JP6534958B2 - Deodorant cosmetic - Google Patents

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JP6534958B2
JP6534958B2 JP2016084230A JP2016084230A JP6534958B2 JP 6534958 B2 JP6534958 B2 JP 6534958B2 JP 2016084230 A JP2016084230 A JP 2016084230A JP 2016084230 A JP2016084230 A JP 2016084230A JP 6534958 B2 JP6534958 B2 JP 6534958B2
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component
acid
histidine
derivatives
nonenal
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JP2017193503A (en
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克真 鞍本
克真 鞍本
佑介 河内
佑介 河内
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Naris Cosmetics Co Ltd
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Naris Cosmetics Co Ltd
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Description

本発明は、加齢臭の主な原因物質とされる2−ノネナールを消臭する化粧料に関する。さらに詳しくは、本発明は、高い消臭効果を発揮し、また、消臭効果を損なうことなく安定して発揮することのできる化粧料に関する。
The present invention relates to a cosmetic that deodorizes 2-nonenal, which is a main cause of age-related odor. More specifically, the present invention relates to a cosmetic which exhibits a high deodorizing effect and can be stably exhibited without impairing the deodorizing effect.

近年、加齢に伴い身体や頭部から発生する臭いに対してのケアに注目が集まってきており、それらの臭いを炭などの多孔性物質が吸着することにより除去する技術(特許文献1)や原因となる常在菌の繁殖を抑制する技術(特許文献2)、香料成分などでマスキングする技術、ブドウ糖と特定のアミノ酸で消臭化する技術(特許文献3)などが開発されている。このような加齢に伴った不快な臭いは一般的に加齢臭と呼ばれており、夏場の汗臭などとともに不快なものとされ、解消が求められている。   In recent years, attention has been focused on care for odors generated from the body and head with aging, and a technology for removing those odors by adsorbing porous materials such as charcoal (Patent Document 1) There are also developed techniques for suppressing the propagation of indigenous bacteria causing the cause (Patent Document 2), techniques for masking with a flavor component, etc., and techniques for deodorizing with glucose and a specific amino acid (Patent Document 3). An unpleasant odor associated with such age is generally referred to as an age-related odor, and it is considered as unpleasant with the sweat odor in summer and so on, and is required to be eliminated.

その一方で、加齢臭の主な原因物質として2−ノネナールが提唱されており、この成分は加齢とともに増大することが示されている。特に加齢臭が発生する年齢とされる40歳以降で顕著に増大することが確認されている。2−ノネナールはω7不飽和脂肪酸の酸化的分解によって発生し、過酸化脂質がその酸化的分解を促進することが示されている。
発生した2−ノネナールを消臭する物質については、L−ヒスチジンに極めて高い2−ノネナールの消臭効果があることが知られている。しかし、L−ヒスチジンは特定の化合物と併用した場合、著しく消臭効果が低減し、安定性も経時的に減少する事が問題点であった。
On the other hand, 2-nonenal has been proposed as a main cause of aging odor, and this component has been shown to increase with age. In particular, it has been confirmed that it significantly increases after the age of 40, at which age-related odor is generated. 2-Nonenal is generated by the oxidative degradation of ω7 unsaturated fatty acid, and it has been shown that lipid peroxide promotes its oxidative degradation.
It is known that L-histidine has a very high deodorizing effect of 2-nonenal on substances which deodorize the generated 2-nonenal. However, when L-histidine is used in combination with a specific compound, the problem is that the deodorizing effect is significantly reduced and the stability is also decreased with time.

特開2002−145747Japanese Patent Application Laid-Open No. 2002-145747 特開2008−110999JP 2008-110999 A 特開2010−013418JP 2010-013418 A

本発明は、L−ヒスチジンの消臭効果および安定性が特定の化合物:成分(C)との共存時に著しく低下する現象に対し、これを改善した化粧料を提供することを目的とする。
An object of the present invention is to provide a cosmetic composition which improves the deodorizing effect and stability of L-histidine against the phenomenon in which the deodorizing effect and the stability of the compound significantly decrease upon coexistence with a specific compound: component (C).

以上の問題を解決するため、本発明者が鋭意検討した結果、L−ヒスチジンの成分(C)による消臭効果および安定性の低下が、ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩を用いることで改善することを見出した。さらにこれら3成分を組み合わせることによって、製剤の経時安定化についても相乗的に効果が上昇することが判明した。
In order to solve the above problems, as a result of intensive investigations by the present inventor, the deodorizing effect and the reduction of stability by the component (C) of L-histidine are reduced by using pyrosulfite, sulfite and bisulfite. I found it to improve. Furthermore, it was found that the combination of these three components synergistically increases the effect of stabilizing the preparation over time.

すなわち本発明は
次の成分(A)〜(C)、
(A)L−ヒスチジン
(B)ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩から選択される1種又は2種以上
(C)グリチルリチン酸、グリチルリチン酸の誘導体、及びグリチルリチン酸の塩、グリチルレチン酸、グリチルレチン酸の誘導体、及びグリチルレチン酸の塩、ε−アミノカプロン酸、ε−アミノカプロン酸の誘導体、及びε−アミノカプロン酸の塩、グルコン酸、グルコン酸の誘導体、及びグルコン酸の塩、アラントイン及びアラントインの誘導体から選択される1種又は2種以上
を含有する化粧料である。
That is, the present invention provides the following components (A) to (C),
(A) L-histidine (B) 1 or 2 or more kinds selected from pyrosulfite, sulfite, bisulfite (C) glycyrrhizinic acid, derivatives of glycyrrhizinic acid, and salts of glycyrrhizinic acid, glycyrrhetinic acid, glycyrrhetin Derivatives of acids and salts of glycyrrhetinic acid, ε-aminocaproic acid, derivatives of ε-aminocaproic acid, and salts of ε-aminocaproic acid, gluconic acid, derivatives of gluconic acid, and salts of gluconic acid, derivatives of allantoin and allantoin It is a cosmetic containing one or more selected species.

本発明によれば、L−ヒスチジンを用いた消臭化粧料について、L−ヒスチジンの消臭効果および安定性が特定の成分、成分(C)の配合時に低下するのを、効果的に防ぐことが可能となる。 According to the present invention, for a deodorant cosmetic composition using L-histidine, it is possible to effectively prevent the deodorizing effect and stability of L-histidine from decreasing when compounding the specific component and component (C). Is possible.

以下、本発明について更に詳しく説明する。   Hereinafter, the present invention will be described in more detail.

本発明に用いられる成分(A)L−ヒスチジンは、本発明において2−ノネナールを消臭するために配合している。 Component (A) L-histidine used in the present invention is blended to deodorize 2-nonenal in the present invention.

本発明に用いられる成分(A)L−ヒスチジンは望ましくは0.01%〜5%が望ましい。さらに望ましくは0.1%〜3%が望ましい。 The component (A) L-histidine used in the present invention is desirably 0.01% to 5%. More preferably, 0.1% to 3% is desirable.

本発明に用いられる成分(B)ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩は、これらに成分(A)と成分(C)とを共に配合することで、偶然にも成分(A)の消臭効果が効果的に保持できた。塩の種類は特に限定されず、成分(B)は還元能を有する成分であることが望ましい。 The component (B) pyrosulfite, sulfite, and bisulfite used in the present invention are accidentally deodorant of the component (A) by blending the component (A) and the component (C) together with these components. I was able to effectively hold the effect. The kind of salt is not particularly limited, and it is desirable that the component (B) is a component having a reducing ability.

本発明に用いられる成分(B)は望ましくは0.001%〜1%が望ましい。さらに望ましくは0.01%〜0.1%が望ましい。 The component (B) used in the present invention is desirably 0.001% to 1%. More preferably, 0.01% to 0.1% is desirable.

本発明に用いられる成分(C)に挙げた成分は化粧品添加物として、医薬部外品の有効成分、添加物として一般的に汎用されている成分であり、抗炎症効果や肌荒れ防止効果などを目的にスキンケア、トイレタリー製品などに幅広く配合される。 The components listed as the component (C) used in the present invention are active ingredients of quasi-drugs as cosmetic additives, and components generally used widely as additives, and have anti-inflammatory and skin roughening effects, etc. It is widely blended in skin care and toiletries products for the purpose.

成分(C)の塩の種類、誘導体の種類は特に限定されず、成分の母体構造が共通していれば成分(A)の消臭効果及び安定性を損ない、損なわれた効果や安定性が成分(B)の存在時に改善した。 The type of salt of the component (C) and the type of derivative are not particularly limited, and if the parent structure of the component is common, the deodorizing effect and stability of the component (A) are impaired, and the impaired effect and stability are It improved in the presence of component (B).

本発明の皮膚洗浄用組成物は液状、ペースト状、クリーム状、およびジェル状など剤型には寄らず適用することができる。
The composition for cleansing the skin of the present invention can be applied regardless of the form such as liquid, paste, cream and gel.

以下に実施例を挙げて、本発明を更に説明する。なお、これらは本発明を何ら限定するものではない。配合量は組成物全量に対する質量%である。 The invention will be further described with reference to the following examples. In addition, these do not limit the present invention at all. The compounding amount is% by mass based on the total amount of the composition.

本実施例で用いた評価項目について説明する。
1.「消臭効果(分析)」
「評価方法」
2−ノネナール除去能の評価は、HPLCを利用した測定方法(分析化学, 46(1) , 31-36, 1997)を改変して2−ノネナールの量を測定することにより行った。
The evaluation items used in the present embodiment will be described.
1. "Deodorizing effect (analysis)"
"Evaluation method"
The evaluation of 2-nonenal removal ability was performed by measuring the amount of 2-nonenal by modifying the measurement method using HPLC (analytical chemistry, 46 (1), 31-36, 1997).

実施例もしくは比較例の化粧料を、95%エタノール水溶液を溶媒として50%溶液として試料とした。
陽性対象には、2−ノネナールの除去効果が知られているL−リジン(特開2011−1
56227)と、同じ塩基性アミノ酸のL−ヒスチジンを用いた。L−リジンは50%エ
タノール水溶液を溶媒として1%溶液とし、L−ヒスチジンは1%水溶液を調整し、試験に用いた。
The cosmetics of Examples or Comparative Examples were used as samples in a 50% solution using a 95% aqueous ethanol solution as a solvent.
L-lysine is known to be effective for removing 2-nonenal in positive subjects (Japanese Patent Laid-Open No. 2011-1).
56227) and L-histidine of the same basic amino acid were used. L-lysine was used as a 1% solution using a 50% aqueous ethanol solution as a solvent, and L-histidine was used as a 1% aqueous solution.

上記試料又は陽性対照であるL−リジン溶液、又はL‐ヒスチジン溶液を500μLと、95%エタノールを溶媒として調製した5μM2‐ノネナール溶液500μLとを混合後、32℃の恒温槽で8時間温めた。Controlには試料の代わりに95%エタノール水溶液を用いた。その後DNPA液500μLを混合後、45℃の恒温槽で30min反応させた(反応液)。DNPA液とは、DNPH(2,4‐Dinitrophenyl hydrazine Hydrochloride) 25mg, 99.5%エタノール45mL, 濃塩酸1mL, 蒸留水 4mLの混合液を指す。反応液は 氷水で約10min冷却し、反応を停止させた。反応を停止させた反応液はろ過後、HPLCにて解析を行った。2-ノネナールの検出はリテンションタイム11.5minに確認された。体臭成分である2‐ノネナールの除去率は、以下の式に従いピーク面積から求めた。 After mixing 500 μL of the above sample or positive control L-lysine solution or L-histidine solution with 500 μL of 5 μM 2-nonenal solution prepared using 95% ethanol as a solvent, it was warmed in a thermostat at 32 ° C. for 8 hours. 95% ethanol aqueous solution was used for Control instead of the sample. Thereafter, 500 μL of DNPA solution was mixed, and then reacted for 30 minutes in a thermostat of 45 ° C. (reaction solution). DNPA liquid refers to a mixed solution of DNPH (2,4-Dinitrophenyl hydrazide Hydrochloride) 25 mg, 99.5% ethanol 45 mL, concentrated hydrochloric acid 1 mL, and distilled water 4 mL. The reaction solution was cooled with ice water for about 10 minutes to stop the reaction. The reaction solution in which the reaction was stopped was filtered and analyzed by HPLC. The detection of 2-nonenal was confirmed at a retention time of 11.5 min. The removal rate of 2-nonenal which is a body odor component was determined from the peak area according to the following equation.

<式1>

Figure 0006534958
<Formula 1>
Figure 0006534958

<HPLC 条件>
カラム; CHEMCOBOND 5−ODS−W size6.0×150 (6A)
流速 ; 1.5 mL/min
カラム温度 ; 50 ℃
移動相 ; CH3CN:H2O = 80:20( V/V)
検出器/測定波長 ;紫外可視検出器/365 nm
<HPLC conditions>
Column; CHEMCOOND 5-ODS-W size 6.0 × 150 (6 A)
Flow rate: 1.5 mL / min
Column temperature: 50 ° C
Mobile phase; CH3CN: H2O = 80:20 (V / V)
Detector / measurement wavelength; UV-visible detector / 365 nm

「評価基準」
上記方法でL−ヒスチジンの2−ノネナールの除去率によって以下のように評価した。
○:除去率80%以上
△:除去率40%以上、80%未満
×:除去率1%以上、40%未満
××:除去率1%未満
"Evaluation criteria"
It evaluated as follows by the removal rate of 2-nonenal of L- histidine by the said method.
○: Removal rate 80% or more Δ: Removal rate 40% or more, less than 80% ×: Removal rate 1% or more, less than 40% ××: Removal rate less than 1%

2.「消臭効果(官能)」
「評価方法」
実施例もしくは比較例の化粧料を、水を溶媒として50%溶液として試料とした。陰性対照として水を用いた。10μM2−ノネナール溶液と試料を1:1の割合で混合し、10分後のにおいを評価することによって確認した。なお、評価は熟練の評価者5名で行った。
「評価基準」
上記試験結果から、各試料と混合した溶液のにおいに以下のようにスコアをつけた。
5点:においなし
4点:ほとんどにおいなし
3点:においは低減しているが残っている
2点:わずかににおいが減っている
1点:変化なし
続いて評価者5名の平均スコアを算出し、以下のように評価を行った。
○:4点以上
△:2点以上4点未満
×:2点未満
2. "Deodorant effect (functional)"
"Evaluation method"
The cosmetics of Examples or Comparative Examples were used as a sample as a 50% solution using water as a solvent. Water was used as a negative control. The 10 μM 2-nonenal solution and the sample were mixed in a ratio of 1: 1 and confirmed by evaluating the odor after 10 minutes. The evaluation was conducted by five skilled evaluators.
"Evaluation criteria"
From the above test results, the odor of the solution mixed with each sample was scored as follows.
5 points: no odor 4 points: almost no odor 3 points: odor is reduced but remaining 2 points: odor is slightly reduced 1 point: no change Subsequently, the average score of 5 evaluators is calculated. And evaluated as follows.
○: 4 or more △: 2 or more and less than 4 points ×: less than 2 points

3.「安定性」
「評価方法」
実施例および比較例の化粧料を60℃下に1週間静置し、熟練の評価者が外観の経時変化を目視により確認することで評価を行った。
「評価基準」
上記方法により経時変化を確認し、経時変化の度合いにより以下のように評価を行った。
○:変化なし
×:黄色に変色している。
3. "Stability"
"Evaluation method"
Evaluation was performed by allowing the cosmetic of the example and the comparative example to stand at 60 ° C. for one week, and a skilled evaluator visually confirmed the temporal change of the appearance.
"Evaluation criteria"
The change over time was confirmed by the above method, and the evaluation was performed as follows according to the degree of change over time.
○: No change ×: Discolored yellow.

Figure 0006534958
Figure 0006534958

Figure 0006534958
Figure 0006534958

比較例2、3、および7〜9を参照すると、成分(A)と成分(C)が共存することにより、消臭効果、安定性共に非常に悪いことが伺える。これに対し、実施例を参照すると、成分(B)が配合された場合、消臭効果、安定性共に非常に良好である。 Referring to Comparative Examples 2, 3 and 7 to 9, it can be seen that the coexistence of the component (A) and the component (C) shows that both the deodorizing effect and the stability are very bad. On the other hand, referring to the examples, when the component (B) is blended, both the deodorizing effect and the stability are very good.

実施例1、2、3では成分Bの配合量を変化させているが、0.001%でも十分な効果が得られていることが分かる。また、実施例4に示したとおり成分Aの配合量が0.01%でも十分な消臭効果が得られていることが分かる。 Although the compounding quantity of the component B is changed in Example 1, 2, 3, it turns out that sufficient effect is acquired even if it is 0.001%. Further, as shown in Example 4, it can be seen that a sufficient deodorizing effect is obtained even when the blending amount of component A is 0.01%.

なお、安定性の評価において色調の変化が起こっているものは、使用感にも変動が起きている傾向があり、成分(A)、成分(B)及び成分(C)が共存することにより、使用感の変化を抑える利点も確認された。 In addition, the thing in which the change of color tone has happened in evaluation of stability has a tendency for fluctuation also to occur in the feeling of use, and component (A), component (B) and component (C) coexist, The advantage of suppressing the change in usability was also confirmed.

以上の結果から、処方に成分(C)を配合する際に、成分(A)を用いて消臭効果を付与したい場合は、成分(B)を組み合わせて配合することで、より高い消臭効果と安定性を付与することができる。 From the above results, when it is desired to impart a deodorizing effect using the component (A) when the component (C) is blended in the formulation, a higher deodorizing effect can be achieved by combining the component (B) and blending And stability can be given.

常法にて、各処方の組成物を作製した。いずれの処方においても本発明の効果を奏することが確認された。
(1)シャンプー
配合成分 配合量(%)
水 残量
L−ヒスチジン 0.3
亜硫酸Na 0.05
グリチルリチン酸2K 0.10
塩化Na 適量
pH調整剤 適量
防腐剤 適量
グリセリン 8.00
エデト酸塩 0.05
ラウレス硫酸Na 12.00
PPG−2コカミド 2.00
ラウリルヒドロキシスルタイン 3.00
ポリクオタニウムー10 0.05
合計(%) 100.00

The composition of each formulation was produced by a conventional method. It was confirmed that the effects of the present invention can be exhibited in any of the formulations.
(1) Shampoo ingredients composition amount (%)
Water balance L-histidine 0.3
Sulfurous acid Na 0.05
Glycyrrhizin acid 2K 0.10
Na Chloride qs pH adjuster qs Preservative qs Glycerin 8.00
Edetate 0.05
Laureth sulfate Na 12.00
PPG-2 cocamide 2.00
Lauryl hydroxy sultine 3.00
Polyquaternium-10 0.05
Total (%) 100.00

(2)化粧水
配合成分 配合量(%)
水 残量
L−ヒスチジン 0.15
亜硫酸Na 0.05
グリチルリチン酸2K 0.10
エタノール 40.00
pH調整剤 適量
防腐剤 適量
1,3−BG 8.00
エデト酸塩 0.01
L−メントール 0.20
合計(%) 100.00
(2) Lotion water composition ingredient amount (%)
Water balance L-histidine 0.15
Sulfurous acid Na 0.05
Glycyrrhizin acid 2K 0.10
Ethanol 40.00
pH adjuster appropriate amount preservative preservative appropriate amount 1,3-BG 8.00
Edetate 0.01
L-Menthol 0.20
Total (%) 100.00

Claims (3)

次の成分(A)〜(C)、
(A)L−ヒスチジン
(B)ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩から選択される1種又は2種以上
(C)グリチルリチン酸、グリチルリチン酸の誘導体、及びグリチルリチン酸の塩、グリチルレチン酸、グリチルレチン酸の誘導体、及びグリチルレチン酸の塩、ε−アミノカプロン酸、ε−アミノカプロン酸の誘導体、及びε−アミノカプロン酸の塩、グルコン酸、グルコン酸の誘導体、及びグルコン酸の塩、アラントイン及びアラントインの誘導体から選択される1種又は2種以上
を含有する化粧料。
The following components (A) to (C),
(A) L-histidine (B) 1 or 2 or more kinds selected from pyrosulfite, sulfite, bisulfite (C) glycyrrhizinic acid, derivatives of glycyrrhizinic acid, and salts of glycyrrhizinic acid, glycyrrhetinic acid, glycyrrhetin Derivatives of acids and salts of glycyrrhetinic acid, ε-aminocaproic acid, derivatives of ε-aminocaproic acid, and salts of ε-aminocaproic acid, gluconic acid, derivatives of gluconic acid, and salts of gluconic acid, derivatives of allantoin and allantoin Cosmetics containing 1 type or 2 types or more selected.
次の成分(A)〜(C)、
成分(A)L−ヒスチジンの配合量が0.01%〜5%
成分(B)の配合量が0.001%〜1%
である請求項1記載の化粧料。
The following components (A) to (C),
Component (A) L-histidine content is 0.01% to 5%
Component (B) content is 0.001% to 1%
The cosmetic according to claim 1, which is
洗浄用化粧料である請求項1又は2に記載の化粧料。
The cosmetic according to claim 1, which is a cosmetic for cleaning.
JP2016084230A 2016-04-20 2016-04-20 Deodorant cosmetic Active JP6534958B2 (en)

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