Raspberry ketone derivative or acceptable salt thereof

Abstract

The present invention relates to a raspberry ketone derivative formed by esterification of a raspberry ketone of chemical formula 1 and an amino acid or an amino acid substituted with an amine-protecting group, or a cosmetically or food-acceptable salt thereof, a preparation method therefor, and a cosmetic composition and a food composition comprising same. The raspberry ketone derivative exhibits excellent effects in anti-inflammation, skin whitening, skin elasticity enhancement, and wrinkle reduction, and thus can be effectively used for cosmetics and food.

Description

Raspberry ketone derivative or acceptable salt thereof

[0001] The present invention relates to a raspberry ketone derivative or an acceptable salt thereof, a method for preparing the same, and a novel cosmetic or food use thereof.

[0002] Raspberry ketone, 4-(4-hydroxyphenyl)-2-butanone and / or p-hydroxybenzylacetone, is one of the fragrance components of raspberries and is one of the natural flavoring components used in perfumes, cosmetics, and food additives that express fruity scents. Raspberry ketone is derived from natural materials such as the plant body (e.g., shrubs, fruits) of plants belonging to the genus Rubus (e.g., raspberries) in the Rosaceae family, and can also be obtained through chemical synthesis. It is a substance recognized as safe enough to be used as a food. In addition, raspberry ketone is known to be a component that regulates adiponectin, a protein used by the body to regulate metabolism.

[0003] Meanwhile, as people age, they experience changes due to various internal and external factors. Skin complexion becomes dull, wrinkles increase, elasticity decreases, and inflammation develops. Consequently, the desire to nurture and maintain healthy skin has always existed, and with economic growth and rising cultural standards, interest in this area is growing. Consequently, there is a growing need to develop novel substances that can prevent changes in skin condition caused by internal and external factors, while maintaining a healthy skin condition while being safe and stable.

[0004] Against this backdrop, the inventors of the present invention conducted research on a substance having excellent anti-inflammation, skin whitening, skin elasticity enhancement, and wrinkle improvement effects using raspberry ketone, developed a novel raspberry ketone derivative having a structure synthesized through an esterification reaction with amino acids, and completed the present invention by elucidating that such a derivative exhibits anti-inflammation, skin whitening, skin elasticity enhancement, and wrinkle improvement effects.

[0005] The present invention aims to provide a novel raspberry ketone derivative or a cosmetically or food-wise acceptable salt thereof and a method for producing the same.

[0006] The present invention also aims to provide a cosmetic composition comprising the raspberry ketone derivative or a cosmetically acceptable salt thereof for anti-inflammatory purposes, skin whitening, skin elasticity enhancement, or wrinkle improvement.

[0007] The present invention also aims to provide a food composition for anti-inflammatory purposes, skin whitening, skin elasticity enhancement, or wrinkle improvement, comprising the raspberry ketone derivative or a food-scientifically acceptable salt thereof.

[0008] The present invention provides a raspberry ketone derivative formed by an esterification reaction of raspberry ketone of chemical formula 1 and an amino acid or an amino acid substituted with an amine-protecting group, or a cosmetically or food-wise acceptable salt thereof.

[0009] [Chemical Formula 1]

[0010]

[0011] The present invention also provides a method for producing a raspberry ketone derivative, or a cosmetically or food-wise acceptable salt thereof, comprising the step of mixing raspberry ketone of chemical formula 1 with an amino acid or an amino acid substituted with an amine-protecting group and subjecting the mixture to an esterification reaction.

[0012] The present invention also provides a cosmetic composition for anti-inflammatory purposes, skin whitening purposes, skin elasticity enhancement purposes, or wrinkle improvement purposes, comprising the raspberry ketone derivative or a cosmetically acceptable salt thereof.

[0013] The present invention also provides a food composition for anti-inflammatory purposes, skin whitening purposes, skin elasticity enhancement purposes, or wrinkle improvement purposes, comprising the raspberry ketone derivative or a food-scientifically acceptable salt thereof.

[0014] The raspberry ketone derivative according to the present invention can provide anti-inflammation, skin whitening, skin elasticity enhancement, or skin wrinkle improvement effects by combining raspberry ketone and amino acid through an esterification reaction, and can be usefully used in the fields of cosmetics, food, etc.

[0015] The present invention is described in detail below.

[0016] Each description and embodiment disclosed herein may also be applied to other descriptions and embodiments. That is, all combinations of the various elements disclosed herein fall within the scope of the present invention. Furthermore, the scope of the present invention is not limited by the specific descriptions described below.

[0017] When a part is said to "include" a component, this does not mean that it excludes other components, but rather that it may include other components, unless otherwise stated.

[0018] The present invention provides a raspberry ketone derivative formed by an esterification reaction of raspberry ketone of chemical formula 1 and an amino acid or an amino acid substituted with an amine-protecting group, or a cosmetically or food-wise acceptable salt thereof.

[0019] [Chemical Formula 1]

[0020]

[0021] The inventors of the present invention have prepared a novel raspberry ketone derivative by combining raspberry ketone, which is used as a natural fragrance ingredient, with an amino acid and an ester, and have confirmed that this derivative exhibits excellent effects in anti-inflammation, skin whitening, skin elasticity enhancement, and wrinkle improvement.

[0022] In the present invention, “substitution” may mean that one or more hydrogen atoms are replaced with another atom or substituent, unless otherwise stated.

[0023] In the present invention, “a cosmetically or food-wise acceptable salt thereof” may include salts prepared by adding a base to a raspberry ketone derivative. The additional salts usable for preparing the cosmetically or food-wise acceptable salt include, but are not limited to, any one or more salts selected from the group consisting of sodium, potassium, calcium, ammonium, magnesium, and organic amino acids.

[0024] In the present invention, a raspberry ketone derivative can be formed by an esterification reaction between an amino acid or an amino acid substituted with an amine-protecting group and raspberry ketone. Specifically, the raspberry ketone derivative can be formed by an esterification reaction between a hydroxyl group of the raspberry ketone and a carboxyl group of the amino acid or an amino acid substituted with an amine-protecting group.

[0025] In the present invention, a raspberry ketone derivative formed by an esterification reaction of a raspberry ketone and an amino acid substituted with an amine-protecting group can obtain a raspberry ketone derivative in which the amine-protecting group is substituted with hydrogen through a deprotection process of the amine-protecting group. (Chem. Rev. Amino Acid-Protecting Groups, 2009, 109, 2455-2504) Any deprotection process of an amine-protecting group widely known in the art can be applied without limitation.

[0026] In the present invention, the “amine-protecting group” can be used without limitation as long as it is a functional group that can be bonded to the amine of an amino acid and protect the amine during the esterification reaction between raspberry ketone and the amino acid.

[0027] Specifically, the amine-protecting group is t-butoxycarbonyl (Boc), 9-fluorenylmethoxycarbonyl (Fmoc), benzyloxycarbonyl (Cbz), C 1-6 It can be selected from the group consisting of alkyl, benzyl, methyl, ethyl, and acetyl.

[0028] In the present invention, any amino acid known in the art may be used without limitation, and specifically, the amino acid may be selected from the group consisting of alanine, arginine, asparagine, aspartic acid, cysteine, glutamine, glutamic acid, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, and valine. More specifically, the amino acid may be an aliphatic amino acid. Most preferably, it may be selected from the group consisting of glycine, alanine, and proline.

[0029] In the present invention, the raspberry ketone derivative, or a cosmetically or food-wise acceptable salt thereof, can be represented by one of the compounds represented by the following chemical formulas 2 to 4.

[0030] [Chemical Formula 2]

[0031]

[0032] [Chemical Formula 3]

[0033]

[0034] [Chemical Formula 4]

[0035]

[0036] Here, in chemical formulas 2 to 4, R may be hydrogen or an amine-protecting group, and the amine-protecting group may be as defined above.

[0037] When R is an amine-protecting group, the raspberry ketone derivative may be formed by an esterification reaction of an amino acid substituted with an amine-protecting group with a raspberry ketone, and when R is hydrogen, the raspberry ketone and an amino acid may be formed by an esterification reaction, or the raspberry ketone and an amino acid substituted with an amine-protecting group may be formed by an esterification reaction, and then the amine-protecting group may be deprotected.

[0038] In the present invention, R may be t-butoxycarbonyl (Boc), which is one of the amine-protecting groups.

[0039] The present invention also provides a method for producing a raspberry ketone derivative, or a cosmetically or food-wise acceptable salt thereof, comprising the step of mixing raspberry ketone of chemical formula 1 with an amino acid or an amino acid substituted with an amine-protecting group and subjecting the mixture to an esterification reaction.

[0040] [Chemical Formula 1]

[0041]

[0042] The above esterification reaction step is a step in which the hydroxyl group of the raspberry ketone of Chemical Formula 1 and the carboxyl group of the amino acid undergo an esterification reaction, and the esterification reaction can be initiated by mixing the raspberry ketone of Chemical Formula 1 with an amino acid or an amino acid substituted with an amine-protecting group. Here, 1 to 1.5 equivalents, or 1 to 1.2 equivalents, of the amino acid or the amino acid substituted with an amine-protecting group can be mixed relative to 1 equivalent of the raspberry ketone.

[0043] In the above esterification reaction step, the reaction temperature may be 20 to 60 degrees, or 22 to 50 degrees, and the reaction time may be 1 to 40 hours, or 1 to 30 hours, or 1 to 24 hours. In the above step, the solvent may be acetonitrile or N, N-dimethylformamide, and O-(1H-benzotriazol-1-yl)-N, N, N', N'-tetramethyluronium hexafluorophosphate (HBTU) may be used as a catalyst.

[0044] The conversion rate of the above esterification reaction can be 80% or more.

[0045] The raspberry ketone derivative of the present invention, or a cosmetically or food-wise acceptable salt thereof, can provide anti-inflammation, skin whitening, skin elasticity enhancement, or wrinkle improvement effects.

[0046] Accordingly, the present invention provides an anti-inflammatory cosmetic composition comprising a raspberry ketone derivative or a cosmetically acceptable salt thereof.

[0047] The present invention also provides a cosmetic composition for skin whitening comprising the raspberry ketone derivative or a cosmetically acceptable salt thereof.

[0048] The present invention also provides a cosmetic composition for improving skin elasticity or wrinkles, comprising the raspberry ketone derivative or a cosmetically acceptable salt thereof.

[0049] In the present invention, "anti-inflammation" refers to suppressing inflammation, which is a defense response of biological tissues to a certain stimulus, and refers to a complex lesion that causes tissue degeneration, circulatory disturbance, exudation, and tissue proliferation. More specifically, inflammation is a part of innate immunity, and like other animals, human innate immunity recognizes cell surface patterns that are specific to pathogens. Phagocytes recognize cells with such surfaces as non-self and attack pathogens. If pathogens break through the body's physical barrier, an inflammatory response occurs. The inflammatory response is a non-specific defense mechanism that creates a hostile environment for microorganisms that have invaded the wound site. Examples of skin disorders associated with inflammation include, but are not limited to, atopic dermatitis, psoriasis, erythematous disorders triggered by radiation, chemicals, burns, acid burns, bullous dermatoses, lichen planus-like disorders, allergic pruritus, seborrheic dermatitis, acne rosacea, pemphigus vulgaris, erythema multiforme, erythema nodosum, balanitis, vulvitis, inflammatory hair loss such as alopecia areata, and cutaneous T-cell lymphoma.

[0050] In the present invention, “skin whitening” means not only brightening the skin tone by inhibiting the synthesis of melanin pigment, but also improving skin hyperpigmentation such as freckles or blemishes caused by ultraviolet rays, hormones, or genetics.

[0051] In the present invention, “improving skin elasticity” means alleviating the degree of sagging or stretching of the skin, and also, the elasticity may mean maintaining the elasticity of the skin in a state where collagen is sufficiently present.

[0052] In the present invention, “wrinkle improvement” means suppressing or inhibiting the formation of wrinkles on the skin or alleviating wrinkles that have already formed.

[0053] The composition of the present invention can have anti-inflammatory activity by inhibiting nitric oxide (NO) production, can improve skin whitening by inhibiting melanin production and tyrosinase activity, and can improve skin wrinkles and increase elasticity by promoting collagen synthesis.

[0054] The cosmetic composition according to the present invention can be provided in any formulation suitable for topical application, and can be prepared in a formulation selected from the group consisting of solutions, external ointments, creams, foams, nourishing toners, emollients, packs, emollients, emulsions, makeup bases, essences, soaps, liquid cleansers, bath products, sunscreen creams, sun oils, suspensions, emulsions, pastes, gels, lotions, powders, soaps, surfactant-containing cleansing oils, powder foundations, emulsion foundations, wax foundations, patches, and sprays, but is not limited thereto.

[0055] In addition, the cosmetic composition of the present invention may additionally include one or more cosmetically acceptable carriers that are incorporated into general skin cosmetics, and may appropriately incorporate conventional ingredients such as oil, water, surfactants, moisturizers, lower alcohols, thickeners, chelating agents, pigments, preservatives, fragrances, etc., but is not limited thereto. The carrier may be introduced in an amount generally used in the fields of cosmetics or dermatology.

[0056] In another embodiment of the present invention, an anti-inflammatory food composition comprising the raspberry ketone derivative or a food-wise acceptable salt thereof is provided.

[0057] The present invention also provides a food composition for skin whitening comprising the raspberry ketone derivative or a food-wise acceptable salt thereof.

[0058] The present invention also provides a food composition for improving skin elasticity or wrinkles, comprising the raspberry ketone derivative or a food-wise acceptable salt thereof.

[0059] The raspberry ketone derivative, or a food-wise acceptable salt thereof, included in the food composition of the present invention may be included in the form of an animal or plant containing the raspberry ketone derivative, an extract thereof, a fraction thereof, or a processed product thereof. In addition, the composition may include a food-wise acceptable food additive in addition to the active ingredient.

[0060] In the present invention, "food supplement additive" means a component that can be added to food as an auxiliary, and can be appropriately selected and used by those skilled in the art as added in the manufacture of health functional foods of each formulation. Examples of food supplement additives include various nutrients, vitamins, minerals (electrolytes), flavoring agents such as synthetic flavoring agents and natural flavoring agents, coloring agents and fillers, pectic acid and its salts, alginic acid and its salts, organic acids, protective colloid thickeners, pH adjusters, stabilizers, preservatives, glycerin, alcohol, carbonating agents used in carbonated beverages, etc., but the types of food supplement additives of the present invention are not limited by the above examples.

[0061] The food composition of the present invention may include a health functional food. In the present invention, "health functional food" refers to a food manufactured and processed in the form of tablets, capsules, powders, granules, liquids, pills, etc. using raw materials or ingredients with useful functionality for the human body. Here, "functionality" means obtaining a beneficial effect for health purposes, such as regulating nutrients for the structure and function of the human body or physiological functions. The health functional food of the present invention can be manufactured by a method commonly used in the art, and during the manufacturing process, raw materials and ingredients commonly added in the art can be added. In addition, the formulation of the health functional food can be manufactured without limitation as long as it is a formulation recognized as a health functional food. The food composition of the present invention can be manufactured in various forms of formulations, and unlike general drugs, it has the advantage of not having side effects that may occur with long-term administration of drugs because it uses food as a raw material. In addition, the health functional food of the present invention can be consumed as a supplement to enhance the effects of anti-inflammation, skin whitening, skin elasticity enhancement, or wrinkle improvement.

[0062] There is no limitation on the form that the food composition of the present invention can take, and it can include all foods in the conventional sense, and can be used interchangeably with terms known in the art such as functional foods. In addition, the food composition of the present invention can be manufactured by mixing other appropriate auxiliary ingredients that can be included in foods and known additives according to the selection of a person skilled in the art. Examples of foods that can be added include dairy products including meat, sausage, bread, chocolate, candy, snacks, confectionery, pizza, ramen, other noodles, gum, ice cream, various soups, beverages, tea, drinks, alcoholic beverages, and vitamin complexes, and it can be manufactured by adding it to juice, tea, jelly, and juice manufactured using the raspberry ketone derivative according to the present invention or a cosmetically or foodologically acceptable salt thereof as a main ingredient. It also includes foods used as feed for animals.

[0063] Although not limited thereto, the composition may contain the raspberry ketone derivative, or a cosmetically or food-wise acceptable salt thereof, in an amount of 0.00001 wt% to 10 wt% based on the total weight of the composition.

[0064] Hereinafter, the present invention will be described in detail with reference to the following examples. However, the following examples are merely illustrative of the present invention, and the content of the present invention is not limited to the following examples.

[0065] Example

[0066] Manufacturing Example 1. Manufacturing of the compound of Example 1

[0067] Raspberry ketone (4-(4-hydroxyphenyl)butan-2-one)) (1.0 g, 6.09 mmol, 1 eq) was added to t-butoxycarbonyl-Gly-OH (1.28 g, 7.31 mmol, 1.2 eq), O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HBTU) (2.77 g, 7.31 mmol, 1.2 eq), NEt3 (1.23 ml, 12.18 mmol, 2 eq), and 40 mL of acetonitrile (ACN), and the mixture was stirred at 24° C. for 24 hours to obtain the compound of Example 1 (1.6 g, 82% yield).

[0068] Compounds of Examples 2 and 3 below were prepared in a similar manner to the compound of Example 1 above, and the compound name, chemical structural formula, and NMR analysis results of each example compound are summarized and shown in Tables 1 to 3 below.

[0069]

[0070]

[0071]

[0072]

[0073]

[0074] Experimental Example 1. Evaluation of the ability to inhibit nitric oxide (NO) production

[0075] To evaluate the inhibition of nitric oxide production, experiments were performed using the GRIESS method. Raw 264.7 cells pre-cultured in growth medium (DMEM supplemented with 10% FBS) were seeded at 1–2 × 10 in 24-well tissue culture plates. 5 cells / ml and cultured for one day in a 5% CO2 incubator. The medium was removed, and starvation was maintained for 12 hours with serum-free medium, and then the samples were pretreated for 30 minutes at various concentrations, and then lipopolysaccharide (LPS) was added at a concentration of 500 ng / ml and cultured for 18 hours. After culture, the supernatant was transferred to a 96-well plate, and the GRIESS reactant was added and reacted at room temperature for 15 minutes. The absorbance at 540 nm was measured using an ELISA reader, and the inhibition rate of NO production was calculated. According to the following mathematical equation 1, the inhibition rate of NO production compared to the negative control group (LPS 500 ng / ml treatment group) was calculated as follows. The results are shown in Table 4.

[0076] Experimental group Sample treatment amount NO production inhibition rate (%) Control group - 0 Example 1 10 ppm 2 7.5 50 ppm 3 9.1 100 ppm 5 3.5 Example 2 10 ppm 3 7.5 50 ppm 6 7 100 ppm 2 1.3 Example 3 10 ppm 0 50 ppm 0 100 ppm 3.6

[0077] [Mathematical Formula 1]

[0078] NO production inhibition rate (%) = (1 - absorbance of sample treatment group / absorbance of negative control group) * 100

[0079] As shown in Table 4 above, it can be confirmed that the novel compounds of Examples 1 to 3 have an effect of inhibiting NO production.

[0080]

[0081] Experimental Example 2. Evaluation of inhibition of melanin production and tyrosinase activity.

[0082] MNT-1 melanoma cells were seeded at 1–2 x 10 in 6-well plates. 5 The cells were dispensed at a concentration of 10 cells / ㎖ and cultured for 24 hours. After treating the sample and culturing for 72 hours, the cells were harvested. The cells were centrifuged at 13,000 rpm for 1 minute, the supernatant was removed, and 300 μl of 0.5% Triton X-100 solution was added to the pellet to lyse the cells. This was centrifuged again at 13,000 rpm for 3 minutes, and the pellet and supernatant were collected separately. The cell pellet was added with 100 μl of 0.5 N NaOH and incubated overnight to dissolve melanin, and the absorbance at 450 nm was measured using an ELISA reader.

[0083] To measure tyrosinase activity, 100 μl of the cell lysis supernatant recovered above was taken, 1 mM L-DOPA solution was added thereto, and the reaction was performed at 37°C for 1 hour. The reaction solution was measured for absorbance at 450 nm using an ELISA reader. The melanin production inhibition rate and tyrosinase activity were calculated according to the following mathematical equations 2 and 3. In this experimental example 2, the absorbance of the negative control group was set at 100%. The results are shown in Table 5 below.

[0084] Experimental group Sample treatment amount Melanin production inhibition rate (%) Tyrosinase activity (%) Negative control group - 0100 Arbutin 200 ppm 32.2 25 4.4 Example 1 10 ppm 11.2 88 4.1 5 50 ppm 10.5 36 3.2 5 100 ppm 20.6 25 0.0 1 Example 2 10 ppm 2.1 5 7 9.4 8 50 ppm 5.6 9 5 5.9 2 100 ppm 29.0 0 4 7.2 7 Example 3 100 ppm 6.1 29 8.4 1

[0085] [Equation 2]

[0086] Melanin production inhibition rate (%) = 100 - ((absorbance of sample treatment group) / (absorbance of negative control group) X 100)

[0087] [Equation 3]

[0088] Tyrosinase activity (%) = (absorbance of sample treatment group) / (absorbance of negative control group) X 100

[0089] As shown in Table 5 above, it was confirmed that the compounds of Examples 1 to 3 can be used to inhibit melanin production and tyrosinase activity. In particular, compared to abutin, a known tyrosinase inhibitor, the compounds of Examples 1 and 2 were found to exhibit significant effects despite being used in small amounts.

[0090]

[0091] Experimental Example 3. Evaluation of collagen synthesis rate (procollagen 1α1 ELISA)

[0092] Dermal fibroblasts were seeded at 2–5 x 10 in a 48-well plate. 4 The cells were seeded at a concentration of 10 cells / ml and cultured for 24 hours. The growth medium was removed, and the medium containing the sample (without FBS) was added. After 24 hours of culture, the cell culture fluid was collected and an ELISA assay was performed. The Human procollagen 1α1 duoset ELISA kit used in this study was a product of R&D systems, and the evaluation was performed according to the experimental protocol provided by the manufacturer, and the results are shown in Table 6 below.

[0093] Experimental group Sample processing amount Collagen synthesis rate (%) Negative control group -100.00 TGF-β 5 ng / ml 131.51 Example 1 10 ppm 126.54 Example 2 10 ppm 107.94

[0094]

[0095] As shown in Table 6 above, it can be confirmed that the compounds of Examples 1 and 2 have the effect of promoting collagen synthesis in skin fibroblasts. Compared to TGF-β, known as a collagen promoter, it can be confirmed that the compounds of Examples 1 and 2 exhibit significant effects despite being present in small amounts.

Claims

1. A raspberry ketone derivative formed by an esterification reaction of raspberry ketone of the following chemical formula 1 and an amino acid or an amino acid substituted with an amine-protecting group, or a cosmetically or food-wise acceptable salt thereof. [Chemical Formula 1] 2. In paragraph 1, A raspberry ketone derivative, or a cosmetically or food-wise acceptable salt thereof, wherein the amine-protecting group is selected from the group consisting of t-butoxycarbonyl (Boc), 9-fluorenylmethoxycarbonyl (Fmoc), benzyloxycarbonyl (Cbz), benzyl, methyl, ethyl, and acetyl.

3. In paragraph 1, The above amino acid is a raspberry ketone derivative, which is an aliphatic amino acid, or a cosmetically or food-wise acceptable salt thereof.

4. In paragraph 1, The above amino acid is a raspberry ketone derivative selected from the group consisting of glycine, alanine, and proline, or a cosmetically or food-wise acceptable salt thereof.

5. In paragraph 1, A raspberry ketone derivative is a raspberry ketone derivative that is one of the compounds represented by the following chemical formulas 2 to 4, or a cosmetically or food-wise acceptable salt thereof. [Chemical Formula 2] [Chemical Formula 3] [Chemical Formula 4] (In the above chemical formulas 2 to 4, R is hydrogen or an amine-protecting group.) 6. In paragraph 5, The above R is a raspberry ketone derivative wherein t-butoxycarbonyl (Boc), or a cosmetically or food-wise acceptable salt thereof.

7. A method for producing a raspberry ketone derivative, or a cosmetically or food-wise acceptable salt thereof, comprising the step of mixing raspberry ketone of the following chemical formula 1 with an amino acid or an amino acid substituted with an amine-protecting group and subjecting it to an esterification reaction. [Chemical Formula 1] 8. In paragraph 7, A method for producing a raspberry ketone derivative, or a cosmetically or food-wise acceptable salt thereof, wherein the esterification reaction step is performed at a temperature of 20 to 60°C for 1 to 40 hours.

9. An anti-inflammatory cosmetic composition comprising a raspberry ketone derivative according to paragraph 1, or a cosmetically acceptable salt thereof.

10. A cosmetic composition for skin whitening comprising a raspberry ketone derivative according to paragraph 1, or a cosmetically acceptable salt thereof.

11. A cosmetic composition for improving skin elasticity or wrinkles, comprising a raspberry ketone derivative according to paragraph 1, or a cosmetically acceptable salt thereof.

12. An anti-inflammatory food composition comprising a raspberry ketone derivative according to Article 1, or a food-wise acceptable salt thereof.

13. A food composition for skin whitening comprising a raspberry ketone derivative according to Article 1, or a food-related acceptable salt thereof.

14. A food composition for improving skin elasticity or wrinkles, comprising a raspberry ketone derivative according to Article 1, or a food-related acceptable salt thereof.

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