JP2003176233A - Method for solubilizing oily extract of licorice into aqueous material - Google Patents
Method for solubilizing oily extract of licorice into aqueous materialInfo
- Publication number
- JP2003176233A JP2003176233A JP2001379172A JP2001379172A JP2003176233A JP 2003176233 A JP2003176233 A JP 2003176233A JP 2001379172 A JP2001379172 A JP 2001379172A JP 2001379172 A JP2001379172 A JP 2001379172A JP 2003176233 A JP2003176233 A JP 2003176233A
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- JP
- Japan
- Prior art keywords
- licorice
- oil extract
- licorice oil
- solubilizing
- extract
- 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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- Non-Alcoholic Beverages (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Tea And Coffee (AREA)
- Seasonings (AREA)
- Storage Of Fruits Or Vegetables (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、水系対象物への甘
草油性抽出物可溶化方法に関する。より詳細には、酸性
溶液や食塩溶液などからなる各種の水系対象物、例え
ば、飲料、液状調味料、液状化粧品、液状医薬部外品な
どへの甘草油性抽出物可溶化方法に関する。TECHNICAL FIELD The present invention relates to a method for solubilizing a licorice oily extract into an aqueous substance. More specifically, the present invention relates to a method for solubilizing a licorice oil extract into various water-based substances such as acidic solutions and salt solutions, for example, beverages, liquid seasonings, liquid cosmetics, liquid quasi drugs and the like.
【０００２】[0002]
【従来の技術】古くから甘草（Licorice）は生薬として
知られ、現在では主に食品用甘味料や医薬品・医薬部外
品などの原料として使用されている。特に、その水溶性
成分であるグリチルリチンやグリチルレチン酸は、抗炎
症作用、抗潰瘍作用、抗アレルギー作用などの優れた薬
理作用があることから、広く食品、医薬品、化粧品など
に利用されてきた。さらに、甘草はグリチルリチン以外
に多くのフラボノイドを含有しており、これらを含む甘
草油性抽出物と呼ばれる甘草を有機溶媒で抽出した画分
は、細菌やかびに対する抗菌性（月刊フードケミカル4
月号94項（1989）や特開昭59−46210号公報を参照）を
はじめ、抗酸化作用（Free Radic. Biol. Med. 23（2）
302-313（1997）を参照）、油脂の酸化防止作用（特開
昭60-180784号公報を参照）、褐変酵素阻害作用（特開
昭62-29528号公報や特開平2-233795号公報を参照）など
の生理的作用を有することが知られている。BACKGROUND OF THE INVENTION Licorice has long been known as a crude drug, and is now mainly used as a raw material for food-use sweeteners and pharmaceuticals / quasi drugs. In particular, its water-soluble components, glycyrrhizin and glycyrrhetinic acid, have been widely used in foods, pharmaceuticals, cosmetics, etc. because of their excellent pharmacological actions such as anti-inflammatory action, anti-ulcer action and anti-allergic action. Furthermore, licorice contains many flavonoids in addition to glycyrrhizin, and the licorice oil extract containing these licorice extract fractions extracted with an organic solvent showed antibacterial activity against bacteria and fungi (monthly Food Chemicals 4
No. 94 (1989) and Japanese Unexamined Patent Publication No. 59-46210), as well as antioxidant activity ( Free Radic. Biol. Med. 23 (2)
302-313 (1997)), antioxidant action of fats and oils (see JP-A-60-180784), and browning enzyme inhibitory action (JP-A-62-29528 and JP-A-2-233795). It is known to have physiological actions such as (see).
【０００３】ところで、従来、飲料製品の製造において
は常に微生物汚染の危険性が存在するため、保存安定性
の理由から、飲料をスチール缶やアルミニウム缶などに
充填する際に加熱殺菌したり、充填した後に当該製品を
レトルト殺菌したりしていた。しかしながら、近年の飲
料製品の形態は従来の主流であった缶に代わり、ペット
ボトルの使用が急激に増加している。ペットボトルはい
くつかの利点がある一方で耐熱性容器である缶と異なっ
て非耐熱性の素材であるという都合上、上記のような方
法では殺菌を行うことができないという欠点がある。さ
らに、消費者側の使用場面では、ペットボトルの特徴で
あるリキャップ性が開封後の微生物汚染につながること
も危惧されている。また、ペットボトルの台頭と共に従
来にはあまり見られなかった澄明性の高い飲料が各飲料
メーカーから販売されるようになったが、これらは微生
物汚染の危険性の排除と共に透明度の確保のために注意
を払う必要がある。By the way, since there is always a risk of microbial contamination in the production of beverage products, for the reason of storage stability, heat sterilization or filling of beverages into steel cans, aluminum cans, etc. After that, the product was sterilized by retort. However, the form of beverage products in recent years is rapidly increasing the use of PET bottles instead of conventional cans which have been the mainstream. PET bottles have some advantages, but unlike the cans that are heat-resistant containers, they are non-heat-resistant materials. Therefore, there is a drawback that sterilization cannot be performed by the above method. In addition, it is feared that the recapping property, which is a characteristic of PET bottles, may lead to microbial contamination after opening in the usage scene on the consumer side. Also, with the rise of PET bottles, beverages with high clarity, which were not often seen in the past, are now being sold by each beverage manufacturer, but these are for the purpose of eliminating the risk of microbial contamination and ensuring transparency. You need to be careful.
【０００４】以上のような問題を解決する一手段とし
て、飲料に抗菌性物質を添加する方法がある。抗菌性物
質を添加することで、加熱殺菌やレトルト殺菌の条件を
緩和しても製品の安全性を確保することができる。ま
た、万が一、充填時に容器内へ微生物が混入するような
ことがあったとしても、製品中で微生物に対する抗菌効
果が発揮される。さらに、加熱殺菌条件を緩和すること
で、加熱による飲料自体の品質劣化を防止することがで
き、飲料本来の風味の維持といった効果も期待できる。
近年、食品工業界においては化学合成品である食品添加
物の安全性についての基準や考え方が厳しくなってきて
いるために化学合成品にかわって天然添加物が注目さ
れ、その需要も高まってきている。このような背景のも
とにおいては、上記のように強力な抗菌作用などの優れ
た生理的作用を有する甘草油性抽出物は魅力ある食品添
加物用素材の一つであり、既にその利用方法について検
討がなされている。As one means for solving the above problems, there is a method of adding an antibacterial substance to a beverage. By adding an antibacterial substance, the safety of the product can be secured even if the conditions for heat sterilization and retort sterilization are relaxed. Further, even if microorganisms are mixed in the container at the time of filling, an antibacterial effect against microorganisms is exhibited in the product. Furthermore, by relaxing the heat sterilization conditions, it is possible to prevent the quality deterioration of the beverage itself due to heating, and it is expected that the original flavor of the beverage can be maintained.
In recent years, in the food industry, since the standards and thinking about the safety of food additives, which are chemically synthesized products, have become strict, natural additives have been attracting attention instead of chemically synthesized products, and the demand for them has also increased. There is. Under such a background, licorice oil extract having excellent physiological action such as strong antibacterial action as described above is one of the attractive food additive materials, and its utilization method has already been explained. Consideration is being made.
【０００５】[0005]
【発明が解決しようとする課題】飲料をはじめとする各
種の水系対象物に甘草油性抽出物を添加しようとする場
合に考慮しなければならないことは、甘草油性抽出物は
水に対する溶解性が非常に乏しいため、そのままでは水
系対象物中に均質に混合させることができないという点
である。また、一般に、食品、飲料などの水系対象物中
には酸や食塩や糖質など様々な物質を共存させている場
合が多いので、このような対象物中においても対象物の
本来の性質を損なうことなく甘草油性抽出物を均質に混
合させる方法が要求される。Problems to be Solved by the Invention When adding a licorice oily extract to various water-based substances such as beverages, it must be taken into consideration that the licorice oily extract has a very high solubility in water. Since it is scarce, it cannot be mixed homogeneously in the water-based object as it is. Further, in general, in many cases, various substances such as acid, salt and sugar are made to coexist in water-based objects such as foods and beverages. A method is required to mix the licorice oil extract homogeneously without damage.
【０００６】以上のような課題を解決する一手段とし
て、甘草油性抽出物を水溶性の有機溶媒に溶解させた後
に添加する方法がある。食品中に添加できる有機溶媒
で、甘草油性抽出物に対する溶解能を有するものとして
は、エタノールやプロピレングリコールやグリセリンが
ある。これらの有機溶媒に甘草油性抽出物を溶解させて
水系対象物に添加する場合、水系対象物中の有機溶媒濃
度を高くすれば、当然のことながら多量の甘草油性抽出
物を水系対象物に溶解させることが可能となる。しかし
ながら、通常において許容されうる有機溶媒濃度は制限
されるので、許容された濃度の有機溶媒が有する溶解能
力を超える量の甘草油性抽出物を添加した場合、その成
分が析出してしまう。従って、この方法では甘草油性抽
出物の溶解性を確保することは困難であると言わざるを
得ない。As one means for solving the above problems, there is a method in which a licorice oil extract is dissolved in a water-soluble organic solvent and then added. Organic solvents that can be added to foods and have the ability to dissolve licorice oil extracts include ethanol, propylene glycol, and glycerin. When the licorice oil extract is dissolved in these organic solvents and added to the water-based target, if the concentration of the organic solvent in the water-based target is increased, it is natural that a large amount of the licorice oil extract is dissolved in the water-based target. It becomes possible. However, since the concentration of the organic solvent that is usually acceptable is limited, when the licorice oil extract is added in an amount exceeding the solubility of the organic solvent having the acceptable concentration, the component is precipitated. Therefore, it must be said that it is difficult to secure the solubility of the licorice oil extract by this method.
【０００７】また、界面活性剤などを用いて甘草油性抽
出物を水分散性の製剤としてこれを添加する方法も検討
されている。この方法を採用する場合、特に、その澄明
性が外観上の重要要素である飲料製品などに対しては、
いくら甘草油性抽出物を均質に混合させることができた
としても、甘草油性抽出物成分が液中にて濁った状態で
混合されているのでは外観において好ましいとはいえな
いので、可溶化状態で混合されていることが必須であ
る。Further, a method of adding a licorice oily extract as a water-dispersible preparation by using a surfactant or the like has been investigated. When adopting this method, especially for beverage products and the like whose clarity is an important factor in appearance,
No matter how much the licorice oil extract can be mixed homogeneously, it cannot be said that it is not preferable in appearance if the licorice oil extract components are mixed in the liquid in a turbid state. It is essential that they are mixed.
【０００８】界面活性剤を用いた甘草油性抽出物可溶化
組成物としては、例えば、特公平4-6688号（特開昭60-2
33015号）公報にて、甘草油性抽出物とＨＬＢが５以上
のショ糖脂肪酸エステルとからなる組成物が提案され、
このショ糖脂肪酸エステルを用いた甘草油性抽出物を含
む組成物が純水に対して良好な溶解性を有することが示
されている。しかしながら、ショ糖脂肪酸エステルは、
酸性溶液中や食塩溶液中などでは凝集性を示すため、こ
のような条件下においては甘草油性抽出物の溶解性を保
つことができないことが本発明者による研究結果から明
らかになった。また、特開2001-103932号公報におい
て、甘草油性抽出物とショ糖脂肪酸エステルまたはキラ
ヤ抽出物のいずれか一方またはその両方およびゼラチン
とを水溶性アルコールに溶解させてなる組成物が提案さ
れている。しかしながら、この組成物を用いた場合、上
記のようなショ糖脂肪酸エステルが有する問題に加え、
ゼラチンの影響によるゲル化やそれを防止する手段とし
ての塩類または尿素の添加は、添加対象物本来の性状や
味などの性質に影響を与えてしまうという問題がある。[0008] As a licorice oil extract solubilizing composition using a surfactant, for example, Japanese Patent Publication No. 4-6688 (JP-A-60-2)
No. 33015), a composition comprising a licorice oil extract and a sucrose fatty acid ester having an HLB of 5 or more is proposed,
It has been shown that a composition containing a licorice oil extract using this sucrose fatty acid ester has good solubility in pure water. However, sucrose fatty acid ester is
The results of the study by the present inventors have revealed that the licorice oil extract cannot maintain the solubility under such conditions because it exhibits cohesiveness in an acidic solution or a saline solution. Further, JP 2001-103932 A proposes a composition in which a licorice oil extract and either one or both of a sucrose fatty acid ester or a Quillaja extract and gelatin are dissolved in a water-soluble alcohol. . However, in the case of using this composition, in addition to the problems that the sucrose fatty acid ester has,
There is a problem in that gelation due to the influence of gelatin and addition of salts or urea as a means for preventing it affects the properties such as the original properties and taste of the addition target.
【０００９】そこで本発明は、酸性溶液や食塩溶液など
からなる各種の水系対象物、例えば、飲料、液状調味
料、液状化粧品、液状医薬部外品などに甘草油性抽出物
を可溶化する方法であって、添加対象物本来の性状や味
などの性質に影響を与えることなく、しかも、澄明性の
高い添加対象物に甘草油性抽出物を可溶化した後もその
澄明性を維持することができる方法を提供することを目
的とする。Therefore, the present invention is a method for solubilizing a licorice oil extract in various water-based substances such as acidic solutions and salt solutions, such as beverages, liquid seasonings, liquid cosmetics and liquid quasi drugs. Therefore, it does not affect the properties such as the original properties and taste of the addition target, and can maintain the clarity even after the licorice oil extract is solubilized in the addition target with high clarity. The purpose is to provide a method.
【００１０】[0010]
【課題を解決するための手段】本発明者は、以上のよう
な点に鑑み、甘草油性抽出物を純水はもとより、酸性溶
液や食塩溶液などに対してもその澄明性に影響を与える
ことなく可溶化でき、かつ添加対象物の性状に影響を与
えず、しかも甘草油性抽出物が有する優れた生理作用を
十分に発揮させることのできる方法の提供を目的として
鋭意研究を行った結果、ＨＬＢが１４以上のポリグリセ
リンラウリン酸エステルが甘草油性抽出物の可溶化に特
異的に優れていることを見出した。In view of the above points, the present inventor considers that the licorice oily extract affects not only pure water but also acidity, salt solution and the like of its clarity. As a result of earnestly conducting a study for the purpose of providing a method capable of solubilizing without causing any influence on the properties of an addition target and capable of sufficiently exerting the excellent physiological action of the licorice oil extract, HLB was obtained. It was found that polyglycerin lauric acid esters having a molecular weight of 14 or more are specifically excellent in solubilizing the licorice oily extract.
【００１１】ポリグリセリン脂肪酸エステルの水系対象
物への甘草油性抽出物の可溶化効果については、前出の
特公平4-6688号公報に、ＨＬＢが６．３のポリグリセリ
ンオレイン酸モノエステルが純水に対してやや良い程度
の分散性を有することが示されているが、その効果は満
足できるものではない。また、この公報においては酸性
溶液や食塩溶液などに対する可溶化効果は検討されてお
らず、この公報からはポリグリセリンラウリン酸エステ
ルのその効果を窺い知ることはできない。特開2001-488
00号公報には、飲料に甘草油性抽出物を添加するに際し
てグリセリン脂肪酸エステルを組み合わせて用いること
ができるとの記載があり、特開2001-231523号公報に
は、飲食品に甘草油性抽出物中の主要抗菌成分であるグ
ラブリジンを添加するに際してポリグリセリン脂肪酸エ
ステルを組み合わせて用いることができるとの記載があ
る。しかしながら、いずれの公報においても詳細な検討
はなされておらず、単に、グリセリン脂肪酸エステルや
ポリグリセリン脂肪酸エステルといった類の界面活性剤
が甘草油性抽出物の可溶化に利用し得るという可能性が
示されているに過ぎない。また、特開2000-239176号公
報では、多価アルコール脂肪酸エステルと甘草油性抽出
物と油脂とを含有する組成物が提案され、多価アルコー
ル脂肪酸エステルとしてポリグリセリン脂肪酸エステル
が記載されており、特開平2-204417号公報には、油脂で
ある中鎖脂肪酸トリグリセライドを用いた甘草油性抽出
物組成物が記載されている。しかしながら、これらの組
成物は油性の外用剤や化粧料を対象物としたものであ
り、油脂を含有するのでこのままでは水系対象物には不
溶であるので、水系対象物への添加の際には乳化などの
手段を講じる必要があり、澄明性の高い飲料などへの添
加には適さない。また、特開平8-268837号公報では、植
物性液状油と乳化剤と植物抽出物と水相成分を配合した
乳化型組成物が提案され、植物抽出物として甘草が記載
されているとともに、乳化補助剤としてデカグリセリン
ラウリン酸モノエステルが記載されている。しかしなが
ら、この公報においては、デカグリセリンラウリン酸モ
ノエステルは乳化補助剤としての利用可能性が示されて
いるに過ぎないので、その甘草油性抽出物に対する可溶
化効果を導き出すことはできないし、組成物自体も乳化
型である以上、澄明性の高い飲料などへの添加には適さ
ない。以上のような技術背景のもとでは、ＨＬＢが１４
以上のポリグリセリンラウリン酸エステルが純水はもと
より、酸性溶液や食塩溶液などに対してもその澄明性に
影響を与えることなく甘草油性抽出物を可溶化させると
いう事実は、全く予測することができなかった驚くべき
ものである。Regarding the solubilizing effect of the licorice oily extract on the aqueous substance of the polyglycerin fatty acid ester, the polyglycerin oleic acid monoester having HLB of 6.3 is described in Japanese Patent Publication No. 4688/1992. It has been shown to have a somewhat good dispersibility in water, but its effect is not satisfactory. Further, in this publication, the solubilizing effect on an acidic solution or a salt solution is not examined, and it is not possible to know the effect of polyglycerin lauric acid ester from this publication. JP 2001-488
No. 00 discloses that glycerin fatty acid ester can be used in combination when adding a licorice oily extract to a beverage, and JP 2001-231523 A discloses that a licorice oily extract is used in food and drink. There is a description that polyglycerin fatty acid ester can be used in combination when glabridin, which is the main antibacterial component, is added. However, no detailed examination has been made in any of the publications, and it is simply shown that surfactants such as glycerin fatty acid ester and polyglycerin fatty acid ester can be used for solubilizing licorice oil extract. It's just that. Further, JP-A-2000-239176 proposes a composition containing a polyhydric alcohol fatty acid ester, a licorice oily extract and an oil and fat, and describes a polyglycerin fatty acid ester as the polyhydric alcohol fatty acid ester, Kahei 2-204417 discloses a licorice oil extract composition using a medium-chain fatty acid triglyceride which is an oil and fat. However, these compositions are intended for oil-based external preparations and cosmetics, and since they contain oils and fats, they are insoluble in water-based objects as they are, so when added to water-based objects. It is necessary to take measures such as emulsification, and it is not suitable for addition to beverages with high clarity. Further, in JP-A-8-268837, an emulsion type composition in which a vegetable liquid oil, an emulsifier, a plant extract and an aqueous phase component are blended is proposed, and licorice is described as a plant extract, and an emulsification aid. Decaglycerin lauric acid monoester is described as an agent. However, in this publication, since decaglycerin lauric acid monoester is only shown to be usable as an emulsifying aid, it is not possible to derive the solubilizing effect on the licorice oily extract, and the composition Since it itself is an emulsion type, it is not suitable for addition to beverages with high clarity. Under the above technical background, HLB is 14
The fact that the above polyglycerin lauric acid ester solubilizes the licorice oil extract without affecting the clarity of the acid solution or salt solution as well as pure water can be predicted at all. It was amazing that it did not.
【００１２】上記の研究過程を経て完成された本発明の
水系対象物への甘草油性抽出物可溶化方法は、請求項１
記載の通り、ＨＬＢが１４以上のポリグリセリンラウリ
ン酸エステルを有効成分とする。また、請求項２記載の
甘草油性抽出物可溶化方法は、請求項１記載の甘草油性
抽出物可溶化方法において、ポリグリセリンラウリン酸
エステルがデカグリセリンラウリン酸モノエステルであ
る。また、請求項３記載の甘草油性抽出物可溶化方法
は、請求項１または２記載の甘草油性抽出物可溶化方法
において、水系対象物が酸性溶液からなる。また、請求
項４記載の甘草油性抽出物可溶化方法は、請求項１また
は２記載の甘草油性抽出物可溶化方法において、水系対
象物が食塩溶液からなる。また、請求項５記載の甘草油
性抽出物可溶化方法は、請求項１乃至４のいずれかに記
載の甘草油性抽出物可溶化方法において、水系対象物が
飲料、液状調味料、液状化粧品、液状医薬部外品のいず
れかである。また、本発明の水系対象物への甘草油性抽
出物可溶化組成物は、請求項６記載の通り、実質的に甘
草油性抽出物とＨＬＢが１４以上のポリグリセリンラウ
リン酸エステルからなる。また、本発明の飲料は、請求
項７記載の通り、請求項６記載の甘草油性抽出物可溶化
組成物が添加されたものである。また、本発明の液状調
味料は、請求項８記載の通り、請求項６記載の甘草油性
抽出物可溶化組成物が添加されたものである。また、本
発明の液状化粧品は、請求項９記載の通り、請求項６記
載の甘草油性抽出物可溶化組成物が添加されたものであ
る。また、本発明の液状医薬部外品は、請求項１０記載
の通り、請求項６記載の甘草油性抽出物可溶化組成物が
添加されたものである。The method for solubilizing a licorice oily extract to an aqueous object of the present invention, which has been completed through the above-mentioned research process, is a method according to claim 1.
As described, the polyglycerol lauric acid ester having HLB of 14 or more is used as an active ingredient. The licorice oil extract solubilization method according to claim 2 is the licorice oil extract solubilization method according to claim 1, wherein the polyglycerin lauric acid ester is decaglycerin lauric acid monoester. Further, in the method for solubilizing licorice oil extract according to claim 3, in the method for solubilizing licorice oil extract according to claim 1 or 2, the aqueous object is an acidic solution. Further, in the method for solubilizing an extract of licorice oil according to claim 4, in the method for solubilizing an extract of licorice oil extract according to claim 1 or 2, the aqueous object comprises a saline solution. The licorice oil extract solubilization method according to claim 5 is the licorice oil extract solubilization method according to any one of claims 1 to 4, wherein the water-based object is a beverage, a liquid seasoning, a liquid cosmetic, or a liquid. It is either a quasi drug. Further, the licorice oil extract solubilizing composition for an aqueous substance of the present invention substantially comprises a licorice oil extract and a polyglycerin lauric acid ester having an HLB of 14 or more as described in claim 6. Further, as described in claim 7, the beverage of the present invention has the licorice oil extract solubilizing composition according to claim 6 added thereto. In addition, the liquid seasoning of the present invention has the licorice oil extract solubilizing composition according to claim 6 added thereto as described in claim 8. Further, the liquid cosmetic of the present invention has the licorice oil extract solubilizing composition according to claim 6 added thereto as described in claim 9. Further, the liquid quasi drug of the present invention has the licorice oil extract solubilizing composition according to claim 6 added thereto as described in claim 10.
【００１３】[0013]
【発明の実施の形態】本発明が適用される甘草油性抽出
物の原料となる甘草は、マメ科Ｇｌｙｃｙｒｒｉｈｉｚ
ａ属植物に属するもので、例えば、Ｇｌｙｃｙｒｒｉｈ
ｉｚａ ｇｌａｂｒａ，Ｇ．ｕｒａｌｅｎｓｉｓ，Ｇ．
ｉｎｆｌａｔａなどがある。本発明においてはこれら植
物の根、根茎、葉、茎のいずれの部位でも原料として使
用することができるが、根および／または根茎を原料と
して使用することが好ましい。また、これらは、生のも
のを使用しても乾燥させたものを使用してもよいが、工
業的に製造されているグリチルリチンの抽出原料となっ
ている乾燥根および乾燥根茎、あるいはグリチルリチン
などを得るために水で抽出した後の水抽出残渣を原料と
して使用することもできる。なお、甘草は生産地の名前
を冠して呼ばれることが多く、例えば、東北甘草、西北
甘草、新彊甘草、モンゴル産甘草、ロシア産甘草、アフ
ガニスタン産甘草などを挙げることができる。BEST MODE FOR CARRYING OUT THE INVENTION Licorice used as a raw material of an oil extract of licorice to which the present invention is applied is Glycyrrhihiz.
belonging to the genus a , for example, Glycyrrh
iza glabra , G.I. uralensis , G.I.
inflata etc. In the present invention, any of the roots, rhizomes, leaves and stems of these plants can be used as a raw material, but it is preferable to use roots and / or rhizomes as a raw material. In addition, although these may be used raw or dried, dry roots and dry rhizomes which are industrially produced raw materials for extracting glycyrrhizin, or glycyrrhizin, etc. The water extraction residue after extraction with water to obtain can also be used as a raw material. Incidentally, licorice is often referred to by bearing the name of the production area, and examples thereof include Tohoku licorice, Northwest licorice, Xinjiang licorice, Mongolian licorice, Russian licorice, and Afghanistan licorice.
【００１４】また、甘草の水抽出残渣とは、上記の甘草
を冷水や温水や熱水、もしくは中性あるいは微アルカリ
性の冷水や温水や熱水で抽出した後の固形残渣、または
これらを組み合わせ繰り返して抽出した後の固形残渣で
あり、抽出後の残渣は含水および乾燥状態のいずれでも
よい。甘草または甘草水抽出残渣から、本発明に係る甘
草油性抽出物を得るためには、各種の有機溶媒を単独あ
るいは組み合わせて使用して抽出すればよい。有機溶媒
としては、例えば、ベンゼン、トルエン、キシレン、エ
チルエーテル、メチルエチルケトン、メチルイソブチル
ケトン、ジクロロメタン、ジクロロエタン、クロロホル
ム、酢酸エチル、酢酸プロピル、酢酸ブチル、アセト
ン、メタノール、エタノール、プロパノール、含水メタ
ノール、含水エタノール、含水プロパノールなどが挙げ
られる。さらには、超臨界流体として二酸化炭素を用い
ることもできる。これらの有機溶媒のなかでは、エタノ
ールまたは含水エタノールを使用するのが食品衛生法
上、問題が少ないので好ましい。The licorice water extraction residue is a solid residue obtained by extracting the licorice with cold water, hot water or hot water, or neutral or slightly alkaline cold water, hot water or hot water, or a combination thereof. It is a solid residue after extraction by extraction, and the residue after extraction may be in a water-containing or dry state. In order to obtain the licorice oily extract according to the present invention from the licorice or licorice water extraction residue, various organic solvents may be used alone or in combination for extraction. Examples of the organic solvent include benzene, toluene, xylene, ethyl ether, methyl ethyl ketone, methyl isobutyl ketone, dichloromethane, dichloroethane, chloroform, ethyl acetate, propyl acetate, butyl acetate, acetone, methanol, ethanol, propanol, hydrous methanol, hydrous ethanol. , Water-containing propanol and the like. Furthermore, carbon dioxide can be used as the supercritical fluid. Among these organic solvents, it is preferable to use ethanol or hydrous ethanol because there are few problems in terms of food hygiene.
【００１５】甘草または甘草水抽出残渣から上述した有
機溶媒で甘草油性抽出物を得るための条件は特に限定さ
れるものはないが、標準的な方法を示すと、抽出原料に
対し２〜１０倍量の有機溶媒を加えて撹拌しながら常温
で抽出する方法や加熱還流して抽出する方法がある。ま
た、これらの方法をそれぞれ単独で、または組み合わせ
て繰り返し操作すれば、抽出効率が向上し、より好まし
い。The conditions for obtaining the licorice oily extract from the licorice or licorice water extraction residue with the above-mentioned organic solvent are not particularly limited, but the standard method is 2 to 10 times as much as the extraction raw material. There are a method of adding an amount of an organic solvent and performing extraction at room temperature while stirring, and a method of heating and refluxing for extraction. Further, it is more preferable to repeat these methods individually or in combination to improve the extraction efficiency.
【００１６】得られた抽出液は、遠心分離や濾過により
不溶物を取り除いた後、甘草油性抽出物としてそのまま
使用することもできるし、さらに常法により濃縮して使
用することもできる。これらは目的とする生理的効果が
低下しない範囲で脱臭、脱色などの精製を適宜行っても
よい。この精製工程には、活性炭、合成吸着樹脂、イオ
ン交換樹脂などを用いることが一般的である。また、適
当な方法で抽出液を乾燥させれば、甘草油性抽出物とし
て黄褐色の抽出物粉末を得ることができる。The extract thus obtained can be used as a licorice oil extract as it is after removing insolubles by centrifugation or filtration, or can be further concentrated and used by a conventional method. These may be appropriately purified by deodorization, decolorization, etc. within a range in which the desired physiological effect is not deteriorated. In this purification step, it is common to use activated carbon, synthetic adsorption resin, ion exchange resin or the like. Further, if the extract is dried by an appropriate method, a tan extract powder can be obtained as a licorice oil extract.
【００１７】本発明においては、このようにして得られ
た液状抽出物がそのまま、あるいは液状抽出物を濃縮し
たもの、さらには抽出物の粉末あるいは固形の乾燥物が
甘草油性抽出物として適用される。In the present invention, the liquid extract thus obtained is used as it is, or the liquid extract is concentrated, and the powder or solid dry product of the extract is applied as the licorice oil extract. .
【００１８】本発明において、水系対象物に甘草油性抽
出物を可溶化する際の有効成分となるＨＬＢが１４以上
のポリグリセリンラウリン酸エステルについて以下に説
明する。まず、「ポリグリセリン」とはグリセリンの重
合物であり、その平均重合度が２以上であることを意味
する。ＨＬＢが１４以上のポリグリセリンラウリン酸エ
ステルであればその平均重合度に制限はないが、平均重
合度が８〜１２のものが好ましく、平均重合度が１０の
もの、即ち、デカグリセリンラウリン酸エステルがより
好ましい。In the present invention, the polyglycerin lauric acid ester having an HLB of 14 or more, which is an active ingredient for solubilizing the licorice oil extract in an aqueous substance, will be described below. First, the term "polyglycerin" means a polymer of glycerin and has an average degree of polymerization of 2 or more. There is no limitation on the average degree of polymerization of polyglycerin lauric acid ester having HLB of 14 or more, but the average degree of polymerization is preferably 8 to 12, and the average degree of polymerization is 10, that is, decaglycerin lauric acid ester. Is more preferable.
【００１９】また、ポリグリセリンラウリン酸エステル
とは前記ポリグリセリン分子中の水酸基にラウリン酸が
エステル結合した化合物であることを意味する。本発明
においてはポリグリセリンのラウリン酸による平均エス
テル化率が０．１〜４であるポリグリセリンラウリン酸
エステルが好ましく、０．５〜１．５であるポリグリセ
リンラウリン酸モノエステルがより好ましい。The polyglycerin lauric acid ester means a compound in which lauric acid is ester-bonded to the hydroxyl group in the polyglycerin molecule. In the present invention, a polyglycerin lauric acid ester having an average esterification rate of polyglycerin with lauric acid of 0.1 to 4 is preferred, and a polyglycerin lauric acid monoester of 0.5 to 1.5 is more preferred.
【００２０】なお、ＨＬＢは親水性−疎水性バランス
（Ｈｙｄｒｏｐｈｉｌｉｃ Ｌｉｐｏｐｈｉｌｉｃ Ｂ
ａｌａｎｃｅ）を意味し、界面活性剤が果たす効果の指
標値であることは周知の通りであり、グリセリンの重合
度とラウリン酸によるエステル化率に依存するものであ
る。HLB is a hydrophilic-hydrophobic balance (Hydrophilic Lipophilic B).
It is well known that it is an index value of the effect of the surfactant, and it depends on the degree of polymerization of glycerin and the esterification rate of lauric acid.
【００２１】水系対象物に甘草油性抽出物を可溶化する
に際してのポリグリセリンラウリン酸エステルの使用方
法としては、予め、甘草油性抽出物とポリグリセリンラ
ウリン酸エステルとを均一に混合し、甘草油性抽出物を
ポリグリセリンラウリン酸エステルに溶解せしめた組成
物、即ち、甘草油性抽出物可溶化組成物を調製し、この
組成物を水系対象物に添加する方法が好ましい。この組
成物を調製するための甘草油性抽出物とポリグリセリン
ラウリン酸エステルの混合方法は特に限定されないが、
例を挙げるとすれば微粉末状の甘草油性抽出物とポリグ
リセリンラウリン酸エステルとを攪拌機を用いて混合す
る方法、または甘草油性抽出物の乾燥物をエタノール、
アセトン、イソプロピルアルコールなどの揮発性有機溶
媒あるいは揮発性有機溶媒と水との混合溶媒に溶解させ
た後にポリグリセリンラウリン酸エステルと混合攪拌
し、減圧濃縮機などを用いて溶媒を留去する方法、また
は液状の甘草油性抽出物あるいはその濃縮物とポリグリ
セリンラウリン酸エステルとを混合攪拌した後に減圧濃
縮機などを用いて溶媒を留去する方法などがあり、これ
らの方法から適宜選択して行うことができる。The method of using the polyglycerin lauric acid ester for solubilizing the licorice oily extract in the water-based object is as follows. A method in which a composition in which the product is dissolved in polyglycerin lauric acid ester, that is, a licorice oil extract solubilizing composition is prepared and the composition is added to an aqueous object is preferable. The method for mixing the licorice oil extract and the polyglycerin lauric acid ester for preparing this composition is not particularly limited,
To give an example, a method of mixing finely powdered licorice oil extract and polyglycerin lauric acid ester using a stirrer, or dried licorice oil extract is ethanol,
Acetone, a method of distilling the solvent using a vacuum concentrator, etc. after mixing with a volatile organic solvent such as isopropyl alcohol or a mixed solvent of a volatile organic solvent and water and then mixing and stirring with polyglycerin lauric acid ester, Alternatively, there is a method in which a liquid licorice oil extract or a concentrate thereof and polyglycerin lauric acid ester are mixed and stirred, and then the solvent is distilled off by using a vacuum concentrator or the like. You can
【００２２】甘草油性抽出物とポリグリセリンラウリン
酸エステルとの混合比率は、甘草油性抽出物の内容成分
中に水難溶性物質が多い場合にはポリグリセリンラウリ
ン酸エステルの比率を多くし、水難溶性物質が少ない場
合にはポリグリセリンラウリン酸エステルの比率を少な
くすれば良く、甘草油性抽出物の性質に合せて適宜調整
すればよいが、一般的には甘草油性抽出物１重量部に対
してポリグリセリンラウリン酸エステルを２〜４０重量
部が好ましく、５〜２０重量部がより好ましい。ポリグ
リセリンラウリン酸エステルの混合比率は高ければ高い
ほど甘草油性抽出物の可溶化の点においては有利である
が、混合比率を高くしすぎると、添加した対象物がポリ
グリセリンラウリン酸エステルの特性に由来して苦味、
油臭やロウ臭などを有するようになり、対象物本来の味
覚や風味などに影響を与える恐れがあるので好ましくな
い。The mixing ratio of the licorice oil extract and the polyglycerin lauric acid ester is such that when the content component of the licorice oil extract contains many poorly water-soluble substances, the ratio of the polyglycerin lauric acid ester is increased to make the poorly water-soluble substance. When the amount of polyglycerin lauric acid ester is small, it may be adjusted appropriately according to the properties of the licorice oil extract, but generally, polyglycerin is added to 1 part by weight of the licorice oil extract. The lauric acid ester is preferably 2 to 40 parts by weight, more preferably 5 to 20 parts by weight. The higher the mixing ratio of polyglycerin lauric acid ester is, the more advantageous it is in terms of solubilizing the licorice oily extract, but if the mixing ratio is too high, the added target will have a characteristic of polyglycerin lauric acid ester. Originating bitterness,
It has an oily odor, a waxy odor, and the like, which may affect the original taste and flavor of the object, which is not preferable.
【００２３】このようにして調製した甘草油性抽出物可
溶化組成物は、水系対象物に対する溶解性が極めて高
く、任意の割合で対象物に添加することが可能である。
なお、甘草油性抽出物可溶化組成物の粘性が高く、その
取扱性に困難性を伴う場合は、水やエタノールなどのア
ルコールを添加して粘性を低くした組成物にしてもよい
し、使用時に組成物を水やエタノールなどのアルコール
で希釈して用いてもよい。また、甘草油性抽出物可溶化
組成物中において、甘草油性抽出物成分は可溶化状態で
存在するため、この組成物を対象物に添加した際には、
添加対象物の澄明性（本発明における澄明性とは濁りま
たは曇りがなく、澄んだ状態であることを意味する）に
与える影響が皆無に等しい。さらに、酸や食塩や糖質な
ど共存物質存在条件下においても添加対象物の澄明性に
与える影響が極めて少ないため、飲料、液状調味料、液
状化粧品、液状医薬部外品などの各種水系対象物に甘草
油性抽出物を添加対象物の性状に影響を与えることなく
含有させることができる。The licorice oil extract solubilized composition thus prepared has a very high solubility in the water-based target and can be added to the target in an arbitrary ratio.
If the licorice oil extract solubilized composition has a high viscosity and is difficult to handle, it may be added with an alcohol such as water or ethanol to reduce the viscosity. The composition may be diluted with water or an alcohol such as ethanol before use. Further, in the licorice oil extract solubilized composition, since the licorice oil extract component is present in a solubilized state, when this composition is added to the target,
There is almost no effect on the clarity of the addition target (clarity in the present invention means that there is no turbidity or cloudiness and is in a clear state). Further, even under the presence of coexisting substances such as acid, salt and sugar, it has very little effect on the clarity of the addition target, so various water-based targets such as beverages, liquid seasonings, liquid cosmetics, liquid quasi-drugs, etc. In addition, the licorice oil extract can be contained without affecting the properties of the addition target.
【００２４】本発明を適用しうる液状食品としては、例
えば、飲料としては玉露、抹茶、煎茶、釜入り茶、番茶
などの茶類、ウーロン茶、包種茶、白茶などの半発酵茶
類、中国紅茶、イギリス紅茶などの発酵茶類、黒茶、プ
ーアル茶などの微生物発酵茶類、ほうじ茶、玄米茶、着
香茶などの加工茶類、麦茶などの穀物茶、混合茶、健康
茶、薬草茶、またはこれらの飲料、コーヒー、コーヒー
飲料、ココア、天然果汁、天然果汁飲料、果汁入り清涼
飲料、果肉飲料、果粒入り果実飲料、トマトジュース、
野菜ジュースなどの野菜系飲料、牛乳、加工乳、乳飲
料、乳酸菌飲料、豆乳、豆乳飲料、スポーツ飲料、炭酸
飲料、栄養飲料、アルコール飲料などがある。また、液
状調味料としては、鰹だし、昆布だし、中華だし、コン
ソメなどの風味調味料、マヨネーズ、タルタルソース、
ケチャップ、ウスターソース、お好み焼きソース、焼き
そばソース、ステーキソース、ハンバーグソース、スパ
ゲティソースドミグラスソース、グラタンソース、ホワ
イトソース、カレーソースなどのソース類、中華料理用
調理ミックス、炊き込み御飯用調理ミックス、雑炊用調
理ミックスなどの調理ミックス類、焼肉のたれ、すき焼
きのたれ、焼き鳥のたれ、うなぎ蒲焼のたれ、餃子のた
れなどのたれ類、麺つゆ、ラーメンスープ、なべつゆ、
天つゆ、すき焼きのつゆ、おでんのつゆなどのつゆ類、
浅漬けの素、キムチの素などの漬物用調味液、醤油、だ
しいり醤油、ポン酢などの調味液などがある。Liquid foods to which the present invention can be applied include, for example, beverages such as gyokuro, matcha tea, sencha, tea in a kettle, and tea, semi-fermented teas such as oolong tea, mash tea, and white tea, China. Fermented teas such as black tea and British black tea, black tea, microbial fermented tea such as puer tea, processed teas such as roasted tea, brown rice tea and flavored tea, grain tea such as barley tea, mixed tea, health tea, herbal tea Or these beverages, coffee, coffee beverages, cocoa, natural fruit juice, natural fruit juice beverages, soft drinks containing fruit juice, pulp drinks, fruit drinks containing fruit grains, tomato juice,
There are vegetable drinks such as vegetable juice, milk, processed milk, milk drink, lactic acid bacteria drink, soy milk, soy milk drink, sports drink, carbonated drink, nutritional drink and alcoholic drink. In addition, as liquid seasonings, flavor seasonings such as bonito stock, kelp stock, Chinese stock, consomme, mayonnaise, tartar sauce,
Sauces such as ketchup, Worcestershire sauce, okonomiyaki sauce, yakisoba sauce, steak sauce, hamburger sauce, spaghetti sauce domiglas sauce, gratin sauce, white sauce, curry sauce, Chinese food cooking mix, cooked rice cooking mix, miscellaneous cooking mix Cooking mixes such as, yakiniku sauce, sukiyaki sauce, yakitori sauce, eel kabayaki sauce, gyoza sauce, noodle sauce, ramen soup, nabetsu sauce,
Tempura sauce, sukiyaki sauce, oden sauce, etc.
There are seasoning solutions for pickles such as lightly pickled vegetables and kimchi, soy sauce, soy sauce, ponzu and other seasoning solutions.
【００２５】また、本発明を適用しうる液状化粧品とし
ては、例えば、洗顔クリーム、洗顔フォーム、化粧水、
美容液、パック、マッサージクリーム、乳液、モイスチ
ャークリームなどの基礎化粧品、液体洗浄料、サンスク
リーンクリームなどのボディ化粧品、シャンプー、リン
ス、ヘアトリートメントなどの頭髪用化粧品、ヘアトニ
ック、スキャルプトリートメントなどの頭皮用化粧品、
香水、オーデコロンなどの芳香化粧品などがある。The liquid cosmetics to which the present invention can be applied include, for example, facial cleansing cream, facial cleansing foam, lotion,
Basic cosmetics such as beauty essences, packs, massage creams, milky lotions, and moisturizing creams, liquid detergents, body cosmetics such as sunscreen creams, hair cosmetics such as shampoos, conditioners and hair treatments, scalp such as hair tonics and scalp treatments. Cosmetics,
Perfumes, fragrance cosmetics such as cologne, etc.
【００２６】また、本発明を適用しうる液状医薬部外品
としては、外皮消毒剤、傷消毒保護剤、軟膏剤、ビタミ
ン含有保健剤、入浴剤、育毛剤、養毛剤、薬用化粧品、
薬用歯磨き、洗口剤、口中清涼剤、制汗スプレーなどが
ある。Liquid quasi drugs to which the present invention can be applied include skin disinfectants, wound disinfectant protectants, ointments, vitamin-containing health agents, bath agents, hair restorers, hair nourishing agents, and cosmeceuticals.
Medicated toothpaste, mouthwash, mouthwash, antiperspirant spray, etc.
【００２７】[0027]
【実施例】以下、実施例を示して本発明を説明するが、
かかる説明によって本発明が何ら限定されるものでな
い。The present invention will be described below with reference to examples.
The present invention is not limited to the above description.
【００２８】実施例１：
（１） 甘草（Ｇｌｙｃｙｒｒｈｉｚａ ｇｌａｂｒａ
Ｌ．）の根茎を粉砕し、チップ状にした。この甘草チ
ップ１．０ｋｇを１０Ｌのエタノールで一晩抽出した後
固液分離し、抽出濾液約８．５Ｌを得た。得られた抽出
濾液を減圧濃縮し、析出したタール状成分を固液分離に
より除去した。得られた上清に活性炭を加えて脱色、お
よび脱臭し、これを濾過した。得られた濾液を減圧濃縮
し、エタノール濃度７０％になるように調整して甘草油
性エキス約１．０Ｌを得た。この甘草油性抽出エキスの
固形分（甘草油性抽出物）濃度は２．０％であった。Example 1: (1) Licorice ( Glycyrrhiza glabra )
L. ) Was crushed into chips. 1.0 kg of this licorice chip was extracted overnight with 10 L of ethanol and then solid-liquid separated to obtain about 8.5 L of extraction filtrate. The obtained extraction filtrate was concentrated under reduced pressure, and the precipitated tar-like component was removed by solid-liquid separation. Activated carbon was added to the obtained supernatant for decolorization and deodorization, and this was filtered. The obtained filtrate was concentrated under reduced pressure and adjusted to an ethanol concentration of 70% to obtain about 1.0 L of licorice oil extract. The solid content (licorice oil extract) of this licorice oil extract was 2.0%.
【００２９】（２）（１）で得られた甘草油性エキスを
固形分として１０重量部相当になるエキス量に、表１に
示す各種のポリグリセリン脂肪酸エステル、またはショ
糖脂肪酸エステル９０重量部を加えて６０℃に加温して
撹拌し、両者を均一に混和させた。この混合液を減圧濃
縮し、エキス中に含まれていた水、およびエタノールを
留去することにより、１０％の甘草油性抽出物を含有す
る均一な甘草油性抽出物可溶化組成物１〜１９を得た。(2) 90 parts by weight of various polyglycerin fatty acid esters or sucrose fatty acid esters shown in Table 1 are added to the amount of the licorice oil extract obtained in (1) as a solid content corresponding to 10 parts by weight. In addition, the mixture was heated to 60 ° C. and stirred to uniformly mix them. This mixed solution was concentrated under reduced pressure, and water and ethanol contained in the extract were distilled off to obtain uniform licorice oil extract solubilizing compositions 1 to 19 containing 10% licorice oil extract. Obtained.
【００３０】[0030]
【表１】 [Table 1]
【００３１】実施例２：実施例１で調製した甘草油性抽
出物可溶化組成物１〜１９を純水、ｐＨ３．５の０．１
Ｍクエン酸緩衝液、および５％食塩水中に甘草油性抽出
物成分の濃度が０．１％となるようにそれぞれ添加し、
混合した。得られた混合液を９０℃まで加温し、達温か
ら１０分間温度を維持した後に冷却した。この溶液を室
温で４日間静置し、甘草油性抽出物の溶解状態を分光光
度計によりＯＤ６６０ｎｍにおける透過率を測定するこ
とで調べた。その結果を表２に示す。なお、溶解分散性
が著しく悪く、均一な溶液となっていないものについて
は、目視により判断して表１において「分離」として示
した。その結果、純水へ添加した場合ではいくつかの組
成物で澄明感の高い溶液が得られたが、ｐＨ３．５の
０．１Ｍクエン酸緩衝液と５％食塩水においてはほとん
どの組成物で成分の分離が観察され、結果として甘草油
性抽出物を酸性溶液と食塩溶液に可溶化することはもと
より、分散させることもできなかった。一方、この中で
ＨＬＢが１４以上のポリグリセリンラウリン酸エステル
を配合した組成物１３〜１５のみがいずれの対象液に添
加した場合でも際立って高い澄明性をもった溶液とな
り、目視的にも不溶物の存在がないことが確認された。
また、ＨＬＢが１３．５のポリグリセリンラウリン酸エ
ステルを配合した組成物１６は純水に対してのみ高い溶
解澄明性が確認された。なお、組成物１３〜１７で配合
したポリグリセリンラウリン酸エステルのグリセリン平
均重合度と平均エステル化率を表３に示す。Example 2: The licorice oil extract solubilizing compositions 1 to 19 prepared in Example 1 were added to pure water at pH 3.5 of 0.1.
M citrate buffer and 5% saline were added so that the concentration of the licorice oil extract component was 0.1%,
Mixed. The obtained mixed liquid was heated to 90 ° C., maintained at the temperature for 10 minutes from the reached temperature, and then cooled. This solution was allowed to stand at room temperature for 4 days, and the dissolved state of the licorice oil extract was examined by measuring the transmittance at OD660 nm with a spectrophotometer. The results are shown in Table 2. In addition, when the dissolution and dispersibility was extremely poor and a uniform solution was not obtained, it was visually judged and shown as "separation" in Table 1. As a result, a solution with high clarity was obtained with some compositions when added to pure water, but with most compositions in 0.1 M citrate buffer solution of pH 3.5 and 5% saline solution. Separation of the components was observed, and as a result the licorice oil extract could not be solubilized in acidic and saline solutions, nor could it be dispersed. On the other hand, among them, only the compositions 13 to 15 in which the polyglycerin lauric acid ester having an HLB of 14 or more was added to any of the target liquids, the solution had a remarkably high clarity and was visually insoluble. It was confirmed that there was no object.
Further, it was confirmed that the composition 16 containing the polyglycerin lauric acid ester having an HLB of 13.5 had a high solubility and clarity only in pure water. Table 3 shows the average degree of polymerization of glycerin and the average degree of esterification of the polyglycerin lauric acid ester blended with the compositions 13 to 17.
【００３２】[0032]
【表２】 [Table 2]
【００３３】[0033]
【表３】 [Table 3]
【００３４】実施例３：
（１） 甘草（Ｇｌｙｃｙｒｒｈｉｚａ ｇｌａｂｒａ
Ｌ．）の根茎を粉砕し、チップ状にした。この甘草チ
ップ１．０ｋｇを１０Ｌのエタノールで一晩抽出した後
固液分離し、抽出濾液８．５Ｌを得た。得られた抽出濾
液を減圧濃縮し、析出したタール状成分を固液分離によ
り除去した。得られた上清に活性炭を加えて脱色、およ
び脱臭し、これを濾過した。得られた濾液を減圧濃縮
し、凍結乾燥させて固形物１９．７ｇを得た。得られた
固形物を細かく粉砕し、粉末状の甘草油性抽出物を得
た。Example 3: (1) Licorice ( Glycyrrhiza glabra )
L. ) Was crushed into chips. 1.0 L of this licorice chip was extracted overnight with 10 L of ethanol and then solid-liquid separated to obtain 8.5 L of an extraction filtrate. The obtained extraction filtrate was concentrated under reduced pressure, and the precipitated tar-like component was removed by solid-liquid separation. Activated carbon was added to the obtained supernatant for decolorization and deodorization, and this was filtered. The obtained filtrate was concentrated under reduced pressure and freeze-dried to obtain 19.7 g of a solid product. The obtained solid matter was finely pulverized to obtain a powdery licorice oil extract.
【００３５】（２）（１）で得られた甘草油性抽出物粉
末５ｇに、ＨＬＢ１６のポリグリセリンラウリン酸エス
テル４５ｇを加え、７０℃に加温しながらホモジナイザ
ーで混合、均質化することにより、１０％の甘草油性抽
出物を含有する粘性液体の甘草油性抽出物可溶化組成物
２０を得た。(2) To 5 g of the licorice oil extract powder obtained in (1), 45 g of polyglycerin laurate ester of HLB16 was added, and the mixture was homogenized by heating with a homogenizer while heating at 70 ° C. to obtain 10 A viscous liquid licorice oil extract solubilizing composition 20 containing 10% licorice oil extract was obtained.
【００３６】実施例４：実施例３の（１）で得られた甘
草油性抽出物粉末４ｇに、７０％エタノール水溶液６ｇ
を加えて溶解させた。さらにこの溶液にＨＬＢ１６のポ
リグリセリンラウリン酸エステル４０ｇを加え、７０℃
に加温しながらホモジナイザーで混合、均質化すること
により、８％の甘草油性抽出物を含有する粘性液体の甘
草油性抽出物可溶化組成物２１を得た。Example 4: 6 g of 70% aqueous ethanol solution was added to 4 g of the powder of licorice oil extract obtained in (1) of Example 3.
Was added and dissolved. Furthermore, 40 g of polyglycerin lauric acid ester of HLB16 was added to this solution,
A licorice oil extract solubilizing composition 21 of a viscous liquid containing 8% licorice oil extract was obtained by mixing and homogenizing with a homogenizer while heating.
【００３７】実施例５：実施例３で調製した甘草油性抽
出物可溶化組成物２０および実施例４で調製した甘草油
性抽出物可溶化組成物２１を純水、ｐＨ３．５の０．１
Ｍクエン酸緩衝液、および５％食塩水中に甘草油性抽出
物成分の濃度が０．１％となるようにそれぞれ添加し、
混合した。この混合液を９０℃まで加温し、達温から１
０分間温度を維持した後に冷却した。この溶液を室温で
４日間静置し、甘草油性抽出物の溶解状態を分光光度計
によりＯＤ６６０ｎｍにおける透過率を測定することで
調べた。その結果を表４に示す。その結果、表４より明
らかなように、甘草油性抽出物可溶化組成物２０および
甘草油性抽出物可溶化組成物２１は、いずれの対象液に
添加した場合でも際立って高い澄明性をもった溶液とな
り、目視的にも不溶物の存在がないことが確認された。
また、甘草油性抽出物可溶化組成物２１については甘草
油性抽出物可溶化組成物１３および甘草油性抽出物可溶
化組成物２０に比べ、各対象液に対して添加した際に、
均一な溶液となるまでの時間が短く、取り扱いやすい組
成物であった。この効果は、組成物の中に含まれている
含水エタノールに由来するものである。Example 5: The licorice oil extract solubilizing composition 20 prepared in Example 3 and the licorice oil extract solubilizing composition 21 prepared in Example 4 were purified water, pH 3.5 0.1.
M citrate buffer and 5% saline were added so that the concentration of the licorice oil extract component was 0.1%,
Mixed. This mixture is heated to 90 ° C, and the temperature reaches 1
The temperature was maintained for 0 minutes and then cooled. This solution was allowed to stand at room temperature for 4 days, and the dissolved state of the licorice oil extract was examined by measuring the transmittance at OD660 nm with a spectrophotometer. The results are shown in Table 4. As a result, as is clear from Table 4, the licorice oil extract solubilizing composition 20 and the licorice oil extract solubilizing composition 21 are solutions having remarkably high clarity even when added to any target liquid. It was confirmed visually that there was no insoluble matter.
In addition, the licorice oil extract solubilizing composition 21 is different from the licorice oil extract solubilizing composition 13 and the licorice oil extract solubilizing composition 20 when added to each target liquid,
The composition was easy to handle because the time required to form a uniform solution was short. This effect is derived from the hydrous ethanol contained in the composition.
【００３８】[0038]
【表４】 [Table 4]
【００３９】実施例６：実施例１の（２）で調製した甘
草油性抽出物可溶化組成物１３の０．２５ｇに滅菌水を
加えて２５ｍＬとし、甘草油性抽出物濃度が１０００ｐ
ｐｍのサンプル溶液を調製した。このサンプル溶液１０
ｍＬに滅菌水１０ｍＬを加えて混合しサンプル濃度を１
／２とした。この操作を５回繰り返し、サンプルの希釈
系列を作製した。次に、滅菌したＭＵＥＬＬＥＲ−ＨＩ
ＮＴＯＮ液体培地（Ｍｅｒｃｋ社製）９．５ｍＬにサン
プル溶液０．５ｍＬを加えてよく混ぜ合わせた。このと
きの培地中の甘草油性抽出物濃度は５０、２５、１２．
５、６．２５、３．１２５、１．５６ｐｐｍとなる。ま
た、対照としてサンプル溶液の代わりに滅菌水０．５ｍ
Ｌを加えた培地も作製した。このように調製した液体培
地中に耐熱性芽胞細菌であるＢａｃｉｌｌｕｓ ｃｅｒ
ｅｕｓ（ＪＣＭ２１５２），Ｂ．ｃｏａｇｕｌａｎｓ
（ＩＡＭ１１１５），Ｂ．ｓｕｂｔｉｌｉｓ（ＩＡＭ
１２１１８），Ｂ．ｓｔｅａｒｏｔｈｅｒｍｏｐｈｉｌ
ｕｓ（ＩＦＯ １２５５０）の各々の培養液から調製し
た菌液（１×１０６ＣＦＵ／ｍＬ）の５０μＬを接種し
た。これらを３５℃で２日間培養後（Ｂ．ｓｔｅａｒｏ
ｔｈｅｒｍｏｐｈｉｌｕｓのみ５５℃で２日間培養）、
菌の生育の有無を目視観察し、最小発育阻止濃度（ＭＩ
Ｃ）を求めた。これらの結果を表５に示す。Example 6: Sweet prepared in (2) of Example 1
Sterile water was added to 0.25 g of the herbal oil extract solubilizing composition 13.
In addition, the licorice oil extract concentration is 1000 p
A pm sample solution was prepared. This sample solution 10
Add 10 mL of sterilized water to mL and mix to adjust the sample concentration to 1
/ 2. Repeat this operation 5 times to dilute the sample
A series was created. Next, sterilized MUELLER-HI
Sun in 9.5 mL of NTON liquid medium (Merck)
0.5 mL of the pull solution was added and mixed well. This and
The licorice oil extract concentration in the mushroom medium was 50, 25, 12.
It becomes 5, 6.25, 3.125, and 1.56 ppm. Well
As a control, 0.5m of sterilized water instead of the sample solution
A medium containing L was also prepared. Liquid culture prepared in this way
It is a thermostable spore bacterium in the groundBacillus cer
eus(JCM2152),B. coagulans
(IAM1115),B. subtilis(IAM
12118),B. stearothermophil
us(IFO 12550) prepared from each culture
Bacteria solution (1 x 106CFU / mL)
It was After culturing these at 35 ° C for 2 days (B. stearo
thermophilusOnly for 2 days at 55 ℃),
The growth inhibitory concentration (MI
C) was determined. The results are shown in Table 5.
【００４０】[0040]
【表５】 [Table 5]
【００４１】表５から明らかなように、甘草油性抽出物
可溶化組成物１３は非常に低濃度で耐熱性芽胞細菌に対
して発育阻止作用を示し、優れた抗菌剤であることが示
された。As is clear from Table 5, the licorice oil extract solubilizing composition 13 showed a growth inhibitory action against thermostable spore bacteria at a very low concentration and was shown to be an excellent antibacterial agent. .
【００４２】実施例７：実施例１の（２）で調製した甘
草油性抽出物可溶化組成物１３の０．２５ｇに滅菌水を
加えて２５ｍＬとし、甘草油性抽出物濃度が１０００ｐ
ｐｍのサンプル溶液を調製した。このサンプル溶液１０
ｍＬに滅菌水１０ｍＬを加えて混合しサンプル濃度を１
／２とした。この操作を５回繰り返し、サンプルの希釈
系列を作製した。次に、滅菌したＹＳＧ液体培地（栄養
成分として酵母エキス、スターチ、グルコースを含む）
９．５ｍＬにサンプル溶液０．５ｍＬを加えてよく混ぜ
合わせた。このときの培地中の甘草油性抽出物濃度は５
０、２５、１２．５、６．２５、３．１２５、１．５６
ｐｐｍとなる。また、対照としてサンプル溶液の代わり
に滅菌水０．５ｍＬを加えた培地も作製した。このよう
に調製した液体培地中に耐熱性好酸性菌であるＡｌｉｃ
ｙｃｌｏｂａｃｉｌｌｕｓ ａｃｉｄｏｃａｌｄａｒｉ
ｕｓ（ＡＴＣＣ ２７００９），Ａ．ａｃｉｄｏｔｅｒ
ｒｅｓｔｒｉｓ（ＡＴＣＣ ４９０２５），Ａ．ｃｙｃ
ｌｏｈｅｐｔａｎｉｃｕｓ（ＤＳＭ４００６）の各々の
培養液から調製した菌液（１×１０６ＣＦＵ／ｍＬ）の
５０μｌを接種した。これらを５０℃で５日間培養後
（Ａｌｉｃｙｃｌｏｂａｃｉｌｌｕｓ ａｃｉｄｏｃａ
ｌｄａｒｉｕｓのみ５５℃で２日間培養）、菌の生育の
有無を目視観察し、最小発育阻止濃度（ＭＩＣ）を求め
た。これらの結果を表６に示す。Example 7: Sterilized water was added to 0.25 g of the licorice oil extract solubilizing composition 13 prepared in (2) of Example 1 to make 25 mL, and the licorice oil extract concentration was 1000 p.
A pm sample solution was prepared. This sample solution 10
Add 10 mL of sterilized water to mL and mix to adjust the sample concentration to 1
/ 2. This operation was repeated 5 times to prepare a dilution series of samples. Next, sterilized YSG liquid medium (including yeast extract, starch and glucose as nutrient components)
0.5 mL of the sample solution was added to 9.5 mL and mixed well. At this time, the concentration of the licorice oil extract in the medium was 5
0, 25, 12.5, 6.25, 3.125, 1.56
It becomes ppm. As a control, a medium was also prepared in which 0.5 mL of sterilized water was added instead of the sample solution. In the liquid medium prepared in this way, the heat-resistant acidophilic bacterium Alic
yclobacillus acidocaldari
us (ATCC 27090), A. acidoter
restris (ATCC 49025), A. et al . cyc
50 μl of a bacterial solution (1 × 10 6 CFU / mL) prepared from each culture solution of Loheptanicus (DSM4006) was inoculated. After culturing these at 50 ° C. for 5 days ( Alicyclobacillus acidoca
Only ldarius was cultured at 55 ° C. for 2 days), and the presence or absence of growth of the bacteria was visually observed to determine the minimum inhibitory concentration (MIC). The results are shown in Table 6.
【００４３】[0043]
【表６】 [Table 6]
【００４４】表６から明らかなように、甘草油性抽出物
可溶化組成物１３は非常に低濃度で耐熱性好酸性菌に対
して発育阻止作用を示し、優れた抗菌剤であることが示
された。As is clear from Table 6, the licorice oil extract solubilizing composition 13 showed a growth inhibitory action against thermostable acidophilic bacteria at a very low concentration, and was shown to be an excellent antibacterial agent. It was
【００４５】実施例８：実施例１の（２）で調製した甘
草油性抽出物可溶化組成物１３の０．３７５ｇに滅菌水
を加えて２５ｍＬとし、甘草油性抽出物濃度が１５００
ｐｐｍのサンプル溶液を調製した。このサンプル溶液１
０ｍＬに滅菌水１０ｍＬを加えて混合しサンプル濃度を
１／２とした。この操作を５回繰り返し、サンプルの希
釈系列を作製した。これらサンプル溶液の１ｍＬをシャ
ーレに分注し、滅菌後に約５０℃まで放冷したポテトデ
キストロース寒天培地（Ｍｅｒｃｋ社製）１９ｍＬを加
えたのち、スプレッターで撹拌した。このときの培地中
の甘草油性抽出物濃度は７５、３７．５、１８．８、
９．４、４．６９、２．３４ｐｐｍとなる。これを冷却
して平板とした後、クリーンベンチ内で３０分間乾燥さ
せた。また、対照としてサンプル溶液の代わりに滅菌水
を加えた培地も作製した。このように作製した寒天平板
培地の中央部に薬剤耐性かびであるＣｈａｅｔｏｎｉｕ
ｍ ｆｕｎｉｃｏｌａあるいはＡｒｔｈｒｉｎｉｕｍ
ｓａｃｃｈａｒｉの胞子液（１×１０５ＣＦＵ／ｍＬ）
の５μＬを接種した。これらを室温で１時間放置した
後、２５℃で３日間培養した。培養後、菌の生育の有無
を目視観察し、最小発育阻止濃度（ＭＩＣ）を求めた。
これらの結果を表７に示す。Example 8: 0.375 g of the licorice oil extract solubilizing composition 13 prepared in (2) of Example 1 was added with sterile water to make 25 mL, and the licorice oil extract concentration was 1500.
A ppm sample solution was prepared. This sample solution 1
Sterile water (10 mL) was added to 0 mL and mixed to reduce the sample concentration to 1/2. This operation was repeated 5 times to prepare a dilution series of samples. 1 mL of each of these sample solutions was dispensed in a petri dish, and 19 mL of potato dextrose agar medium (manufactured by Merck) that had been sterilized and allowed to cool to about 50 ° C. was added, followed by stirring with a spreader. The licorice oil extract concentration in the medium at this time was 75, 37.5, 18.8,
It becomes 9.4, 4.69, 2.34 ppm. After cooling this to a flat plate, it was dried in a clean bench for 30 minutes. As a control, a medium was also prepared in which sterile water was added instead of the sample solution. In the center of the agar plate medium thus prepared, a drug-resistant fungus Chaetoniu
m funicola or Arthrinium
Sacchari spore fluid (1 x 10 5 CFU / mL)
5 μL of this was inoculated. These were left at room temperature for 1 hour and then cultured at 25 ° C. for 3 days. After culturing, the presence or absence of growth of the bacteria was visually observed to determine the minimum inhibitory concentration (MIC).
The results are shown in Table 7.
【００４６】[0046]
【表７】 [Table 7]
【００４７】表７から明らかなように、甘草油性抽出物
可溶化組成物１３は非常に低濃度で薬剤耐性かびに対し
て発育阻止作用を示し、優れた抗かび剤であることが示
された。As is clear from Table 7, the licorice oil extract solubilizing composition 13 showed a growth inhibitory action against drug-resistant fungi at a very low concentration and was shown to be an excellent antifungal agent. .
【００４８】以下、本発明の甘草油性抽出物可溶化組成
物を添加した各種の水系対象物の製造実施例を示す。い
ずれの場合においても対象物本来の性状に影響を及ぼさ
ずに甘草油性抽出物可溶化組成物を添加することがで
き、また、甘草油性抽出物の特性に由来した抗菌効果を
期待することができた。The production examples of various water-based substances to which the licorice oil extract solubilizing composition of the present invention is added are shown below. In any case, the licorice oil extract solubilizing composition can be added without affecting the original properties of the object, and the antibacterial effect derived from the characteristics of the licorice oil extract can be expected. It was
【００４９】製造実施例１：麦茶原料大麦４０ｇを９０
℃のイオン交換水８００ｇで３０分間抽出し、続いて濾
紙（Ｎｏ．２、アドバンテック社製）で濾過することに
より原料を除去して、７２０ｇの麦茶抽出液（ｐＨ４．
９，Ｂｒｉｘ０．６°）を得た。当該麦茶抽出液を３０
℃以下まで冷却し、飲用濃度(Ｂｒｉｘ０．４°)となる
ようにイオン交換水で希釈し、Ｌ−アスコルビン酸ナト
リウムと実施例１の（２）で調製した甘草油性抽出物可
溶化組成物１３を最終濃度がそれぞれ３００ｐｐｍおよ
び３００ｐｐｍ（甘草油性抽出物濃度として３０ｐｐ
ｍ）となるように添加した。これに炭酸水素ナトリウム
を溶解してｐＨ６．０に調整した麦茶調合液を得た。こ
れを容器に充填し、レトルト殺菌処理（１２３℃、２０
分間）を行って麦茶飲料を得た。Production Example 1: 90 g of barley 40 g barley raw material
Extraction was performed with 800 g of ion-exchanged water at 30 ° C. for 30 minutes, followed by filtering with a filter paper (No. 2, manufactured by Advantech) to remove the raw material, and 720 g of barley tea extract (pH 4.
9, Brix 0.6 °) was obtained. 30 of the barley tea extract
The composition was solubilized with the L-sodium ascorbate and the licorice oil extract solubilized composition 13 prepared in (2) of Example 1 by cooling to below ℃, diluting with ion-exchanged water so as to have a drinking concentration (Brix 0.4 °). Final concentration of 300ppm and 300ppm respectively (as licorice oil extract concentration 30pp
m). Sodium hydrogen carbonate was dissolved in this to obtain a barley tea preparation liquid adjusted to pH 6.0. This is filled in a container and sterilized by retort (123 ° C, 20
Minutes) to obtain a barley tea beverage.
【００５０】製造実施例２：紅茶３０ｇを７０℃のイオ
ン交換水９００ｇで５分間抽出し、続いて濾紙（Ｎｏ．
２、アドバンテック社製）で濾過することにより茶葉を
除去して、７８０ｇの紅茶抽出液（ｐＨ５．５，Ｂｒｉ
ｘ１．１°、タンニン濃度３００ｍｇ／１００ｍＬ）を
得た。当該紅茶抽出液を３０℃以下まで冷却し、飲用濃
度（タンニン濃度６０ｍｇ／１００ｍＬ）となるように
イオン交換水で希釈し、Ｌ−アスコルビン酸と実施例１
の（２）で調製した甘草油性抽出物可溶化組成物１３を
最終濃度がそれぞれ２００ｐｐｍおよび１５０ｐｐｍ
（甘草油性抽出物濃度として１５ｐｐｍ）となるように
添加した。これに炭酸水素ナトリウムを溶解してｐＨ
６．０の紅茶調合液を得た。これを容器に充填し、レト
ルト殺菌処理（１２１℃、７分間）を行って紅茶飲料を
得た。Production Example 2: 30 g of black tea was extracted with 900 g of ion-exchanged water at 70 ° C. for 5 minutes, followed by filter paper (No.
2. The tea leaves were removed by filtering with Advantech Co., Ltd., and 780 g of black tea extract (pH 5.5, Bri
x1.1 °, tannin concentration 300 mg / 100 mL) was obtained. The black tea extract was cooled to 30 ° C. or lower, diluted with ion-exchanged water to a drinking concentration (tannin concentration 60 mg / 100 mL), and L-ascorbic acid and Example 1 were used.
The licorice oil extract solubilizing composition 13 prepared in (2) above is added to a final concentration of 200 ppm and 150 ppm, respectively.
(15 ppm as the licorice oil extract concentration) was added. Sodium bicarbonate is dissolved in this and pH
A black tea preparation liquid of 6.0 was obtained. This was filled in a container and subjected to retort sterilization treatment (121 ° C, 7 minutes) to obtain a tea beverage.
【００５１】製造実施例３：ウーロン茶６５％、紅茶２
０％、ジャスミン５％、陳皮４％、ハイビスカス４％お
よびバナバ２％を配合した原料を用いて、混合茶を試作
した。混合茶３０ｇを９０℃のイオン交換水９００ｇで
１０分間抽出し、続いて濾紙（ＮＯ．２、アドバンテッ
ク社製）で濾過することにより、茶葉を除去して８２０
ｇの混合茶抽出液（ｐＨ ４．５、Ｂｒｉｘ０．９°、
タンニン濃度 １５０ｍｇ／１００ｍＬ）を得た。当該
混合茶抽出液を３０℃以下まで冷却し、飲用濃度（Ｂｒ
ｉｘ０．２°）となるようにイオン交換水で希釈した。
Ｌ−アスコルビン酸と実施例３で調製した甘草油性抽出
物可溶化組成物２０を最終濃度がそれぞれ２００ｐｐｍ
および２５０ｐｐｍ（甘草油性抽出物濃度として２０ｐ
ｐｍ）となるように添加し、これに炭酸水素ナトリウム
を溶解して、ｐＨ６．０の混合茶調合液を得た。これを
容器に充填し、レトルト滅菌処理（１２１℃、１５分
間）を行って混合茶飲料を得た。Production Example 3: Oolong Tea 65%, Black Tea 2
A mixed tea was trial-produced using a raw material containing 0%, jasmine 5%, Chen skin 4%, hibiscus 4% and banaba 2%. 30 g of mixed tea was extracted with 900 g of ion-exchanged water at 90 ° C. for 10 minutes, and then filtered through a filter paper (NO.2, manufactured by Advantech) to remove tea leaves to obtain 820
g mixed tea extract (pH 4.5, Brix 0.9 °,
A tannin concentration of 150 mg / 100 mL) was obtained. The mixed tea extract is cooled to 30 ° C. or lower, and then the drinking concentration (Br
It was diluted with ion-exchanged water so as to be ix 0.2 °).
The final concentration of L-ascorbic acid and the licorice oil extract solubilizing composition 20 prepared in Example 3 were each 200 ppm.
And 250ppm (20p as licorice oil extract concentration
pm), and sodium hydrogencarbonate was dissolved therein to obtain a mixed tea preparation liquid having a pH of 6.0. This was filled in a container and subjected to retort sterilization treatment (121 ° C, 15 minutes) to obtain a mixed tea beverage.
【００５２】製造実施例４：コーヒー抽出液（商品名：
コーヒーエキスＭ−０−２０、Ｂｒｉｘ２０、高砂珈琲
社製）、牛乳、砂糖、乳化剤（商品名：サンソフトスー
パーＶ−１０３ 、太陽化学社製）、実施例１の（２）
で調製した甘草油性抽出物可溶化組成物１３およびイオ
ン交換水の各原料を４．６５：１０：５：０．２：０．
０１５：８０の配合割合で混合し、１５ｐｐｍの甘草油
性抽出物を含有する混合液を得た。これに適量の炭酸水
素ナトリウムを加えて、ｐＨ６．８のコーヒー飲料を得
た。この調合液を６０℃まで加熱しながら、よく攪拌し
た。この後、ホモジナイザーにより均質化（均質圧２０
０ｋｇ／ｃｍ２）を行った。これを容器に充填し、レト
ルト滅菌処理（１２１℃、２０分間）を行ってミルクコ
ーヒーを得た。Production Example 4: Coffee extract (trade name:
Coffee extract M-0-20, Brix 20, Takasago Coffee Co., Ltd.), milk, sugar, emulsifier (trade name: Sunsoft Super V-103, Taiyo Kagaku Co., Ltd.), (2) of Example 1.
The licorice oil extract solubilizing composition 13 and the respective raw materials of ion-exchanged water prepared in 4.
The mixture was mixed at a blending ratio of 015: 80 to obtain a mixed solution containing 15 ppm of the licorice oil extract. An appropriate amount of sodium hydrogen carbonate was added to this to obtain a coffee beverage having a pH of 6.8. The prepared solution was stirred well while being heated to 60 ° C. After this, homogenize with a homogenizer (homogeneous pressure 20
0 kg / cm 2 ) was performed. This was filled in a container and subjected to retort sterilization treatment (121 ° C, 20 minutes) to obtain milk coffee.
【００５３】製造実施例５：緑茶３０ｇを７０℃のイオ
ン交換水９００ｇで５分間抽出し、続いて濾紙（Ｎｏ．
２、アドバンテック社製）で濾過することにより茶葉を
除去して、８００ｇの緑茶抽出液（ｐＨ６．０、Ｂｒｉ
ｘ１．１°、タンニン濃度に７０ｍｇ／１００ｍＬ）を
得た。当該緑茶抽出液を３０℃以下まで冷却し、飲用濃
度（タンニン濃度６０ｍｇ／１００ｍＬ）となるように
イオン交換水で希釈し、Ｌ−アスコルビン酸と実施例１
の（２）で調製した甘草油性抽出物可溶化組成物１３を
最終濃度がそれぞれ２００ｐｐｍおよび１００ｐｐｍ
（甘草油性抽出物濃度として１０ｐｐｍ）となるように
添加した。これに炭酸水素ナトリウムを溶解してｐＨ
６．０の緑茶調合液を得た。これを容器に充填し、レト
ルト殺菌処理（１２１℃、７分間）を行って緑茶飲料を
得た。Production Example 5: 30 g of green tea was extracted with 900 g of ion-exchanged water at 70 ° C. for 5 minutes, followed by filter paper (No.
2, the tea leaves were removed by filtration with Advantech, and 800 g of green tea extract (pH 6.0, Bri
x1.1 °, tannin concentration 70 mg / 100 mL) was obtained. The green tea extract was cooled to 30 ° C. or lower, diluted with ion-exchanged water to a drinking concentration (tannin concentration 60 mg / 100 mL), and L-ascorbic acid and Example 1 were used.
The final concentration of the licorice oil extract solubilizing composition 13 prepared in (2) is 200 ppm and 100 ppm, respectively.
(The licorice oil extract concentration was 10 ppm). Sodium bicarbonate is dissolved in this and pH
A green tea preparation liquid of 6.0 was obtained. This was filled in a container and subjected to retort sterilization treatment (121 ° C, 7 minutes) to obtain a green tea beverage.
【００５４】製造実施例６：ウーロン茶３０ｇを９０℃
のイオン交換水９００ｇで５分間抽出し、続いて濾紙
（Ｎｏ．２、アドバンテック社製）で濾過することによ
り茶葉を除去して、８２０ｇのウーロン茶抽出液（ｐＨ
５．６、Ｂｒｉｘ０．９°、タンニン濃度２５０ｍｇ／
１００ｍＬ）を得た。当該ウーロン茶抽出液を３０℃以
下まで冷却し、飲用濃度（タンニン濃度５０ｍｇ／１０
０ｍＬ）となるようにイオン交換水で希釈し、Ｌ−アス
コルビン酸と実施例１の（２）で調製した甘草油性抽出
物可溶化組成物１３を最終濃度がそれぞれ２００ｐｐｍ
および１５０ｐｐｍ（甘草油性抽出物濃度として１５ｐ
ｐｍ）となるように添加した。これに炭酸水素ナトリウ
ムを溶解してｐＨ６．０のウーロン茶調合液を得た。こ
れを容器に充填し、レトルト殺菌処理（１２１℃、７分
間）を行ってウーロン茶飲料を得た。Production Example 6: 30 g of oolong tea at 90 ° C.
The tea leaves are removed by extracting with 900 g of ion-exchanged water for 5 minutes and then filtering with filter paper (No. 2, manufactured by Advantech) to obtain 820 g of oolong tea extract (pH
5.6, Brix 0.9 °, tannin concentration 250 mg /
100 mL) was obtained. The oolong tea extract is cooled to 30 ° C. or lower, and the drinking concentration (tannin concentration 50 mg / 10
The final concentration of the L-ascorbic acid and the licorice oil extract solubilizing composition 13 prepared in (2) of Example 1 was 200 ppm, respectively.
And 150ppm (15p as licorice oil extract concentration
pm). Sodium hydrogen carbonate was dissolved in this to obtain a oolong tea preparation liquid having a pH of 6.0. This was filled in a container and subjected to retort sterilization treatment (121 ° C, 7 minutes) to obtain an oolong tea beverage.
【００５５】製造実施例７：６倍濃縮オレンジ果汁８４
ｇ、加糖ブドウ糖液糖９．７ｇ、クエン酸０．０６ｇ、
Ｌ−アスコルビン酸０．０２２ｇ、適量の香料および実
施例１の（２）で調製した甘草油性抽出物可溶化組成物
１３を０．１ｇ調合し、これにイオン交換水を加えて全
量を１０００ｍＬとした。これを容器に充填し、６５℃
で１０分間加熱殺菌して甘草油性抽出物濃度として１０
ｐｐｍを含有するオレンジ５０％果汁飲料を得た。Production Example 7: 6 times concentrated orange juice 84
g, sweetened glucose syrup 9.7 g, citric acid 0.06 g,
0.022 g of L-ascorbic acid, an appropriate amount of fragrance, and 0.1 g of the licorice oil extract solubilizing composition 13 prepared in (2) of Example 1 were prepared, and ion-exchanged water was added thereto to make the total amount 1000 mL. did. Fill this in a container, 65 ℃
Sterilize by heating for 10 minutes at a licorice oil extract concentration of 10
An orange 50% fruit juice beverage containing ppm was obtained.
【００５６】製造実施例８：１／６濃縮オレンジ果汁１
６８ｇに適当量の香料および実施例１の（２）で調製し
た甘草油性抽出物可溶化組成物１３を０．１ｇ（甘草油
性抽出物濃度として１０ｐｐｍ）を調合し、これにイオ
ン交換水を加えて全量を１０００ｍＬとした。これを容
器に充填し、６５℃で１０分間加熱殺菌して甘草油性抽
出物濃度として１０ｐｐｍを含有するオレンジ１００％
果汁飲料を得た。Production Example 8: 1/6 concentrated orange juice 1
To 68 g, 0.1 g (10 ppm as licorice oil extract concentration) of an appropriate amount of fragrance and the licorice oil extract solubilizing composition 13 prepared in (2) of Example 1 was prepared, and ion-exchanged water was added thereto. The total amount was 1000 mL. This was filled in a container and sterilized by heating at 65 ° C for 10 minutes, and 100% orange containing 10 ppm as a licorice oil extract concentration
A fruit juice drink was obtained.
【００５７】製造実施例９：１／４濃縮モモ果汁１３１
ｇ、加糖ブドウ糖液糖９．７ｇ、クエン酸０．０６ｇ、
Ｌ−アスコルビン酸０．０２２ｇ、適量の香料および実
施例１の（２）で調製した甘草油性抽出物可溶化組成物
１３を０．１ｇ調合し、これにイオン交換水を加えて全
量を１０００ｍＬとした。これを容器に充填し、６５℃
で１０分間加熱殺菌して甘草油性抽出物濃度として１０
ｐｐｍを含有するモモ５０％果汁飲料を得た。Production Example 9: 1/4 Concentrated Peach Juice 131
g, sweetened glucose syrup 9.7 g, citric acid 0.06 g,
0.022 g of L-ascorbic acid, an appropriate amount of fragrance, and 0.1 g of the licorice oil extract solubilizing composition 13 prepared in (2) of Example 1 were prepared, and ion-exchanged water was added thereto to make the total amount 1000 mL. did. Fill this in a container, 65 ℃
Sterilize by heating for 10 minutes at a licorice oil extract concentration of 10
A peach 50% fruit juice beverage containing ppm was obtained.
【００５８】製造実施例１０：４号缶に牛肉１１０ｇ、
ジャガイモ（６切）６０ｇ、ニンジン（６切）５０ｇ、
ドミグラスソース２１５ｇを入れ、実施例４で調製した
甘草油性抽出物可溶化組成物２１の０．２１７５ｇを加
えてよく混ぜ合わせた。これを１１５℃で９０分間レト
ルト殺菌し、甘草油性抽出物濃度として４０ｐｐｍを含
有するビーフシチューを得た。Production Example 10: 110 g of beef in a No. 4 can,
60 g of potatoes (6 pieces), 50 g of carrots (6 pieces),
215 g of domiglas sauce was added, and 0.2175 g of the licorice oil extract solubilizing composition 21 prepared in Example 4 was added and mixed well. This was subjected to retort sterilization at 115 ° C. for 90 minutes to obtain a beef stew containing 40 ppm as a licorice oil extract concentration.
【００５９】製造実施例１１：しょうゆ７０ｍＬ、砂糖
２５ｇ、みりん５ｍＬ、鰹節煮出し液９ｇ、核酸系調味
料３ｇ、食塩２ｇ、カラメル適当量、および実施例４で
調製した甘草油性抽出物可溶化組成物２１の０．５ｇを
調合し、これにイオン交換水を加えて全量を１０００ｍ
Ｌとして、甘草油性抽出物濃度として４０ｐｐｍを含有
する２倍濃縮の麺つゆを得た。Production Example 11: Soy sauce 70 mL, sugar 25 g, mirin 5 mL, bonito-boiled liquid 9 g, nucleic acid seasoning 3 g, salt 2 g, caramel appropriate amount, and licorice oil extract solubilized composition prepared in Example 4. 21g 0.5g was prepared, and ion-exchanged water was added to this to make the total amount 1000m.
As L, a 2-fold concentrated noodle soup containing 40 ppm as the licorice oil extract concentration was obtained.
【００６０】製造実施例１２：醤油９００ｍＬ、みそ５
００ｇ、砂糖４００ｇ、玉葱ペースト１００ｇ、リンゴ
ペースト２００ｇ、ごま油６０ｇ、にんにくペースト２
５０ｇ、白胡麻ペースト２０ｇを調合して煮詰めて全量
を２０００ｍＬとし、これに実施例４で調製した甘草油
性抽出物可溶化組成物２１の１ｇを調合して、甘草油性
抽出物濃度として４０ｐｐｍを含有する焼肉のたれを得
た。Production Example 12: Soy sauce 900 mL, miso 5
00g, sugar 400g, onion paste 100g, apple paste 200g, sesame oil 60g, garlic paste 2
50 g and white sesame paste 20 g were mixed and boiled down to a total volume of 2000 mL, and 1 g of the licorice oil extract solubilizing composition 21 prepared in Example 4 was added to the mixture to contain 40 ppm of licorice oil extract concentration. I got a sauce of roasted meat.
【００６１】製造実施例１３：卵１個分の卵黄に、酢小
さじ１杯と塩胡椒を適量入れ混合した。次いでこれにサ
ラダ油１２０ｍｌをゆっくりと加えながら混合し、適量
の砂糖と実施例１の（２）で調製した甘草油性抽出物可
溶化組成物１３を０．０８ｇ加えて混合して甘草油性抽
出物濃度として約４０ｐｐｍを含有するマヨネーズを得
た。Production Example 13: 1 egg of yolk and 1 teaspoon of vinegar and salt and pepper were put and mixed in an egg yolk for 1 egg. Next, 120 ml of salad oil was slowly added to and mixed with this, and 0.08 g of an appropriate amount of sugar and the licorice oil extract solubilizing composition 13 prepared in (2) of Example 1 was added and mixed to obtain a licorice oil extract concentration. As a result, mayonnaise containing about 40 ppm was obtained.
【００６２】製造実施例１４：オレンジ果汁２００ｍＬ
にイオン交換水２００ｍＬを加えて加温し、これに砂糖
９０ｇと実施例４で調製した甘草油性抽出物可溶化組成
物２１の０．１２５ｇを調合した。次いでこれにゼラチ
ン９ｇを完全に溶かした後に容器に充填して冷却固化さ
せて甘草油性抽出物濃度として２０ｐｐｍを含有するオ
レンジゼリーを得た。Production Example 14: 200 ml of orange juice
200 mL of ion-exchanged water was added to and heated, and 90 g of sugar and 0.125 g of the licorice oil extract solubilizing composition 21 prepared in Example 4 were prepared. Next, 9 g of gelatin was completely dissolved in this, and then it was filled in a container and solidified by cooling to obtain orange jelly containing 20 ppm as a licorice oil extract concentration.
【００６３】製造実施例１５：以下の配合にて常法によ
り、生鮮食品用鮮度保持剤を作製した（単位：重量
％）。
Ｌ−アスコルビン酸 ０．５
クエン酸 ０．５
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．１
精製水 １００に調整Production Example 15: A freshness-retaining agent for fresh foods was prepared by the conventional method with the following composition (unit:% by weight). L-Ascorbic acid 0.5 Citric acid 0.5 Adjusted to licorice oil extract solubilizing composition 21 0.1 purified water 100 prepared in Example 4
【００６４】製造実施例１６：以下の配合にて常法によ
り、漬物用調味液を作製した（単位：重量％）。
昆布エキス ６．０
鰹節エキス ４．０
食塩 ４．０
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．１
精製水 １００に調整Production Example 16: A seasoning liquid for pickles was prepared in the following manner by a conventional method (unit:% by weight). Kelp extract 6.0 Katsuobushi extract 4.0 Sodium salt 4.0 Licorice oil extract solubilizing composition 21 0.1 prepared in Example 4 Adjusted to 100 purified water
【００６５】製造実施例１７：以下の配合にて常法によ
り、練り歯磨きを作製した（単位：重量％）。
第２リン酸カルシウム・２水塩 ４５．０
無水ケイ酸 ２．０
グリセリン １５．０
カルボキシメチルセルロースナトリウム １．０
カラギーナン ０．３
ラウリル硫酸ナトリウム １．５
サッカリンナトリウム ０．１
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．１
パラオキシ安息香酸エチル ０．０１
香料 適量
精製水 １００に調整Production Example 17: A toothpaste was prepared by the usual method with the following composition (unit:% by weight). Dicalcium phosphate dihydrate 45.0 Silicic anhydride 2.0 Glycerin 15.0 Sodium carboxymethyl cellulose 1.0 Carrageenan 0.3 Sodium lauryl sulfate 1.5 Sodium saccharin 0.1 0.1 Licorice oil extract prepared in Example 4 Solubilizing composition 21 0.1 Ethyl paraoxybenzoate 0.01 Perfume Suitable amount Purified water 100
【００６６】製造実施例１８：以下の配合にて常法によ
り、化粧水を作製した（単位：重量％）。
グリセリン ５．０
ＰＥＧ１５００ ２．０
尿素 ５．０
エタノール １５．０
ＰＯＥ（２０）オレイルエーテル ２．０
メチルパラベン ０．２
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．０５
精製水 １００に調整Production Example 18: A lotion was prepared according to a conventional method with the following composition (unit:% by weight). Glycerin 5.0 PEG 1500 2.0 Urea 5.0 Ethanol 15.0 POE (20) oleyl ether 2.0 Methylparaben 0.2 Licorice oil extract solubilizing composition 21 0.05 prepared in Example 4 Purified water 100 Adjusted to
【００６７】製造実施例１９：以下の配合にて常法によ
り、保湿美容液を作製した（単位：重量％）。
ソルビトール ８．０
１，３ブチレングリコール ５．０
ＰＥＧ１５００ ７．０
ヒアルロン酸 ０．１
エタノール ７．０
ＰＯＥオレイルアルコールエーテル １．０
オリーブ油 ０．２
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．１
香料 適量
精製水 １００に調整Production Example 19: A moisturizing beauty essence was prepared by the conventional method with the following composition (unit:% by weight). Sorbitol 8.0 1,3 Butylene glycol 5.0 PEG1500 7.0 Hyaluronic acid 0.1 Ethanol 7.0 POE oleyl alcohol ether 1.0 Olive oil 0.2 Licorice oil extract solubilized composition prepared in Example 4 21 0.1 Perfume Suitable amount Purified water Adjusted to 100
【００６８】製造実施例２０：以下の配合にて常法によ
り、透明液状シャンプーを作製した（単位：重量％）。
ラウリルポリオキシエチレン（３）硫酸エステルナトリウム塩（３０％水溶
液） ３０．０
ラウリル硫酸エステルナトリウム塩（３０％水溶液） １０．０
ヤシ油脂肪酸ジエタノールアミド ４．０
グリセリン １．０
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．１
香料 適量
金属イオン封鎖剤 適量
ｐＨ調整剤 適量
色素 適量
精製水 １００に調整Production Example 20: A transparent liquid shampoo was prepared by the conventional method with the following composition (unit:% by weight). Lauryl polyoxyethylene (3) sulfate sodium salt (30% aqueous solution) 30.0 Lauryl sulfate sodium salt (30% aqueous solution) 10.0 Coconut oil fatty acid diethanolamide 4.0 Glycerin 1.0 Prepared in Example 4. Licorice oil extract solubilizing composition 21 0.1 Fragrance Suitable amount Sequestering agent Suitable amount pH adjuster Suitable amount Dye Suitable amount Purified water 100 Adjusted
【００６９】製造実施例２１：以下の配合にて常法によ
り、美白乳液を作製した（単位：重量％）。
グリセリン ８．０
１，３ブチレングリコール ５．０
ＰＯＥ（１０）ベヘニルアルコールエーテル ２．０
ソルビタンセスキオレエート ２．０
セタノール ２．０
ワセリン １．０
流動パラフィン ３．０
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．１
２−ヒドロキシ−４メトキシベンゾフェノン 適量
オクチルメトキシシンナメート 適量
グリチルリチン酸 適量
プラセンタリキッド 適量
精製水 １００に調整Production Example 21: A whitening milky lotion was prepared according to a conventional method with the following composition (unit:% by weight). Glycerin 8.0 1,3 butylene glycol 5.0 POE (10) behenyl alcohol ether 2.0 sorbitan sesquioleate 2.0 cetanol 2.0 petrolatum 1.0 liquid paraffin 3.0 licorice oil extract prepared in Example 4 Substance solubilizing composition 21 0.1 2-hydroxy-4 methoxybenzophenone suitable amount octyl methoxycinnamate suitable amount glycyrrhizinic acid suitable amount placenta liquid suitable amount purified water 100 adjusted
【００７０】製造実施例２２：以下の配合にて常法によ
り、洗口剤を作製した（単位：重量％）。
エタノール １５．０
グリセリン １０．０
ポリオキシエチレン硬化ヒマシ油 ２．０
サッカリンナトリウム ０．１５
実施例４で調製した甘草油性抽出物可溶化組成物２１ ０．１
リン酸二水素ナトリウム ０．１
安息香酸ナトリウム ０．０５
香料 適量
着色剤 適量
精製水 １００に調整Production Example 22: A mouthwash was prepared by the conventional method with the following composition (unit: wt%). Ethanol 15.0 Glycerin 10.0 Polyoxyethylene hydrogenated castor oil 2.0 Sodium saccharin 0.15 Licorice oil extract solubilizing composition 21 prepared in Example 4 0.1 Sodium dihydrogen phosphate 0.1 Sodium benzoate 0.05 Perfume, appropriate amount Colorant, appropriate amount Purified water Adjusted to 100
【００７１】[0071]
【発明の効果】本発明によれば、酸性溶液や食塩溶液な
どからなる各種の水系対象物、例えば、飲料、液状調味
料、液状化粧品、液状医薬部外品などに甘草油性抽出物
を可溶化する方法であって、添加対象物本来の性状や味
などの性質に影響を与えることなく、しかも、澄明性の
高い添加対象物に甘草油性抽出物を可溶化した後もその
澄明性を維持することができる方法を提供することが可
能となる。INDUSTRIAL APPLICABILITY According to the present invention, the licorice oil extract is solubilized in various water-based substances such as acidic solutions and salt solutions, for example, beverages, liquid seasonings, liquid cosmetics, liquid quasi drugs and the like. Method, which does not affect the original properties and properties such as taste of the addition target, and maintains the clarity even after the licorice oil extract is solubilized in the addition target with high clarity. It becomes possible to provide a method capable of doing so.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ テーマコート゛(参考） Ａ２３Ｌ 2/44 Ａ６１Ｋ 7/00 Ｊ ４Ｃ０８８ Ａ６１Ｋ 7/00 Ａ２３Ｌ 2/00 Ｐ Ｆターム(参考） 4B017 LC10 LE10 LG04 LG15 LK09 LL07 LP15 4B027 FB13 FB24 FC05 FE02 FK03 FK08 FP85 FQ19 4B047 LB09 LE01 LG08 LG37 LP02 4B069 DB02 DB06 DB12 4C083 AA111 AA112 AA122 AB172 AB282 AB292 AC012 AC022 AC072 AC102 AC122 AC132 AC182 AC212 AC312 AC342 AC421 AC422 AC432 AC442 AC482 AC642 AC682 AC782 AC792 AC862 AD042 AD272 AD332 AD352 AD532 DD23 DD38 EE01 EE12 FF01 4C088 AB60 AC05 AC11 AC13 BA08 CA08 CA09 MA16 MA63 NA14 ZA89 ─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. 7 Identification code FI theme code (reference) A23L 2/44 A61K 7/00 J 4C088 A61K 7/00 A23L 2/00 PF term (reference) 4B017 LC10 LE10 LG04 LG15 LK09 LL07 LP15 4B027 FB13 FB24 FC05 FE02 FK03 FK08 FP85 FQ19 4B047 LB09 LE01 LG08 LG37 LP02 4B069 DB02 DB06 DB12 4C083 AA111 ACA AC AC AC AC2 AC12 AC1822 AC122 AC1722 AC102 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC102 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122 AC122AC122 AC122 AC122AC122 AC122 AC122AC122 AC122 AC122 AC122 AC122 AC122 AC1722 AC862 AD042 AD272 AD332 AD352 AD532 DD23 DD38 EE01 EE12 FF01 4C088 AB60 AC05 AC11 AC13 BA08 CA08 CA09 MA16 MA63 NA14 ZA89
Claims (10)
リン酸エステルを有効成分とする水系対象物への甘草油
性抽出物可溶化方法。1. A method for solubilizing a licorice oil extract to an aqueous substance, which comprises a polyglycerin lauric acid ester having an HLB of 14 or more as an active ingredient.
カグリセリンラウリン酸モノエステルである請求項１記
載の甘草油性抽出物可溶化方法。2. The method for solubilizing a licorice oil extract according to claim 1, wherein the polyglycerin lauric acid ester is decaglycerin lauric acid monoester.
または２記載の甘草油性抽出物可溶化方法。3. The water-based object comprises an acidic solution.
Alternatively, the method for solubilizing the licorice oil extract according to 2 above.
または２記載の甘草油性抽出物可溶化方法。4. The aqueous object comprises a saline solution.
Alternatively, the method for solubilizing the licorice oil extract according to 2 above.
粧品、液状医薬部外品のいずれかである請求項１乃至４
のいずれかに記載の甘草油性抽出物可溶化方法。5. The water-based object is any one of a beverage, a liquid seasoning, a liquid cosmetic, and a liquid quasi drug.
The method for solubilizing an licorice oily extract according to any one of 1.
以上のポリグリセリンラウリン酸エステルからなる水系
対象物への甘草油性抽出物可溶化組成物。6. The licorice oil extract and HLB are substantially 14
A licorice oil extract solubilizing composition for an aqueous object comprising the above polyglycerin lauric acid ester.
成物が添加された飲料。7. A beverage to which the licorice oil extract solubilizing composition according to claim 6 is added.
成物が添加された液状調味料。8. A liquid seasoning to which the licorice oil extract solubilizing composition according to claim 6 is added.
成物が添加された液状化粧品。9. A liquid cosmetic product to which the licorice oil extract solubilizing composition according to claim 6 is added.
組成物が添加された液状医薬部外品。10. A liquid quasi drug to which the licorice oil extract solubilizing composition according to claim 6 is added.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001379172A JP3935346B2 (en) | 2001-12-12 | 2001-12-12 | Method for solubilizing licorice oil-based extract in aqueous system |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001379172A JP3935346B2 (en) | 2001-12-12 | 2001-12-12 | Method for solubilizing licorice oil-based extract in aqueous system |
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| Publication Number | Publication Date |
|---|---|
| JP2003176233A true JP2003176233A (en) | 2003-06-24 |
| JP3935346B2 JP3935346B2 (en) | 2007-06-20 |
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ID=19186660
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|---|---|---|---|
| JP2001379172A Expired - Lifetime JP3935346B2 (en) | 2001-12-12 | 2001-12-12 | Method for solubilizing licorice oil-based extract in aqueous system |
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| Country | Link |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007176919A (en) * | 2005-05-19 | 2007-07-12 | Takara Bio Inc | Chalcones compound-containing composition |
| WO2007123044A1 (en) | 2006-04-17 | 2007-11-01 | Kaneka Corporation | Licorice polyphenol preparation |
| WO2009001786A1 (en) * | 2007-06-22 | 2008-12-31 | Kaneka Corporation | Composition containing physiologically active substance |
| JP2009011202A (en) * | 2007-07-03 | 2009-01-22 | Kao Corp | Packaged tea beverage |
| JP2010526067A (en) * | 2007-05-02 | 2010-07-29 | トムズ・オブ・メイン・インコーポレーテッド | Antibacterial and anti-inflammatory isolates from licorice extract |
| US8877266B2 (en) | 2007-05-02 | 2014-11-04 | Tom's Of Maine, Inc. | Supercritical CO2 liquorice extract anti-microbial and anti-inflammatory isolates and products made there from |
| JP6120232B1 (en) * | 2015-12-25 | 2017-04-26 | 株式会社エコハイテクコーポレーション | Fruit and fruit ripening inhibitor |
| US9919017B2 (en) | 2011-02-01 | 2018-03-20 | Kaneka Corporation | Biologically active substance-containing water-solubilizing preparation and method for producing the same |
| WO2022030559A1 (en) * | 2020-08-05 | 2022-02-10 | ライオン株式会社 | Oral liquid composition |
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| JPH10327753A (en) * | 1997-06-04 | 1998-12-15 | Nippon Suisan Kaisha Ltd | Emulsion containing oil and fat and having excellent transparency and heat-resistance and food containing the emulsion |
| JPH11236330A (en) * | 1997-11-17 | 1999-08-31 | Taisho Pharmaceut Co Ltd | Microemulsion containing vitamin ds |
| JP2001303020A (en) * | 2000-04-24 | 2001-10-31 | Sunstar Inc | Transparent liquid composition |
| JP2002187816A (en) * | 2000-10-10 | 2002-07-05 | Noevir Co Ltd | Bleaching cosmetic |
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| JPH06219923A (en) * | 1993-01-26 | 1994-08-09 | Nippon Zetotsuku Kk | Transparent liquid composition |
| JPH10327753A (en) * | 1997-06-04 | 1998-12-15 | Nippon Suisan Kaisha Ltd | Emulsion containing oil and fat and having excellent transparency and heat-resistance and food containing the emulsion |
| JPH11236330A (en) * | 1997-11-17 | 1999-08-31 | Taisho Pharmaceut Co Ltd | Microemulsion containing vitamin ds |
| JP2001303020A (en) * | 2000-04-24 | 2001-10-31 | Sunstar Inc | Transparent liquid composition |
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| JP2002370961A (en) * | 2001-06-13 | 2002-12-24 | Noevir Co Ltd | Skin care preparation and method for using the same |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007176919A (en) * | 2005-05-19 | 2007-07-12 | Takara Bio Inc | Chalcones compound-containing composition |
| WO2007123044A1 (en) | 2006-04-17 | 2007-11-01 | Kaneka Corporation | Licorice polyphenol preparation |
| US8877266B2 (en) | 2007-05-02 | 2014-11-04 | Tom's Of Maine, Inc. | Supercritical CO2 liquorice extract anti-microbial and anti-inflammatory isolates and products made there from |
| JP2010526067A (en) * | 2007-05-02 | 2010-07-29 | トムズ・オブ・メイン・インコーポレーテッド | Antibacterial and anti-inflammatory isolates from licorice extract |
| WO2009001786A1 (en) * | 2007-06-22 | 2008-12-31 | Kaneka Corporation | Composition containing physiologically active substance |
| JPWO2009001786A1 (en) * | 2007-06-22 | 2010-08-26 | 株式会社カネカ | Bioactive substance-containing composition |
| JP5343002B2 (en) * | 2007-06-22 | 2013-11-13 | 株式会社カネカ | Bioactive substance-containing composition |
| JP2009011202A (en) * | 2007-07-03 | 2009-01-22 | Kao Corp | Packaged tea beverage |
| US9919017B2 (en) | 2011-02-01 | 2018-03-20 | Kaneka Corporation | Biologically active substance-containing water-solubilizing preparation and method for producing the same |
| JP6120232B1 (en) * | 2015-12-25 | 2017-04-26 | 株式会社エコハイテクコーポレーション | Fruit and fruit ripening inhibitor |
| JP2017112956A (en) * | 2015-12-25 | 2017-06-29 | 株式会社エコハイテクコーポレーション | Material for inhibiting maturation of fruit and vegetable |
| WO2017110822A1 (en) * | 2015-12-25 | 2017-06-29 | 株式会社エコハイテクコーポレーション | Ripening inhibitor for fruits and vegetables |
| WO2022030559A1 (en) * | 2020-08-05 | 2022-02-10 | ライオン株式会社 | Oral liquid composition |
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|---|---|
| JP3935346B2 (en) | 2007-06-20 |
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