WO2012014948A1 - Antioxydant et matériau cosmétique - Google Patents

Antioxydant et matériau cosmétique Download PDF

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Publication number
WO2012014948A1
WO2012014948A1 PCT/JP2011/067151 JP2011067151W WO2012014948A1 WO 2012014948 A1 WO2012014948 A1 WO 2012014948A1 JP 2011067151 W JP2011067151 W JP 2011067151W WO 2012014948 A1 WO2012014948 A1 WO 2012014948A1
Authority
WO
WIPO (PCT)
Prior art keywords
antioxidant
pine bark
bark extract
platinum
mass
Prior art date
Application number
PCT/JP2011/067151
Other languages
English (en)
Japanese (ja)
Inventor
陽介 小野
奈美 足立
仁人 鍔田
Original Assignee
株式会社東洋新薬
株式会社アートネイチャー
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 株式会社東洋新薬, 株式会社アートネイチャー filed Critical 株式会社東洋新薬
Priority to CN201180037199.XA priority Critical patent/CN103037837B/zh
Publication of WO2012014948A1 publication Critical patent/WO2012014948A1/fr

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Classifications

    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics 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
    • A61K8/9755—Gymnosperms [Coniferophyta]
    • A61K8/9767—Pinaceae [Pine family], e.g. pine or cedar
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/522—Antioxidants; Radical scavengers

Definitions

  • the present invention relates to an antioxidant and a cosmetic.
  • antioxidants are blended in cosmetics such as milky lotion and cosmetic liquid, and play a role of preventing the oxidation of the cosmetics themselves and of preventing sebum peroxidation in the skin on which the cosmetics are applied.
  • cosmetics such as milky lotion and cosmetic liquid
  • Patent Document 1 discloses an antioxidant characterized by containing a composite powder in which a colloidal product of a platinum group element is supported on inorganic porous particles, and a skin external preparation containing the same.
  • an object of the present invention is to provide an anti-oxidant having a good anti-oxidation action and excellent in the anti-oxidation action and a cosmetic containing the same.
  • the present invention provides an antioxidant containing pine bark extract and platinum.
  • Such cosmetics have a good antioxidant action and an excellent durability of the antioxidant action.
  • pine bark extract and platinum can be used alone as an antioxidant.
  • a solution is prepared by dissolving pine bark extract or platinum alone in a solvent, the antioxidant activity of the solution decreases with time, and it cannot be said that the durability of the antioxidant activity is sufficient. .
  • the antioxidant of the present invention has an excellent antioxidant action as compared with the case where pine bark extract or platinum is used alone, and the antioxidant action is improved over time for several days. Therefore, according to the antioxidant of the present invention, a good antioxidant action can be maintained for a long time.
  • the platinum is preferably platinum colloidal particles. Such an antioxidant is further excellent in an antioxidant action and its durability.
  • the present invention also provides a cosmetic comprising the above antioxidant.
  • Such cosmetics have a good antioxidant action and an excellent durability of the antioxidant action. Therefore, the oxidation of the cosmetic itself is sufficiently suppressed, and sebum peroxidation can be effectively prevented in the skin to which the cosmetic is applied.
  • the present invention also relates to the use of a composition containing pine bark extract and platinum as an antioxidant.
  • a composition containing a pine bark extract and platinum has a good antioxidant action as described above, and is excellent in the durability of the antioxidant action, so that it can be effectively used as an antioxidant.
  • the present invention also relates to a cosmetic antioxidant method comprising blending a pine bark extract and platinum into a cosmetic.
  • a cosmetic antioxidant method comprising blending a pine bark extract and platinum into a cosmetic.
  • the present invention further relates to a method for preventing peroxidation of sebum, wherein a cosmetic containing pine bark extract and platinum is applied to the skin. According to the cosmetic containing pine bark extract and platinum, peroxidation of sebum can be effectively prevented.
  • an antioxidant having a good antioxidant action and an excellent durability of the antioxidant action, and a cosmetic containing the same.
  • the antioxidant according to the present embodiment contains a pine bark extract and platinum. Such cosmetics have a good antioxidant action and an excellent durability of the antioxidant action. And, the antioxidant according to the present embodiment has an excellent antioxidant effect compared to the case where the pine bark extract or platinum is used alone, by blending the pine bark extract and platinum, Antioxidant action improves over time for several days. Therefore, according to the antioxidant according to the present embodiment, a good antioxidant action can be maintained for a long time.
  • Pine bark extracts include bark from French coastal pine (Pinus Martima), larch, Japanese black pine, Japanese red pine, Japanese pine, Japanese pine, Korean pine, Japanese pine, Ryukyu pine, Utsukushima, Japanese pine, white pine, and Canada's Quebec aneda
  • French coastal pine Pieris Martima
  • larch Japanese black pine
  • Japanese red pine Japanese pine
  • Japanese pine Japanese pine
  • Korean pine Japanese pine
  • Ryukyu pine Japanese pine
  • Utsukushima Japanese pine
  • Japanese pine white pine
  • Canada's Quebec aneda The product is preferably used.
  • a bark extract of French coastal pine is preferably used.
  • French coastal pine is a marine pine that grows on a part of the Atlantic coast of southern France.
  • the bark of French coastal pine contains organic acids and other physiologically active components in addition to proanthocyanidins, which are flavonoids, as main components.
  • This main component, proanthocyanidins is known to have a strong antioxidant action to remove active oxygen.
  • the pine bark extract is obtained by extracting the pine bark with water and / or an organic solvent.
  • water warm water or hot water is used.
  • organic solvents used for extraction include methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, butane, acetone, hexane, cyclohexane, propylene glycol, hydrous ethanol, hydrous propylene glycol, ethyl methyl ketone, Organic solvents that are acceptable for the production of foods or drugs such as glycerin, methyl acetate, ethyl acetate, diethyl ether, dichloromethane, edible oils and fats, 1,1,1,2-tetrafluoroethane, 1,1,2-trichloroethene Preferably used. These water and organic solvents may be used alone or in combination. In particular, hot water, hydrous ethanol, hydrous propylene glycol and the like are preferably used.
  • the extraction method from pine bark is not particularly limited, and for example, a warm extraction method, a supercritical fluid extraction method, or the like is used.
  • the supercritical fluid extraction method is a method of performing extraction using a supercritical fluid that is a fluid that exceeds the critical point (critical temperature, critical pressure) of a gas-liquid substance.
  • a supercritical fluid carbon dioxide, ethylene, propane, nitrous oxide (laughing gas) or the like is used, and carbon dioxide is preferably used.
  • an extraction process for extracting a target component with a supercritical fluid and a separation process for separating the target component and the supercritical fluid are performed.
  • the separation step any one of extraction separation by pressure change, extraction separation by temperature change, and extraction separation using an adsorbent / absorbent may be performed.
  • supercritical fluid extraction by an entrainer addition method may be performed.
  • ethanol, propanol, n-hexane, acetone, toluene, other aliphatic lower alcohols, aliphatic hydrocarbons, aromatic hydrocarbons, and ketones are added to the extraction fluid in an amount of 2 to 20 W / V. %.
  • the solubility of the target extract such as OPC (oligomeric proanthocyanidin) and catechins in the extraction solvent is dramatically increased.
  • a method for enhancing the selectivity of separation, and obtaining an efficient pine bark extract is dramatically increased.
  • the supercritical fluid extraction method can be operated at a relatively low temperature, it can be applied to substances that are altered or decomposed at high temperatures, the advantage that the extraction fluid does not remain, and the recycling of the solvent is possible. There is an advantage that the process can be omitted and the process becomes simple.
  • extraction from pine bark may be performed by a liquid carbon dioxide batch method, a liquid carbon dioxide reflux method, a supercritical carbon dioxide reflux method, or the like, in addition to the above extraction method.
  • Extraction from pine bark may be a combination of multiple extraction methods. By combining a plurality of extraction methods, it becomes possible to obtain pine bark extracts having various compositions.
  • the pine bark extract obtained by the above extraction is safe to be purified by ultrafiltration or a column method or a batch method using an adsorptive carrier (Diaion HP-20, Sephadex-LH20, chitin, etc.). From the viewpoint of
  • the pine bark extract used in the present invention is specifically prepared by the following method, but this is an example and is not limited to this method.
  • the precipitate is dissolved in 100 mL of ethyl acetate, and then added again to 1 L of chloroform and precipitated for washing twice.
  • ethyl acetate for example, about 5 g of pine bark extract containing 20% by mass or more of proanthocyanidins having a degree of polymerization of 2 to 4 and containing 5% by mass or more of catechins can be obtained.
  • the content of the specific component in the extract is a value based on the dry mass of the extract. The same applies hereinafter.
  • Pine bark extract contains proanthocyanidins as one of the main active ingredients.
  • Proanthocyanidins refer to a group of compounds composed of condensation polymers having a degree of polymerization of 2 or more having flavan-3-ol and / or flavan-3,4-diol as a constituent unit. It is a powerful antioxidant produced by plants and is intensively contained in plant leaves, bark, fruit peel and seeds. This proanthocyanidin is a substance that cannot be produced in the human body.
  • the pine bark extract contains a condensed polymer having a polymerization degree of 2 or more as proanthocyanidins, and further contains catechin and the like.
  • proanthocyanidins containing a large amount of a condensation polymer having a low degree of polymerization are preferably used.
  • the condensation polymer having a low polymerization degree is preferably a condensation polymer having a polymerization degree of 2 to 30 (2 to 30 mer), more preferably a condensation polymer having a polymerization degree of 2 to 10 (2 to 10 mer).
  • a condensation polymer (2-4 tetramer) having a polymerization degree of 2-4 is more preferable.
  • Proanthocyanidins that are condensation polymers having a degree of polymerization of 2 to 4 (2 to 4 mer) are particularly easily absorbed into the body.
  • a polymer having a degree of polymerization of 2 to 4 is referred to as an oligomeric proanthocyanidin (hereinafter referred to as “OPC”).
  • the pine bark extract contains a di- to tetramer proanthocyanidins (that is, OPC) of 15% by mass or more, more preferably 20% by mass or more, and further preferably 30% by mass, based on the dry mass of the pine bark extract. More preferably, it is an extract containing the above.
  • OPC di- to tetramer proanthocyanidins
  • the pine bark extract is preferably an extract containing pentamer or more proanthocyanidins in an amount of 10% by mass or more, more preferably 15% by mass or more based on the dry mass of the pine bark extract.
  • the pine bark extract may further contain catechins.
  • the content of catechins in the pine bark extract is preferably 5% by mass or more, more preferably 10% by mass or more, based on the dry mass of the pine bark extract.
  • Catechins can be extracted together with proanthocyanidins (for example, OPC) by the above extraction method.
  • Catechin is a general term for polyhydroxyflavan-3-ol.
  • the catechins include (+)-catechin (referred to as catechin in a narrow sense), ( ⁇ )-epicatechin, (+)-gallocatechin, ( ⁇ )-epigallocatechin, epigallocatechin gallate, epicatechin gallate, afzelechin, etc. It has been known.
  • Catechins are known to have a carcinogenic inhibitory effect, an active oxygen and free radical scavenging effect, and an antioxidant effect.
  • catechins are known to have an antidiabetic effect that suppresses an increase in blood sugar.
  • Catechins are poor in water solubility by themselves and have low physiological activity, but in the presence of OPC, catechins have the property of being activated at the same time as water solubility increases. Therefore, catechins work effectively when present together with OPC.
  • the catechins are preferably contained in the pine bark extract at 5% by mass or more. Further, it is more preferable that catechins are contained in an amount of 5% by mass or more in a pine bark extract containing 20% by mass or more of OPC and 10% by mass or more of proanthocyanidins of pentamer or more. For example, when the catechin content of the pine bark extract is less than 5% by mass, the catechins may be added so that the content is 5% by mass or more. That is, it is more preferable to use a pine bark extract containing 5% by mass or more of catechins, 20% by mass or more of OPC, and 10% by mass or more of proanthocyanidins of pentamer or more.
  • platinum colloidal particles can be used as platinum.
  • the average particle diameter of the platinum colloidal particles is preferably 1 to 100 nm, and more preferably 1 to 50 nm.
  • the content of platinum in the antioxidant is preferably 0.0002 to 1000000 parts by mass, more preferably 0.003 to 10,000 parts by mass with respect to 100 parts by mass of the dry mass of the pine bark composition. .
  • the antioxidant may further contain polysorbates.
  • polysorbates are those obtained by condensing about 20 molecules of ethylene oxide with sorbitan fatty acid esters. Examples of polysorbates include polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan tristearate, polyoxyethylene sorbitan oleate, and the like.
  • the antioxidant according to this embodiment can be used in the form of an aqueous solution containing a pine bark extract and platinum.
  • the antioxidant according to the present embodiment can be applied to various products that require an antioxidant action.
  • the antioxidant can be suitably blended in cosmetics, external preparations for skin, foods and the like.
  • the cosmetic according to this embodiment is a cosmetic obtained by blending the above antioxidant. That is, it can be said that the cosmetic according to the present embodiment is a cosmetic obtained by blending a pine bark extract and platinum.
  • Such cosmetics have a good antioxidant action and an excellent durability of the antioxidant action. Therefore, the oxidation of the cosmetic itself is sufficiently suppressed, and sebum peroxidation can be effectively prevented in the skin to which the cosmetic is applied.
  • the form of the cosmetic is not particularly limited, and examples include cosmetic liquids, lotions, cosmetic creams, lotions, packs, ointments, emulsions, facial powders, foundations, facial gels, soaps, and the like.
  • Cosmetics include various components used in cosmetics in addition to pine bark extract and platinum, such as water, oil, pigments, surfactants, moisturizers, higher alcohols, fatty acids, lower alcohols, whitening agents, anti-inflammatory Agents, preservatives, fragrances, chelating agents, pH adjusters, ultraviolet absorbers and the like can be blended.
  • the blending amount of the pine bark extract in terms of dry mass is preferably 0.00001 to 5 mass%, more preferably 0.0001 to 3 mass%, based on the total amount of the cosmetic.
  • the blending amount of platinum is preferably 0.00001 to 0.1% by mass, and more preferably 0.0001 to 0.01% by mass based on the total amount of the cosmetic.
  • Example 1 Evaluation of antioxidant effect
  • 0.05% by weight of platinum colloid particles and 0.1% by weight of polysorbate so that the amount of platinum is 0.06 ⁇ g / mL and the amount of pine bark extract (in terms of dry weight) is 0.5 ⁇ g / mL.
  • a pine bark extract product name: Flambangenol, manufactured by Toyo Shinyaku Co., Ltd.
  • the prepared evaluation sample was evaluated for its antioxidant effect by measuring DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging ability by the following method.
  • Table 1 shows the value of the oxidation inhibition rate obtained by the following method.
  • Oxidation inhibition rate (%) (1-[(S 1 -S 2 ) / (C 1 -C 2 )]) ⁇ 100 (I)
  • Example 2 Evaluation of persistence of antioxidant effect
  • An evaluation sample was prepared such that the blending amount of platinum was 0.25 ⁇ g / mL, the blending amount of pine bark extract (in terms of dry weight) was 2.5 ⁇ g / mL, and the polysorbate concentration was 0.1 wt%.
  • the DPPH radical scavenging ability of the obtained evaluation sample was measured by the above method to obtain the oxidation inhibition rate on the first day.
  • the evaluation sample is left at room temperature for 7 days, and the DPPH radical scavenging ability is measured again by the above method.
  • the value of the oxidation inhibition rate on the first day is set to 100%, and the change in the oxidation inhibition rate after 7 days has passed. The rate was determined.
  • the rate of change was as shown in Table 2.
  • the DPPH radical scavenging ability of the obtained evaluation sample was measured by the above method.
  • the evaluation sample was allowed to stand at room temperature for 7 days, and the DPPH radical scavenging ability was measured again by the above method to obtain an oxidation inhibition rate after 7 days.
  • the change rate of the oxidation inhibition rate after the lapse of 7 days was determined with the value of the oxidation inhibition rate on the first day being 100%.
  • the rate of change was as shown in Table 2.
  • the DPPH radical scavenging ability of the obtained evaluation sample was measured by the above method to obtain the oxidation inhibition rate on the first day.
  • the evaluation sample is left at room temperature for 7 days, and the DPPH radical scavenging ability is measured again by the above method.
  • the value of the oxidation inhibition rate on the first day is set to 100%, and the change in the oxidation inhibition rate after 7 days has passed. The rate was determined.
  • the rate of change was as shown in Table 2.
  • Example 2 the oxidation inhibition rate after the lapse of 7 days was 116% of the oxidation inhibition rate on the first day, and the antioxidant effect was improved with time.
  • Comparative Examples 3 and 4 the oxidation inhibition rate after 7 days decreased by 9% or 17% from the oxidation inhibition rate on the first day, and the antioxidant action decreased with time.
  • the antioxidant of the present invention has a good antioxidant action and is excellent in the durability of the antioxidant action, and can be suitably blended in cosmetics and the like.

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  • Animal Behavior & Ethology (AREA)
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne un antioxydant contenant du platine et un extrait d'écorce de pin.
PCT/JP2011/067151 2010-07-29 2011-07-27 Antioxydant et matériau cosmétique WO2012014948A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201180037199.XA CN103037837B (zh) 2010-07-29 2011-07-27 抗氧化剂及化妆品

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JP2010-171046 2010-07-29
JP2010171046A JP2012031086A (ja) 2010-07-29 2010-07-29 抗酸化剤及び化粧料

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Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105816401A (zh) * 2015-11-24 2016-08-03 丁明 一种护肤组合物及其制备方法和应用
CN105748308A (zh) * 2016-05-06 2016-07-13 张亮 一种用于护肤的抗氧化剂
CN106188259B (zh) * 2016-07-14 2020-04-07 浙江工业大学 一种反胶束分离纯化大豆凝集素的方法
CN106924063B (zh) * 2017-03-26 2018-07-31 花安堂生物科技集团有限公司 一种含有纳米白金胶体和白藜芦醇的化妆品组合物

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008239609A (ja) * 2007-02-28 2008-10-09 Kose Corp 皮膚外用剤
JP2009040735A (ja) * 2007-08-09 2009-02-26 Toyo Shinyaku:Kk メラニン合成抑制剤
JP2009184960A (ja) * 2008-02-06 2009-08-20 Tr Laboratory:Kk 美白化粧料
WO2009104661A1 (fr) * 2008-02-20 2009-08-27 パナソニック電工株式会社 Agent antioxydant

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4926312B2 (ja) * 1999-10-27 2012-05-09 アイノベックス株式会社 白金コロイド含有化粧品
US20060134235A1 (en) * 2004-12-22 2006-06-22 Toyo Shinyaku Co., Ltd. External preparation for improving blood flow
JP2007277212A (ja) * 2006-04-04 2007-10-25 Kotaro Yanagi 外用組成物
JP2008063295A (ja) * 2006-09-08 2008-03-21 Dhc Co 白金／銀コロイドを含有する皮膚外用剤

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008239609A (ja) * 2007-02-28 2008-10-09 Kose Corp 皮膚外用剤
JP2009040735A (ja) * 2007-08-09 2009-02-26 Toyo Shinyaku:Kk メラニン合成抑制剤
JP2009184960A (ja) * 2008-02-06 2009-08-20 Tr Laboratory:Kk 美白化粧料
WO2009104661A1 (fr) * 2008-02-20 2009-08-27 パナソニック電工株式会社 Agent antioxydant

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CN103037837A (zh) 2013-04-10
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