WO2012014948A1 - Antioxidant and cosmetic material - Google Patents

Antioxidant and cosmetic material 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
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WIPO (PCT)
Prior art keywords
antioxidant
pine bark
bark extract
platinum
mass
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PCT/JP2011/067151
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French (fr)
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
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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/en
Publication of WO2012014948A1 publication Critical patent/WO2012014948A1/en

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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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Abstract

Disclosed is an antioxidant that contains platinum and pinewood bark extract.

Description

抗酸化剤及び化粧料Antioxidants and cosmetics
　本発明は、抗酸化剤及び化粧料に関する。 The present invention relates to an antioxidant and a cosmetic.
　従来、抗酸化剤は、乳液、美容液等の化粧料に配合され、化粧料自体の酸化を防止する役割や、化粧料が塗布された皮膚において皮脂の過酸化を防止する役割を担うものとして、様々なものが知られている。 Conventionally, 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. Various things are known.
　例えば、特許文献１には、無機多孔質粒子に白金族元素のコロイド化物を担持させた複合粉体を含むことを特徴とする抗酸化剤と、それを含む皮膚外用剤が記載されている。 For example, 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.
特開２００８－２５５０６７号公報JP 2008-255067 A
　ところで、化粧料は通常、調合されてから実際に使用されるまでに相当の期間を要する。そのため、化粧料に配合される抗酸化剤は、抗酸化作用が当該期間を経ても十分に抗酸化作用を持続できるものである必要がある。しかしながら、従来の抗酸化剤は、抗酸化作用の持続性が十分であるとはいえなかった。 By the way, cosmetics usually require a considerable period of time from being formulated to being actually used. Therefore, the antioxidant compounded in cosmetics needs to be able to maintain the antioxidant effect sufficiently even after the period of the antioxidant effect. However, it can not be said that conventional antioxidants have sufficient anti-oxidation effect.
　そこで本発明は、良好な抗酸化作用を有し、且つ抗酸化作用の持続性に優れる抗酸化剤及びそれを配合した化粧料を提供することを目的とする。 Accordingly, 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.
　すなわち本発明は、松樹皮抽出物と白金とを含有する抗酸化剤を提供する。このような化粧料は、良好な抗酸化作用を有するとともに、抗酸化作用の持続性に優れる。 That is, 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.
　従来、松樹皮抽出物及び白金は、それぞれ単独で抗酸化剤として使用され得ることが知られている。しかし、松樹皮抽出物又は白金を単独で溶媒に溶かして溶液を調製した場合、その溶液の抗酸化作用は経時的に低下してしまい、抗酸化作用の持続性が十分であるとはいえない。 Conventionally, it is known that pine bark extract and platinum can be used alone as an antioxidant. However, when 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. .
　これに対して、本発明の抗酸化剤は、松樹皮抽出物又は白金を単独で用いた場合と比較して優れた抗酸化作用を有するとともに、抗酸化作用が数日間経時的に向上する。そのため、本発明の抗酸化剤によれば、良好な抗酸化作用を長期間維持することができる。 On the other hand, 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.
　本発明に係る抗酸化剤は、上記白金が白金コロイド粒子であることが好ましい。このような抗酸化剤は、抗酸化作用とその持続性とに一層優れる。 In the antioxidant according to the present invention, the platinum is preferably platinum colloidal particles. Such an antioxidant is further excellent in an antioxidant action and its durability.
　本発明はまた、上記抗酸化剤を配合してなる化粧料を提供する。このような化粧料は、良好な抗酸化作用を有するとともに、抗酸化作用の持続性に優れる。そのため、化粧料自体の酸化が十分に抑制されるとともに、化粧料が塗布された皮膚において皮脂の過酸化を有効に防止することができる。 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.
　本発明はまた、松樹皮抽出物及び白金を含有する組成物の抗酸化剤としての使用に関する。松樹皮抽出物及び白金を含有する組成物は、上述のように良好な抗酸化作用を有するとともに、抗酸化作用の持続性に優れるため、抗酸化剤として有効に使用することができる。 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.
　本発明はまた、松樹皮抽出物及び白金を化粧料に配合する、化粧料の酸化防止方法に関する。松樹皮抽出物及び白金を併用することで、良好な抗酸化作用が長期間持続する。そのため、上記酸化防止方法によれば、化粧料の酸化を長期間にわたって十分に防止することができる。 The present invention also relates to a cosmetic antioxidant method comprising blending a pine bark extract and platinum into a cosmetic. By using pine bark extract and platinum in combination, a good antioxidant effect can be maintained for a long time. Therefore, according to the above antioxidant method, the cosmetic can be sufficiently prevented from being oxidized for a long period of time.
　本発明はさらに、松樹皮抽出物及び白金が配合された化粧料を皮膚に塗布する、皮脂の過酸化防止方法に関する。松樹皮抽出物及び白金が配合された化粧料によれば、皮脂の過酸化を有効に防止することができる。 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.
　本発明によれば、良好な抗酸化作用を有し、且つ抗酸化作用の持続性に優れる抗酸化剤及びそれを配合した化粧料が提供される。 According to the present invention, there are provided an antioxidant having a good antioxidant action and an excellent durability of the antioxidant action, and a cosmetic containing the same.
　本発明の抗酸化剤及び化粧料の好適な実施形態について以下に説明する。 Preferred embodiments of the antioxidant and cosmetic of the present invention will be described below.
　本実施形態に係る抗酸化剤は、松樹皮抽出物と白金とを含有する。このような化粧料は、良好な抗酸化作用を有するとともに、抗酸化作用の持続性に優れる。そして、本実施形態に係る抗酸化剤は、松樹皮抽出物と白金とを配合することにより、松樹皮抽出物又は白金を単独で用いた場合と比較して優れた抗酸化作用を有するとともに、抗酸化作用が数日間経時的に向上する。そのため、本実施形態に係る抗酸化剤によれば、良好な抗酸化作用を長期間維持することができる。 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.
　松樹皮抽出物としては、フランス海岸松（Ｐｉｎｕｓ　Ｍａｒｔｉｍａ）、カラマツ、クロマツ、アカマツ、ヒメコマツ、ゴヨウマツ、チョウセンマツ、ハイマツ、リュウキュウマツ、ウツクシマツ、ダイオウマツ、シロマツ、カナダのケベック地方のアネダ等の樹皮抽出物が好ましく用いられる。中でも、フランス海岸松の樹皮抽出物が好ましく用いられる。 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 The product is preferably used. Among these, a bark extract of French coastal pine is preferably used.
　フランス海岸松は、南仏の大西洋沿岸の一部に生育している海洋性松をいう。このフランス海岸松の樹皮は、フラボノイド類であるプロアントシアニジン（ｐｒｏａｎｔｈｏｃｙａｎｉｄｉｎ）を主要成分として含有する他に、有機酸及びその他の生理活性成分等を含有している。この主要成分であるプロアントシアニジンには、活性酸素を除去する強い抗酸化作用があることが知られている。 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.
　松樹皮抽出物は、上記松の樹皮を水及び／又は有機溶媒で抽出して得られる。水を用いる場合には温水、または熱水が用いられる。抽出に用いる有機溶媒としては、メタノール、エタノール、１－プロパノール、２－プロパノール、１－ブタノール、２－ブタノール、ブタン、アセトン、ヘキサン、シクロヘキサン、プロピレングリコール、含水エタノール、含水プロピレングリコール、エチルメチルケトン、グリセリン、酢酸メチル、酢酸エチル、ジエチルエーテル、ジクロロメタン、食用油脂、１，１，１，２－テトラフルオロエタン、１，１，２－トリクロロエテン等の食品または薬剤の製造に許容され得る有機溶媒が好ましく用いられる。これらの水、有機溶媒は単独で用いてもよいし、組合わせて用いてもよい。特に、熱水、含水エタノール、含水プロピレングリコール等が好ましく用いられる。 The pine bark extract is obtained by extracting the pine bark with water and / or an organic solvent. When water is used, warm water or hot water is used. Examples of 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.
　松樹皮からの抽出方法は特に制限はないが、例えば、加温抽出法、超臨界流体抽出法などが用いられる。 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.
　超臨界流体抽出法とは、物質の気液の臨界点（臨界温度、臨界圧力）を超えた状態の流体である超臨界流体を用いて抽出を行う方法である。超臨界流体としては、二酸化炭素、エチレン、プロパン、亜酸化窒素（笑気ガス）等が用いられるが、二酸化炭素が好ましく用いられる。 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. As the supercritical fluid, carbon dioxide, ethylene, propane, nitrous oxide (laughing gas) or the like is used, and carbon dioxide is preferably used.
　超臨界流体抽出法では、目的成分を超臨界流体によって抽出する抽出工程と、目的成分と超臨界流体を分離する分離工程とを行う。分離工程では、圧力変化による抽出分離、温度変化による抽出分離、吸着剤・吸収剤を用いた抽出分離のいずれを行ってもよい。 In the supercritical fluid extraction method, 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. In 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.
　また、エントレーナー添加法による超臨界流体抽出を行ってもよい。この方法は、抽出流体に、例えば、エタノール、プロパノール、ｎ－ヘキサン、アセトン、トルエン、その他の脂肪族低級アルコール類、脂肪族炭化水素類、芳香族炭化水素類、ケトン類を２～２０Ｗ／Ｖ％程度添加し、この流体を用いて超臨界流体抽出を行うことによって、ＯＰＣ（ｏｌｉｇｏｍｅｒｉｃ　ｐｒｏａｎｔｈｏｃｙａｎｉｄｉｎ：オリゴメリック・プロアントシアニジン）、カテキン類などの目的とする抽出物の抽出溶媒に対する溶解度を飛躍的に上昇させる、あるいは分離の選択性を増強させる方法であり、効率的な松樹皮抽出物を得る方法である。 Also, supercritical fluid extraction by an entrainer addition method may be performed. In this method, for example, 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. %, And by performing supercritical fluid extraction using this fluid, the solubility of the target extract such as OPC (oligomeric proanthocyanidin) and catechins in the extraction solvent is dramatically increased. Or a method for enhancing the selectivity of separation, and obtaining an efficient pine bark extract.
　超臨界流体抽出法は、比較的低い温度で操作できるため、高温で変質・分解する物質にも適用できるという利点、抽出流体が残留しないという利点、溶媒の循環利用が可能であるため、脱溶媒工程などが省略でき、工程がシンプルになるという利点がある。 Since 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.
　また、松樹皮からの抽出は、上記の抽出法以外に、液体二酸化炭素回分法、液体二酸化炭素還流法、超臨界二酸化炭素還流法等により行ってもよい。 Further, 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.
　松樹皮のからの抽出は、複数の抽出方法を組み合わせてもよい。複数の抽出方法を組み合わせることにより、種々の組成の松樹皮抽出物を得ることが可能となる。 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.
　上記抽出により得られた松樹皮抽出物は、限外濾過、あるいは吸着性担体（ダイヤイオンＨＰ－２０、Ｓｅｐｈａｄｅｘ－ＬＨ２０、キチンなど）を用いたカラム法またはバッチ法により精製を行うことが安全性の面から好ましい。 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
　本発明に用いられる松樹皮抽出物は、具体的には、以下のような方法により調製されるが、これは例示であり、この方法に限定されない。 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.
　フランス海岸松の樹皮１ｋｇを、塩化ナトリウムの飽和水溶液３Ｌに入れ、１００℃にて３０分間抽出し、抽出液を得る（抽出工程）。その後、抽出液を濾過し、得られる不溶物を塩化ナトリウムの飽和溶液５００ｍＬで洗浄し、洗浄液を得る（洗浄工程）。この抽出液と洗浄液を合わせて、松樹皮の粗抽出液を得る。 1 kg of French coastal pine bark is placed in 3 L of a saturated aqueous solution of sodium chloride and extracted at 100 ° C. for 30 minutes to obtain an extract (extraction process). Thereafter, the extract is filtered, and the resulting insoluble matter is washed with 500 mL of a saturated solution of sodium chloride to obtain a washing solution (washing step). The extract and washing solution are combined to obtain a crude extract of pine bark.
　次いで、この粗抽出液に酢酸エチル２５０ｍＬを添加して分液し、酢酸エチル層を回収する工程を５回繰り返す。回収した酢酸エチル溶液を合わせて、無水硫酸ナトリウム２００ｇに直接添加して脱水する。その後、この酢酸エチル溶液を濾過し、濾液を元の５分の１量になるまで減圧濃縮する。濃縮された酢酸エチル溶液を２Ｌのクロロホルムに注ぎ、攪拌して得られる沈殿物を濾過して回収する。その後、この沈殿物を酢酸エチル１００ｍＬに溶解した後、再度１Ｌのクロロホルムに添加して洗浄するため沈殿させる工程を２回繰り返す。この方法により、例えば、重合度が２～４のプロアントシアニジンを２０質量％以上含有し、かつカテキン類を５質量％以上含有する、約５ｇの松樹皮抽出物が得られる。ここで、抽出物中の特定成分の含有量は、抽出物の乾燥質量を基準とした値である。以下、同様である。 Then, 250 mL of ethyl acetate is added to the crude extract to separate the solution, and the process of collecting the ethyl acetate layer is repeated 5 times. The collected ethyl acetate solutions are combined and added directly to 200 g of anhydrous sodium sulfate for dehydration. Thereafter, the ethyl acetate solution is filtered, and the filtrate is concentrated under reduced pressure until the original volume is reduced to 1/5. The concentrated ethyl acetate solution is poured into 2 L of chloroform, and the resulting precipitate is collected by filtration. Thereafter, the precipitate is dissolved in 100 mL of ethyl acetate, and then added again to 1 L of chloroform and precipitated for washing twice. By this method, 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. Here, the content of the specific component in the extract is a value based on the dry mass of the extract. The same applies hereinafter.
　松樹皮抽出物は、主な有効成分の一つとして、プロアントシアニジンを含有する。プロアントシアニジンは、フラバン－３－オールおよび／またはフラバン－３，４－ジオールを構成単位とする重合度が２以上の縮重合体からなる化合物群をいう。植物が作り出す強力な抗酸化物質であり、植物の葉、樹皮、果実の皮および種に集中的に含まれている。このプロアントシアニジンは、ヒトの体内では生成することができない物質である。 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.
　このプロアントシアニジンを含有する松樹皮抽出物を摂取した場合に、優れた脂質代謝改善効果が得られる。松樹皮抽出物には、プロアントシアニジンとして重合度が２以上の縮重合体が含有され、さらにカテキンなどが含有される。特に、重合度が低い縮重合体が多く含まれるプロアントシアニジンが好ましく用いられる。重合度の低い縮重合体としては、重合度が２～３０の縮重合体（２～３０量体）が好ましく、重合度が２～１０の縮重合体（２～１０量体）がより好ましく、重合度が２～４の縮重合体（２～４量体）がさらに好ましい。重合度が２～４の縮重合体（２～４量体）のプロアントシアニジンは、特に体内に吸収されやすい。本明細書では、上記の重合度が２～４の重合体を、オリゴメリック・プロアントシアニジン（ｏｌｉｇｏｍｅｒｉｃ　ｐｒｏａｎｔｈｏｃｙａｎｉｄｉｎ、以下「ＯＰＣ」という）という。 When a pine bark extract containing proanthocyanidins is ingested, an excellent lipid metabolism improving effect is obtained. 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. In particular, 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). Further, 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. In the present specification, a polymer having a degree of polymerization of 2 to 4 is referred to as an oligomeric proanthocyanidin (hereinafter referred to as “OPC”).
　松樹皮抽出物は、２～４量体のプロアントシアニジン（すなわち、ＯＰＣ）を、松樹皮抽出物の乾燥質量基準で、１５質量％以上、より好ましくは２０質量％以上、さらに好ましくは３０質量％以上含有する抽出物であることがより好ましい。 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.
　また、松樹皮抽出物は、５量体以上のプロアントシアニジンを、松樹皮抽出物の乾燥質量基準で、１０質量％以上、より好ましくは１５質量％以上含有する抽出物であることが好ましい。 In addition, 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.
　松樹皮抽出物には、さらにカテキン（ｃａｔｅｃｈｉｎ）類が含有され得る。松樹皮抽出物におけるカテキン類の含有量は、松樹皮抽出物の乾燥質量基準で、好ましくは５質量％以上であり、より好ましくは１０質量％以上である。 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.
　カテキン類は、上記抽出方法によって、プロアントシアニジン（例えば、ＯＰＣ）とともに抽出され得る。カテキン類とは、ポリヒドロキシフラバン－３－オールの総称である。カテキン類としては、（＋）－カテキン（狭義のカテキンといわれる）、（－）－エピカテキン、（＋）－ガロカテキン、（－）－エピガロカテキン、エピガロカテキンガレート、エピカテキンガレート、アフゼレキンなどが知られている。 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.
　松樹皮抽出物からは、上記の（＋）－カテキンの他、ガロカテキン、アフゼレキン、ならびに（＋）－カテキンまたはガロカテキンの３－ガロイル誘導体が単離されている。カテキン類には、発癌抑制作用、活性酸素やフリーラジカルの消去作用、および抗酸化作用などがあることが知られている。また、カテキン類には、血糖の上昇を抑制する抗糖尿病効果があることが知られている。カテキン類は、単独では水溶性が乏しく、その生理活性が低いが、ＯＰＣの存在下では、水溶性が増すと同時に活性化する性質がある。従って、カテキン類はＯＰＣとともに存在することで効果的に作用する。 From the pine bark extract, in addition to the above (+)-catechin, gallocatechin, afzelekin, and (+)-catechin or 3-galloyl derivatives of gallocatechin have been isolated. Catechins are known to have a carcinogenic inhibitory effect, an active oxygen and free radical scavenging effect, and an antioxidant effect. In addition, 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.
　カテキン類は、松樹皮抽出物に、５質量％以上含有されていることが好ましい。また、ＯＰＣを２０質量％以上、かつ５量体以上のプロアントシアニジンを１０質量％以上含有する松樹皮抽出物に、カテキン類が５質量％以上含有されていることがより好ましい。例えば、松樹皮抽出物のカテキン類含有量が５質量％未満の場合、含有量が５質量％以上となるようにカテキン類を添加してもよい。すなわち、カテキン類を５質量％以上含有し、ＯＰＣを２０質量％以上含有し、かつ５量体以上のプロアントシアニジンを１０質量％以上含有する松樹皮抽出物を用いることがさらに好ましい。 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.
　白金としては、例えば、白金コロイド粒子を用いることができる。白金コロイド粒子の平均粒径は、１～１００ｎｍであることが好ましく、１～５０ｎｍであることがより好ましい。 As platinum, for example, platinum colloidal particles can be used. The average particle diameter of the platinum colloidal particles is preferably 1 to 100 nm, and more preferably 1 to 50 nm.
　抗酸化剤における白金の含有量は、松樹皮組成物の乾燥質量１００質量部に対して、０．０００２～１００００００質量部であることが好ましく、０．００３～１００００質量部であることがより好ましい。 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. .
　抗酸化剤は、ポリソルベート類を更に含有していてもよい。ここでポリソルベート類とは、ソルビタン脂肪酸エステルにエチレンオキシドが約２０分子縮合したものである。ポリソルベート類としては、モノラウリン酸ポリオキシエチレンソルビタン、モノステアリン酸ポリオキシエチレンソルビタン、トリスステアリン酸ポリオキシエチレンソルビタン、オレイン酸ポリオキシエチレンソルビタン等が挙げられる。 The antioxidant may further contain polysorbates. Here, 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.
　本実施形態に係る抗酸化剤は、松樹皮抽出物と白金とを含有する水溶液等の態様で用いることができる。また、本実施形態に係る抗酸化剤は、抗酸化作用を要する様々な製品に適用することができる。例えば、抗酸化剤は、化粧料、皮膚外用剤、食品等に好適に配合することができる。 The antioxidant according to this embodiment can be used in the form of an aqueous solution containing a pine bark extract and platinum. In addition, the antioxidant according to the present embodiment can be applied to various products that require an antioxidant action. For example, the antioxidant can be suitably blended in cosmetics, external preparations for skin, foods and the like.
　本実施形態に係る化粧料は、上記抗酸化剤を配合してなる化粧料である。すなわち、本実施形態に係る化粧料は、松樹皮抽出物と白金とを配合してなる化粧料であるということもできる。 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.
　このような化粧料は、良好な抗酸化作用を有するとともに、抗酸化作用の持続性に優れる。そのため、化粧料自体の酸化が十分に抑制されるとともに、化粧料が塗布された皮膚において皮脂の過酸化を有効に防止することができる。 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.
　化粧料の態様としては特に制限されず、美容液、化粧水、美容クリーム、ローション、パック、軟膏、乳液、洗顔パウダー、ファンデーション、洗顔ジェル、石鹸等が挙げられる。 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.
　化粧料は、松樹皮抽出物及び白金に加えて、化粧料に用いられる各種成分、例えば、水、油分、顔料、界面活性剤、保湿剤、高級アルコール、脂肪酸、低級アルコール、美白剤、抗炎症剤、防腐剤、香料、キレート剤、ｐＨ調整剤、紫外線吸収剤等を配合することができる。 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.
　松樹皮抽出物の乾燥質量での配合量は、化粧料の全量基準で０．００００１～５質量％であることが好ましく、０．０００１～３質量％であることがより好ましい。白金の配合量は、化粧料の全量基準で０．００００１～０．１質量％であることが好ましく、０．０００１～０．０１質量％であることがより好ましい。 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.
　以上、本発明の好適な実施形態について説明したが、本発明は上記実施形態に限定されるものではない。 The preferred embodiment of the present invention has been described above, but the present invention is not limited to the above embodiment.
　以下、実施例により本発明をより具体的に説明するが、本発明は実施例に限定されるものではない。 Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to the examples.
（実施例１：抗酸化作用の評価）
　白金の配合量が０．０６μｇ／ｍＬ、松樹皮抽出物の配合量（乾燥重量換算）が０．５μｇ／ｍＬとなるように、白金コロイド粒子０．０５重量％及びポリソルベート０．１重量％を含有する水溶液に松樹皮抽出物（製品名：フランバンジェノール、株式会社東洋新薬製）を溶かし、評価試料を調製した。 (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 μg / mL and the amount of pine bark extract (in terms of dry weight) is 0.5 μg / mL. A pine bark extract (product name: Flambangenol, manufactured by Toyo Shinyaku Co., Ltd.) was dissolved in the aqueous solution contained, and an evaluation sample was prepared.
　調製した評価試料について、下記の方法でＤＰＰＨ（１，１－ジフェニル－２－ピクリルヒドラジル）ラジカル消去能を測定することにより、抗酸化作用を評価した。下記の方法で得られた酸化阻害率の値を、表１に示す。 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.
（ＤＰＰＨラジカル消去能測定方法）
（１）評価試料の測定
　評価試料０．０１ｍＬを準備し、室温で１０分間インキュベートした。次いで、ＤＰＰＨのエタノール溶液（０．１ｍＭ）１ｍＬを添加し、室温で２０分間インキュベートした後、分光光度計で５１６ｎｍにおける吸光度Ｓ１を測定した。
（２）評価試料の空試験
　評価試料０．０１ｍＬを準備し、室温で１０分間インキュベートした。次いで、エタノール１ｍＬを添加し、室温で２０分間インキュベートした後、分光光度計で５１６ｎｍにおける吸光度Ｓ２を測定した。
（３）コントロールの測定
　ポリソルベート０．１重量％含有水溶液０．０１ｍＬを準備し、室温で１０分間インキュベートした。次いで、ＤＰＰＨのエタノール溶液（０．１ｍＭ）１ｍＬを添加し、室温で２０分間インキュベートした後、分光光度計で５１６ｎｍにおける吸光度Ｃ１を測定した。
（４）コントロールの空試験
　ポリソルベート０．１重量％含有水溶液０．０１ｍＬを準備し、室温で１０分間インキュベートした。次いで、エタノール１ｍＬを添加し、室温で２０分間インキュベートした後、分光光度計で５１６ｎｍにおける吸光度Ｃ２を測定した。
（５）酸化阻害率の算出
　下記式（Ｉ）により、酸化阻害率（ラジカル消去能）を算出した。
酸化阻害率（％）＝（１－［（Ｓ１－Ｓ２）／（Ｃ１－Ｃ２）］）×１００　…（Ｉ） (Method for measuring DPPH radical scavenging ability)
(1) Measurement of evaluation sample 0.01 mL of an evaluation sample was prepared and incubated at room temperature for 10 minutes. Next, 1 mL of an ethanol solution (0.1 mM) of DPPH was added and incubated at room temperature for 20 minutes, and then the absorbance S 1 at 516 nm was measured with a spectrophotometer.
(2) Blank Test of Evaluation Sample 0.01 mL of an evaluation sample was prepared and incubated at room temperature for 10 minutes. Then, ethanol was added 1 mL, was incubated for 20 minutes at room temperature, the absorbance was measured S 2 at 516nm with a spectrophotometer.
(3) Measurement of control 0.01 mL of an aqueous solution containing 0.1% by weight of polysorbate was prepared and incubated at room temperature for 10 minutes. Next, 1 mL of an ethanol solution (0.1 mM) of DPPH was added and incubated at room temperature for 20 minutes, and then the absorbance C 1 at 516 nm was measured with a spectrophotometer.
(4) Blank test of control 0.01 mL of an aqueous solution containing 0.1% by weight of polysorbate was prepared and incubated at room temperature for 10 minutes. Then, ethanol was added 1 mL, was incubated for 20 minutes at room temperature, the absorbance was measured C 2 in 516nm in a spectrophotometer.
(5) Calculation of oxidation inhibition rate The oxidation inhibition rate (radical scavenging ability) was calculated by the following formula (I).
Oxidation inhibition rate (%) = (1-[(S 1 -S 2 ) / (C 1 -C 2 )]) × 100 (I)
（比較例１）
　松樹皮抽出物の配合量（乾燥重量換算）が０．５μｇ／ｍＬとなるように、松樹皮抽出物（製品名：フランバンジェノール、株式会社東洋新薬製）を、ポリソルベートに溶かして、評価試料を調整した。評価試料におけるポリソルベート終濃度は０．１重量％であった。調製した評価試料について、上記の方法でＤＰＰＨラジカル消去能を測定した。得られた酸化阻害率の値を表１に示す。 (Comparative Example 1)
The pine bark extract (product name: Flambangenol, manufactured by Toyo Shinyaku Co., Ltd.) is dissolved in polysorbate so that the blending amount (dry weight conversion) of the pine bark extract is 0.5 μg / mL. Adjusted. The final polysorbate concentration in the evaluation sample was 0.1% by weight. About the prepared evaluation sample, DPPH radical scavenging ability was measured by said method. The values of the obtained oxidation inhibition rate are shown in Table 1.
（比較例２）
　白金の配合量が０．０６μｇ／ｍＬ、ポリソルベートの濃度が０．１重量％となるように、評価試料を調製した。調製した評価試料について、上記の方法でＤＰＰＨラジカル消去能を測定した。得られた酸化阻害率の値を表１に示す。 (Comparative Example 2)
An evaluation sample was prepared so that the blending amount of platinum was 0.06 μg / mL and the concentration of polysorbate was 0.1% by weight. About the prepared evaluation sample, DPPH radical scavenging ability was measured by said method. The values of the obtained oxidation inhibition rate are shown in Table 1.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
（実施例２：抗酸化作用の持続性評価）
　白金の配合量が０．２５μｇ／ｍＬ、松樹皮抽出物の配合量（乾燥重量換算）が２．５μｇ／ｍＬ、ポリソルベートの濃度が０．１重量％となるように、評価試料を調製した。 (Example 2: Evaluation of persistence of antioxidant effect)
An evaluation sample was prepared such that the blending amount of platinum was 0.25 μg / mL, the blending amount of pine bark extract (in terms of dry weight) was 2.5 μg / mL, and the polysorbate concentration was 0.1 wt%.
　得られた評価試料について、上記の方法でＤＰＰＨラジカル消去能を測定し、１日目の酸化阻害率を得た。 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.
　次いで、評価試料を７日間常温にて放置し、再度上記の方法でＤＰＰＨラジカル消去能を測定し、１日目の酸化阻害率の値を１００％として、７日間経過後の酸化阻害率の変化率を求めた。変化率は、表２に示すとおりであった。 Next, 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.
（比較例３）
　松樹皮抽出物の配合量（乾燥重量換算）が２．５μｇ／ｍＬ、ポリソルベートの濃度が０．１重量％となるように、評価試料を調整した。 (Comparative Example 3)
The evaluation sample was adjusted so that the blending amount (in terms of dry weight) of the pine bark extract was 2.5 μg / mL and the concentration of polysorbate was 0.1% by weight.
　得られた評価試料について、上記の方法でＤＰＰＨラジカル消去能を測定した。 The DPPH radical scavenging ability of the obtained evaluation sample was measured by the above method.
　次いで、評価試料を７日間常温にて放置し、再度上記の方法でＤＰＰＨラジカル消去能を測定し、７日間経過後の酸化阻害率を得た。１日目の酸化阻害率の値を１００％として、７日間経過後の酸化阻害率の変化率を求めた。変化率は、表２に示すとおりであった。 Next, 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.
（比較例４）
　白金の配合量が０．２５μｇ／ｍＬ、ポリソルベートの濃度が０．１重量％となるように、評価試料を調製した。 (Comparative Example 4)
An evaluation sample was prepared so that the amount of platinum was 0.25 μg / mL and the concentration of polysorbate was 0.1% by weight.
　得られた評価試料について、上記の方法でＤＰＰＨラジカル消去能を測定し、１日目の酸化阻害率を得た。 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.
　次いで、評価試料を７日間常温にて放置し、再度上記の方法でＤＰＰＨラジカル消去能を測定し、１日目の酸化阻害率の値を１００％として、７日間経過後の酸化阻害率の変化率を求めた。変化率は、表２に示すとおりであった。 Next, 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.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
　実施例２では、７日経過後の酸化阻害率が１日目の酸化阻害率の１１６％となり、抗酸化作用が経時的に向上するという結果が得られた。一方、比較例３及び４では、７日経過後の酸化阻害率が１日目の酸化阻害率よりも９％又は１７％減少し、抗酸化作用が経時的に低下した。 In 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. On the other hand, in 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.
　以下に、本発明に係る化粧料の処方例を示す。なお、本発明は下記処方例に限定されるものではない。 The following are examples of prescriptions for cosmetics according to the present invention. In addition, this invention is not limited to the following formulation example.
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
　本発明の抗酸化剤は、良好な抗酸化作用を有し、且つ抗酸化作用の持続性に優れ、化粧料等に好適に配合することができる。 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.

Claims (6)

  1. 　松樹皮抽出物及び白金を含有する抗酸化剤。 An antioxidant containing pine bark extract and platinum.
  2. 　前記白金が白金コロイド粒子である、請求項１に記載の抗酸化剤。 The antioxidant according to claim 1, wherein the platinum is platinum colloidal particles.
  3. 　請求項１又は２に記載の抗酸化剤を配合してなる化粧料。 Cosmetics comprising the antioxidant according to claim 1 or 2.
  4. 　松樹皮抽出物及び白金を含有する組成物の抗酸化剤としての使用。 Use of a composition containing pine bark extract and platinum as an antioxidant.
  5. 　松樹皮抽出物及び白金を化粧料に配合する、化粧料の酸化防止方法。 A method for preventing oxidation of cosmetics, which comprises blending pine bark extract and platinum into cosmetics.
  6. 　松樹皮抽出物及び白金が配合された化粧料を皮膚に塗布する、皮脂の過酸化防止方法。 A method for preventing peroxidation of sebum, wherein cosmetics containing pine bark extract and platinum are applied to the skin.
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