Food and beverage composition
A food and drink composition with a fat-soluble vitamin C derivative and resveratrol-containing extracts addresses vitamin C stability issues, effectively improving skin spots through enhanced melanin inhibition.
Patent Information
- Application Number
- JP2023210655
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-12-13
- Publication Date
- 2025-06-25
- Estimated Expiration
- 2043-12-13
AI Technical Summary
Vitamin C is not stable in solution or blood, limiting its effectiveness in improving skin spots.
A food and drink composition containing a fat-soluble vitamin C derivative combined with an Indian quince, red wine, or Japanese knotweed root extract rich in resveratrol is developed to enhance skin spot improvement.
The composition effectively improves the appearance of skin spots by inhibiting melanin production, demonstrating significant improvements in clinical trials and models.
Smart Images

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Abstract
Description
Technical Field
[0001] The present invention relates to a food and drink composition for improving the state of spots that appear on the skin.
Background Art
[0002] Melanin and lipofuscin produced in the skin appear on the skin as pigmented spots, thereby forming spots on the skin surface. Spots are classified into, for example, senile lentigines / solar lentigines, freckles, post-inflammatory hyperpigmentation, melasma, and the like.
[0003] When such spots are formed on the skin surface, the aesthetic appearance deteriorates. Conventionally, compositions and the like for suppressing the occurrence of spots and the like have been developed to solve this problem (see, for example, Patent Document 1 below).
[0004] In addition, vitamin C is used in such compositions. Vitamin C is approved as a Class 3 pharmaceutical in the Japanese Pharmacopoeia regarding the effects and efficacy of preventing pigmentation caused by sunburn and sunburn.
Prior Art Documents
Patent Documents
[0005]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0006] The present inventors faced the problem that vitamin C is not necessarily stable in a solution state or in the blood. Then, through various studies, the present inventors prepared by adding an extract extracted mainly from the tree Indian gooseberry (growing wild without pesticide spraying), which has been traditionally and heavily used in Indian traditional medicine for many years, to a fat-soluble vitamin C derivative, and found that spots are improved.
[0007] Therefore, an object of the present invention is to provide a food and drink composition capable of improving the state of spots that appear on the skin.
Means for Solving the Problems
[0008] The present invention relates to a food and drink composition containing a fat-soluble vitamin C derivative and at least one selected from the group consisting of an Indian quince extract containing resveratrol, a red wine extract containing resveratrol, a Japanese knotweed root extract containing resveratrol, and a grape peel extract containing resveratrol.
Effects of the Invention
[0009] According to the food and drink composition of the present invention, the state of spots that appear on the skin can be improved.
Modes for Carrying Out the Invention
[0010] 1. Food and Drink Composition The food and drink composition of the present invention contains a fat-soluble vitamin C derivative and at least one selected from the group consisting of an Indian quince extract containing resveratrol, a red wine extract containing resveratrol, a Japanese knotweed root extract containing resveratrol, and a grape peel extract containing resveratrol.
[0011] The food and drink composition is not particularly limited, and includes solid, powdery, liquid, sol, and gel forms. For example, supplements (spot-improving supplements) can be mentioned as the food and drink composition.
[0012] 2. Fat-Soluble Vitamin C Derivative The fat-soluble vitamin C derivatives used in the present invention are not particularly limited, and examples thereof include 6-O-palmitoyl-L-ascorbic acid, 6-O-stearoyl-L-ascorbic acid, 6-O-palmitoyl-L-ascorbic acid phosphate ester, 2,6-O-dipalmitoyl-L-ascorbic acid, ascorbic acid-3-O-ethyl ether, 2-glyceryl-3-octyl ascorbic acid, etc. Preferably, 6-O-palmitoyl-L-ascorbic acid, 6-O-stearoyl-L-ascorbic acid, 6-O-palmitoyl-L-ascorbic acid phosphate ester can be mentioned, and more preferably, 6-O-palmitoyl-L-ascorbic acid can be mentioned.
[0013] 3. Resveratrol-containing extract The resveratrol-containing extract used in the present invention includes an indochinese knotweed extract. Further, the resveratrol-containing extract that can be used is not particularly limited, and examples thereof include red wine extract, polygonum cuspidatum root extract, grape peel extract, etc.
[0014] The indochinese knotweed extract is not particularly limited, and for example, an extract extracted from the tree indochinese knotweed that has been traditionally and repeatedly used in Indian traditional medicine (Ayurveda) for many years can be used.
[0015] 4. Ratio of the number of carbon atoms of the hydrocarbon group to the number of hydroxyl groups in the molecule of the fat-soluble vitamin C derivative In the fat-soluble vitamin C derivative used in the present invention, although not particularly limited, the ratio of the number of carbon atoms of the hydrocarbon group to the number of hydroxyl groups in the molecule of the fat-soluble vitamin C derivative is, for example, 0.05 to 18, preferably 3 to 7, more preferably 4.0 to 6, and even more preferably 5.3.
[0016] 5. Ratio of the content of the resveratrol-containing extract to the content of the fat-soluble vitamin C derivative When using an Indian quince extract as the resveratrol-containing extract used in the present invention, the ratio of the content of the Indian quince extract to the content of the fat-soluble vitamin C derivative is not particularly limited, but for example, it is 0.01 to 0.30, preferably 0.03 to 0.20, and more preferably 0.05 to 0.10.
[0017] When using a red wine extract as the resveratrol-containing extract used in the present invention, the ratio of the content of the red wine extract to the content of the fat-soluble vitamin C derivative is not particularly limited, but for example, it is 0.01 to 0.20, preferably 0.03 to 0.15, and more preferably 0.05 to 0.10.
[0018] 6. Contents of various active ingredients in the food and drink composition The content of the fat-soluble vitamin C derivative in the food and drink composition of the present invention is not particularly limited, but for example, it is 20 to 30% by mass, preferably 23 to 27% by mass, and more preferably 24 to 26% by mass.
[0019] The content of the Indian quince extract in the food and drink composition of the present invention is not particularly limited, but for example, it is 1.0 to 2.0% by mass, preferably 1.3 to 1.9% by mass, and more preferably 1.5 to 1.7% by mass.
[0020] When using a red wine extract as the resveratrol-containing extract in the food and drink composition of the present invention, the content of the red wine extract is not particularly limited, but for example, it is 0.5 to 1.5% by mass, preferably 0.7 to 1.3% by mass, and more preferably 0.8 to 1.2% by mass.
[0021] When using Japanese knotweed root extract as the resveratrol-containing extract in the food and drink composition of the present invention, the content of the Japanese knotweed root extract is not particularly limited, but for example, it is 0.5 to 1.5% by mass, preferably 0.7 to 1.3% by mass, and more preferably 0.8 to 1.2% by mass.
[0022] When using grape skin extract as the resveratrol-containing extract in the food and drink composition of the present invention, the content of the grape skin extract is not particularly limited, but for example, it is 0.5 to 1.5% by mass, preferably 0.7 to 1.3% by mass, and more preferably 0.8 to 1.2% by mass.
[0023] 7. Use The food and drink composition of the present invention can be used, for example, as a supplement (a supplement for improving spots). Further, examples of the form of the food and drink composition of the present invention include tablets and granules.
[0024] 8. Manufacturing method The food and drink composition of the present invention can be manufactured by a known manufacturing method. For example, when manufacturing a tablet product as the food and drink composition of the present invention, the raw materials used are measured with an electronic balance, and after mixing each material while removing foreign matters, tableting is performed, followed by appearance inspection and packaging of the tablets. Further, for example, when manufacturing a granule product as the food and drink composition of the present invention, the raw materials used are measured with an electronic balance, and after mixing each material while removing foreign matters, granulation and sizing are performed, and then the granules are packaged.
Examples
[0025] Hereinafter, examples and comparative examples will be shown to specifically explain the present invention, but the present invention is not limited to the following examples.
[0026] 1. Production example <Manufacture of supplements> As an active ingredient, 6-O-palmitoyl-L-ascorbic acid, resveratrol-containing Indian quinine extract, and resveratrol-containing red wine extract were blended, and as a base, maltodextrin, maltitol, silicon dioxide, and pullulan were blended to produce a supplement. The composition details are shown in Table 1.
[0027]
Table 1
[0028] 2. Test Examples <Test Example 1> Nine healthy subjects were equally divided into 3 test groups by the test performer A and kept hidden from the test evaluator B, and they were made to ingest the supplement. Specifically, (1) the placebo group (P group) ingested only the base (Comparative Example 1), (2) the control group (C group) ingested the one with 6-O-palmitoyl-L-ascorbic acid blended in the base (Comparative Example 2), and (3) the present invention (resveratrol combination) group (R group) ingested the one with the base, 6-O-palmitoyl-L-ascorbic acid, and resveratrol-containing extract blended (Example 1).
[0029] Then, immediately before the start of the test and 1 month later, the test performer photographed the subjects' freckles together with the "Freckle Density Gradation Index Plate with Scales" under the same conditions such as shooting angle, illuminance, and shooting distance (Xperia 1 II SO-51A, Photography Pro BASIC mode (manufactured by Sony Corporation)). Using the adjacent skin without freckles as ±0, the freckle images were comprehensively judged in 6 grades from +1 to +5 in terms of freckle density, freckle gradation, area, and number of fusions.
[0030] As a specific determination method, Test Evaluator B determined the similarity from the simulation images provided in a random order while keeping the allocation of the test groups concealed, and compared it with the similarity separately determined by Test Judge C. If they were the same score, it was used as the final determination. When the scores determined by each were different, after re-determination independently by B and C, they reached a consensus and made a decision. Each subject also took the test while keeping concealed what test group they were in (randomized double-blind test).
[0031] The parts where similarity was confirmed for each subject were the front, left side, and right side of the face, and in some cases, the décolletage and upper limbs were also confirmed as similarity parts.
[0032] The determination results are shown in Table 2.
[0033]
Table 2
[0034] <Test Example 2> To examine the inhibitory effect on freckles / melanin by the resveratrol-containing extract and the lipid-soluble vitamin C derivative (6-O-palmitoyl-L-ascorbic acid), a culture test was conducted using human-derived pigment cells HMV-II. Specifically, HMV-II cells were cultured in a 24-well culture plate filled with a medium (Ham F12 medium containing 10% heat-inactivated fetal bovine serum (FBS) and 4 mM L-glutamine (Gln)) until they grew to 90% confluence. In this culture state, ultraviolet A waves (315 - 400 nm) were irradiated three times at a dose of 650 mJ / cm2 every 30 minutes using a UVA irradiation device (HYPERCURE200, manufactured by Yamashita Electric Co., Ltd.). Three hours later, the resveratrol-containing extract and the lipid-soluble vitamin C derivative (6-O-palmitoyl-L-ascorbic acid) of each composition in Table 3 (Examples 2 to 11, Comparative Examples 3 to 14) were added to a Spitz tube containing 100 mL of the above-mentioned medium, and homogenized with a Potter-type Teflon homogenizer for 5 strokes, then mixed with a Vortex mixer for 3 minutes. Further, after 72 hours, the cells were fixed by treatment with paraformaldehyde for 30 minutes, dehydrated with ethanol, the cells were stained with Masson-Fontana silver stain, and with a Hoffman-adjusted phase contrast microscope (ECLIPSE TE2000-3, manufactured by Nikon Corporation), five wells in a separate culture plate were set for each test group, nine micrographs were taken for each test group, the melanin score was measured for 45 fields each using NIH-Image software, and the experiment was independently conducted three times, and statistically processed by Student’s t test and presented as the mean value ± standard deviation. The results are shown in Table 3.
[0035]
Table 3
[0036]
Table 4
[0037] <Test Example 4> The simi / melanin inhibitory effect was examined using a human three-dimensional skin model. Specifically, a Falcon 6-well culture insert (manufactured by Corning) was placed on a plate, and three-dimensional skin (composed of type I-A collagen and human gingival fibroblasts HGF in the dermal region and co-culture of human pigment cells HMV-II and a 1:10 mixed cell of human skin keratinocytes HaCaT in the epidermal region) was formed therein. After 24 hours, for melanin production, an ultraviolet A wave lamp (wavelength: 365 nm) was irradiated vertically 4 times every 30 minutes from 4 directions with an angle of 90 degrees changed horizontally, and the total dose was 8 J / cm2. Three hours later, resveratrol-containing extracts and a fat-soluble vitamin C derivative (6-O-palmitoyl-L-ascorbic acid) of various compositions (Examples 21 to 27, Comparative Examples 28 to 44) in Table 5 were administered, and the amount of melanin present was measured 4 days after the administration. Specifically, 4 wells in a separate culture plate were set for each test group, 10 micrographs were taken for each test group, the melanin density was measured for every 40 fields using Image-J software, and the measurement was independently performed 3 times, and statistical processing was performed by Student's t test and presented as the mean value ± standard deviation. The results are shown in Table 5.
[0038] As the resveratrol standard product in Table 5, a standard product for food analysis / biochemistry (JAN4987481407107 / JAN4548995007667, manufactured by Fujifilm Wako Pure Chemical Corporation) was used. The properties are white to light brown, crystalline powder to powder or lumps, soluble in ethanol, methanol, and acetone respectively, and hardly soluble in water.
[0039]
Table 5
[0040] <Test Example 5> In order to examine the effects of various fat-soluble vitamin C derivatives on the freckle / melanin inhibitory effect of a mixture of a resveratrol-containing Japanese cypress extract and a resveratrol-containing red wine extract, the compositions shown in Table 6 (Examples 28 to 36, Comparative Examples 45 to 63, and Reference Examples 1 to 9) were added in the same procedure as in Test Example 2, and the freckle / melanin inhibitory effect in human-derived pigment cells HMV-II was measured. The results are shown in Table 6.
[0041]
Table 6
[0042] <Test Example 6> The freckle / melanin inhibitory effect was examined using a human three-dimensional skin model. Specifically, the compositions shown in Table 7 (Examples 37 to 41, Comparative Examples 64 to 82) were added in the same procedure as in Test Example 4, and the amount of melanin present was measured. The results are shown in Table 7.
[0043]
Table 7
[0044] 3. Discussion From Table 2, among the total of 51 moles on 3 subjects with 21, 12, and 18 moles who took counterfeit drugs orally for 1 month, no overall change in mole degree before and after oral administration was observed (upper part of Table 2: P group). In the total of 123 moles on 3 subjects with 36, 56, and 31 moles who took 6-O-palmitoyl-L-ascorbic acid orally, although 1 subject showed a significant improvement in mole degree, no significant difference was observed when all 3 subjects were combined (middle part of Table 2: C group). In the total of 65 moles on 3 subjects with 21, 27, and 17 moles who took a resveratrol-containing extract added to 6-O-palmitoyl-L-ascorbic acid, all 3 subjects were able to observe a significant improvement in mole degree (lower part of Table 2: R group). From this, it can be seen that the food and drink composition with a resveratrol-containing extract added to 6-O-palmitoyl-L-ascorbic acid is effective in improving moles.
[0045] From Table 3, it can be seen that the melanin production in human pigment cells HMV-II has a small inhibitory effect with 6-O-palmitoyl-L-ascorbic acid alone. In contrast, when a mixture of 50 mg / dL of indokinoki extract and 33 mg / dL of red wine extract is co-administered with 6-O-palmitoyl-L-ascorbic acid, it has been verified that the number of dosing points with a significantly enhanced melanin inhibitory effect increases, and the range of dosing concentrations showing a marked effect broadens. As this mechanism, it is presumed that in 6-O-palmitoyl-L-ascorbic acid and the resveratrol-containing extract, an interaction between the two molecules works and contributes to enhancing mole suppression. Also, it is presumed that the interaction is an intermolecular force between the palmitoyl group and the hydrophobic region of resveratrol.
[0046] From Table 4, it was found that melanogenesis in human pigment cells HMV-II was not inhibited by any of 6-O-palmitoyl-L-ascorbic acid alone, indocyanine extract containing resveratrol alone, or red wine extract containing resveratrol alone. Furthermore, even in the presence of 6-O-palmitoyl-L-ascorbic acid, no melanin inhibitory effect was observed with either indocyanine extract alone or red wine extract alone. On the other hand, when a mixture of indocyanine extract and red wine extract containing resveratrol was co-administered with 6-O-palmitoyl-L-ascorbic acid, a melanin inhibitory effect was observed. Therefore, there are differences in the types of resveratrol analogs contained in the indocyanine extract or red wine extract, and unique analogs not common to both (ε-viniferin, oligostilbene, piceatannol, pterostilbene), the amount of their presence, the glycon moiety and its glycosidic bond mode, and the combination of the types of contaminants are presumed to have brought about a synergistic effect. Furthermore, it was confirmed that the range of the compounding amounts of the indocyanine extract and the red wine extract, which are 40 to 90 mg / dL and 20 to 50 mg / dL, respectively, has a wide range of administration concentrations showing a marked effect in the coexistence of 750 mg / dL of 6-O-palmitoyl-L-ascorbic acid.
[0047] From Table 5, it can be seen that melanogenesis in a human three-dimensional skin tissue model incorporating human pigment cells HMV-II was not inhibited by a resveratrol standard product with a purity of 80% or more by HPLC analysis even in the presence of 6-O-palmitoyl-L-ascorbic acid, when compared in the same range of administration concentrations. From this, it is presumed that the combination of resveratrol analogs (ε-viniferin, oligostilbene, piceatannol, pterostilbene) contained in the indocyanine extract or red wine extract, the amount of their presence, the glycon moiety and its glycosidic bond mode, and the combination of the types of contaminants has brought about a synergistic effect.
[0048] From Table 6, it can be seen that no melanin / freckle suppression effect is observed with various fat-soluble vitamin C derivatives alone. When combined with 50 mg of indochinese knotweed extract containing resveratrol and 33 mg of red wine extract, 2,6-O-dipalmitoyl-L-ascorbic acid, ascorbic acid-3-O-ethyl ether, and 2-glyceryl-3-octyl ascorbic acid, in which the ratio of the number of carbon atoms of the hydrocarbon group to the number of hydroxyl groups in the molecule of the fat-soluble vitamin C derivative is outside the range of 2 to 6, are found to have a slightly lower effect. In the combination of 6-O-palmitoyl-L-ascorbic acid, 6-O-stearoyl-L-ascorbic acid, and 6-O-palmitoyl-L-ascorbic acid-2-phosphate ester, in which the ratio of the number of carbon atoms of the hydrocarbon group to the number of hydroxyl groups in the molecule of the fat-soluble vitamin C derivative is within the range of 4 to 6, with indochinese knotweed extract containing resveratrol and red wine extract, a significant effect is shown. That is, when the fat-soluble vitamin C derivative is administered in combination with indochinese knotweed extract containing resveratrol and red wine extract, it brings about a freckle / melanin suppression effect. Furthermore, it is found that fat-soluble ascorbic acid derivatives showing a numerical range of 4 to 6 in the ratio of the number of carbon atoms of the hydrocarbon group to the number of hydroxyl groups in the molecule of the fat-soluble vitamin C derivative exhibit a significant effect.
[0049] From Table 7, it can be seen that no melanin / freckle suppression effect is observed with the single administration of the synthetic standard product of resveratrol. Although various extracts containing resveratrol also have little effect when administered alone, when combined with 6-O-palmitoyl-L-ascorbic acid, adding indochinese knotweed extract alone, and further combined with any of the extracts of red wine, Japanese knotweed root, and grape peel, it is found to be effective.
[0050] Thus, it can be seen that by preparing a fat-soluble vitamin C derivative mainly containing an indocyanine extract containing resveratrol, the appearance of spots can be improved. Although the mechanism is not clear, it is inferred that this may be due to (1) differences in the mixing ratio of aglycone:sugar moiety:glycoside, (2) differences in the mixing ratio of trans / cis resveratrol, and (3) differences in the abundance ratio of polyphenols other than resveratrol.
Industrial Applicability
[0051] The food and drink composition of the present invention can be used as a food and drink composition that can improve the condition of spots that appear on the skin.
Claims
1. A fat-soluble vitamin C derivative, an indigo plant extract containing resveratrol, and at least one selected from the group consisting of a red wine extract containing resveratrol, a Japanese knotweed root extract containing resveratrol, and a grape peel extract containing resveratrol, a food or drink composition.
2. The food or drink composition according to claim 1, wherein the ratio of the number of carbon atoms of the hydrocarbon group to the number of hydroxyl groups in the molecule of the fat-soluble vitamin C derivative is 3 to 7.
3. The food or drink composition according to claim 1, wherein the fat-soluble vitamin C derivative is at least one selected from the group consisting of 6-O-palmitoyl-L-ascorbic acid, 6-O-stearoyl-L-ascorbic acid, and 6-O-palmitoyl-L-ascorbic acid phosphate ester.
4. The food or drink composition contains the red wine extract, the ratio of the content of the indigo plant extract to the content of the fat-soluble vitamin C derivative is 0.01 to 0.30, The food or drink composition according to claim 1, wherein the ratio of the content of the red wine extract to the content of the fat-soluble vitamin C derivative is 0.01 to 0.
20.
5. The food or drink composition contains the red wine extract, the content of the fat-soluble vitamin C derivative in the food or drink composition is 20 to 30% by mass, the content of the indigo plant extract in the food or drink composition is 1.0 to 2.0% by mass, The food or drink composition according to claim 1, wherein the content of the red wine extract in the food or drink composition is 0.5 to 1.5% by mass.
6. The food or drink composition according to any one of claims 1 to 5, wherein the fat-soluble vitamin C derivative is 6-O-palmitoyl-L-ascorbic acid.
Citation Information
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