JP2000169307A - Antimicrobial agent - Google Patents
Antimicrobial agentInfo
- Publication number
- JP2000169307A JP2000169307A JP10345474A JP34547498A JP2000169307A JP 2000169307 A JP2000169307 A JP 2000169307A JP 10345474 A JP10345474 A JP 10345474A JP 34547498 A JP34547498 A JP 34547498A JP 2000169307 A JP2000169307 A JP 2000169307A
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- Prior art keywords
- compound
- antibacterial agent
- component
- group
- phenol compound
- Prior art date
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、安価に製造でき、
安全でかつ広範囲な用途に応用できる抗菌剤に関するも
のである。[0001] The present invention can be manufactured at low cost,
The present invention relates to an antibacterial agent that is safe and can be applied to a wide range of uses.
【０００２】[0002]
【従来の技術】従来から知られている抗菌剤は、おおま
かに無機系抗菌剤と有機系抗菌剤に分類することができ
る。無機系抗菌剤としては、銀、塩素化合物、ヨウ素、
水銀を代表的なものとして例示することができる。これ
らの無機系抗菌剤は、揮散しにくくて耐熱性が高いなど
の長所がある反面、大量に河川に流れ込んだ場合に魚へ
の毒性が高く、生活環境に多い塩素と反応してハロゲン
化銀を生成するなどの欠点もある。有機系抗菌剤として
は、一価アルコール、第四級アンモニウム、フェノール
誘導体、アニリド誘導体を代表的なものとして例示する
ことができる。これらの有機系抗菌剤は主に液体の状態
で消毒用として用いられることが多いが、揮散しやす
く、また、臭いや皮膚への刺激が強い物が多くてアレル
ギーを引き起こすなどの欠点がある。2. Description of the Prior Art Conventionally known antibacterial agents can be roughly classified into inorganic antibacterial agents and organic antibacterial agents. Inorganic antibacterial agents include silver, chlorine compounds, iodine,
Mercury can be exemplified as a typical example. These inorganic antibacterial agents have the advantage of being difficult to volatilize and have high heat resistance, but are highly toxic to fish when they flow into rivers in large quantities, and react with chlorine, which is common in the living environment, to form silver halides. There are also disadvantages, such as generating. Typical examples of the organic antibacterial agent include a monohydric alcohol, a quaternary ammonium, a phenol derivative, and an anilide derivative. These organic antibacterial agents are often used for disinfection mainly in a liquid state, but have drawbacks such as easy volatilization and many substances that have a strong odor or irritation to the skin and cause allergies.
【０００３】一方、特に安全性が求められる食品、食品
添加物、台所用品等には、上記のような薬剤ではなく天
然抽出物系の抗菌剤を用いようとする動きが最近活発に
なっている。代表的なものにはヒノキチオール、孟宗竹
抽出物、緑茶抽出物などがある。しかし、これらの原料
は高価なものが多く、大量に使用するにはコストがかか
りすぎて採算が合わなかったり、また天然物であるため
ロット差が出るといった問題がある。[0003] On the other hand, recently, there has been an active movement to use a natural extract-based antibacterial agent instead of the above-mentioned agent in foods, food additives, kitchen utensils, etc., which are required to be particularly safe. . Typical examples include hinokitiol, Moso bamboo extract, and green tea extract. However, many of these raw materials are expensive, and if they are used in large quantities, there is a problem in that they are too costly to be profitable, and because they are natural products, lot differences occur.
【０００４】[0004]
【発明が解決しようとする課題】そこで本発明は、これ
らの従来技術の問題点を解決することを課題とした。す
なわち本発明の課題は、安価に製造でき、安全でかつ広
範な用途に応用できる抗菌剤を提供することにある。SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to solve these problems of the prior art. That is, an object of the present invention is to provide an antibacterial agent which can be manufactured at low cost, is safe and can be applied to a wide range of uses.
【０００５】[0005]
【課題を解決するための手段】本発明者らは上記の課題
を解決するため種々の検討を重ねた結果、フェノール化
合物と塩基性化合物を水の存在下で酸素と反応させるこ
とにより、それぞれを単独で用いた場合に比べて抗菌効
果を増幅できることを見出した。その結果、人体への刺
激が少なく河川に排出されても危険が少なく、しかも安
価に製造することができる本発明の抗菌剤を提供するこ
とに成功した。The present inventors have made various studies to solve the above-mentioned problems, and as a result, by reacting a phenol compound and a basic compound with oxygen in the presence of water, It has been found that the antibacterial effect can be amplified as compared with the case of using alone. As a result, the present inventors have succeeded in providing the antibacterial agent of the present invention, which is less irritating to the human body, has less danger even if discharged into a river, and can be manufactured at low cost.
【０００６】すなわち本発明は、フェノール化合物及び
塩基性化合物を含む抗菌剤を提供する。本発明の抗菌剤
に含まれるフェノール化合物は、ＯＨ基が２つ以上結合
している芳香環を有するポリフェノール化合物（例えば
カフェー酸、クロロゲン酸、没食子酸、カテキンガレー
ト、エピガロカテキンガレート）であるのが好ましい。
フェノール化合物を含有する植物組織を使用するのもま
た望ましい。また、本発明の抗菌剤に含まれる塩基性化
合物は、ＩＡ族の金属酸化物、ＩＡ族の金属水酸化物、
ＩＩＡ族の金属酸化物及びＩＩＡ族の金属水酸化物であ
るのが好ましい。That is, the present invention provides an antibacterial agent containing a phenol compound and a basic compound. The phenol compound contained in the antibacterial agent of the present invention is a polyphenol compound having an aromatic ring to which two or more OH groups are bonded (for example, caffeic acid, chlorogenic acid, gallic acid, catechin gallate, epigallocatechin gallate). Is preferred.
It is also desirable to use plant tissue containing phenolic compounds. Further, the basic compound contained in the antibacterial agent of the present invention includes a group IA metal oxide, a group IA metal hydroxide,
Preferred are Group IIA metal oxides and Group IIA metal hydroxides.
【０００７】[0007]
【発明の実施の形態】本発明の抗菌剤は、フェノール化
合物及び塩基性化合物を含むことを特徴としている。形
態は固体であっても液体であってもかまわない。本発明
で使用するフェノール化合物は、ＯＨ基が結合している
芳香環を有する化合物の中から選択することができる。
芳香環の水素原子はＯＨ基以外の置換基で置換されてい
てもよく、そのような置換基は本発明が目的とする抗菌
作用を過度に阻害しない範囲内で選択することができ
る。BEST MODE FOR CARRYING OUT THE INVENTION The antibacterial agent of the present invention is characterized by containing a phenol compound and a basic compound. The form may be solid or liquid. The phenol compound used in the present invention can be selected from compounds having an aromatic ring to which an OH group is bonded.
The hydrogen atom of the aromatic ring may be substituted with a substituent other than an OH group, and such a substituent can be selected within a range that does not unduly inhibit the antibacterial action aimed at by the present invention.
【０００８】本発明の抗菌剤には、フェノール化合物と
して、芳香環にＯＨ基が２つ以上結合しているポリフェ
ノール化合物を使用するのが好ましい。具体的には、芳
香環にＯＨ基が２つ以上結合しているカフェー酸やクロ
ロゲン酸、芳香環にＯＨ基が３つ以上結合している没食
子酸、芳香環にＯＨ基が４つ以上結合しているカテキン
ガレートやエピガロカテキンガレート、及びこれらの化
合物の誘導体を好適に用いることができる。本発明の抗
菌剤には、１種類のフェノールを単独で使用してもよい
し、２種類以上を組み合わせて使用してもよい。また、
本発明の抗菌剤の製造にあたって、これらのフェノール
化合物は純品として添加してもよいし、フェノール化合
物を成分として含有する組成物として添加してもよい。In the antibacterial agent of the present invention, it is preferable to use, as a phenol compound, a polyphenol compound having two or more OH groups bonded to an aromatic ring. Specifically, caffeic acid or chlorogenic acid having two or more OH groups bonded to an aromatic ring, gallic acid having three or more OH groups bonded to an aromatic ring, or four or more OH groups bonded to an aromatic ring Catechin gallate, epigallocatechin gallate, and derivatives of these compounds can be suitably used. In the antibacterial agent of the present invention, one kind of phenol may be used alone, or two or more kinds may be used in combination. Also,
In producing the antibacterial agent of the present invention, these phenol compounds may be added as pure products, or may be added as a composition containing a phenol compound as a component.
【０００９】フェノール化合物を含有する組成物として
は、フェノール化合物を大量に含む植物組織やその抽出
物などを用いることが可能である。植物組織の中では、
日本茶、紅茶、烏龍茶などの茶葉を用いることが望まし
い。茶葉は、エピガロカテキンガレートのほかポリフェ
ノール類を多量に含んでおり、しかも大量に入手できる
点で好ましい。抽出する際に用いる溶媒は特に制限され
ないが、親水性溶媒を用いるのが好ましく、その中でも
エタノールを用いるのが特に好ましい。As the composition containing a phenol compound, it is possible to use a plant tissue containing a large amount of a phenol compound or an extract thereof. In plant tissue,
It is desirable to use tea leaves such as Japanese tea, black tea, and oolong tea. Tea leaves are preferable because they contain a large amount of polyphenols in addition to epigallocatechin gallate, and can be obtained in large amounts. The solvent used for extraction is not particularly limited, but a hydrophilic solvent is preferably used, and among them, ethanol is particularly preferable.
【００１０】本発明の抗菌剤には、フェノール化合物の
他に塩基性化合物も必須成分として含有させる。塩基性
化合物は、フェノール性化合物の抗菌作用を増強するた
めに添加する塩基触媒である。塩基性化合物はこのよう
な増強作用を有する塩基触媒の中から適宜選択すること
ができる。本発明では、ＩＡ族の金属酸化物、ＩＡ族の
金属水酸化物、ＩＩＡ族の金属酸化物及びＩＩＡ族の金
属水酸化物などを使用するのが好ましい。特にＩＩＡ族
の金属酸化物及びＩＩＡ族の金属水酸化物は、安全性が
高くて取り扱いも容易であるために望ましい。具体的に
は、酸化マグネシウム、酸化カルシウム、水酸化マグネ
シウム、水酸化カルシウムを使用するのがコストの点で
好ましい。本発明の抗菌剤には、１種類の塩基性化合物
を単独で使用してもよいし、２種類以上を組み合わせて
使用してもよい。The antibacterial agent of the present invention contains a basic compound as an essential component in addition to the phenol compound. The basic compound is a basic catalyst added to enhance the antibacterial action of the phenolic compound. The basic compound can be appropriately selected from among such base catalysts having an enhancing effect. In the present invention, it is preferable to use a Group IA metal oxide, a Group IA metal hydroxide, a Group IIA metal oxide, a Group IIA metal hydroxide, or the like. In particular, Group IIA metal oxides and Group IIA metal hydroxides are desirable because of their high safety and easy handling. Specifically, it is preferable to use magnesium oxide, calcium oxide, magnesium hydroxide, and calcium hydroxide from the viewpoint of cost. In the antimicrobial agent of the present invention, one basic compound may be used alone, or two or more basic compounds may be used in combination.
【００１１】本発明の抗菌剤に使用するフェノール化合
物と塩基性化合物の組み合わせは特に制限されない。好
ましいのは、ポリフェノール化合物含有植物組織あるい
はその抽出物と塩基性化合物が共存する抗菌剤である。
この抗菌剤では、水分があると、ポリフェノールが溶け
出して抗菌作用を示し、さらに抗菌作用は塩基により顕
著に増大する。フェノール化合物と塩基性化合物の混合
比は特に制限されないが、フェノール化合物１００重量
部に対して塩基性化合物１０〜５００重量部を混合する
のが一般的であり、中でも２０〜２００重量部を混合す
るのが好ましい。The combination of the phenol compound and the basic compound used in the antibacterial agent of the present invention is not particularly limited. Preferred is an antibacterial agent in which a polyphenol compound-containing plant tissue or an extract thereof coexists with a basic compound.
In this antibacterial agent, when water is present, the polyphenol is dissolved to exhibit an antibacterial effect, and the antibacterial effect is significantly increased by a base. The mixing ratio of the phenol compound and the basic compound is not particularly limited, but it is common to mix 10 to 500 parts by weight of the basic compound with respect to 100 parts by weight of the phenol compound, and especially mix 20 to 200 parts by weight. Is preferred.
【００１２】本発明の抗菌剤の製造方法は特に制限され
ない。当業者に公知の方法のいずれかを用いてフェノー
ル化合物と塩基性化合物を混合することによって容易に
抗菌剤を製造することができる。フェノール化合物とし
て、ポリフェノール化合物含有植物組織のような植物材
料を使用する場合には、塩基性化合物と混合する前にあ
らかじめ植物組織を乾燥、粉砕しておくのが好ましい。The method for producing the antibacterial agent of the present invention is not particularly limited. The antimicrobial agent can be easily produced by mixing the phenolic compound and the basic compound using any method known to those skilled in the art. When a plant material such as a polyphenol compound-containing plant tissue is used as the phenol compound, the plant tissue is preferably dried and pulverized before mixing with the basic compound.
【００１３】当業者は、上記の一般的な説明及び実施例
の具体的開示を基にして、または必要に応じてそれらに
適宜修飾や改変を加えることにより、本発明の好ましい
態様の抗菌剤を容易に製造することができよう。量は特
に限定されず、塩基性化合物の種類、抗菌剤の用途など
に応じて適宜選択することができる。また、本発明の抗
菌剤には、上記の成分以外に、溶解補助剤などの補助剤
を適宜用いることが可能である。Those skilled in the art will be able to modify the antibacterial agent of the preferred embodiment of the present invention based on the above general description and the specific disclosure of the Examples, or by making appropriate modifications and alterations thereto as necessary. It could be easily manufactured. The amount is not particularly limited, and can be appropriately selected depending on the type of the basic compound, the use of the antibacterial agent, and the like. In addition, in addition to the above-mentioned components, an auxiliary agent such as a solubilizing agent can be appropriately used in the antibacterial agent of the present invention.
【００１４】いかなる理論にも拘泥するものではない
が、本発明の抗菌剤の作用機構は以下のように考えるこ
とができる。まず、フェノール化合物が塩基性化合物の
存在下、容易に酸素を還元する。酸素が還元されて生成
するスーパーオキサイドイオン（O2 -）は不均化して過
酸化水素を生成する。生成した過酸化水素は細菌の細胞
膜を通過して細胞質内の微量金属と反応することにより
殺菌効果を示すヒロキシルラジカル（・ＯＨ）を発生す
る。また同時に、ＩＡまたはＩＩＡ族の塩基性化合物に
よる抗菌効果とフェノール化合物自身による抗菌効果も
付加される。そのため、発生する過酸化水素量は従来の
殺菌剤に比べて低濃度であるにもかかわらず本発明の抗
菌剤は強い抗菌効果を示す。また、本発明の抗菌剤を用
いた場合は、使用後３〜５時間経過するまでは過酸化水
素は蓄積して菌を死滅させる作用を示すが、その後は塩
基性化合物により徐々に分解されて水と酸素になってし
まう。このため、本発明の抗菌剤を使用しても過酸化水
素が長時間蓄積することがないため安全性が高い。Although not wishing to be bound by any theory, the mechanism of action of the antimicrobial agent of the present invention can be considered as follows. First, a phenol compound readily reduces oxygen in the presence of a basic compound. The superoxide ion (O 2 − ) generated by reduction of oxygen is disproportionated to generate hydrogen peroxide. The generated hydrogen peroxide passes through the bacterial cell membrane and reacts with a trace metal in the cytoplasm to generate a hydroxyl group (.OH) having a bactericidal effect. At the same time, the antibacterial effect of the IA or IIA group basic compound and the antibacterial effect of the phenol compound itself are added. Therefore, the antibacterial agent of the present invention exhibits a strong antibacterial effect, although the amount of generated hydrogen peroxide is lower than that of the conventional disinfectant. When the antibacterial agent of the present invention is used, hydrogen peroxide accumulates and kills bacteria until 3 to 5 hours have elapsed after use, but is gradually decomposed by a basic compound thereafter. It becomes water and oxygen. Therefore, even if the antibacterial agent of the present invention is used, hydrogen peroxide does not accumulate for a long time, so that the safety is high.
【００１５】以下、本発明を実施例によりさらに具体的
に説明するが、本発明の範囲は下記の実施例に限定され
ることはない。なお、以下の実施例では、純度99.9%の
和光純薬製の酸化マグネシウム、和光純薬製の没食子酸
を使用した。Hereinafter, the present invention will be described more specifically with reference to Examples, but the scope of the present invention is not limited to the following Examples. In the following examples, 99.9% pure magnesium oxide manufactured by Wako Pure Chemical and gallic acid manufactured by Wako Pure Chemical were used.
【実施例】例１：本発明の抗菌剤１の調製 酸化マグネシウム５０重量部と没食子酸１００重量部を
混合し抗菌剤１を得た。EXAMPLES Example 1 Preparation of Antibacterial Agent 1 of the Present Invention 50 parts by weight of magnesium oxide and 100 parts by weight of gallic acid were mixed to obtain antibacterial agent 1.
【００１６】例２：本発明の抗菌剤２の調製 緑茶の水抽出液（吸光法にて定量したポリフェノール含
量：4.5mg/ml）1mlあたり0.5mgの酸化マグネシウムを混
合し抗菌剤２を得た。Example 2: Preparation of antibacterial agent 2 of the present invention Antibacterial agent 2 was obtained by mixing 0.5 mg of magnesium oxide per 1 ml of an aqueous extract of green tea (polyphenol content determined by absorption method: 4.5 mg / ml). .
【００１７】例３：本発明の抗菌剤３の調製 自然乾燥させた茶葉を微粉砕機を用いて微粉砕した茶紛
90重量部と酸化マグネシウム10重量部を混合して粉砕す
ることによって抗菌剤３を得た。Example 3: Preparation of antibacterial agent 3 of the present invention Tea powder obtained by pulverizing naturally dried tea leaves using a pulverizer.
90 parts by weight of magnesium oxide and 10 parts by weight of magnesium oxide were mixed and pulverized to obtain antibacterial agent 3.
【００１８】例４：抗菌剤１の性能評価 例１で得られた抗菌剤１の大腸菌に対する抗菌性能を評
価した。具体的には、大腸菌を105/ml含む1/10ニュート
リエント培地（１リットル中に酵母エキス 0.2g、ペプ
トン 1g、MgSO4・7H2O 0.1g、NＡCl 0.5g、グルコース
0.1gを含む）に抗菌剤１を加え、36℃で培養を開始して
から３時間後および５時間後に生菌数を計数した。ま
た、抗菌剤１の代わりに対照区（1/10ニュートリエント
培地のみ）、濃度1mg/mlの没食子酸水溶液及び1mM過酸
化水素水を加えて、同様に生菌数を計数して比較した。
結果を図１に示す。抗菌剤１の抗菌性能は他のものに比
べて非常に強力であった。Example 4: Evaluation of performance of antibacterial agent 1 The antibacterial performance of the antibacterial agent 1 obtained in Example 1 against Escherichia coli was evaluated. Specifically, a 1/10 nutrient medium containing 10 5 / ml of E. coli (0.2 g of yeast extract, 1 g of peptone, 0.1 g of MgSO 4 .7H 2 O, 0.5 g of NACl, 0.5 g of glucose,
0.1 g), and the number of viable cells was counted 3 hours and 5 hours after the start of the culture at 36 ° C. In addition, instead of the antibacterial agent 1, a control group (1/10 nutrient medium only), an aqueous solution of gallic acid having a concentration of 1 mg / ml and an aqueous solution of 1 mM hydrogen peroxide were added, and the number of viable bacteria was similarly counted and compared.
The results are shown in FIG. The antibacterial performance of antibacterial agent 1 was very strong as compared with the others.
【００１９】例５：抗菌剤２の性能評価 例２で得られた抗菌剤２の大腸菌に対する抗菌性能を例
４と同じ方法で評価した。評価したものは、抗菌剤２、
対照区（1/10ニュートリエント培地のみ）、緑茶の水抽
出液（吸光法にて定量したポリフェノール含量：4.5mg/
ml）である。結果を図２に示す。抗菌剤２の抗菌性能は
他のものに比べて非常に強力であった。Example 5 Evaluation of Performance of Antibacterial Agent 2 The antibacterial performance of the antibacterial agent 2 obtained in Example 2 against Escherichia coli was evaluated in the same manner as in Example 4. Those evaluated were antimicrobial agent 2,
Control group (1/10 nutrient medium only), water extract of green tea (polyphenol content determined by absorption method: 4.5 mg /
ml). The results are shown in FIG. The antibacterial performance of antibacterial agent 2 was very strong as compared with the others.
【００２０】例６：抗菌剤３の性能評価 例３で得られた抗菌剤３の大腸菌に対する抗菌性能を評
価した。具体的には、大腸菌を105/ml含む1/10ニュート
リエント培地（1.1ml）に抗菌剤３を100mg加え、36℃で
培養を開始してから１時間後および２時間後に生菌数を
計数した。抗菌剤３の代わりに対照区として澱粉100mg
を添加して同様に生菌数を計数した。結果を表１に示
す。Example 6: Evaluation of performance of antibacterial agent 3 The antibacterial performance of the antibacterial agent 3 obtained in Example 3 against Escherichia coli was evaluated. Specifically, 100 mg of antibacterial agent 3 was added to a 1/10 nutrient medium (1.1 ml) containing 10 5 / ml of Escherichia coli, and the number of viable cells was counted 1 hour and 2 hours after the culture was started at 36 ° C. Counted. 100mg starch as control instead of antibacterial agent 3
Was added and the number of viable cells was counted in the same manner. Table 1 shows the results.
【００２１】[0021]
【表１】 表１の結果は、水抽出物ではなく固体の緑茶でも酸化マ
グネシウムと少量の水が存在すれば抗菌性能を発現しう
ることを示している。[Table 1] The results in Table 1 show that not only the water extract but also solid green tea can exhibit antimicrobial performance if magnesium oxide and a small amount of water are present.
【００２２】[0022]
【発明の効果】フェノール化合物及び塩基性化合物を含
有する本発明の抗菌剤は、液体であっても個体であって
も強力な抗菌効果を発揮する。特に、従来の抗菌剤に比
べてフェノール化合物の濃度が低くても、高い抗菌効果
を発揮することができる。また、原料として植物性原料
を利用することができ、しかも反応で産生した過酸化水
素も塩基性化合物により徐々に水と酸素に分解されるた
め危険性が少ないという特徴も有している。The antibacterial agent of the present invention containing a phenol compound and a basic compound exerts a strong antibacterial effect whether it is a liquid or an individual. In particular, even if the concentration of the phenol compound is lower than that of a conventional antibacterial agent, a high antibacterial effect can be exhibited. In addition, a vegetable raw material can be used as a raw material, and hydrogen peroxide produced by the reaction is also gradually decomposed into water and oxygen by a basic compound, so that there is little danger.
【図１】 抗菌剤１の抗菌性能を示す図である。FIG. 1 is a diagram showing the antibacterial performance of antibacterial agent 1.
【図２】 抗菌剤２の抗菌性能を示す図である。FIG. 2 is a view showing antibacterial performance of antibacterial agent 2.
───────────────────────────────────────────────────── 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） Ａ０１Ｎ 65/00 Ａ０１Ｎ 65/00 Ｚ ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat ゛ (Reference) A01N 65/00 A01N 65/00 Z
Claims (5)
む抗菌剤。An antibacterial agent containing a phenol compound and a basic compound.
上結合している芳香環を有するポリフェノール化合物で
ある請求項１に記載の抗菌剤。2. The antibacterial agent according to claim 1, wherein the phenol compound is a polyphenol compound having an aromatic ring to which two or more OH groups are bonded.
ロロゲン酸、没食子酸、カテキンガレート及びエピガロ
カテキンガレートからなる群から選択される１以上の化
合物である請求項２に記載の抗菌剤。3. The antibacterial agent according to claim 2, wherein the phenol compound is at least one compound selected from the group consisting of caffeic acid, chlorogenic acid, gallic acid, catechin gallate and epigallocatechin gallate.
て植物組織を使用した請求項１に記載の抗菌剤。4. The antibacterial agent according to claim 1, wherein a plant tissue is used as the material containing the phenol compound.
物、ＩＡ族の金属水酸化物、ＩＩＡ族の金属酸化物及び
ＩＩＡ族の金属水酸化物からなる群から選択される１以
上の化合物である請求項１に記載の抗菌剤。5. The method according to claim 1, wherein the basic compound is at least one selected from the group consisting of Group IA metal oxides, Group IA metal hydroxides, Group IIA metal oxides and Group IIA metal hydroxides. The antibacterial agent according to claim 1, which is a compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP34547498A JP4202493B2 (en) | 1998-12-04 | 1998-12-04 | Antibacterial agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP34547498A JP4202493B2 (en) | 1998-12-04 | 1998-12-04 | Antibacterial agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000169307A true JP2000169307A (en) | 2000-06-20 |
| JP4202493B2 JP4202493B2 (en) | 2008-12-24 |
Family
ID=18376846
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP34547498A Expired - Fee Related JP4202493B2 (en) | 1998-12-04 | 1998-12-04 | Antibacterial agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP4202493B2 (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003309983A (en) * | 2002-04-15 | 2003-10-31 | Kyocera Corp | Guide apparatus |
| KR20030090121A (en) * | 2002-05-21 | 2003-11-28 | 오계헌 | Anti-microbial composition comprising tea polyphnol,and its use |
| KR100508598B1 (en) * | 2002-05-21 | 2005-08-17 | 한미향료화학주식회사 | Antimicrobial composition, and disposable absorbent article comprising antimicrobial plant extract |
| WO2007080669A1 (en) * | 2006-01-11 | 2007-07-19 | Microbiotech Inc. | Antiviral/antiinflammatory drug composition |
| JP2007326858A (en) * | 2006-06-08 | 2007-12-20 | Chih-Hsiung Lin | Composition used for prophylaxis or therapy of urinary system infection |
| KR100893065B1 (en) * | 2007-07-02 | 2009-04-15 | 경북대학교 산학협력단 | Antimicrobial composition comprising Chlorogenic acid as an effective ingredient |
| JP2011033347A (en) * | 2009-07-29 | 2011-02-17 | Kao Corp | Assay of polyphenol |
| JP2013124223A (en) * | 2011-12-13 | 2013-06-24 | Wahcom Nogyo Kenkyusho:Kk | Antimicrobial agent |
| JP2013144673A (en) * | 2011-12-14 | 2013-07-25 | Wahcom Nogyo Kenkyusho:Kk | Antimicrobial agent |
| JP2020068773A (en) * | 2018-10-26 | 2020-05-07 | 炭プラスラボ株式会社 | Compositions containing products of lactic acid bacteria, methods for producing equol and methods for producing compositions containing products of lactic acid bacteria |
-
1998
- 1998-12-04 JP JP34547498A patent/JP4202493B2/en not_active Expired - Fee Related
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003309983A (en) * | 2002-04-15 | 2003-10-31 | Kyocera Corp | Guide apparatus |
| KR20030090121A (en) * | 2002-05-21 | 2003-11-28 | 오계헌 | Anti-microbial composition comprising tea polyphnol,and its use |
| KR100508598B1 (en) * | 2002-05-21 | 2005-08-17 | 한미향료화학주식회사 | Antimicrobial composition, and disposable absorbent article comprising antimicrobial plant extract |
| WO2007080669A1 (en) * | 2006-01-11 | 2007-07-19 | Microbiotech Inc. | Antiviral/antiinflammatory drug composition |
| JP2007326858A (en) * | 2006-06-08 | 2007-12-20 | Chih-Hsiung Lin | Composition used for prophylaxis or therapy of urinary system infection |
| KR100893065B1 (en) * | 2007-07-02 | 2009-04-15 | 경북대학교 산학협력단 | Antimicrobial composition comprising Chlorogenic acid as an effective ingredient |
| JP2011033347A (en) * | 2009-07-29 | 2011-02-17 | Kao Corp | Assay of polyphenol |
| JP2013124223A (en) * | 2011-12-13 | 2013-06-24 | Wahcom Nogyo Kenkyusho:Kk | Antimicrobial agent |
| JP2013144673A (en) * | 2011-12-14 | 2013-07-25 | Wahcom Nogyo Kenkyusho:Kk | Antimicrobial agent |
| JP2020068773A (en) * | 2018-10-26 | 2020-05-07 | 炭プラスラボ株式会社 | Compositions containing products of lactic acid bacteria, methods for producing equol and methods for producing compositions containing products of lactic acid bacteria |
| JP7462868B2 (en) | 2018-10-26 | 2024-04-08 | 炭プラスラボ株式会社 | Composition containing lactic acid bacteria production substance, method for producing equol, and method for producing composition containing lactic acid bacteria production substance |
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