US20140308376A1 - Cosmetic Compositions and Methods for Using Same to Improve the Aesthetic Appearance of Skin - Google Patents

Cosmetic Compositions and Methods for Using Same to Improve the Aesthetic Appearance of Skin Download PDF

Info

Publication number
US20140308376A1
US20140308376A1 US14/319,661 US201414319661A US2014308376A1 US 20140308376 A1 US20140308376 A1 US 20140308376A1 US 201414319661 A US201414319661 A US 201414319661A US 2014308376 A1 US2014308376 A1 US 2014308376A1
Authority
US
United States
Prior art keywords
skin
acid
aging
improvement
composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US14/319,661
Inventor
Harish Mahalingam
Christos D. Kyrou
Michael Traudt
Dmitri S. Ptchelintsev
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Avon Products Inc
Original Assignee
Avon Products Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US09/741,383 external-priority patent/US6562321B2/en
Application filed by Avon Products Inc filed Critical Avon Products Inc
Priority to US14/319,661 priority Critical patent/US20140308376A1/en
Publication of US20140308376A1 publication Critical patent/US20140308376A1/en
Assigned to CITIBANK, N.A. reassignment CITIBANK, N.A. SECURITY INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: AVON PRODUCTS, INC.
Assigned to AVON PRODUCTS, INC. reassignment AVON PRODUCTS, INC. RELEASE OF SECURITY INTEREST IN PATENTS Assignors: CITIBANK, N.A.
Abandoned legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C55/00Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
    • C07C55/02Dicarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • A61K31/194Carboxylic acids, e.g. valproic acid having two or more carboxyl groups, e.g. succinic, maleic or phthalic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/216Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/425Thiazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/74Synthetic polymeric materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/602Glycosides, e.g. rutin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations

Definitions

  • the present invention relates to compositions useful in treating hyperpigmentation and the various signs of dermatological aging in human skin.
  • the present invention also relates to cosmetic compositions and methods of using such compositions that improve the aesthetic appearance of skin.
  • the present invention relates to methods of applying the compositions to the skin to effect treatment and to improve the aesthetic appearance of skin, particularly, by providing anti-aging benefits to the skin.
  • Human skin color is determined primarily by the content of the pigment melanin in the basal epidermis layer.
  • Melanin is synthesized by the process of melanogenesis within melanocytes (pigment-producing cells). Melanin is deposited onto melanosomes, which are transferred to keratinocytes in the basal epidermal layer. Melanosomes present in these basal keratinocytes are the key determinants of skin color.
  • the keratinocytes leave the basal layer and undergo differentiation forming the cornified top layer of the skin. Once the keratinocytes leave the basal layer, the melanosomes lose their characteristic electron dense structure, and the load of melanin is carried to the surface of the skin by the differentiating keratinocytes.
  • the skin can become hyperpigmented when too much melanin concentrates at one area or portion of the skin due to the retention time of the melanosomes in the basal layer. Hyperpigmentation can also occur as a result of overexposure to the sun or other inflammatory stimuli. Hyperpigmentation can take the form of solar lentigines (age spots), ephilides (freckles), melasma, chloasma, and pigmented keratoses.
  • the prior art discloses ways to treat hyperpigmentation by application of skin lightening agents.
  • Representative skin lightening agents include hydroquinone and Vitamin C. Such agents typically lighten the skin by inhibiting the expression of tyrosinase enzymes involved in melanogenesis.
  • a reduction in ability to retain melanin would speed the transfer of the melasonomes to the keratinocytes and allow existing hyperpigmented portions of the skin to be lightened or de-pigmented faster than with conventional skin lightening agents, which act primarily to inhibit the formation of new melanin.
  • Such anti-aging active ingredients include, for example, a-hydroxy acids (e.g., lactic, glycolic, citric), b-hydroxy acids (e.g., salicylic; 5-n-octanoylsalicylic acids) and retinoids (retinoic acids; retinol). It is known that these anti-aging active ingredients have a significant disadvantage in that they frequently are associated with consumer discomfort characterized by burning, smarting, itching or sensation of tightness after application. There remains a general need in the cosmetics industry for products that retard or counter aging effects on the skin, and more specifically for products that produce such effects without undesirable side effects.
  • a-hydroxy acids e.g., lactic, glycolic, citric
  • b-hydroxy acids e.g., salicylic; 5-n-octanoylsalicylic acids
  • retinoids retinoic acids
  • a method and composition that comprises (a) a de-pigmenting agent or anti-aging agent in an amount effective to prevent, treat and/or ameliorate pigmentation or the various signs of aging at an area of skin to which it is applied, and (b) a cosmetically or pharmaceutically acceptable vehicle.
  • Suitable de-pigmenting agents include 3,3′-thiodipropionic acid, thiazolidine-2-carboxylic acid, Kaempferol-7-glucoside, perilla oil, and clofibrate and clofibrate analogs and/or derivatives, as well as those set forth below.
  • Suitable anti-aging agents include 3,3′-thiodipropionic acid and/or its derivatives.
  • the present invention provides for de-pigmenting compositions containing an effective amount of one or more depigmenting agents which, when applied to human skin, prevent, treat and/or ameliorate pigmentation at the area or portion of skin to which they are applied.
  • the compositions are effective at reducing or diminishing pigmented areas or portions of the skin such as age spots, freckles, melasma, chloasma, and pigmented keratoses.
  • the compositions are topically applied to the skin.
  • the present invention also provides for anti-aging compositions containing an effective amount of one or more ingredients which, when applied to human skin, prevent, treat and/or ameliorate the various signs of aging at the area or portion of skin to which they are applied.
  • the present invention provides anti-aging benefits to and improves the aesthetic appearance of the skin.
  • the present invention provides compositions and methods for treating skin to prevent, inhibit, reduce and/or ameliorate the signs of dermatological aging due to, for example, chronological aging, hormonal aging, and/or photoaging.
  • Such signs of aging include, but are not limited to skin fragility; loss of collagen and/or elastin; estrogen imbalance in skin; skin atrophy; appearance and/or depth of lines and/or wrinkles, including fine lines; skin discoloration, including dark eye circles; skin sagging; skin fatigue and/or stress, e.g. skin breakout due to environmental stress, such as pollution and/or temperature changes; skin dryness; skin flakiness; cellular aging; loss of skin tone, elasticity and/or luster; loss of skin firmness; poor skin texture; loss of skin elasticity and/or resiliency; and thin skin.
  • the benefits and improvements to the aesthetic appearance of skin can be manifested in any of the following: reduction in pore size; improvement in skin tone, radiance, clarity and/or tautness; promotion of anti-oxidant activity; improvement in skin firmness, plumpness, suppleness, and/or softness; improvement in procollagen and/or collagen production; improvement in skin texture and/or promotion of retexturization; improvement in skin barrier repair and/or function; improvement in appearance of skin contours; restoration of skin luster and/or brightness; replenishment of essential nutrients and/or constituents in the skin decreased by aging and/or menopause; improvement in communication among skin cells; increase in cell proliferation and/or multiplication; increase in skin cell metabolism decreased by aging and/or menopause; improvement in skin moisturization; promotion and/or acceleration of cell turnover; enhancement of skin thickness; increase in skin elasticity and/or resiliency; and enhancement of exfoliation, with or without the use of alpha or beta hydroxy acids, keto acids or other exfoliants.
  • a first embodiment of the present composition has a compound corresponding to the following Formula (I):
  • R 1 and R 2 are independently selected from the group of substituents consisting of hydrogen; alkyls, substituted or unsubstituted, branched or linear; alkenyls, substituted or unsubstituted, branched or linear, and having up to 5 double bonds; alkynyls, substituted or unsubstituted, branched or linear and having up to 5 triple bonds; aryls, substituted or unsubstituted; cycloalkyls, substituted and unsubstituted; and cycloalkenyls, substituted and unsubstituted.
  • Formula I compounds shall be referred to herein as either “de-pigmenting agents” or “anti-aging agents”.
  • the Formula I compound is 3,3′-thiodipropionic acid, wherein R 1 and R 2 are hydrogen.
  • R 3 and R 4 are defined the same as R 1 and R 2 in formula (I) above; in addition, R 3 can be an acyl group; wherein “n” is an integer from 1 to 4, preferably 1 to 3, and most preferably 1 to 2.
  • the de-pigmenting agent is perilla oil.
  • Perilla oil is derived from the seeds of the mint of the genus Perilla.
  • the de-pigmenting agent is clofibrate or a clofibrate analog or derivative.
  • Clofibrate is ethyl 2-(p-chlorophenoxy)isobutyrate, which corresponds to the following formula (IV):
  • a fifth embodiment of the present composition has a de-pigmenting agent corresponding to the following formula (III):
  • R 5 , R 6 , and R 7 are as defined as for R 1 and R 2 in formula (I) above.
  • the de-pigmenting agent of Formula III is kaempferol-7-glycoside wherein R 5 , R 6 and R 7 are hydrogen.
  • Kaempferol-7-glycoside is believed to reduce pigmentation by inhibiting tyrosinase but may also reduce pigmentation by alternate pathways.
  • the de-pigmenting agent is a combination of one or more of the above de-pigmenting agents.
  • the combination includes de-pigmenting agents that utilize different mechanisms of action.
  • a preferred combination includes kaempferol-7-glucoside and perilla oil or clofibrate (or a clofibrate analog or derivative).
  • the de-pigmenting agent is present in the composition at an amount effect to prevent, treat, or ameliorate pigmentation at the area or portion of skin to which it is applied.
  • the de-pigmenting agent is preferably present at about 0.0001 percentage by weight (wt %) to about 98 wt %, more preferably at about 0.001 wt % to about 30 wt %, and most preferably at about 0.05 wt % to about 10 wt % based on the total weight of the composition.
  • the composition is preferably applied to an affective area of skin for a period of time prevent, treat, or ameliorate pigmentation of the area of skin to which the composition is applied.
  • the amount of times per day and the period of time that the composition is to be applied to be effective will vary according to the percentage of active used in the composition, the additional ingredients in the composition (e.g., whether or not there is a penetration enhancer or additional depigmenting agents), as well as other factors known by those skilled in the art.
  • the anti-aging agent is present in the composition at an amount effect to prevent, treat, or ameliorate the various signs of aging in the area or portion of skin to which it is applied.
  • the anti-aging agent is preferably present at about 0.0001 percentage by weight (wt %) to about 98 wt %, more preferably at about 0.001 wt % to about 30 wt %, and most preferably at about 0.05 wt % to about 10 wt % based on the total weight of the composition.
  • the composition is preferably applied to an affective area of skin for a period of time to improve the aesthetic appearance of the area of skin to which the composition is applied.
  • the amount of times per day and the period of time that the composition is to be applied to be effective will vary according to the percentage of active used in the composition, the additional ingredients in the composition (e.g., whether or not there is a penetration enhancer or additional anti-agents), the targeted improvement as well as other factors known by those skilled in the art.
  • the present invention provides compositions and methods for treating skin to prevent, inhibit, reduce and/or ameliorate the signs of dermatological aging due to, for example, chronological aging, hormonal aging, and/or photoaging.
  • signs of aging include, but are not limited to skin fragility; loss of collagen and/or elastin; estrogen imbalance in skin; skin atrophy; appearance and/or depth of lines and/or wrinkles, including fine lines; skin discoloration, including dark eye circles; skin sagging; skin fatigue and/or stress, e.g.
  • the benefits and improvements to the aesthetic appearance of skin can be manifested in any of the following: reduction in pore size; improvement in skin tone, radiance, clarity and/or tautness; promotion of anti-oxidant activity; improvement in skin firmness, plumpness, suppleness, and/or softness; improvement in procollagen and/or collagen production; improvement in skin texture and/or promotion of retexturization; improvement in skin barrier repair and/or function; improvement in appearance of skin contours; restoration of skin luster and/or brightness; replenishment of essential nutrients and/or constituents in the skin decreased by aging and/or menopause; improvement in communication among skin cells; increase in cell proliferation and/or multiplication; increase in skin cell metabolism decreased by aging and/or menopause; improvement in skin moisturization; promotion and/or acceleration of cell turnover; enhancement of skin thickness; increase in skin elasticity and/or resiliency; and enhancement of exfoliation, with or without the use of alpha or beta hydroxy acids, keto acids or other exfoliants.
  • compositions on are preferably used in methods of improving, ameliorating or treating the following signs of aging skin: texture, clarity, pigmentation (mottled and/or discrete), fine wrinkles, coarse wrinkles, sallowness, laxness, sagging, turgor, undereye puffiness, and/or overall photodamage.
  • the Formula I compound is 3,3′-thiodipropionic acid and/or a derivative thereof.
  • the Formula I compound is 3,3′-thiodipropionic acid.
  • compositions of the present invention comprise a pharmaceutically and/or cosmetically acceptable vehicle to provide bulk and physical form.
  • vehicle is hypoallergenic, as allergens and other irritating agents exacerbate pigmentation.
  • Suitable vehicles include, but are not limited to, cetyl alcohol, ethanol, glycerin, myristyl palmitate, polyvinyl alcohol, propylene glycol, propanol, and water, and mixtures thereof.
  • the depigmenting/anti-aging agent is admixed with the vehicle(s) along with any other adjuvants or ingredients to form the topical composition.
  • the compositions of the present invention may also include actives in the form of liposomes.
  • the present composition may take any suitable form such as a solution, cream, serum, stick, patch, mask, towelette, lotion, emulsion, ointment or gel.
  • the present composition may optionally have one or more of the following ingredients: anesthetics, antiallergenics, antimicrobial agents, antiseptics, chelating agents, colorants, demulcents, emollients, emulsifiers, exfolients, fragrances, humectants, lubricants, moisturizers, preservatives, skin penetration enhancers, stabilizers, surfactants, thickeners, viscosity modifiers, vitamins, and mixtures thereof.
  • anesthetics antiallergenics, antimicrobial agents, antiseptics, chelating agents, colorants, demulcents, emollients, emulsifiers, exfolients, fragrances, humectants, lubricants, moisturizers, preservatives, skin penetration enhancers, stabilizers, surfactants, thickeners, viscosity modifiers, vitamins, and mixtures thereof.
  • the present invention may also include conventional cosmetic acitive agents, such as other conventional hypopigmenting agents, such as hydroquinone, ascorbic acid (Vitamin C) and/or licorice extract; retinoids, such as retinol or retinoic acid; anti-inflammatory agents, such as bisabolol, anti-acne agents, such as salicylic acid; exfoliants, such as alpha-hydroxy acids, beta-hydroxy acids, keto acids, oxa acids or oxa diacids (disclosed in U.S. Pat. Nos. 5,847,003 and 5,834,513); ascorbyl-phosphoryl-cholesterol (disclosed in U.S. Pat. No.
  • sunscreens such as oxybenzone, octyl methoxycinnamate, octyl salicylate, octocrylene, titanium dioxide, zinc oxide, butyl methoxydibenzoylmethane, methylene bis-benzotriazoylteramehtylbuthylphenol (MBBT), bis-ethylhexyl oxyphenol methoxyphenol triazine (BEMT); or anti-aging agents; or any combination thereof.
  • MBT methylene bis-benzotriazoylteramehtylbuthylphenol
  • BEMT bis-ethylhexyl oxyphenol methoxyphenol triazine
  • anti-aging agents or any combination thereof.
  • Preferred alpha-hydroxy acids include lactic acid, glycolic acid, or a mixture thereof.
  • the preferred oxa diacid is 3,6,9-trioxaundecanedioic acid.
  • Formula I compounds may be used to enhance the effectiveness of other skin care actives, such as those disclosed above and those skin care actives disclosed in U.S. Pat. No. 6,492,326 at col. 5, lines 9 through col. 20, line 50, which is incorporated herein by reference.
  • Ingredient wt % De-pigmenting agent or anti-aging agent 0.001 to 98 e.g. (3,3′-thiodipropionic acid) pH adjusting agent (e.g. ammonium 0.001 to 4 Humectants (e.g. glycols, glycerols) 0.5 to 15 Thickeners (e.g. gums, starches polymers) 0.1 to 4 Chelating Agents (e.g. EDTA) 0.001 to 0.5 Emollients (e.g. isopropyl myristate, fatty esters) 1 to 10 Silicones (cyclomethicone-pentamer) 0.1 to 15 Preservative (e.g.
  • Alcohols e.g. ethanol
  • Antioxidants e.g. vitamin E acetate
  • Anti-inflammatory e.g. bisabolol
  • Sunscreen e.g. titanium dioxide/benzophenone-3, 0.01 to 15 Butyl methoxydibenzoylmethane
  • Water q.s.
  • the preferred anti-aging agent is 3,3′-thiodipropionic acid.
  • the cosmetic composition includes at least one ingredient selected from the group consisting of: palmatoyl tetrapeptide-3 (available under the trade name RIGIN from Sederma, France), Gymnostemma pentaphyllum and/or an extract therefrom, Stenolama chusana and/or an extract therefrom, Morinda citrifolia and/or an extract therefrom, Butea frondosa and/or an extract therefrom, Luteoline 7-beta-glucoside, Chlorosalicylic Acid, Naringi crenulata and/or an extract therefrom, Methylthioadenosine, Ferutinin, Ilex purpurea and/or an extract

Abstract

The present invention relates to compositions useful in treating hyperpigmentation and the various signs of dermatological aging in human skin. The present invention also relates to cosmetic compositions and methods of using such compositions that improve the aesthetic appearance of skin. Further, the present invention relates to methods of applying the compositions to the skin to effect treatment and to improve the aesthetic appearance of skin, particularly, by providing anti-aging benefits to the skin.

Description

    RELATED APPLICATIONS
  • This is a continuation application that claims priority to, and the benefit of, each of the following three applications: co-pending U.S. Ser. No. 13/584,136, filed Aug. 13, 2012; which is a continuation of U.S. Ser. No. 10/436,310, filed May 12, 2003; which is a continuation-in-part application that claims priority to, and the benefit of U.S. Ser. No. 09/741,383, filed Dec. 20, 2000. The contents of each of the three aforementioned applications are hereby incorporated by reference in their entirety.
  • BACKGROUND OF THE INVENTION
  • 1. Field of the Invention
  • The present invention relates to compositions useful in treating hyperpigmentation and the various signs of dermatological aging in human skin. The present invention also relates to cosmetic compositions and methods of using such compositions that improve the aesthetic appearance of skin. Further, the present invention relates to methods of applying the compositions to the skin to effect treatment and to improve the aesthetic appearance of skin, particularly, by providing anti-aging benefits to the skin.
  • 2. Description of the Prior Art
  • Human skin color is determined primarily by the content of the pigment melanin in the basal epidermis layer. Melanin is synthesized by the process of melanogenesis within melanocytes (pigment-producing cells). Melanin is deposited onto melanosomes, which are transferred to keratinocytes in the basal epidermal layer. Melanosomes present in these basal keratinocytes are the key determinants of skin color. The keratinocytes leave the basal layer and undergo differentiation forming the cornified top layer of the skin. Once the keratinocytes leave the basal layer, the melanosomes lose their characteristic electron dense structure, and the load of melanin is carried to the surface of the skin by the differentiating keratinocytes.
  • The skin can become hyperpigmented when too much melanin concentrates at one area or portion of the skin due to the retention time of the melanosomes in the basal layer. Hyperpigmentation can also occur as a result of overexposure to the sun or other inflammatory stimuli. Hyperpigmentation can take the form of solar lentigines (age spots), ephilides (freckles), melasma, chloasma, and pigmented keratoses.
  • The prior art discloses ways to treat hyperpigmentation by application of skin lightening agents. Representative skin lightening agents include hydroquinone and Vitamin C. Such agents typically lighten the skin by inhibiting the expression of tyrosinase enzymes involved in melanogenesis.
  • It would be desirable to have a way to treat hyperpigmentation by application of agents that reduce the ability of epidermal cells to retain melanin. A reduction in ability to retain melanin would speed the transfer of the melasonomes to the keratinocytes and allow existing hyperpigmented portions of the skin to be lightened or de-pigmented faster than with conventional skin lightening agents, which act primarily to inhibit the formation of new melanin.
  • There is active contemporary interest in the cosmetics industry to develop products that may be applied topically to the skin that provide anti-aging, hydrating, and/or skin texturizing benefits. Cosmetic products, which enhance the appearance of skin, are increasingly in demand. Consumers are interested in mitigating or delaying the signs of aged or photo-aged skin, such as fine lines, wrinkles, drying, and sagging skin. During the aging process, the complexion of the skin, i.e., the color and appearance of the skin, deteriorates slowly from aging and/or exposure to sunlight. Cosmetic surgery can be used as a treatment for aged skin. However, such treatment is costly and carries the risks normally associated with anesthesia and surgery. Alternatively, cosmetic products that provide anti-aging benefits are highly desirable, to both manufacturers and consumers.
  • The number of cosmetic products directed to help the skin of consumers look younger and less wrinkled is steadily increasing. Commonly, such products contain exfoliating acids as active ingredients. Such anti-aging active ingredients include, for example, a-hydroxy acids (e.g., lactic, glycolic, citric), b-hydroxy acids (e.g., salicylic; 5-n-octanoylsalicylic acids) and retinoids (retinoic acids; retinol). It is known that these anti-aging active ingredients have a significant disadvantage in that they frequently are associated with consumer discomfort characterized by burning, smarting, itching or sensation of tightness after application. There remains a general need in the cosmetics industry for products that retard or counter aging effects on the skin, and more specifically for products that produce such effects without undesirable side effects.
  • Also, in spite of the various anti-aging cosmetic products on the market for the treatment of skin, there remains a need for effective anti-aging compositions that can be applied topically to the skin. More particularly, there remains a need for topically applied cosmetic compositions that have anti-aging and skin texture benefits.
  • SUMMARY OF THE INVENTION
  • It is an object of the present invention to provide a composition and method for treating, preventing and/or ameliorating hyperpigmentation of human skin.
  • It is a further object of the present invention to provide a composition and method for treating, preventing and/or ameliorating the signs of dermatological aging of human skin.
  • It is yet a further object of the present invention to provide cosmetic compositions and methods of using such cosmetic compositions that improve the aesthetic appearance of skin and remediate the effects of aging skin and signs of aging on skin.
  • It is still another object of the present invention to provide such a composition and method that has one or more agents that decrease the retention time of melanosomes at the basal layer. This is achieved by inhibiting the ability of epidermal cells to retain or uptake melanin/melanosomes and/or increase the rate of transport of basal keratinocytes to the surface of the skin.
  • These and other objects of the present invention are achieved by a method and composition that comprises (a) a de-pigmenting agent or anti-aging agent in an amount effective to prevent, treat and/or ameliorate pigmentation or the various signs of aging at an area of skin to which it is applied, and (b) a cosmetically or pharmaceutically acceptable vehicle. Suitable de-pigmenting agents include 3,3′-thiodipropionic acid, thiazolidine-2-carboxylic acid, Kaempferol-7-glucoside, perilla oil, and clofibrate and clofibrate analogs and/or derivatives, as well as those set forth below. Suitable anti-aging agents include 3,3′-thiodipropionic acid and/or its derivatives.
  • DETAILED DESCRIPTION OF THE INVENTION
  • The present invention provides for de-pigmenting compositions containing an effective amount of one or more depigmenting agents which, when applied to human skin, prevent, treat and/or ameliorate pigmentation at the area or portion of skin to which they are applied. The compositions are effective at reducing or diminishing pigmented areas or portions of the skin such as age spots, freckles, melasma, chloasma, and pigmented keratoses. The compositions are topically applied to the skin.
  • The present invention also provides for anti-aging compositions containing an effective amount of one or more ingredients which, when applied to human skin, prevent, treat and/or ameliorate the various signs of aging at the area or portion of skin to which they are applied. The present invention provides anti-aging benefits to and improves the aesthetic appearance of the skin. In particular, the present invention provides compositions and methods for treating skin to prevent, inhibit, reduce and/or ameliorate the signs of dermatological aging due to, for example, chronological aging, hormonal aging, and/or photoaging. Such signs of aging include, but are not limited to skin fragility; loss of collagen and/or elastin; estrogen imbalance in skin; skin atrophy; appearance and/or depth of lines and/or wrinkles, including fine lines; skin discoloration, including dark eye circles; skin sagging; skin fatigue and/or stress, e.g. skin breakout due to environmental stress, such as pollution and/or temperature changes; skin dryness; skin flakiness; cellular aging; loss of skin tone, elasticity and/or luster; loss of skin firmness; poor skin texture; loss of skin elasticity and/or resiliency; and thin skin.
  • The benefits and improvements to the aesthetic appearance of skin can be manifested in any of the following: reduction in pore size; improvement in skin tone, radiance, clarity and/or tautness; promotion of anti-oxidant activity; improvement in skin firmness, plumpness, suppleness, and/or softness; improvement in procollagen and/or collagen production; improvement in skin texture and/or promotion of retexturization; improvement in skin barrier repair and/or function; improvement in appearance of skin contours; restoration of skin luster and/or brightness; replenishment of essential nutrients and/or constituents in the skin decreased by aging and/or menopause; improvement in communication among skin cells; increase in cell proliferation and/or multiplication; increase in skin cell metabolism decreased by aging and/or menopause; improvement in skin moisturization; promotion and/or acceleration of cell turnover; enhancement of skin thickness; increase in skin elasticity and/or resiliency; and enhancement of exfoliation, with or without the use of alpha or beta hydroxy acids, keto acids or other exfoliants.
  • A first embodiment of the present composition has a compound corresponding to the following Formula (I):
  • Figure US20140308376A1-20141016-C00001
  • wherein R1 and R2 are independently selected from the group of substituents consisting of hydrogen; alkyls, substituted or unsubstituted, branched or linear; alkenyls, substituted or unsubstituted, branched or linear, and having up to 5 double bonds; alkynyls, substituted or unsubstituted, branched or linear and having up to 5 triple bonds; aryls, substituted or unsubstituted; cycloalkyls, substituted and unsubstituted; and cycloalkenyls, substituted and unsubstituted. Formula I compounds shall be referred to herein as either “de-pigmenting agents” or “anti-aging agents”.
  • Preferably, the Formula I compound is 3,3′-thiodipropionic acid, wherein R1 and R2 are hydrogen.
  • A second embodiment of the present composition has a de-pigmenting agent corresponding to formula II:
  • Figure US20140308376A1-20141016-C00002
  • wherein R3 and R4 are defined the same as R1 and R2 in formula (I) above; in addition, R3 can be an acyl group; wherein “n” is an integer from 1 to 4, preferably 1 to 3, and most preferably 1 to 2.
  • Preferably, the de-pigmenting composition of Formula II is thiazolidine-2-carboxylic acid, wherein R3 and R4 are hydrogen and n=1.
  • In a third embodiment of the present composition, the de-pigmenting agent is perilla oil. Perilla oil is derived from the seeds of the mint of the genus Perilla.
  • In a fourth embodiment of the present composition, the de-pigmenting agent is clofibrate or a clofibrate analog or derivative. Clofibrate is ethyl 2-(p-chlorophenoxy)isobutyrate, which corresponds to the following formula (IV):
  • Figure US20140308376A1-20141016-C00003
  • A fifth embodiment of the present composition has a de-pigmenting agent corresponding to the following formula (III):
  • Figure US20140308376A1-20141016-C00004
  • wherein R5, R6, and R7 are as defined as for R1 and R2 in formula (I) above.
  • Preferably, the de-pigmenting agent of Formula III is kaempferol-7-glycoside wherein R5, R6 and R7 are hydrogen. Kaempferol-7-glycoside is believed to reduce pigmentation by inhibiting tyrosinase but may also reduce pigmentation by alternate pathways.
  • In a sixth embodiment of the present invention, the de-pigmenting agent is a combination of one or more of the above de-pigmenting agents. Preferably, the combination includes de-pigmenting agents that utilize different mechanisms of action. A preferred combination includes kaempferol-7-glucoside and perilla oil or clofibrate (or a clofibrate analog or derivative).
  • The de-pigmenting agent is present in the composition at an amount effect to prevent, treat, or ameliorate pigmentation at the area or portion of skin to which it is applied. The de-pigmenting agent is preferably present at about 0.0001 percentage by weight (wt %) to about 98 wt %, more preferably at about 0.001 wt % to about 30 wt %, and most preferably at about 0.05 wt % to about 10 wt % based on the total weight of the composition. The composition is preferably applied to an affective area of skin for a period of time prevent, treat, or ameliorate pigmentation of the area of skin to which the composition is applied. As can be understood by those in the art, the amount of times per day and the period of time that the composition is to be applied to be effective will vary according to the percentage of active used in the composition, the additional ingredients in the composition (e.g., whether or not there is a penetration enhancer or additional depigmenting agents), as well as other factors known by those skilled in the art.
  • The anti-aging agent is present in the composition at an amount effect to prevent, treat, or ameliorate the various signs of aging in the area or portion of skin to which it is applied. The anti-aging agent is preferably present at about 0.0001 percentage by weight (wt %) to about 98 wt %, more preferably at about 0.001 wt % to about 30 wt %, and most preferably at about 0.05 wt % to about 10 wt % based on the total weight of the composition. The composition is preferably applied to an affective area of skin for a period of time to improve the aesthetic appearance of the area of skin to which the composition is applied. As can be understood by those in the art, the amount of times per day and the period of time that the composition is to be applied to be effective will vary according to the percentage of active used in the composition, the additional ingredients in the composition (e.g., whether or not there is a penetration enhancer or additional anti-agents), the targeted improvement as well as other factors known by those skilled in the art.
  • In particular, the present invention provides compositions and methods for treating skin to prevent, inhibit, reduce and/or ameliorate the signs of dermatological aging due to, for example, chronological aging, hormonal aging, and/or photoaging. Such signs of aging include, but are not limited to skin fragility; loss of collagen and/or elastin; estrogen imbalance in skin; skin atrophy; appearance and/or depth of lines and/or wrinkles, including fine lines; skin discoloration, including dark eye circles; skin sagging; skin fatigue and/or stress, e.g. skin breakout due to environmental stress, such as pollution and/or temperature changes; skin dryness; skin flakiness; cellular aging; loss of skin tone, elasticity and/or luster; loss of skin firmness; poor skin texture; loss of skin elasticity and/or resiliency; and thin skin.
  • The benefits and improvements to the aesthetic appearance of skin can be manifested in any of the following: reduction in pore size; improvement in skin tone, radiance, clarity and/or tautness; promotion of anti-oxidant activity; improvement in skin firmness, plumpness, suppleness, and/or softness; improvement in procollagen and/or collagen production; improvement in skin texture and/or promotion of retexturization; improvement in skin barrier repair and/or function; improvement in appearance of skin contours; restoration of skin luster and/or brightness; replenishment of essential nutrients and/or constituents in the skin decreased by aging and/or menopause; improvement in communication among skin cells; increase in cell proliferation and/or multiplication; increase in skin cell metabolism decreased by aging and/or menopause; improvement in skin moisturization; promotion and/or acceleration of cell turnover; enhancement of skin thickness; increase in skin elasticity and/or resiliency; and enhancement of exfoliation, with or without the use of alpha or beta hydroxy acids, keto acids or other exfoliants.
  • When a composition according to the present invention includes a Formula I compound, the compositions on are preferably used in methods of improving, ameliorating or treating the following signs of aging skin: texture, clarity, pigmentation (mottled and/or discrete), fine wrinkles, coarse wrinkles, sallowness, laxness, sagging, turgor, undereye puffiness, and/or overall photodamage. Preferably, the Formula I compound is 3,3′-thiodipropionic acid and/or a derivative thereof. Most preferably, the Formula I compound is 3,3′-thiodipropionic acid.
  • The compositions of the present invention comprise a pharmaceutically and/or cosmetically acceptable vehicle to provide bulk and physical form. Preferably, the vehicle is hypoallergenic, as allergens and other irritating agents exacerbate pigmentation. Suitable vehicles include, but are not limited to, cetyl alcohol, ethanol, glycerin, myristyl palmitate, polyvinyl alcohol, propylene glycol, propanol, and water, and mixtures thereof. The depigmenting/anti-aging agent is admixed with the vehicle(s) along with any other adjuvants or ingredients to form the topical composition. The compositions of the present invention may also include actives in the form of liposomes.
  • The present composition may take any suitable form such as a solution, cream, serum, stick, patch, mask, towelette, lotion, emulsion, ointment or gel.
  • The present composition may optionally have one or more of the following ingredients: anesthetics, antiallergenics, antimicrobial agents, antiseptics, chelating agents, colorants, demulcents, emollients, emulsifiers, exfolients, fragrances, humectants, lubricants, moisturizers, preservatives, skin penetration enhancers, stabilizers, surfactants, thickeners, viscosity modifiers, vitamins, and mixtures thereof.
  • The present invention may also include conventional cosmetic acitive agents, such as other conventional hypopigmenting agents, such as hydroquinone, ascorbic acid (Vitamin C) and/or licorice extract; retinoids, such as retinol or retinoic acid; anti-inflammatory agents, such as bisabolol, anti-acne agents, such as salicylic acid; exfoliants, such as alpha-hydroxy acids, beta-hydroxy acids, keto acids, oxa acids or oxa diacids (disclosed in U.S. Pat. Nos. 5,847,003 and 5,834,513); ascorbyl-phosphoryl-cholesterol (disclosed in U.S. Pat. No. 5,866,147); sunscreens, such as oxybenzone, octyl methoxycinnamate, octyl salicylate, octocrylene, titanium dioxide, zinc oxide, butyl methoxydibenzoylmethane, methylene bis-benzotriazoylteramehtylbuthylphenol (MBBT), bis-ethylhexyl oxyphenol methoxyphenol triazine (BEMT); or anti-aging agents; or any combination thereof. When conventional hypopigmenting agents are included in a composition of the present invention, it is preferred that the hypopigmenting agent has a mechanism of action that complements the mechanism of action of the depigmenting agent of the present invention. Preferred alpha-hydroxy acids include lactic acid, glycolic acid, or a mixture thereof. The preferred oxa diacid is 3,6,9-trioxaundecanedioic acid.
  • Formula I compounds, preferably 3,3′-thiodipropionic acid, may be used to enhance the effectiveness of other skin care actives, such as those disclosed above and those skin care actives disclosed in U.S. Pat. No. 6,492,326 at col. 5, lines 9 through col. 20, line 50, which is incorporated herein by reference.
  • EXAMPLE
  • Ingredient wt %
    De-pigmenting agent or anti-aging agent 0.001 to 98
    e.g. (3,3′-thiodipropionic acid)
    pH adjusting agent (e.g. ammonium 0.001 to 4
    Humectants (e.g. glycols, glycerols) 0.5 to 15
    Thickeners (e.g. gums, starches polymers) 0.1 to 4
    Chelating Agents (e.g. EDTA) 0.001 to 0.5
    Emollients (e.g. isopropyl myristate, fatty esters) 1 to 10
    Silicones (cyclomethicone-pentamer) 0.1 to 15
    Preservative (e.g. parabens) 0.01 to 2
    Alcohols (e.g. ethanol) 0 to 10
    Antioxidants (e.g. vitamin E acetate) 0.01 to 5
    Anti-inflammatory (e.g. bisabolol) 0.01 to 10
    Sunscreen (e.g. titanium dioxide/benzophenone-3, 0.01 to 15
    Butyl methoxydibenzoylmethane)
    Water q.s.
  • When the compositions of the present invention are used to improve the aesthetic appearance of skin or to improve, ameliorate and/or treat the signs of aging skin, the preferred anti-aging agent is 3,3′-thiodipropionic acid. It is more preferred that in addition to 3,3′-thiodipropionic acid, the cosmetic composition includes at least one ingredient selected from the group consisting of: palmatoyl tetrapeptide-3 (available under the trade name RIGIN from Sederma, France), Gymnostemma pentaphyllum and/or an extract therefrom, Stenolama chusana and/or an extract therefrom, Morinda citrifolia and/or an extract therefrom, Butea frondosa and/or an extract therefrom, Luteoline 7-beta-glucoside, Chlorosalicylic Acid, Naringi crenulata and/or an extract therefrom, Methylthioadenosine, Ferutinin, Ilex purpurea and/or an extract therefrom, Asmunda japonica and/or an extract therefrom, Rhapontin, Uncaria gambir and/or an extract therefrom, lopanic acid, Ellagic acid, 2,4,6,3,4-pentahydroxychalcone, Ligusticum chianxiong or an extract therefrom, Azadirachta indica (Neem) and/or an extract therefrom, Aframomum melegueata and/or an extract therefrom, 2′amino 4,5-methyl thiazole, or any combination thereof. More preferably, the cosmetic composition contains at least two ingredients selected from the foregoing group.
  • The present invention having been described with particular reference to the preferred forms thereof, it will be obvious that various changes and modifications may be made herein without departing from the spirit and scope of the invention as defined in the appended claims. As used herein, singular can mean plural.

Claims (18)

What is claimed is:
1. A cosmetic composition comprising:
a compound according to Formula (I):
Figure US20140308376A1-20141016-C00005
wherein R1 and R2 are independently selected from the group of substituents consisting of hydrogen; alkyls, substituted or unsubstituted, branched or linear; alkenyls, substituted or unsubstituted, branched or linear, and having up to 5 double bonds; alkynyls, substituted or unsubstituted, branched or linear and having up to 5 triple bonds; aryls, substituted or unsubstituted; cycloalkyls, substituted and unsubstituted; and cycloalkenyls, substituted and unsubstituted, and wherein the Formula I compound is present in an amount effective to improve the aesthetic appearance of skin.
2. The composition of claim 1, wherein the Formula I compound is present from about 0.0001 wt % to about 98 wt % based on the total weight of the composition.
3. The composition of claim 1, wherein the Formula I compound is present from about 0.001 wt % to about 30 wt % based on the total weight of the composition.
4. The cosmetic composition of claim 1, wherein the Formula I compound is 3,3′-thiodipropionic acid.
5. The cosmetic composition of claim 1, further comprising an ingredient selected from the group consisting of hydroquinone, ascorbic acid, licorice extract, retinoid, bisabolol, salicylic acid, an oxa acid, oxa diacid, an alpha hydroxy acid, a beta hydroxy acid, a keto acid, and any combination thereof.
6. The cosmetic composition of claim 5, wherein the ingredient is selected from the group consisting of: lactic acid, glycolic acid, 3,6,9-trioxaundecanedioic acid, and any combination thereof.
7. The cosmetic composition of claim 1, further comprising an ingredient selected from the group consisting of palmatoyl tetrapeptide-3, Gymnostemma pentaphyllum and/or an extract therefrom, Stenolama chusana and/or an extract therefrom, Morinda citrifolia and/or an extract therefrom, Butea frondosa and/or an extract therefrom, Luteoline 7-beta-glucoside, chlorosalicylic Acid, Naringi crenulata and/or an extract therefrom, methylthioadenosine, ferutinin, Ilex purpurea and/or an extract therefrom, Asmunda japonica and/or an extract therefrom, rhapontin, Uncaria gambir and/or an extract therefrom, iopanic acid, ellagic acid, 2,4,6,3,4-pentahydroxychalcone, Ligusticum chianxiong or an extract therefrom, Azadirachta indica (Neem) and/or an extract therefrom, Aframomum melegueata and/or an extract therefrom, 2′amino 4,5-methyl thiazole, or any combination thereof.
8. A method for improving the aesthetic appearance of skin comprising topically applying to the skin a cosmetically effective amount of the composition according to claim 1.
9. The method of claim 8, wherein the Formula I compound is 3,3′-thiodipropionic acid.
10. The method of claim 8, wherein the improvements are one or more improvements selected from the group consisting of: reduction in dermotological signs of chronological aging, hormonal aging and/or photoaging; reduction in skin fragility; reduction in pore size; prevention and/or reversal of loss of collagen and/or elastin; ameliorating the effects of estrogen imbalance on skin; prevention of skin atrophy; prevention and/or reduction in appearance and/or depth of lines and/or wrinkles; prevention, reduction and/or treatment of hyperpigmentation; improvement in skin tone, radiance, clarity and/or tautness; prevention, reduction, and/or amelioration of skin sagging; promotion of anti-oxidant activity; improvement in skin firmness, plumpness, suppleness and/or softness; improvement in procollagen and/or collagen production; improvement in skin texture and/or promotion of retexturization; improvement in skin barrier repair and/or function; improvement in appearance of skin contours; restoration of skin luster and/or brightness; minimization of dermatological signs of fatigue and/or stress; resistance to environmental stress; replenishment of essential nutrient and/or constituents of in the skin decreased by aging and/or menopause; improvement in communication among skin cells; increase in cell proliferation and/or multiplication; increase in skin cell metabolism decreased by aging and/or menopause; retardation of cellular aging; inhibition of enzymes in the skin that accelerate aging of skin cells; minimization of skin dryness and/or improvement in skin moisturization; minimization of skin discoloration; promotion and/or acceleration of cell turnover; enhancement of skin thickness; increase in skin elasticity and/or resiliency; and enhancement of exfoliation.
11. The method of claim 8, wherein the improvements are one or more improvements selected from the group consisting of; reduction in dermatological signs of chronological aging, hormonal aging and photo aging; prevention and/or reduction in appearance and/or depth of lines and/or wrinkles; improvement in skin tone, radiance, clarity and/or tautness; improvement in skin firmness, plumpness, suppleness, and/or softness; and improvement in skin texture and/or promotion of retexturization.
12. The method of claim 8, wherein the improvements are one or more improvements selected from the group consisting of minimization of dermatological signs of fatigue and/or stress; resistance to environmental stress; improvement in procollagen and/or collagen production; prevention and/or reversal of loss of collagen and/or elastin; minimization of skin dryness and/or improvement in skin moisturization; enhancement of skin thickness; increase in skin elasticity and/or resiliency; ameliorating the effects of estrogen imbalance in the skin; and enhancement of exfoliation.
13. A method of treating skin comprising topically applying to the skin the composition of claim 1 in an amount effective to prevent, ameliorate, inhibit and/or reduce signs of dermatological aging.
14. The method of claim 13, wherein the Formula I compound is 3,3′-thiodipropionic acid.
15. The method of claim 13, wherein the signs of aging are skin fragility; loss of collagen and/or elastin; estrogen imbalance in skin; skin atrophy; appearance and/or depth of lines and wrinkles; skin discoloration; skin sagging; skin fatigue and/or stress; skin dryness; skin flakiness; cellular aging; loss of skin tone, clarity and/or luster; loss of skin firmness; poor skin texture; loss of skin elasticity and/or resiliency; and thin skin.
16. A topical composition, comprising:
a) a first compound according to Formula I:
Figure US20140308376A1-20141016-C00006
and:
(b) a second compound selected from the group consisting of:
(ii)
Figure US20140308376A1-20141016-C00007
wherein n is an integer from 1 to 4;
(iii)
Figure US20140308376A1-20141016-C00008
(iv) perilla oil;
(v) clofibrate or an analog/derivative thereof; and
(vi) any combination thereof; and
c) a vehicle,
wherein the de-pigmenting agent is present in an amount effective to prevent, ameliorate or treat the hyperpigmentation of the skin.
17. The composition of claim 16, further comprising an ingredient selected from the group consisting of hydroquinone, ascorbic acid, licorice extract, retinoid, bisabolol, salicylic acid, an oxa acid, oxa diacid, an alpha hydroxy acid, a beta hydroxy acid, a keto acid, and any combination thereof.
18. The composition of claim 17, wherein the ingredient is selected from the group consisting of: lactic acid, glycolic acid, 3,6,9-trioxaundecanedioic acid, and any combination thereof.
US14/319,661 2000-12-20 2014-06-30 Cosmetic Compositions and Methods for Using Same to Improve the Aesthetic Appearance of Skin Abandoned US20140308376A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US14/319,661 US20140308376A1 (en) 2000-12-20 2014-06-30 Cosmetic Compositions and Methods for Using Same to Improve the Aesthetic Appearance of Skin

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US09/741,383 US6562321B2 (en) 2000-12-20 2000-12-20 Compositions and methods for treating hyperpigmentation
US10/436,310 US20040067245A1 (en) 2000-12-20 2003-05-12 Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin
US13/584,136 US8808765B2 (en) 2003-05-12 2012-08-13 Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin
US14/319,661 US20140308376A1 (en) 2000-12-20 2014-06-30 Cosmetic Compositions and Methods for Using Same to Improve the Aesthetic Appearance of Skin

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
US13/584,136 Continuation US8808765B2 (en) 2000-12-20 2012-08-13 Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin

Publications (1)

Publication Number Publication Date
US20140308376A1 true US20140308376A1 (en) 2014-10-16

Family

ID=33449708

Family Applications (3)

Application Number Title Priority Date Filing Date
US10/436,310 Abandoned US20040067245A1 (en) 2000-12-20 2003-05-12 Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin
US13/584,136 Expired - Lifetime US8808765B2 (en) 2000-12-20 2012-08-13 Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin
US14/319,661 Abandoned US20140308376A1 (en) 2000-12-20 2014-06-30 Cosmetic Compositions and Methods for Using Same to Improve the Aesthetic Appearance of Skin

Family Applications Before (2)

Application Number Title Priority Date Filing Date
US10/436,310 Abandoned US20040067245A1 (en) 2000-12-20 2003-05-12 Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin
US13/584,136 Expired - Lifetime US8808765B2 (en) 2000-12-20 2012-08-13 Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin

Country Status (13)

Country Link
US (3) US20040067245A1 (en)
EP (2) EP1622579B1 (en)
JP (2) JP2006514997A (en)
CN (1) CN1697645A (en)
AT (1) ATE503454T1 (en)
AU (1) AU2004238316B9 (en)
BR (1) BRPI0403036B1 (en)
CA (1) CA2477748C (en)
DE (1) DE602004032018D1 (en)
MX (1) MX282977B (en)
PL (1) PL1622579T3 (en)
TW (1) TWI280139B (en)
WO (1) WO2004100889A2 (en)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3176658D1 (en) * 1981-12-10 1988-03-31 Revlon Process for making metallic leafing pigments
US7189419B2 (en) * 2002-12-17 2007-03-13 Avon Products, Inc. Use of active extracts to lighten skin, lips, hair, and/or nails
US20050136028A1 (en) * 2003-12-19 2005-06-23 Dmitri Ptchelintsev Cosmetic compositions having extracts of Amomum melegueta and methods of treating skin
US20070259057A1 (en) * 2004-08-30 2007-11-08 Kao Corporation Wrinkle Reduction Agent, Lipolysis Accelerator, Composition for External Use on Skin, and Food or Beverage Composition
CN101076254B (en) * 2004-12-22 2012-10-31 雅芳产品公司 Method and composition for reducing the appearance of wrinkles
FR2902324B1 (en) * 2006-06-20 2009-04-03 Oreal USE OF ELLAGIC ACID FOR THE TREATMENT OF CANITIA
JPWO2008018133A1 (en) * 2006-08-10 2009-12-24 株式会社ノエビア Moisturizer, cell activator, whitening agent, neutral fat accumulation inhibitor, antioxidant, and external preparation for skin
EP1902756A1 (en) * 2006-09-19 2008-03-26 Cognis IP Management GmbH Composition and method for treating skin by administering silybin and piperine/terahydropiperine
EP1902755A1 (en) * 2006-09-19 2008-03-26 Cognis IP Management GmbH Cosmetic compositions decreasing GM-CSF release induced by nickel salts
WO2008151890A1 (en) * 2007-06-11 2008-12-18 Chanel Parfums Beaute Use of active agents for stimulating the expression of fn3k and/or fn3k rp for combating ageing of the skin
JP2011520768A (en) * 2007-06-11 2011-07-21 シャネル パフュームズ ビューテ Cosmetic use of an active agent for stimulating the expression of FN3K and / or FN3KRP for improving the barrier function of the skin
CA2739523A1 (en) 2007-10-01 2009-04-09 The University Of British Columbia Treatment of dissection, aneurysm, and atherosclerosis using granzyme b inhibitors
CA2739512A1 (en) 2007-10-01 2009-04-09 The University Of British Columbia Granzyme a and granzyme b diagnostics
US20090092561A1 (en) * 2007-10-09 2009-04-09 Lupia Joseph A Body-care and household products and compositions comprising specific sulfur-containing compounds
JP5425413B2 (en) * 2008-05-26 2014-02-26 モリンダ インコーポレーテッド Elastase inhibitor
US7994175B2 (en) * 2008-12-29 2011-08-09 Avon Products, Inc Cosmetic use of 1-aroyl-N-(2-oxo-3-piperidinyl)-2-piperazine carboxamides and related compounds
MX368365B (en) * 2009-12-22 2019-09-30 Avon Prod Inc Paxillin stimulating compositions and cosmetic uses thereof.
US20110262505A1 (en) 2010-04-22 2011-10-27 Gina Athwal Seaweed-derived cosmetic compositions
JP5850929B2 (en) * 2010-06-30 2016-02-03 エイボン プロダクツ インコーポレーテッド Composition for improving the appearance of the skin by stimulating MAGP-1
EP2838617A2 (en) * 2012-04-20 2015-02-25 The Procter & Gamble Company Compositions and methods for improving the appearance of facial pores
CA2877084C (en) * 2012-08-30 2020-07-21 Avon Products, Inc. Dickkopf-1 expression modulating compositions and uses thereof
US9023327B2 (en) 2012-08-30 2015-05-05 Avon Products, Inc. DICKKOPF-1 expression modulating compositions and uses thereof
PL2964334T3 (en) 2013-03-07 2021-10-25 Avon Products, Inc. Compositions and methods for treating damaged hair
WO2014163896A1 (en) * 2013-03-12 2014-10-09 Avon Products, Inc A topical lightening composition and methods of use thereof
KR102020817B1 (en) * 2013-08-14 2019-09-11 주식회사 엘지생활건강 Composition for skin cell regeneration, anti-wrinkle, antioxidant and anti-imflamation
CN111032203B (en) * 2017-04-03 2022-11-15 欧莱雅 System for forming a cosmetic composition and skin care management system
KR102362617B1 (en) * 2018-05-16 2022-02-11 오오타 유시 가부시키가이샤 Skin photo-aging preventive agent and functional cosmetic containing the same
CN110200883A (en) * 2019-06-19 2019-09-06 武汉百思凯瑞生物科技有限公司 A kind of antiallergic conveys nano-composition and its preparation method and application altogether

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5686489A (en) * 1986-12-23 1997-11-11 Tristrata Technology, Inc. Alpha hydroxyacid esters for skin aging
BE1000724A6 (en) * 1987-05-20 1989-03-21 Stiefel Lab Ltd Topical compsns. for psoriasis treatment - contg. dithranol in emulsion base
FR2659554B1 (en) * 1990-03-16 1994-09-30 Oreal COMPOSITION FOR THE COSMETIC AND / OR PHARMACEUTICAL TREATMENT OF THE TOP LAYERS OF THE EPIDERMIS BY TOPICAL APPLICATION TO THE SKIN AND PREPARATION METHOD THEREOF.
CH686285A5 (en) * 1992-08-06 1996-02-29 Beiersdorf Ag Cosmetic or pharmaceutical preparation used to delay the aging of human skin.
DE4305788C2 (en) * 1993-02-25 1997-06-12 Beiersdorf Ag Cosmetic and dermatological formulations to protect the skin against oxidation processes
DE4444238A1 (en) * 1994-12-13 1996-06-20 Beiersdorf Ag Cosmetic or dermatological drug combinations of cinnamic acid derivatives and flavone glycosides
US5866147A (en) 1995-05-15 1999-02-02 Avon Products, Inc. Ascorbyl-phosphoryl-cholesterol
FR2742750B1 (en) * 1995-12-22 1998-01-30 Oreal NOVEL DERIVATIVES OF L-2-OXOTHIAZOLIDINE 4-CARBOXYLIC ACID AND THEIR USE FOR SKIN CARE
US5834513A (en) * 1996-04-25 1998-11-10 Avon Products, Inc. Oxa diacids and related compounds for treating skin conditions
US5847003A (en) 1996-06-04 1998-12-08 Avon Products, Inc. Oxa acids and related compounds for treating skin conditions
US6068848A (en) * 1997-12-17 2000-05-30 Color Access, Inc. Antioxidant mixture comprising tocopherol
US6323219B1 (en) * 1998-04-02 2001-11-27 Ortho-Mcneil Pharmaceutical, Inc. Methods for treating immunomediated inflammatory disorders
US6284234B1 (en) * 1998-08-04 2001-09-04 Johnson & Johnson Consumer Companies, Inc. Topical delivery systems for active agents
US6087385A (en) * 1998-10-30 2000-07-11 University Of Mississippi Flavonoid derivatives
US6492326B1 (en) 1999-04-19 2002-12-10 The Procter & Gamble Company Skin care compositions containing combination of skin care actives
DE19929511C2 (en) * 1999-06-29 2003-04-10 Cognis Deutschland Gmbh Highly concentrated flowable anionic surfactant mixtures
CA2413919A1 (en) * 2000-03-21 2001-09-13 Avon Products, Inc. Methods using phytol to improve the appearance of skin and compositions for such methods
FR2807323A1 (en) * 2000-04-10 2001-10-12 Oreal COMPOSITION, ESPECIALLY COSMETIC, CONTAINING A STEROID AND A 2-ALKYL ALKANOL OR AN ESTER
JP3636973B2 (en) * 2000-06-26 2005-04-06 株式会社カネボウ化粧品 Radical scavengers and cosmetics
US6562321B2 (en) * 2000-12-20 2003-05-13 Avon Products, Inc. Compositions and methods for treating hyperpigmentation
US6500857B1 (en) * 2001-08-16 2002-12-31 Nicholas V. Perricone Subcutaneous muscle treatment using electronic stimulation and topical compositions
DE10132338A1 (en) * 2001-07-04 2003-01-16 Basf Ag Use of 5'-deoxy-5'-methylthioadenosine in skin cosmetic products
US7241456B2 (en) * 2002-10-25 2007-07-10 Australian Importers Ltd. Formulations for topical delivery of bioactive substances and methods for their use

Also Published As

Publication number Publication date
DE602004032018D1 (en) 2011-05-12
CN1697645A (en) 2005-11-16
WO2004100889A2 (en) 2004-11-25
BRPI0403036B1 (en) 2014-12-16
ATE503454T1 (en) 2011-04-15
JP2009046510A (en) 2009-03-05
JP2006514997A (en) 2006-05-18
AU2004238316A1 (en) 2004-11-25
CA2477748C (en) 2011-12-06
EP1622579B1 (en) 2011-03-30
TWI280139B (en) 2007-05-01
US20120315344A1 (en) 2012-12-13
US20040067245A1 (en) 2004-04-08
EP1622579A2 (en) 2006-02-08
MXPA04008328A (en) 2005-02-03
AU2004238316B2 (en) 2007-08-23
EP1622579A4 (en) 2007-12-12
WO2004100889A3 (en) 2005-03-24
MX282977B (en) 2011-01-17
BRPI0403036A (en) 2005-11-22
TW200505490A (en) 2005-02-16
AU2004238316B9 (en) 2007-08-23
EP2409681A1 (en) 2012-01-25
PL1622579T3 (en) 2011-08-31
US8808765B2 (en) 2014-08-19
CA2477748A1 (en) 2004-11-12

Similar Documents

Publication Publication Date Title
US8808765B2 (en) Cosmetic compositions and methods for using same to improve the aesthetic appearance of skin
US6562321B2 (en) Compositions and methods for treating hyperpigmentation
EP1441686B1 (en) Topical cosmetic composition with skin rejuvenation benefits
US20030118617A1 (en) Resveratrol analogues
EP1536763B1 (en) Depigmenting composition for the skin comprising adapalene and at least one depigmenting agent
WO2006068778A2 (en) The use of plant extracts to prevent and/or reduce the signs of subjective discomfort and/or irritation in the topical application of cosmetic products
JP4335152B2 (en) Use of active extracts to improve the appearance of skin, lips, hair and / or nails
US20070238764A1 (en) Use of Sphingoid Base Associated with Nicotinic Acid or a Nicotinic Acid Amide in the Form of Depigmentation Agent
US9592186B2 (en) Topical compositions and methods for skin lightening
US20230056593A1 (en) Arginine aspartate-containing composition for suppressing old person smell
KR102623565B1 (en) Composition for improving skin comprising β-pinene as active ingredient
US20230346678A1 (en) Topical compositions containing vitamin c
EP1813312A2 (en) Depigmenting composition for the skin comprising adapalene and at least one depigmenting agent
US20160263005A1 (en) Topical compositions and methods for skin lightening

Legal Events

Date Code Title Description
AS Assignment

Owner name: CITIBANK, N.A., NEW YORK

Free format text: SECURITY INTEREST;ASSIGNOR:AVON PRODUCTS, INC.;REEL/FRAME:035899/0776

Effective date: 20150605

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION

AS Assignment

Owner name: AVON PRODUCTS, INC., NEW YORK

Free format text: RELEASE OF SECURITY INTEREST IN PATENTS;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:039690/0331

Effective date: 20160815