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Methods of treating skin with aromatic skin-active ingredients

a technology of skin-active ingredients and aromatics, applied in the field of skin-active ingredients, can solve the problems of additional chemical ingredients and unpleasant odors of certain ingredients, and achieve the effects of reducing internal oxidation and/or external oxidative damage, reducing skin inflammation, and increasing collagen synthesis

Inactive Publication Date: 2009-08-06
MARY KAY INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0009]In one non-limiting aspect, there is disclosed a method of treating or preventing a skin condition comprising topically applying a composition that includes an aromatic skin-active ingredient on skin, wherein the topical application of the composition treats or prevents the skin condition. In certain embodiments, a cosmeceutically effective amount of the aromatic skin-active ingredient is applied on the skin. Non-limiting examples of a cosmeceutically effective amount include 0.005% to 2.0% by weight of the composition (note that other ranges are contemplated and disclosed throughout this specification). In certain non-limiting aspects, the aromatic skin-active ingredient can be selected from the group consisting of those identified in Table 1 below (e.g., 1,4-dioxacycloheptadecane-5,17-dione; (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one; 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)ethan-1-one; 1-(2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-2-yl)ethanone; 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethanone; 4-methyl-3-decen-5-ol; 2,6-dimethyl-5-heptenal; 3,3-dimethyl-5(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol; 3-hexen-1-ol (E) and (Z); methyl 3-oxo-2-pentylcyclopentanecarboxylate; 4-ethyl-3,7-dimethylocta-1,6-dien-3-ol; 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol; α-methyl-1,3-benzodioxole-5-propionaldehyde; 5-heptyldihydrofuran-2(3H)-one; 3-(4-isopropylphenyl)-2-methylpropanal; 2-methyldecanal; 2,4-nonadien-1-al; 2-dodecenal (E); 2,6-nonadien-1-al (trans, trans; trans, cis); 1-dodecanal; 4-tert-butylcyclohexyl acetate; methyl non-2-enoate; 1-methyl-3-(4-methylpent-3-enyl)cyclohex-3-enecarbaldehyde; 3a,4,5,6,7,7a-hexahydro-4,7-methano-1h-inden-5(or 6)-yl acetate; 3-(4-ethylphenyl)-2,2-dimethylpropanal; 3-(2-ethylphenyl)-2,2-dimethylpropanal; (Z)-4-methyl-3H-benzo[c][1,2]dioxepin-3-one; cis-2-hexenyl acetate; (Z)-2-(but-2-enyl)-3-methylcyclopent-2-enone; methyl 2,2-dimethyl-6-methylenecyclohexanecarboxylate; (Z)-5-(hydroxyimino)octan-3-one; (2,4,6-)trimethyl-3-cyclohexene-1-carboxaldehyde; (3,5,6-)trimethyl-3-cyclohexene-1-carboxaldehyde; 5-pentyldihydrofuran-2(3H)-one; cis-6-nonenal; ethyl 3-isopropylbicyclo[2.2.1]hept-5-ene-2-carboxylate; and 3,7-dimethyl-6-octen-1-yl acetate). The composition can include a single aromatic skin-active ingredient or any combination of aromatic skin active ingredients. By way of example, the composition can include at least 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30 of the aromatic skin-active ingredients, including any combination thereof. Non-limiting examples of skin conditions include pruritus, spider veins, lentigo, age spots, senile purpura, keratosis, melasma, blotches, fine lines or wrinkles, nodules, sun damaged skin, dermatitis (including, but not limited to seborrheic dermatitis, nummular dermatitis, contact dermatitis, atopic dermatitis, exfoliative dermatitis, perioral dermatitis, and stasis dermatitis), psoriasis, folliculitis, rosacea, acne, impetigo, erysipelas, erythrasma, eczema, and other inflammatory skin conditions. In certain non-limiting aspects, the skin condition can be caused by exposure to UV light, age, irradiation, chronic sun exposure, environmental pollutants, air pollution, wind, cold, heat, chemicals, disease pathologies, smoking, or lack of nutrition. The skin can be facial skin or non-facial skin (e.g., arms, legs, hands, chest, back, feet, etc.). The method can further comprise identifying a person in need of skin treatment. The person can be a male or female. The age of the person can be at least 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, or more years old, or any range derivable therein. In another aspect, the method can include topically applying an amount effective to: increase the stratum corneum turnover rate of the skin; increase collagen synthesis in fibroblasts; increase cellular anti-oxidant defense mechanisms (e.g., exogenous additions of anti-oxidants can bolster, replenish, or prevent the loss of cellular antioxidants such as catalase and glutathione in skin cells (e.g., keratinocytes, melanocytes, langerhans cells, etc.); inhibit melanin production in melanocytes; reduce or prevent oxidative damage to skin (including reducing the amount lipid peroxides and / or protein oxidation in the skin).
[0011]In certain embodiments, compositions of the present invention can decrease the amount of internal oxidation and / or external oxidative damage in a cell. In other aspects, the compositions can increase collagen synthesis in a cell. The compositions can also reduce skin inflammation, such as by reducing inflammatory cytokine production in a cell. Non-limiting examples of such cells include human epidermal keratinocyte, human fibroblast dermal cell, human melanocytes, three dimensional human cell-derived in vitro tissue equivalents comprising human keratinocytes, human fibroblasts, or human melanocytes, or any combination thereof (e.g., combination of human keratinocytes and human fibroblasts or a combination of human keratinocytes and human melanocytes).
[0012]Also disclosed is a method of lightening skin or evening skin tone comprising applying the compositions of the present invention to the skin. The method can further comprise identify a person in need of lightening skin or evening skin tone. The methods can further include inhibiting melanogenesis in a skin cell, inhibiting tyrosinase or tyrosinase synthesis in a skin cell, or inhibiting melanin transport to keratinocytes in a skin cell. The composition can act as an alpha melanin stimulatory hormone antagonist. The composition can even out pigmentation of the skin. In non-limiting aspect, lightening skin can include reducing the appearance of an age spot, a skin discoloration, or a freckle.
[0013]Also disclosed is a method of treating hyperpigmentation comprising applying the compositions of the present invention to the skin. The method can also comprise identifying a person in need of treating hyperpigmentation. Additional methods contemplated by the inventor include methods for reducing the appearance of an age spot, a skin discoloration, or a freckle, reducing or preventing the appearance of fine lines or wrinkles in skin, or increasing the firmness of skin.

Problems solved by technology

In the cosmetic industry, certain ingredients (both skin-active and non active ingredients) can have rather unpleasant odors.
Therefore, one of the problems associated with using malodorous skin-active ingredients is that additional chemical ingredients may have to be used to mask the unpleasant odors caused by the skin-active ingredient.

Method used

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  • Methods of treating skin with aromatic skin-active ingredients
  • Methods of treating skin with aromatic skin-active ingredients
  • Methods of treating skin with aromatic skin-active ingredients

Examples

Experimental program
Comparison scheme
Effect test

example 1

Efficacy Data for the Aromatic-Skin Active Ingredients

[0057]The following Tables 2-4 provide data confirming the efficacy of the aromatic skin-active ingredients identified in Table 1 above:

TABLE 2Aromatic Skin-ActiveCox-1Cox-2LOMMP3MMP9TNF-αIngredientInhibitionInhibitionInhibitionInhibitionInhibitionInhibition(alternate name)(0.020%)(0.001%)(0.1%)(0.001%)(0.001%)(0.01%)Aldehyde C-11−38.68%MOA2,4-nonadien-1-al−21.15%−23.75%−19.87%2-dodecenal (E)−24.98%Aldehyde C-12−27.64%LauricBeta Ionone−19.82%2,6-nonadien-1-al−11.42%−17.58%−45.58%−20.34%−32.53%Vertenex ® H.C.−18.50%−37.86%Neofolione−27.46%−53.90%Precyclemone B−25.09%Cyclacet−26.37%Melanol−20.45%Floralozone−33.20%Calone 1951−21.26%

TABLE 3Aromatic Skin-Active IngredientCox-2 InhibitionMMP9 Inhibition(alternate name)(0.001%)(0.01%)Leaf Acetate−22.04%Dihydro-jasmone−32.33%−37.47%Romascone ®−23.31%Iso E super−20.80%Stemone−22.31%Polysantol−36.09%4-methyl-3-decen-5-ol−28.09%Iso Cyclo Citral−31.58%−21.78%3-hexen-1-ol (E) and (Z)−23.56%−2...

example 2

Assays to Assess Efficacy

[0058]The following assays were used to obtain the results identified in Tables 2-4.

[0059]Antioxidant (AO) assay: An in vitro bioassay that measures the total anti-oxidant capacity of compounds. The assay relies on the ability of antioxidants in the sample to inhibit the oxidation of ABTS® (2,2′-azino-di-[3-ethylbenzthiazoline sulphonate]) to ABTS®•+ by metmyoglobin. The antioxidant system of living organisms includes enzymes such as superoxide dismutase, catalase, and glutathione peroxidase; macromolecules such as albumin, ceruloplasmin, and ferritin; and an array of small molecules, including ascorbic acid, α-tocopherol, β-carotene, reduced glutathione, uric acid, and bilirubin. The sum of endogenous and food-derived antioxidants represents the total antioxidant activity of the extracellular fluid. Cooperation of all the different antioxidants provides greater protection against attack by reactive oxygen or nitrogen radicals, than any single compound alone...

example 3

Compositions

[0068]Non-limiting examples of compositions of the present invention that can include an aromatic skin-active ingredient are described in Tables 5 and 6.

TABLE 5*Ingredient% Concentration (by weight)Phase AWater84.44Xanthum gum0.1M-paraben0.15P-paraben0.1Citric acid0.01Phase BCetyl alcohol4.0Glyceryl stearate + PEG 1004.0Octyl palmitate4.0Dimethicone1.0Tocopheryl acetate0.2Phase C**Aromatic Skin-Active2.0Ingredient(s)*Procedure for making composition: Sprinkle Xanthum gum in water and mix for 10 min. Subsequently, add all ingredients in phase A and heat to 70-75° C. Add all items in phase B to separate beaker and heat to 70-75° C. Mix phases A and B at 70-75° C. Continue mixing and allow composition to cool to 30° C. Subsequently, add phase C ingredient while mixing.**The aromatic skin-active ingredients identified throughout this specification can be incorporated into this composition. Additionally, any combination of such ingredients (including 2, 3, 4, 5, 6, 7, 8, 9, 1...

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Abstract

A method for treating skin, reducing oxidative damage to a skin cell, reducing lipoxygenase (LO) activity in a skin cell, reducing cyclooxygenase (COX) activity in a skin cell, reducing tumor necrosis factor alpha (TNF-α) in a skin cell, or reduction matrix metalloproteinase enzyme activity in a skin cell comprising contacting skin or a skin cell with an aromatic skin-active ingredient.

Description

CROSS REFERENCE TO RELATED APPLICATIONS[0001]This application claims the benefit of U.S. Provisional Application No. 61 / 025,631, filed Feb. 1, 2008, the contents of which are incorporated by reference.BACKGROUND OF THE INVENTION[0002]A. Field of the Invention[0003]The present invention relates generally to methods of treating skin. In particular, the present invention concerns topical skin care compositions that include ingredients found to have beneficial effect on skin.[0004]B. Description of Related Art[0005]In the cosmetic industry, certain ingredients (both skin-active and non active ingredients) can have rather unpleasant odors. Such ingredients include nitrogen-containing compounds, heterocyclic compounds, and sulfur-containing compounds. The end result is the production of cosmetic compositions that have foul odors.[0006]Odor neutralizing ingredients have been used to reduce or mask malodorous cosmetic compositions. The use of aromatic chemical compounds and blends of such c...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K31/357A61K31/12A61K31/045A61K31/11A61K31/351A61K31/34A61K31/215A61K31/121C12N5/00A61P17/00
CPCA61K8/33A61K8/34A61Q19/00A61K2800/522A61K31/365A61K31/35A61K31/045A61K8/342A61K8/35A61K8/37A61K8/4973A61K8/498A61K2300/00A61P17/00A61P29/00A61K8/49
Inventor WALKE, BOBGOMEZ, CRISTIFLORENCE, TIFFANY C.HINES, MICHELLE D.
Owner MARY KAY INC
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