JP2005232012A - Antiseptic sterilizer, and cosmetic, medicine and food compounded with the antiseptic sterilizer - Google Patents

Antiseptic sterilizer, and cosmetic, medicine and food compounded with the antiseptic sterilizer Download PDF

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JP2005232012A
JP2005232012A JP2004039214A JP2004039214A JP2005232012A JP 2005232012 A JP2005232012 A JP 2005232012A JP 2004039214 A JP2004039214 A JP 2004039214A JP 2004039214 A JP2004039214 A JP 2004039214A JP 2005232012 A JP2005232012 A JP 2005232012A
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antiseptic
alkanediol
octopirox
octanediol
cosmetic
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JP4294511B2 (en
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Hironari Okamoto
裕也 岡本
Fumihiro Okada
文裕 岡田
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Mandom Corp
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Mandom Corp
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2/00Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
    • A61L2/0005Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor for pharmaceuticals, biologicals or living parts
    • A61L2/0082Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor for pharmaceuticals, biologicals or living parts using chemical substances
    • A61L2/0088Liquid substances

Abstract

<P>PROBLEM TO BE SOLVED: To obtain an antiseptic sterilizer together using a 1,2-alkanediol and octopirox and synergistically reinforcing the original anti-microbial forces of the 1,2-alkanediol and the octopirox against wide kinds of microbes, and to prepare a cosmetic, a medicine and a food each compounded with the antiseptic sterilizer. <P>SOLUTION: The antiseptic sterilizer is characterized by containing the 1,2-alkanediol represented by the formula (1): R-CH(OH)-CH<SB>2</SB>-OH (1) (R is a 3 to 8C alkyl) and the octopirox, and the cosmetic, the medicine and the food are each compounded with the antiseptic sterilizer. The 1,2-alkanediol is preferably 1,2-hexanediol or 1,2-octanediol, more preferably 1,2-octanediol. <P>COPYRIGHT: (C)2005,JPO&NCIPI

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、医薬品及び食品に係り、その目的は、炭素数5〜10の1,2−アルカンジオールとオクトピロックスとを共に有効成分として含有することにより、1,2−アルカンジオール及びオクトピロックスが本来有する抗菌力を相乗的に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料、医薬品及び食品を提供することにある。   The present invention relates to antiseptic disinfectants and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant, and the object thereof is to contain both 1,2-alkanediol having 5 to 10 carbon atoms and octopirox as active ingredients. To provide a preservative and fungicide capable of synergistically enhancing the antibacterial activity inherent in 1,2-alkanediol and octopirox, and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant. is there.

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、上記した従来の防腐殺菌剤は皮膚刺激性が高いなど安全性が低いため、使用濃度範囲が制限されやすいといった欠点を有していた。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、これら防腐殺菌剤はpHによる影響を受け易いため、防腐殺菌効果の安定性が悪く、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効果が著しく低下する場合があるといった問題も有していた。また、近年これらの防腐殺菌剤に対してアレルギー反応を起こす人が増えているために生活者の安全性に対する指向がより高まり、これら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料、医薬品及び食品の需要が高まっている。   Parabens, benzoic acids, salicylic acids, and the like are used as antiseptic fungicides in cosmetics (including quasi drugs), pharmaceuticals, and foods. However, the above-mentioned conventional antiseptic disinfectant has a drawback that the concentration range in use is easily limited because of low safety such as high skin irritation. 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%. In addition, since these antiseptic fungicides are easily affected by pH, the stability of the antiseptic disinfection effect is poor, and the antibacterial antibacterial effect may be significantly reduced when used in combination with other components such as surfactants. Also had. In recent years, the number of people who have allergic reactions to these antiseptic disinfectants has increased, so the consumer safety has become more and more important. There is an increasing demand for reduced cosmetics, pharmaceuticals and foods.

そこで、従来の防腐殺菌剤を低減できる技術として、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1参照)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2参照)が開示されている。しかし、これらは、従来の防腐剤と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、従来の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。   Therefore, as a technique capable of reducing the conventional antiseptic disinfectant, an external composition (see Patent Document 1) that is a combination of 1,2-pentanediol and 2-phenoxyethanol, or an antiseptic comprising 1,2-alkanediol and parabens. A disinfectant (see Patent Document 2) is disclosed. However, these are intended to improve the effect of the preservative by using a conventional preservative and 1,2-alkanediol together, and are not intended to completely eliminate the conventional preservative itself. Also, it was not intended to enhance the antibacterial activity of 1,2-alkanediol.

従来の防腐殺菌剤を排除できる技術としては、1,2−アルカンジオールからなる防腐殺菌剤(特許文献3参照)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4参照)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、低配合量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。   Examples of technologies that can eliminate conventional antiseptic disinfectants include antiseptic disinfectants composed of 1,2-alkanediol (see Patent Document 3), and cleansing or non-detergency cosmetic moisturizers composed of 1,2-octanediol. A fungicide (see Patent Document 4) and the like are disclosed. 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 technology capable of exhibiting a sufficient antiseptic sterilization effect even at a low blending amount is desired.

一方、オクトピロックスも抗菌活性を有することが知られている(例えば、特許文献5参照)。しかし、オクトピロックスは、主として抗フケ効果を目的としてシャンプー等の毛髪化粧料への応用が一般的であって、抗菌活性をさらに増強させようとする試みはなされていない。   On the other hand, Octopirox is also known to have antibacterial activity (see, for example, Patent Document 5). However, octopirox is generally applied to hair cosmetics such as shampoos mainly for the purpose of anti-dandruff effect, and no attempt has been made to further enhance antibacterial activity.

特開平10−53510号公報JP-A-10-53510 特開平11−310506号公報JP 11-310506 A 特開平11−322591号公報Japanese Patent Laid-Open No. 11-322591 特開2001−48720号公報JP 2001-48720 A 特開平2−83322号公報Japanese Patent Laid-Open No. 2-83322

本発明は前記従来技術に鑑みてなされたものであって、1,2−アルカンジオールと、オクトピロックスとを有効成分として共に用い、幅広い菌種に対して1,2−アルカンジオール及びオクトピロックスが本来有する抗菌力を相乗的に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料、医薬品及び食品を提供することを課題とする。   The present invention has been made in view of the above prior art, and uses 1,2-alkanediol and octopirox as active ingredients together, and 1,2-alkanediol and octopi for a wide range of bacterial species. It is an object of the present invention to provide an antiseptic and bactericidal agent that can synergistically enhance the antibacterial activity inherent in ROX, and cosmetics, pharmaceuticals, and foods containing the antiseptic disinfectant.

すなわち、請求項1に係る発明は、式(1):
R−CH(OH)−CH−OH (1)
(式中、Rは炭素数3〜8のアルキル基を表す。)
で表される1,2−アルカンジオールと、オクトピロックス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。
請求項4に係る発明は、防腐殺菌剤として請求項1〜3のいずれかに記載の防腐殺菌剤を配合したことを特徴とする化粧料、医薬品又は食品に関する。
That is, the invention according to claim 1 provides the formula (1):
R—CH (OH) —CH 2 —OH (1)
(In the formula, R represents an alkyl group having 3 to 8 carbon atoms.)
The present invention relates to an antiseptic fungicide characterized by containing 1,2-alkanediol represented by the formula: and Octopirox.
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.
The invention which concerns on Claim 4 is related with the cosmetics, the pharmaceutical, or the foodstuff which mix | blended the antiseptic disinfectant in any one of Claims 1-3 as an antiseptic disinfectant.

本発明の防腐殺菌剤は、幅広い菌種に対して1,2−アルカンジオール及びオクトピロックスが本来有する抗菌力を相乗的に増強させるという効果を奏する。また、本発明に係る防腐殺菌剤を配合した化粧料、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とすることができるという効果を奏する。   The antiseptic disinfectant of the present invention has the effect of synergistically enhancing the antibacterial power inherent to 1,2-alkanediol and octopirox against a wide range of bacterial species. Further, 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 is excellent. Since the antibacterial activity is high, the preservative disinfectant itself can be made low.

本発明に係る防腐殺菌剤は、1,2−アルカンジオールとオクトピロックスを有効成分として含有する。   The antiseptic disinfectant according to the present invention contains 1,2-alkanediol and octopirox as active ingredients.

本発明の第一の成分は、1,2−アルカンジオールである。用いられる1,2−アルカンジオールとしては、下記式(1):
R−CH(OH)−CH−OH (1)
(式中、Rは炭素数3〜8のアルキル基を表す。)
で表される1,2−アルカンジオールが用いられる。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−デカンジオールが挙げられ、これらのうち、1,2−ヘキサンジオール、1,2−オクタンジオールを用いるのが好ましく、1,2−オクタンジオールを用いるのがより好ましい。尚、本発明においては、これらの1種を単独で、又は2種以上を組み合わせて用いることもできる。
The first component of the present invention is 1,2-alkanediol. As the 1,2-alkanediol used, the following formula (1):
R—CH (OH) —CH 2 —OH (1)
(In the formula, R represents an alkyl group having 3 to 8 carbon atoms.)
The 1,2-alkanediol represented by these is used. Specific examples include 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, and 1,2-decanediol. Of these, 1,2-hexanediol and 1,2-octanediol are preferably used, and 1,2-octanediol is more preferably used. In addition, in this invention, these 1 type can also be used individually or in combination of 2 or more types.

本発明の第二の成分は、オクトピロックスである。オクトピロックスの化学名は、1−ヒドロキシ−4−メチル−6−(2,4,4−トリメチルペンチル)−2(1H)−ピリドンであり、通常、このモノエタノールアミン塩とされている。   The second component of the present invention is octopirox. The chemical name of Octopirox is 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2 (1H) -pyridone, which is usually the monoethanolamine salt.

本発明に係る防腐殺菌剤においては、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オクトピロックスの含有量は特に限定されないが、重量比で0.1:1〜10:1、好ましくは0.2:1〜5:1となるように配合する。1,2−アルカンジオールをオクトピロックスの含有量の10重量倍を超えて配合すると、また0.1重量倍未満の場合、抗菌力の増強効果が期待できないために好ましくない。   In the antiseptic disinfectant according to the present invention, the content of 1,2-alkanediol as the first component and octopirox as the second component is not particularly limited, but is 0.1: 1 to 1 by weight. It mix | blends so that it may be 10: 1, Preferably 0.2: 1-5: 1. When 1,2-alkanediol is added in an amount exceeding 10 times the weight of the octopirox content, and less than 0.1 times the amount, it 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、第二の成分であるオクトピロックスとを含有するから、後述する実施例に示されるように、第一の成分と第二の成分との相乗効果によって、抗菌力の優れた増強作用が発揮される。したがって、パラベン、安息香酸類、サリチル酸類のような従来から用いられる防腐殺菌剤を低配合又は配合する必要がなく、極めて安全性の高い防腐殺菌剤を得ることができる。   Since the antiseptic disinfectant according to the present invention contains 1,2-alkanediol which is the first component and octopirox which is the second component, as shown in Examples described later, Due to the synergistic effect of this component and the second component, an excellent antibacterial activity is exerted. Therefore, it is not necessary to blend or blend conventionally used antiseptics such as parabens, benzoic acids, and salicylic acids, and a highly safe antiseptic can be obtained.

本発明の防腐殺菌剤は、化粧料、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、洗顔剤、化粧水、乳液、スキンクリーム、ファンデーション、マスカラ、ネールエナメル、口紅等の皮膚用化粧料、シャンプー、ヘアトリートメント、育毛・養毛剤、ヘアクリーム、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、トローチ等の医薬品、チューインガム、キャンディー、飲料水等の食品に好適に用いることができる。   The antiseptic disinfectant of the present invention can be used by blending it in cosmetics, pharmaceuticals, foods and the like. Specifically, facial cleanser, lotion, milky lotion, skin cream, foundation, mascara, nail enamel, lipstick and other skin cosmetics, shampoo, hair treatment, hair growth / hair restorer, hair cream, hair foam, permanent wave agent, etc. Cosmetics for specific hair use such as hair cosmetics, stains and freckles (quasi-drugs), acne medicines, gargles, lozenges, and other foods such as chewing gum, candy, and drinking water It can be used suitably.

本発明の防腐殺菌剤を用いて化粧料、医薬品又は食品を調製する場合、本発明の効果を損なわない範囲内であれば、化粧料、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、化粧料(医薬部外品を含む)や医薬品の場合、油脂、ロウ類、高級脂肪酸、低級アルコール、高級アルコール、ステロール類、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、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、精製水等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、ガムベース等を例示することができる。   When preparing cosmetics, pharmaceuticals or foods using the antiseptic disinfectant of the present invention, the components usually used in cosmetics, pharmaceuticals or foods are optionally arbitrarily blended as long as the effects of the present invention are not impaired. be able to. For example, in the case of cosmetics (including quasi-drugs) and pharmaceuticals, fats and oils, waxes, higher fatty acids, lower alcohols, higher alcohols, sterols, fatty acid esters, humectants, surfactants, polymer compounds, inorganic pigments , Pigments, antioxidants, ultraviolet absorbers, vitamins, astringents, whitening agents, animal and plant extracts, sequestering agents, purified water, and the like. In the case of food, animal and vegetable oils, polysaccharides, sweeteners, colorants, gum bases and the like can be exemplified.

化粧料、医薬品又は食品に本発明の防腐殺菌剤を配合する場合、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%である。配合量が0.01重量%未満の場合、抗菌効果に劣るために、また、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からである。   When the antiseptic disinfectant of the present invention is blended in cosmetics, pharmaceuticals or foods, the blending amount is not particularly limited, but is 0.01 to 20% by weight, preferably 0.05 to 5% by weight in the composition. This is because when the amount is less than 0.01% by weight, the antibacterial effect is inferior, and even if the amount exceeds 20% by weight, no further effect can be expected.

実施例1
(共試菌)
共試菌として、グラム陰性菌であるEscherichia coli IFO3972(大腸菌)、グラム陽性菌としてStaphylococcus aureus IFO13276(黄色ブドウ状球菌)、酵母としてCandida albicans IFO1594(口腔カンジダ症菌)、カビとしてAspergillus niger IFO9455(クロカビ)を用いた。
Example 1
(Co-test)
As test bacteria, Escherichia coli IFO3972 (Escherichia coli), Gram-negative bacteria, Staphylococcus aureus IFO13276 (Staphylococcus aureus) as Gram-positive bacteria, Candida albicans IFO1594 (Oral candidiasis) as yeast, Aspergillus niger IFO9455 as mold ) Was used.

(接種用菌液の調製)
接種用菌液としては、大腸菌及び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10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10個/mlに希釈したものを、クロカビの場合は、25℃で培養後にTween 80(ポリオキシエチレン(20)ソルビタンモノオレエート)2%加生理食塩水に胞子を懸濁させ約10個/mlに調製したものを接種用菌液とした。
(Preparation of bacterial solution for inoculation)
In the case of Escherichia coli and Staphylococcus aureus, the bacterial solution for inoculation was cultured at 35 ° C. on an agar medium, then 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.
In the case of oral candidiasis, the same culture at 30 ° C. and diluted to about 10 7 cells / ml are used. In the case of black mold, Tween 80 (polyoxyethylene (20) sorbitan mono) is cultured at 25 ° C. (Oleate) What was prepared by suspending spores in 2% physiological saline to prepare about 10 6 cells / ml was used as a bacterial solution for inoculation.

(被験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、オクトピロックス(クラリアント・ジャパン社製)及び1,2−オクタンジオールとオクトピロックスの等量混合物については、10w/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.
For octopirox (manufactured by Clariant Japan) and an equivalent mixture of 1,2-octanediol and octopirox, 10 w / v% solution was diluted twice to prepare a dilution series.

(最小発育阻止濃度(MIC)の測定)
上記被験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、大腸菌及び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、口腔カンジダ症菌及びクロカビについては、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。
(Minimum inhibitory concentration (MIC) measurement)
For each 1 mL of the dilution series containing the test substance, 9 mL of each agar medium was placed in a petri dish, and the inoculum for the inoculum was streaked to a length of about 1 cm. Cultivation was performed at 35 ° C. for Escherichia coli and Staphylococcus aureus, and the presence or absence of bacterial growth after 2 days was determined. In addition, oral candidiasis bacteria and black mold were cultured at 25 ° C., and the presence or absence of growth of the bacteria 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。被験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 inhibition 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、オクトピロックス、及び1,2−オクタンジオールとオクトピロックスの等重量混合物の各MICを、1,2−オクタンジオール及びオクトピロックス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。結果を図1〜図4に示す。
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5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。
(Dual minimum inhibitory concentration)
Each MIC of the obtained 1,2-octanediol, octopirox, and an equal weight mixture of 1,2-octanediol and octopirox was determined based on the blending amount of 1,2-octanediol and octopirox. Plotting was performed to obtain a binary minimum inhibitory concentration diagram. The results are shown in FIGS.
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) only for substance A and MIC (point B) only for 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), one or both It can be determined that the antagonistic action counteracts the antibacterial activity and decreases the antibacterial activity.

(抗菌効果の評価)
図1〜図4の結果から、1,2−オクタンジオールとオクトピロックスとの組合せにより、幅広い菌種に対して両者の抗菌力の相乗効果が認められた。
(Evaluation of antibacterial effect)
From the result of FIGS. 1-4, the synergistic effect of both antibacterial power was recognized with respect to a wide type of bacteria by the combination of 1, 2-octanediol and octopirox.

以下、本発明の防腐殺菌剤を配合した化粧料、医薬品及び食品の配合例を示す。尚、配合量は重量%である。
(配合例1:保湿クリーム)
モノラウリン酸デカグリセリル 1.0
モノステアリン酸ポリオキシエチレン(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
オクトピロックス 0.1
精製水 残分
合 計 100.0
Hereinafter, formulation examples of cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant of the present invention will be shown. In addition, a compounding quantity is weight%.
(Formulation example 1: moisturizing cream)
Decaglyceryl monolaurate 1.0
Polyoxyethylene (15) glyceryl monostearate 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
Methyl polysiloxane 0.2
1,3-butylene glycol 3.0
L-Arginine 0.1
Xanthan gum 0.001
1,2-octanediol 0.25
Octopirox 0.1
Purified water residue
Total 100.0

(配合例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
オクトピロックス 0.2
精製水 残分
合 計 100.0
(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
Octopirox 0.2
Purified water residue
Total 100.0

(配合例3:飲料)
アスコルビン酸 0.5
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
オクトピロックス 0.1
酸味料 適量
合 計 100.0
(Formulation Example 3: Beverage)
Ascorbic acid 0.5
Glucose liquid sugar 33.0
Grapefruit juice 64.0
1,2-pentanediol 0.5
Octopirox 0.1
Sour seasoning
Total 100.0

本発明の防腐殺菌剤は、1,2−オクタンジオール及びオクトピロックスが本来有する抗菌力を相乗的に増強して優れた抗菌活性を有するとともに、高い安全性を有しているので、化粧料、医薬品及び食品などの防腐殺菌剤として好適に用いることができる。   Since the antiseptic disinfectant of the present invention has an excellent antibacterial activity by synergistically enhancing the antibacterial power inherent to 1,2-octanediol and octopirox, It can be suitably used as an antiseptic disinfectant for pharmaceuticals and foods.

実施例1の大腸菌に対する二元最小発育阻止濃度図である。2 is a binary minimum growth inhibitory concentration diagram for Escherichia coli of Example 1. FIG. 実施例1の黄色ブドウ状球菌に対する二元最小発育阻止濃度図である。2 is a binary minimum growth inhibitory concentration diagram for Staphylococcus aureus of Example 1. FIG. 実施例1の口腔カンジダ症に対する二元最小発育阻止濃度図である。2 is a binary minimum growth inhibitory concentration diagram for oral candidiasis of Example 1. FIG. 実施例1のクロカビに対する二元最小発育阻止濃度図である。2 is a binary minimum growth inhibitory concentration diagram for black mold of Example 1. FIG. 二元最小発育阻止濃度から、抗菌性を有する二種類の物質を配合した場合により生じる作用効果を判定する方法の一例を示す図である。It is a figure which shows an example of the method of judging the effect produced by the case where 2 types of substances which have antimicrobial property are mix | blended from binary minimum growth inhibitory concentration.

Claims (4)

式(1):
R−CH(OH)−CH−OH (1)
(式中、Rは炭素数3〜8のアルキル基を表す。)
で表される1,2−アルカンジオールと、オクトピロックスとを含有することを特徴とする防腐殺菌剤。
Formula (1):
R—CH (OH) —CH 2 —OH (1)
(In the formula, R represents an alkyl group having 3 to 8 carbon atoms.)
The antiseptic disinfectant characterized by containing 1,2-alkanediol represented by these, and Octopirox.
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。 The antiseptic disinfectant according to claim 1, wherein the 1,2-alkanediol is 1,2-hexanediol and / or 1,2-octanediol. 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。 The antiseptic disinfectant according to claim 1, wherein the 1,2-alkanediol is 1,2-octanediol. 防腐殺菌剤として請求項1〜3のいずれかに記載の防腐殺菌剤を配合したことを特徴とする化粧料、医薬品又は食品。
A cosmetic, pharmaceutical product or food comprising the antiseptic agent according to any one of claims 1 to 3 as an antiseptic agent.
JP2004039214A 2004-02-17 2004-02-17 Antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant Expired - Lifetime JP4294511B2 (en)

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JP2010512348A (en) * 2006-12-15 2010-04-22 ジボダン エス エー Composition
US9192559B2 (en) 2006-12-15 2015-11-24 Givaudan Sa Compositions

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