JP3635578B2 - 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
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- JP3635578B2 JP3635578B2 JP2004231323A JP2004231323A JP3635578B2 JP 3635578 B2 JP3635578 B2 JP 3635578B2 JP 2004231323 A JP2004231323 A JP 2004231323A JP 2004231323 A JP2004231323 A JP 2004231323A JP 3635578 B2 JP3635578 B2 JP 3635578B2
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- alkanediol
- antiseptic
- antiseptic disinfectant
- cosmetics
- thymol
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- 230000002421 anti-septic effect Effects 0.000 title claims description 48
- 239000000645 desinfectant Substances 0.000 title claims description 40
- 239000002537 cosmetic Substances 0.000 title claims description 25
- 235000013305 food Nutrition 0.000 title claims description 17
- 239000003814 drug Substances 0.000 title description 21
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 claims description 42
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 28
- 239000005844 Thymol Substances 0.000 claims description 21
- 229960000790 thymol Drugs 0.000 claims description 21
- 229940031723 1,2-octanediol Drugs 0.000 claims description 16
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 claims description 16
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- 239000005770 Eugenol Substances 0.000 claims description 14
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 229960002217 eugenol Drugs 0.000 claims description 14
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- 239000000417 fungicide Substances 0.000 claims description 7
- 229940015975 1,2-hexanediol Drugs 0.000 claims description 5
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 claims description 5
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- 230000000694 effects Effects 0.000 description 11
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
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- 230000001954 sterilising effect Effects 0.000 description 2
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- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
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- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 1
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- 235000021355 Stearic acid Nutrition 0.000 description 1
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- OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 description 1
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- CUBCNYWQJHBXIY-UHFFFAOYSA-N benzoic acid;2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1O CUBCNYWQJHBXIY-UHFFFAOYSA-N 0.000 description 1
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- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 description 1
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- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
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- 150000003870 salicylic acids Chemical class 0.000 description 1
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- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
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特定の香料成分とを配合することにより、幅広い菌種に対して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 an antiseptic fungicide and cosmetics, pharmaceuticals and foods containing the antiseptic fungicide, the purpose of which is by blending a 1,2-alkanediol having 5 to 10 carbon atoms and a specific perfume ingredient. Another object of the present invention is to provide an antiseptic and bactericidal agent that enhances the antibacterial activity inherent to 1,2-alkanediol against a wide range of bacterial species, and cosmetics, pharmaceuticals, and foods containing the antibacterial agent.
化粧料(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、これら防腐殺菌剤はpHによる影響を受けやすいため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。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、安全性に対する指向がより高まり、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、医薬品及び食品などの需要が高まっている。 Parabens, benzoic acids, salicylic acids, and the like are used as antiseptics for cosmetics (including quasi-drugs), pharmaceuticals, and foods. However, the above-mentioned conventional antiseptic disinfectants have 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, these antiseptic disinfectants are susceptible to the influence of pH, so the antiseptic disinfection effect is poor in stability, and the antibacterial and antibacterial activity may be significantly reduced by the combined use with other components such as surfactants. There was also a problem. Also, in recent years, an increasing number of people have an allergic reaction to these antiseptic disinfectants, so the direction toward safety has increased and cosmetics with no or no preservative antiseptics have been added. Demand for food, pharmaceuticals and food is increasing.
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、非イオン性界面活性剤が存在すると高配合量とする必要があった。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、化粧料などに配合した際の臭いの問題を有していた。 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 a 1,2-alkanediol such as 1,2-octanediol is used alone as an antiseptic disinfectant, it is necessary to increase the blending amount when a nonionic surfactant is present. Moreover, since 1,2-alkanediol has a specific raw material odor, it has a problem of odor when blended in cosmetics and the like.
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い。
一方、化粧料や食品などには、製品に豊かな香りを持たせるために一般に香料が配合される。この香料自体にも抗菌性を有することが古くから知られており、例えば、香料成分であるクレジルアセテート、メチルオイゲノール、ヘリオトロピン及びエチルサリシレートが、ミュータンス菌に対する抗菌効果である抗齲蝕剤として開示されている(特許文献5参照)。しかしながら、香料のみの抗菌効果だけでは、化粧料などの防腐殺菌効果を十分に得られないといった問題を有していた。
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. Not what you want.
On the other hand, fragrances are generally blended in cosmetics and foods in order to give products rich fragrance. This perfume itself has long been known to have antibacterial properties. For example, cresyl acetate, methyl eugenol, heliotropin and ethyl salicylate, which are perfume components, are anti-cariogenic agents that have antibacterial effects against mutans bacteria. It is disclosed (see Patent Document 5). However, only the antibacterial effect of the fragrance alone has a problem that the antiseptic sterilization effect of cosmetics and the like cannot be sufficiently obtained.
かかる実情に鑑み、本発明者らが鋭意研究をした結果、1,2−アルカンジオールと特定の香料成分とを共に用いると、幅広い菌種に対して1,2−アルカンジオールが本来有する抗菌活性を増強し、1,2−アルカンジオールが有する原料臭をもマスキングすることを見出し、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, when 1,2-alkanediol and a specific fragrance component are used together, antibacterial activity inherently possessed by 1,2-alkanediol against a wide range of bacterial species It was found that the raw material odor of 1,2-alkanediol was also masked, and the present invention was completed.
請求の範囲第1項に記載の発明は、炭素数5〜10の1,2−アルカンジオールと、チモール及び/又はオイゲノールとを含有することを特徴とする防腐殺菌剤に関する。
請求の範囲第2項に記載の発明は、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の範囲第1項に記載の防腐殺菌剤に関する。
請求の範囲第3項に記載の発明は、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の範囲第1項に記載の防腐殺菌剤に関する。
請求の範囲第4項に記載の発明は、炭素数6〜10の1,2−アルカンジオールと、チモール及び/又はオイゲノールとを含有する防腐殺菌剤を配合したことを特徴とする化粧料に関する。
請求の範囲第5項に記載の発明は、炭素数5〜10の1,2−アルカンジオールと、チモールとを含有する防腐殺菌剤を配合したことを特徴とする化粧料。
請求の範囲第6項に記載の発明は、炭素数5〜10の1,2−アルカンジオールと、チモール及びオイゲノールとを含有する防腐殺菌剤を配合したことを特徴とする化粧料。
請求の範囲第7項に記載の発明は、請求の範囲第1項乃至第3項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医薬品に関する。
請求の範囲第8項に記載の発明は、請求の範囲第1項乃至第3項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食品に関する。
The invention described in claim 1 relates to an antiseptic disinfectant characterized by containing 1,2-alkanediol having 5 to 10 carbon atoms and thymol and / or eugenol.
The invention as set forth in claim 2 is characterized in that the 1,2-alkanediol is 1,2-hexanediol and / or 1,2-octanediol. It relates to the preservative disinfectant described.
The invention described in claim 3 relates to the antiseptic fungicide according to claim 1, wherein the 1,2-alkanediol is 1,2-octanediol.
The invention described in claim 4 relates to a cosmetic comprising a preservative fungicide containing 1,2-alkanediol having 6 to 10 carbon atoms and thymol and / or eugenol .
The invention according to claim 5 is a cosmetic comprising an antiseptic disinfectant containing 1,2-alkanediol having 5 to 10 carbon atoms and thymol .
The invention according to claim 6 is a cosmetic comprising a 1,2-alkanediol having 5 to 10 carbon atoms, a preservative disinfectant containing thymol and eugenol .
The invention described in claim 7 relates to a pharmaceutical comprising the antiseptic disinfectant according to any one of claims 1 to 3.
The invention described in claim 8 relates to a food characterized by containing the antiseptic disinfectant according to any one of claims 1 to 3.
本発明に係る防腐殺菌剤は、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。
また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。
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量とすることができ、極めて安全性の高いものである。
The antiseptic disinfectant according to the present invention enhances the antibacterial activity inherent to 1,2-alkanediol against a wide variety of bacterial species. Therefore, it is not necessary to add a conventional antiseptic disinfectant, and high safety can be obtained.
Further, when 1,2-hexanediol or 1,2-octanediol is used as the 1,2-alkanediol, an antiseptic sterilizer having higher antibacterial activity can be obtained.
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 an excellent antibacterial agent. Since it has activity, the preservative disinfectant itself can be made into a low blending amount, and it 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、炭素数5〜10の1,2−アルカンジオールと、チモール及び/又はオイゲノールとからなる。 Hereinafter, the antiseptic disinfectant according to the present invention will be described in detail. The antiseptic disinfectant according to the present invention comprises 1,2-alkanediol having 5 to 10 carbon atoms and thymol and / or eugenol.
本発明に係る防腐殺菌剤の第一の成分は、次式1(化1)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 1 (chemical formula 1), 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、カビなどの真菌類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 enhancing 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 fungi such as general bacteria, yeast and mold, among 1,2-alkanediols having 5 to 10 carbon atoms, 1,2-hexanediol, 1 1,2-octanediol is preferred, and 1,2-octanediol is more preferred.
本発明に係る防腐殺菌剤の第二の成分は、チモール及び/又はオイゲノールである。
第二の成分は香料の成分であり、1,2−アルカンジオール特有の原料臭をマスキングすると共に抗菌力を高める効果を奏す。
チモールは分子式C10H14Oのタチジャコウソウ油様の香気と刺激性の味のある無色の結晶又は結晶性粉末であり、防腐、殺菌力が高い。アジョワン油などの精油から希アルカリ水溶液により抽出し得られ、また、m−クレゾールを冷却下塩化イソプロピルと塩化アルミニウムの存在で反応させて得られる。
オイゲノールは分子式C10H12O2のチョウジ油様の香気を有する淡黄色液体である。チョウジ油、カッシア油、ピメント油、ベイ油、ショウノウ油などの精油中に分布され、含有精油から希アルカリでフェノール部を抽出し、鉱酸あるいは二酸化炭素で中和して得られる。
The second component of the antiseptic fungicide according to the present invention is thymol and / or eugenol.
The second component is a fragrance component, which has the effect of masking the raw material odor peculiar to 1,2-alkanediol and enhancing the antibacterial activity.
Thymol is a colorless crystal or crystalline powder having a molecular formula C 10 H 14 O-like perilla oil-like aroma and an irritating taste, and has high antiseptic and bactericidal power. It can be extracted from an essential oil such as Ajowan oil with a dilute alkaline aqueous solution, and can be obtained by reacting m-cresol in the presence of isopropyl chloride and aluminum chloride under cooling.
Eugenol is a pale yellow liquid with a clove oil-like aroma of molecular formula C 10 H 12 O 2 . It is distributed in essential oils such as clove oil, cassia oil, pimento oil, bay oil and camphor oil, and is obtained by extracting the phenol part from the contained essential oil with a dilute alkali and neutralizing with mineral acid or carbon dioxide.
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香料成分の含有量は特に限定されないが、重量比で0.5:1〜100:1、好ましくは1:1〜10:1となるように配合する。1,2−アルカンジオールを香料成分の配合量の100重量倍を超えて配合すると、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く、0.5重量倍未満の配合量の場合は香料臭が強くなりすぎるために好ましくない。 In the antiseptic disinfectant according to the present invention, the contents of the 1,2-alkanediol having 5 to 10 carbon atoms as the first component and the perfume component as the second component are not particularly limited. 5: 1 to 100: 1, preferably 1: 1 to 10: 1. If 1,2-alkanediol is added in an amount exceeding 100 times the blending amount of the fragrance component, an antibacterial activity enhancing effect cannot be expected, and this is not preferred. Is not preferred because it becomes too strong.
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、第二の成分であるチモール及び/又はオイゲノールとが組み合わされてなるから、香料成分が1,2−アルカンジオールの原料臭をマスキングするとともに、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、真菌などのあらゆる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 is a combination of 1,2-alkanediol as the first component and thymol and / or eugenol as the second component, the perfume component is 1,2-alkane. Excellent antiseptic sterilization for all bacteria such as general bacteria, yeasts and fungi by masking raw material odor of diol and synergistic effect of the first and second components as shown in the test described later The effect is demonstrated. Therefore, it is not necessary to blend or blend a preservative disinfectant that has been used in the past, such as paraben, benzoic acid, and salicylic acid, 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。
本発明に係る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、本発明の効果が損なわれない範囲内で化粧料、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。
化粧料、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。
The antiseptic disinfectant according to the present invention described above can be used by being blended 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.
When preparing cosmetics, pharmaceuticals, or foods using the antiseptic disinfectant according to the present invention, the ingredients normally used in cosmetics, pharmaceuticals, or foods are arbitrarily blended appropriately as long as the effects of the present invention are not impaired. Can do. 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, Examples include pigments, 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.
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〕
供試菌として、Candida albicans IFO1594(口腔カンジダ症菌)、Staphylococcus aureus IFO13276(黄色ブドウ状球菌)、Pseudomonas aeruginosa IFO13275(緑膿菌)を用いた。
[Example 1]
As test bacteria, Candida albicans IFO1594 (oral candidiasis), Staphylococcus aureus IFO13276 (Staphylococcus aureus), and Pseudomonas aeruginosa IFO13275 (Pseudomonas aeruginosa) were used.
(接種用菌液の調製)
接種用菌液としては、黄色ブドウ状球菌及び緑膿菌の場合、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、酵母(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)
In the case of Staphylococcus aureus and Pseudomonas aeruginosa, the bacterial solution for inoculation was cultured on an agar medium at 35 ° C., 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 yeast (oral candidiasis), the same culture at 30 ° C. and diluted to about 10 7 cells / ml were used as the inoculum.
(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%の各1,2−オクタンジオール液を調製した。
また、チモール及び1,2−オクタンジオールとチモールの等重量混合物については、20w/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)
20 w / w% ethyl cellosolve as a diluent solvent, 5, 4, 3, 2.5, 2.25, 2, 1.75, 1.5, 1.25, 1 w / v% 1,2- An octanediol solution was prepared.
Moreover, about thymol and an equal weight mixture of 1,2-octanediol and thymol, a dilution series was prepared by doubling a 20 w / v% solution.
(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、黄色ブドウ状球菌及び緑膿菌については、35℃で培養を行い、2日後の菌の生育の有無を判定した。また、酵母については、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、生育の認められなかった最小濃度をMICとして求めた。
尚、最小発育阻止濃度(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がないが、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。そのときの濃度がMICとして表される。従って、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。
(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 the inoculum for the inoculum was streaked to a length of about 1 cm.
The culture was performed at 35 ° C. for Staphylococcus aureus and Pseudomonas aeruginosa, and the presence or absence of growth of the bacteria after 2 days was determined. Moreover, about yeast, 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 antibacterial activity can be evaluated by the minimum inhibitory concentration (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 that 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の評価)
得られた1,2−オクタンジオール、チモール及び1,2−オクタンジオールとチモールの等重量混合物の各MICを、1,2−オクタンジオール及びチモールの配合量に対してプロットして、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、それにより生じる作用は、相乗作用、相加作用、拮抗作用に大別される。相乗作用とは、2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、1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にチモールに関する二元最小発育阻止濃度図を示す。
(Evaluation of dual minimum growth inhibitory concentration)
Each MIC of the obtained 1,2-octanediol, thymol and an equal weight mixture of 1,2-octanediol and thymol was plotted against the blending amount of 1,2-octanediol and thymol, and the binary minimum A growth inhibitory concentration chart 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 resulting action is roughly classified into synergistic action, additive action, and antagonism. 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 the action when one drug counteracts the antibacterial activity of another drug. The method based on the binary minimum growth inhibitory concentration is a method for determining from the graph by measuring the MIC for each of the A substance and B substance while changing their ratios, for example, 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 antibacterial activity is enhanced by the combined use, when it is on the line (point D), when it is an additive action, when it is outside the line (point E), one or both It can be determined that the antibacterial activity is an antagonism that counteracts the antibacterial activity and decreases the antimicrobial activity.
FIG. 2 shows a binary minimum growth inhibitory concentration diagram for thymol.
(抗菌効果の評価)
図2で示される二元最小発育阻止濃度図から、1,2−オクタンジオールとチモールとを混合した場合の抗菌効果を、下記評価基準により判定した。結果を表1に記載する。
<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)
From the binary minimum growth inhibitory concentration diagram shown in FIG. 2, the antibacterial effect when 1,2-octanediol and thymol were mixed was determined according to the following evaluation criteria. The results are listed in Table 1.
<Evaluation criteria>
○: Synergistic action is recognized in antibacterial effect.
Δ: Additive action is observed in antibacterial effect.
X: Antagonism is recognized in antibacterial effect.
〔実施例2〕
香料成分として、オイゲノール、酢酸イソボルニル、酢酸グアヤックのそれぞれについて、上記実施例1と同様に操作して図3〜5の二元最小発育阻止濃度図をそれぞれ求めた。得られた結果を、上記評価基準により抗菌効果を判定した。結果を表1に示す。
[Example 2]
As the fragrance component, eugenol, isobornyl acetate, and guaiac acetate were each operated in the same manner as in Example 1, and the binary minimum growth inhibitory concentration diagrams of FIGS. The obtained results were evaluated for antibacterial effect according to the above evaluation criteria. The results are shown in Table 1.
表1の結果から、1,2−アルカンジオールと、特定の香料成分であるチモール、オイゲノールとを併用すると、幅広い菌種に対して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分かる。
一方、1,2−アルカンジオールと、他の香料成分である酢酸イソボルニル又は酢酸グアヤックとを併用した場合、幅広い菌種に対して抗菌活性の増強作用が得られないことが分かる。
From the results in Table 1, when 1,2-alkanediol is used in combination with thymol and eugenol, which are specific fragrance components, the antibacterial activity inherent to 1,2-alkanediol can be enhanced against a wide range of bacterial species. I understand.
On the other hand, when 1,2-alkanediol and other perfume ingredients such as isobornyl acetate or guaiac acetate are used in combination, it is understood that the antibacterial activity enhancing action cannot be obtained for a wide range of bacterial species.
以下、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
オイゲノール 0.1
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
Eugenol 0.1
Purified water
Total 100.0% by weight
本発明に係る防腐殺菌剤は、幅広い菌種に対して1,2−アルカンジオールが本来有する抗菌活性を増強するとともに、高い安全性をも有しているので、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。 The antiseptic disinfectant according to the present invention enhances the antibacterial activity inherent to 1,2-alkanediol against a wide range of bacterial species and also has high safety, so that it can be used in cosmetics, pharmaceuticals, foods, etc. It can be suitably used as an antiseptic disinfectant.
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