WO2012134134A2 - Composition cosmétique contenant du phytosphingosine-1-phosphate comme ingrédient actif - Google Patents

Composition cosmétique contenant du phytosphingosine-1-phosphate comme ingrédient actif Download PDF

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Publication number
WO2012134134A2
WO2012134134A2 PCT/KR2012/002190 KR2012002190W WO2012134134A2 WO 2012134134 A2 WO2012134134 A2 WO 2012134134A2 KR 2012002190 W KR2012002190 W KR 2012002190W WO 2012134134 A2 WO2012134134 A2 WO 2012134134A2
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WO
WIPO (PCT)
Prior art keywords
phosphate
phytosphingosine
cosmetic composition
present
skin
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/KR2012/002190
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English (en)
Korean (ko)
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WO2012134134A3 (fr
Inventor
김광년
심지영
손주현
조정민
이건국
이광식
이정표
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Coreana Cosmetics Co Ltd
Damy Chemical Co Ltd
Original Assignee
Coreana Cosmetics Co Ltd
Damy Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Application filed by Coreana Cosmetics Co Ltd, Damy Chemical Co Ltd filed Critical Coreana Cosmetics Co Ltd
Publication of WO2012134134A2 publication Critical patent/WO2012134134A2/fr
Publication of WO2012134134A3 publication Critical patent/WO2012134134A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • A61Q19/08—Anti-ageing preparations
    • 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
    • A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides

Definitions

  • the present invention relates to a cosmetic composition
  • a cosmetic composition comprising phytosphingosine-1-phosphate as an active ingredient, specifically, by containing phytosphingosine-1-phosphate as an active ingredient, skin regeneration, delaying cell aging, fibroblast proliferation
  • the present invention relates to a cosmetic composition having an effect of inhibiting aging of skin and improving wrinkles by promoting and promoting migration and differentiation of keratinocytes.
  • the skin consists of the epidermis, the dermis and the subcutaneous fat, and the outermost layer is the stratum corneum.
  • the stratum corneum has a thickness of 75 ⁇ 150 ⁇ m to prevent moisture loss from the inside of the skin, to protect the body from stimulation such as penetration of various substances and ultraviolet rays, and performs a barrier function of the skin.
  • the stratum corneum consists of keratinocytes and lipids between keratinocytes.
  • the surface of human skin is composed of corneocytes that are differentiated from the basal layer and mature keratinocytes are degenerated, and these keratinocytes are a double-chain lamellar structure of ceramide that is present in a large amount in the stratum corneum. It is bound by to keep elastic skin.
  • the ceramide content in the stratum corneum decreases, leading to a decrease in the adhesion of keratinocytes.
  • the content of ceramide in the stratum corneum decreases, the skin surface becomes rough due to loss of skin moisture, exposure to ultraviolet rays or chemical stimulation, and exfoliation of keratinocytes.
  • the damaged skin is restored by promoting the regeneration of the keratinous lipid layer, the epidermal moisture content is controlled, the skin hydration ability is improved, and the defense ability against external stimulation is increased. Is improved.
  • Sphingosine-1-phosphate a precursor of ceramide
  • Sphingosine-1-phosphate is absorbed into the skin layer faster than ceramides, promoting the direct synthesis of ceramides by the skin cells, which in itself have skin moisturizing, antibacterial and soothing effects, resulting in damage. Restores skin to a healthy state, making it elastic.
  • the present inventors have developed a phytosphingosine-1-phosphate, a lipid signaling material, as an analog of sphingosine-1-phosphate, a precursor of ceramide.
  • Phytosphingosine-1-phosphate is much cheaper than sphingosine-1-phosphate, but like sphingosine-1-phosphate, it can exert a wide variety of biologically effective functions, and its biological efficacy and chemical properties Better than phosphate
  • phytosphingosine-1-phosphate as an active ingredient, it is necessary to develop a cosmetic composition having an effect of promoting skin regeneration, delaying cell aging, promoting fibroblast proliferation, migrating keratinocytes and differentiating.
  • the present invention has been made to solve the above needs, and in detail, by containing a phytosphingosine-1-phosphate as an active ingredient is bound to a receptor present in the cell membrane to activate a series of signaling, It is an object of the present invention to provide a cosmetic composition that retards aging, promotes protein metabolism and fibroblast proliferation, and promotes skin migration by promoting migration and differentiation of keratinocytes.
  • the cosmetic composition of the present invention for achieving the above object is characterized in that it comprises phytosphingosine-1-phosphate as an active ingredient.
  • the phytosphingosine-1-phosphate is characterized in that 0.001 ⁇ 10,000 ⁇ g / ml (ppm) in the total cosmetic composition.
  • the cosmetic composition of the present invention for achieving the above object includes by having phytosphingosine-1-phosphate as an active ingredient, having skin regeneration efficacy.
  • the cosmetic composition of the present invention includes a phytosphingosine-1-phosphate as an active ingredient, and includes a cell aging delaying effect.
  • the cosmetic composition of the present invention includes phytosphingosine-1-phosphate as an active ingredient, and includes those having wrinkle improvement efficacy.
  • the cosmetic composition of the present invention includes phytosphingosine-1-phosphate as an active ingredient, and includes a fibroblast proliferation ability.
  • the cosmetic composition of the present invention by containing phytosphingosine-1-phosphate as an active ingredient, and includes those having the ability to promote the migration or differentiation of keratinocytes.
  • the cosmetic composition of the present invention contains phytosphingosine-1-phosphate as an active ingredient, and the phytosphingosine-1-phosphate functions as follows.
  • the phytosphingosine-1-phosphate of the present invention is phosphorylated by sphingosine kinase in endothelial cells (EC), exits to the outside, and is present in the dendothelial differentiation gene (EDG) -1 receptor present in the cell membrane. Combined to promote a series of signaling cascades.
  • EDG dendothelial differentiation gene
  • Phytosphingosine-1-phosphate of the present invention binds to the EDG-1 receptor to increase the production of VEGF (vascular endothelial growth factor), FGF (Fibroblast growth factor), etc., thereby maintaining the function of the cell membrane of fibroblasts Thereby delaying aging of the cells.
  • VEGF vascular endothelial growth factor
  • FGF Fibroblast growth factor
  • Phytosphingosine-1-phosphate of the present invention is secreted from platelets during wounding, promotes migration and differentiation of keratinocytes, promotes fibroblast proliferation, and the skin regeneration effect is expressed. do.
  • the phytosphingosine-1-phosphate of the present invention having the above-mentioned function is 0.001 to 10,000 ⁇ g / ml (ppm) in the total weight of the cosmetic composition. If phytosphingosine-1-phosphate is less than 0.001 ⁇ g / ml (ppm), it is difficult to show the intended effect, and if it exceeds 10,000 ⁇ g / ml (ppm), it is not high in content ratio and formulated into a cosmetic composition. Because it is not easy.
  • Ingredients included in the cosmetic composition of the present invention include components commonly used in cosmetic compositions, such as antioxidants, stabilizers, solubilizers, vitamins, pigments and flavorings Such conventional adjuvants, and carriers.
  • the cosmetic composition of the present invention may be prepared in any formulation commonly prepared in the art, for example, solutions, suspensions, emulsions, pastes, gels, creams, lotions, powders, soaps, surfactant-containing cleansing , Oils, powder foundations, emulsion foundations, wax foundations and sprays, and the like, but are not limited thereto.
  • it may be prepared in the form of a flexible lotion, astringent lotion, nutrition lotion, nutrition cream, massage cream, essence, eye cream, cleansing cream, cleansing foam, cleansing water, pack, spray or powder.
  • the cosmetically effective carrier contained in the cosmetic composition of the present invention a carrier commonly used in the art may be used depending on the dosage form.
  • carrier oils include animal oils, vegetable oils, waxes, paraffins, starches, trachants, cellulose derivatives, polyethylene glycols, silicones, bentonites, silica, talc or zinc oxide. Can be used.
  • lactose, talc, silica, aluminum hydroxide, calcium silicate or polyamide powder may be used, in particular in the case of a spray, additionally chlorofluorohydrocarbon, propane Propellant such as butane or dimethyl ether.
  • a solvent, solubilizing agent or emulsifying agent is used as the carrier component, such as water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1 And 3-butylglycol oils, in particular cottonseed oil, peanut oil, corn seed oil, olive oil, castor oil and sesame oil, glycerol aliphatic esters, fatty acid esters of polyethylene glycol or sorbitan.
  • a solvent, solubilizing agent or emulsifying agent is used as the carrier component, such as water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1 And 3-butylglycol oils, in particular cottonseed oil, peanut oil, corn seed oil, olive oil, castor oil and sesame oil, g
  • liquid carrier diluents such as water, ethanol or propylene glycol
  • suspending agents such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol esters and polyoxyethylene sorbitan esters, and microcrystals are used as carrier components.
  • Soluble cellulose, aluminum metahydroxy, bentonite, agar or tracant and the like can be used.
  • the carrier component is aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, isethionate, imidazolinium derivative, methyltaurate, sarcosinate, fatty acid amide.
  • Ether sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, lanolin derivatives or ethoxylated glycerol fatty acid esters and the like can be used.
  • the formulation of the present invention is a soap
  • alkali metal salts of fatty acids fatty acid hemiester salts, fatty acid protein hydrolyzates, isethionates, lanolin derivatives, aliphatic alcohols, vegetable oils, glycerol, sugars and the like can be used as carrier components. have.
  • the cosmetic composition of the present invention may include other auxiliaries in addition to the carrier, and may include, for example, preservatives, antioxidants, stabilizers, solubilizers, vitamins, pigments and flavorings.
  • phytosphingosine-1-phosphate of the present invention is phosphorylated by sphingosine kinase in endothelial cells (EC) and externally After exiting, it binds to the dendothelial differentiation gene (EDG) -1 receptor present in the cell membrane and has an effect of promoting a series of signaling cascades, which is excellent in improving wrinkles and preventing aging.
  • EDG dendothelial differentiation gene
  • the phytosphingosine-1-phosphate of the present invention binds to the EDG-1 receptor to increase the production of VEGF (vascular endothelial growth factor), FGF (Fibroblast growth factor) and the like, thereby functioning the cell membrane of fibroblasts. Delay the aging of the cells.
  • phytosphingosine-1-phosphate of the present invention promotes the migration and differentiation of keratinocytes during wounding, and promotes the proliferation of fibroblasts, thereby exhibiting a skin regeneration effect.
  • 1 is a test of the wound healing ability of the cosmetic composition of the present invention using Balb / c mice, 10 days, 15 days after application to compare the degree of wound healing for the control group (a) and the test group (b) A photograph of the elapsed wound.
  • Figure 2 shows a photograph (a) and the cell growth rate (b) of the result of observing the morphology of the cells 48 hours after treatment with phytosphingosine-1-phosphate to the cells reached the passage 17 It is a chart.
  • Figure 3 is a graph showing the proliferation rate of the cells when treated with 0.01 ⁇ 1 ppm phytosphingosine-1-phosphate in primary cultured human fibroblasts.
  • Figure 4 is a photograph showing the position shift of cells when treated with 0.001% phytosphingosine-1-phosphate to human keratinocytes isolated using an insert (insert).
  • Balb / c mice were used to measure the wound healing ability of phytosphingosine-1-phosphate.
  • FIGS. 1A and 1B Photographs of wound sites 10 days and 15 days after application are shown in FIGS. 1A (control) and 1B (test group), respectively.
  • the control group has a wide distribution of large and small inflammatory lesions centered on the site of mast cell stimulant injection, whereas in the group treated with phytosphingosine-1-phosphate, the stimulant Inflammatory lesions were found only at the site of injection and showed a clear skin condition.
  • small inflammatory lesions remained in the area of less hair growth, whereas in the group treated with phytosphingosine-1-phosphate, the condition of the skin that had been healed so as not to identify the site of injection of the stimulant The growth of hair was almost indistinguishable from the non-part.
  • the skin Under normal circumstances, the skin accumulates small damages caused by UV rays, winds, chemical cleaners, acne and friction. Microscopic defects in the process of healing these damaged skin accumulate, resulting in visible aging. When the skin is damaged by some cause, the skin has a mechanism to repair the damage quickly and efficiently. However, when the aging phenomenon begins, the regeneration rate of the skin gradually decreases, but the damage of the skin continues to occur and increase.
  • phytosphingosine-1-phosphate improves skin regeneration and prevents aging by rapidly increasing the healing rate of damaged skin.
  • Human fibroblasts were incubated for 3 days in a 37 ° C., 5% CO 2 incubator using FGM-2 Bullet Kit medium. When passage 17 was reached, 25 T flasks were dispensed at a concentration of 2.5 ⁇ 10 5 cells / ml. After 24 hours of incubation, 0.03% phytosphingosine-1-phosphate was treated. After 48 hours, the morphology of the cells was observed under a microscope and the number of cells was measured. The results observed under a microscope are shown in Fig. 2A and cell growth rate in Fig. 2B.
  • the cells treated with phytosphingosine-1-phosphate showed a 50% increase in cell growth rate compared to the untreated group. Even with the naked eye, a significant difference was found between the phytosphingosine-1-phosphate treated group and the untreated group.
  • Fibroblasts isolated from humans and animals do not continue to grow in cell culture, but after a limited number of divisions, stop their growth, which is called the senescence of cell replication in vitro .
  • the cholesterol content in the cell membrane increases and the phospholipids decrease relatively.
  • lipid peroxidation and protein oxidation increase, which leads to the accumulation of lipofuscin and formation of polymers of lipids and proteins, resulting in decreased membrane fluidity, which is directly and indirectly related to a decrease in membrane function. have. Genetic modifications also occur.
  • the telomere ends tend to decrease in length as aging progresses. Therefore, the above experimental results indicate that phytosphingosine-1-phosphate is effective in improving wrinkles and preventing aging by maintaining the function of cell membranes by delaying aging of fibroblasts.
  • MTT material is absorbed into cells to form formazan by succinate dehydrogenase in mitochondria. Intracellular accumulation of this material means mitochondrial activity, and broadly cell activity, so that cell proliferation can be evaluated.
  • Cells cultured in 96 well plates were treated with phytosphingosine-1-phosphate at a concentration of 0.01-1 ppm and incubated in a 5% CO 2 , 37 ° C. incubator for 48 hours. After reacting the MTT solution for 3-4 hours, the OD value was measured at 540 nm with an ELISA meter.
  • the cell viability calculation formula is as follows.
  • the test results of the DMSO treatment group as a control and the addition of phytosphingosine-1-phosphate are shown in FIG. 3.
  • the phytosphingosine-1-phosphate in Example 3 showed a cell viability of 120% or more.
  • the dermis is the layer that is most concerned with beauty and has a deep relationship with fine lines.
  • the dermis is the very bottom layer of the epidermis, 0.7 ⁇ 4.0 mm thick, 10 to 40 times thicker than the epidermis, and occupies most of the skin.
  • the dermis is the most important part of the skin and is responsible for the elasticity of the entire skin.
  • the most important of the cells in the dermis are the fibroblasts present between the matrix proteins. These cells play a distinct role in the dermis by synthesizing and secreting matrix proteins such as collagen, elastin, fibrillin, and proteoglycan.
  • the proliferation of fibroblasts is a very important component of the dermis that can exhibit functions such as skin aging prevention, elasticity enhancement and wrinkle improvement. Therefore, the above experimental results indicate that phytosphingosine-1-phosphate stimulates fibroblasts and shows the effect of promoting metabolism, cellular activity and proliferation of proteins present in the stratum corneum, and thus is effective in improving wrinkles and preventing aging.
  • the cell suspension was prepared at a concentration of 5 ⁇ 10 5 cells / ml and the insert was placed in the center using tweezers sterilized in a 35 ⁇ culture vessel.
  • the cell suspension was injected into each well of the insert (70ul), and the culture vessel was not shaken. After incubation for 24 hours at 5% CO 2 , 37 °C to confirm that the cells attached, the insert was removed with tweezers. 2 ml of the medium treated with 0.001% phytosphingosine-1-phosphate was added to the culture vessel, followed by culturing for 24 hours, followed by a microscope, and photographed.
  • the results are shown in FIG. A 5 hours after the control treatment, B 24 hours after the control treatment, C 5 hours after the 0.001% phytosphingosine-1-phosphate treatment, D was 0.001% phytosphingosine-1-phosphate treatment 24 The picture after time is shown.
  • Wound healing is accomplished by epithelialization, contraction, collagen synthesis, and granulation tissue production.
  • Epithelialization is caused by the differentiation, division and migration of epithelial cells remaining in the traumatic site.
  • epithelialization changes in keratinocytes occur in the wound, where the epidermis thickens, the marginal basal cells in the wound grow, and migrate to the wound defect. When a cell begins to migrate, it does not divide until epidermal continuity is restored. Fixed basal cells close to the wound continue to divide and daughter cells flatten and migrate over the wound matrix. Therefore, from the above experimental results, it was confirmed that phytosphingosine-1-phosphate was secreted from platelets during wounding to promote the migration and differentiation of keratinocytes, thereby improving wound healing rate and effective in skin regeneration.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Gerontology & Geriatric Medicine (AREA)
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Abstract

La présente invention concerne une composition cosmétique contenant du phytosphingosine-1-phosphate comme ingrédient actif, et, plus particulièrement, une composition cosmétique qui contient du phytosphingosine-1-phosphate comme ingrédient actif, et qui peut ainsi empêcher un vieillissement de la peau et améliorer des propriétés anti-rides par le retard de la sénescence cellulaire, la promotion de la prolifération des fibroblastes et la promotion de la migration et de la différenciation des kératinocytes.
PCT/KR2012/002190 2011-03-25 2012-03-26 Composition cosmétique contenant du phytosphingosine-1-phosphate comme ingrédient actif Ceased WO2012134134A2 (fr)

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Application Number Priority Date Filing Date Title
KR10-2011-0027198 2011-03-25
KR20110027198 2011-03-25

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WO2012134134A2 true WO2012134134A2 (fr) 2012-10-04
WO2012134134A3 WO2012134134A3 (fr) 2013-01-03

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Cited By (8)

* Cited by examiner, † Cited by third party
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KR101514970B1 (ko) * 2013-08-28 2015-04-24 주식회사 피토스 피토스핑고신-1-포스페이트 또는 그 유도체를 포함하는 아토피 또는 피부상처 치료 또는 예방용 조성물
KR101522769B1 (ko) * 2013-06-20 2015-05-26 (주)다미화학 피토스핑고신-1-포스페이트를 유효성분으로 포함하는 화장료 조성물
JP2016520546A (ja) * 2013-04-04 2016-07-14 ピトス カンパニー リミテッド 新規なフィトスフィンゴシン−１−リン酸誘導体、その調製方法、およびそれを含む脱毛の予防、治療、または育毛用組成物
WO2017213341A1 (fr) * 2016-06-08 2017-12-14 주식회사 피토스 Utilisation de la phytosphingosine-1-phosphate ou d'un dérivé de celle-ci en tant qu'activateur immunitaire ou composition pharmaceutique pour le traitement de la démence
WO2018008864A1 (fr) * 2016-07-06 2018-01-11 주식회사 피토스 Composition cosmétique anti-vieillissement atténuant les rides contenant du n-acétyl phytosphingosine-1-phosphate
WO2021002554A1 (fr) * 2019-07-02 2021-01-07 한양대학교산학협력단 Composition pour favoriser la prolifération de cellules souches, contenant, en tant que principe actif, cp1p ou un sel pharmaceutiquement acceptable de celui-ci
CN114306735A (zh) * 2021-12-31 2022-04-12 上海澄穆生物科技有限公司 一种3d打印生物墨水及其制备与应用
KR20220147291A (ko) * 2021-04-27 2022-11-03 (주)정도화학 N-프로필포스페이트 피토스핀고신 화합물을 함유하는 화장료 조성물

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KR100343885B1 (ko) * 1999-07-20 2002-07-19 주식회사 두산 파이토스핑고신의 수용액의 제조 방법
FR2836630B1 (fr) * 2002-03-01 2004-07-09 Lvmh Rech Utilisation cosmetique de la phytosphingosine comme agent amincissant et compositions cosmetiques contenant de la phytosphingosine
KR100532579B1 (ko) * 2002-08-14 2005-12-19 주식회사 바이오씨에스 피토스핑고신 유도체를 함유하는 각질화성 질환 또는 피부암의 예방 및 치료용 약학 조성물
KR20070098078A (ko) * 2006-03-31 2007-10-05 (주)아모레퍼시픽 피토스핑고신을 유효성분으로 함유한 피부 외용제 조성물

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016520546A (ja) * 2013-04-04 2016-07-14 ピトス カンパニー リミテッド 新規なフィトスフィンゴシン−１−リン酸誘導体、その調製方法、およびそれを含む脱毛の予防、治療、または育毛用組成物
KR101522769B1 (ko) * 2013-06-20 2015-05-26 (주)다미화학 피토스핑고신-1-포스페이트를 유효성분으로 포함하는 화장료 조성물
KR101514970B1 (ko) * 2013-08-28 2015-04-24 주식회사 피토스 피토스핑고신-1-포스페이트 또는 그 유도체를 포함하는 아토피 또는 피부상처 치료 또는 예방용 조성물
WO2017213341A1 (fr) * 2016-06-08 2017-12-14 주식회사 피토스 Utilisation de la phytosphingosine-1-phosphate ou d'un dérivé de celle-ci en tant qu'activateur immunitaire ou composition pharmaceutique pour le traitement de la démence
US11000587B2 (en) 2016-06-08 2021-05-11 Axceso Biopharma Co., Ltd. Use as immune enhancer or pharmaceutical composition for treatment of dementia, comprising phytosphingosine-1-phosphate or derivative thereof
WO2018008864A1 (fr) * 2016-07-06 2018-01-11 주식회사 피토스 Composition cosmétique anti-vieillissement atténuant les rides contenant du n-acétyl phytosphingosine-1-phosphate
WO2021002554A1 (fr) * 2019-07-02 2021-01-07 한양대학교산학협력단 Composition pour favoriser la prolifération de cellules souches, contenant, en tant que principe actif, cp1p ou un sel pharmaceutiquement acceptable de celui-ci
KR20220147291A (ko) * 2021-04-27 2022-11-03 (주)정도화학 N-프로필포스페이트 피토스핀고신 화합물을 함유하는 화장료 조성물
KR102538076B1 (ko) 2021-04-27 2023-05-30 (주)정도화학 N-프로필포스페이트 피토스핀고신 화합물을 함유하는 화장료 조성물
CN114306735A (zh) * 2021-12-31 2022-04-12 上海澄穆生物科技有限公司 一种3d打印生物墨水及其制备与应用
CN114306735B (zh) * 2021-12-31 2022-09-27 上海澄穆生物科技有限公司 一种3d打印生物墨水及其制备与应用

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