JP4091566B2 - Antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant - Google Patents
Antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant Download PDFInfo
- Publication number
- JP4091566B2 JP4091566B2 JP2004132425A JP2004132425A JP4091566B2 JP 4091566 B2 JP4091566 B2 JP 4091566B2 JP 2004132425 A JP2004132425 A JP 2004132425A JP 2004132425 A JP2004132425 A JP 2004132425A JP 4091566 B2 JP4091566 B2 JP 4091566B2
- Authority
- JP
- Japan
- Prior art keywords
- antiseptic
- fatty acid
- formula
- antiseptic disinfectant
- alkanediol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Images
Classifications
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- A01N37/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
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- A61Q17/005—Antimicrobial preparations
Description
本発明は防腐殺菌剤並びに該防腐殺菌剤を配合した化粧料、医薬品及び食品に関する。本発明の目的は、炭素数5〜10の1,2−アルカンジオールとグリセリン脂肪酸モノエステルとを含有することにより、1,2−アルカンジオールが本来有する抗菌活性を増強することができる防腐殺菌剤並びに該防腐殺菌剤を配合した化粧品、医薬品及び食品を提供することにある。 The present invention relates to an antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant. An object of the present invention is to provide an antiseptic fungicide that can enhance the antibacterial activity inherent to 1,2-alkanediol by containing a 1,2-alkanediol having 5 to 10 carbon atoms and a glycerol fatty acid monoester. Another object of the present invention is to provide cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant.
化粧品(医薬部外品を含む)、医薬品及び食品などには、防腐殺菌剤として、パラベン、安息香酸類、サリチル酸類等が用いられている。しかしながら、上記した防腐殺菌剤は皮膚刺激性が高く安全性が低いために使用濃度範囲が制限されるという欠点を有していた。例えば、パラベンや安息香酸塩の使用制限濃度は1%、安息香酸やサリチル酸の使用制限濃度は0.2%とされている。
また、上記した防腐殺菌剤はpHによる影響を受けやすいために、防腐殺菌効果の安定性が悪く、更に、界面活性剤などの他の配合成分との併用により、その防腐抗菌力が著しく低下する場合があるという問題も有していた。
Parabens, benzoic acids, salicylic acids, and the like are used as antiseptic fungicides in cosmetics (including quasi drugs), pharmaceuticals, and foods. However, the antiseptic disinfectant described above has a drawback that the concentration range of use is limited because it is highly skin irritating and low in safety. For example, the use restriction concentration of paraben and benzoate is 1%, and the use restriction concentration of benzoic acid and salicylic acid is 0.2%.
Moreover, since the above-mentioned antiseptic disinfectant is easily influenced by pH, the antiseptic disinfecting effect is poor in stability, and the antibacterial and antibacterial activity is remarkably reduced by the combined use with other components such as surfactants. There was also a problem that there was a case.
近年、上記したような防腐殺菌剤に対してアレルギー反応を起こす人が増加する傾向にあり、安全性に対する指向がより高まって上記したような防腐殺菌剤を全く配合していないか、或いはその配合量を低減させた化粧品、医薬品及び食品などの需要が高まっている。 In recent years, there has been a tendency to increase the number of people who cause allergic reactions to the above-mentioned antiseptic disinfectants. There is an increasing demand for cosmetics, pharmaceuticals and foods with reduced amounts.
防腐殺菌剤を低減又は排除する技術として、1,2−アルカンジオールからなる防腐殺菌剤(特許文献1参照)や1,2−オクタンジオールからなる洗浄性又は非洗浄性化粧料用保湿静菌剤(特許文献2参照)などが開示されている。しかし、1,2−オクタンジオールなどの1,2−アルカンジオールを単独で防腐殺菌剤として用いた場合、充分な効果性を得るためには高配合量を必要とする場合があり、また、1,2−アルカンジオールは特有の原料臭を有することから低配合でも充分な防腐殺菌効果を発揮できる技術が望まれている。 As a technique for reducing or eliminating the antiseptic disinfectant, an antiseptic disinfectant composed of 1,2-alkanediol (see Patent Document 1) and a detergency or non-detergent cosmetic moisturizing bacteriostatic agent composed of 1,2-octanediol (See Patent Document 2) and the like. However, when 1,2-alkanediol such as 1,2-octanediol is used alone as an antiseptic disinfectant, a high blending amount may be required to obtain sufficient effectiveness. Since 2-alkanediol has a peculiar raw material odor, a technique capable of exhibiting a sufficient antiseptic sterilization effect even with a low content is desired.
また、1,2−アルカンジオールを用いた防腐殺菌剤に関する技術として、1,2−ペンタンジオールと2−フェノキシエタノールを組み合わせて配合した外用組成物(特許文献3参照)や1,2−アルカンジオールとパラベンからなる防腐殺菌剤(特許文献4参照)が開示されている。しかし、これらは、防腐剤と1,2−ペンタンジオールなどの1,2−アルカンジオールを併用して防腐剤の効果を向上させようとするものであって、防腐剤自体を完全に排除しようとするものではなく、また、1,2−アルカンジオールが有する抗菌力を増強させようとするものでもなかった。 In addition, as a technique related to an antiseptic fungicide using 1,2-alkanediol, an external composition (see Patent Document 3) formulated by combining 1,2-pentanediol and 2-phenoxyethanol, and 1,2-alkanediol An antiseptic disinfectant comprising paraben (see Patent Document 4) is disclosed. However, these are intended to improve the effect of the preservative by using a preservative and a 1,2-alkanediol such as 1,2-pentanediol in an attempt to completely eliminate the preservative itself. It was not intended to enhance the antibacterial activity of 1,2-alkanediol.
かかる実情に鑑み、本発明者らが鋭意研究をした結果、防腐殺菌剤として1,2−アルカンジオールとグリセリン脂肪酸モノエステルとを共に使用することにより、1,2−アルカンジオールが本来有する抗菌活性を増強することを見出し、本発明を完成するに至った。 In view of this situation, as a result of intensive studies by the present inventors, by using both 1,2-alkanediol and glycerin fatty acid monoester as an antiseptic fungicide, antibacterial activity inherently possessed by 1,2-alkanediol As a result, the present invention has been completed.
即ち、請求項1に係る発明は、炭素数5〜10の1,2−アルカンジオールと、グリセリン脂肪酸モノエステルとを含有することを特徴とする防腐殺菌剤に関する。
請求項2に係る発明は、前記1,2−アルカンジオールが、1,2−ヘキサンジオール及び/又は1,2−オクタンジオールであることを特徴とする請求項1に記載の防腐殺菌剤に関する。
請求項3に係る発明は、前記1,2−アルカンジオールが、1,2−オクタンジオールであることを特徴とする請求項1に記載の防腐殺菌剤に関する。
That is, the invention according to claim 1 relates to an antiseptic disinfectant characterized by containing a 1,2-alkanediol having 5 to 10 carbon atoms and a glycerin fatty acid monoester .
The invention according to claim 2 relates to the antiseptic fungicide according to claim 1, wherein the 1,2-alkanediol is 1,2-hexanediol and / or 1,2-octanediol.
The invention according to claim 3 relates to the antiseptic fungicide according to claim 1, wherein the 1,2-alkanediol is 1,2-octanediol.
請求項4に係る発明は、前記グリセリン脂肪酸モノエステルが、次式1(化1)に示される化合物であることを特徴とする請求項1乃至3のいずれかに記載の防腐殺菌剤に関する。 The invention according to claim 4 relates to the antiseptic disinfectant according to any one of claims 1 to 3, wherein the glycerin fatty acid monoester is a compound represented by the following formula 1 (chemical formula 1).
請求項5に係る発明は、前記グリセリン脂肪酸モノエステルが、次式3(化3)に示される化合物であることを特徴とする請求項1乃至3のいずれかに記載の防腐殺菌剤に関する。 The invention according to claim 5 relates to the antiseptic disinfectant according to any one of claims 1 to 3, wherein the glycerin fatty acid monoester is a compound represented by the following formula 3 (chemical formula 3).
請求項6に係る発明は、前記グリセリン脂肪酸モノエステルが、次式4(化4)に示される化合物であることを特徴とする請求項1乃至3のいずれかに記載の防腐殺菌剤に関する。
The invention according to
請求項7に係る発明は、前記グリセリン脂肪酸モノエステルが、モノラウリン酸グリセリル、モノラウリン酸デカグリセリル、モノカプリル酸ジグリセリル及びモノカプリル酸デカグリセリルからなる群から選択される1種以上であることを特徴とする請求項1乃至3のいずれかに記載の防腐殺菌剤に関する。
請求項8に係る発明は、請求項1乃至7のいずれかに記載の防腐殺菌剤を配合していることを特徴とする化粧品、医薬品または食品に関する(但し、1,2−ペンタンジオール又は1,2−ヘキサンジオールと、グリセリン脂肪酸モノエステルを含有する外用剤組成物、並びに1,2−アルカンジオールと、モノステアリン酸グリセリルを含有する乳化組成物を除く)。
The invention according to claim 7 is characterized in that the glycerin fatty acid monoester is at least one selected from the group consisting of glyceryl monolaurate, decaglyceryl monolaurate, diglyceryl monocaprylate and decaglyceryl monocaprylate. The antiseptic disinfectant according to any one of claims 1 to 3.
The invention according to claim 8 relates to a cosmetic, pharmaceutical product or food comprising the antiseptic disinfectant according to any one of claims 1 to 7 (however, 1,2-pentanediol or 1, (Except for an external preparation composition containing 2-hexanediol, glycerin fatty acid monoester, and an emulsified composition containing 1,2-alkanediol and glyceryl monostearate).
本発明に係る防腐殺菌剤は、1,2−アルカンジオールとグリセリン脂肪酸モノエステルとを含有するから、1,2−アルカンジオールが本来有する抗菌活性を増強する。よって、従来の防腐殺菌剤を配合する必要がなくなり、高い安全性を得ることもできる。 Since the antiseptic fungicide according to the present invention contains 1,2-alkanediol and glycerin fatty acid monoester , the antibacterial activity inherent in 1,2-alkanediol is enhanced. Therefore, it is not necessary to add a conventional antiseptic disinfectant, and high safety can be obtained.
1,2−アルカンジオールとして1,2−ヘキサンジオール又は1,2−オクタンジオールを用いると、より抗菌活性の高い防腐殺菌剤を得ることができる。
また、グリセリン脂肪酸モノエステルとして、モノラウリン酸グリセリル、モノラウリン酸デカグリセリル、モノカプリル酸ジグリセリル及びモノカプリル酸デカグリセリルのうちの一種以上を用いると、より抗菌活性の高い防腐殺菌剤を得ることができる。
When 1,2-hexanediol or 1,2-octanediol is used as the 1,2-alkanediol, an antiseptic disinfectant with higher antibacterial activity can be obtained.
Moreover, when one or more of glyceryl monolaurate, glyceryl monolaurate, decaglyceryl monolaurate, diglyceryl monocaprylate and decaglyceryl monocaprylate are used as the glycerin fatty acid monoester , a preservative and fungicide with higher antimicrobial activity can be obtained. .
本発明に係る防腐殺菌剤を配合した化粧品、医薬品及び食品は、サリチル酸、安息香酸、パラベンなどの従来の防腐殺菌剤を含有する必要がなく、しかも本発明に係る防腐殺菌剤は優れた抗菌活性を有しているので、防腐殺菌剤自体を低配合量とすることができ、極めて安全性の高いものである。 Cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant according to the present invention do not need to contain conventional antiseptic disinfectants such as salicylic acid, benzoic acid and parabens, and the antiseptic disinfectant according to the present invention has excellent antibacterial activity. Therefore, the preservative disinfectant itself can be made into a low blending amount and is extremely safe.
以下、本発明に係る防腐殺菌剤について詳述する。本発明に係る防腐殺菌剤は、1,2−アルカンジオールとグリセリン脂肪酸モノエステルとを有効成分として含有する。 Hereinafter, the antiseptic disinfectant according to the present invention will be described in detail. The antiseptic fungicide according to the present invention contains 1,2-alkanediol and glycerin fatty acid monoester as active ingredients.
本発明に係る防腐殺菌剤の第一の成分は、次式5(化5)に示される炭素数5〜10の1,2−アルカンジオールであり、具体的には、1,2−ペンタンジオール、1,2−ヘキサンジオール、1,2−ヘプタンジオール、1,2−オクタンジオール、1,2−ノナンジオール、1,2−デカンジオールである。 The first component of the antiseptic disinfectant according to the present invention is a 1,2-alkanediol having 5 to 10 carbon atoms represented by the following formula 5 (chemical formula 5), specifically, 1,2-pentanediol. 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, 1,2-decanediol.
本発明では、前述の炭素数5〜10の1,2−アルカンジオールのうちの一種を単独で使用することもでき、二種以上を混合して用いることもできる。
1,2−アルカンジオールはそれ自体優れた抗菌力を有しており、本発明に係る防腐殺菌剤の抗菌力を高める効果を奏する。特に本発明では、一般細菌、酵母などに対して優れた抗菌作用を示すことから、炭素数5〜10の1,2−アルカンジオールのうち、1,2−ヘキサンジオール、1,2−オクタンジオールを用いることが好ましく、1,2−オクタンジオールを用いることがより好ましい。
In the present invention, one of the above-mentioned 1,5-alkanediols having 5 to 10 carbon atoms can be used alone, or two or more kinds can be mixed and used.
1,2-alkanediol itself has excellent antibacterial activity, and has the effect of increasing the antibacterial activity of the antiseptic disinfectant according to the present invention. In particular, in the present invention, since it exhibits an excellent antibacterial action against general bacteria, yeast and the like, among 1,2-alkanediols having 5 to 10 carbon atoms, 1,2-hexanediol, 1,2-octanediol It is preferable to use 1,2-octanediol.
本発明に係る防腐殺菌剤の第二の成分は、グリセリン脂肪酸モノエステルである。具体的には、次式6(化6)に示すグリセリン脂肪酸モノエステルを例示することができる。 The second component of the antiseptic disinfectant according to the present invention is a glycerin fatty acid monoester . Specifically, a glycerin fatty acid monoester represented by the following formula 6 (chemical formula 6) can be exemplified.
尚、a及びbは単に構成単位の個数を示すだけであって、配列の順序までも示すものではない。
It should be noted that a and b merely indicate the number of structural units, and do not indicate the order of arrangement.
具体的なモノグリセリン脂肪酸モノエステルとしては、モノカプリル酸グリセリル、モノカプリン酸グリセリル、モノラウリン酸グリセリル、モノミリスチン酸グリセリル、モノパルミチン酸グリセリル、モノステアリン酸グリセリル、モノイソステアリン酸グリセリル、モノベヘン酸グリセリル、モノオレイン酸グリセリル、モノエルカ酸グリセリル等を例示することができる。
また、具体的なポリグリセリン脂肪酸モノエステルとしては、モノカプリル酸ジグリセリル、モノカプリル酸デカグリセリル、モノカプリン酸ヘキサグリセリル、モノラウリン酸テトラグリセリル、モノラウリン酸ヘキサグリセリル、モノラウリン酸デカグリセリル、モノラウリン酸ポリ(4〜10)グリセリル、モノミリスチン酸デカグリセリル、モノステアリン酸デカグリセリル、モノステアリン酸ポリ(2〜10)グリセリル、モノオレイン酸ジグリセリル、モノオレイン酸ヘキサグリセリル、モノベヘン酸デカグリセリル、モノエルカ酸デカグリセリル等の上記したモノグリセリン脂肪酸モノエステルの重合度2〜10のポリグリセリン誘導体を例示することができる。
これらのうちの一種を単独で使用することもでき、二種以上を混合して使用することもできる。
Specific monoglyceryl fatty acid monoesters include glyceryl monocaprylate, glyceryl monocaprate, glyceryl monolaurate, glyceryl monomyristate, glyceryl monopalmitate, glyceryl monostearate, glyceryl monoisostearate, glyceryl monobehenate, mono Examples thereof include glyceryl oleate and glyceryl monoerucate.
Specific examples of the polyglyceryl fatty acid monoester include diglyceryl monocaprylate, decaglyceryl monocaprylate, hexaglyceryl monocaprate, tetraglyceryl monolaurate, hexaglyceryl monolaurate, decaglyceryl monolaurate, poly (monolaurate poly ( 4-10) Glyceryl, decaglyceryl monomyristate, decaglyceryl monostearate, poly (2-10) glyceryl monostearate, diglyceryl monooleate, hexaglyceryl monooleate, decaglyceryl monobehenate, decaglyceryl monoerucate Examples thereof include polyglycerol derivatives having a polymerization degree of 2 to 10 of the above-described monoglycerol fatty acid monoester.
One of these can be used alone, or two or more can be mixed and used.
本発明では、グリセリン脂肪酸モノエステルとして、次式8(化8)に示すモノラウリル酸グリセリン誘導体や、モノカプリル酸グリセリン誘導体を使用することが好ましい。 In the present invention, it is preferable to use a monolauryl glycerin derivative represented by the following formula 8 or a monocaprylate glycerin derivative as the glycerin fatty acid monoester .
尚、c及びdは単に構成単位の個数を示すだけであって、配列の順序までも示すものではない。
Note that c and d merely indicate the number of structural units, and do not indicate the order of arrangement.
本発明で用いられるグリセリン脂肪酸モノエステルは、モノグリセリン脂肪酸モノエステルとしてはモノラウリン酸グリセリルを、ポリグリセリン脂肪酸モノエルテルとしては、式9(化9)のポリグリセリンモノカプリル酸エステルを好ましく用いることができる。 As the glycerol fatty acid monoester used in the present invention, glyceryl monolaurate can be preferably used as the monoglycerol fatty acid monoester, and polyglycerol monocaprylate of formula 9 (Chemical Formula 9) can be preferably used as the polyglycerol fatty acid monoester.
尚、e及びfは単に構成単位の個数を示すだけであって、配列の順序までも示すものではない。
Note that e and f merely indicate the number of structural units, and do not indicate the order of arrangement.
特に、本発明では前述のグリセリン脂肪酸モノエステルのうち、モノラウリン酸グリセリル、モノラウリン酸デカグリセリル、モノカプリル酸ジグリセリル、モノカプリル酸デカグリセリルのうちの一種又は二種以上が、より高い抗菌作用を得ることができるためにより好ましく用いられ、モノカプリル酸ジグリセリル、モノカプリル酸デカグリセリルが特に好ましく用いられる。 In particular, in the present invention, among the glyceryl fatty acid monoesters described above, one or more of glyceryl monolaurate, decaglyceryl monolaurate, diglyceryl monocaprylate, decaglyceryl monocaprylate have a higher antibacterial action. In view of the above, diglyceryl monocaprylate and decaglyceryl monocaprylate are particularly preferably used.
本発明に係る防腐殺菌剤において、第一の成分である炭素数5〜10の1,2−アルカンジオールと第二の成分であるグリセリン脂肪酸モノエステルの含有量は特に限定されないが、重量比で1:100〜100:1、好ましくは1:10〜10:1となるように配合する。1,2−アルカンジオールをグリセリン脂肪酸モノエステルの配合量の100重量倍を超えて配合すると、またグリセリン脂肪酸モノエステルを1,2−アルカンジオールの配合量の100重量倍を超えて配合すると、共に抗菌活性の増強効果が期待できなくなるために好ましくない。 In the antiseptic disinfectant according to the present invention, the content of the 1,5-alkanediol having 5 to 10 carbon atoms as the first component and the glycerin fatty acid monoester as the second component is not particularly limited. It mix | blends so that it may become 1: 100-100: 1, Preferably it is 1: 10-10: 1. When formulating the 1,2-alkanediol than 100 times by weight of the amount of glycerin fatty acid monoester and the glycerin fatty acid monoester to blend more than 100 times by weight of the amount of 1,2-alkanediol, together This is not preferable because an antibacterial activity enhancing effect cannot be expected.
本発明に係る防腐殺菌剤は、第一の成分である1,2−アルカンジオールと、第二の成分であるグリセリン脂肪酸モノエステルとを含有するから、後述する試験に示されるように、第一の成分と第二の成分との相乗効果によって、一般細菌、酵母などの菌に対して優れた防腐殺菌作用が発揮される。従って、パラベン、安息香酸、サリチル酸のような以前から用いられている防腐殺菌剤を低配合又は配合する必要がなくなり、極めて高い安全性を得ることもできる。 Since the antiseptic disinfectant according to the present invention contains 1,2-alkanediol as the first component and glycerin fatty acid monoester as the second component, as shown in the test described later, Due to the synergistic effect of this component and the second component, an excellent antiseptic sterilization effect is exhibited against bacteria such as general bacteria and yeast. Therefore, it is not necessary to blend or blend a preservative antibacterial agent such as paraben, benzoic acid or salicylic acid, which has been used before, and extremely high safety can be obtained.
上述した本発明に係る防腐殺菌剤は、化粧品、医薬品及び食品などに配合して使用することができる。
具体的には、洗顔料、化粧水、乳液、クリーム、ファンデーション、マスカラ、ネールエナメル、口紅などの皮膚用化粧料、シャンプー、ヘアトリートメント、養毛・育毛料、ヘアクリーム、ヘアローション、ヘアフォーム、パーマネントウェーブ剤などの頭髪用化粧料、しみやそばかすなどの特定の使用目的を有した薬用化粧料(医薬部外品)、にきび治療薬、うがい薬、トローチなどの医薬品、さらにはチューインガム、キャンディー、飲料などの食品に好適に用いることができる。
The antiseptic disinfectant according to the present invention described above can be used by blending it in cosmetics, pharmaceuticals, foods and the like.
Specifically, cosmetics for skin such as face wash, lotion, milky lotion, cream, foundation, mascara, nail enamel, lipstick, shampoo, hair treatment, hair nourishing and hair restorer, hair cream, hair lotion, hair foam, Hair cosmetics such as permanent wave agents, medicinal cosmetics (quasi-drugs) with specific uses such as stains and freckles, acne medicines, gargles, lozenges, chewing gum, candy, It can use suitably for foodstuffs, such as a drink.
本発明に係る防腐殺菌剤を用いて化粧品、医薬品又は食品を調製する場合、本発明の効果が損なわれない範囲内で化粧品、医薬品又は食品に通常用いられる成分を適宜任意に配合することができる。例えば、化粧品や医薬品(医薬部外品を含む)の場合、油脂、ロウ類、高級脂肪酸、低級アルコール、高級アルコール、ステロール、脂肪酸エステル、保湿剤、界面活性剤、高分子化合物、無機顔料、色素、香料、酸化防止剤、紫外線吸収剤、ビタミン類、収斂剤、美白剤、動植物抽出物、金属イオン封鎖剤、精製水などを例示することができる。
また食品の場合は、動植物油、多糖類、甘味料、着色料、ガムベースなどを例示することができる。
In the case of preparing cosmetics, pharmaceuticals or foods using the antiseptic disinfectant according to the present invention, components usually used in cosmetics, pharmaceuticals or foods can be arbitrarily arbitrarily blended within the range where the effects of the present invention are not impaired. . For example, in the case of cosmetics and pharmaceuticals (including quasi drugs), fats and oils, waxes, higher fatty acids, lower alcohols, higher alcohols, sterols, fatty acid esters, humectants, surfactants, polymer compounds, inorganic pigments, dyes , Fragrances, antioxidants, ultraviolet absorbers, vitamins, astringents, whitening agents, animal and plant extracts, sequestering agents, purified water, and the like.
In the case of foods, animal and vegetable oils, polysaccharides, sweeteners, colorants, gum bases and the like can be exemplified.
化粧品、医薬品又は食品を調製する場合、本発明に係る防腐殺菌剤の配合量は特に限定されないが、組成物中、0.01〜20重量%、好ましくは0.05〜5重量%配合する。
20重量%を超えて配合したとしてもそれ以上の効果が望めない。また0.01重量%未満の場合は、抗菌効果が劣るために好ましくない。
When preparing cosmetics, pharmaceuticals or foods, the amount of the antiseptic disinfectant according to the present invention is not particularly limited, but is 0.01 to 20% by weight, preferably 0.05 to 5% by weight in the composition.
Even if it exceeds 20% by weight, no further effect can be expected. Moreover, when it is less than 0.01% by weight, the antibacterial effect is inferior, which is not preferable.
[実施例1]
(供試菌)
供試菌は、グラム陽性菌としてはStaphylococcus aureus IFO13276(黄色ブドウ状球菌)を、酵母としてはCandida albicans IFO1594(口腔カンジダ症菌)を、それぞれ用いた。
[Example 1]
(Test bacteria)
As test bacteria, Staphylococcus aureus IFO13276 (Staphylococcus aureus) was used as a Gram-positive bacterium, and Candida albicans IFO1594 (oral candidiasis bacterium) was used as a yeast.
(接種用菌液の調製)
接種用菌液としては、黄色ブドウ状球菌の場合、寒天培地で35℃で培養後、更にブイヨン培地に移植して35℃で培養した。得られた培養液をブイヨン培地で約108個/mLに希釈したものを接種用菌液とした。
また、口腔カンジダ症菌の場合、30℃で同様に培養して約107個/mLに希釈したものを接種用菌液とした。
(Preparation of bacterial solution for inoculation)
As a bacterial solution for inoculation, in the case of Staphylococcus aureus, after culturing at 35 ° C. on an agar medium, it was further transplanted to a bouillon medium and cultured at 35 ° C. A solution obtained by diluting the obtained culture solution to about 10 8 cells / mL with a bouillon medium was used as a bacterial solution for inoculation.
Further, in the case of oral candidiasis, the same culture at 30 ° C. and diluted to about 10 7 cells / mL were used as the inoculum.
(被検物質の希釈系列の調製)
20w/w%エチルセルソルブを希釈溶媒とし、5、4、3、2.5、2.25、2、1.75、1.5、1.25、1w/v%の1,2−オクタンジオール液を調製した。
また、モノカプリル酸ジグリセリル及び1,2−オクタンジオールとモノカプリル酸ジグリセリルの等重量混合物については、5w/v%の液を倍倍希釈して希釈系列を調製した。
(Preparation of dilution series of test substance)
5, 4-, 3, 2.5, 2.25, 2, 1.75, 1.5, 1.25, 1 w / v% 1,2-octane using 20 w / w% ethyl cellosolve as a diluent solvent A diol solution was prepared.
In addition, for an equal weight mixture of diglyceryl monocaprylate and 1,2-octanediol and diglyceryl monocaprylate, a dilution series was prepared by doubling a 5 w / v% solution.
(最小発育阻止濃度(MIC)の測定)
上記被検物質を含む希釈系列1mLに対して各寒天培地9mLをシャーレに入れ、それぞれについて、上記接種用菌液を約1cmの長さに画線した。培養は、黄色ブドウ状球菌については35℃で行い、2日後の菌の生育の有無を判定した。また、口腔カンジダ症菌については25℃で培養を行い、3日後の菌の生育の有無を判定した。このとき、生育が認められなかった最小の濃度をMICとして求めた。結果を表1に示す。
(Measurement of minimum inhibitory concentration (MIC))
For each 1 mL of dilution series containing the test substance, 9 mL of each agar medium was placed in a petri dish, and for each, the inoculum bacterial solution was streaked to a length of about 1 cm. Culturing was performed at 35 ° C. for Staphylococcus aureus and the presence or absence of the growth of the bacteria after 2 days was determined. Moreover, about oral candidiasis bacteria, it culture | cultivated at 25 degreeC and the presence or absence of the growth of a microbe after 3 days was determined. At this time, the minimum concentration at which no growth was observed was determined as MIC. The results are shown in Table 1.
尚、MICによって、抗菌力を評価することができる。被検物質の濃度が薄いときには微生物への影響はないが、濃度を増していくと発育抑制が起こる。この程度は、濃度に依存して発育抑制が進み、ついには発育が停止する。このときの濃度がMICとして表される。したがって、MIC以上の濃度になると、微生物は死滅していくことになる。 In addition, antibacterial power can be evaluated by MIC. There is no effect on microorganisms when the concentration of the test substance is low, but growth suppression occurs when the concentration is increased. This degree of growth proceeds depending on the concentration, and finally the growth stops. The concentration at this time is expressed as MIC. Therefore, when the concentration is higher than MIC, the microorganisms are killed.
(二元最小発育阻止濃度)
得られた1,2−オクタンジオール、モノカプリル酸ジグリセリル、及び1,2−オクタンジオールとモノカプリル酸ジグリセリルの等重量混合物の各MICを、1,2−オクタンジオール及びモノカプリル酸ジグリセリルの配合量に対してプロットし、二元最小発育阻止濃度図を求めた。
尚、二元最小発育阻止濃度により、抗菌性を有する二種類の物質を配合した場合の作用効果を判定することができる。具体的には、抗菌性を有する二種類の物質を配合した場合、それにより生ずる作用は、相乗作用、相加作用、拮抗作用に大別される。相乗作用とは、二薬剤が相乗的に作用し、本来有する抗菌力が更に増強される作用である。相加作用とは、各薬剤の抗菌力が合わさった作用である。拮抗作用とは、一薬剤が他剤の抗菌力を打ち消す場合の作用である。そして、二元最小発育阻止濃度図による方法は、例えば、図1に示すように、A物質とB物質について、それぞれの割合を変えてMICを測定し、グラフから判定する方法である。これによると、A物質のみにおけるMIC(点A)とB物質のみにおけるMIC(点B)とをプロットした点を結び、両物質を併用したときのMICが、この線上より内側にある場合(点C)は、併用により抗菌力が増強された相乗作用であると、線上(点D)にある場合は相加作用であると、線上より外側にある場合(点E)は、一方又は双方の抗菌力を打ち消し抗菌力を減少させる拮抗作用であると判定することができる。
図2にモノカプリル酸ジグリセリルに関する二元最小発育阻止濃度図を示す。
(Dual minimum inhibitory concentration)
Each MIC of the obtained 1,2-octanediol, diglyceryl monocaprylate, and an equal weight mixture of 1,2-octanediol and diglyceryl monocaprylate was converted into 1,2-octanediol and diglyceryl monocaprylate. Was plotted with respect to the blending amount, and a binary minimum inhibitory concentration diagram was obtained.
In addition, the effect at the time of mix | blending two types of substances which have antimicrobial property can be determined with a binary minimum growth inhibitory density | concentration. Specifically, when two types of substances having antibacterial properties are blended, the action caused by the substances is roughly classified into a synergistic action, an additive action, and an antagonistic action. The synergistic action is an action in which two drugs act synergistically to further enhance the inherent antibacterial power. The additive action is an action in which the antibacterial powers of the respective drugs are combined. Antagonism is an action when one drug counteracts the antibacterial activity of another drug. Then, the method based on the binary minimum growth inhibition concentration diagram is a method of determining from the graph by measuring the MIC for each of the A substance and B substance while changing their ratios, as shown in FIG. According to this, when MIC (point A) in only substance A and MIC (point B) only in substance B are connected, the MIC when both substances are used is on the inner side of this line (point C) is a synergistic effect in which the antibacterial activity is enhanced by the combined use, if it is on the line (point D), if it is an additive action, if it is outside the line (point E), either or both It can be determined that the antagonistic action counteracts the antibacterial activity and decreases the antibacterial activity.
FIG. 2 shows a binary minimum inhibitory concentration diagram for diglyceryl monocaprylate.
[実施例2]
モノカプリル酸デカグリセリルを用いて実施例1と同様に操作し、表2のMIC及び図3の二元最小発育阻止濃度図を求めた。
[Example 2]
Using decaglyceryl monocaprylate in the same manner as in Example 1, the MIC in Table 2 and the binary minimum inhibitory concentration diagram in FIG. 3 were determined.
[実施例3]
モノラウリン酸グリセリンを用いて、実施例1と同様に操作し、表3のMIC及び図4の二元最小発育阻止濃度図を求めた。
[Example 3]
Using glyceryl monolaurate, the same operation as in Example 1 was performed, and the MIC in Table 3 and the binary minimum growth inhibitory concentration diagram in FIG. 4 were obtained.
[実施例4]
モノラウリン酸デカグリセリルを用いて、実施例1と同様に操作し、表4のMIC及び図5の二元最小発育阻止濃度図を求めた。
[Example 4]
Using decaglyceryl monolaurate, the same operation as in Example 1 was performed, and the MIC in Table 4 and the binary minimum growth inhibitory concentration diagram in FIG. 5 were obtained.
(抗菌効果の評価)
実施例1〜4の抗菌効果を、下記評価基準により判定した。結果を表5に示す。
<評価基準>
○:抗菌効果に相乗作用が認められる。
△:抗菌効果に相加作用が認められる。
×:抗菌効果に拮抗作用が認められる。
(Evaluation of antibacterial effect)
The antibacterial effects of Examples 1 to 4 were determined according to the following evaluation criteria. The results are shown in Table 5.
<Evaluation criteria>
○: Synergistic action is recognized in antibacterial effect.
Δ: Additive action is observed in antibacterial effect.
X: Antagonism is recognized in antibacterial effect.
図2〜図5及び表5の結果から、1,2−オクタンジオールと、モノカプリル酸ジグリセリル、モノカプリル酸デカグリセリル、モノラウリン酸グリセリン、モノラウリン酸デカグリセリル等のグリセリン脂肪酸モノエステルとの組合せにより、1,2−オクタンジオールが本来有する抗菌活性が相乗的に増強されることが分かる。 From the results of FIGS. 2 to 5 and Table 5, the combination of 1,2-octanediol and a glycerin fatty acid monoester such as diglyceryl monocaprylate , decaglyceryl monocaprylate, glyceryl monolaurate, decaglyceryl monolaurate, etc. It can be seen that the antibacterial activity inherent in 1,2-octanediol is synergistically enhanced.
以下、本発明に係る防腐殺菌剤を配合した化粧品、医薬品及び食品の配合例を示す。
<処方例1:保湿クリーム>
モノラウリン酸デカグリセリル 1.0
モノステアリン酸POE(15)グリセリル 1.0
水素添加大豆リン脂質 1.0
ステアリン酸 4.0
セタノール 2.0
ベヘニルアルコール 2.0
パラフィン 3.0
スクワラン 12.0
ホホバ油 4.0
メチルポリシロキサン 0.2
1,3−ブチレングリコール 3.0
L−アルギニン 0.1
キサンタンガム 0.001
1,2−オクタンジオール 0.25
モノカプリル酸ジグリセリル 0.10
精製水 適 量
合計 100.0重量%
Hereinafter, formulation examples of cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant according to the present invention will be shown.
<Formulation Example 1: Moisturizing cream>
Decaglyceryl monolaurate 1.0
Monostearic acid POE (15) glyceryl 1.0
Hydrogenated soybean phospholipid 1.0
Stearic acid 4.0
Cetanol 2.0
Behenyl alcohol 2.0
Paraffin 3.0
Squalane 12.0
Jojoba oil 4.0
Methylpolysiloxane 0.2
1,3-butylene glycol 3.0
L-Arginine 0.1
Xanthan gum 0.001
1,2-octanediol 0.25
Diglyceryl monocaprylate 0.10
Purified water
Total 100.0% by weight
<処方例2:親水性軟膏>
アスコルビン酸 0.5
ポリオキシエチレンセチルエーテル 2.0
水素添加大豆リン脂質 1.0
ステアリン酸 4.0
グリセリンモノステアレート 10.0
流動パラフィン 10.0
ワセリン 4.0
セタノール 5.0
プロピレングリコール 5.0
1,2−ヘキサンジオール 0.5
モノカプリル酸デカグリセリル 0.2
精製水 適 量
合計 100.0重量%
<Formulation Example 2: Hydrophilic ointment>
Ascorbic acid 0.5
Polyoxyethylene cetyl ether 2.0
Hydrogenated soybean phospholipid 1.0
Stearic acid 4.0
Glycerol monostearate 10.0
Liquid paraffin 10.0
Vaseline 4.0
Cetanol 5.0
Propylene glycol 5.0
1,2-hexanediol 0.5
Decaglyceryl monocaprylate 0.2
Purified water
Total 100.0% by weight
<処方例3:飲料>
ブドウ糖液糖 33.0
グレープフルーツ果汁 64.0
1,2−ペンタンジオール 0.5
モノラウリン酸グリセリル 0.01
香料 0.5
酸味料 適 量
合計 100.0重量%
<Prescription Example 3: Beverage>
Glucose liquid sugar 33.0
Grapefruit juice 64.0
1,2-pentanediol 0.5
Glyceryl monolaurate 0.01
Fragrance 0.5
Acidulant appropriate amount
Total 100.0% by weight
発明に係る防腐殺菌剤は、炭素数5〜10の1,2−アルカンジオールとグリセリン脂肪酸モノエステルとを併用することにより、1,2−アルカンジオールが本来有する防腐殺菌活性を相乗的に増強することができるので、化粧品、医薬品又は食品などの防腐殺菌剤として有用である。
本発明に係る化粧品、医薬品又は食品は、防腐殺菌剤として、炭素数5〜10の1,2−アルカンジオールと、グリセリン脂肪酸モノエステルとが含有されているので、従来の防腐殺菌剤の配合量を低配合量又は実質的に無配合量とすることができ、高い安全性を有する化粧品、医薬品又は食品として有用である。
The antiseptic disinfectant according to the invention synergistically enhances the antiseptic disinfecting activity inherent to 1,2-alkanediol by using a 1,5-alkanediol having 5 to 10 carbon atoms and a glycerin fatty acid monoester in combination. Therefore, it is useful as an antiseptic disinfectant for cosmetics, pharmaceuticals or foods.
Since cosmetics, pharmaceuticals or foods according to the present invention contain 1,2-alkanediol having 5 to 10 carbon atoms and glycerin fatty acid monoester as an antiseptic disinfectant, the compounding amount of the conventional antiseptic disinfectant Is useful as cosmetics, pharmaceuticals or foods having high safety.
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JP5013765B2 (en) * | 2006-07-11 | 2012-08-29 | 株式会社マンダム | Antiseptic disinfectant, cosmetics, pharmaceuticals or foods containing the antiseptic disinfectant |
CN101534789B (en) * | 2006-09-26 | 2012-08-29 | 狮王株式会社 | Shampoo composition |
US9028848B2 (en) | 2009-10-30 | 2015-05-12 | The Nisshin Oillio Group, Ltd. | Composition for cosmetics, cosmetic, method for producing oil-in-water emulsion cosmetic, and two separate layer-type cosmetic |
JP6264290B2 (en) * | 2012-09-24 | 2018-01-24 | 味の素株式会社 | Liquid detergent containing sterol esters |
KR101517142B1 (en) * | 2013-10-24 | 2015-05-04 | 한국콜마주식회사 | Cosmetic Composition Comprising Caprylyl Glycol, Glyceryl Caprylate and Propolis Wax for improving Antiseptic Activity |
DE102013222164A1 (en) * | 2013-10-31 | 2015-04-30 | Deb Ip Limited | Stabilized multiple emulsions as a skin protection product |
JP6752587B2 (en) * | 2016-02-25 | 2020-09-09 | 株式会社マンダム | Sheet cosmetics |
JP6941489B2 (en) * | 2016-07-13 | 2021-09-29 | 大日本除蟲菊株式会社 | Aqueous sterilization composition |
CN107550745A (en) * | 2017-08-31 | 2018-01-09 | 北京明弘科贸有限责任公司 | A kind of anticorrosive composite and its application |
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US4067997A (en) * | 1975-05-21 | 1978-01-10 | Med-Chem Laboratories | Synergistic microbecidal composition and method |
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NZ221168A (en) * | 1986-08-15 | 1989-08-29 | Colgate Palmolive Co | Antiseptic composition containing ethyl alcohol and monolaurin |
US4997851A (en) * | 1987-12-31 | 1991-03-05 | Isaacs Charles E | Antiviral and antibacterial activity of fatty acids and monoglycerides |
FI912955A (en) * | 1990-06-25 | 1991-12-26 | Res Found Mental Hygiene | ANTIMIKROBA FETTSYRASAMMANSAETTNINGAR. |
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JP2000204039A (en) * | 1999-01-12 | 2000-07-25 | Pola Chem Ind Inc | Cosmetic suitable for sensitive skin |
DE19924496A1 (en) * | 1999-05-28 | 2000-11-30 | Wella Ag | Skin-compatible, long-lasting cosmetic deodorant contains a synergistic combination of a 5-15C alcohol and a trialkyl citrate as active ingredients |
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