the stabilization effect of astaxanthins.

  The method for stabilizing carotenoids such as astaxanthins of the present invention can be blended in foods and drinks and compositions, and is useful for exerting skin effects such as anti-aging, prevention of wrinkles and wrinkles. It is.

Claims (5)

The following components (a) to (c);
A composition comprising (a) carotenoid (b) squalane (c) nicotinamide. The composition according to claim 1, wherein the component (a) is an astaxanthin. The composition according to claim 1 or 2, wherein the composition is a cosmetic or an external preparation for skin. A carotenoid stabilizer containing squalane as an active ingredient. A method for stabilizing carotenoids, comprising adding squalane to a composition containing carotenoids.