WO2001068040A2 - The use of plant extracts and sugars to protect keratinous tissue - Google Patents

The use of plant extracts and sugars to protect keratinous tissue Download PDF

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Publication number
WO2001068040A2
WO2001068040A2 PCT/IB2001/000393 IB0100393W WO0168040A2 WO 2001068040 A2 WO2001068040 A2 WO 2001068040A2 IB 0100393 W IB0100393 W IB 0100393W WO 0168040 A2 WO0168040 A2 WO 0168040A2
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Prior art keywords
extract
chosen
hair
composition
keratinous tissue
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PCT/IB2001/000393
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French (fr)
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WO2001068040A3 (en
Inventor
David W. Cannell
Hitendra Mathur
Nghi Van Nguyen
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L'oreal
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Priority to MXPA02008826A priority Critical patent/MXPA02008826A/en
Priority to JP2001566507A priority patent/JP2003526646A/en
Priority to CA002402120A priority patent/CA2402120A1/en
Priority to BR0109289-8A priority patent/BR0109289A/en
Priority to AU39473/01A priority patent/AU3947301A/en
Priority to EP01914089A priority patent/EP1263394A2/en
Publication of WO2001068040A2 publication Critical patent/WO2001068040A2/en
Publication of WO2001068040A3 publication Critical patent/WO2001068040A3/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • 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
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • 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
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • 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
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9794Liliopsida [monocotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders

Definitions

  • the present invention is directed to a composition for use on keratinous tissues and to methods of treating keratinous tissues with the composition in order to provide protection from extrinsic damage and to provide improved styling properties and other qualities.
  • the inventive composition can provide protection to hair while improving combability and curl formation.
  • the present invention is directed to a composition comprising plant extracts and sugars in a combined amount synergistically effective to provide protection benefits to keratinous tissues, including skin, hair, eyelashes, eyebrows and nails.
  • Keratinous tissues especially hair and skin, are constantly exposed to harsh extrinsic conditions such as sun, chemical damage, e.g., from detergents, bleaching, relaxing, dyeing, and permanent waving, and heat, e.g., from hair dryers or curlers. These external factors generally result in damage to the keratinous tissues. There is a need, therefore, for cosmetic products that are useful in restoring and protecting keratinous tissues from such harsh extrinsic conditions.
  • plant extracts have been used in numerous skin care compositions such as: compositions containing carrot, tomato, tobacco, bean or potato extracts for the repair of sun damaged skin (U.S. Patent No.
  • compositions containing actzuki bean, catechu, or avocado extracts for preventing and improving multiple skin conditions European Patent EP965328 A1
  • compositions containing herbal extracts such as dill, horseradish, oats, neem, beet, broccoli, tea, pumpkin, soybean, barley, walnut, flax, ginseng, poppy, avocado, pea or sesame for the delivery of active ingredients in the form of adhesive strips which remove keratotic plugs from skin pores U.S. Patent No. 5,985,300
  • topical formulations containing orange, avocado, watermelon, banana, lemon, palm oil, or coconut oil for the treatment of redness, swelling, itching, and soreness of the skin U.S. Patent No.
  • hair care compositions such as: hair cosmetic compositions containing a plant extract chosen from bark of birch, grass of rosemary, and avocado (U.S. Patent No. 4,839,168); compositions for treating dandruff (U.S. Patent No. 5,053,222) and hair growth-promoting compositions (JP62099319) containing mistletoe; and compositions containing a bean extract (JP59101414) that correct damaged hair.
  • plant extracts contain lectins, also referred to as agglutinins, affinitins, phytoagglutinins, phasins or protectins. These are a group of proteins or glycoproteins, of both plant and animal origin, that have specific binding affinity to sugar groups which exist in polysaccharides or glycoproteins. Not to be limited as to theory, it is believed that this binding affinity to sugars is responsible for the observed therapeutic or protective properties that make plant extracts a choice material for use in target delivery of active ingredients or therapeutic agents.
  • U.S. Patent No. 4,217,341 discloses compositions containing lectins which bind and agglutinate dental-plaque producing bacteria, thereby inhibiting the adherence of said bacteria to smooth surfaces such as teeth surfaces.
  • U.S. Patent No. 5,607,679 discloses a method of treatment of a skin disease by binding lectins to a sialylated TF antigen of the skin. The specific affinity of lectins for sugars is also taught in U.S. Patent No. 5,510,120 and EP0481701 B1 where the lectin is covalently bound to a liposome which also contains an active ingredient. Thus the active is delivered to the specific site desired.
  • Plant extracts and lectins are also used in the characterization of carbohydrates because of their ability to bind to some sugar molecules and moieties, and their ability to cause cell agglutination by binding to the glycoproteins located in the cell membrane.
  • the nature of the binding sites can be determined by the hapten-inhibition test. See Kornfeld, S. and Kornfeld, R., Lectins in the Study of Glycoproteins (1978).
  • various carbohydrates are tested for their ability to inhibit the lectin-induced agglutination of the test cells. It has been shown that various lectins react with a number of different carbohydrates, both simple and complex sugars. See Kornfeld, S.
  • the present invention in one aspect, provides a composition for the treatment or protection of keratinous tissue, the composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to protect keratinous tissues from extrinsic damage.
  • the at least one plant extract may be, but is not limited to, any plant extract that binds to sugar molecules or moieties.
  • Representative sugars for use in the invention include sugars chosen from monosaccharides, disaccharides and polysaccharides.
  • the present invention is drawn to a method of protecting keratinous tissue from extrinsic damage, e.g., protein loss caused by exposure to heat, chemicals, etc., comprising applying to keratinous tissue a composition that contains at least one plant extract and at least one sugar present in a combined amount synergistically effective to protect the keratinous tissues from extrinsic damage.
  • the present invention also contemplates a method of improving combability and/or a method of improving curl formation of keratinous fibers comprising applying to the keratinous fibers a composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to improve combability and/or improve curl formation of the keratinous fibers.
  • Figure 1 The evaluation of plant extracts for the protection of hair using the protein loss test on normal/bleached hair.
  • Figure 2 The evaluation of plant extracts for the protection of hair using the protein loss test on bleached hair.
  • Figure 3 Compositions containing mixtures of potato extract and a sugar are evaluated for their ability to protect hair by measuring the increase in wet combing work. Compositions containing potato extract and a sugar in a combined amount synergistically effective to protect hair are shown.
  • Figure 4 Compositions containing mixtures of kidney bean extract and sucrose are evaluated for their ability to protect hair by measuring the increase in wet combing work. Compositions containing kidney bean extract and sucrose in a combined amount synergistically effective to protect hair are shown.
  • Figure 5 Compositions containing mixtures of willowherb extract and sucrose are evaluated for their ability to protect hair by measuring the increase in wet combing work. Compositions containing willowherb extract and sucrose in a combined amount synergistically effective to protect hair are shown.
  • Figure 6(a) Compositions containing mixtures of potato extract and trehalose are evaluated for their ability to protect hair from heat cycles, as measured by the increase in wet combing work. Compositions containing potato extract and trehalose in a combined amount synergistically effective to protect hair are shown.
  • compositions containing mixtures of potato extract and trehalose are evaluated for their ability to protect hair from losing its color due to heating.
  • Compositions containing potato extract and trehalose in a combined amount synergistically effective to protect hair are shown.
  • the invention in one aspect, provides a composition for the treatment or protection of keratinous tissue, the composition comprising at least one plant extract and at least one sugar.
  • the at least one plant extract and the at least one sugar are present in a combined amount synergistically effective to protect keratinous tissues from extrinsic damage.
  • Extrinsic damage is damage that is caused by conditions such as sun, chemical damage, e.g., from detergents, bleaching, relaxing, dyeing, and permanent waving, and heat, e.g., from hair dryers or curlers.
  • Examples of keratinous tissue include skin, hair, eyelashes, eyebrows and nails.
  • Plant extracts are known to bind to carbohydrate moieties, including the carbohydrate moieties of glycoproteins on the surface of cells. Therefore, it naturally follows that plant extracts should bind to keratinous tissue, which contains a number of sugars and carbohydrate moieties. It was unexpectedly discovered by the present inventors, however, that in addition to binding to keratinous tissue, plant extracts and plant extract like materials provide protection from extrinsic conditions to the keratinous tissue and also impart other desired benefits to keratinous tissue. Even more surprising was the ability of plant extracts to provide greater protection to keratinous tissue, especially hair, that has already been damaged by extrinsic conditions as compared to non-damaged hair.
  • NANA N-acetylneuraminic acid
  • NANA is the first constituent exposed to the attack during various treatments applied to hair.
  • the amount of NANA in keratinous fibers decreases as the fibers are damaged by extrinsic conditions such as water, chemical damage and heat.
  • These treatments can be chemically non-aggressive (water; surfactants), as well as aggressive (permanent waving, often referred to as a "perm"; oxidative color/bleach; alkaline hair straightening).
  • plant extracts have been shown to bind to keratinous tissue and impart protective effects to the tissue from damage by extrinsic conditions. Plant extracts also condition the surface of the tissue and retain the integrity of keratinous fibers by reducing cuticle loss. In addition to protecting keratinous tissue, plant extracts improve the combability and the curl formation of keratinous fibers.
  • the inventors have also surprisingly discovered that mixtures of a plant extract and a sugar result in a synergistic increase in the protection and conditioning of keratinous tissue, a reduction of cuticle and protein loss, and an improvement in the combability and curl formation of keratinous fibers.
  • treatment of hair with plant extract/sugar compositions demonstrated a synergistic increase in the protection of hair as compared to composition containing a plant extract or sugar alone.
  • compositions of the present invention utilize at least one plant extract and at least one sugar that are present in a combined amount synergistically effective to protect keratinous tissue from extrinsic damage.
  • Plant extracts and sugars useful in the compositions of the present invention are defined herein.
  • Simple screening tests, e.g., the combability test, are also provided herein for determining which plant extracts and sugars result in a synergistic combination and the amounts of plant extract and sugar necessary in each composition to obtain the synergistic amount envisaged.
  • Compositions comprising mixtures of one or more plant extracts and one or more sugars are also within the practice of the invention.
  • Any plant extract that binds to carbohydrate moieties or sugars may be useful in the practice of the invention.
  • a plant extract useful in the compositions of the invention may also be any plant extract that protects keratinous fibers from protein loss. The skilled artisan may determine by routine experimentation if a plant extract binds to carbohydrate moieties or protects keratinous fibers from protein loss depending on the application envisaged.
  • Routine experiments for determining if a plant extract may be useful in the practice of the invention include column chromatography, as described in Example 1 , which determines the binding of a plant extract to a carbohydrate moiety; the protein loss test, as described in Example 2, which determines whether a plant extract protects keratinous fibers from protein loss; and the combability test, as described in Example 3, which compares the increase in wet combing work caused by extrinsic conditions for hair treated with a plant extract versus untreated hair.
  • Preferred plant extracts of the present invention include, but are not limited to, willowherb extract; potato extracts such as Dermolectine® and Capilectine®; mistletoe extract; avocado extract; wheat germ extract; kidney bean extract; other vegetable extracts such as carrot, soybean, oat, beet, cucumber, broccoli, pumpkin and tomato extract; tobacco extract; other herbal extracts such as dill, horseradish, weeping willow, ginseng, poppy, or sesame; other fruit extracts such as orange, lemon, watermelon, banana, and coconut.
  • Plant extracts are generally supplied in water or glycerol solutions containing, for example, in the case of Dermolectine®, 60% glycerol, but it is possible that they may be obtained in more concentrated form. Additionally, many suppliers do not provide the percent active ingredient for commercially available plant extracts.
  • the plant extracts of the present invention are chosen from plant extracts containing lectins.
  • Lectins can be extracted from a variety of plant or animal materials and can be categorized by their affinity to a particular sugar or sugar complex.
  • Lectins useful in the practice of the invention include, but are not limited to: Solanum tuberosum L (potato extract), which may be purified by affinity chromatography and is commercially available from SEDERMA, Inc. (France) as Dermolectine® (700 mg/100 g actives concentration) and Capilectine® (500 mg/100 g actives concentration), ALBAN MULLER, Int.
  • VEGETECH Lycopersicon esculentum
  • tomato extract tomato extract
  • Agaricus bisporus mushroom extract
  • Arachis hypogea peanut extract
  • Bauhinia pupurea camel's foot tree or seed extract
  • Anguilla anguilla fresh water eel extract
  • Tetragonolobus purpureas winged pea extract
  • Ulex europaeus gorse or furze extract
  • Lathyrus odoratus sweet pea extract
  • Lens culinahs lentil extract
  • Pisum sativum pea extract
  • agglutinins from Glycine max (soybean extract), Helix aspersa (garden snail extract) or Helix pomatia (roman or edible snail extract).
  • the sugars useful in the present invention may be any sugar, carbohydrate or carbohydrate moiety.
  • the sugars may be chosen from monosaccharides, which include, but are not limited to, any three to seven carbon sugars such as pentoses, e.g., ribose, arabinose, xylose, lyxose, ribulose, and xylulose, and hexoses, e.g., allose, altrose, glucose, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, and tagatose; disaccharides (which are saccharides that hydrolyze into two monosaccharides) such as maltose, sucrose, cellobiose, trehalose and lactose; and polysaccharides (which are saccharides that hydrolyze into more than two monosaccharides) such as starch, dextria
  • the present invention also provides for a simple screening test, the combability test (See Garcia, M. L., and Diaz, J., J. Soc. Cosmet. Chem. 27, 370-398 (1976)), to determine which mixtures of plant extracts and sugars provide synergistically effective protection of keratinous tissue from extrinsic damage and what constitutes a synergistically effective amount of plant extract and sugar in such mixtures.
  • the combability test is known in the art to correlate well to the amount of protection from exposure to extrinsic conditions that is afforded hair by a composition. Wet combing work of normal hair is determined prior to treatment.
  • the hair is then divided into two groups and treated, one group with the plant extract and sugar mixture and the other group with control solutions containing the sugar alone or the plant extract alone.
  • the hair is exposed to harsh extrinsic conditions such as heating.
  • the increase in work or force required to comb wet hair is compared for the exposed hair treated with the mixture versus the exposed hair treated with the controls to determine if a synergistic effect is observed.
  • the synergistically effective mixture of at least one plant extract and at least one sugar is chosen from mixtures of potato extracts such as Dermolectine® and/or Capilectine® and one or more sugars chosen from sorbose, sucrose and trehalose; kidney bean extract and sucrose; and willowherb extract and sucrose.
  • a plant extract or mixture of plant extracts is present in the compositions of the present invention in an amount ranging from 0.01 % to 5.0% relative to the total weight of the composition.
  • a sugar or mixture of sugars is present in the compositions of the present invention in an amount ranging from 0.001% to 3.0% relative to the total weight of the composition.
  • compositions of the present invention may be in the form of a liquid, oil, paste, stick, dispersion, emulsion, lotion, gel, or cream.
  • the compositions of the present invention may also be provided as one-part compositions comprising the plant extract or mixture of plant extracts and the sugar or mixture or sugars or in the form of a multicomponent treatment or kit.
  • the multicomponent kit may comprise one component that contains a plant extract and another component that contains a sugar.
  • the combination of the components results in a composition containing at least one plant extract and the at least one sugar present in a combined amount synergistically effective to improve combability and/or improve curl formation of the keratinous fibers.
  • the skilled artisan based on the stability of the composition and the application envisaged, will be able to determine how the composition and/or multicomponent compositions should be stored and mixed.
  • the present invention is drawn to a method of protecting keratinous tissue from extrinsic damage comprising applying to keratinous tissue a composition that contains at least one plant extract and at least one sugar.
  • the at least one plant extract and the at least one sugar are present in a combined amount synergistically effective to protect the keratinous tissues from extrinsic damage.
  • the present invention also contemplates a method of improving combability and/or a method of improving curl formation of keratinous fibers comprising applying to the keratinous fibers a composition comprising at least one plant extract and at least one sugar.
  • the at least one plant extract and the at least one sugar are present in a combined amount synergistically effective to improve combability and/or improve curl formation of the keratinous fibers.
  • Keratinous fibers are defined as hair, eyebrows, and eyelashes.
  • Examples 1 through 6 provide screening tests that one of skill in the art may use to choose plant extracts for use in the compositions of the invention. However, a positive result in any or all of the tests provided is not required for use of a plant extract in the compositions and methods of the invention.
  • the first six examples also provide the skilled artisan with procedures that may be used to evaluate a synergistic mixture of at least one plant extract and at least one sugar.
  • Example 7 demonstrates the synergistically effective protection from extrinsic conditions afforded hair by a composition of the invention.
  • Example 1 A Test to Determine the Binding of a Plant Extract to a Carbohydrate Moiety
  • a screening test to determine the applicability of a plant extract for use in the compositions of the present invention was carried out. Since any plant extract that binds to carbohydrate moieties or sugars may be useful in the practice of the invention, the skilled artisan may use column chromatography or HPLC to quickly determine the binding properties of a plant extract to a specific carbohydrate and therefore the possible utility of that plant extract for the application envisaged.
  • HPLC experiments were performed as shown in Table 4 below.
  • a cation exchange chromatographic column that will not retain NANA but will retain or slow the elution of a NANA/plant extract complex was chosen, in this case a NANA/Dermolectine® complex.
  • the amount of NANA recovered following HPLC with the control solution glycerol was chosen as a control because the Dermolectine® solution contained 60% glycerol), as calculated from NANA's absorption at 200 nm, was then compared to the amount of NANA recovered following HPLC with a solution containing the potato extract, Dermolectine®.
  • NANA in the glycerol control solution was not retained by the column during HPLC and 100% of the NANA was recovered at a time A. Therefore, any NANA from the NANA/Dermolectine® solutions passed through the column that was not recovered at time A was due to an interaction between NANA and the Dermolectine®. As shown in Table 4, the lower amounts of NANA recovered following HPLC demonstrated that Dermolectine® is capable of binding NANA.
  • Dermolectine® contains 60% glycerol.
  • Example 2 A Test to Determine the Protection of Keratinous Fibers from Protein Loss by a Plant Extract
  • a plant extract useful in the compositions of the invention may also be any plant extract that protects keratinous fibers from protein loss.
  • the skilled artisan may determine by the protein loss test, whether a plant extract protects keratinous fibers from protein loss.
  • the protein content in each water sample was determined by the Lowry technique. See Sandhu, S.S., and Robbins, C.R., J. Soc. Cosmet. Chem.. 44, 163-175 (1993). As shown in Table 5, the protein loss from the hair pre-treated with 1% solutions of Dermolectine® and Capilectine® was significantly lower than that from the hair pre-treated with the glycerol solution.
  • Swatches of bleached hair were treated with the above solutions for 5 minutes at room temperature, and rinsed with tepid water for one minute. The treatments were repeated five times. The shaking-in-water procedure was conducted as described above. In all cases, the protein loss from the bleached hair treated with the potato extracts was significantly lower than that from the corresponding control swatches (See Table 6).
  • the combability test was used to determine the amount of protection from extrinsic conditions afforded hair by a composition of the invention.
  • the wet combing force of normal brown hair was determined prior to further treatment. See Garcia, M. L., and Diaz, J., J. Soc. Cosmet. Chem. 27, 370- 398 (1976).
  • Dermolectine® and Potato HS each contain 60- 80% glycerol, therefore these potato extracts were tested against 3% glycerol solutions (control).
  • the treatment was repeated three times, with the hair being rinsed and air-dried between each application.
  • the pre-treated normal hair was then equilibrated under room conditions for 24 hours and bleached (30 minutes at room temperature; 12% H 2 0 2 , pH 9.7 adjusted with ammonia).
  • the bleached hair was tested for the increase in wet combing force as compared to the initial wet combing force for normal brown hair before treatment and bleaching. All tests were performed in duplicate. As shown below in table 7, the increase in the wet combing force for hair pre-treated with Dermolectine® or Potato HS solutions was significantly lower than that observed for hair pre-treated with the glycerol solution.
  • the combability or wet combing force for bleached hair was determined before and after treatment with potato extract.
  • Bleached hair was treated with a solution of 1 % of the potato extract, Capilectine®, while another sample of bleached hair was treated with a solution of 0.6% glycerol. All sample were treated for 5 minutes at room temperature at a hair:liquid ratio of 1:10 (w/w) and then rinsed for 3 minutes with tepid water.
  • the wet combing force after the Capilectine® application was lessened, indicating that the application improved the combability by 45%, while there were no significant changes after the glycerol treatment (Table 8).
  • Table 8 Improvement in Wet Combing of Bleached Hair (Tests performed in duplicate; 10 comb strokes per test)
  • the rods were blotted with paper-towel, and the permanent waving reforming lotion was applied (10% Thioglycolic acid (TGA), 1% Betaine, pH 9.01 , NH 4 OH; 2 ml per rod).
  • TGA Thioglycolic acid
  • Betaine 1% Betaine, pH 9.01 , NH 4 OH; 2 ml per rod.
  • the hair was processed for 30 minutes at room temperature; rinsed in deionized water (100 mL/6 rods; 5 minutes); neutralized with 2% H 2 0 2 , pH 3 (5 minutes; 2 ml/rod); and again rinsed with deionized water (100 mL/6 rods; 5 minutes).
  • the rods were blotted with a paper towel, the hair was taken off the rods, and the diameter and the length of the wet curl were measured. The length of the dry curl of the swatches was measured after drying in a vertical position on the board.
  • Swatches of normal brown hair were treated with one of the following 1% solutions of: Dermolectine®, avocado extract (Active Organics), Mistletoe Extract (Active Organics), and Wheat Germ Extract (Active Organics). Since all of the plant extracts contained 60 to 80 % glycerol, control swatches of hair were treated with water and 1% glycerol, respectively. The hair was then bleached with 12% H 2 O 2 , pH 8.8 (NH 4 OH) for 20 minutes at room temperature. There was no significant difference in the lift of color between the extract treated and water treated swatches.
  • the hair was digested in 6N HCL (110°C, 24 hours) and analyzed for cysteic acid using a Beckman System 6300 High Performance Analyzer.
  • the cysteic acid content is another way to measure the amount of damage to hair fibers caused by bleaching. The higher the cysteic acid content, the more damage done to the hair.
  • Table 10 shows that while all of the plant extracts tested protected hair from loss of NANA relative to water and glycerol, there was no appreciable difference in the cysteic acid content of hair pretreated by plant extract.
  • NANA content was measured by the following procedure.
  • the hair was digested with papain/dithiotreitol, lyophilized, and reconstituted with 0.2 N H 2 SO 4 .
  • the hair was then hydrolyzed at 80°C for 1 hour, derivatized with the fluorescent probe, 1 ,2-diamino-4,5-methlenedioxybenzene, and analyzed for NANA content by reverse-phase HPLC. As shown in Table 10, all of the plant extracts protected the hair from loss of NANA during bleaching, which indicates protection of hair surface glycoproteins.
  • Hair/Treatment NANA Cysteic acid, Protein loss, nmole/g hair Mole % ⁇ g/g hair
  • the bleached hair was then bleached again with 12% H 2 O 2 , pH 8.8 (NH 4 OH) for 20 minutes at room temperature. There was no significant difference in the lift of color between the extract-treated and water-treated swatches. The hair was analyzed for cysteic acid and protein loss in water as described above.
  • each of the plant extract solutions protected the hair from cysteic acid formation.
  • each of the plant extract solutions protected the hair from protein loss.
  • a concentration dependence was also observed with regard to the ability of a plant extract to protect hair from protein loss.
  • the combability test was used to demonstrate the synergistically effective protection from extrinsic conditions, such as heat, afforded hair by a composition of the invention.
  • the wet combing force of bleached hair was determined prior to further treatment.
  • hair swatches were treated with one of the following solutions: a) water (control); b) glycerol (control); c) plant extract solution; d) sugar solution; and e) plant extract and sugar mixture.
  • the treatment was repeated six times, with the hair being rinsed and subjected to heating cycles between each treatment. See McMullen, R. and Jachowicz, J., J. Cosmet. Sc 49, 223-244 (1998).
  • the bleached hair was tested for the increase in wet combing force as compared to the initial wet combing force of the bleached hair before treatment and heating to determine the efficacy of the treatments against heat exposure.
  • Figure 3 shows a reduction in percent increase in wet combing work. This indicates that there was a synergistically effective protection of hair from heat cycles using a potato extract/sorbose or potato extract/sucrose mixture at the concentrations shown. A synergistically effective result was not observed for a potato extract/maltodextrin composition at the concentrations shown. This does not mean, however, that a potato extract/maltodextrin composition will not have a synergistic effect at higher concentrations. A synergistically effective protection of hair for heat cycles was also observed from hair treated with compositions containing kidney bean extract/sucrose mixtures (Figure 4), willowherb extract/sucrose mixtures (Figure 5), and potato extract/trehalose mixtures ( Figure 6).
  • L values of the hair were also measured (Micro Flash, Datacolor International) before and after the treatment/heat exposure cycle to determine the efficacy of the treatments against loss of natural color due to heat exposure (Figure 6b).
  • L defines the intensity of the shade. See U.S. Patent No. 6,010,541 , Col 1 , line 66 to Col. 2, line 8, and Col. 9, lines 15- 57. The shade is proportionally more intense the lower the value of L.

Abstract

The present invention provides a composition for the treatment or protection of keratinous tissue, the composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to protect keratinous tissues from extrinsic damage. In another embodiment, the present invention is drawn to a method of protecting keratinous tissue from extrinsic damage, e.g., protein loss caused by exposure to heat, chemicals, etc. The present invention also contemplates a method of improving combability and/or a method of improving curl formation of keratinous fibers.

Description

THE USE OF PLANT EXTRACTS AND SUGARS TO PROTECT
KERATINOUS TISSUE
The present invention is directed to a composition for use on keratinous tissues and to methods of treating keratinous tissues with the composition in order to provide protection from extrinsic damage and to provide improved styling properties and other qualities. For example, the inventive composition can provide protection to hair while improving combability and curl formation. More particularly, the present invention is directed to a composition comprising plant extracts and sugars in a combined amount synergistically effective to provide protection benefits to keratinous tissues, including skin, hair, eyelashes, eyebrows and nails.
Keratinous tissues, especially hair and skin, are constantly exposed to harsh extrinsic conditions such as sun, chemical damage, e.g., from detergents, bleaching, relaxing, dyeing, and permanent waving, and heat, e.g., from hair dryers or curlers. These external factors generally result in damage to the keratinous tissues. There is a need, therefore, for cosmetic products that are useful in restoring and protecting keratinous tissues from such harsh extrinsic conditions.
In this age of the immense popularity of "natural" based consumer products, specific groups of plant extracts have been identified for their "healing" or protecting properties with regard to keratinous tissue. In particular, plant extracts have been used in numerous skin care compositions such as: compositions containing carrot, tomato, tobacco, bean or potato extracts for the repair of sun damaged skin (U.S. Patent No. 5,547,997); compositions containing actzuki bean, catechu, or avocado extracts for preventing and improving multiple skin conditions (European Patent EP965328 A1); compositions containing herbal extracts such as dill, horseradish, oats, neem, beet, broccoli, tea, pumpkin, soybean, barley, walnut, flax, ginseng, poppy, avocado, pea or sesame for the delivery of active ingredients in the form of adhesive strips which remove keratotic plugs from skin pores (U.S. Patent No. 5,985,300); topical formulations containing orange, avocado, watermelon, banana, lemon, palm oil, or coconut oil for the treatment of redness, swelling, itching, and soreness of the skin (U.S. Patent No. 5,932,230); skin cream compositions containing the juice of an avocado, cucumber, lemon, or weeping willow for cleansing, moisturizing, nourishing and healing the skin (U.S. Patent No. 4,722,843); a skin moisturizing and cleansing cream comprising a mixture of a predominant amount of fresh fruit (U.S. Patent No. 4,297,374); and skin moisturizing and sunscreen compositions containing biological extracts such as green tea extract, horsetail extract, sunflower extract, and wheat germ extract (U.S. Patent No. 5,788,954).
The healing properties of certain plant extracts have also been used in hair care compositions such as: hair cosmetic compositions containing a plant extract chosen from bark of birch, grass of rosemary, and avocado (U.S. Patent No. 4,839,168); compositions for treating dandruff (U.S. Patent No. 5,053,222) and hair growth-promoting compositions (JP62099319) containing mistletoe; and compositions containing a bean extract (JP59101414) that correct damaged hair.
While popular opinion regarding some of the touted uses of plant extracts ranges from skepticism to disbelief, there appears to be a firm scientific basis for many of the assertions. For example, many plant extracts contain lectins, also referred to as agglutinins, affinitins, phytoagglutinins, phasins or protectins. These are a group of proteins or glycoproteins, of both plant and animal origin, that have specific binding affinity to sugar groups which exist in polysaccharides or glycoproteins. Not to be limited as to theory, it is believed that this binding affinity to sugars is responsible for the observed therapeutic or protective properties that make plant extracts a choice material for use in target delivery of active ingredients or therapeutic agents.
U.S. Patent No. 4,217,341 , for example, discloses compositions containing lectins which bind and agglutinate dental-plaque producing bacteria, thereby inhibiting the adherence of said bacteria to smooth surfaces such as teeth surfaces. Similarly, U.S. Patent No. 5,607,679 discloses a method of treatment of a skin disease by binding lectins to a sialylated TF antigen of the skin. The specific affinity of lectins for sugars is also taught in U.S. Patent No. 5,510,120 and EP0481701 B1 where the lectin is covalently bound to a liposome which also contains an active ingredient. Thus the active is delivered to the specific site desired.
Plant extracts and lectins are also used in the characterization of carbohydrates because of their ability to bind to some sugar molecules and moieties, and their ability to cause cell agglutination by binding to the glycoproteins located in the cell membrane. The nature of the binding sites can be determined by the hapten-inhibition test. See Kornfeld, S. and Kornfeld, R., Lectins in the Study of Glycoproteins (1978). In this assay, various carbohydrates are tested for their ability to inhibit the lectin-induced agglutination of the test cells. It has been shown that various lectins react with a number of different carbohydrates, both simple and complex sugars. See Kornfeld, S. and Kornfeld, R., Glycoproteins of Blood Cells and Plasma (1971). In the majority of cases, the affinity of lectins to complex oligosaccharides is much greater than that to simple sugars. Among the lectins shown to have carbohydrate-binding sites of the complex type are the lectins from potato (Solanum tuberosum). Allen, A.K. and Neuberger, A., JL Biochem. 135, 307-314 (1973). Solanum tuberosum agglutinin (STA), which has an affinity for N-acetyl-β-D-glucosamine oligomers, is a glycoprotein containing approximately equivalent amounts of protein and carbohydrate.
In light of the useful properties of plant extracts discussed above, and in order to meet the public's demand for consumer products based on natural ingredients, there is a need for more cosmetic products that utilize the binding properties of plant extracts and are useful in restoring and protecting keratinous tissues.
To achieve these and other advantages, and in accordance with the purpose of the invention as embodied and broadly described herein, the present invention, in one aspect, provides a composition for the treatment or protection of keratinous tissue, the composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to protect keratinous tissues from extrinsic damage. The at least one plant extract may be, but is not limited to, any plant extract that binds to sugar molecules or moieties. Representative sugars for use in the invention include sugars chosen from monosaccharides, disaccharides and polysaccharides.
In another embodiment, the present invention is drawn to a method of protecting keratinous tissue from extrinsic damage, e.g., protein loss caused by exposure to heat, chemicals, etc., comprising applying to keratinous tissue a composition that contains at least one plant extract and at least one sugar present in a combined amount synergistically effective to protect the keratinous tissues from extrinsic damage. The present invention also contemplates a method of improving combability and/or a method of improving curl formation of keratinous fibers comprising applying to the keratinous fibers a composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to improve combability and/or improve curl formation of the keratinous fibers.
Additional objects and advantages of the invention will be set forth in part in the description which follows, and in part will be apparent from the description, or may be learned by practice of the invention. The objects and advantages of the invention will be realized and attained by means of the elements and combinations particularly pointed out in the appended claims.
It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and are not restrictive of the invention as claimed. BRIEF DESCRIPTION OF THE DRAWINGS
Figure 1 : The evaluation of plant extracts for the protection of hair using the protein loss test on normal/bleached hair.
Figure 2: The evaluation of plant extracts for the protection of hair using the protein loss test on bleached hair.
Figure 3: Compositions containing mixtures of potato extract and a sugar are evaluated for their ability to protect hair by measuring the increase in wet combing work. Compositions containing potato extract and a sugar in a combined amount synergistically effective to protect hair are shown. Figure 4: Compositions containing mixtures of kidney bean extract and sucrose are evaluated for their ability to protect hair by measuring the increase in wet combing work. Compositions containing kidney bean extract and sucrose in a combined amount synergistically effective to protect hair are shown.
Figure 5: Compositions containing mixtures of willowherb extract and sucrose are evaluated for their ability to protect hair by measuring the increase in wet combing work. Compositions containing willowherb extract and sucrose in a combined amount synergistically effective to protect hair are shown. Figure 6(a): Compositions containing mixtures of potato extract and trehalose are evaluated for their ability to protect hair from heat cycles, as measured by the increase in wet combing work. Compositions containing potato extract and trehalose in a combined amount synergistically effective to protect hair are shown.
(b): Compositions containing mixtures of potato extract and trehalose are evaluated for their ability to protect hair from losing its color due to heating. Compositions containing potato extract and trehalose in a combined amount synergistically effective to protect hair are shown. DETAILED DESCRIPTION OF THE INVENTION
Reference will now be made in detail to the presently preferred embodiments of the present invention. The invention, in one aspect, provides a composition for the treatment or protection of keratinous tissue, the composition comprising at least one plant extract and at least one sugar. The at least one plant extract and the at least one sugar are present in a combined amount synergistically effective to protect keratinous tissues from extrinsic damage. Extrinsic damage is damage that is caused by conditions such as sun, chemical damage, e.g., from detergents, bleaching, relaxing, dyeing, and permanent waving, and heat, e.g., from hair dryers or curlers. Examples of keratinous tissue include skin, hair, eyelashes, eyebrows and nails. Plant extracts are known to bind to carbohydrate moieties, including the carbohydrate moieties of glycoproteins on the surface of cells. Therefore, it naturally follows that plant extracts should bind to keratinous tissue, which contains a number of sugars and carbohydrate moieties. It was unexpectedly discovered by the present inventors, however, that in addition to binding to keratinous tissue, plant extracts and plant extract like materials provide protection from extrinsic conditions to the keratinous tissue and also impart other desired benefits to keratinous tissue. Even more surprising was the ability of plant extracts to provide greater protection to keratinous tissue, especially hair, that has already been damaged by extrinsic conditions as compared to non-damaged hair.
For example, human hair contains a number of sugars or carbohydrate moieties, as summarized in Table 1 below. See Mathews, et al., Cosm. Technology 10 (1981). One such carbohydrate moiety is N-acetylneuraminic acid (NANA), which is found on the surface of the hair fiber. The presence of NANA in human hair can be observed by extracting the hair with acid under mild hydrolysis conditions. NANA is the most common member of the group of sialic acids, which are encountered in nature as terminal residues in the oligosaccharide moieties of glycoproteins. Thus, NANA indicates the presence of glycoproteins in hair. TABLE 1 : Monosaccharide content in normal hair
Monosaccharide μmole/g hair
Glucosamine 1.01 ± 0.09
Galactosamine 0.26 ± 0.05
Galactose 0.46 ± 0.37
Glucose , 5.73 ± 1.43
Mannose 1.02 ± 0.37
Xylose 0.56 ± 0.14
Fucose 0.14 ± 0.05
Hexuronic acid 8.53 ± 0.05
Sialic acids 0.37 ± 0.01
As the terminal residue, NANA is the first constituent exposed to the attack during various treatments applied to hair. Preliminary studies on the NANA distribution within the hair fiber, indicate that as much as 25% to 30% of the total NANA content may reside close to the hair surface. Therefore, it is not surprising that the amount of NANA in hair decreases after water extraction, and is drastically reduced after acid extraction and after severe bleaching. In other words, the amount of NANA in keratinous fibers decreases as the fibers are damaged by extrinsic conditions such as water, chemical damage and heat. These treatments can be chemically non-aggressive (water; surfactants), as well as aggressive (permanent waving, often referred to as a "perm"; oxidative color/bleach; alkaline hair straightening). While detailed information on the function of NANA and glycoproteins in human hair is still lacking, it is known from other sources that the removal of one NANA residue from the oligosaccharide chain can change physical and biochemical properties of biomolecules. See Sharon, N., and Lis, H., The Proteins Vol. V, 1-145 (H. Neurath and R.L. Hill eds. Academic Press, NY) (1982).
Therefore, not to be limited as to theory, using plant extracts to protect terminal groups, such as NANA, during chemical attacks may result in the hair being protected during aggressive treatments. By the same token, plant extracts binding to NANA and the oligosaccharide chains of hair could protect normal and damaged hair against protein loss during non-aggressive treatments. Similarly, a carbohydrate moiety that is found in the skin and other keratinous tissue, e.g., glycosaminoglucans (GAG's), may enable plant extracts to provide other keratinous tissue with the same protection as found for hair.
Thus, plant extracts have been shown to bind to keratinous tissue and impart protective effects to the tissue from damage by extrinsic conditions. Plant extracts also condition the surface of the tissue and retain the integrity of keratinous fibers by reducing cuticle loss. In addition to protecting keratinous tissue, plant extracts improve the combability and the curl formation of keratinous fibers.
The inventors have also surprisingly discovered that mixtures of a plant extract and a sugar result in a synergistic increase in the protection and conditioning of keratinous tissue, a reduction of cuticle and protein loss, and an improvement in the combability and curl formation of keratinous fibers. For example, treatment of hair with plant extract/sugar compositions demonstrated a synergistic increase in the protection of hair as compared to composition containing a plant extract or sugar alone.
Therefore, the compositions of the present invention utilize at least one plant extract and at least one sugar that are present in a combined amount synergistically effective to protect keratinous tissue from extrinsic damage. Plant extracts and sugars useful in the compositions of the present invention are defined herein. Simple screening tests, e.g., the combability test, are also provided herein for determining which plant extracts and sugars result in a synergistic combination and the amounts of plant extract and sugar necessary in each composition to obtain the synergistic amount envisaged. Compositions comprising mixtures of one or more plant extracts and one or more sugars are also within the practice of the invention.
Any plant extract that binds to carbohydrate moieties or sugars may be useful in the practice of the invention. A plant extract useful in the compositions of the invention may also be any plant extract that protects keratinous fibers from protein loss. The skilled artisan may determine by routine experimentation if a plant extract binds to carbohydrate moieties or protects keratinous fibers from protein loss depending on the application envisaged. Routine experiments for determining if a plant extract may be useful in the practice of the invention include column chromatography, as described in Example 1 , which determines the binding of a plant extract to a carbohydrate moiety; the protein loss test, as described in Example 2, which determines whether a plant extract protects keratinous fibers from protein loss; and the combability test, as described in Example 3, which compares the increase in wet combing work caused by extrinsic conditions for hair treated with a plant extract versus untreated hair.
Preferred plant extracts of the present invention include, but are not limited to, willowherb extract; potato extracts such as Dermolectine® and Capilectine®; mistletoe extract; avocado extract; wheat germ extract; kidney bean extract; other vegetable extracts such as carrot, soybean, oat, beet, cucumber, broccoli, pumpkin and tomato extract; tobacco extract; other herbal extracts such as dill, horseradish, weeping willow, ginseng, poppy, or sesame; other fruit extracts such as orange, lemon, watermelon, banana, and coconut. Plant extracts are generally supplied in water or glycerol solutions containing, for example, in the case of Dermolectine®, 60% glycerol, but it is possible that they may be obtained in more concentrated form. Additionally, many suppliers do not provide the percent active ingredient for commercially available plant extracts.
In a further preferred embodiment, the plant extracts of the present invention are chosen from plant extracts containing lectins. Lectins can be extracted from a variety of plant or animal materials and can be categorized by their affinity to a particular sugar or sugar complex. Lectins useful in the practice of the invention include, but are not limited to: Solanum tuberosum L (potato extract), which may be purified by affinity chromatography and is commercially available from SEDERMA, Inc. (France) as Dermolectine® (700 mg/100 g actives concentration) and Capilectine® (500 mg/100 g actives concentration), ALBAN MULLER, Int. (France) and VEGETECH (CA); Lycopersicon esculentum (tomato extract); Agaricus bisporus (mushroom extract); Arachis hypogea (peanut extract); Bauhinia pupurea (camel's foot tree or seed extract); Anguilla anguilla (fresh water eel extract); Tetragonolobus purpureas (winged pea extract); Ulex europaeus (gorse or furze extract); Lathyrus odoratus (sweet pea extract); Lens culinahs (lentil extract) or Pisum sativum (pea extract); and agglutinins from Glycine max (soybean extract), Helix aspersa (garden snail extract) or Helix pomatia (roman or edible snail extract).
The sugars useful in the present invention may be any sugar, carbohydrate or carbohydrate moiety. In a preferred embodiment, the sugars may be chosen from monosaccharides, which include, but are not limited to, any three to seven carbon sugars such as pentoses, e.g., ribose, arabinose, xylose, lyxose, ribulose, and xylulose, and hexoses, e.g., allose, altrose, glucose, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, and tagatose; disaccharides (which are saccharides that hydrolyze into two monosaccharides) such as maltose, sucrose, cellobiose, trehalose and lactose; and polysaccharides (which are saccharides that hydrolyze into more than two monosaccharides) such as starch, dextrins, cellulose and glycogen. In a further preferred embodiment, the sugars of the invention are chosen from aldoses and ketoses.
The present invention also provides for a simple screening test, the combability test (See Garcia, M. L., and Diaz, J., J. Soc. Cosmet. Chem. 27, 370-398 (1976)), to determine which mixtures of plant extracts and sugars provide synergistically effective protection of keratinous tissue from extrinsic damage and what constitutes a synergistically effective amount of plant extract and sugar in such mixtures. The combability test is known in the art to correlate well to the amount of protection from exposure to extrinsic conditions that is afforded hair by a composition. Wet combing work of normal hair is determined prior to treatment. The hair is then divided into two groups and treated, one group with the plant extract and sugar mixture and the other group with control solutions containing the sugar alone or the plant extract alone. Following treatment, the hair is exposed to harsh extrinsic conditions such as heating. The increase in work or force required to comb wet hair is compared for the exposed hair treated with the mixture versus the exposed hair treated with the controls to determine if a synergistic effect is observed.
In a preferred embodiment, the synergistically effective mixture of at least one plant extract and at least one sugar is chosen from mixtures of potato extracts such as Dermolectine® and/or Capilectine® and one or more sugars chosen from sorbose, sucrose and trehalose; kidney bean extract and sucrose; and willowherb extract and sucrose.
In a preferred embodiment, a plant extract or mixture of plant extracts is present in the compositions of the present invention in an amount ranging from 0.01 % to 5.0% relative to the total weight of the composition. In a further preferred embodiment a sugar or mixture of sugars is present in the compositions of the present invention in an amount ranging from 0.001% to 3.0% relative to the total weight of the composition. These ranges are based on a commercially available plant extract composition, which is approximately 60% glycerol. The preferred ranges of plant extract present in the compositions of the present invention may vary depending on the percent active ingredient of the plant extracts as supplied commercially.
The compositions of the present invention may be in the form of a liquid, oil, paste, stick, dispersion, emulsion, lotion, gel, or cream. The compositions of the present invention may also be provided as one-part compositions comprising the plant extract or mixture of plant extracts and the sugar or mixture or sugars or in the form of a multicomponent treatment or kit. The multicomponent kit may comprise one component that contains a plant extract and another component that contains a sugar. The combination of the components results in a composition containing at least one plant extract and the at least one sugar present in a combined amount synergistically effective to improve combability and/or improve curl formation of the keratinous fibers. The skilled artisan, based on the stability of the composition and the application envisaged, will be able to determine how the composition and/or multicomponent compositions should be stored and mixed.
In another embodiment, the present invention is drawn to a method of protecting keratinous tissue from extrinsic damage comprising applying to keratinous tissue a composition that contains at least one plant extract and at least one sugar. The at least one plant extract and the at least one sugar are present in a combined amount synergistically effective to protect the keratinous tissues from extrinsic damage.
The present invention also contemplates a method of improving combability and/or a method of improving curl formation of keratinous fibers comprising applying to the keratinous fibers a composition comprising at least one plant extract and at least one sugar. The at least one plant extract and the at least one sugar are present in a combined amount synergistically effective to improve combability and/or improve curl formation of the keratinous fibers. Keratinous fibers (as opposed to keratinous tissue) are defined as hair, eyebrows, and eyelashes.
The invention will be illustrated by, but is not intended to be limited to, the following examples. Examples 1 through 6 provide screening tests that one of skill in the art may use to choose plant extracts for use in the compositions of the invention. However, a positive result in any or all of the tests provided is not required for use of a plant extract in the compositions and methods of the invention. The first six examples also provide the skilled artisan with procedures that may be used to evaluate a synergistic mixture of at least one plant extract and at least one sugar. Example 7 demonstrates the synergistically effective protection from extrinsic conditions afforded hair by a composition of the invention.
Example 1. A Test to Determine the Binding of a Plant Extract to a Carbohydrate Moiety
A screening test to determine the applicability of a plant extract for use in the compositions of the present invention was carried out. Since any plant extract that binds to carbohydrate moieties or sugars may be useful in the practice of the invention, the skilled artisan may use column chromatography or HPLC to quickly determine the binding properties of a plant extract to a specific carbohydrate and therefore the possible utility of that plant extract for the application envisaged.
HPLC experiments were performed as shown in Table 4 below. A cation exchange chromatographic column that will not retain NANA but will retain or slow the elution of a NANA/plant extract complex was chosen, in this case a NANA/Dermolectine® complex. The amount of NANA recovered following HPLC with the control solution (glycerol was chosen as a control because the Dermolectine® solution contained 60% glycerol), as calculated from NANA's absorption at 200 nm, was then compared to the amount of NANA recovered following HPLC with a solution containing the potato extract, Dermolectine®.
NANA in the glycerol control solution was not retained by the column during HPLC and 100% of the NANA was recovered at a time A. Therefore, any NANA from the NANA/Dermolectine® solutions passed through the column that was not recovered at time A was due to an interaction between NANA and the Dermolectine®. As shown in Table 4, the lower amounts of NANA recovered following HPLC demonstrated that Dermolectine® is capable of binding NANA.
TABLE 4. Effect of Dermolectine® on NANA Determination by HPLC (200 nm Detection)
Solution % NANA
Recovered
NANA in 60% GlycerolVO.1 N H2SO4 100
NANA in 60% Glycerol70.1N H2SO4, 1h at 80 °C 100
NANA in 100% Dermolectine®/0.1 N H2SO4 80
NANA in 100% Dermolectine®/0.1 N H2SO4, 1 h at 80 °C 66
* Dermolectine® contains 60% glycerol.
Example 2. A Test to Determine the Protection of Keratinous Fibers from Protein Loss by a Plant Extract
Another screening test to determine the applicability of a plant extract for use in the compositions of the present invention was carried out. A plant extract useful in the compositions of the invention may also be any plant extract that protects keratinous fibers from protein loss. The skilled artisan, may determine by the protein loss test, whether a plant extract protects keratinous fibers from protein loss.
The effect of the potato extracts, Dermolectine® and Capilectine®, respectively, on the protein loss from keratinous fibers in water was tested against the control, glycerol. Each of the solutions of Table 5 below, was applied to a swatch of bleached hair for 5 minutes at room temperature (ratio of haiπliquid = 1 :10, w/w). The hair swatches were then rinsed with tepid water for one minute, air-dried, and then each swatch was placed in a separate 50 ml Erlenmeyer flask and deionized water was added at a ratio of hair:water = 1 :15, w/w. The hair samples were shaken in a Gyratory Water Bath Shaker Model G76 (New Brunswick Scientific Co.) for 1 hour at room temperature.
The protein content in each water sample was determined by the Lowry technique. See Sandhu, S.S., and Robbins, C.R., J. Soc. Cosmet. Chem.. 44, 163-175 (1993). As shown in Table 5, the protein loss from the hair pre-treated with 1% solutions of Dermolectine® and Capilectine® was significantly lower than that from the hair pre-treated with the glycerol solution.
TABLE 5. Protein Loss in Water from Bleached Hair. Effect of One Pre-treatment
Treatment Solution Protein loss, mg/g hair
No treatment 3.05 ± 0.02
0.6% Glycerol - Control 2.56 ± 0.06
1 % Capilectine® 1.76 ± 0.04
1 % Dermolectine® 2.09 ± 0.06
In another experiment, 1 % solutions of different potato extracts were tested for their capacity to protect bleached hair from protein loss. The effect of the glycerol-containing extracts Dermolectine®, Capilectine®, and Potato HS, was compared to that of 0.6% glycerol, while the glycerol-free raw materials, Potato Peel Extract and Potato Extract, (VEGETECH), were tested against water. See Table 6 below.
Swatches of bleached hair were treated with the above solutions for 5 minutes at room temperature, and rinsed with tepid water for one minute. The treatments were repeated five times. The shaking-in-water procedure was conducted as described above. In all cases, the protein loss from the bleached hair treated with the potato extracts was significantly lower than that from the corresponding control swatches (See Table 6).
TABLE 6. Protein Loss in Water from Bleached Hair. Effect of Five Pre-Treatments
Treatment Solution Protein loss, mg/g hair
I. Glycerol Containing Solutions
1.0% Glycerol - Control 0.75 ± 0.09
1 % Capilectine® 0.55 ± 0.09
1% Dermolectine® 0.61 ± 0.05
1% Potato HS 0.44 ± 0.05
II. Glycerol-Free Solutions
Water treatment - Control 0.97 ± 0.11
1% Potato Peel Extract 0.61 ± 0.08
1 % Potato Extract 0.76 ± 0.05
Example 3. Protection of Normal Hair By Plant Extracts During Bleaching
The combability test was used to determine the amount of protection from extrinsic conditions afforded hair by a composition of the invention. The wet combing force of normal brown hair was determined prior to further treatment. See Garcia, M. L., and Diaz, J., J. Soc. Cosmet. Chem. 27, 370- 398 (1976). Next, solutions of the potato extracts, Dermolectine® and Potato HS respectively, each at concentrations of 0.5%, 1.0%, and 3% by weight, were applied to the hair for 5 minutes at room temperature (hair:solution=1 :10, w/w). Dermolectine® and Potato HS each contain 60- 80% glycerol, therefore these potato extracts were tested against 3% glycerol solutions (control). The treatment was repeated three times, with the hair being rinsed and air-dried between each application. The pre-treated normal hair was then equilibrated under room conditions for 24 hours and bleached (30 minutes at room temperature; 12% H202, pH 9.7 adjusted with ammonia). The bleached hair was tested for the increase in wet combing force as compared to the initial wet combing force for normal brown hair before treatment and bleaching. All tests were performed in duplicate. As shown below in table 7, the increase in the wet combing force for hair pre-treated with Dermolectine® or Potato HS solutions was significantly lower than that observed for hair pre-treated with the glycerol solution.
Table 7. Wet Combing of Bleached Hair: Effect of Pre-Bleach Treatment. (Tests performed in duplicate; 10 comb strokes per test)
Treatment Increase in wet combing energy, %
3% Glycerol 178.9 ± 12.6
0.5% Potato HS 109.7 ± 2.1
1.0% Potato HS 109.8 ± 3.7
3.0% Potato HS 73.8 ± 11.3
0.5% Dermolectine® 106.6 ± 13.41
1.0% Dermolectine® 113.7 ± 6.21
3.0% Dermolectine® 104.1 ± 9.96
Example 4. Improved Combing of Bleached Hair Treated with Plant Extracts
The combability or wet combing force for bleached hair was determined before and after treatment with potato extract. Bleached hair was treated with a solution of 1 % of the potato extract, Capilectine®, while another sample of bleached hair was treated with a solution of 0.6% glycerol. All sample were treated for 5 minutes at room temperature at a hair:liquid ratio of 1:10 (w/w) and then rinsed for 3 minutes with tepid water. The wet combing force after the Capilectine® application was lessened, indicating that the application improved the combability by 45%, while there were no significant changes after the glycerol treatment (Table 8). Table 8. Improvement in Wet Combing of Bleached Hair (Tests performed in duplicate; 10 comb strokes per test)
Figure imgf000017_0001
Example 5. Improved Curl Formation in the Permanent Waving of Normal and Tinted Hair Treated with Plant Extract
The curl formation in the permanent waving of 12 fiber swatches of normal brown hair and normal brown hair tinted with ColorGel® 6RO (Redken) using 20 volume of H2O2 was measured. The swatches (l0 ( average initial length) = 12.5 cm) were wound on perm rods (7.5 mm diameter), 6 rods per test (n = 6). Each of three groups of swatches was saturated with one of the following pre-treatments: a) water; b) 0.6% glycerol; c) 1 % Dermolectine®, respectively, at a ratio of 2 ml per rod; and maintained for 5 min at room temperature. Next, the rods were blotted with paper-towel, and the permanent waving reforming lotion was applied (10% Thioglycolic acid (TGA), 1% Betaine, pH 9.01 , NH4OH; 2 ml per rod). The hair was processed for 30 minutes at room temperature; rinsed in deionized water (100 mL/6 rods; 5 minutes); neutralized with 2% H202, pH 3 (5 minutes; 2 ml/rod); and again rinsed with deionized water (100 mL/6 rods; 5 minutes). The rods were blotted with a paper towel, the hair was taken off the rods, and the diameter and the length of the wet curl were measured. The length of the dry curl of the swatches was measured after drying in a vertical position on the board.
As shown in Table 9 below, the wet and the dry curl length of the hair pre-treated with 1% Dermolectine® was significantly lower, as compared to the hair pre-treated with water. There was no significant difference in the curl formation between the water- and the glycerol-treated hair.
Table 9. Improvement in Perm Efficiency: Effect of Pre-Treatment
Hair type/ Avg. Wet curl length, Avg. Dry curl length,
Treatment cm cm l0 = 12.5 cm /0 = 12.5 cm n = 6 n = 6
Normal Brown Hair:
Water 5.20 ± 0.19 6.60 ± 0.18
0.6% Glycerol 5.32 ± 0.40 6.83 ± 0.42
1% Dermolectine® 4.80 ± 0.32 6.02 ± 0.19
Brown Hair Tinted with ColorGel® 6RO:
Water 6.03 ± 0.32 6.95 ± 0.35
0.6% Glycerol 6.05 ± 0.33 7.08 ± 0.27
1% Dermolectine® 5.08 ± 0.25 6.28 ± 0.31
Example 6. Protection of Normal Hair with Plant Extracts
Swatches of normal brown hair were treated with one of the following 1% solutions of: Dermolectine®, avocado extract (Active Organics), Mistletoe Extract (Active Organics), and Wheat Germ Extract (Active Organics). Since all of the plant extracts contained 60 to 80 % glycerol, control swatches of hair were treated with water and 1% glycerol, respectively. The hair was then bleached with 12% H2O2, pH 8.8 (NH4OH) for 20 minutes at room temperature. There was no significant difference in the lift of color between the extract treated and water treated swatches.
The hair was digested in 6N HCL (110°C, 24 hours) and analyzed for cysteic acid using a Beckman System 6300 High Performance Analyzer. The cysteic acid content is another way to measure the amount of damage to hair fibers caused by bleaching. The higher the cysteic acid content, the more damage done to the hair. As shown in Table 10 below, while all of the plant extracts tested protected hair from loss of NANA relative to water and glycerol, there was no appreciable difference in the cysteic acid content of hair pretreated by plant extract.
The hair was also analyzed for protein loss in water as described above. Table 10, below, and Figure 1 , attached, show that mistletoe extract and Dermolectine® provided protection against protein loss at these low concentrations. While no appreciable protection against protein loss was observed for wheat germ extract or Avocado extract at these concentrations, protection against protein loss may be observable at higher concentrations of plant extract.
Finally, the hair was analyzed for NANA content. NANA content was measured by the following procedure. The hair was digested with papain/dithiotreitol, lyophilized, and reconstituted with 0.2 N H2SO4. The hair was then hydrolyzed at 80°C for 1 hour, derivatized with the fluorescent probe, 1 ,2-diamino-4,5-methlenedioxybenzene, and analyzed for NANA content by reverse-phase HPLC. As shown in Table 10, all of the plant extracts protected the hair from loss of NANA during bleaching, which indicates protection of hair surface glycoproteins.
TABLE 10. Protection of Hair with Plant Extracts
Hair/Treatment NANA, Cysteic acid, Protein loss, nmole/g hair Mole % μg/g hair
Normal Hair 619 ± 13 0.5 ± 0.1 306 ± 3
Bleached hair, pretreated with:
409 ± 71 1.8 ± 0.2 410 ± 60
Water 485 1.9 ± 0.2 481 ± 13
1.0% Glycerol - Control 500 ± 5 1.8 ± 0.1 471 ± 76
1% Wheat Germ 506 ± 43 2.2 ± 0.1 390 ± 18
1% Mistletoe 560 ± 55 1.8 ± 0.1 380 ± 14
1 % Dermolectine® 585 ± 28 1.9 ± 0.1 476 ± 45
1 % Avocado
A similar experiment was performed using hair that was bleached one time (1X). Swatches of bleached hair were treated by one of the following procedures: a) 0.5 % potato extract (VEGETECH) solution was applied for 5 minutes at room temperature, rinsed under tap water, air-dried, and equilibrated for 24 hours at room conditions before bleaching; b) 2.0 % potato extract (VEGETECH) solution was applied following the procedure set forth in (a); c) 0.5 % potato extract (VEGETECH) solution was applied for 5 minutes at room temperature, blot-dried with a paper towel, air-dried, and equilibrated for 24 hours at room conditions before bleaching; and d) 1.0 % potato extract (VEGETECH) solution was applied following procedure (c). The potato extracts did not contain glycols, therefore, water was used as a control treatment.
The bleached hair was then bleached again with 12% H2O2, pH 8.8 (NH4OH) for 20 minutes at room temperature. There was no significant difference in the lift of color between the extract-treated and water-treated swatches. The hair was analyzed for cysteic acid and protein loss in water as described above.
As shown in Table 11 , each of the plant extract solutions protected the hair from cysteic acid formation. In addition, as shown in Table 11 and Figure 2, each of the plant extract solutions protected the hair from protein loss. A concentration dependence was also observed with regard to the ability of a plant extract to protect hair from protein loss.
TABLE 11. Protection of Bleached Hair with Plant Extracts
Hair/Treatment Cysteic acid, Protein loss,
Mole % μg/g hair
Bleached Hair, 1X 2.9 ± 0.1 360 ± 2
Bleached Hair after Second Bleaching (2X). pretreated with Potato Extract:
4.4 ± 0.1 1023 ± 70
Water (control)
3.8 ± 0.1 1000 ± 21
0.5% Extract, rinsed 3.9 ± 0.1 914 ± 23 2.0% Extract, rinsed
3.7 ± 0.1 916 ± 15
0.5% Extract, left-in 3.6 ± 0.1 878 ± 5 1.0% Extract, left-in
Example 7. Synergistic Effect of Protecting Hair Using a Plant Extract/Sugar Mixture
The combability test was used to demonstrate the synergistically effective protection from extrinsic conditions, such as heat, afforded hair by a composition of the invention. The wet combing force of bleached hair was determined prior to further treatment. Next, hair swatches were treated with one of the following solutions: a) water (control); b) glycerol (control); c) plant extract solution; d) sugar solution; and e) plant extract and sugar mixture.
The various plant extracts, sugars, mixtures of plant extracts and sugars and the concentrations of each in solution are shown in Figures 3, 4, 5, and 6(a).
The solutions were applied to the hair for 5 minutes at room temperature (haiπsolution ratio = 1 :10, w/w). The treatment was repeated six times, with the hair being rinsed and subjected to heating cycles between each treatment. See McMullen, R. and Jachowicz, J., J. Cosmet. Sc 49, 223-244 (1998). The bleached hair was tested for the increase in wet combing force as compared to the initial wet combing force of the bleached hair before treatment and heating to determine the efficacy of the treatments against heat exposure.
Figure 3 shows a reduction in percent increase in wet combing work. This indicates that there was a synergistically effective protection of hair from heat cycles using a potato extract/sorbose or potato extract/sucrose mixture at the concentrations shown. A synergistically effective result was not observed for a potato extract/maltodextrin composition at the concentrations shown. This does not mean, however, that a potato extract/maltodextrin composition will not have a synergistic effect at higher concentrations. A synergistically effective protection of hair for heat cycles was also observed from hair treated with compositions containing kidney bean extract/sucrose mixtures (Figure 4), willowherb extract/sucrose mixtures (Figure 5), and potato extract/trehalose mixtures (Figure 6).
L values of the hair were also measured (Micro Flash, Datacolor International) before and after the treatment/heat exposure cycle to determine the efficacy of the treatments against loss of natural color due to heat exposure (Figure 6b). In the art of hair dyeing, and as defined in the L, a, b colorimetric notations system of the Commission Internationale de I'Eclairage, L defines the intensity of the shade. See U.S. Patent No. 6,010,541 , Col 1 , line 66 to Col. 2, line 8, and Col. 9, lines 15- 57. The shade is proportionally more intense the lower the value of L.
In this example, the natural color of the hair was white. The more the hair is damaged due to heat exposure, the more the natural color of the hair changes to yellow and the greater the change in L. In other words, the smaller the change in L following exposure to heat, the less damage to the hair, thus, more protection provided by the composition being tested. Figure 6(b) shows that bleached hair treated with a potato extract/trehalose mixture demonstrated a synergistically effective protection of hair from loss of natural color due to heat.
It will be apparent to those skilled in the art that various modifications and variations can be made in the compositions and methods of the present invention without departing from the spirit or scope of the invention. Thus, it is intended that the present description cover the modifications and variations of this invention provided that they come within the scope of the appended claims and their equivalents.

Claims

What is claimed is:
1. A composition for the treatment or protection of keratinous tissue, said composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to protect said keratinous tissue from extrinsic damage.
2. A composition according to claim 1 , wherein said at least one plant extract is chosen from potato extract, mistletoe extract, avocado extract, wheat germ extract, willowherb extract and kidney bean extract.
3. A composition according to claim 1 , wherein said sugar is chosen from monosaccharides, disaccharides and polysaccharides.
4. A composition according to claim 3, wherein said monosaccharides are chosen from pentoses and hexoses.
5. A composition according to claim 4, wherein said pentoses are chosen from ribose, arabinose, xylose, lyxose, ribulose, and xylulose.
6. A composition according to claim 4, wherein said hexoses are chosen from allose, altrose, glucose, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, and tagatose.
7. A composition according to claim 3, wherein said disaccharides are chosen from maltose, sucrose, cellobiose, trehalose and lactose.
8. A composition according to claim 3, wherein said polysaccharides are chosen from starches, dextrins, celluloses and glycogens.
9. A composition according to claim 1 , wherein said sugar is sucrose and said plant extract is willowherb extract.
10. A composition according to claim 1 , wherein said composition is in the form of a liquid, oil, paste, stick, dispersion, emulsion, lotion, gel, or cream.
11. A composition according to claim 1 , wherein said keratinous tissue is chosen from skin, hair, eyelashes, eyebrows, and nails.
12. A composition according to claim 1 , wherein said at least one plant extract is present in said composition at a concentration ranging from 0.01% to 5.0% relative to the total weight of the composition.
13. A composition according to claim 1 , wherein said at least one sugar is present in said composition at a concentration ranging from 0.001% to 3.0% relative to the total weight of the composition.
14. A method of protecting keratinous tissue from extrinsic damage comprising applying to said keratinous tissue a composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to protect said keratinous tissues from extrinsic damage.
15. A method of protecting keratinous tissue from extrinsic damage according to claim 14, wherein said at least one plant extract is chosen from potato extract, mistletoe extract, avocado extract, wheat germ extract, willowherb extract and kidney bean extract.
16. A method of protecting keratinous tissue from extrinsic damage according to claim 14, wherein said sugar is chosen from monosaccharides, disaccharides and polysaccharides.
17. A method of protecting keratinous tissue from extrinsic damage according to claim 16, wherein said monosaccharides are chosen from pentoses and hexoses.
18. A method of protecting keratinous tissue from extrinsic damage according to claim 17, wherein said pentoses are chosen from ribose, arabinose, xylose, lyxose, ribulose, and xylulose.
19. A method of protecting keratinous tissue from extrinsic damage according to claim 17, wherein said hexoses are chosen from allose, altrose, glucose, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, and tagatose.
20. A method of protecting keratinous tissue from extrinsic damage according to claim 16, wherein said disaccharides are chosen from maltose, sucrose, cellobiose, trehalose and lactose.
21. A method of protecting keratinous tissue from extrinsic damage according to claim 16, wherein said polysaccharides are chosen from starches, dextrins, celluloses and glycogens.
22. A method of protecting keratinous tissue from extrinsic damage according to claim 14, wherein said sugar is sucrose and said plant extract is willowherb extract.
23. A method of protecting keratinous tissue from extrinsic damage according to claim 14, wherein said composition is in the form of a liquid, oil, paste, stick, dispersion, emulsion, lotion, gel, or cream.
24. A method of protecting keratinous tissue from extrinsic damage according to claim 14, wherein said keratinous tissue is chosen from skin, hair, eyelashes, eyebrows, and nails.
25. A method of improving combability and/or curl formation of keratinous fibers comprising applying to said keratinous fibers a composition comprising at least one plant extract and at least one sugar present in a combined amount synergistically effective to improve combability and/or curl formation.
26. A method of improving combability and/or curl formation according to claim 25, wherein said at least one plant extract is chosen from potato extract, mistletoe extract, avocado extract, wheat germ extract, willowherb extract and kidney bean extract.
27. A method of improving combability and/or curl formation according to claim 25, wherein said sugar is chosen from monosaccharides, disaccharides and polysaccharides.
28. A method of improving combability and/or curl formation according to claim 27, wherein said monosaccharides are chosen from pentoses and hexoses.
29. A method of improving combability and/or curl formation according to claim 28, wherein said pentoses are chosen from ribose, arabinose, xylose, lyxose, ribulose, and xylulose.
30. A method of improving combability and/or curl formation according to claim 28, wherein said hexoses are chosen from allose, altrose, glucose, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, and tagatose.
31. A method of improving combability and/or curl formation according to claim 27, wherein said disaccharides are chosen from maltose, sucrose, cellobiose, trehalose and lactose.
32. A method of improving combability and/or curl formation according to claim 27, wherein said polysaccharides are chosen from starches, dextrins, celluloses and glycogens.
33. A method of improving combability and/or curl formation according to claim 25, wherein said sugar is sucrose and said plant extract is willowherb extract.
34. A method of improving combability and/or curl formation according to claim 25, wherein said composition is in the form of a liquid, oil, paste, stick, dispersion, emulsion, lotion, gel, or cream.
35. A method of improving combability and/or curl formation of keratinous fibers according to claim 25, wherein said keratinous fibers are chosen from hair, eyelashes, and eyebrows.
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EP0668072A1 (en) * 1991-10-01 1995-08-23 Chemisches Laboratorium Dr. Kurt Richter GmbH Cosmetic composition containing a plant extracellular matrix extract
FR2740331A1 (en) * 1995-10-25 1997-04-30 Sederma Sa Hair and scalp care or treatment compositions
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WO1999060989A2 (en) * 1998-05-27 1999-12-02 Henkel Kommanditgesellschaft Auf Aktien Preparation for treating human skin and human hair comprising a special active ingredient combination, and the use of this active ingredient combination

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WO2002007686A2 (en) * 2000-07-26 2002-01-31 Henkel Kommanditgesellschaft Auf Aktien Use of carbohydrates for protection from hair dryers in hair treatment agents
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US8349377B2 (en) 2004-04-30 2013-01-08 Laboratoires Expanscience Medicament comprising a peptide extract of avocado, which is intended for the treatment and prevention of illnesses that are linked to an immune system deficiency
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US7833554B2 (en) 2004-04-30 2010-11-16 Laboratoires Expanscience Medicament comprising a peptide extract of avocado, which is intended for the treatment and prevention of illnesses that are linked to an immune system deficiency
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FR2869543A1 (en) * 2004-04-30 2005-11-04 Expanscience Laboratoires Sa MEDICAMENT COMPRISING A PEPTIDE AVOCADO EXTRACT FOR THE TREATMENT AND PREVENTION OF DISEASES ASSOCIATED WITH A DEFICIENCY OF THE IMMUNE SYSTEM
US8309067B2 (en) 2005-12-07 2012-11-13 Conopco, Inc. Hair straightening composition comprising a disaccharide
WO2007065521A1 (en) * 2005-12-07 2007-06-14 Unilever Plc Hair straightening composition comprising a disaccharide
WO2008025847A3 (en) * 2006-08-31 2008-07-31 Expanscience Lab Use of c7 sugars in prevention and treatment of mycoses
FR2905270A1 (en) * 2006-08-31 2008-03-07 Expanscience Sa Lab USE OF C7 SUGARS IN THE PREVENTION AND TREATMENT OF MYCOSES
FR2914858A1 (en) * 2007-04-13 2008-10-17 Lucas Meyer Cosmetics Sa Topical cosmetic composition useful e.g. as depigmenting agent, capillary growth activator and to treat pigmentary spots, comprises vegetable lectin or vegetable extract rich in lectin having inhibiting activity of melanosome phagocytosis
EP2190405B2 (en) 2007-09-28 2016-11-23 Unilever PLC Hair treatment compositions
US8097573B2 (en) 2008-11-24 2012-01-17 The Clorox Company Natural personal cleanser compositions
US7902134B1 (en) 2008-11-24 2011-03-08 The Clorox Company Natural personal cleanser compositions
US11369555B2 (en) 2016-03-18 2022-06-28 Conopco, Inc. Hair treatment compositions

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CA2402120A1 (en) 2001-09-20
AU3947301A (en) 2001-09-24
WO2001068040A3 (en) 2002-05-16
US6861077B1 (en) 2005-03-01
BR0109289A (en) 2002-12-17
ZA200207412B (en) 2003-04-04
JP2003526646A (en) 2003-09-09

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