KR20110129516A - Phenolic acid derivative and cosmetic composition comprising the same - Google Patents

Abstract

PURPOSE: A phenolic acid derivative which is conjugated with an amino acid or peptide and a cosmetic composition containing the same for anti-aging are provided to improve free radical removal ability with high stability. CONSTITUTION: A phenolic acid derivative which is conjugated with an amino acid or peptide is denoted by chemical formula I. A method for preparing the derivative comprises: a step of introducing 1-5 amino acids into a solid support dendrite; a step of binding the derivative to the peptide by adding a coupling agent of HBTU, BOP, DCC, DIC, HOBt, HOAt or HOOBT; and a step of reacting the peptide-conjugated phenolic acid derivative for 20 minutes to 12 hours. A cosmetic composition for skin whitening contains the peptide-conjugated phenolic acid derivative and physiologically acceptable cosmetic substrate. The cosmetic composition is manufactured in the form of a lotion, emulsion, cream, or pack.

Description

Phenolic acid derivatives and cosmetic compositions comprising same {PHENOLIC ACID DERIVATIVE AND COSMETIC COMPOSITION COMPRISING THE SAME}

The present invention relates to a phenolic acid derivative in which an amino acid or peptide is bound, a preparation method thereof, and a cosmetic composition for skin whitening and anti-aging including the same.

Recent cosmetic research is focused on the development of functional cosmetics with a concept of healing. Cosmeceutical, which is a compound word of Cosmetics and Pharmaceutical, is called functional cosmetics. It focuses on the research of active ingredients with functional functions, transdermal absorption method of agonists, formulations including them, and basic research on skin physiology.

The main areas of interest in functional cosmetics include delayed skin aging studies, skin protection from the external environment such as UV rays and pollutants, and whitening studies. The research on the development of functional materials, the efficacy of these materials and the measurement of skin stability, etc. are being studied. In the future, the study of the factors involved in skin improvement will lead to the study of cells or genes that eliminate the cause.

That is, functional cosmetics may be defined as a product that helps to whiten the skin, a product that helps to improve the wrinkles of the skin, a product that helps to finely burn the skin or protect the skin from ultraviolet rays.

In general, the skin color of a person depends on substances such as melanin, carotene, and hemoglobin present in the skin, of which melanin is known to have the greatest effect. Melanin is synthesized by melanocytes, pigment cells present in the basal layer of the skin, and transferred to the surrounding keratinocytes to indicate human skin color. The production of melanin is controlled by a complex mechanism depending on various factors.

The most widely used substance in whitening cosmetics is a substance that inhibits the activity of tyrosinase, an enzyme that is important for synthesizing melanin in pigment cells, and raw materials such as arbutin, licorice extract, mulberry extract, and kojic acid have been developed and used. . In addition, vitamin C, glutathione, and coenzyme Q10, which block melanin synthesis, are also used as raw materials for whitening cosmetics.

In order to develop functional cosmetics, the development of functional raw materials that can exhibit physiological efficacy in the skin must be preceded. However, functional raw materials are excellent in efficacy, but have a weak stability or concern for skin side effects, and due to the problem of low skin absorption, they are difficult to actually apply to cosmetics, and thus they are used very limitedly.

In order to synthesize a whitening agent that satisfies these criteria, the research in the art to introduce a bio-compatible material to a substance known to have a conventional whitening activity, to properly control the whitening activity and biocompatibility, and to ensure storage stability Has been going on.

Recent studies have shown that polyphenols act as powerful scavengers to remove harmful oxygen stored in the body. That is, polyphenols have been reported to act to neutralize unstable oxidizing substances in the skin and to suppress wrinkle formation. Moreover, unlike vitamins C and E, polyphenols not only cause skin irritation, but because metabolism takes much longer than vitamins, it can be effective for a long time when used as a cosmetic in a cream formulation. It is the myth of the art.

Protocatecuic acid (KR-0094635) and protocatecuic aldehyde (KR-0025288) in phenolic acid can be used safely without side effects on the skin, increase collagen synthesis and inhibit the activity of collagenase enzymes. It is known that it has excellent wrinkle improvement effect, skin whitening effect, inflammation inhibitory effect, anti-obesity effect, hair loss and hair growth effect.

In addition, the gentidic acid derivative is used as a whitening cosmetic composition having excellent melanin production inhibitory effect and is safe for skin (KR-0046577).

In addition, the plant extracts of gallic acid and gallic acid derivatives hexyl gallate, methyl gallate, stearyl gallate has a lower peroxide value than the natural antioxidant tocopherol, thereby exhibiting antioxidant effects (KR-0056054).

The present inventors combine the phenolic acid derivatives with amino acids or peptides in order to enhance the efficacy of the foregoing preceding substances, and can increase the biocompatibility and stability while improving the existing whitening efficacy and antioxidant power, and the preparation of amino acid derivatives of phenolic acid and its preparation The present invention regarding the method has been completed.

Amino acids are molecules that have biological activity because they have amine groups, carboxyl groups, and various residues as basic structural units of proteins. Residues of amino acids can be largely divided into hydrophobic and hydrophilic. Amino acids having hydrocarbon chains or rings are hydrophobic. Representatively 20 kinds -phenylalanine (F), tyrosine (Y), tryptophan (W), serine (S), threonine (T), aspartic acid (D), asparagine (N), glutamic acid (E), Glutamine (Q), Lysine (K), Arginine (R), Histidine (H), Cysteine (C), Methionine (M), Proline (P), Glycine (G), Alanine (A), Valine (V) ), Leucine (L), isoleucine (I)), and in three dimensions are L -and D -structure, respectively. Further exemplary 20 amino acids in addition to beta-alanine, sarcosine, norvaline, norleucine, ornithine thin, alpha-amino adipic acid, N-methyl-leucine, N-methyl-phenylalanine, phenylglycine, l kolrik acid, 4-keto-l kolrik acid There are also several amino acids not found in proteins such as beta-hydroxy-leucine, beta-methyl aspartic acid, beta-mercaptovaline, lansionine, dihydroalanine, and dihydrobutyrin.

Peptides are polymerized molecules of amino acids, and typically polymers of 100 or more amino acids are classified as proteins. Peptide bonds are bonds in which water molecules escape between the carboxyl group (-COOH) and the amine group (-NH ₂ ) and form an amide (-CONH-) form. That is, a peptide refers to a compound in which two or more amide bonds of amino acids, which are the basic units constituting a protein, are linked, and are usually polymers formed by binding two to fifty amino acids, and have a molecular weight of 100,000 or less. Peptides having a number of constituent amino acids 2, 3, 4 and the like are called dipeptides, tripeptides, and tetrapeptides, respectively, depending on the number. Up to about 10 amino acid polymers are called oligopeptides, and many more amino acids are linked by amide bonds.

In the present invention, phenolic acid-peptide derivatives were synthesized by introducing amino acids or peptides into the carboxyl groups of phenolic acid, and the tyrosinase activity inhibitory effect and the antioxidant effect were enhanced.

The basic object of the present invention is to provide a phenolic acid derivative to which an amino acid or peptide of formula (I) is attached.

Formula (I)

R ¹ , R ² , R ³ , R ⁴ and R ⁵ in Formula (I) are each independently H, OH or OCH ₃ ; R ⁶ is an amino acid or a peptide consisting of 2 to 5 amino acids; R ⁷ is NH ₂ , OH or NHOH.

Still another object of the present invention is the step of (i) introducing 1 to 5 amino acids (R ⁵ ) on a solid support resin; (ii) binding a phenolic acid derivative to the peptide; And (iii) separating the phenolic acid derivative to which the peptide obtained in step (ii) is bound from the solid support resin, to provide a method for producing a phenolic acid derivative to which the amino acid or peptide of formula (I) is bound. It is.

Still another object of the present invention is to provide a cosmetic composition for skin whitening comprising a phenolic acid derivative to which an amino acid or peptide of formula (I) is bound and a physiologically acceptable cosmetic base.

Still another object of the present invention is to provide a cosmetic composition for preventing skin aging comprising a phenolic acid derivative to which an amino acid or peptide of formula (I) is bound and a physiologically acceptable cosmetic base.

The basic object of the present invention described above can be achieved by providing a phenolic acid derivative to which an amino acid or peptide of formula (I) is attached.

Formula (I)

R ¹ , R ² , R ³ , R ⁴ and R ⁵ in Formula (I) are each independently H, OH or OCH ₃ ; R ⁶ is an amino acid or a peptide consisting of 2 to 5 amino acids; R ⁷ is NH ₂ , OH or NHOH.

Phenolic acid is an aromatic carboxylic acid with -OH and -COOH bound to the benzene nucleus. Salicylic acid, protocatechuic acid, gallic acid, syringic acid, resorxilic acid , Gentisic acid, vanillic acid, and the like. However, in the present invention, the phenolic acid does not include rezosilic acid.

Phenolic acid derivatives in which amino acids or peptides of the formula (I) of the present invention are bound are compounds incorporating biocompatible and safe amino acids or peptides into phenolic acid. As a result, the phenolic acid derivative of the formula (I) is suitable as a raw material for functional cosmetics, since the free radical scavenging ability and tyrosinase inhibitory ability are markedly increased and biocompatibility and stability are improved compared with phenolic acid.

Preferably, R ¹ , R ² , R ³ , R ⁴ and R ⁵ of the phenolic acid derivatives of the above formula (I) are R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH (ie , Derivatives of protocatecuic acid); R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH (ie, derivatives of gentic acid); ^{R 3 = R 4 = R 5} = H and R ¹ = R ² = OH (i.e., o - derivatives of Pyro category cue acid (o -pyrocatechuic acid)); R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH (ie, derivatives of gallic acid); R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ (ie, derivatives of vanillic acid); Or R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH (ie, a derivative of cylinic acid).

Preferably, R ⁶ of the compound of formula (I) may be phenylalanine, tryptophan or tyrosine.

Still another object of the present invention is the step of (i) introducing 1 to 5 amino acids (R ⁵ ) on the solid support resin; (ii) binding a phenolic acid derivative to the peptide; And (iii) separating the phenolic acid derivative to which the peptide obtained in step (ii) is bound from the solid support resin, to provide a method for producing a phenolic acid derivative to which the amino acid or peptide of formula (I) is bound. This can be achieved by.

Step (i) of the method for preparing a phenolic acid derivative of the present invention may be performed according to a conventional solid phase peptide synthesis method. In step (i), the same or different amino acids may be introduced into the solid support resin. Preferably, the amino acid introduced may be phenylalanine, tryptophan or tyrosine.

For example, in step (i), BOP (benzotriazole-1-yloxy-tris (dimethylamino) -phosphoniumhexafluoro-phosphate), HOBt, which is a coupling agent of 2 equivalents of Fmoc-amino acid to a polystyrene resin into which a linker is introduced, is a coupling agent. (1-Hydroxybenzotriazole) and DIEA (diisopropylethylamine) are reacted under N-methylpyrrolidone (NMP, N-methylpyrrolidone) for about 2 hours to introduce amino acids or peptides.

In step (ii) of the method of the present invention, R ¹ , R ² , R ³ , R ⁴ and R ⁵ of phenolic acid bound to amino acids or peptides introduced into the solid support resin in step (i) are each independently H, OH or OCH ₃ . Preferably, R ¹ , R ² , R ³ , R ⁴ and R ⁵ are selected from the group consisting of R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH (ie, protocatecuic acid); R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH (ie, gentidic acid); R ³ = R ⁴ = R ⁵ = H and R ¹ = R ² = OH (ie, o -pyrocatecuic acid); R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH (ie, gallic acid); R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ (ie vanillic acid); Or R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH (ie, cylicic acid).

In one embodiment of the invention, in step (ii), phenolic acid is introduced in the same manner as Fmoc-amino acid. The reaction of step (ii) is carried out at room temperature for 20 minutes to 12 hours, more preferably 30 minutes to 5 hours. As a coupling agent for introducing phenolic acid, HBTU, BOP, DCC, DIC, HOBt, HOAt or HOOBT, or mixtures thereof can be used.

In particular, the terminal group (R ⁷ ) will vary depending on the type of solid phase and the type of linker. For example, when using aminomethyl resin with a link amide linker, R ⁷ is obtained in amide (-NH ₂ ) form and when synthesized on 2-CTC resin with hydroxyamine linker, R ⁷ is hydroxyamine. Obtained in (NHOH) form, when synthesized on 2-CTC resin, R ⁷ is obtained in form of carboxylic acid (-COOH).

In step (iii) of the method of the present invention, trifluoroacetic acid (TFA) / dichloromethane (DCM) is added to separate phenolic acid derivatives bound to amino acids or peptides from the solid support resin. The reaction of step (iii) is carried out at room temperature for 10 minutes to 1 hour.

Still another object of the present invention can be achieved by providing a cosmetic composition for skin whitening comprising a phenolic acid derivative to which the amino acid or peptide of formula (I) is bound and a physiologically acceptable cosmetic base.

Preferably, R ¹ , R ² , R ³ , R ⁴ and R ⁵ of the phenolic acid derivative (Formula (I)) included in the cosmetic composition for skin whitening of the present invention are R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH (ie, derivatives of protocatechuic acid); R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH (ie, derivatives of gentisic acid); ^{R 3 = R 4 = R 5} = H and R ¹ = R ² = OH (i.e., o - derivatives of Pyro category cue acid (o -pyrocatechuic acid)); R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH (ie, derivatives of gallic acid); R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ (ie, derivatives of vanillic acid); Or R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH (ie, derivatives of syringic acid).

Also preferably, R ⁶ of the compound of formula (I) may be phenylalanine, tryptophan or tyrosine.

The cosmetic composition for skin whitening may be a lotion, emulsion, cream, pack or cosmetic formulation, and may further comprise a sunscreen or light scattering agent.

Another object of the present invention can be achieved by providing a cosmetic composition for preventing skin aging comprising a phenolic acid derivative to which the amino acid or peptide of formula (I) is bound and a physiologically acceptable cosmetic base.

Preferably, R ¹ , R ² , R ³ , R ^4, and R ⁵ of the phenolic acid derivative (Formula (I)) included in the cosmetic composition for preventing skin aging of the present invention are R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH (ie, derivatives of protocatechuic acid); R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH (ie, derivatives of gentisic acid); ^{R 3 = R 4 = R 5} = H and R ¹ = R ² = OH (i.e., o - derivatives of Pyro category cue acid (o -pyrocatechuic acid)); R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH (ie, derivatives of gallic acid); R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ (ie, derivatives of vanillic acid); Or R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH (ie, derivatives of syringic acid).

Also preferably, R ⁶ of the compound of formula (I) may be phenylalanine, tryptophan or tyrosine.

The skin anti-aging cosmetic composition may be a lotion, emulsion, cream, pack or cosmetic formulation, and may further comprise a sunscreen or light scattering agent.

The phenolic acid derivative of the present invention is a compound incorporating a bio-friendly amino acid or peptide into phenolic acid, which is a conventional antioxidant and a whitening agent, and improves free radical scavenging ability and at the same time increases the whitening effect through melanin production inhibitory action. It is a high skin whitening and skin anti aging substance.

1 is a graph comparing free radical scavenging ability of an antioxidant including a phenolic acid according to the prior art and a phenolic acid derivative of the present invention.
Figure 2 is a graph comparing the tyrosinase activity inhibitory ability of the phenolic acid and the phenolic acid derivative of the present invention according to the prior art.
Figure 3 is a graph comparing the melanin synthesis inhibitory ability of the phenolic acid and the phenolic acid derivative of the present invention according to the prior art.

Hereinafter, the present invention will be described in more detail with reference to the following examples. However, the following description of the embodiments is only intended to specifically describe the specific embodiments of the present invention, it is not intended to limit or limit the scope of the present invention to the contents described therein.

Example  1.Solid Phase Antioxidant Using Polystyrene Resin Peptide  synthesis

Peptides were synthesized using a solid phase synthesis method on a polystyrene resin with a linker. And peptides are synthesized by reacting with DIEA (diisopropylethylamine) and N -methylpyrrolidone (NMP, N-methylpyrrolidone) for 2 hours. Fmoc removal conditions were treated with 20% piperidine / NMP (piperidine / NMP) twice for 3 minutes, 7 minutes each.

Example  2. amino acids or Peptide  Introduced new Phenolic Acid - Peptide  derivative beauty Production of Baekje

Phenolic acid, ie, protocatecuic acid, gentic acid, rezosilic acid, gallic acid, vanillic acid, cylinic acid, or quinic acid, on the polystyrene resin synthesized in Example 1 was synthesized in the same manner as Fmoc-amino acid. It was introduced into the reaction time of 30 minutes to 5 hours to prepare a novel phenolic acid-peptide derivative. Then, the target material was removed from the resin by treatment with 25% trifluoroacetic acid (TFA) / dichloromethane (DCM) and precipitated with ether to finally obtain a phenolic acid-peptide derivative. .

Example  3. Hydroxy Cinnamic acid - Peptide  Identification of Derivatives

The phenolic acid-peptide derivative was confirmed to be the desired product through ESI-MS after confirming purity by HPLC. The chemical formula of the synthesized compound is as follows. As a result of HPLC analysis, this material was confirmed to be one pure material, and mass analysis by ESI-MS confirmed that it was a phenolic acid-peptide derivative. The result in Table 1 below is greater than the original molecular weight because the cationized state.

Identification of Yield, Purity and Mass of Phenolic Acid-peptide Derivatives
Yield
(%) water
(%) ESI-MS Calculated Value Actual value Protocatecuic Acid (PA) 95 154.2 ([M + H] +) 154.3 PA-phenylalanine 70 86 301.3 ([M + H] +) 301.7 PA-Tryptophan 65 84 340.4 ([M + H] +) 340.7 PA-tyrosine 84 90 317.4 ([M + H] +) 317.9

Example  4. Of the present invention Phenolic Acid - Peptide  Freedom of derivative Radical Scatters  Test

After adding the material obtained in Example 2 to the DPPH radical solution (0.1M) dissolved in methanol and reacted for 10 minutes at 25 ℃, absorbance was measured at 516 nm, respectively, and the free radical scavenging ability was measured by the following equation.

% DPPH radical scavenging activity = (A-B) / A x 100

In the above formula, A is the absorbance of the substance without the substance of Example 2, and B is the absorbance of the substance. The free radical scavenging ability of each of the peptides and phenolic acids introduced by the equation was measured and compared, and the results are shown in FIG. 1. In the drawings, when the amino acid having a ring structure at the residue is introduced into phenolic acid, there is an increase or decrease in free radical scavenging ability.

Example  5. of the present invention Phenolic Acid - Peptide  Derivative Tyrosinase  activation Inhibitory ability  Test

Tyrosinase and Tyrosine were added to phosphate buffer (pH 6.8, 0.1M).

After reacting with the substance obtained in Example 4 for 10 minutes at 37 ℃, ice

Transfer to the pack to stop the reaction. Then absorbance at 475 nm was measured and

The degree of inhibition of tyrosinase activity was measured by the equation.

% Activity Inhibition = (A-B) / A × 100

In the above formula, A is the absorbance of the addition of the material obtained in Example 4, and B is the absorbance of the addition of the material.

The degree of inhibition of tyrosinase activity was compared according to the type of amino acid introduced by this formula, and the results are shown in FIG. 2. The concentration of the whitening material in the reaction solution was 20 μM.

Example  6. Of the present invention Phenolic Acid - Peptide  Inhibition of Intracellular Melanin Synthesis by Derivatives

By measuring the melanin content in the cells using B16 cells, it was possible to confirm the cell permeability with enhancement of the whitening effect. The results are shown in Fig. In the drawings, the protocatecuic itself of the phenolic acid derivatives bound to amino acids promotes melanin synthesis, but shows that melanin synthesis is inhibited by amino acid binding. In this result, phenolic acid-peptide was found to exhibit inhibitory activity by penetrating the cells involved in the synthesis of melanin.

Claims (20)

Phenolic acid derivatives having an amino acid or peptide of formula (I)

(I)
R ¹ , R ² , R ³ , R ⁴ and R ⁵ in Formula (I) are each independently H, OH or OCH ₃ ; R ⁶ is an amino acid or a peptide consisting of 2 to 5 amino acids; R ⁷ is NH ₂ , OH or NHOH. The compound of claim 1, wherein R ¹ , R ² , R ³ , R ⁴ and R ⁵ are selected from the group consisting of R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH; R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH; R ³ = R ⁴ = R ⁵ = H and R ¹ = R ² = OH; R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH; R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ ; Or a phenolic acid derivative having an amino acid or peptide bound thereto, wherein R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH. 2. The phenolic acid derivative of claim 1, wherein R ⁶ is selected from the group consisting of phenylalanine, tryptophan, and tyrosine. (i) introducing one to five amino acids (R ⁶ ) onto the solid support resin;
(ii) binding a phenolic acid derivative to the peptide; And
(iii) a method of preparing a phenolic acid derivative to which a peptide of formula (I) is bound, comprising the step of separating the phenolic acid derivative to which the peptide obtained in step (ii) is bound from the solid support resin:

(I)
R ¹ , R ² , R ³ , R ⁴ and R ⁵ in Formula (I) are each independently H, OH or OCH ₃ ; R ⁶ is an amino acid or a peptide consisting of 2 to 5 amino acids; R ⁷ is NH ₂ , OH or NHOH. The compound of claim 4, wherein R ¹ , R ² , R ³ , R ⁴ and R ⁵ are selected from the group consisting of R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH; R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH; R ³ = R ⁴ = R ⁵ = H and R ¹ = R ² = OH; R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH; R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ ; Or a phenolic acid derivative having an amino acid or peptide bound thereto, wherein R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH. 5. The method of claim 4, wherein R ⁶ is selected from the group consisting of phenylalanine, tryptophan and tyrosine. ⁶ . 5. The phenolic acid of claim 4, wherein at least one coupling agent selected from the group consisting of HBTU, BOP, DCC, DIC, HOBt, HOAt and HOOBT is added in step (ii). Method for preparing derivatives. The method of claim 4, wherein the reaction of step (ii) is carried out at room temperature for 20 minutes to 12 hours. The method of claim 4, wherein trifluoroacetic acid (TFA) / dichloromethane (DCM) is added in step (iii). The method of claim 4, wherein the reaction of step (iii) is carried out at room temperature for 10 minutes to 1 hour. A cosmetic composition for skin whitening comprising a phenolic acid derivative to which an amino acid or peptide of formula (I) is bound and a physiologically acceptable cosmetic base:

(I)
R ¹ , R ² , R ³ , R ⁴ and R ⁵ in Formula (I) are each independently H, OH or OCH ₃ ; R ⁶ is an amino acid or a peptide consisting of 2 to 5 amino acids; R ⁷ is NH ₂ , OH or NHOH. The compound of claim 11, wherein R ¹ , R ² , R ³ , R ⁴ and R ⁵ are selected from the group consisting of R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH; R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH; R ³ = R ⁴ = R ⁵ = H and R ¹ = R ² = OH; R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH; R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ ; Or R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH. The cosmetic composition for skin whitening according to claim 11, wherein R ⁶ is selected from the group consisting of phenylalanine, tryptophan and tyrosine. The cosmetic composition for skin whitening according to claim 11, wherein the composition is a formulation selected from the group consisting of a lotion, an emulsion, a cream, a pack, and a cosmetic liquid. The cosmetic composition for skin whitening according to claim 11, further comprising a sunscreen or a light scattering agent. A cosmetic composition for preventing skin aging comprising a phenolic acid derivative to which an amino acid or peptide of formula (I) is bound and a physiologically acceptable cosmetic base:

(I)
R ¹ , R ² , R ³ , R ⁴ and R ⁵ in Formula (I) are each independently H, OH or OCH ₃ ; R ⁶ is an amino acid or a peptide consisting of 2 to 5 amino acids; R ⁷ is NH ₂ , OH or NHOH. The compound of claim 16, wherein R ¹ , R ² , R ³ , R ⁴ and R ⁵ are selected from the group consisting of R ¹ = R ² = R ⁵ = H and R ³ = R ⁴ = OH; R ² = R ³ = R ⁵ = H and R ¹ = R ⁴ = OH; R ³ = R ⁴ = R ⁵ = H and R ¹ = R ² = OH; R ¹ = R ⁵ = H and R ² = R ³ = R ⁴ = OH; R ¹ = R ² = R ⁵ = H, R ³ = OH and R ⁴ = OCH ₃ ; Or R ¹ = R ⁵ = H, R ² = R ⁴ = OCH ₃ and R ³ = OH. The cosmetic composition for preventing skin aging according to claim 16, wherein R ⁶ is selected from the group consisting of phenylalanine, tryptophan and tyrosine. The cosmetic composition for preventing skin aging according to claim 16, wherein the composition is a formulation selected from the group consisting of lotion, milky lotion, cream, pack, and beauty liquid. The cosmetic composition for preventing skin aging according to claim 16, further comprising a sunscreen or a light scattering agent.

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