KR20230116988A - Cosmetic composition with excellent effect of skin elasticity, moisture, whitening, anti aging and wrinkle improvement - Google Patents

Abstract

The present invention relates to a cosmetic composition with excellent skin elasticity, moisturizing, whitening, anti-aging and wrinkle improvement effects. In one embodiment, the cosmetic composition is a peptide compound represented by Formula 1 or a salt thereof; A compound represented by Formula 2 below; and sh-polypeptide-1; as an active ingredient:
[Formula 1]

[Formula 2]

(Formula 1 and Formula 2 are as defined in the detailed description).

Description

COSMETIC COMPOSITION WITH EXCELLENT EFFECT OF SKIN ELASTICITY, MOISTURE, WHITENING, ANTI AGING AND WRINKLE IMPROVEMENT}

The present invention relates to a cosmetic composition with excellent skin elasticity, moisturizing, whitening, anti-aging and wrinkle improvement effects.

The skin performs the function of a protective film at the outermost part of the human body and performs an important function of preventing the loss of biological components such as water and electrolytes and at the same time blocking the inflow of external harmful substances into the living body. In particular, the stratum corneum forms the outermost layer of the skin and plays an important role in preventing moisture loss inside the skin from a dry external environment, and at the same time, it itself retains appropriate moisture to show flexibility or elasticity.

The stratum corneum of human skin usually contains more than 10% by weight of water, so it has elasticity and flexibility. The degree of water content decreases from the deep dermis to the superficial epidermis when looking at each part of the skin. The stratum corneum is composed of about 15% water, 70% protein and 15% lipids by weight. On the other hand, the dermal layer, especially keratinocytes, is composed of 70% water, 15% protein and 5% lipid by weight. As the keratinocytes get closer to the skin surface, the water content gradually decreases and eventually reaches 5 to 10% by weight. No matter how good the skin is, the outermost skin does not contain more than 20% water by weight. It means that the moisture content of the stratum corneum of the skin, which is usually referred to as moist skin, is around 15% by weight.

Due to various factors such as aging, changes in hormone secretion, external environments such as wind, temperature, and sunlight, and physical factors such as washing and shaving, the skin moisture balance is lost, resulting in dry skin with a moisture content of less than 10% by weight in the stratum corneum. . As a result, elasticity and flexibility of the skin are lost, and ultimately, the protective function of the skin is lost, causing skin cracks, erythema, itching, and the like, and when it gets worse, skin diseases such as psoriasis and atopy may occur.

In order to solve these problems, it would be the most ideal way to solve the causative factor, but since the causes are diverse and most of them are irresistible, the next best way is being sought. The method may include a method of protecting skin cells by preventing evaporation of moisture in order to prevent a decrease in skin moisture content, and a method of minimizing stimulation from the external environment by forming an artificial moisturizing film on the skin. Among them, the method of forming an artificial moisturizing film is the simplest, and for this, various types of skin moisturizers and moisturizing cosmetics are being developed.

However, conventionally used moisturizers and skin-friendly materials as raw materials for moisturizing cosmetics have various problems. For example, water-soluble polyhydric alcohols such as glycerin and sorbitol, which are the most used moisturizers, show excellent moisturizing power, but are sticky and cause discomfort, and are easily separated from the skin surface due to physical effects, so long-term effects are not expected. difficult. In addition, raw materials such as propylene glycol and 1,3-butylene glycol may cause skin side effects such as erythema when used in large amounts and repeatedly. In addition, natural moisturizing factor (NMF) such as sodium lactate (Na-lactate), sodium pyrrolidone carboxylate (PCA-Na), and urea (Urea) have strong electrolytic properties, so they improve the emulsion stability of cosmetics and moisturizers. and there are limitations to its effectiveness.

Recently, many efforts have been made to form a moisturizing film on the skin using bio-derived or biological agents rather than these chemical agents. Among them, many efforts have been made to utilize natural extracts, various proteins, and their decomposition products as moisturizing ingredients, and in fact, products containing these ingredients have been developed and sold. Among them, in the case of protein degradation products, collagen degradation products, elastin degradation products, silk degradation products, etc. are mainly used. there is a tendency

In particular, silk is a protein-based fiber composed of fibroin and sericin. In the past, it was mainly used for textiles. However, recent studies have shown that silk protein, its decomposition product, peptides, and its amino acids have a significant effect on blood cholesterol levels. It has been revealed that it has effects on lowering, relieving hangover, and preventing dementia, and for this reason, it is in the limelight as a health functional food and cosmetic. In addition, it has been disclosed in several patents and papers that silk-derived proteins and silk peptides, which are decomposition products, have a moisturizing effect and that they can be used as cosmetics.

On the other hand, repeated skin damage and regeneration caused by sunlight's ultraviolet rays lead to "photo-aging" by forming skin wrinkles. Chronic exposure to UV rays increases the expression of matrix metalloproteinases (MMPs), an extracellular matrix (ECM) protein that accounts for more than 80% of the dermal layer and is important for the elasticity and strength of skin tissue. destroys collagen. Destroyed collagen accumulates in a deformed form in the process of being regenerated in the process of wound healing and clinically forms wrinkles. In addition, continuous exposure of the skin by ultraviolet rays increases the secretion of inflammatory cytokines, thereby causing a chronic skin inflammatory response.

Adiponectin is a representative adipokine secreted from adipocytes, and is known to have functions such as adipogenesis and inhibition, appetite control, insulin resistance control, and inflammation control. Recently, a study has been published showing that adiponectin is reduced in the subcutaneous fat of photoaged skin and adiponectin production is reduced when exposed to ultraviolet rays. When the expression of adiponectin is decreased by ultraviolet rays, MMP-1 increases and collagen biosynthesis is inhibited, thereby accelerating photoaging. being reported

Autophagy refers to a mechanism that regenerates energy and removes damaged substances by decomposing old or damaged intracellular materials and organs when intracellular energy sources are exhausted or intracellular stressors are excessively generated. makes it possible Autophagy not only maintains intracellular homeostasis, but is also involved in immune cell responses and inflammatory pathways. It provides a mechanism for clearance of intracellular microbes through autophagic adaptors.

Recently, various studies have reported that autophagic activity within cells rapidly decreases as aging progresses or accelerates aging. In addition, when autophagy is inhibited, old mitochondria or misfolded proteins are excessively accumulated in cells, resulting in increased intracellular free radicals and oxidative stress, resulting in increased cell death and accelerated aging. Therefore, by activating the autophagy mechanism that decomposes aged substances and organs in cells and recycles the degradation products, modified proteins, lipids, and mitochondria are quickly removed, and through this, cells can survive in a healthier state. It will provide an environment in which

Therefore, if a new active material that promotes the activation of intracellular autophagy along with the increased expression of adiponectin is developed, it will recover damaged skin from wrinkles caused by UV rays, toxic substances induced by oxidative stress, and micro-inflammatory environments and prevent photoaging. hopefully it will be possible

Background art related to the present invention is disclosed in Korean Patent Registration No. 10-0847299 (published on July 18, 2008, title of the invention: Silk peptide fraction with excellent moisturizing ability and its use).

One object of the present invention is to provide a cosmetic composition with excellent skin elasticity, moisturizing, whitening, anti-aging and anti-wrinkle effects, and the durability of the effects.

Another object of the present invention is to provide a cosmetic composition excellent in improving skin wrinkles, inflammation and antioxidant properties caused by sunlight and ultraviolet rays and mitigating redness (redness).

Another object of the present invention is to provide a cosmetic composition with excellent skin permeability and skin cell regeneration effect.

Another object of the present invention is to provide a cosmetic composition that is harmless to the human body, has excellent spreadability, and has excellent mixability and formulation stability.

One aspect of the present invention relates to a cosmetic composition. In one embodiment, the cosmetic composition is a peptide compound represented by Formula 1 or a salt thereof; A compound represented by Formula 2 below; and sh-polypeptide-1; as an active ingredient:

[Formula 1]

(In Formula 1, X ₁ , X ₂ , Y ₁ and Y ₂ are each independently hydrogen (H), -(CH ₂ )mC(=O)OH (m is an integer of 1 to 5) or the following structural formula is the W group of

(In W, R ₁ , R ₂ , R ₃ and R ₄ are the same or different, respectively, and are hydrogen (H) or -(CH ₂ )mC(=O)OH (m is an integer from 1 to 5) , wherein Z ₁ and Z ₂ are -NHCHRC(=O)OH, wherein Z ₁ is an oxygen (O) atom and Z ₂ is a hydrogen (H) atom, or Z ₁ is a side branch (R) of an amino acid residue, and Z ₂ is It is -NHCHR'C(=O)OH having a side branch (R') of an amino acid residue, Z ₁ and Z ₂ are amide bonded to each other, and n is an integer from 1 to 7)

[Formula 2]

(In Formula 2, n is 2).

In one embodiment, 0.05 to 5% by weight of the compound of Formula 1, 0.05 to 5% by weight of the compound of Formula 2, and 0.001 to 3% by weight of SH-polypeptide-1 may be included based on the total weight of the cosmetic composition.

In one embodiment, the compound of Formula 2 and the compound of Formula 1 may be included in a weight ratio of 1:1 to 1:4.

In one embodiment, the cosmetic composition is a solution, suspension, emulsion, paste, essence, gel, cream, lotion, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax foundation or spray formulation can

In one embodiment, the cosmetic composition is Oil-in-Water (O/W), Water-in-Oil (Water-in-Oil) (W/O) or Water-in-Silicone (Water-in-Silicone) (W /S).

The cosmetic composition according to the present invention is excellent in skin elasticity, moisturizing, whitening, anti-aging and anti-wrinkle effects, and has excellent durability of the effects, and improves skin wrinkles, inflammation and antioxidant properties caused by sunlight and ultraviolet rays, and redness (redness). G) It has excellent relieving effect, excellent skin penetration efficiency and skin cell regeneration effect, and is harmless to the human body, excellent spreadability, and excellent mixability and formulation stability.

In describing the present invention, if it is determined that a detailed description of a related known technology or configuration may unnecessarily obscure the subject matter of the present invention, the detailed description will be omitted.

In addition, the terms to be described below are terms defined in consideration of functions in the present invention, which may vary according to the intention or custom of the user or operator, so the definitions should be made based on the content throughout this specification describing the present invention.

cosmetic composition

One aspect of the present invention relates to a cosmetic composition. In one embodiment, the cosmetic composition is a peptide compound represented by Formula 1 or a salt thereof; A compound represented by Formula 2 below; and sh-polypeptide-1; as an active ingredient:

[Formula 1]

(In Formula 1, X ₁ , X ₂ , Y ₁ and Y ₂ are each independently hydrogen (H), -(CH ₂ )mC(=O)OH (m is an integer of 1 to 5) or the following structural formula is the W group of

(In W, R ₁ , R ₂ , R ₃ and R ₄ are the same or different, respectively, and are hydrogen (H) or -(CH ₂ )mC(=O)OH (m is an integer from 1 to 5) , wherein Z ₁ and Z ₂ are -NHCHRC(=O)OH, wherein Z ₁ is an oxygen (O) atom and Z ₂ is a hydrogen (H) atom, or Z ₁ is a side branch (R) of an amino acid residue, and Z ₂ is It is -NHCHR'C(=O)OH having a side branch (R') of an amino acid residue, Z ₁ and Z ₂ are amide bonded to each other, and n is an integer from 1 to 7)

[Formula 2]

(In Formula 2, n is 2).

(1) Peptide compound of Formula 1 or a salt thereof

The cosmetic composition of the present invention includes a peptide compound or a salt thereof represented by the following formula (1):

[Formula 1]

(In Formula 1, X ₁ , X ₂ , Y ₁ and Y ₂ are each independently hydrogen (H), -(CH ₂ )mC(=O)OH (m is an integer of 1 to 5) or the following structural formula is the W group of

(In W, R ₁ , R ₂ , R ₃ and R ₄ are the same or different, respectively, and are hydrogen (H) or -(CH ₂ )mC(=O)OH (m is an integer from 1 to 5) , wherein Z ₁ and Z ₂ are -NHCHRC(=O)OH, wherein Z ₁ is an oxygen (O) atom and Z ₂ is a hydrogen (H) atom, or Z ₁ is a side branch (R) of an amino acid residue, and Z ₂ is It is -NHCHR'C(=O)OH having a side branch (R') of an amino acid residue, Z ₁ and Z ₂ are amide bonded to each other, and n is an integer from 1 to 7).

When applied to the human body, the peptide compound of Chemical Formula 1 can maintain an optimal moisturizing state for the skin without side effects such as skin irritation, exhibits an excellent effect in improving the skin's ability to retain moisture, and can be applied to the skin during work and application It can have excellent properties and spreadability. When the peptide compound of Formula 1 is included, there is no skin side effect and stickiness, and a long-term moisturizing film is formed on the skin surface to exhibit functions such as excellent and continuous moisturizing effect, skin roughness improvement and skin aging prevention.

In one embodiment, the peptide compound of Formula 1 or a salt thereof may include a peptide compound of Formula 1-1 or a salt thereof:

[Formula 1-1]

(In Formula 1-1, R and R' are each independently a side branch of an amino acid selected from alanine, aspartic acid, glutamic acid, glycine, histidine, lysine, asparagine, glutamine, arginine, tryptophan, and tyrosine, and n is 3 to 7 is an integer of , and m is an integer from 1 to 5). An example of the amino acid combination may be a tripeptide in which an amide bond is formed between aspartic acid, glutamic acid, arginine, histidine, or lysine to an N-alkylated lysine or N-alkylated ornithine amino acid. Examples of such amino acid combinations include (N-alkylated lysine)-aspartic acid-glutamic acid, (N-alkylated lysine)-aspartic acid-arginine, (N-alkylated lysine)-aspartic acid-histidine, (N-alkylated lysine). lysine)-aspartic acid-lysine, (N-alkylated lysine)-glutamic acid-arginine, (N-alkylated lysine)-glutamic acid-histidine, (N-alkylated lysine)-glutamic acid-lysine, (N-alkylated lysine)-glutamic acid-lysine, Lysine)-arginine-histidine, (N-alkylated lysine)-arginine-lysine, (N-alkylated lysine)-histidine-lysine, (N-alkylated ornithine)-aspartic acid-glutamic acid, (N-alkylated lysine) Ornithine)-aspartic acid-arginine, (N-alkylated ornithine)-aspartic acid-histidine, (N-alkylated ornithine)-aspartic acid-lysine, (N-alkylated ornithine)-glutamic acid-arginine, (N-alkylated)-glutamic acid-histidine, (N-alkylated)-glutamic acid-lysine, (N-alkylated ornithine)-arginine-histidine, (N-alkylated ornithine)-arginine-lysine, (N -alkylated ornithine)-histidine-lysine peptide derivatives or cosmetically acceptable salts thereof are preferred. In the above, "-" represents an amide bond.

In one embodiment, the peptide compound of Formula 1 or a salt thereof may include a peptide compound of Formula 1-2 or a salt thereof:

[Formula 1-2]

(In Formula 1-2, R and R' are each independently a side branch of an amino acid selected from alanine, aspartic acid, glutamic acid, glycine, histidine, lysine, asparagine, glutamine, arginine, tryptophan, and tyrosine, and n is 3 to 7 is an integer of , and m is an integer from 1 to 5).

The peptide compound of Formula 1-2 is a tetrapeptide in which N-alkylated lysine or N-alkylated ornithine forms a di-peptide, respectively or simultaneously, and aspartic acid, glutamic acid, arginine, histidine, or lysine form an amide bond. can be As examples of such amino acid combinations, (N-alkylated lysine)-(N-alkylated lysine)-aspartic acid-glutamic acid, (N-alkylated lysine)-(N-alkylated lysine)-aspartic acid-arginine, ( N-alkylated lysine)-(N-alkylated lysine)-aspartic acid-histidine, (N-alkylated lysine)-(N-alkylated lysine)-aspartic acid-lysine, (N-alkylated lysine)-( N-alkylated lysine)-glutamic acid-arginine, (N-alkylated lysine)-(N-alkylated lysine)-glutamic acid-histidine, (N-alkylated lysine)-(N-alkylated lysine)-glutamic acid-lysine , (N-alkylated lysine)-(N-alkylated lysine)-arginine-histidine, (N-alkylated lysine)-(N-alkylated lysine)-arginine-lysine, (N-alkylated lysine)-( N-alkylated lysine)-histidine-lysine, (N-alkylated ornithine)-(N-alkylated ornithine)-aspartic acid-glutamic acid, (N-alkylated ornithine)-(N-alkylated ornithine) )-Aspartic acid-arginine, (N-alkylated ornithine)-(N-alkylated ornithine)-aspartic acid-histidine, (N-alkylated ornithine)-(N-alkylated ornithine)-aspartic acid -Lysine, (N-alkylated ornithine)-(N-alkylated ornithine)-glutamic acid-arginine, (N-alkylated ornithine)-(N-alkylated ornithine)-glutamic acid-histidine, (N- Alkylated ornithine)-(N-alkylated ornithine)-glutamic acid-lysine, (N-alkylated ornithine)-(N-alkylated ornithine)-arginine-histidine, (N-alkylated ornithine)- Preferred are peptide derivatives that are (N-alkylated ornithine)-arginine-lysine, (N-alkylated ornithine)-(N-alkylated ornithine)-histidine-lysine or cosmetically acceptable salts thereof. In the above, "-" represents an amide bond.

In one embodiment, the peptide compound of Formula 1 or a salt thereof may include a peptide compound of Formula 1-3 or a salt thereof:

[Formula 1-3]

(In Formula 1-3, R and R' are each independently a side branch of an amino acid selected from alanine, aspartic acid, glutamic acid, glycine, histidine, lysine, asparagine, glutamine, arginine, tryptophan, and tyrosine, and n is 3 to 7 is an integer of , and m is an integer from 1 to 5).

In the peptide compound of Chemical Formula 1-3, N-alkylated lysine or N-alkylated ornithine is added to the side chain of N-alkylated lysine or N-alkylated ornithine, respectively or simultaneously, to form a di-peptide, whereby aspartic acid , glutamic acid, arginine, histidine or lysine may be a tetrapeptide having an amide bond. As an example of the amino acid combination, (N-alkylated lysine amide-bonded with the side chain)-(N-alkylated lysine)-aspartic acid-glutamic acid, (N-alkylated lysine amide-bonded with the side chain)-(N -alkylated lysine)-aspartic acid-arginine, (N-alkylated lysine with side chain amide linkage)-(N-alkylated lysine)-aspartic acid-histidine, (N-alkylated lysine with side chain amide linkage) )-(N-alkylated lysine)-aspartic acid-lysine, (N-alkylated lysine with side chain amide linkage)-(N-alkylated lysine)-glutamic acid-arginine, (N-alkylated lysine with side chain amide linkage) Alkylated lysine)-(N-alkylated lysine)-glutamic acid-histidine, (N-alkylated lysine with side chain amide linkage)-(N-alkylated lysine)-glutamic acid-lysine, (amide link with side chain N-alkylated lysine)-(N-alkylated lysine)-arginine-histidine, (N-alkylated lysine amide bonded with side chain)-(N-alkylated lysine)-arginine-lysine, (amide with side chain N-alkylated lysine linked)-(N-alkylated lysine)-histidine-lysine, (N-alkylated ornithine amide linked with side chain)-(N-alkylated ornithine)-aspartic acid-glutamic acid, (N-alkylated ornithine with side chain amide linkage)-(N-alkylated ornithine)-aspartic acid-arginine, (N-alkylated ornithine with side chain amide linkage)-(N-alkylated ornithine tin)-aspartic acid-histidine, (N-alkylated ornithine with side chain amide linkage)-(N-alkylated ornithine)-aspartic acid-lysine, (N-alkylated ornithine with side chain amide linkage) )-(N-alkylated ornithine)-glutamic acid-arginine, (N-alkylated ornithine with side chain amide linkage)-(N-alkylated ornithine)-glutamic acid-histidine, (amide link with side chain N-alkylated ornithine)-(N-alkylated ornithine)-glutamic acid-lysine, (N-alkylated ornithine amide bonded with side chain)-(N-alkylated ornithine)-arginine-histidine, ( N-alkylated ornithine with side chain amide linkage)-(N-alkylated ornithine)-arginine-lysine, (N-alkylated ornithine with side chain amide linkage)-(N-alkylated ornithine) Peptide derivatives that are histidine-lysine or cosmetically acceptable salts thereof or cosmetically acceptable salts thereof are preferred. In the above, "-" represents an amide bond.

In one embodiment, the peptide compound of Formula 1 or a salt thereof may include a peptide compound of Formula 1-4 or a salt thereof:

[Formula 1-4]

(In Formula 1-4, R and R' are each independently a side branch of an amino acid selected from alanine, aspartic acid, glutamic acid, glycine, histidine, lysine, asparagine, glutamine, arginine, tryptophan, and tyrosine, and n is 3 to 7 is an integer of , and m is an integer from 1 to 5).

In the peptide compound of Chemical Formula 1-4, N-alkylated lysine or N-alkylated ornithine simultaneously forms an amide bond between the N-terminus of lysine or ornithine and the side chain, and thus aspartic acid, glutamic acid, arginine, and histidine Alternatively, it may be a pentapeptide in which lysine is linked to an amide bond. Examples of such amino acid combinations include (N-alkylated lysine) 2-lysine-aspartic acid-glutamic acid, (N-alkylated lysine) ₂ -lysine-aspartic acid-arginine, (N-alkylated lysine) ₂ -lysine -Aspartic acid-histidine, (N-alkylated lysine) ₂ -lysine-aspartic acid-lysine, (N-alkylated lysine) ₂ -lysine-glutamic acid-arginine, (N-alkylated lysine) ₂ -lysine-glutamic acid- Histidine, (N-alkylated lysine) ₂ -lysine-glutamic acid-lysine, (N-alkylated lysine) ₂ -lysine-arginine-histidine, (N-alkylated lysine) ₂ -lysine-arginine-lysine, (N- Alkylated lysine) ₂ -lysine-histidine-lysine, (N-alkylated ornithine) ₂ -ornithine-aspartic acid-glutamic acid, (N-alkylated ornithine) ₂ -ornithine-aspartic acid-arginine, (N -alkylated ornithine) ₂ -ornithine-aspartic acid-histidine, (N-alkylated ornithine) ₂ -ornithine-aspartic acid-lysine, (N-alkylated ornithine) ₂ -ornithine-glutamic acid-arginine , (N-alkylated ornithine) ₂ -ornithine-glutamic acid-histidine, (N-alkylated ornithine) ₂ -ornithine-glutamic acid-lysine, (N-alkylated ornithine) ₂ -ornithine-arginine- A peptide derivative that is histidine, (N-alkylated ornithine) ₂ -ornithine-arginine-lysine, (N-alkylated ornithine) ₂ -ornithine-histidine-lysine, or a cosmetically acceptable salt thereof, or a peptide derivative thereof Cosmetically acceptable salts are preferred.

In the above, "-" represents an amide bond. In addition, "(N-alkylated lysine) ₂ -lysine" indicates that N-alkylated lysine forms an amide bond at the N-terminus of lysine and the side chain, respectively, and "(N-alkylated ornithine) ₂ - "Ornithine" indicates that N-alkylated ornithine forms an amide bond at the N-terminus and side chain of ornithine, respectively.

In order to develop the peptide derivatives of the present invention, the present inventors closely observed structures of hydrophilic residues and substances capable of retaining moisture. As a result, it was possible to derive a carboxyl group as a reactive residue commonly present in amino acid, pyrrolidone carboxylic acid, and aminohexanoic acid, which are known to have excellent moisturizing ability. In addition, as a result of analyzing the composition of the fraction having excellent moisturizing ability among the decomposition products of the silk peptide, it was confirmed that most of the decomposition products containing the carboxyl group in the di- or tri-peptide were present. Accordingly, the present researchers invented peptide compounds represented by Chemical Formulas 1 and 1-1 to 1-4, which are raw materials with maximized moisturizing ability as peptide derivatives in a carboxyl group-rich state based on di- or tri-peptides.

In one embodiment of the present invention, the peptide compounds of Chemical Formula 1 and Chemical Formulas 1-1 to 5 may include cosmetically acceptable salts.

The 'cosmetically acceptable salt' may include a salt derived from a cosmetically acceptable acid or base. For example, the acid is hydrochloric acid, hydrobromic acid, sulfuric acid, nitric acid, perchloric acid, fumaric acid, maleic acid, phosphoric acid, glycolic acid, lactic acid, salicylic acid, succinic acid, toluene-p-sulfonic acid, tartaric acid, acetic acid, citric acid, methanesulfonic acid, formic acid , benzoic acid, malonic acid, naphthalene-2-sulfonic acid and benzenesulfonic acid, and the like. Salts derived from suitable bases may include alkali metals such as sodium, alkaline earth metals such as magnesium and ammonium, and the like.

The peptide compound of Formula 1 or a cosmetically acceptable salt thereof may be prepared using techniques known in the art.

In one embodiment, the peptide compound of Formula 1 may be included in an amount of 0.05 to 5% by weight based on the total weight of the cosmetic composition. When included in the above content, the cosmetic composition has excellent mixability and formulation stability, no skin side effects and no stickiness, and forms a long-term moisturizing film on the skin surface to provide functions such as excellent and continuous moisturizing effect, improvement of skin roughness, and prevention of skin aging. can exert

(2) a compound of Formula 2 or a salt thereof

The cosmetic composition of the present invention includes the compound represented by Formula 2 or a salt thereof.

[Formula 2]

(In Formula 2, n is 2).

The compound represented by Formula 2 can increase the expression of adiponectin and proteins related to autophagy activation.

The compound represented by Formula 2 or a cosmetically acceptable salt thereof may be included. The compound of Formula 2 may be a compound inducing an increase in adiponectin expression. In addition, when the compound of Formula 2 where n is 2 is applied, it induces autophagy activation and at the same time increases adiponectin expression to reduce aging and skin redness, preferably by reducing the degradation of collagen protein by ultraviolet rays of sunlight, thereby reducing photoaging and skin aging. The effect of improving redness and oxidative stress may be excellent. If a compound in which n in Formula 2 is other than 2 is applied as the adiponectin expression-inducing compound of the present invention, autophagy activation may be induced but adiponectin expression may not be increased.

The compound of Formula 2 contains at least one chiral asymmetric carbon atom, and thus the compound of Formula 2 inducing an increase in adiponectin expression may exist in a racemic form or an optically active form. All of these compounds and enantiomers are included within the scope of the compounds of Formula 2 above. For example, the compound of Formula 2 may include the compound of Formula 2-1.

[Formula 2-1]

Autophagy activation in cells is active in young tissues and cells, but as aging progresses, the expression level of autophagy-related proteins in cells rapidly decreases, so autophagy activity rapidly declines, resulting in aging proteins and lipids in cells. And mitochondria are not removed in a timely manner, resulting in rapid cellular aging.

Therefore, the compound represented by Chemical Formula 2 of the present invention can inhibit aging of each cell, tissue, and individual by activating intracellular autophagy, alleviate skin redness, and improve skin diseases caused by aging.

In addition, the present inventors have found that the adiponectin expression-inducing compound of the present invention can activate autophagy activation as well as the expression of adiponectin, the production of which is reduced when exposed to light, to complete the present invention.

The adiponectin expression increase-inducing compound represented by Chemical Formula 2 or a pharmaceutically acceptable salt thereof not only increases the expression of autophagy activation-related proteins but also increases the expression of adiponectin, which is reduced by light, thereby preventing skin aging and redness of the skin. It is very effective in relieving energy, and it can be excellent in preventing and improving skin diseases, especially inflammatory diseases, expressed by light.

The cosmetic composition containing the compound of Chemical Formula 2 has excellent storage stability and may be useful for anti-aging caused by various causes. For example, it is useful for antiaging by light, more preferably by ultraviolet rays, is more useful for improving or preventing photoaging or oxidative stress, and specifically, it may be more useful for preventing or improving wrinkles or skin aging.

The "wrinkle" refers to fine lines caused by skin deterioration, and may be caused by genes, reduction of collagen present in the skin dermis, external environment, and the like.

The "skin aging" refers to symptoms such as reduced skin elasticity, reduced gloss, wrinkles, weakened regenerative power, or severe dryness, and may be caused by the passage of time or the external environment.

The "skin flushing (redness)" is a phenomenon in which redness of the skin increases, and may be caused by environmental factors such as ultraviolet rays, air pollution, and climate, and intrinsic factors such as acne, psoriasis, and hormonal changes.

In one embodiment, 0.05 to 5% by weight of the compound of Formula 2 based on the total weight of the cosmetic composition may be included. When included in the above content, the cosmetic composition has excellent mixability and formulation stability, increases the expression of autophagy activation-related proteins and increases the expression of adiponectin, so it is very effective in anti-aging of the skin and relieving skin redness, and is very effective in light It can be excellent in preventing and improving skin diseases, especially inflammatory diseases, which are expressed by

In one embodiment, the compound of Formula 2 and the compound of Formula 1 may be included in a weight ratio of 1:1 to 1:4. When included in the above content ratio range, the cosmetic composition has excellent mixability and formulation stability, excellent usability and spreadability, no skin side effects and no stickiness, and forms a long-term moisturizing film on the skin surface to provide excellent and continuous moisturizing effect and skin tone. , It is excellent in preventing skin aging, and may have excellent effects in improving photoaging, skin redness and oxidative stress. For example, it may be included in a weight ratio of 1:1.5 to 1:2.5.

(3) SH-Polypeptide-1

The sh-polypeptide-1 is a fibroblast growth factor (FGF), which stimulates fibroblasts to help the proliferation of fibroblasts. The fibroblasts play a role in generating collagen and elastin constituting the dermal layer. As the human body ages, the rate of collagen and elastin production of fibroblasts slows down, and the dermis layer decreases. As a result, skin regeneration is delayed and the outer skin Aging proceeds.

The SH-polypeptide-1 promotes and stimulates the growth of keratinocytes and fibroblasts, and may have excellent effects of improving skin wrinkles and elasticity, regenerating skin cells, soothing skin, and relieving irritation.

As the SH-polypeptide-1, a conventional one may be used. For example, the SH-polypeptide-1 is an amino acid represented by Tyr-Arg-Ser-Arg-Lys-Tyr-Thr-Ser-Trp-Tyr (YRSRKYTSWY) derived from human basic fibroblast growth factor (bFGF). It may be derived from a polypeptide having the function of a fibroblast growth factor containing the sequence. In this case, the amino acid sequence is preferably present in the cell receptor binding site of bFGF.

There is no particular limitation on the preparation method of the polypeptide, but it can be synthesized by a conventional Fmoc method using a solid phase polypeptide synthesis method, as described in the following examples, but is not limited thereto.

That is, in the present invention, a polypeptide may be synthesized using solid phase polypeptide synthesis (SPPS) by selecting a specific site known as the receptor attachment site of bFGF. In addition, the amino terminus and carboxy terminus of the polypeptide may be modified or protected with various organic groups to prevent attack from proteolytic enzymes in vivo and to increase stability.

That is, as long as the C-terminus of the polypeptide is in a form that can be modified to increase stability, there will be no particular limitation, but among them, it is preferably modified with a hydroxyl group (-OH) or an amino group (-NH ₂ ) do.

In addition, the N-terminus of the polypeptide is not particularly limited as long as it can be protected to increase stability, but in particular, an acetyl (Acetyl) group, a fluorenyl methoxy carbonyl (Fmoc) group, a formyl (Formyl ), it is preferably protected by a group selected from the group consisting of a palmitoyl group, a myristyl group, and a stearyl group.

In the case of the polypeptide as described above, it may exhibit binding ability to a basic fibroblast growth factor receptor, such as bFGF. In the case of the polypeptide, not only does it show the same physiological activity as bFGF, but stability can be greatly increased compared to general bFGF.

In one embodiment, the SH-polypeptide-1 may be included in an amount of 0.001 to 3% by weight based on the total weight of the cosmetic composition. When included in the above range, the cosmetic composition may have excellent mixability and formulation stability, excellent usability and applicability, and excellent skin wrinkle and elasticity improvement, skin cell regeneration, skin soothing and irritation relief effects.

The cosmetic composition of the present invention is suitable for commercialization or formulation in addition to the compound of Formula 1 or a cosmetically acceptable salt thereof, the compound of Formula 2 or a cosmetically acceptable salt thereof, and the SH polypeptide-1 of the present invention. All kinds of ingredients that can be used, such as fragrance, colorant, bactericide, antioxidant, preservative, humectant, stabilizer, emulsifier, thickener, liquid crystal film strengthening agent, pigment, excipient, diluent, inorganic salts and additives such as synthetic polymeric substances are added. It can be included, and its type and content can be easily controlled.

The additives include preservatives such as propanediol, 1,2-hexanediol, ethylhexylglycerin, phenoxyethanol, caprylhydroxamic acid and glyceryl caprylate; Methoxycinnamic acid derivatives, diphenylacrylic acid derivatives, salicylic acid derivatives, para-aminobenzoic acid derivatives, triazine derivatives, benzophenone derivatives, benzalmalonate derivatives, anthranil derivatives, imidazoline derivatives, 4,4-diarylbutadiene derivatives and phenyl ultraviolet absorbers such as benzimidazole derivatives; Fatty alcohols such as cetearyl alcohol, cetyl alcohol and behenyl alcohol, and bispg 15/methylethyldimethyl silane, dimethicone/dimethicone PEG-10/15, dimethicone/polyglycerin-3, dimethicone Chicon/dimethicone, dimethicone/dimethicone vinyldimethicone, cyclomethicone/dimethicone, cyclomethicone/dimethicone, cyclomethicone/trimethylsiloxysilicate, cyclopentasiloxane/dimethicone, cyclopentasilonic acid / PEG-12 selected from silicone polymers such as dimethicone, cyclopentasilonic acid/cetearyl dimethicone/vinyl dimethicone, cyclopentasilonic acid/dimethicone/vinyl dimethicone, and dimethicone/vinyl dimethicone crosspolymer stabilizers; An emulsifier selected from cationic surfactants, anionic surfactants, amphoteric surfactants, nonionic surfactants, etc. may be mixed, preferably polyglyceryl-4 caprylate/caprate, polyglyceryl-5 caprate. Prilate/Caprate, Polyglyceryl-6 Caprylate/Caprate, Polyglyceryl-7 Caprylate/Caprate, Polyglyceryl-8 Caprylate/Caprate, Polyglyceryl-9 Caprylate /caprate, polyglyceryl-10 caprylate/caprate, polyglyceryl-4 caprate, polyglyceryl-5 caprate, polyglyceryl-6 caprate, polyglyceryl-7 caprate, polyglyceryl Lyl-8 caprate, polyglyceryl-9 caprate, polyglyceryl-10 caprate, polyglyceryl-4 laurate, polyglyceryl-5 laurate, polyglyceryl-6 laurate, polyglyceryl- 7 Laurate, Polyglyceryl-8 Laurate, Polyglyceryl-9 Laurate, Polyglyceryl-10 Laurate, Polyglyceryl-6 Cocoate, Polyglyceryl-7 Cocoate, Polyglyceryl-8 Coco Eight, polyglyceryl-9 cocoate, polyglyceryl-10 cocoate, polyglyceryl-11 cocoate, polyglyceryl-12 cocoate, polyglyceryl-6 myristate, polyglyceryl-7 myristate, Polyglyceryl-8 myristate, polyglyceryl-9 myristate, polyglyceryl-10 myristate, polyglyceryl-11 myristate, polyglyceryl-12 myristate, polyglyceryl-10 oleate, polyglyceryl Polyglyceryl, such as polyglyceryl-11 oleate, polyglyceryl-12 oleate, polyglyceryl-10 stearate, polyglyceryl-11 stearate, polyglyceryl-12 stearate, polyglyceryl-6 behenate As a fatty acid ester-based surfactant, it is possible to directly prepare or purchase a commercially available surfactant by reacting polyglyceryl with a fatty acid and use it. The thickener is intended to improve the feeling of use and the stability of the formulation by imparting appropriate viscosity to the cosmetic composition, and may be selected from carbomer, carbopol, gelatin, xanthan gum, natural cellulose, high cell, methyl cellulose, etc., but is not limited thereto no. The liquid crystal film reinforcing agent serves to increase the strength of the liquid crystal and maintain the long-term stability of the liquid crystal by densely connecting the fence, phytosphingosine, bishydroxyethyl biscetylmaloamide, cholesterol isostearate, cholesterol It may be oleate, cholesterol stearate, lecithin, ceramides (eg, ceramide 3, ceramide 6), etc., but is not limited thereto.

In addition, the pigment includes an extender pigment, a white pigment, a colored pigment, a pearlescent pigment, a metal powder, an organic powder, and the like, and the extender pigment includes talc, mica, kaolin, calcium carbonate, talc, alumina, barium silicate, zeolite, Muscovite, magnesium carbonate, barium sulfate, etc. are possible, titanium oxide, zinc oxide, etc. are possible as white pigments, and bengara, iron sulfate oxide, black iron oxide, chromium oxide, ultramarine blue, Prussian blue, and carbon black, etc. Titanium dioxide, titanium mica, iron titanate and titanium oxide coated mica, silica, tin oxide, and ferric ferrocyanide are available as pearlescent pigments, and gold, silver, copper, palladium, Platinum and the like are possible, and polymethyl methacrylate, nylon, cellulose, starch, and the like are possible as the organic powder. In addition, all natural, inorganic, and organic pigments commonly known in cosmetics may be used, and the natural pigments include Gardenia Yellow, Gardenia Blue, Gardenia Green, Gardenia Red, Red Chrysanthemum Pigment, Red Chrysanthemum Pigment, and Safflower Yellow , annatto color, cochineal color, lac color, kaoliang color, grape skin color, red cabbage color, elderberry color, blueberry color, paprika color, caramel color, red radish color, persimmon color, riboflavin, beta-carotene, cacao color One selected from the group consisting of turmeric pigment, corn red pigment, beet red pigment, anthocyanin, anthocyanin, phycocyanin, phycocyanin, chlorophyll pigment, and combinations thereof is possible, and inorganic pigments include metal oxides, in particular, Iron oxides (red, black, yellow, brown), titanium dioxide, zinc oxide, chromium oxide, bismuth oxychloride, aluminum oxide, zirconium oxide, cobalt oxide, cerium oxide, nickel oxide, calcium hydroxide, iron hydroxide, aluminum hydroxide, chromium hydroxide, hydroxide One selected from the group consisting of magnesium, ferric ammonium ferrocyanide, Prussian blue, iron sulfide, manganese violet, carbon black, mica, kaolin, and combinations thereof is possible, and organic pigments include indigo lake, carmine lake, and well. Lakes from the known FD&C and D&C dye series, such as D&C Red 21 aluminum lake, D&C Red 7 calcium lake, natural or synthetic organic dyes such as aromatic azo, indigoid, triphenylmethane, anthraquinone and xanthine dyes. possible.

In one embodiment, the cosmetic composition may contain a solvent commonly included in the applied form, for example, ethanol, glycerin, butylene glycol, propylene glycol, polyethylene glycol, 1,2,4-butanetriol, Hexanediol, sorbitol ester, 1,2,6-hexanetriol, benzyl alcohol, isopropanol, butanediol, diethylene glycol monoethyl ether, dimethylisosorbide, N-methyl-2-pyrrolidone, propylene carbonate, glycereth -26, methylgluses-20, isocetyl myristate, isocetyl octanoate, octyldodecyl myristate, octyldodecanol, isostearyl isostearate, cetyloctanoate and neopentyl glycol dicaprate, etc. It may include one or more selected from among.

In one embodiment, the cosmetic composition is a solution, suspension, emulsion, paste, essence, gel, cream, lotion, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax foundation or spray formulation can

In one embodiment, the cosmetic composition is Oil-in-Water (O/W), Water-in-Oil (Water-in-Oil) (W/O) or Water-in-Silicone (Water-in-Silicone) (W /S).

So far, the present invention has been looked at mainly through embodiments. Those skilled in the art to which the present invention pertains will be able to understand that the present invention may be implemented in a modified form without departing from the essential characteristics of the present invention. Therefore, the disclosed embodiments should be considered from an illustrative rather than a limiting point of view. The scope of the present invention is shown in the claims rather than the foregoing description, and all differences within the equivalent scope will be construed as being included in the present invention.

Claims (5)

A peptide compound represented by Formula 1 below or a salt thereof;
A compound represented by Formula 2 below; and
A cosmetic composition containing sh-polypeptide-1 as an active ingredient:
[Formula 1]

(In Formula 1, X ₁ , X ₂ , Y ₁ and Y ₂ are each independently hydrogen (H), -(CH ₂ )mC(=O)OH (m is an integer of 1 to 5) or the following structural formula is the W group of

(In W, R ₁ , R ₂ , R ₃ and R ₄ are the same or different, respectively, and are hydrogen (H) or -(CH ₂ )mC(=O)OH (m is an integer from 1 to 5) ,
In the above Z ₁ and Z ₂ , Z ₁ is an oxygen (O) atom and Z ₂ is a hydrogen (H) atom, or Z ₁ is -NHCHRC(=O)OH having a side branch (R) of an amino acid residue, and Z ₂ is an amino acid It is -NHCHR'C(=O)OH having a side branch (R') of a residue, and Z ₁ and Z ₂ are amide bonded to each other,
n is an integer from 1 to 7)
[Formula 2]

(In Formula 2, n is 2).
According to claim 1, 0.05 to 5% by weight of the peptide compound of Formula 1 or its salt, 0.05 to 5% by weight of the compound of Formula 2 or its salt, and 0.001 to 3% by weight of SH-polypeptide-1, based on the total weight of the cosmetic composition A cosmetic composition characterized in that it contains %.
The cosmetic composition according to claim 2, wherein the adiposol compound and the aquatide compound are included in a weight ratio of 1:1 to 1:4.
The cosmetic composition according to claim 1, wherein the cosmetic composition is a solution, suspension, emulsion, paste, essence, gel, cream, lotion, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax foundation or spray A cosmetic composition, characterized in that the dosage form.
The method of claim 1, wherein the cosmetic composition is Oil-in-Water (O/W), Water-in-Oil (Water-in-Oil) (W/O) or Water-in-Silicone (Water in Silicone) (W / S) A cosmetic composition, characterized in that.