JP5770428B2 - Singlet oxygen scavenger, skin external preparation and cosmetic using the singlet oxygen scavenger - Google Patents

Description

  The present invention relates to a singlet oxygen scavenger. More specifically, the present invention relates to a singlet oxygen scavenger using a rosemary extract as an active ingredient, and a skin external preparation and a cosmetic using the singlet oxygen scavenger. In addition, in this invention, cosmetics are the concept containing medicinal cosmetics (quasi-drug).

  Conventionally, various factors have been considered as causes of skin troubles such as skin aging, softness, decreased elasticity, increased wrinkles, dry and rough skin, etc. Various approaches have been studied. As one of the causative substances in which these skin troubles appear, so-called active oxygen is considered that oxygen in the atmosphere is generated under the influence of ultraviolet rays or enzymes. This active oxygen is said to be generated in daily life by oxygen entering the body by breathing, smoking, stress and the like.

  It is known that when this active oxygen is present outside the body more than necessary, it acts on the cell membrane, DNA, etc. of normal cells and destroys them. It is also known to oxidize lipids to produce lipid peroxides. This also induces various diseases such as worsening atopic symptoms, cataracts, gout, myocardial infarction, and carcinogenesis. It has adverse effects on living organisms such as collagen fibers, hyaluronic acid fragmentation, DNA helix partial cleavage, and tissue damage due to the generation of chain radicals. It is said to promote aging.

  As described above, superoxide, hydroxy radical, hydrogen peroxide, and singlet oxygen are known as reactive oxygen species having a number of adverse effects on the body, and reaction products of these with metals and lipids are known. Are known. However, some reactive oxygen species have different numbers of electrons from, for example, ground state oxygen, such as superoxide, hydrogen peroxide, and hydroxy radicals. There is also singlet oxygen, an excited molecular species that is in an excited state. Therefore, it has been found that each has unique characteristics that cannot be captured by the framework of reactive oxygen species based on the difference in the electronic state.

  Conventionally, electron spin resonance (ESR) has been widely used to detect these active oxygen species (for example, Patent Document 1). However, even though this ESR is effective in detecting radical species such as superoxide and hydroxy radical, it cannot detect singlet oxygen that is not a radical species. In addition, the lifetime of singlet oxygen in water is as short as about 4 μsec, and detection methods having both sensitivity and specificity are limited (for example, Patent Document 2).

  Therefore, so far, what has been reported as a reaction involving active oxygen species in a broad sense, and what has been reported as an effective agent for capturing active oxygen species, the detection method, etc. Most of them are related to radical species such as superoxide and hydroxy radical, and most of singlet oxygen is not clear.

  In recent years, the reactivity of each of these reactive oxygen species has been studied, and it has been elucidated that each of these reactive oxygen species exhibits a specific reactivity. For example, radical species such as superoxide and hydroxy radical react with proteins and easily cause fragmentation. On the other hand, singlet oxygen has been reported to exhibit a specific reactivity that is completely different from superoxide or the like, in which a protein is cross-linked to polymerize the protein (for example, Non-Patent Document 1). It is also clear that singlet oxygen is generated on the surface of healthy skin by irradiation with ultraviolet rays and causes peroxidation of sebum that causes various skin problems (for example, non-patent documents). 2).

  Against this background, the role of specific individual reactive oxygen species is becoming increasingly important for diseases and aging that have traditionally been said to involve reactive oxygen species in a broad sense. The reactivity of singlet oxygen, which is different from radical species such as oxides and hydroxy radicals, has attracted attention. Therefore, if there is a technique capable of selectively or specifically eliminating singlet oxygen, it is effective in preventing diseases and aging involving singlet oxygen.

  As a technique for removing singlet oxygen, for example, Patent Document 3 proposes a singlet oxygen scavenger that can remove singlet oxygen with biotin as a main component and has good usability and high safety. Has been. Patent Document 4 proposes a singlet oxygen scavenger mainly composed of squalene and / or partially hydrogenated squalene.

  As described above, technologies for removing singlet oxygen are being developed, but in many cases, since the chemical stability of the remover itself is poor, it deteriorates with time during storage, and the singlet oxygen scavenging ability is reduced. At present, there are many things that decrease. Therefore, it is desired to provide a singlet oxygen scavenger that is excellent in the sustainability of the effect.

  Here, the rosemary related to the present invention will be described below. Rosemary is a plant native to the Mediterranean coastal region belonging to the genus Lamiaceae of the scientific name Rosmarinus Officinalis and is cultivated all over the world. The fresh leaves and dried leaves are eaten as spices, and are often used in essential oils and medicines.

  Rosemary is known to have, for example, antibacterial action, deodorizing effect, inflammation suppressing action, blood circulation promoting action and the like, and is used for prevention and improvement of various diseases. For example, Patent Document 5 proposes an anti-amyotrophic lateral sclerosis (ALS) agent contained as an active ingredient of rosemary-derived rosmarinic acid. Patent Document 6 proposes a therapeutic agent for adult T-cell leukemia comprising a processed rosemary product as an active ingredient.

  In addition, rosemary has been reported to have an antioxidant effect (Patent Documents 7 and 8), but there is no report on singlet oxygen scavenging ability.

Japanese Patent Laid-Open No. 2001-10954 JP 7-159325 A Japanese Patent Laid-Open No. 7-097322 JP-A-6-329530 JP 2009-256282 A JP 2008-247797 A JP 2002-003389 A Japanese Patent Laid-Open No. 04-226588

J.Soc.Cosmet.Chem.Japan.Vol.28, No.2 1994, p.163-171 Japan Cosmetic Science Society Vol.19 No.1 (1995) pp.1-6

  As described above, it has been elucidated that singlet oxygen has various adverse effects in vivo, but the actual situation is that technology development for effectively removing singlet oxygen has not caught up.

  Thus, the main object of the present invention is to provide a technique that can maintain high singlet oxygen scavenging ability for a long period of time and can suppress various reactions caused by singlet oxygen.

  As a result of searching for an effective substance derived from a natural product having singlet oxygen scavenging ability, the present inventors paid attention to rosemary, and that the rosemary extract has singlet oxygen scavenging ability and its effect is stable. In particular, the present invention has been completed by confirming that it will last for a long time.

That is, in the present invention, first, ethanol is added to a rosaceae rosemary (Rosmarinus Officinalis) and extracted, and the precipitate obtained from the filtrate obtained by filtering this is mixed with dipropylene glycol and 2-octyldodecanol. Provided is a singlet oxygen scavenger comprising a rosemary extract obtained by dissolving in a liquid as an active ingredient. The singlet oxygen scavenger according to the present invention has a function of directly scavenging singlet oxygen in a living body.
The rosemary extract that can be used as an active ingredient in the singlet oxygen scavenger according to the present invention can be extracted from any part of rosemary, but in the present invention, an extract obtained from leaves is used. It is preferable.

  The singlet oxygen scavenger according to the present invention can be suitably used for an external preparation for skin and cosmetics to which a pharmacologically acceptable additive is added.

  According to the present invention, high singlet oxygen scavenging ability can be maintained for a long time in a living body, and various reactions caused by singlet oxygen can be suppressed. In particular, skin aging, skin blackening, acne and skin caused by a reaction involving singlet oxygen by applying a skin external preparation or cosmetic utilizing the technology of the present invention to the skin. It is possible to prevent damage and the like.

  Hereinafter, preferred embodiments for carrying out the present invention will be described. In addition, embodiment described below shows an example of typical embodiment of this invention, and, thereby, the range of this invention is not interpreted narrowly.

<Singlet oxygen scavenger>
The singlet oxygen scavenger according to the present invention contains rosemary extract as an active ingredient. The rosemary extract contained in the singlet oxygen scavenger according to the present invention eliminates singlet oxygen in the living body by being taken into the living body. By eliminating singlet oxygen in the living body, various reactions caused by singlet oxygen can be suppressed. For example, biological phenomena caused by a reaction involving singlet oxygen include aging phenomenon, particularly in the skin, blackening, acne, damage, etc., and the singlet oxygen scavenger according to the present invention is used. If used, these can be effectively prevented and / or treated.

  In the present invention, the rosemary extract refers to an extract obtained by extracting seeds, rhizomes, stems, leaves, flowers, and the like of a rosinus rosmarinus genus (scientific name: Rosmarinus Officinalis) with an appropriate solvent. Used as a concentrated solution of the extracted solvent. In addition, a lyophilized or re-extracted solution of the concentrated solution can be used for the singlet oxygen scavenger according to the present invention.

  The specific part of the rosemary used for extraction is not particularly limited as long as the object of the present invention is not impaired, and any part such as seeds, rhizomes, stems, leaves, flowers can be freely selected and used. It is also possible to perform extraction using a dried product obtained by pouring each part through hot water. Moreover, it is also possible to extract using what cut | disconnected, grind | pulverized, or squeezed each site | part. In the present invention, it is particularly preferable to use a dried product obtained by drying rosemary leaves after pulverizing to an appropriate size.

  The solvent used for the extraction is not particularly limited, and usually one or two or more solvents that can be used for plant extraction can be freely selected and used. Examples thereof include water, lower monohydric alcohols, liquid polyhydric alcohols, ketones, esters, ethers, and halogenated carbons. Examples of lower monohydric alcohols include ethanol, methanol, and propanol. Examples of liquid polyhydric alcohols include glycerin, ethylene glycol, diethylene glycol, 1,3-butylene glycol, propylene glycol, and dipropylene glycol. Examples of ketones include acetone and methyl ethyl ketone. Examples of the esters include ethyl acetate, propyl acetate, and ethyl formate. These solvents may be used alone or as an aqueous solution, and may be used as any two or three or more mixed solvents. Among these, in the present invention, a hydrophilic polar solvent is preferable, and water, ethanol, methanol, glycerin, 1,3-butylene glycol, and dipropylene glycol are preferably used alone or in combination. This is because these solvents have high cytotoxicity because of low cytotoxicity, and the obtained extract can be lyophilized for use. Of these, those extracted with ethanol and 1,3-butylene glycol are particularly preferred as the singlet oxygen scavenger.

  Moreover, what was extracted with the above solvent can be used after being evaporated to dryness and then dispersed in another solvent. For example, after an extract of rosemary leaves extracted with ethanol is dried, it may be added to dipropylene glycol and 2-octyldodecanol to form an oil-soluble extract. As a commercial product, there is a serum vital (manufactured by Sansho Pharmaceutical Co., Ltd.).

  The extraction method is not particularly limited, and a normal extraction method can be freely selected and used. For example, a method of filtering after immersing an arbitrary part of rosemary in the above-mentioned arbitrary solvent for a predetermined time, a method of filtering after extraction while heating or stirring at a temperature below the boiling point of the solvent, etc. Can be mentioned. Moreover, it is also possible to perform processes, such as fermentation and re-extraction.

  The extracted rosemary extract can be used as it is as an active ingredient of the singlet oxygen scavenger according to the present invention, but depending on the purpose, it is allowed to stand for aging and aged for a singlet oxygen scavenger. It can also be used. Further, if necessary, it can be used after being subjected to a purification treatment such as deodorization and decolorization by filtration or ion exchange resin within a range not affecting the effect of the present invention. Further, the extract should be used after fractionating highly active fractions by appropriate separation means (for example, partition extraction, gel filtration, silica gel chromatography, reversed-phase or normal-phase high-performance liquid chromatography, etc.). Is also possible.

  An example of a more specific method for preparing a rosemary extract used in the singlet oxygen scavenger according to the present invention will be described. Rosemary is used as it is or after it has been dried, or chopped and pulverized. A lower monohydric alcohol such as methanol and ethanol; a polyhydric alcohol such as glycerin, propylene glycol, and 1,3-butylene glycol; a hydrophilic polar solvent such as a mixed solvent of two or more of these, or After immersion at room temperature, extraction, and further in a hydrophilic polar solvent such as liquid polyhydric alcohol such as glycerin, propylene glycol, 1,3-butylene glycol, dipropylene glycol or a mixed solvent of two or more of these, It can be obtained by heating or extraction at room temperature.

  The rosemary extract used for the singlet oxygen scavenger according to the present invention may be in any form such as liquid, paste or gel. That is, the liquid extract containing the extraction solvent may be used as it is or after being concentrated, or may be used after the extract is dried and solidified by drying under reduced pressure or freeze drying. It can also be dried by spray drying or the like and used as a powder. Furthermore, these solid or powder extracts may be appropriately redissolved in a solvent and used as an extract.

The singlet oxygen scavenger according to the present invention preferably has a singlet oxygen scavenging rate of 10% or more, more preferably 20% or more at 0.5 mg / mL. Furthermore, what is 20% or more at 1.0 mg / mL is preferable, and what is 30% or more is particularly preferable. In the present invention, “singlet oxygen elimination rate” refers to the rate of decrease in the intensity of light emission due to the transition of singlet oxygen. Specifically, the singlet oxygen scavenging rate (E) is a system in which singlet oxygen is arbitrarily generated and light emission associated with the transition of singlet oxygen is observed in various concentrations of singlet oxygen scavengers. The emission intensity (I) and the emission intensity (I ₀ ) when no singlet oxygen scavenger was added were measured and calculated from the following formula (1) using these measured values. .

  The singlet oxygen scavenger according to the present invention can be used for applications that suppress reactions caused or promoted by the presence of singlet oxygen. For example, singlet oxygen is known to crosslink collagen, which is a constituent component of the dermis (see Non-Patent Document 1), and the cross-linking of collagen reduces the elasticity and flexibility of the skin and causes skin aging. It will contribute. Therefore, by applying the singlet oxygen scavenger according to the present invention to the skin, it is possible to suppress the formation of cross-linking of collagen, prevent skin aging, and maintain a youthful skin. it can. That is, the singlet oxygen scavenger of the present invention can be used as a collagen crosslinking inhibitor.

  In addition, for example, singlet oxygen is frequently generated on the skin surface by UV-A irradiation, is involved in the immediate darkening that occurs non-enzymatically due to oxidation of dopa, and is involved in peroxidation of skin surface lipids. It is known (see Non-Patent Document 2). Therefore, by applying the singlet oxygen scavenger according to the present invention to the skin, immediate darkening of the skin and peroxidation of the skin surface lipid can be suppressed. When the singlet oxygen scavenger according to the present invention is used as an immediate blackening inhibitor, it is more preferable to use a singlet oxygen scavenger having a singlet oxygen scavenging rate larger than that of dopa. Furthermore, acne can be prevented or improved (see, for example, JP-A-2001-288035).

  Furthermore, for example, singlet oxygen is known to cause or promote inactivation of many enzymes responsible for in vivo reactions. Therefore, the singlet oxygen scavenger according to the present invention can be used as an enzyme deactivation inhibitor. When the singlet oxygen scavenger according to the present invention is used as an enzyme deactivation inhibitor, the singlet oxygen scavenging rate of the singlet oxygen scavenger is more preferably larger than the singlet oxygen scavenging rate of the enzyme. .

  In addition, the present inventors have reported that singlet oxygen is involved in cell aging using a cell aging evaluation system in order to capture the aging phenomenon of the living body (J. Jpn. Cosmet. Sci. Soc. Vol. 26, 2002, p. 79-85). In other words, when cells were exposed to singlet oxygen, a characteristic aging phenomenon was observed that shortened cell life. This phenomenon was suppressed by applying histidine, a singlet oxygen scavenging substance, to the cells. That is, it is suggested that the singlet oxygen scavenging substance has an effect of suppressing cell aging and consequently delaying aging of the living body. Therefore, the singlet oxygen scavenger according to the present invention can also be used as a cell aging inhibitor.

  In addition, singlet oxygen is known to cause or promote fading and discoloration of pigments such as plant extracts blended in cosmetics and foods. Even when there is no discoloration or discoloration, the presence of singlet oxygen causes the decomposition of medicinal agents incorporated into skin cosmetics, such as lipids, proteins and vitamins as active ingredients. May be promoted. Therefore, when the singlet oxygen scavenger according to the present invention is blended in cosmetics, foods, etc., not only the singlet oxygen scavenging ability and the above-mentioned effects accompanying it are obtained, but also the decomposition of other agents blended together The effect of suppressing this is also obtained. That is, the singlet oxygen scavenger of the present invention can be used as an anti-fading agent, and can also be used as a preservative for other medicinal agents of lipids, proteins, and vitamins as well as fading.

  Since the singlet oxygen scavenger according to the present invention exhibits the above-described actions and effects, it can be suitably used for various purposes such as pharmaceuticals, quasi drugs, cosmetics, foods and the like.

<External preparation for skin>
The singlet oxygen scavenger according to the present invention can be suitably used for a skin external preparation by utilizing its excellent singlet oxygen scavenging action. Since singlet oxygen is always present on the skin surface that is always in contact with oxygen and exposed to ultraviolet rays, the composition containing the singlet oxygen scavenger of the present invention is very useful as a skin external preparation. .

  The external preparation for skin according to the present invention can be applied to external preparations of any dosage form. For example, the composition can be applied to external preparations such as external preparations, external preparations, creams, ointments, sprays, liniments, lotions, haps, plasters, sprays, aerosols and the like.

  One or more pharmacologically acceptable additives can be freely selected and contained in the skin external preparation according to the present invention. For example, bases, surfactants, preservatives, emulsifiers, colorants, flavoring agents, fragrances, stabilizers, preservatives, antioxidants, lubricants, solubilizers, suspending agents, oils, thickeners All additives that can be usually used in the field of pharmaceutical preparations, such as chelating agents, enzymes, and pH adjusting agents can be contained.

  Moreover, since the active ingredient is a natural origin component, the singlet oxygen scavenger which concerns on this invention has a low necessity of using together with multiple agents. Therefore, any existing drug or medicinal component can be freely selected as a mixture by selecting one or more kinds freely. For example, antioxidants, anti-inflammatory agents, cell activators, UV inhibitors, moisturizers, blood circulation promoters, antibacterial agents, whitening agents, active enzyme removers, analgesics, steroids, antifungal agents, antitussives, antihistamines, Any drug such as vitamins and antitumor agents can be added.

  Among these drugs and medicinal components, typical ones are specifically exemplified below. Here, the “derivative” is a concept including a formable ester or salt. Moreover, since the same component may have a some medicinal effect, in that case, the same name is described to a some medicine and medicinal component.

  Examples of antioxidants include vitamin E and its derivatives, vitamin C and its derivatives, carotenoids, dibutylhydroxytoluene, butylhydroxyanisole, rutin and its derivatives, glutathione and its derivatives, superoxide dismutase, mannitol, caquette extract, Genokosho extract, Hawthorn extract, Peonies extract, Ginkgo biloba extract, Koganebana extract , Rosemary (mannenrou) extract, tea extract (Oolong tea, black tea, green tea, etc.).

  Examples of the anti-inflammatory agent include glycyrrhizic acid and derivatives thereof, glycyrrhetinic acid and derivatives thereof, sulfur and derivatives thereof, aloe extract, ashitaba extract, nettle extract, Inchinkou (Kawaragimugi) extract, turmeric extract, yellowfin ( Abou (extract), Hypericum extract, Chamomile extract, Comfrey extract, Honeysuckle extract, Watercress extract, Salvia extract, Salamander extract, Perilla extract, Examples include birch extract, elderberry extract, catfish extract, mugwort extract, eucalyptus extract, mugwort extract, forsythia extract, kumazasa extract, zinc oxide and the like.

  Examples of cell activators include caffeine, chicken crown extract, shell extract, shell extract, royal jelly, silk protein and its degradation products or derivatives thereof, lactoferrin or degradation products thereof, chondroitin sulfate, hyaluronic acid, etc. Mucopolysaccharides or their salts, collagen, yeast extract, lactic acid bacteria extract, bifidobacteria extract, fermentation metabolic extract, ginkgo biloba extract, barley extract, assembly extract, peanut extract, carrot extract, glycolic acid , Citric acid, lactic acid, malic acid, tartaric acid, vitamin A and its derivatives, asparagus extract, soybean extract, jujube extract, garlic extract, beech extract, microbial fermentation metabolite, ganoderma An extract etc. are mentioned.

  Examples of UV inhibitors include paramethoxycinnamate-2-ethylhexyl, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5 sodium sulfate, 4-t-butyl-4′- Examples thereof include methoxydibenzoylmethane, 2-phenyl-benzimidazole-5-sulfuric acid, titanium oxide, zinc oxide, oxybenzone and derivatives thereof, fine particle titanium oxide and fine particle zinc oxide. When inorganic powders such as titanium oxide and zinc oxide are fine particles, higher effects are exhibited.

  Examples of humectants include proteins such as elastin and keratin or derivatives thereof, hydrolysates and salts thereof, amino acids such as glycine, serine, aspartic acid, glutamic acid, arginine and theanine and derivatives thereof, sorbitol, erythritol, Trehalose, inositol, glucose, sucrose and derivatives thereof, dextrin and derivatives thereof, saccharides such as honey, D-panthenol and derivatives thereof, urea, phospholipid, ceramide, auren extract, ginger extract, diautum extract, sensyu extract Product, mallow extract, gypsophila extract, dokudami extract, hamamelis extract, bodaige extract, maronier extract, quince extract and the like.

  Examples of the blood circulation promoter include a yuzu extract, an arnica extract, a red pepper tincture, a ginger extract, and γ-oryzanol.

  Examples of the antibacterial agent include benzoic acid, sodium benzoate, p-hydroxybenzoate ester, benzalkonium chloride, phenoxyethanol, isopropylmethylphenol, and the like.

  Examples of whitening agents include ascorbic acid or derivatives thereof, arbutin, ellagic acid, linoleic acid, vitamin E and derivatives thereof, glycyrrhizic acid and derivatives thereof, tranexamic acid, placenta extract, chamomile extract, licorice extract, age extract , Ogon extract, seaweed extract, cucumber extract, caquette extract, gokahi extract, rice bran extract, wheat germ extract, saicin extract, hawthorn extract, sun penz extract, shirayuri extract, peony extract , Sempukuka extract, soybean extract, tea extract, molasses extract, beechlen extract, grape extract, hop extract, micaika extract, mokka extract, yukinoshita extract, rosemary extract and the like.

  As an example of the active oxygen scavenger, it can be freely selected and used as long as it has an action such as lipid peroxide production suppression. For example, superoxide dismutase, mannitol, quercetin, catechin and its Derivatives, rutin and derivatives thereof, buttonpi extract, yashajitsu extract, melissa extract, rahan fruit extract, retinol and derivatives thereof, vitamin As such as carotenoids, thiamine and derivatives thereof, riboflavin and derivatives thereof, pyridoxine and derivatives thereof, Examples include vitamin Bs such as nicotinic acid and derivatives thereof, vitamin Es such as tocopherol and derivatives thereof, dibutylhydroxytoluene and butylhydroxyanisole.

  In the external preparation for skin according to the present invention, the blending amount of the rosemary extract is not particularly limited and can be freely set according to the purpose, but it is 0.000001% by mass or more and 1.0% by mass as the solid content. % Or less, and more preferably 0.00001% by mass or more and 0.1% by mass or less. Within this range, rosemary extract can be stably blended and exhibits a high singlet oxygen removal effect, resulting in excellent skin aging, skin blackening, acne and skin damage. The effect of preventing the above can be exhibited.

  Since the active ingredient of the skin external preparation according to the present invention described above is a naturally derived component, there is a high possibility that it can be safely administered to patients suffering from various diseases. Moreover, there is little need to worry about side effects even if administered continuously for a long period of time.

<Cosmetics>
The singlet oxygen scavenger according to the present invention can be suitably used for cosmetics by utilizing its excellent singlet oxygen scavenging action. Since the reaction that is suppressed by the elimination of singlet oxygen is a reaction that contributes to skin aging, skin blackening, acne, and skin damage, the singlet oxygen elimination according to the present invention that can suppress these reactions. A composition containing an agent as an active ingredient is particularly useful as a skin cosmetic for the purpose of preventing skin aging, whitening, acne, and beautiful skin.

  The cosmetic according to the present invention can be applied to cosmetics of all forms. For example, skin care cosmetics such as lotion, milky lotion, cream, eye cream, beauty liquid, massage fee, pack, hand cream, body cream, sunscreen cosmetics, face wash, shampoo, hair treatment, hair styling agent, It can be applied to hair cosmetics such as hair nourishing agents, hair growth agents, etc., powder foundations, liquid foundations, cosmetic foundation cosmetics, makeup cosmetics such as white powder, concealer and eye shadow.

  In the cosmetic according to the present invention, in addition to the singlet oxygen scavenger according to the present invention, it is possible to freely select one or two or more components that can be used in normal cosmetics. . For example, bases, preservatives, emulsifiers, colorants, preservatives, surfactants, UV absorbers, antioxidants, moisturizers, UV absorbers, fragrances, antiseptic / antifungal agents, extender pigments, colored pigments, alcohol, All additives that can be usually used in the cosmetic field, such as polyhydric alcohol, water, oil agent, thickener, powder, chelating agent, enzyme, pH adjuster, and the like can be contained.

  Moreover, since the active ingredient of the singlet oxygen scavenger according to the present invention is a naturally derived ingredient, there is little need to pay attention to the combined use with other active ingredients. Therefore, in addition to the singlet oxygen scavenger according to the present invention, other active ingredients can be freely blended in the cosmetic composition according to the present invention as required. For example, any active ingredient such as an antioxidant, an anti-inflammatory agent, a cell activator, an ultraviolet light inhibitor, a moisturizer, a blood circulation promoter, an antibacterial agent, a whitening agent, and an active enzyme remover can be blended. In addition, since the specific illustration of these active ingredients is the same as that of the skin external preparation mentioned above, description is omitted here.

  In the cosmetic according to the present invention, the amount of the rosemary extract is not particularly limited and can be set freely according to the purpose, but it is 0.000001% by mass or more and 1.0% by mass as a pure content. It is preferable to make it contain below, and it is more preferable to make it contain 0.00001 mass% or more and 0.1 mass% or less. Within this range, rosemary extract can be stably blended and exhibits a high singlet oxygen removal effect, resulting in excellent skin aging, skin blackening, acne and skin damage. The effect of preventing the above can be exhibited.

  The cosmetics according to the present invention described above have high safety and can be used continuously for a long period of time because their active ingredients are naturally derived ingredients.

  Hereinafter, the present invention will be described in more detail based on examples. In addition, the Example demonstrated below shows an example of the typical Example of this invention, and, thereby, the range of this invention is not interpreted narrowly.

<Examination of singlet oxygen removal effect of rosemary extract>
In Example 1, the singlet oxygen removal effect of the rosemary extract was examined. In this example, a leaf portion was used as an example of a specific portion of rosemary used for extraction.

(1) Preparation of rosemary extract To 100 g of dried and chopped rosemary (Rosmarinus officinalis L.) leaves, add 2000 g of water, heat, filter, dry and boil. It was. To 60 g of this rosemary, 600 g of 95% ethanol was added and extracted at 40 ° C. for 2 hours. The filtered filtrate was decolorized by adding 1% activated carbon, and water was added to the filtrate from which the activated carbon had been removed at a ratio of filtrate / water (2: 1), and a precipitate was obtained by centrifugation. The sediment was dried, and about 3 g of the dried product was dissolved in 75 g of an equal volume mixture of dipropylene glycol and 2-octyldodecanol, and this was filtered to obtain a rosemary extract.

(2) Measurement of singlet oxygen elimination rate The singlet oxygen elimination rate of the rosemary extract prepared above was measured by the following procedure. Singlet oxygen was detected using a measuring apparatus configured as follows.
Light source: Coherent argon laser (Innova 70-4)
Intensity modulation section: Acousto-optic modulator manufactured by IntraAction (ASM-702-8, ME-70)
Flow cell: Quartz flow cell (cell length 3 mm; capacity 0.18 ml)
Circulation pump and bubbling device: Peristaltic pump manufactured by Iwaki Glass Co., Ltd. TST-100 High-pressure oxygen gas cylinder Visible light filter, spectrometer and detector: Color glass filter (IR-80), Spectrometer manufactured by JASCO Corporation (CT-10, Slit width 2mm), Applied detector (Applied Detector) Ge-detector (Model 403 HS; liquid nitrogen cooling)
Amplifier: EG & G Princeton Applied Research, Lock-in Amplifier (Model 124A, 116)

A 10 μM aqueous solution of Rose Bengal was circulated at a rate of 20 mL / min in the flow cell of the apparatus. When this cell was irradiated with a laser having a wavelength of 514.5 nm, which is an absorption wavelength of rose bengal, light emission accompanying the transition of singlet oxygen was observed, and the emission peak was 1268 nm. The emission intensity (I ₀ ) at a wavelength of 1268 nm of only the solvent was first measured, and then the emission intensity (I) at a wavelength of 1268 nm when a rosemary extract was added at a concentration of 0.04 mg / mL was measured. Based on these measured values, the singlet oxygen elimination rate (E) was calculated using the formula (1).

  In addition, as a comparison, 10 L of water was added to 100 g of Bakuga root, extracted at room temperature, and then a Bakuga root extract which was a filtrate obtained by filtering the extract was used. Bakuga root extract is known to have an active oxygen scavenging ability. The results are shown in Table 1.

  As shown in Table 1, the rosemary extract was proved to exhibit excellent singlet oxygen scavenging ability. On the other hand, it became clear that the singlet oxygen scavenging ability is low although the root extract extract has active oxygen scavenging ability. That is, it was found that even those having active oxygen scavenging ability do not necessarily have singlet scavenging ability.

  In Example 2, a lotion was prepared according to the formulation of Table 2 as an example of a cosmetic containing a rosemary extract.

注）ローズマリー抽出物：実施例１で調製したもの（純分濃度４．０質量％）

Note) Rosemary extract: prepared in Example 1 (pure concentration 4.0% by mass)

(Manufacturing method)
A: Components (5) to (8) were mixed and dissolved.
B: Components (1) to (4) and (9) to (11) were mixed and dissolved.
C: A was added to B and mixed to obtain a skin lotion.

(effect)
The lotion prepared in Example 2 was stable and free from discoloration / odour and precipitates, and was applicable to the skin.

  In Example 3, as an example of a cosmetic containing a rosemary extract, an emulsion was prepared according to the formulation in Table 3.

注）ローズマリー抽出物：商品名セラムバイタル（三省製薬社製）

Note) Rosemary extract: Brand name Serum Vital (Sanpo Pharmaceutical Co., Ltd.)

(Manufacturing method)
A: Components (8) to (10) were added to component (12) and mixed uniformly at 70 ° C.
B: Components (1) to (7) were uniformly mixed at 70 ° C.
C: B was added to A to emulsify, and cooled to room temperature.
D: (11), (13) and (14) were added and mixed uniformly to obtain an emulsion.

(effect)
The emulsion prepared in Example 3 had no discoloration or odor and was stable and applicable to the skin.

  In Example 4, as an example of a cosmetic containing a rosemary extract, a liquid foundation (oil-in-water cream) was prepared according to the formulation in Table 4.

注）ローズマリー抽出物（１，３−ブチレングリコール抽出物、純分濃度０．５％）

Note) Rosemary extract (1,3-butylene glycol extract, pure concentration 0.5%)

(Manufacturing method)
A: Components (6) to (11) were dispersed.
B: Components (12) to (18) were added to A and mixed uniformly at 70 ° C.
C: Components (1) to (5) were uniformly mixed at 70 ° C.
D: B was added to C, emulsified, and cooled to room temperature.
E: Component (19) was added to D and mixed uniformly to obtain an oil-in-water cream liquid foundation.

(effect)
The oil-in-water cream liquid foundation prepared in Example 4 had no discoloration or odor change, was stable, and was applicable to the skin.

  In Example 5, as an example of a cosmetic containing a rosemary extract, a sunscreen cosmetic (water-in-oil cream) was prepared according to the formulation in Table 5.

注）ローズマリー抽出物（１，３−ブチレングリコール／水＝５０：５０混合溶媒抽出物、純分濃度１％）

Note) Rosemary extract (1,3-butylene glycol / water = 50: 50 mixed solvent extract, pure concentration 1%)

(Manufacturing method)
A: Components (1) to (6) were uniformly dispersed.
B: Components (7) to (12) were uniformly dispersed.
C: While stirring B, A was gradually added to emulsify to obtain a water-in-oil cream sunscreen cosmetic.

(effect)
The water-in-oil cream sunscreen cosmetic prepared in Example 5 had no discoloration and odor change, was stable, and was applicable to the skin.

  In Example 6, an ointment was prepared according to the formulation of Table 6 as an example of a skin external preparation containing a rosemary extract.

注）ローズマリー抽出物（１，３−ブチレングリコール／水＝５０：５０混合溶媒抽出物、純分濃度１％）

Note) Rosemary extract (1,3-butylene glycol / water = 50: 50 mixed solvent extract, pure concentration 1%)

(Manufacturing method)
A: A part of the components (3), (4) and (9) was mixed by heating and kept at 75 ° C.
B: Components (1), (2), (6) to (8) were heated and mixed and kept at 75 ° C.
C: B was gradually added to A, and (5) dissolved in the remainder of component (9) was added while cooling this to obtain an ointment.

(effect)
The ointment prepared in Example 6 had no discoloration or odor and was stable and applicable to the skin.

  In Example 7, a lotion preparation was prepared according to the formulation of Table 7 as an example of a skin external preparation containing a rosemary extract.

注）ローズマリー抽出物：実施例１で調製したもの（純分濃度４．０質量％）

Note) Rosemary extract: prepared in Example 1 (pure concentration 4.0% by mass)

(Manufacturing method)
A: Components (3) to (6) were mixed and dissolved.
B: Components (1), (2) and (7) were mixed and dissolved.
C: A and B were mixed to make a lotion agent.

(effect)
The lotion prepared in Example 7 was stable and free from discoloration / odor change and precipitates, and was applicable to the skin.

  According to the present invention, high singlet oxygen scavenging ability can be maintained for a long time in a living body, and various reactions caused by singlet oxygen can be suppressed. Therefore, the technique of the present invention can be used for the prevention and / or treatment of various diseases caused by singlet oxygen. In particular, skin aging, skin blackening, acne and skin caused by a reaction involving singlet oxygen by applying a skin external preparation or cosmetic utilizing the technology of the present invention to the skin. It is possible to prevent damage and the like.

Claims (2)

It was obtained by adding ethanol to a Labiatae Rosemary (Rosmarinus Officinalis) and extracting it, and dissolving the precipitate obtained from the filtrate obtained by dissolving it in a mixed solution of dipropylene glycol and 2-octyldodecanol. Singlet oxygen scavenger containing rosemary extract as an active ingredient ( however, only polyphenol exhibits singlet oxygen scavenging ability, wrinkle formation inhibitory effect, anti-aging, anti-aging, skin lipid peroxide production suppression and anti-inflammatory) except as intended to, and limited to those used as an immediate blackening inhibitor).   The singlet oxygen scavenger according to claim 1, wherein the rosemary extract is an extract obtained from leaves of the rosemary.