WO2025221660A1 - Skin care composition including a mixture of peptides and polyphenols - Google Patents

Abstract

Methods and compositions for improving the appearance of skin that include a mixture of peptides and polyphenols as active ingredients.

Description

SKIN CARE COMPOSITION INCLUDING A MIXTURE OF PEPTIDES AND POLYPHENOLS

This application claims the benefit of U.S. Provisional Application No. 63/636,251, filed April 19, 2024, which is incorporated herein in its entirety.

BACKGROUND

The three major causes of wrinkles are repeated facial expressions, elastin and collagen breakdown, and dehydration. The compositions disclosed herein soften the appearance wrinkles, so that the face and eyes appear more lifted, smooth and sculpted.

SUMMARY

Disclosed herein are skin care compositions, especially facial skin care, that improve the appearance and condition of your skin over time. The compositions disclosed herein provide enhanced restoring, replenishing, and antioxidant qualities. In particular, the skin care compositions promote long term skin health centered around boosting collagen and elastin.

Methods and compositions for improving the appearance of skin are disclosed herein that include a mixture of peptides and polyphenols as active ingredients. Use of the compositions can improve the appearance of skin by, for example, reducing the depth of wrinkles, reducing the number of wrinkles, reducing the length of wrinkles, reducing the width of wrinkles, reducing skin roughness, increasing skin smoothness, increasing skin radiance, increasing skin firmness, reducing skin sagging, increasing the evenness of skin tone, reducing pore size, reducing skin hyperpigmentation, or any combination of these improvements. The rate of application can be, but is not limited to, once or twice a day for one or multiple weeks.

Additionally disclosed are methods of skin care using these compositions to improve the appearance of skin. The compositions may additionally include other ingredients that are present in a sufficient amount to improve the appearance of skin, such as, or any combination thereof. An improvement in the appearance of skin may be measured by a reduction in the depth, length, width, or number of wrinkles; a reduction in skin roughness, skin sagging, pore size, or skin hyperpigmentation; and/or an increase in skin smoothness, radiance, firmness, or the evenness of skin tone.

The foregoing will become more apparent from the following detailed description, which proceeds with reference to the accompanying figures. BRIEF DESCRIPTION OF THE DRAWINGS

FIGS. 1A-1C show a wand dispenser for dispensing and applying the skin care compositions. FIG. 1A is a side view of the wand dispenser. FIG. IB is cross-section view of the wand dispenser. FIG. 1C is a perspective view of the wand dispenser.

FIG. 2 is a photograph of the wand dispenser.

DETAILED DESCRIPTION

/. Terms

The following explanations of terms and methods are provided to better describe the present disclosure and to guide those of ordinary skill in the art in the practice of the present disclosure. The term “or” refers to a single element of stated alternative elements or a combination of two or more elements, unless the context clearly indicates otherwise. As used herein, “comprises” means “includes.” Thus, “comprising A or B,” means “including A, B, or A and B,” without excluding additional elements.

Unless explained otherwise, all technical and scientific terms used herein have the same meaning as commonly understood to one of ordinary skill in the art to which this disclosure belongs. Although methods and materials similar or equivalent to those described herein can be used in the practice or testing of the present disclosure, suitable methods and materials are described below. All percentages and ratios are calculated by weight unless otherwise indicated.

Chardonnay Grape: A green-skinned grape variety of Vitis vinifera used in the production of white wine. A water extract of Chardonnay seeds is disclosed in US Patent No. 10,709,751, which is herein incorporated by reference in its entirety.

Collagen: The main structural protein in the extracellular matrix found in the body's various connective tissues. As the main component of connective tissue, it is the most abundant protein in mammals, making up from 25% to 35% of the whole-body protein content. Collagen consists of amino acids bound together to form a triple helix of elongated fibril known as a collagen helix. The collagen protein is composed of a triple helix, which generally consists of two identical chains (al) and an additional chain that differs slightly in its chemical composition (a2). There are two classes of collagen proteins, fibrillar and non-fibrillar. Fibrillar collagen includes Type I, II, 111, V, and XI collagen, and non-fibrillar collagen includes Type IV, VI, VII, IX, X XII, XIV, XV, XVII, XVIII, XIX, and XXI. Collagen has been widely used in cosmetic surgery, as a healing aid for bum patients for reconstruction of bone and a wide variety of dental, orthopedic, and surgical purposes.

Cosmetically Acceptable Vehicle: Suitable cosmetically acceptable vehicles (carriers) (e.g., pharmaceutically acceptable carriers) have been described, for example, in Remington: The Science and Practice of Pharmacy, 23rd Ed. (Academic Press), 2021 (ISBN 9780128200070), which describes compositions and formulations suitable for delivery of topical compositions. The use of pharmaceutically acceptable carriers does not imply that that product so made is useful only for pharmaceutical purposes. Rather it implies that the product is suitable for administration (e.g., topical application) to a subject. In particular examples, the vehicle is a carrier for a topical composition, such as a liquid, gel, foam, cream, ointment, or lotion. Particularly useful vehicles are those that are pharmaceutically or cosmetically acceptable for topical applications, such as one or more aqueous systems, glycerin, C 1-4 alcohols, fatty alcohols, fatty ethers, fatty esters, polyols, glycols, vegetable oils, mineral oils, liposomes, laminar lipid materials, silicone oils, water, or any combinations thereof. The carrier can also be a variety of existing skin serums, lotions, gels, creams, ointments, toners, cleansers, moisturizers, or sunscreens.

Decolorized: A “decolorized” extract refers to one having less color than a reference, such as a precursor extract of grapes, and it does not require an absence of coloration. A “decolorized” extract as used in this specification refers to the extract having a lowered level of condensed tannins and a lesser dark coloration of the type associated with condensed tannins in red grapes, red grape extracts, and red wine. “Decolorized muscadine pomace grape extracts” are disclosed in PCT Publication No. WO 2010/014870, PCT Publication No. WO 2010/014873, U.S. Patent No. 8,568,804, U.S. Patent No. 9,132,162, U.S. Patent No. 9,173,916, and U.S. Patent No. 10,967,034, all of which are herein incorporated by reference in their entirety.

Effective Amount: An amount of a composition that alone, or together with an additional agent(s) (for example, additional anti-oxidant compounds), induces the desired response. The effective amount can be administered in a single dose, or in several doses, for example daily. However, the effective amount can depend on the subject being treated, the type of the condition being treated, and the manner of administration.

Excipient: An inactive substance used as a carrier for the active ingredients of a composition. Excipients can include substances that are used to bulk up formulations with active ingredients, allow for convenient and accurate dosage, stabilize the active ingredients, and make the delivery system optically and/or organoleptically acceptable. Examples of excipients include starch, glucose, lactose, sucrose, gelatin, malt, rice, flour, chalk, silica gel, sodium stearate, glycerol monostearate, talc, sodium chloride, dried skim milk, glycerol, propylene, glycol, water, ethanol, and the like.

Extract: A solution or other preparation of at least some of the active ingredients of a plant or one or more of its parts, such as its fruit or seeds. An extract initially obtained by solvent extraction may be converted into a dried form and still be considered an “extract.” An “aqueous” or “water” extract refers to an extract obtained by solvent extraction with water, with the exclusion of other solvents (such as ethanol).

Improving the appearance of skin: Effecting a visually and/or physically measurable benefit in skin appearance and/or feel, which can include reducing, preventing, or delaying the appearance of dermatological signs of age in the skin. Dermatological signs of skin aging include skin wrinkling, thinning of the dermal layers, reduced elasticity and hydration levels, and increased pigmentation and redness. Benefits that may be provided using the disclosed compositions and methods include, but are not limited to, a reduction in the depth, length, width, or number of skin wrinkles; a reduction in skin roughness, skin sagging, pore size, or skin hyperpigmentation; and an increase in skin smoothness, radiance or luminosity, firmness, elasticity, or the evenness of skin tone or coloration.

Muscadine Grape (Vitus rot undif olid): A grape native to the southeastern United States. The phytochemical constituents of the whole muscadine grape differ from Vitis vinifera. Muscadines have a higher total phenolic content distinguished by high ellagic, gallic, and flavonoid glycoside concentrations. The presence of ellagic acid in muscadine grapes is unique and is found in the form of free ellagic acid, ellagic acid glycosides, methoxylated derivatives and ellagitannins. Another unique feature is the anthocyanin chemistries observed in muscadines. Present as 3,5-diglucosides (as opposed to 3-glucosides) of delphinidin, cyanidin, petunidin, peonidin, and mal vidin in non-acylated forms, these compounds and the natural color influence from other anthocyanins present within the grape impart a dark purple color to juice and pomace obtained from the purple varieties.

Polyphenols: A large family of naturally occurring organic compounds characterized by multiples of phenol units. Polyphenols from grapes and cocoa have been found to enhance both cardiovascular function and cognitive health. Flavanols (also called flavan-3-ols) represent the majority of grape seed and cocoa polyphenols; this class of phenolic compounds ranges from monomeric species such as catechin and epicatechin to oligomers (often termed proanthocyanidins) to polymers (often termed tannins or condensed tannins). The term “phenolic” is used interchangeably with the term polyphenol in the art and in this specification. Polyphenols are present in multiple parts of the grape, including in the skin, juice and pulp. The highest concentration of polyphenols in a grape resides in the grape seeds.

Pomace: The skins, seeds, and pulp remaining following juice extraction. In one example a pomace extract is a bronze muscadine pomace extract, a purple muscadine pomace extract or a combination thereof. Many different varieties of muscadine grape pomaces are available as starting materials, and they include female (pistillate) varieties such as Black Beauty, Black Fry, Darlene, Fry, Higgins, Jumbo, Scuppernong, Sugargate, Summit, Supreme, and Sweet Jenny, and self-fertile varieties such as Carlos, Cowart, Dixieland, Dixie Red, Fry Seedless, Magnolia, Nesbitt, Noble, Redgate, Regale and Sterling. Muscadine pomace contains phenolic compounds, including gallic acid and ellagic acid, having antioxidant properties.

Resveratrol: A polyphenolic compound found in peanuts, grapes, red wine, and some berries. Resveratrol is a potent antioxidant. It occurs in both trans and cis molecular configurations. Both cis- and trans-resveratrol can also occur as glucosides, (i.e., bound to a glucose molecule). Resveratrol is described on public databases, such as PubChem (PubChem ID: 445154). The preferred IUPAC name of resveratrol is 5-[(E)-2-(4-Hydroxyphenyl)ethen-l-yl]benzene-l,3-diol. It is also referred to as 3,5,4'-trihydroxy-tra;is- stilbene. Resveratrol is commercially available from various manufacturers, for example, “Giant Knotweed Rhizome P.E. 98%” from World-Way Biotech, Inc. (China).

Serum: A skin care product that is formulated to deliver ingredients deeply into the skin. As such, a serum generally contains higher concentrations of active ingredients, and is applied directly to clean skin prior to application of a moisturizer. A serum can have a low viscosity and a higher proportion of water than oil.

Skin care composition: A topical composition having active ingredients that can improve the health, aesthetic and/or cosmetic appearance of skin. Such improvements can be manifested, for example, by a reduction in dermatological signs of aging caused by factors such as chronological aging, hormonal aging, and photoaging; reduction in skin fragility, pore size reduction, loss of collagen and/or elastin; diminishing appearance and/or depth of lines and/or wrinkles including fine lines and/or wrinkles; reducing hyperpigmentation; improvement in skin tone, radiance, clarity and/or tautness; reducing skin sagging; promoting anti-oxidant activity; improving skin firmness, plumpness, texture, suppleness and/or softness; improvement in procollagen and/or collagen production.

Subject: Living multi-cellular vertebrate organisms, a category that includes both human and veterinary subjects, such as a companion animal, including a cat, dog or horse. A subject who follows a skin care regimen, or a method of caring for the skin, to improve the appearance of skin is a subject who may benefit from such an improvement, such as a subject who desires to offset tissue damage caused by reactive oxygen species, or decrease signs of aging or other conditions that are associated with aging skin.

Topical application: A topically applied agent is applied only in a specific surface area of the skin, and not throughout the body. In particular examples, the composition is applied to the skin in an area where an improved effect is desired, such as the crow’s feet areas around the eye. For example, the composition can be topically applied to facial skin. A topical composition that is intended for application to the skin is a “skin composition.”

Unit dose: A physically discrete unit containing a predetermined quantity of an active material calculated to individually or collectively produce a desired effect, such as a therapeutic effect. A single unit dose or a plurality of unit doses can be used to provide the desired effect or activity, such as an improvement in the appearance of skin. In one example, a unit dose includes a desired amount of an agent that reduces the depth of wrinkles, the number of wrinkles, the length of wrinkles, the width of wrinkles, the amount of skin roughness, skin sagging, pore size, or skin hyperpigmentation; increases skin smoothness, skin radiance or luminosity, skin firmness, the evenness of skin tone; or any combination thereof, hi another example, the unit dosage form contains multiple predetermined dosages of the active material.

IL Compositions

The skin care composition includes more than one peptide and more than one polyphenol. The active ingredients of the skin care composition synergistically work together for instant reduction of wrinkles and expression lines, and reduction in wrinkle appearance by boosting collagen production in the long term.

The skin care composition includes at least one peptide. Illustrative peptides include arginine and lysine mixture (based on a natural jellyfish peptide), acetyl hexapeptide-8, dipeptide diaminobutyroyl benzylamide diacetate, palmitoyl tripeptide (especially palmitoyl tripeptide-1, palmitoyl tripeptide-5, and palmitoyl tripeptide-7), nonapeptide-8, and carnosine. In certain embodiments, the above listed peptides are all added as a peptide blend into the composition. This peptide blend can bind to sodium channel openings, giving it the ability to immediately diminish the appearance of fine lines and wrinkles. In certain embodiments, the peptide blend (inclusive of the peptides and carriers for the peptides) constitutes 25 wt% of the total weight of the composition.

The total amount of peptides included in the composition can be from 0.01 to 0.4 wt%, more particularly 0.1 to 0.2 wt%, based on the total weight of the composition. The arginine and lysine mixture (based on a natural jellyfish peptide) included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition. The acetyl hexapeptide-8 included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition. The dipeptide diaminobutyroyl benzylamide diacetate included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition. The palmitoyl tripeptide- 1 included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition. The palmitoyl tripeptide-5 included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition. The palmitoyl tripeptide-7 included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition. The nonapeptide-8 included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition. The carnosine included in the composition can be from 0.005 to 0.025 wt%, more particularly 0.0125 to 0.025 wt%, based on the total weight of the composition.

The skin care composition includes at least one collagen-supporting polyphenol. Illustrative polyphenols include muscadine grape fruit extract, Chardonnay seed extract, and resveratrol. In particular, the polyphenols are a decolorized muscadine grape pomace extract, a water extract of Chardonnay grape seed, and resveratrol are disclosed herein. In some examples, the resveratrol is 90% to 99% transresveratrol, for example, at least 90%, at least 95%, at least 98%, etc., trans-resveratrol. In certain embodiments, muscadine grape fruit extract, Chardonnay seed extract, and resveratrol are all present in the composition and are added as a polyphenol blend. Examples of such polyphenol blends are disclosed in US Pat. Pub. 20240033208, which is incorporated herein by reference.

In certain embodiments, the compositions include: (a) a decolorized muscadine grape pomace extract at about 0.0025% to about 0.4% by weight of the composition (w/w), a water extract of Chardonnay grape seed at about 0.006% to about 0.1% by weight of the composition (w/w), and resveratrol at about 0.018% to about 0.3% by weight of the composition (w/w). For both (a) and (b), the decolorized muscadine grape pomace extract includes, by percentage dry weight of the extract, about 9% to about 10% polyphenols, less than 4% monosaccharides, and condensed tannins are less than 10% of total polyphenols of the decolorized muscadine grape pomace extract. In addition, for both (a) and (b), the water extract of Chardonnay grape seed includes, by percentage dry weight of the water extract, 38-50% polyphenols, 9-12% fiber, 1-2% protein, less than 1% lipids, and 25-30% sugars.

Certain embodiments of the skin care composition include at least one hydrating botanical extract. Illustrative hydrating botanical extracts include guava ferment, snow mushroom ferment, rose water ferment, and ascorbyl glucoside. In certain embodiments, the compositions include 0.1 to 0.3 wt% guava ferment, 0.1 to 0.3 wt% snow mushroom ferment, 1 to 3 wt% rose water ferment, and 0.3 to 1 wt% ascorbyl glucoside, based on the total weight of the composition.

The skin care composition can include other active ingredients such as hyaluronic acid, niacinamide, ferments (guava, rose water, snow mushroom), caffeine, alpha-hydroxy acid, lotus japonicus fruit extract, schisandra chinensis fruit extract, caffeine, vitamins A, C and E, muscadine grape (vitus rotundifolia) extract (as described in U.S. Pat. Nos. 8,568,804, 9,173,916, which are incorporated here by reference), Chardonnay grape (vitus vinifera) extract (as described in U.S. Pat. No. 10,034,910, which is incorporated herein by reference herein), resveratrol, apple cell extract, panthenol, superoxide dismutase, beta-glucan, and retinyl palmitate.

In certain embodiments, the skin care composition is in the form of a serum.

Certain embodiments of the composition are for topical application targeting the face and neck. In one example, the face skin care composition includes the peptide blend (arginine and lysine mixture, acetyl hexapeptide-8, dipeptide diaminobutyroyl benzylamide diacetate, palmitoyl tripeptide- 1 , palmitoyl tripeptide-5, palmitoyl tripeptide-7, nonapeptide-8, and carnosine), the polyphenol blend (muscadine grape fruit extract, Chardonnay seed extract, and resveratrol), snow mushroom ferment and guava ferment.

Certain embodiments of the composition are for topical application targeting the skin region proximate to the eye. In one example, the eye skin care composition includes the peptide blend (arginine and lysine mixture, acetyl hexapeptide-8, dipeptide diaminobutyroyl benzylamide diacetate, palmitoyl tripeptide - 1, palmitoyl tripeptide-5, palmitoyl tripeptide-7, nonapeptide-8, and carnosine), the polyphenol blend (muscadine grape fruit extract, Chardonnay seed extract, and resveratrol), caffeine, and rose water ferment.

The composition can be topically applied so that it infuses into the skin. For example, the active ingredients of the skin care composition can enter the epidermis and penetrate deep into the dermis.

In certain embodiments, the compositions can be used in conjunction with a facial wand that includes an anti-microbial roller ball on a skin care composition application end of the wand, and an airless pump for delivering a desired amount of the skin care composition (see FIGS. 1A-1C and 2).

The anti-microbial roller ball applicator helps lift, sculpt, smooth, and define the contours of the face by supporting natural blood flow to the face and neck and supporting lymphatic flow to reduce face puffiness. The roller ball applicator also improves blood circulation leading to lifted and sculpted skin since rolling stimulates blood flow to the face which supports the delivery of oxygen and nutrients to the skin, which can promote healthy cell growth and repair. The roller ball applicator further diminishes puffiness and swelling. The wand can be pumped once to dispense a desired amount of the skin care composition. The wand is contacted with the skin (i.e., the roller ball is in contact with the skin) using medium pressure around the entire eye area, lifting up to and along the brow bone, under-eye area, and crow's feet, or the desired areas of face, neck and decolletage. In view of the many possible embodiments to which the principles of the disclosed compositions and methods may be applied, it should be recognized that the illustrated embodiments are only preferred examples and should not be taken as limiting the scope of the invention.

Claims

What is claimed is:

1. A skin care composition comprising (a) more than one peptide, wherein total weight of the peptides is 0.01 to 0.4 wt%, based on the total weight of the composition, (b) a decolorized muscadine grape pomace extract, (c) a water extract of Chardonnay grape seed, and (d) resveratrol.

2. The composition of claim 1, wherein the composition comprises the decolorized muscadine grape pomace extract at 0.0025% to 0.4 wt%, the water extract of Chardonnay grape seed at 0.006% to 0.1 wt%, and the resveratrol at 0.018% to 0.3% wt%, based on the total weight of the composition.

3. The composition of any of claims 1 or 2, wherein the peptides include arginine, lysine, acetyl hexapeptide-8, dipeptide diaminobutyroyl benzylamide diacetate, palmitoyl tripeptide-1, palmitoyl tripeptide-5, palmitoyl tripeptide-7, nonapeptide-8, and carnosine.

4. The composition of claim 3, wherein each peptide is present in an amount of 0.005 to 0.025 wt%, based on the total weight of the composition.

5. The composition of any one of claims 1 to 4, further comprising at least one botanical extract.

6. The composition of any one of claims 1 to 5, further comprising niacinamide.

7. The composition of any one of claims 1 to 6, further comprising hyaluronic acid.

8. A skin care composition comprising and arginine and lysine mixture, acetyl hexapeptide-8, dipeptide diaminobutyroyl benzylamide diacetate, palmitoyl tripeptide-1, palmitoyl tripeptide-5, palmitoyl tripeptide-7, nonapeptide-8, carnosine, muscadine grape fruit extract, Chardonnay seed extract, and resveratrol.

9. The composition of claim 8, further comprising snow mushroom ferment and guava ferment.

10. The composition of claim 8, further comprising caffeine and rose water ferment.

11. A skin care composition comprising and arginine and lysine mixture, acetyl hexapeptide-8, dipeptide diaminobutyroyl benzylamide diacetate, palmitoyl tripeptide-1, palmitoyl tripeptide-5, palmitoyl tripeptide-7, nonapeptide-8, carnosine, muscadine grape fruit extract, Chardonnay seed extract, resveratrol, vitamin A, vitamin C, vitamin E, superoxide dismutase, beta-glucan, Chardonnay seed extract, and retinyl palmitate.

12. The composition of claim 11, further comprising snow mushroom ferment and guava ferment.

13. The composition of claim 11, further comprising caffeine and rose water ferment.

14. The composition of any of any one of claims 1 to 13, wherein the composition is in the form of a serum.

15. A method comprising topically administering the composition of any one of claims 1 to 14 to human facial skin.

16. The method of claim 15, wherein the composition is administered via a facial wand.

17. A package comprising: a facial wand that includes a compartment; and contained within the compartment, the composition of any one of claims 1 to 14.

18. The package of claim 17, wherein the facial wand comprises a roller ball at one end of the facial wand.