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JP2010126484A - Antimicrobial composition - Google Patents

Antimicrobial composition Download PDF

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JP2010126484A
JP2010126484A JP2008302618A JP2008302618A JP2010126484A JP 2010126484 A JP2010126484 A JP 2010126484A JP 2008302618 A JP2008302618 A JP 2008302618A JP 2008302618 A JP2008302618 A JP 2008302618A JP 2010126484 A JP2010126484 A JP 2010126484A
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extract
cosmetics
antibacterial
composition
cosmetic composition
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Ho Lee
湖 李
Tetsu Kin
哲 金
Takayuki Kado
隆之 門
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BIOSKINTECH Inc
Iwase Cosfa Co Ltd
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BIOSKINTECH Inc
Iwase Cosfa Co Ltd
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    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
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Abstract

<P>PROBLEM TO BE SOLVED: To provide an antimicrobial composition having sufficient antiseptic effect, low in irritancy and high in safety, for use in plant-derived cosmetics. <P>SOLUTION: The antimicrobial composition, with transparent appearance, includes 1,3-propanediol and/or a 5-10C 1,2-alkanediol and a fermentation-transformed product which is obtained by extraction of plants belonging to the genera Scutellaria baicalensis, Camellia sinensis, Compositae, Houttuynia cordata and Citrus junos and then subjecting the resultant extract to actinomyces and lactic acid bacteria. A cosmetic composition containing the antimicrobial composition is also provided. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

本発明は、化粧料に好適に用いられる抗菌剤組成物に関する。   The present invention relates to an antibacterial agent composition suitably used for cosmetics.

従来、化粧料組成物の防腐系として、安息香酸エステル、フェノキシエタノール、安息香酸及びその塩、ソルビン酸もしくは、グルコン酸クロルヘキシジンなどの防腐剤が用いられている。しかしながら、これらの防腐剤の幾らかは、皮膚に対して刺激やアレルギー性を有し、安全性に問題のあることが知られており、また近年問題になっている環境ホルモンとして疑いをもたれているものもある。また、これらの防腐剤はそれぞれ生育を抑制できる菌種が限られており、例えば、安息香酸エステルは、細菌に対して高い抗菌効果を示すが、かび、酵母に対しての抗菌効果は低いという欠点を有している。ソルビン酸や安息香酸エステルのみで細菌の増殖を抑制する場合は、防腐剤を高濃度で化粧料組成物に添加することが必要となり、化粧料組成物の安全性を損ない皮膚刺激に繋がる恐れがある。特に水系化粧料組成物においては、防腐剤の化粧料組成物基材との反応や不活化、そして水相への分配係数が少ない場合など、防腐効果が充分に得られない場合も多い。   Conventionally, preservatives such as benzoic acid esters, phenoxyethanol, benzoic acid and salts thereof, sorbic acid or chlorhexidine gluconate have been used as an antiseptic system for cosmetic compositions. However, some of these preservatives are known to be irritating and allergic to the skin and have safety problems and have been suspected as environmental hormones that have become problematic in recent years. Some are. In addition, these preservatives are limited in the types of bacteria that can inhibit the growth, for example, benzoic acid ester has a high antibacterial effect on bacteria, but has a low antibacterial effect on fungi and yeast. Has drawbacks. In the case of suppressing bacterial growth only with sorbic acid or benzoic acid ester, it is necessary to add a preservative to the cosmetic composition at a high concentration, which may impair the safety of the cosmetic composition and lead to skin irritation. is there. In particular, in a water-based cosmetic composition, there are many cases where the antiseptic effect is not sufficiently obtained, for example, when the preservative is reacted or inactivated with the cosmetic composition substrate and the partition coefficient to the aqueous phase is small.

また、天然系で防腐効果を持つものとしては、種々の有機酸、グリシン等が知られているが、何れも防腐効果は低く、化粧料組成物の微生物汚染の原因となる菌種を問わず防腐効果を有する抗菌物質が強く求められていた。現在、天然系で構成された化粧料組成物が求められる傾向にあり、特に天然物由来の抗菌物質が求められている。   Moreover, various organic acids, glycine and the like are known as those having a natural antiseptic effect, but all have a low antiseptic effect, regardless of the bacterial species that cause microbial contamination of the cosmetic composition. There has been a strong demand for antibacterial substances having antiseptic effects. At present, there is a tendency to demand cosmetic compositions composed of natural materials, and in particular, antibacterial substances derived from natural products are demanded.

天然由来の抗菌物質としては、例えば特許文献1にはオウゴン等の植物より抽出されるフラボノイドであるジメトキシテトラヒドロキシフラボン、バイカリンおよびオウゴニンが抗菌活性を有することが開示されている。
特開2004−59566号公報
As a natural antibacterial substance, for example, Patent Document 1 discloses that dimethoxytetrahydroxyflavone, baicalin and ougonin, which are flavonoids extracted from plants such as hornon, have antibacterial activity.
JP 2004-59566 A

本発明は、透明な外観を有する天然系の抗菌物質であり、化粧料組成物の汚染原因となる細菌、かび及び酵母等の菌種に対して高い抗菌効果を有し、化粧料組成物に対して充分な防腐効果が得られる、安全性に優れた化粧料組成物を提供することを目的とする。   The present invention is a natural antibacterial substance having a transparent appearance and has a high antibacterial effect against bacterial species such as bacteria, fungi and yeast that cause contamination of the cosmetic composition. An object of the present invention is to provide a cosmetic composition excellent in safety capable of obtaining a sufficient antiseptic effect.

本発明は、特定の植物エキスを生物変換して得られた醗酵転換物混合物が、充分な防腐効果を有し、かつ低刺激で高い安全性を有することを見出した。かかる醗酵転換混合物は分離した不透明な外観を呈するが、特定のアルコールを配合することにより透明とすることが可能であることを見出し、本発明を完成するに至った。   The present invention has found that a fermentation conversion product mixture obtained by biotransforming a specific plant extract has a sufficient antiseptic effect and is highly safe with low irritation. Such a fermentation conversion mixture has a separated opaque appearance, but it has been found that it can be made transparent by blending a specific alcohol, and the present invention has been completed.

すなわち本発明はシソ科タツナミソウ属、ツバキ科ツバキ属、キク科、ドクダミ科ドクダミ属およびミカン科の植物より抽出物を得、該抽出物へ放線菌および乳酸菌を作用させて得られる醗酵転換物と、1,3−プロパンジオールおよび/または炭素数5〜10の1,2−アルカンジオールを含む抗菌剤組成物を提供する。   That is, the present invention provides an extract from a plant belonging to the family Lamiaceae, Camellia, Camellia, Asteraceae, Aceraceae, and Rutaceae, and a fermentation conversion product obtained by allowing actinomycetes and lactic acid bacteria to act on the extract An antibacterial agent composition comprising 1,3-propanediol and / or 1,2-alkanediol having 5 to 10 carbon atoms is provided.

本発明の抗菌剤組成物は化粧料へ好適に配合することができる。従って、本願発明はまた本発明の抗菌剤組成物を配合してなる化粧料組成物を提供する。本発明の化粧料組成物は、スキンケア化粧料、メークアップ化粧料、トイレタリー化粧料またはヘアケア化粧料のいずれかとして提供されるものである。具体的には、これらに限定されないが、清浄用化粧料、頭髪用化粧料、基礎化粧料、メークアップ化粧料、芳香化粧料、日焼け・日焼け止め化粧料、爪化粧料、アイライナー化粧料、口唇化粧料、口腔化粧料または入浴化粧料などが例示される。
本発明の抗菌剤組成物は水を基材とする化粧料組成物へ配合した場合でも、均一で透明な外観を有する化粧料を提供することが可能である。
The antibacterial agent composition of the present invention can be suitably blended into cosmetics. Accordingly, the present invention also provides a cosmetic composition comprising the antimicrobial composition of the present invention. The cosmetic composition of the present invention is provided as any one of skin care cosmetics, makeup cosmetics, toiletry cosmetics, and hair care cosmetics. Specifically, although not limited to these, cosmetics for cleaning, cosmetics for hair, basic cosmetics, makeup cosmetics, aromatic cosmetics, sunscreen / sunscreen cosmetics, nail cosmetics, eyeliner cosmetics, Examples include lip cosmetics, oral cosmetics, and bath cosmetics.
Even when the antibacterial agent composition of the present invention is formulated into a cosmetic composition based on water, it is possible to provide a cosmetic having a uniform and transparent appearance.

本発明の抗菌剤組成物は化粧料組成物の汚染原因となる細菌、かび及び酵母等の菌種に対して高い抗菌効果を有し、化粧料組成物へ配合した場合に充分な防腐効果を提供する。本発明の抗菌剤組成物は均一で透明な外観を呈するものであり、外観の良い化粧料を提供することが可能である。本願の抗菌剤組成物は水を基材とする化粧料へ配合する場合であっても、透明な外観の製品を提供することができる。   The antibacterial agent composition of the present invention has a high antibacterial effect against bacterial species such as bacteria, mold and yeast that cause contamination of the cosmetic composition, and has a sufficient antiseptic effect when blended into the cosmetic composition. provide. The antibacterial agent composition of the present invention exhibits a uniform and transparent appearance, and can provide a cosmetic having a good appearance. The antibacterial agent composition of the present application can provide a product having a transparent appearance even when blended into water-based cosmetics.

本発明に用いる植物抽出物の醗酵代謝物は、シソ科タツナミソウ属の植物、ツバキ科ツバキ属の植物、キク科の植物(Artemisia princes var orientalis)、ドクダミ科ドクダミ属の植物(Houttuynia cordata)およびミカン科植物(Citrus junos)からの抽出物へ放線菌並びに乳酸菌を作用させて生物変換して得られる物質である。各植物として好適なものとしては、シソ科タツナミソウ属の植物としてオウゴン(Scutellaria baicalensis)、ツバキ科ツバキ属の植物として緑茶(Camellia sinensis leaf)、キク科の植物としてヨモギ (Artemisia princeps var orientalis)、ドクダミ科ドクダミ属の植物としてドクダミ(Houttuynia cordata)、ミカン科植物としてユズ(Citrus junos)が挙げられる。また、生物変換には放線菌(Actinomycetes spp.)と乳酸菌(Lactobacillus spp.)の培養液を用いる。   Fermentation metabolites of the plant extract used in the present invention include plants belonging to the family Lamiaceae, Camelliaaceae, Camellia, Artemisia princes var orientalis, Houttuynia cordata, and mandarin It is a substance obtained by biotransformation by the action of actinomycetes and lactic acid bacteria on extracts from the family plants (Citrus junos). Examples of suitable plants include Scutellaria baicalensis as a plant belonging to the family Lamiaceae, Green tea (Camellia sinensis leaf) as a plant belonging to the camellia family, Artemisia princeps var orientalis, Examples of the plant belonging to the genus Dokudami include Houttuynia cordata, and examples of the citrus family include Citrus junos. Biotransformation uses a culture solution of actinomycetes spp. And lactic acid bacteria (Lactobacillus spp.).

前記それぞれの植物抽出物は、通常、植物から有効成分を抽出する各種公知の方法によって得ることができる。   Each said plant extract can be normally obtained by the various well-known methods of extracting an active ingredient from a plant.

一例として、オウゴン抽出物を得る場合、オウゴン乾固物にエタノール、メタノールなどの極性溶媒またはそれらと精製水の混合溶液を粉砕物の10倍(重量比)程加え、冷却コンデンサー付き抽出機で約80℃の温度で24時間加熱して抽出物を得て、これをろ過し減圧濃縮させて濃縮抽出液を得る。そして、得られた濃縮抽出液に、その2倍(重量比)に該当する精製水を加えた後、酢酸エチル、塩化メチレンなどの非極性溶媒を4倍(重量比)ほど添加し、強く振盪した後、上層の非極性溶媒層を分離して減圧濃縮するとオウゴン抽出物が得られる。   As an example, when obtaining an Ougon extract, a polar solvent such as ethanol or methanol or a mixed solution of these and purified water is added to the dried Ogon product about 10 times (weight ratio) of the pulverized product, and is extracted with an extractor with a cooling condenser. An extract is obtained by heating at 80 ° C. for 24 hours, and this is filtered and concentrated under reduced pressure to obtain a concentrated extract. Then, after adding purified water corresponding to 2 times (weight ratio) to the concentrated extract obtained, 4 times (weight ratio) of nonpolar solvent such as ethyl acetate and methylene chloride is added and shaken strongly. After that, the upper non-polar solvent layer is separated and concentrated under reduced pressure to obtain the Augon extract.

他の例として、オウゴン抽出物を得る場合、オウゴン乾燥物に精製水を2倍(重量比)加えて、これにエタノール、メタノールなどの極性溶媒またはそれらと精製水との混合溶液を粉砕物の20倍重量を加えて冷却コンデンサー付き抽出機で60℃の温度で10時間加熱して抽出物を得、これをろ過し減圧濃縮して濃縮抽出液を得る。 得られた濃縮抽出液に、その10倍(重量比)に該当するエタノール、メタノールなどの極性溶媒またはそれらと精製水との混合溶液を加えて強く振盪抽出した後、ろ過して固形分を除去するとオウゴン抽出物が得られる。   As another example, when obtaining an Ougon extract, purified water is added to the dried Ogon product twice (weight ratio), and a polar solvent such as ethanol or methanol or a mixed solution thereof with purified water is added to the pulverized product. A 20-fold weight is added and the extract is obtained by heating at 60 ° C. for 10 hours with an extractor equipped with a cooling condenser to obtain an extract, which is filtered and concentrated under reduced pressure to obtain a concentrated extract. To the resulting concentrated extract, a polar solvent such as ethanol or methanol corresponding to 10 times (weight ratio) or a mixed solution of these and purified water is added and shake-extracted. Then, the Ougon extract is obtained.

さらに他の例として、オウゴン抽出物の場合、オウゴン抽出物の中の主要抗菌活性成分は超臨界流体抽出技術を使用した次のような抽出方法で得ることができる。つまり、超臨界流体抽出装置で70〜90℃、4,000〜6,000PSI圧力で主溶媒である二酸化炭素100体積部に対して2〜20(v/v)%のジエチルアミンまたはトリエチルアミンが溶解されたメタノール、エタノール、水またはこれの混合溶媒で選択された1種以上のアルカリ性共溶媒1〜20体積部を反応器で混合して抽出した後、カラムクロマトグラフィを利用して分離、ろ過、精製してオウゴン抽出物が得られる。   As yet another example, in the case of ougon extract, the main antibacterial active ingredient in ougon extract can be obtained by the following extraction method using supercritical fluid extraction technology. That is, methanol in which 2 to 20 (v / v)% diethylamine or triethylamine is dissolved in 100 parts by volume of carbon dioxide as a main solvent at 70 to 90 ° C. and 4,000 to 6,000 PSI pressure in a supercritical fluid extraction device, Extract 1 ~ 20 parts by volume of one or more alkaline co-solvents selected with ethanol, water or a mixed solvent of these in a reactor, then extract, filter and purify using column chromatography to extract ougon Things are obtained.

以上の方法のほかにも様々な方法によりオウゴン抽出物を得ることができる。また同様の抽出方法により、緑茶抽出物、ヨモギ抽出物、ドクダミ抽出物、ユズ抽出物を得る事ができる。   In addition to the above methods, the ougon extract can be obtained by various methods. In addition, a green tea extract, mugwort extract, dokudami extract, and yuzu extract can be obtained by the same extraction method.

オウゴン抽出物には、主成分のバイカレイン(baicalein)を含めてバイカリン(baicalin)、ジメトキシテトラヒドロキシフラボン(DTF)、オウゴニン(wogonin)、7-メトキシバイカレイン(7-methoxybaicalein)、オロキシリン-A(oroxylin-A)、skμLlcapflavone I、IIなどのフラボノイドが含有されており、その他にも、ベータシトステロール(beta-sitosterol)、カンペステロール(campesterol)などのステロール類と、スクロース(sucrose)、D-グルコース(D-glucose)などの糖類、精油およびその他各種樹脂が含有されている。特にバイカリン、DTF、オウゴニンなどの特定フラボノイドは抗菌活性に優れることが知られており、前記オウゴン抽出物のみならず、緑茶抽出物、ヨモギ抽出物、ドクダミ抽出物、ユズ抽出物中にもこれらは極微量含まれていることが知られている。   Ougon extract contains baicalein, the main ingredient, baicalin, dimethoxytetrahydroxyflavone (DTF), wogonin, 7-methoxybaicalein, oroxylin-A (oroxylin-A) -A), flavonoids such as skμLlcapflavone I and II, and sterols such as beta-sitosterol and campesterol, sucrose, D-glucose (D -Glucose) and other essential oils and other resins. In particular, specific flavonoids such as baicalin, DTF, or gononin are known to have excellent antibacterial activity. It is known that a trace amount is contained.

本発明に用いられる醗酵転換物は、前記オウゴン抽出物、緑茶抽出物、ヨモギ抽出物、ドクダミ抽出物、ユズ抽出物を自然より単離された放線菌(Actinomycetes spp.)と乳酸菌(lactobacillus spp.)の培養液と接触させ、抗菌活性を高めたものである。   Fermentation conversion products used in the present invention include Actinomycetes spp. And Lactobacillus spp. Isolated from nature of the above extract of green grass, green tea extract, mugwort extract, dokudami extract, yuzu extract. ) To increase the antibacterial activity.

本発明に用いられる醗酵転換物は特に、醗酵転換物としてオウゴン抽出物由来のものを20〜60重量部、緑茶抽出物由来のものを10〜30重量部、ドクダミ抽出物由来のものを10〜30重量部、ヨモギ抽出物由来のものを10〜30重量部、ユズ抽出抽出物由来のものを10〜20重量部で混合したものを用いるのが好ましい。特に各抽出物を10〜20%含有するTSB培地へ放線菌および乳酸菌を接種し、5日または7日培養したものが好適に用いられる。かかる醗酵転換物としては、韓国バイオスキンテック社のMFP(商品名)が例示される。   Fermentation conversion products used in the present invention are, in particular, 20-60 parts by weight derived from ougon extract, 10-30 parts by weight from green tea extract, It is preferable to use a mixture of 30 parts by weight, 10 to 30 parts by weight derived from Artemisia extract, and 10 to 20 parts by weight derived from Yuzu extract. Particularly, a TSB medium containing 10 to 20% of each extract is inoculated with actinomycetes and lactic acid bacteria and cultured for 5 days or 7 days. An example of such a fermented product is MFP (trade name) of Korea Bio Skin Tech.

本発明の抗菌剤組成物は、高い抗菌性を有する醗酵転換物へ1,3−プロパンジオールおよび/または炭素数5〜10の1,2−アルカンジオールを配合したものである。醗酵転換物はそのままでは分離した不透明な外観を呈するが、1,3−プロパンジオールおよび/または1,2−ペンタンジオールを配合することにより透明な抗菌剤組成物を得ることができる。本発明の抗菌剤組成物は、また水を基材とする化粧料組成物へ配合した場合にも透明な外観の組成物を提供することができる。   The antibacterial agent composition of the present invention is obtained by blending 1,3-propanediol and / or 1,2-alkanediol having 5 to 10 carbon atoms with a fermentation conversion product having high antibacterial properties. The fermentation conversion product exhibits a separated opaque appearance as it is, but a transparent antibacterial agent composition can be obtained by blending 1,3-propanediol and / or 1,2-pentanediol. The antibacterial agent composition of the present invention can also provide a composition having a transparent appearance when blended into a cosmetic composition based on water.

本発明の抗菌剤組成物中に含まれる醗酵転換物に対する1,3−プロパンジオールおよび/または炭素数5〜10の1,2−アルカンジオールの配合量は特に限定的ではなく、化粧料組成物の種類、使用目的、使用感に応じて配合量を適宜選択すればよい。典型的には、醗酵転換物の量に対し、1,3−プロパンジオールの場合は1/2倍量から10倍量を用いることが好ましい。炭素数5〜10の1,2−アルカンジオールは1,2−ペンタンジオール、1,2−ヘキサンジオール、1,2−オクタンジオール、1,2−デカンジオールを用いることが特に好ましい。典型的には、醗酵転換物の量に対し、炭素数5〜10の1,2−アルカンジオールの場合は1/20倍量〜20倍量を用いることが好ましい。   The blending amount of 1,3-propanediol and / or 1,2-alkanediol having 5 to 10 carbon atoms with respect to the fermentation conversion product contained in the antibacterial agent composition of the present invention is not particularly limited, and is a cosmetic composition. What is necessary is just to select a compounding quantity suitably according to the kind of, use purpose, and a usability | use_condition. Typically, in the case of 1,3-propanediol, it is preferable to use 1/2 to 10 times the amount of the fermentation conversion product. The 1,2-alkanediol having 5 to 10 carbon atoms is particularly preferably 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, or 1,2-decanediol. Typically, in the case of 1,2-alkanediol having 5 to 10 carbon atoms, it is preferable to use 1/20 to 20 times the amount of the fermentation conversion product.

本発明の抗菌剤組成物の化粧料組成物への配合量は特に限定的ではなく、化粧料組成物の種類や使用目的に応じて防腐効果を示す配合量を適宜選択すればよい。典型的には醗酵転換物量として化粧料組成物の0.01重量%以上、好ましくは0.02重量%以上であり、上限としては、化粧料組成物の安全性を考慮すると10重量%、好ましくは5重量%以下である。   The blending amount of the antibacterial agent composition of the present invention in the cosmetic composition is not particularly limited, and a blending amount exhibiting an antiseptic effect may be appropriately selected according to the type of cosmetic composition and the purpose of use. Typically, the amount of the fermentation conversion product is 0.01% by weight or more, preferably 0.02% by weight or more of the cosmetic composition, and the upper limit is 10% by weight in consideration of the safety of the cosmetic composition, preferably 5% by weight. It is as follows.

本発明は本発明の抗菌剤組成物を含有する化粧料組成物を提供する。本発明の化粧料組成物は、予め醗酵転換物と1,3−プロパンジオールおよび/または炭素数5〜10の1,2−アルカンジオールを混合したものを化粧料組成物のその他の成分へ配合しても、醗酵転換物並びに1,3−プロパンジオールおよび/または炭素数5〜10の1,2−アルカンジオールをそれぞれ別個にその他の成分へ配合してもよい。   The present invention provides a cosmetic composition containing the antimicrobial composition of the present invention. The cosmetic composition of the present invention is prepared by previously mixing a fermentation conversion product with 1,3-propanediol and / or 1,2-alkanediol having 5 to 10 carbon atoms into the other components of the cosmetic composition. Alternatively, the fermentation conversion product and 1,3-propanediol and / or 1,2-alkanediol having 5 to 10 carbon atoms may be separately added to the other components.

本発明の抗菌剤組成物を含有する化粧料組成物の形態としては、クリーム、乳液、化粧水等の基礎化粧料、口紅、ファンデーション等のメークアップ化粧料、日焼け・日焼け止め化粧料、ヘアクリーム、ヘアローション等の頭髪用化粧料や清浄用化粧料、芳香化粧品、爪化粧品、アイライナー化粧品、口唇化粧品、口腔化粧品、入浴化粧品等が例示される。   The cosmetic composition containing the antibacterial agent composition of the present invention includes basic cosmetics such as creams, emulsions and lotions, makeup cosmetics such as lipsticks and foundations, sunscreen / sunscreen cosmetics and hair creams. Examples include hair cosmetics such as hair lotions, cleansing cosmetics, aromatic cosmetics, nail cosmetics, eyeliner cosmetics, lip cosmetics, oral cosmetics, and bath cosmetics.

本発明の抗菌剤組成物を含有する化粧料組成物は、必要に応じて通常化粧料組成物に用いられる各種成分及び添加物、例えば、無機顔料、有機顔料、無機粉体、有機粉体、炭化水素類、シリコーン類、エステル類、トリグリセライド類、ワックス類、ロウ類、動植物油、界面活性剤、多価アルコール類、糖類、美白剤、ビタミン類、アミノ酸類、酸化防止剤、防腐剤、香料、増粘剤、紫外線防止剤、アルコール類、pH調整剤、及び水等を自体公知の方法により配合し、調製すればよい。各化粧料組成物に用いられる成分、添加物については当業者に良く知られている。   The cosmetic composition containing the antibacterial agent composition of the present invention includes various components and additives that are usually used in cosmetic compositions as necessary, for example, inorganic pigments, organic pigments, inorganic powders, organic powders, Hydrocarbons, silicones, esters, triglycerides, waxes, waxes, animal and vegetable oils, surfactants, polyhydric alcohols, sugars, whitening agents, vitamins, amino acids, antioxidants, preservatives, fragrances A thickener, an ultraviolet light inhibitor, an alcohol, a pH adjuster, water and the like may be blended and prepared by a method known per se. The ingredients and additives used in each cosmetic composition are well known to those skilled in the art.

化粧料組成物としての最終製品のpHは4〜10の範囲である事が好ましい。最終的なpHは公知のpH調整剤を用いて調節すればよい。水を基材とする化粧料組成物の場合、pH調整剤としてはクエン酸を用いることが好ましい。クエン酸にてpHを調節することによって、幅広い範囲のpHにおいて透明な化粧料組成物を提供することが可能となる。   The pH of the final product as a cosmetic composition is preferably in the range of 4-10. The final pH may be adjusted using a known pH adjuster. In the case of a cosmetic composition based on water, citric acid is preferably used as the pH adjuster. By adjusting the pH with citric acid, it is possible to provide a transparent cosmetic composition in a wide range of pH.

かくして得られる本発明の化粧料組成物は、通常の化粧料組成物と同様に使用することができ、皮膚、毛髪等に対して安全性が高く、保存安定性に優れる。   The cosmetic composition of the present invention thus obtained can be used in the same manner as a normal cosmetic composition, is highly safe against skin, hair, etc., and is excellent in storage stability.

以下に参考例並びに実施例を挙げて本発明を詳細に説明するが、本発明を何ら限定するものではない。なお、以下に示す配合量は、全て重量%である。   The present invention will be described in detail below with reference examples and examples, but the present invention is not limited in any way. In addition, all the compounding quantities shown below are weight%.

参考例1
オウゴン抽出物、緑茶抽出物、ヨモギ抽出物、ドクダミ抽出物、ユズ抽出物に対して、抗菌性を高める目的で自然より分離された放線菌(Actinomycetes spp.)と乳酸菌(Lactobacillus spp.)の培養液を使用して醗酵転換物を得た。抗菌性を最適化するための組成比は、抗菌性醗酵転換物として、オウゴン抽出物を20〜60重量部、緑茶抽出物を10〜30重量部、ドクダミ抽出物を10〜30重量部、ヨモギ抽出物を10〜30重量部、ユズ抽出物を10〜20重量部で混合するのが好ましかった。
Reference example 1
Culture of actinomycetes spp. And lactobacilli (Lactobacillus spp.) Isolated from nature for the purpose of enhancing antibacterial activity against ougon extract, green tea extract, mugwort extract, dokudami extract, yuzu extract The liquid was used to obtain a fermentation conversion product. The composition ratio for optimizing the antibacterial properties is as follows: 20-60 parts by weight of ougon extract, 10-30 parts by weight of green tea extract, 10-30 parts by weight of dokudami extract, It was preferable to mix 10-30 parts by weight of the extract and 10-20 parts by weight of the yuzu extract.

参考例1で得られた醗酵転換物として、市販のMFP(MFP:商品名、韓国バイオスキンテック社製)が特に好適に用いられる。該醗酵転換物について抗菌性の確認を行った。使用菌株として、グラム陽性菌としてBacillus subtilis(ATCC21770)、Staphylococcus aureus(ATCC29213)、グラム陰性菌としてEscherichia coli(ATCC25922)、Sal.typhimurium(ATCC14028)、Pseudomonas aeruginosa(ATCC27853)、Staphylococcus serevisiae(ATCC24858)、酵母としてCandida albicans(ATCC32354)、真菌としてAspergillus fumigatus(ATCC90906)を用いた。96 穴プレートに各穴に50μLの滅菌液状培地をクリーンベンチ内で無菌的に分株して、最初にwellに各試験用抗菌試料を100μL分株した後、菌濃度が104cfu/mL〜106cfu/mLとなるように調整する。96 well plate各wellに50μLずつ分株して混合してから、細菌は35℃培養器で24〜48時間、カビは28℃で72〜96時間培養してMIC(最小発育阻止濃度)を評価した。結果を表1に示す。 As the fermentation conversion product obtained in Reference Example 1, a commercially available MFP (MFP: trade name, manufactured by Korea Bio Skin Tech Co., Ltd.) is particularly preferably used. The fermented product was confirmed for antibacterial properties. As strains to be used, Bacillus subtilis (ATCC21770), Staphylococcus aureus (ATCC29213) as Gram-positive bacteria, Escherichia coli (ATCC25922), Sal.typhimurium (ATCC14028), Pseudomonas aeruginosa (ATCC27853), Staphylococcus serevi858e (ATCC27853), Candida albicans (ATCC32354) was used as the fungus and Aspergillus fumigatus (ATCC90906) was used as the fungus. Aseptically separate 50 μL of sterilized liquid medium into each well in a 96-well plate in a clean bench. First, 100 μL of each test antibacterial sample is divided into wells, and the bacterial concentration is 10 4 cfu / mL ~ Adjust to 10 6 cfu / mL. 50 μL of each well in a 96-well plate was mixed and mixed, and then the bacteria were cultured in a 35 ° C incubator for 24-48 hours, and the mold was cultured at 28 ° C for 72-96 hours to evaluate the minimum growth inhibitory concentration (MIC). did. The results are shown in Table 1.

Figure 2010126484
Figure 2010126484

表1に示されるように、該醗酵転換物は、バチルス ズブチリス(Bacillus subtilis)、黄色ブドウ球菌(Staphylococcus aureus)、大腸菌(Escherichia coli)ストレプトコッカス ファエシウム(Streptococcus faecium)、プロピオニバクテリウム アクネス(Propionibacterium acnes)およびスタフィロコッカス エピデルミジス(Staphylococcus Epidermidis)、ゲンレ ストレプトコッカス(Genre streptococcus)、コリネバクテリウム ゼロシス(Corynebacterium xerosis)等に対して高い抗菌特性を有していた。   As shown in Table 1, the fermentation transformants are Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Streptococcus faecium, Propionibacterium acnes. And antibacterial properties against Staphylococcus epidermidis, Genre streptococcus, Corynebacterium xerosis, and the like.

また、参考例1により得られたMFPはpHの変動や加温による付加によっても抗菌性は変動しなかった。   In addition, the antimicrobial properties of the MFP obtained in Reference Example 1 did not change even when the pH was changed or added by heating.

MFPとメチルパラベンについて、ペーパーディスク固体培養法(paper disk agar assay method)を利用して抗菌力を比較した。滅菌食塩水に用意した各菌液を108cfu/mLに準備し、菌液平板製造用培地であるミューラーヒントン寒天培地を121℃で15分滅菌し、45〜50℃に冷めた培地にStaphylococcus aureus(ATCC29213)、Escherichia coli(ATCC25922)、Enterococcus spp、Pseudomonas aeruginosa(ATCC27853)の106cfu/mL菌濃度の混合菌液を固体培地に加えて使用する。ミューラーヒントン寒天菌液培地上に直径6mmペーパーディスクを載せ、ここに醗酵転換物の2.5、5、10重量%濃度の水溶液およびメチルパラベンの2.5、5、10重量%エタノール(30%)溶液をそれぞれ20μLずつ加えて37℃で24時間培養した後、菌生長に対する阻止円の大きさを比較して抗菌力を評価した。結果を図1に示す。図1Aはメチルパラベン、図1BはMFPの結果である。MFPはメチルパラベンよりも強い抗菌性を示した。 The antibacterial activity of MFP and methylparaben was compared using the paper disk agar assay method. Prepare each bacterial solution prepared in sterile saline to 10 8 cfu / mL, sterilize Mueller Hinton agar medium, which is a medium for producing bacterial plate, at 121 ° C for 15 minutes, and then cool to 45-50 ° C to Staphylococcus A mixed bacterial solution of 10 6 cfu / mL of aureus (ATCC29213), Escherichia coli (ATCC25922), Enterococcus spp, Pseudomonas aeruginosa (ATCC27853) is added to the solid medium and used. Place a 6 mm diameter paper disc on Mueller Hinton agar medium, and add 20 μL each of 2.5, 5, 10 wt% aqueous solution of fermentation conversion product and 2.5, 5, 10 wt% ethanol (30%) solution of methylparaben. After each addition and culturing at 37 ° C. for 24 hours, the antibacterial activity was evaluated by comparing the size of the inhibition circle against the growth of the bacteria. The results are shown in FIG. FIG. 1A shows the results for methyl paraben, and FIG. 1B shows the results for MFP. MFP showed stronger antibacterial properties than methylparaben.

同様に、MFP、メチルパラベンについて、ペーパーディスク固体培養法(paper disk agar assay method)を利用してPityrosporum spp.(ATCC29213)、Propionibacter acnes(ATCC25922)に対する抗菌力を比較した。滅菌食塩水に用意した各菌液を108cfu/mLに準備し、菌液平板製造用培地であるミューラーヒントン寒天培地を121℃で15分滅菌し、45〜50℃に冷めた培地にPityrosporum spp.(ATCC29213)、Propionibacter acnes(ATCC25922)の106cfu/mL菌濃度の混合菌液を固体培地に加えて使用する。ミューラーヒントン寒天菌液培地上に直径6mmペーパーディスクを載せ、ここに醗酵転換物の10重量%水溶液およびメチルパラベンを10重量%エタノール(30%)溶液をそれぞれ20μLずつ加えて37℃で24時間培養した後、菌生長に対する阻止円の大きさを比較して抗菌力を評価した。結果を図2に示す。図2AがPityrosporum spp.(ATCC29213、図2BがPropionibacter acnes(ATCC25922)に対する抗菌力試験の結果である。いずれの場合も、MFPのほうがメチルパラベンより強い抗菌力を示すことがわかる。 Similarly, antibacterial activity of MFP and methylparaben against Pityrosporum spp. (ATCC29213) and Propionibacter acnes (ATCC25922) was compared using a paper disk agar assay method. Prepare each bacterial solution prepared in sterile saline to 10 8 cfu / mL, sterilize Mueller Hinton agar medium, which is a medium for producing bacterial solution plates, at 121 ° C for 15 minutes, and cool to 45-50 ° C to Pityrosporum A mixed bacterial solution of 10 6 cfu / mL of spp. (ATCC29213) and Propionibacter acnes (ATCC25922) is added to the solid medium for use. A 6 mm diameter paper disk was placed on the Mueller Hinton agar broth medium, and 20 μL each of 10% by weight aqueous solution of fermentation conversion product and 10% by weight ethanol (30%) solution of methylparaben were added thereto, and cultured at 37 ° C. for 24 hours Later, the antibacterial activity was evaluated by comparing the size of the inhibition circle for bacterial growth. The results are shown in FIG. Fig. 2A shows the results of antibacterial activity tests against Pityrosporum spp. (ATCC29213, Fig. 2B) Propionibacter acnes (ATCC25922) .In each case, it can be seen that MFP shows stronger antibacterial activity than methylparaben.

実施例1
参考例1により得られたMFPを用いて、水性組成物を調製し、その透明度を観察した。MFPと種々の種類、量のアルコールを混合し、混合物の室温時の外観が透明であるか否かを確認した。さらに、得られた混合物を室温にて精製水と混合し、得られる混合物の外観が透明であるか否かを目視により確認した。結果を表2に示す。
Example 1
An aqueous composition was prepared using the MFP obtained in Reference Example 1, and the transparency was observed. The MFP was mixed with various types and amounts of alcohol, and it was confirmed whether or not the appearance of the mixture at room temperature was transparent. Furthermore, the obtained mixture was mixed with purified water at room temperature, and it was visually confirmed whether or not the appearance of the obtained mixture was transparent. The results are shown in Table 2.

Figure 2010126484
表2中、○は外観が透明であることを、×は外観が不透明であることを示す。
Figure 2010126484
In Table 2, o indicates that the appearance is transparent, and x indicates that the appearance is opaque.

表2より明らかなように、複数のアルコールのうち1,3−プロパンジオールまたは1,2−ペンタンジオールを一定の量配合した場合にのみ、透明な外観を有する抗菌剤組成物並びに水性組成物を得ることが可能であった。   As is apparent from Table 2, the antibacterial agent composition and the aqueous composition having a transparent appearance are obtained only when a certain amount of 1,3-propanediol or 1,2-pentanediol is blended among a plurality of alcohols. It was possible to get.

以下に本発明化粧料の処方例を記載する。なお、これらの処方例における本発明化粧料組成物に上記の保存安定性試験、安全性試験を実施したところ、いずれの処方例の本発明皮膚外用剤も、保存安定性試験での抗菌性、色、匂いの評価そして安全性試験での刺激感の評価は「良好」と判定された。   The formulation example of this invention cosmetics is described below. In addition, when the above-described storage stability test and safety test were performed on the cosmetic composition of the present invention in these formulation examples, the skin external preparation of the present invention of any formulation example was also antibacterial in the storage stability test, The evaluation of color, odor, and irritation in the safety test was judged as “good”.

処方例 美白ローション

Figure 2010126484
*1 加水分解卵隔膜水溶液(キューピー社製)
*2 酵母エキス(山川貿易社製) Formulation example whitening lotion
Figure 2010126484
* 1 Hydrolyzed egg diaphragm aqueous solution (manufactured by Kewpie)
* 2 Yeast extract (manufactured by Yamakawa Trading Co., Ltd.)

(製法)Aに属する原料を70℃に加熱し、完全溶解した後、室温まで冷却した。その後、Bに属する原料を混合し、美白ローション(pH:6.5)を得た。 (Manufacturing method) The raw material which belongs to A was heated at 70 degreeC, and it melt | dissolved completely, Then, it cooled to room temperature. Thereafter, raw materials belonging to B were mixed to obtain a whitening lotion (pH: 6.5).

処方例 乳液

Figure 2010126484
Formulation example
Figure 2010126484

(製法)Aに属する油相部の原料及びBに属する水相部の原料を70℃に加熱し、完全溶解した後、油相部を水相部に混合し、乳化機にて乳化処理した。乳化物を30℃まで冷却し、乳液(pH:5.0)を得た。 (Manufacturing method) The raw material of the oil phase part belonging to A and the raw material of the water phase part belonging to B were heated to 70 ° C. and completely dissolved, and then the oil phase part was mixed with the aqueous phase part and emulsified with an emulsifier. . The emulsion was cooled to 30 ° C. to obtain an emulsion (pH: 5.0).

処方例 モイスチャークリーム

Figure 2010126484
*3 Zemea Propanediol(デュポン社製) Formulation example Moisture cream
Figure 2010126484
* 3 Zemea Propanediol (DuPont)

(製法)Aに属する油相部の原料及びBに属する水相部の原料を70℃に加熱し、完全溶解した後、油相部を水相部に混合し、乳化機にて乳化処理した。乳化物を30℃まで冷却し、モイスチャークリーム(pH:7.0)を得た。 (Manufacturing method) The raw material of the oil phase part belonging to A and the raw material of the water phase part belonging to B were heated to 70 ° C. and completely dissolved, and then the oil phase part was mixed with the aqueous phase part and emulsified with an emulsifier. . The emulsion was cooled to 30 ° C. to obtain a moisture cream (pH: 7.0).

処方例 洗顔クリーム

Figure 2010126484
Formulation example facial cream
Figure 2010126484

(製法)Aに属する油相部の原料及びBに属する水相部の原料を75℃に加熱し、溶解した後、水相部をゆっくりと油相部に混合し、その後良く攪拌した後、30℃まで冷却し、洗顔クリーム(pH:8.5)を得た。 (Manufacturing method) After heating the raw material of the oil phase part belonging to A and the raw material of the water phase part belonging to B to 75 ° C. and dissolving, the water phase part was slowly mixed with the oil phase part, and then stirred well, It cooled to 30 degreeC and the face-wash cream (pH: 8.5) was obtained.

処方例 サンスクリーンクリーム

Figure 2010126484
Formulation example Sunscreen cream
Figure 2010126484

(製法)Aに属する油相部の原料及びBに属する水相部の原料を75℃に加熱し、完全溶解した後、油相部を水相部に混合し、乳化機にて乳化処理する。乳化物を30℃まで冷却し、サンスクリーンクリーム(pH:6.0)を得た。 (Manufacturing method) The raw material of the oil phase part belonging to A and the raw material of the water phase part belonging to B are heated to 75 ° C. and completely dissolved, and then the oil phase part is mixed with the aqueous phase part and emulsified with an emulsifier. . The emulsion was cooled to 30 ° C. to obtain a sunscreen cream (pH: 6.0).

処方例 リキッドファンデーション(シェイクウェルタイプ)

Figure 2010126484
Formulation example Liquid foundation (Shakewell type)
Figure 2010126484

(製法)Aに属する油相部を60℃まで加熱し、その後室温まで冷却する。Aに属する油相部の原料とBに属する水相部の原料を室温で混合し、乳化機にて乳化処理し、シェイクウェルタイプのリキッドファンデーションを得た。 (Manufacturing method) The oil phase part which belongs to A is heated to 60 degreeC, and it cools to room temperature after that. The raw material of the oil phase part belonging to A and the raw material of the water phase part belonging to B were mixed at room temperature and emulsified with an emulsifier to obtain a shake well type liquid foundation.

処方例 シャンプー

Figure 2010126484
Formulation example shampoo
Figure 2010126484

(製法)Aに属する油相部を80℃まで加熱し、その後室温まで冷却処理し、シャンプーを得た。 (Manufacturing method) The oil phase part which belongs to A was heated to 80 degreeC, and it cooled to room temperature after that, and obtained the shampoo.

処方例 コンディショナー

Figure 2010126484
Formulation example Conditioner
Figure 2010126484

(製法)A及びBに属する油相部を80℃まで加熱し、80℃に加温したCを80℃にて混合し、乳化機にて乳化処理し、その後室温まで冷却処理し、コンディショナーを得た。 (Manufacturing method) The oil phase part which belongs to A and B is heated to 80 degreeC, C heated to 80 degreeC is mixed at 80 degreeC, it emulsifies with an emulsifier, and is then cooled to room temperature, and a conditioner is used. Obtained.

参考例2
参考例1のMFPを用いて表9の処方にてサンローションを調製した。得られたサンローションは使用性、安定性、安全性に優れるものであった。
Reference example 2
A sun lotion was prepared according to the formulation shown in Table 9 using the MFP of Reference Example 1. The obtained sun lotion was excellent in usability, stability and safety.

得られたサンローションStaphylococcus aureus(ATCC29213)、Escherichia coli(ATCC25922)、Pseudomonas aeruginosa(ATCC27853)、Candida albicans(ATCC32354)、Aspergillus fumigatus(ATCC90906)を試験菌株とし参考例1の抗菌性試験法にて抗菌性を確認した。結果を図3に示す。本サンローションは十分な抗菌性をもつことを確認した。   Antibacterial in the antibacterial test method of Reference Example 1 using the obtained sun lotion Staphylococcus aureus (ATCC29213), Escherichia coli (ATCC25922), Pseudomonas aeruginosa (ATCC27853), Candida albicans (ATCC32354) and Aspergillus fumigatus (ATCC90906) It was confirmed. The results are shown in FIG. This sun lotion was confirmed to have sufficient antibacterial properties.

Figure 2010126484
Figure 2010126484

参考例3
参考例1のMFPを用いて表10に示す処方のモイスチャークリームを調製した。得られたモイスチャークリームは使用性、安定性、安全性に優れるものであった。
Reference example 3
Using the MFP of Reference Example 1, a moisture cream having the formulation shown in Table 10 was prepared. The resulting moisture cream was excellent in usability, stability and safety.

Staphylococcus aureus(ATCC29213)、Escherichia coli(ATCC25922)、Pseudomonas aeruginosa(ATCC27853)、Candida albicans(ATCC32354)、Aspergillus fumigatus(ATCC90906)を試験菌株とし参考例1の抗菌性試験法にてモイスチャークリームの抗菌性を確認した。結果を図4に示す。本モイスチャークリームは十分な抗菌性をもつことを確認した。   The antibacterial properties of the moisture cream were confirmed by the antibacterial test method of Reference Example 1 using Staphylococcus aureus (ATCC29213), Escherichia coli (ATCC25922), Pseudomonas aeruginosa (ATCC27853), Candida albicans (ATCC32354), and Aspergillus fumigatus (ATCC90906). did. The results are shown in FIG. This moisture cream was confirmed to have sufficient antibacterial properties.

Figure 2010126484
Figure 2010126484

参考例4
参考例1により得られたMFPを用いて表11の処方にてバランシングトナーを調製した。得られたバランシングトナーは使用性、安定性、安全性に優れるものであった。
Reference example 4
Using the MFP obtained in Reference Example 1, a balancing toner was prepared according to the formulation shown in Table 11. The obtained balancing toner was excellent in usability, stability and safety.

Staphylococcus aureus(ATCC29213)、Escherichia coli(ATCC25922)、Pseudomonas aeruginosa(ATCC27853)、Candida albicans(ATCC32354)、Aspergillus fumigatus(ATCC90906)を試験菌株とし参考例1の抗菌性試験法にて抗菌性を確認した。結果を図5に示す。本バランシングトナーは十分な抗菌性をもつことを確認した。

Figure 2010126484
Antibacterial activity was confirmed by the antibacterial activity test method of Reference Example 1 using Staphylococcus aureus (ATCC29213), Escherichia coli (ATCC25922), Pseudomonas aeruginosa (ATCC27853), Candida albicans (ATCC32354), and Aspergillus fumigatus (ATCC90906). The results are shown in FIG. This balancing toner was confirmed to have sufficient antibacterial properties.
Figure 2010126484

メチルパラベンの抗菌性試験の結果を示す。The result of the antimicrobial test of methylparaben is shown. MFPの抗菌性試験の結果を示す。The result of the antimicrobial test of MFP is shown. MFPとメチルパラベンのPityrosporum spp.(ATCC29213)に対する抗菌性試験の結果を示す。The result of the antibacterial test for Pityrosporum spp. (ATCC29213) of MFP and methylparaben is shown. MFPとメチルパラベンのPropionibacter acnes(ATCC25922)に対する抗菌性試験の結果を示す。The result of the antibacterial property test with respect to Propionibacter acnes (ATCC25922) of MFP and methylparaben is shown. 参考例2のサンローションの抗菌性試験の結果を示す。The result of the antibacterial property test of the sun lotion of Reference Example 2 is shown. 参考例3のモイスチャークリームの抗菌性試験の結果を示す。The result of the antimicrobial property test of the moisture cream of Reference Example 3 is shown. 参考例4のバランシングトナーの抗菌性試験の結果を示す。The result of the antibacterial property test of the balancing toner of Reference Example 4 is shown.

Claims (6)

シソ科タツナミソウ属、ツバキ科ツバキ属、キク科、ドクダミ科ドクダミ属およびミカン科の植物より抽出物を得、該抽出物へ放線菌および乳酸菌を作用させて得られる醗酵転換物と、1,3−プロパンジオールおよび/または炭素数5〜10の1,2−アルカンジオールを含む抗菌剤組成物。   An extract obtained from a plant of the family Lamiaceae, Camellia, Camellia, Asteraceae, Dokudamiaceae, and Citrudaceae, and obtained by allowing actinomycetes and lactic acid bacteria to act on the extract; -An antibacterial agent composition containing propanediol and / or 1,2-alkanediol having 5 to 10 carbon atoms. さらにクエン酸を含有する、請求項1記載の組成物。   The composition of claim 1 further comprising citric acid. シソ科タツナミソウ属、ツバキ科ツバキ属、キク科、ドクダミ科ドクダミ属およびミカン科の植物より抽出物を得、該抽出物へ放線菌および乳酸菌を作用させて得られる醗酵転換物が、商品名MFP(バイオスキンテック社)である、請求項1または2記載の組成物。   A fermented product obtained by obtaining an extract from a plant of the family Lamiaceae, Camellia, Camellia, Asteraceae, Dokudami, and Rutaceae, and allowing actinomycetes and lactic acid bacteria to act on the extract is trade name MFP The composition according to claim 1 or 2, which is (Bio Skin Tech). 1,3−プロパンジオールを醗酵転換物:1,3−プロパンジオール=1:0.5〜10となる量含有する、請求項1〜3いずれかに記載の組成物。   The composition according to any one of claims 1 to 3, comprising 1,3-propanediol in an amount of fermentation conversion product: 1,3-propanediol = 1: 0.5 to 10. 炭素数5〜10の1,2−アルカンジオールを醗酵転換物:炭素数5〜10の1,2−アルカンジオール=1:0.05〜20となる量含有する、請求項1〜3いずれかに記載の組成物。   The C5-C10 1,2-alkanediol is contained in an amount of fermentation conversion product: C5-C10 1,2-alkanediol = 1: 0.05-20. A composition according to 1. 請求項1〜5何れかに記載の抗菌剤組成物を配合してなる、スキンケア化粧料、メークアップ化粧料、トイレタリー化粧料、ヘアケア化粧料のいずれかである化粧料組成物。   A cosmetic composition comprising any one of skin care cosmetics, makeup cosmetics, toiletry cosmetics, and hair care cosmetics, comprising the antibacterial composition according to any one of claims 1 to 5.
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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107951823A (en) * 2017-12-06 2018-04-24 懿奈(上海)生物科技有限公司 It is a kind of that there is the composition of oil-control and its application
US10806769B2 (en) 2016-03-31 2020-10-20 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US10874700B2 (en) 2016-03-31 2020-12-29 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
KR20220116776A (en) * 2021-02-15 2022-08-23 주식회사비앤비 Preservative composition comprising natural extracts and cosmetic composition comprising the same
US11564879B2 (en) 2016-11-23 2023-01-31 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10806769B2 (en) 2016-03-31 2020-10-20 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US10874700B2 (en) 2016-03-31 2020-12-29 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
US11633451B2 (en) 2016-03-31 2023-04-25 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
US11998575B2 (en) 2016-03-31 2024-06-04 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
US11564879B2 (en) 2016-11-23 2023-01-31 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
CN107951823A (en) * 2017-12-06 2018-04-24 懿奈(上海)生物科技有限公司 It is a kind of that there is the composition of oil-control and its application
KR20220116776A (en) * 2021-02-15 2022-08-23 주식회사비앤비 Preservative composition comprising natural extracts and cosmetic composition comprising the same
KR102566760B1 (en) * 2021-02-15 2023-08-16 주식회사비앤비 Preservative composition comprising natural extracts and cosmetic composition comprising the same

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