JPH09278638A - Agent for treating and preventing tragomaschalia - Google Patents
Agent for treating and preventing tragomaschaliaInfo
- Publication number
- JPH09278638A JPH09278638A JP12087296A JP12087296A JPH09278638A JP H09278638 A JPH09278638 A JP H09278638A JP 12087296 A JP12087296 A JP 12087296A JP 12087296 A JP12087296 A JP 12087296A JP H09278638 A JPH09278638 A JP H09278638A
- Authority
- JP
- Japan
- Prior art keywords
- preventing
- formula
- tragomaschalia
- agent
- antibacterial action
- 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.)
- Pending
Links
Landscapes
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、腋臭を誘発する皮
表細菌叢である、コリネバクテリウム属に対して強い抗
菌作用を有し、腋臭治療および予防剤として優れたビフ
ェニル化合物に関する。TECHNICAL FIELD The present invention relates to a biphenyl compound having a strong antibacterial action against Corynebacterium, which is a skin surface bacterial flora that induces axillary odor, and is excellent as an agent for treating and preventing axillary odor.
【０００２】[0002]
【従来の技術および発明が解決しようとする課題】本発
明者らは、特定のビフェニル化合物が、う蝕の原因であ
るストレプトコッカス ミュータンス（特開平７−３３
６４９号公報）、ニキビの原因であるプロピオニバクテ
リウム アクネス（特開平７−３３６２４号公報）に対
して強い抗菌作用を有することを報告した。BACKGROUND OF THE INVENTION The present inventors have found that a specific biphenyl compound causes Streptococcus mutans, which causes caries (Japanese Patent Laid-Open No. 7-33).
649), and a strong antibacterial action against Propionibacterium acnes (Japanese Patent Laid-Open No. 7-33624), which is the cause of acne.
【０００３】本発明者らは、特定のビフェニル化合物
が、さらに他の細菌に対しても抗菌作用を有する可能性
を検討をした。The present inventors have examined the possibility that a specific biphenyl compound may have an antibacterial action against other bacteria.
【０００４】腋臭は、アポクリン汗腺の存在部位である
腋窩、乳暈、臍、外陰部に多汗症を伴って不快な悪臭を
発生するものである（山村雄一他編、現代皮膚科学大
系、第１５巻、２６７−２８７、中山書店、１９８３
年）。The axillary odor causes an unpleasant odor associated with hyperhidrosis in the axilla, mammary tract, navel, and vulva where apocrine sweat glands are present (Yuichi Yamamura et al., Contemporary Dermatology, First). Volume 15, 267-287, Nakayama Shoten, 1983
Year).
【０００５】Hurleyは、アポクリン汗は分泌された状態
では無臭かつ無菌であるが、これに皮表細菌叢とくにぶ
どう球菌が作用して汗を分解し、その結果生ずる短鎖の
脂肪酸が悪臭の原因となる。さらに、汗および皮表のア
ンモニアその他の物質が加わって特有の臭気を生ずると
述べている〔Hurley,H.J.Jr.:Diseases of apocrineswe
at glands.Dermatology in General Medecine.p.386,Mc
Graw-Hill,New York(1971) 〕。In Hurley, apocrine sweat is odorless and aseptic in the secreted state, but the skin surface flora, particularly staphylococci, act on it to decompose sweat, and the resulting short-chain fatty acids cause malodor. Becomes Furthermore, it states that the addition of sweat and skin surface ammonia and other substances produces a characteristic odor (Hurley, HJJr .: Diseases of apocrineswe.
at glands.Dermatology in General Medecine.p.386, Mc
Graw-Hill, New York (1971)].
【０００６】皮表細菌叢のうち、腋臭に直接関連する微
生物は、Rennieらによれば(Rennie,P.J.,Gower,D.B.,Ho
lland,K.T.,Mallet,A.I and Watkins,W.J.,The skin mi
croflora and the formation of human axillary odou
r.,Int.J.Cosm.Sci.,12,197-207,1990)、嫌気性菌コリ
ネバクテリウム属、特にコリネバクテリウム キセロシ
ス（Corinebacterium xerosis)であることを報告してい
る。According to Rennie et al. (Rennie, PJ, Gower, DB, Ho.
lland, KT, Mallet, AI and Watkins, WJ, The skin mi
croflora and the formation of human axillary odou
r., Int.J.Cosm.Sci., 12,197-207,1990) , anaerobic bacteria belonging to the genus Corynebacterium, have reported that particularly Corynebacterium Kiseroshisu (Corinebacterium xerosis).
【０００７】本発明の目的は、コリネバクテリウム属に
対して強い抗菌作用を有し、有効な腋臭治療および予防
剤を開発することにある。An object of the present invention is to develop an effective therapeutic and prophylactic agent for axillary odor, which has a strong antibacterial action against Corynebacterium.
【０００８】[0008]
【課題を解決するための手段】本発明者らは、上記目的
を達成するため、コリネバクテリウム属に対して下記一
般式で表されるビフェニル化合物が、強い抗菌活性を有
するか否かについて鋭意検討した結果、コリネバクテリ
ウム属に対して強い抗菌作用を有していることを見いだ
し本発明を完成した。[Means for Solving the Problems] In order to achieve the above object, the present inventors have keenly determined whether or not the biphenyl compound represented by the following general formula has a strong antibacterial activity against Corynebacterium. As a result of examination, they found that they have a strong antibacterial action against Corynebacterium and completed the present invention.
【０００９】[0009]
【化２】 Embedded image
【００１０】（但し、Ｒは水素原子もしくは炭素数１か
ら８の直鎖および側鎖の飽和炭化水素基）(Wherein R is a hydrogen atom or a linear or side chain saturated hydrocarbon group having 1 to 8 carbon atoms)
【００１１】[0011]
【発明の実施の形態】以下、本発明の実施の形態につい
て詳述する。BEST MODE FOR CARRYING OUT THE INVENTION Embodiments of the present invention will be described in detail below.
【００１２】本発明に使用されるビフェニル化合物の一
部は公知の物質が含まれ、その合成方法について報告さ
れている（日本化学雑誌、第８７巻、第６号、６０３
頁、１９６６年）。また、公知以外の化合物も同様の合
成方法によって得ることができる。A part of the biphenyl compound used in the present invention includes a known substance, and its synthesis method has been reported (Nippon Kagaku Journal, Vol. 87, No. 6, 603).
P., 1966). Also, compounds other than known compounds can be obtained by the same synthetic method.
【００１３】本発明のビフェニル化合物の式中に定義し
たＲの例としては、メチル、エチル、プロピル、ｉｓｏ
−プロピル、ブチル、２−メチルプロピル、ペンチル、
ヘキシル、２−エチルヘキシル等が挙げられる。Examples of R defined in the formula of the biphenyl compound of the present invention include methyl, ethyl, propyl and iso.
-Propyl, butyl, 2-methylpropyl, pentyl,
Hexyl, 2-ethylhexyl and the like can be mentioned.
【００１４】本発明の腋臭治療および予防剤は、例え
ば、医薬品、医薬部外品、化粧品などに適用することが
可能である。The agent for treating and preventing axillary odor of the present invention can be applied to, for example, pharmaceuticals, quasi drugs, cosmetics and the like.
【００１５】その配合量は使用する系によって様々で、
一概には言えないが、以下の実施例から明らかなよう
に、既存のこの種の物質と同等もしくはかなり低濃度で
よい。The blending amount varies depending on the system used,
Although it cannot be said unconditionally, as will be apparent from the following examples, the concentration may be equal to or considerably lower than that of existing substances of this type.
【００１６】次に、本発明のビフェニル化合物によるコ
リネバクテリウム属に対する抗菌作用の効果を明らかに
するための実施例を示す。Next, examples for clarifying the antibacterial action of Corynebacterium by the biphenyl compound of the present invention will be shown.
【００１７】[0017]
【実施例】以下、実施例について説明する。実施例にお
ける試験濃度は、重量／容量％（単に、％、と略）。ま
た、実施例におけるビフェニル化合物の名称を前記一般
式のＲの違いにより以下の如く略記する。すなわち、ビ
フェニル化合物１（Ｒ＝ＣＨ3 ）、ビフェニル化合物２
（Ｒ＝Ｃ2 Ｈ5 ）、ビフェニル化合物３（Ｒ＝Ｃ
3 Ｈ7 ）。なお、構造の異なるビフェニル化合物である
デヒドロジオイゲノール、デヒドロジクレオソールを比
較対照１、比較対照２として用いた。Embodiments will be described below. The test concentrations in the examples are weight / volume% (simply abbreviated as%). Further, the names of the biphenyl compounds in the examples are abbreviated as follows depending on the difference of R in the general formula. That is, biphenyl compound 1 (R = CH 3 ) and biphenyl compound 2
(R = C 2 H 5 ), biphenyl compound 3 (R = C
3 H 7). Dehydrodioigenol and dehydrodicresol, which are biphenyl compounds having different structures, were used as Comparative Control 1 and Comparative Control 2.
【００１８】〔抗菌作用試験法〕代表的なコリネバクテ
リウム属である、コリネバクテリウム ミヌテッシウム
およびコリネバクテリウム キセロシスを選定し、ペー
パーディスク法を用いて抗菌作用を試験した。ソイビー
ン・カゼインダイジェスト寒天培地に、別に同じ培地で
培養しておいた、コリネバクテリウム培養液（生菌数が
約１０5 個/ml 培地に調整）を混合し、１０mlをシャー
レに分注固化した。シャーレの中央にペーパーディスク
を置き、５０μｌのサンプルを滴下した。５℃にて２４
時間静置した後、３２℃にて４８時間培養した。ペーパ
ーディスクのまわりに形成された阻止円の直径を測定す
る事により、抗菌力を確認した（但し、阻止円直径には
ペーパーディスクの直径８mmを含む）。測定に用いたサ
ンプル濃度は１．２５、０．６３、０．３１、０．１６
％である。[Antibacterial Action Test Method] Corynebacterium minutesium and Corynebacterium xerosis, which are typical genus Corynebacterium, were selected, and the antibacterial action was tested using the paper disk method. Soybean-casein digest agar medium was mixed with Corynebacterium culture solution (viable cell count was adjusted to about 10 5 cells / ml medium), which had been separately cultured in the same medium, and 10 ml was dispensed and solidified in a petri dish. . A paper disk was placed in the center of the petri dish, and 50 μl of the sample was dropped. 24 at 5 ° C
After allowing to stand for 24 hours, it was cultured at 32 ° C. for 48 hours. The antibacterial activity was confirmed by measuring the diameter of the blocking circle formed around the paper disc (however, the diameter of the blocking circle includes the diameter of the paper disc of 8 mm). The sample concentrations used for measurement were 1.25, 0.63, 0.31, and 0.16.
%.
【００１９】表１にコリネバクテリウム ミヌッテシウ
ムに対する試験結果を示す。Table 1 shows the test results for Corynebacterium minuttesium.
【００２０】[0020]
【表１】 [Table 1]
【００２１】表２にコリネバクテリウム キセロシスに
対する試験結果を示す。Table 2 shows the test results for Corynebacterium xerosis.
【００２２】[0022]
【表２】 [Table 2]
【００２３】表１、２の結果から、本発明のビフェニル
化合物は、濃度依存的にコリネバクテリウム属に対して
抗菌作用を有し、しかも低濃度で効果のあることがわか
った。From the results shown in Tables 1 and 2, it was found that the biphenyl compound of the present invention has a concentration-dependent antibacterial action against Corynebacterium and is effective at low concentrations.
【００２４】[0024]
【発明の効果】以上記載の如く、本発明品は低濃度でコ
リネバクテリウム属に対して強い抗菌作用を有し、腋臭
を防止もしくは予防する化粧品、医薬部外品や薬品への
利用が可能であることは明かである。Industrial Applicability As described above, the product of the present invention has a strong antibacterial action against Corynebacterium at a low concentration and can be used for cosmetics, quasi drugs and medicines for preventing or preventing axillary odor. Is clear.
Claims (1)
よび側鎖の飽和炭化水素基）で表されるビフェニル化合
物からなる腋臭治療および予防剤。1. The following general formula: (Wherein, R is a hydrogen atom or a linear or side chain saturated hydrocarbon group having 1 to 8 carbon atoms), which is a therapeutic and prophylactic agent for axillary odors.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12087296A JPH09278638A (en) | 1996-04-17 | 1996-04-17 | Agent for treating and preventing tragomaschalia |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12087296A JPH09278638A (en) | 1996-04-17 | 1996-04-17 | Agent for treating and preventing tragomaschalia |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH09278638A true JPH09278638A (en) | 1997-10-28 |
Family
ID=14797047
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12087296A Pending JPH09278638A (en) | 1996-04-17 | 1996-04-17 | Agent for treating and preventing tragomaschalia |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH09278638A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000001353A1 (en) * | 1998-07-07 | 2000-01-13 | Unilever Plc | Method of reducing or preventing malodour |
| WO2006071654A1 (en) * | 2004-12-29 | 2006-07-06 | Colgate-Palmolive Company | Oral compositions containing biphenol antibacterial compounds |
| WO2012087289A1 (en) * | 2010-12-21 | 2012-06-28 | Colgate-Palmolive Company | Halogenated biphenols as antibacterial agents |
| US8313733B2 (en) | 2005-03-18 | 2012-11-20 | Colgate-Palmolive Company | Antibacterial 5,5′-disubstituted 3,3′ dialkoxy-2,2′-dihydroxy-1,1′-biphenyl |
| US8425881B2 (en) | 2005-03-18 | 2013-04-23 | Colgate-Palmolive Company | Antibacterial 3′,5-disubstituted 2,4′-dihydroxybiphenyl compounds, derivatives and related methods |
-
1996
- 1996-04-17 JP JP12087296A patent/JPH09278638A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000001353A1 (en) * | 1998-07-07 | 2000-01-13 | Unilever Plc | Method of reducing or preventing malodour |
| WO2006071654A1 (en) * | 2004-12-29 | 2006-07-06 | Colgate-Palmolive Company | Oral compositions containing biphenol antibacterial compounds |
| EP2266666A1 (en) * | 2004-12-29 | 2010-12-29 | Colgate-Palmolive Company | Oral compositions containing biphenol antibacterial compounds |
| US8071077B2 (en) | 2004-12-29 | 2011-12-06 | Colgate-Palmolive Company | Oral compositions containing biphenol antibacterial compounds |
| US8652444B2 (en) | 2004-12-29 | 2014-02-18 | Colgate-Palmolive Company | Oral compositions containing biphenol antibacterial compounds |
| US8313733B2 (en) | 2005-03-18 | 2012-11-20 | Colgate-Palmolive Company | Antibacterial 5,5′-disubstituted 3,3′ dialkoxy-2,2′-dihydroxy-1,1′-biphenyl |
| US8425881B2 (en) | 2005-03-18 | 2013-04-23 | Colgate-Palmolive Company | Antibacterial 3′,5-disubstituted 2,4′-dihydroxybiphenyl compounds, derivatives and related methods |
| WO2012087289A1 (en) * | 2010-12-21 | 2012-06-28 | Colgate-Palmolive Company | Halogenated biphenols as antibacterial agents |
| US9334212B2 (en) | 2010-12-21 | 2016-05-10 | Colgate-Palmolive Company | Compounds and compositions |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
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Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20040806 |
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