WO2009088109A1 - Composition for skin whitening containing diosgenin - Google Patents
Composition for skin whitening containing diosgenin Download PDFInfo
- Publication number
- WO2009088109A1 WO2009088109A1 PCT/KR2008/000046 KR2008000046W WO2009088109A1 WO 2009088109 A1 WO2009088109 A1 WO 2009088109A1 KR 2008000046 W KR2008000046 W KR 2008000046W WO 2009088109 A1 WO2009088109 A1 WO 2009088109A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- diosgenin
- skin
- composition
- whitening
- present
- Prior art date
Links
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- 239000000203 mixture Substances 0.000 title claims abstract description 57
- WQLVFSAGQJTQCK-VKROHFNGSA-N diosgenin Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)CC[C@H](O)CC4=CC[C@H]3[C@@H]2C1)C)[C@@H]1C)[C@]11CC[C@@H](C)CO1 WQLVFSAGQJTQCK-VKROHFNGSA-N 0.000 title claims abstract description 56
- DWCSNWXARWMZTG-UHFFFAOYSA-N Trigonegenin A Natural products CC1C(C2(CCC3C4(C)CCC(O)C=C4CCC3C2C2)C)C2OC11CCC(C)CO1 DWCSNWXARWMZTG-UHFFFAOYSA-N 0.000 title claims abstract description 55
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/63—Steroids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
Definitions
- the present invention relates to a composition for skin whitening, and more particularly to a composition for skin whitening comprising diosgenin that has excellent stability without side effects on skin, and has a superior effect to inhibit pigmentation on skin by restraining melanin generation.
- thiol based compounds such as glutathione and cysteine have unique unpleasant odors as well as problems in transdermal absorption, and glycosides and derivatives thereof have problems in that they cannot be appropriately used as mixed ingredients of cosmetics due to their high polarities.
- Vitamin C is disadvantageous in that it is easily oxidized in an aqueous solution, so as not to continuously exhibit its effect.
- skin- whitening compositions containing extracts of natural medicinal herbs have been developed. However, since most of them are colored, there are limitations in blending. Further, since their effective ingredients are not identified, consistent effects cannot be expected in products.
- diosgenin is a plant-derived sapogenin, and reported to reduce arterial pressure and show preventive and therapeutic effect on cholesterin steatosis.
- diosgenin is a plant-derived sapogenin, and reported to reduce arterial pressure and show preventive and therapeutic effect on cholesterin steatosis.
- diosgenin as being usable in slimming compositions, on account of its ability to inhibit the storage of biochemical lipid material in adipose tissue.
- WO 97/2504 disclosed is a composition containing diosgenin for the prevention or treatment of osteoporosis.
- many studies have been made on the efficacy of a natural substance, diosgenin.
- the present invention relates to a composition for whitening skin, comprising diosgenin.
- Diosgenin ⁇ (3U,25R)-spirost-5-en-3- ⁇ f, of the present invention is a plant-derived sapogenin, represented by the following Ibrmula 1.
- Ibrmula 1 a plant-derived sapogenin, represented by the following Ibrmula 1.
- ChemistryRgure 1 [Chem.l]
- Diosgenin of the present invention may be extracted and isolated from natural sources (e.g., D. japonica, D. tokoro, D. septemloba), prepared by chemical modification of saponins obtained from natural sources, or synthesized by chemical methods.
- natural sources e.g., D. japonica, D. tokoro, D. septemloba
- a commercially available diosgenin e.g., Diosgenin available from Sabinsa
- diosgenin of the present invention may be extracted and isolated from plants such as D. japonica and D. tokoro using a solvent such as water, alcohol and acetone at 0 to 5O 0 C, which is well known to those skilled in the art.
- diosgenin of the present invention In order to confirm the whitening effect of diosgenin of the present invention, its efficacy of suppressing melanin synthesis and tyrosinase activity was measured, which is a general screening method of whitening substances, and compared to that of a known skin whitening cosmetic material, vitamin C. As a result, diosgenin of the present invention exhibited excellent effects of suppressing melanin synthesis and tyrosinase activity, which was about 10% more than that of vitamin C at the same concentration. Thus, diosgenin of the present invention can be used for whitening skin.
- diosgenin of Ibrmula 1 of the present invention includes derivatives that suppress melanin synthesis and/or tyrosinase activity to exhibit the effect of whitening skin, among its derivatives produced by addition or substitution of substituent.
- the content of diosgenin may be preferably 0.0001 to 15 wt%, based on the total weight of the composition. If the content is less than 0.0001 wt%, the whitening effect is not sufficient, and if the content is more than 15 wt%, the whitening effect is slightly increased, whereas there is a problem in the stability upon formulation. More preferably, diosgenin is contained in an amount of 0.0001 to 10 wt%, based on the total weight of the composition. [21]
- the present invention relates to a cosmetic composition for whitening skin, comprising the composition.
- the cosmetic composition may include additives oommonly used in cosmetic formulations, for example, conventional auxiliary agents such as an antioxidant, a stabilizer, a solubilizing agent, a vitamin, a pigment, and a scent, and/or a carrier, in addition to diosgenin as an effective ingredient.
- auxiliary agents such as an antioxidant, a stabilizer, a solubilizing agent, a vitamin, a pigment, and a scent, and/or a carrier, in addition to diosgenin as an effective ingredient.
- the cosmetic composition may further include a skin absorption enhancer to improve skin- whitening effect.
- the cosmetic composition of the present invention may be prepared as any formulation commonly prepared in the art.
- the cosmetic composition may be formulated as, for example, a solution, a suspension, an emulsion, a paste, a gel, a cream, a lotion, a powder, a soap, a surfactant-containing cleanser, an oil, a powdered foundation, an emulsion foundation, a wax foundation, a spray, or the like, but not limited thereto.
- the cosmetic composition may be prepared as a formulation such as a softening toner, a nutrient toner, a nutrient cream, a massage cream, an essence, an eye cream, a cleansing cream, a cleansing foam, a cleansing water, a pack, a spray, and a powder.
- the formulation of the cosmetic composition of the present invention is a paste, a cream or a gel, an animal oil, a vegetable oil, a wax, paraffin, a starch, traganth, a cellulose derivative, a polyethylene glycol, silicone, bentonite, silica, talc, zinc oxide, or the like may be used as the carrier ingredient.
- the formulation of the cosmetic composition of the present invention is a powder or a spray
- lactose, tal ⁇ silica, aluminum hydroxide, calcium silicate, or polyamide powders may be used as the carrier ingredient, and in particular, if the formulation is a spray, a propellent such as chlorofluorohydrocarbon, propane/butane and dimethyl ether may be used.
- the formulation of the oosmetic composition of the present invention is a solution or an emulsion
- a solvent, a solubilizing agent or an emulsifier may be used as the carrier ingredient, and examples thereof include water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1,3-butylene glycol oil, glycerol aliphatic esters, polyethylene glycol or sorbitan fatty acid esters.
- the formulation of the cosmetic composition of the present invention is a suspension
- a liquid diluent such as water, ethanol and propylene glycol
- a suspending agent such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester and poly- oxyethylene sorbitan ester
- macrocrystalline cellulose aluminum metahydroxide; bentonite; agar, traganth, or the like
- bentonite agar, traganth, or the like
- the formulation of the cosmetic composition of the present invention is a surfactant-containing cleanser, aliphatic aloohol sulfate, aliphatic aloohol ether sulfate, sulphosucdnic acid monoester, isethionate, imidazolinium derivative, methyltaurate, sarcosinate, fatty acid amide ether sulfate, alkylamidobetain, aliphatic alcohol, fatty add glyceride, fatty acid diethanolamide, vegetable oils, a lanolin derivative or ethoxylated glycerol fatty add ester, or the like may be used as the carrier ingredient.
- the content of diosgenin may be 0.0001 to 15 wt%, and preferably 0.0001 to 10 wt%, based on the total weight of the cosmetic composition.
- the present invention relates to a pharmaceutical composition for whitening skin, comprising the composition.
- the content of diosgenin may be 0.0001 to 15 wt%, and preferably 0.0001 to 10 wt%, based on the total weight of the pharmaceutical composition.
- the pharmaceutical composition of the present invention may further include suitable carriers, exdpients and diluents oommonly used in the preparation of pharmaceutical compositions.
- the pharmaceutical composition of the present invention may be formulated into any suitable formulation including oral formulations such as powder, granule, tablet, capsule, suspension, emulsion, syrup and aerosol; external preparations such as ointment and cream; suppository, and sterilized solution for injection.
- oral formulations such as powder, granule, tablet, capsule, suspension, emulsion, syrup and aerosol
- external preparations such as ointment and cream
- suppository suppository, and sterilized solution for injection.
- composition according to the present invention may be administered to mammals such as rat, mouse, livestock, and human via various routes such as oral and parenteral routes (e.g., oral, rectal or intravenous, intramuscular, subcutaneous, intraepidural or intracerebrovascular injection), preferably transcutaneous route among parenteral routes, and more preferably topical application.
- oral and parenteral routes e.g., oral, rectal or intravenous, intramuscular, subcutaneous, intraepidural or intracerebrovascular injection
- transcutaneous route among parenteral routes preferably topical application.
- An effective dosage of the present composition may be determined depending on the patient's age, gender, body weight, health state, and administration mode, lor topical administration, diosgenin may be preferably administered at a daily dosage of 1.0 to 3.0 mH one time or five times for 1 month or more.
- diosgenin may be administered at a daily dosage of 0.1 to 100 mg/kg one time or several times, depending on the patient's age, gender, and body weight.
- the dosage may be adjusted depending on administration route, severity of the disease, the patient's gender, body weight, and age.
- the scope of the present invention is not limited to the dosage.
- diosgenin was found to be safe for human skin as a natural substance. Accordingly, diosgenin of the present invention has no toxicity and side effects, thereby being safely used for a long period of time, in particular, applied to cosmetic and pharmaceutical compositions.
- Murine B 16 melanoma cells were used to measure the inhibitory effect of diosgenin
- Murine melanoma (B- 16 FlO) cells were inoculated on 6- well plates containing
- DMEM media supplemented with 10% FBS (fetal bovine serum) (1 x 10 cells per well), and cultured in a 5% CO incubator at 37 0 C until reaching about 80% confluency. Then, media was removed from the cells, replaced with diluted fresh media, and cultured in a 5% CO incubator at 37 0 C for 3 days. The treatment concentration of diosgenin was determined over a range of 1 uM, 10 uM and 50 uM, which show no cytotoxicity. Media was removed from the cells, and the cells were washed with PBS (phosphate buffered saline), followed by trypsin treatment. The cells were recovered, and counted using a hemocytometer.
- FBS fetal bovine serum
- the cells were centrifuged at 5,000 to 10,000 rpm for 10 min, and the supernatant was removed to obtain a pellet.
- the pellet was dried at 6O 0 C, and suspended in 100 ⁇ Jl of 1 M sodium hydroxide solution containing 10% DMSO in a 60 0 C water bath to obtain melanin in the cells.
- Absorbance was determined at 4)0 nm using a microplate reader to assess the melanin content per cell. The results are shown in the following Table 1.
- Murine B 16 melanoma cells were used to measure the inhibitory effect of diosgenin on tyrosinase activity, which was compared with the inhibitory effect of vitamin C on tyrosinase activity.
- Murine melanoma (B- 16 Fl) cells were inoculated on 6- well plates containing DMEM media supplemented with 10% FBS (fetal bovine serum) (1 x 10 cells per well), and cultured in a 5% CO incubator at 37 0 C until reaching about 80% confluency. Then, media was removed from the cells, replaced with diluted fresh media, and cultured in a 5% CO incubator at 37 0 C for 3 days. The treatment concentration of diosgenin was determined over a range of 1 uM, 10 uM and 50 uM, which show no cytotoxicity. Media was removed from the cells, and the cells were washed with PBS (phosphate buffered saline), followed by trypsin treatment.
- PBS phosphate buffered saline
- the cells were recovered, and counted using a hemocytometer. Then, the cells were centrifuged at 5,000 to 10,000 rpm for 10 min, and the supernatant was removed to obtain a pellet. The pellet was resuspended using a lysis buffer, and centrifuged at 12,000 rpm for 10 min to collect the supernatant. Absorbance was determined at 492 nm using a microplate reader to assess the tyrosinase activity per cell. The results are shown in the following Table 2.
- Example 3 Evaluation of skin whitening effect in animal [61] Brown guinea pigs (Tortoiseshell guinea pigs), which are known to increase pigmentation upon exposure to UV like human, were used to measure the whitening effect of diosgenin.
- Example 4 Safety test of diosgenin on human skin [76] 4-1. External preparation containing diosgenin [77] In order to confirm the safety of diosgenin on human skin, external preparations containing diosgenin and vitamin C were prepared, and safety test of the external preparations was performed.
- Skin external preparations containing diosgenin and vitamin C were prepared using the ingredients shown in Table 4 below. As a control group, a skin external preparation was prepared without a tyrosinase inhibitor.
- the experimental groups 1 and 2 are skin external preparations containing diosgenin and vitamin C, respectively.
- diosgenin exhibited higher inhibitory effects on tyrosinase activity and melanin synthesis than the known skin whitening agent, vitamin C. Further, diosgenin exhibits no cytotoxicity and skin complications, thereby being safely applied to cosmetic, pharmaceutical and food compositions.
Abstract
Description
Claims
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JP2010519847A JP2010535758A (en) | 2008-01-04 | 2008-01-04 | Skin whitening composition containing diosgenin |
CN2008801260865A CN101951880A (en) | 2008-01-04 | 2008-01-04 | Composition for skin whitening containing diosgenin |
PCT/KR2008/000046 WO2009088109A1 (en) | 2008-01-04 | 2008-01-04 | Composition for skin whitening containing diosgenin |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2011046645A (en) * | 2009-08-27 | 2011-03-10 | Noevir Co Ltd | Anti-aging agent, antioxidant, skin whitening agent and immunopotentiator |
JP2012020950A (en) * | 2010-07-13 | 2012-02-02 | Kao Corp | Inhibitor of endothelin action and whitening agent |
EP3127548A4 (en) * | 2014-03-31 | 2017-11-22 | Amorepacific Corporation | Composition comprising extract of alpine wormwood |
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JP5718700B2 (en) * | 2011-03-29 | 2015-05-13 | 花王株式会社 | New sesterterpene compound, antibacterial agent and topical skin preparation |
WO2014112145A1 (en) | 2013-01-21 | 2014-07-24 | レジリオ株式会社 | Therapeutic agent and therapeutic method relating to 1,25d3-marrs for neurological disease such as alzheimer's disease |
KR101632948B1 (en) | 2014-05-13 | 2016-06-27 | (주)케어젠 | Peptides Having Activities for Anti-inflammation, Bone Formation and Stimulation Hair Growth and Uses Thereof |
KR101713127B1 (en) * | 2014-05-13 | 2017-03-10 | (주)케어젠 | Peptides Having Activity for Increasing Melanin Synthesis and Inhibiting Fat Synthesis and Uses Thereof |
KR101702441B1 (en) * | 2015-03-30 | 2017-02-06 | (주)셀인바이오 | Cosmetic composition for skin whitening |
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- 2008-01-04 WO PCT/KR2008/000046 patent/WO2009088109A1/en active Application Filing
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JP2010535758A (en) | 2010-11-25 |
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