JP3231907B2 - Whitening cosmetics - Google Patents
Whitening cosmeticsInfo
- Publication number
- JP3231907B2 JP3231907B2 JP19543693A JP19543693A JP3231907B2 JP 3231907 B2 JP3231907 B2 JP 3231907B2 JP 19543693 A JP19543693 A JP 19543693A JP 19543693 A JP19543693 A JP 19543693A JP 3231907 B2 JP3231907 B2 JP 3231907B2
- Authority
- JP
- Japan
- Prior art keywords
- extract
- cells
- whitening
- tyrosinase
- camote
- 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.)
- Expired - Fee Related
Links
Landscapes
- Cosmetics (AREA)
Description
【0001】[0001]
【産業上の利用分野】本発明は、皮膚美白効果を有する
化粧料に関し、さらに詳しくは、メラニン生成抑制作用
に基づく美白効果を有する植物抽出物を有効成分として
配合した美白化粧料に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic having a skin whitening effect, and more particularly, to a whitening cosmetic containing, as an active ingredient, a plant extract having a whitening effect based on an inhibitory action on melanin production.
【0002】[0002]
【従来の技術】一般に、日焼けによる色黒、シミ、そば
かす等は、黒褐色無定形の色素であるメラニンの生成に
より生じるものと考えられており、このメラニンは、皮
膚が紫外線などの外的刺激を受けると、皮膚のメラニン
細胞中に存在するチロシナーゼ(チロシン酸化酵素)が
活性化し、タンパク質構成アミノ酸の一種であるチロシ
ンが酸化されて生成する。2. Description of the Related Art In general, it is considered that darkening, spots, freckles, and the like due to sunburn are caused by the production of melanin, which is a black-brown amorphous pigment. This melanin causes external stimuli such as ultraviolet rays on the skin. When it is received, tyrosinase (tyrosine oxidase) present in the melanocytes of the skin is activated, and tyrosine, one of the amino acids constituting the protein, is oxidized and produced.
【0003】したがって、メラニン生成に関与するチロ
シナーゼの活性を抑制することにより肌を白くする効果
が期待されるために、チロシナーゼ活性抑制成分の化粧
料への配合が提唱されていた。[0003] Accordingly, since an effect of whitening skin is expected by suppressing the activity of tyrosinase involved in melanin production, it has been proposed to add a tyrosinase activity-inhibiting component to cosmetics.
【0004】従来、美白効果を有する美白化粧料とし
て、特公昭55−43443号「美白化粧料」や、特公
昭54−974号「生薬抽出物配合組成物」に開示され
るように、アスコルビン酸またはその誘導体を配合した
ものが知られている他、アルブチンを配合した皮膚外用
剤(特開昭60−16906号等)やコウジ酸を配合し
た漂白化粧料(特公昭32−8100号)、植物成分
(特開昭63−2913号他)または動物成分(特開昭
63−8312号他)から抽出した化粧料が美白効果を
有するものとして公知である。Conventionally, as a whitening cosmetic having a whitening effect, as disclosed in Japanese Patent Publication No. 55-43443, "Whitening Cosmetic" and Japanese Patent Publication No. 54-974, "Composition of crude drug extract", ascorbic acid In addition to those containing a derivative thereof, an external preparation for skin containing arbutin (JP-A-60-16906), a bleaching cosmetic containing kojic acid (Japanese Patent Publication No. 32-8100), and a plant Cosmetics extracted from ingredients (JP-A-63-2913 and others) or animal ingredients (JP-A-63-8312 and others) are known to have a whitening effect.
【0005】しかしながら、上記従来の化粧料は、充分
な美白効果が認められないものが多く、また、保存安定
性が充分でなかったり、刺激性を有するなど皮膚に対す
る安全性に問題があるものが多かった。However, many of the above-mentioned conventional cosmetics do not have a sufficient whitening effect, and also have problems in safety to the skin such as insufficient storage stability and irritation. There were many.
【0006】[0006]
【発明が解決しようとする課題】本発明は、上記従来の
技術の問題点を解決し、優れた皮膚美白効果を有し、且
つ充分な保存安定性および高い安全性を有する新規な美
白化粧料を提供することを目的とする。DISCLOSURE OF THE INVENTION The present invention solves the above-mentioned problems of the prior art, and has a novel skin whitening effect having an excellent skin whitening effect, sufficient storage stability and high safety. The purpose is to provide.
【0007】[0007]
【課題を解決するための手段】本発明者等は斯かる課題
を解決するために鋭意研究した結果、メキシコの植物で
あるティラ、カモーテデアザフラン、ハマイカ、ポレオ
ベルデおよびナボネグロの抽出物がチロシナーゼ酵素活
性阻害作用や、メラノーマ細胞におけるメラニン生成抑
制作用を有することを見いだし、本発明を提供すること
ができた。Means for Solving the Problems The present inventors have conducted intensive studies in order to solve the above problems, and as a result, the extracts of Mexican plants Thira, Camote de azafuran, Hamaica, Poleoverde and Nabonegro were found to contain tyrosinase enzyme. The present invention was found to have an activity inhibitory effect and an inhibitory effect on melanin production in melanoma cells, and could provide the present invention.
【0008】すなわち本発明は、ティラ(TILA)、
カモーテデアザフラン(CAMOTE DE AZAF
RAN)、ハマイカ(JAMAICA)、ポレオベルデ
(POLEO VERDE)およびナボネグロ(NAV
O NEGRO)からなる群より選ばれる少なくとも1
種の植物から得られた抽出物を配合したことを特徴とす
る美白化粧料に関するものである。[0008] That is, the present invention relates to a tila (TILA),
CAMOTE DE AZAF
RAN), Jamaica, POLEO VERDE and Navonegro (NAV)
At least one selected from the group consisting of O NEGRO)
The present invention relates to a whitening cosmetic comprising an extract obtained from a seed plant.
【0009】[0009]
【作用】本発明の化粧料は、次に示すような方法で製造
することができる。先ず、メキシコ産の植物であるティ
ラ、カモーテデアザフラン、ハマイカ、ポレオベルデお
よびナボネグロのうち少なくとも1種の乾燥物、あるい
は乾燥物粉砕物を抽出溶媒を用いて加熱抽出する。The cosmetic of the present invention can be manufactured by the following method. First, at least one of a Mexican plant, Thira, Camote de azafuran, Hamaica, Poleoverde, and Nabonegro, is dried and heat-extracted using an extraction solvent.
【0010】この場合、抽出溶媒としては、メタノー
ル、エタノール、プロパノールまたはイソプロピルアル
コール等のアルコール類や水、またはこれらの混合溶液
を用いることができるが、例えば、アルコール濃度が2
0〜70%の含水アルコールを用い、50℃で1時間の
抽出を行なうと抽出効率が良いことを確認している。In this case, as the extraction solvent, alcohols such as methanol, ethanol, propanol or isopropyl alcohol, water, or a mixed solution thereof can be used.
It has been confirmed that an extraction efficiency of 1 hour at 50 ° C. using 0-70% aqueous alcohol is good.
【0011】抽出後、抽出液を濾別して抽出エキスを得
た後、さらに抽出エキスを60℃以下の温度で加熱しな
がら減圧濃縮して乾固させ、乾固した抽出物を回収して
化粧料に配合するが、この場合、上記抽出エキスをその
まま化粧料に配合しても構わない。After the extraction, the extract is filtered to obtain an extract, and the extract is further concentrated under reduced pressure while heating at a temperature of 60 ° C. or less to dryness. In this case, the above-mentioned extract may be directly blended with the cosmetic.
【0012】このようにして得た植物(ティラ、カモー
テデアザフラン、ハマイカ、ボレオベルデ、ナボネグ
ロ)の抽出物は、従来より用いられているアスコルビン
酸と比較して、低濃度で優れたメラニン生成抑制作用を
発揮することが本発明者等によって確認されており、こ
の抽出物を有効成分として0.01〜5.0%配合する
ことにより、美白効果を有する美白化粧料を得ることが
できる。The extract of the plant (tila, camote de azafuran, Hamaica, oleoverde, nabonegro) obtained in this way has a lower concentration of melanin production than the conventionally used ascorbic acid. It has been confirmed by the present inventors that it exerts an action, and a whitening cosmetic having a whitening effect can be obtained by incorporating this extract as an active ingredient in an amount of 0.01 to 5.0%.
【0013】尚、本発明で用いることのできる植物の乾
燥物としては、これら植物の花、葉、茎、根等の各部分
が使用できる。[0013] As the dried plant which can be used in the present invention, each part of the plant such as flowers, leaves, stems and roots can be used.
【0014】以下実施例をもって詳細に説明するが、本
発明の範囲はこれらに限定されるものではない。Hereinafter, the present invention will be described in detail with reference to Examples, but the scope of the present invention is not limited thereto.
【0015】[0015]
【実施例1】本実施例では、植物の抽出方法の一例を示
す。先ず、メキシコの植物の1種であるティラの花から
なる乾燥物約100gをミキサーで粉砕し、次いでその
粉砕物および1リットルの50%エチルアルコールをフ
ラスコに入れ、攪拌しながら50℃で1時間還流抽出を
行なった。Embodiment 1 In this embodiment, an example of a method for extracting a plant will be described. First, about 100 g of a dried product consisting of the flower of Thira, a kind of Mexican plant, is pulverized with a mixer, and then the pulverized product and 1 liter of 50% ethyl alcohol are placed in a flask and stirred at 50 ° C. for 1 hour. Reflux extraction was performed.
【0016】抽出後、この溶液を吸引濾過し、得られた
濾液をエバポレーターを用いて50℃で減圧濃縮し、次
いで得られた濃縮液を減圧乾燥し、10.5gの褐色結
晶体(抽出物)を得た。After the extraction, this solution was subjected to suction filtration, and the obtained filtrate was concentrated under reduced pressure at 50 ° C. using an evaporator. Then, the obtained concentrated liquid was dried under reduced pressure to obtain 10.5 g of brown crystals (extracted product). ) Got.
【0017】また、上記と同様にメキシコ産植物である
カモーテデアザフラン、ハマイカ、ポレオベルデおよび
ナボネグロの乾燥物を各自約100gを粉砕したものか
ら、抽出物としてそれぞれ14.4g、15.3g、
7.2gおよび8.4gを得た。In the same manner as described above, 14.4 g, 15.3 g, and 14.3 g, respectively, are obtained by pulverizing about 100 g of a dried product of Camote de azafuran, Hamaica, Poleoverde and Nabonegro, which are Mexican plants.
7.2 g and 8.4 g were obtained.
【0018】[0018]
【実施例2】本実施例では、実施例1で得たティラ、カ
モーテデアザフラン、ハマイカ、ポレオベルデおよびナ
ボネグロ抽出物のチロシナーゼ活性阻害作用の測定を行
なった。Example 2 In this example, the tyrosinase activity inhibitory effect of the extracts of Thira, Camote de azafuran, Hamaica, Poleoverde and Nabonegro obtained in Example 1 was measured.
【0019】尚、この場合、チロシナーゼ活性阻害作用
の測定は、ドーパからチロシナーゼにより生産されるド
ーパクロムを、475nmの吸光度測定によって定量す
る方法を用いたが、本方法では、次のような反応試薬を
用いた。In this case, in order to measure the tyrosinase activity inhibitory action, a method was used in which dopachrome produced from dopa by tyrosinase was quantified by measuring absorbance at 475 nm. In this method, the following reaction reagent was used. Using.
【0020】(イ)コハク酸ナトリウムバッファー
(100mM、pH5.5) (ロ)マッシュルームチロシナーゼ(SIGMA社製)
溶液(270unit/mlに(イ)にバッファーで調整した
もの) (ハ)L−DOPA(和光純薬工業製)溶液(6mMに
(イ)のバッファーで調整したもの)(A) Sodium succinate buffer
(100 mM, pH 5.5) (b) Mushroom tyrosinase (manufactured by SIGMA)
Solution (adjusted to 270 unit / ml with buffer (a)) (c) L-DOPA (manufactured by Wako Pure Chemical Industries) solution (adjusted to 6 mM with buffer (a))
【0021】測定は、先ず所定数の試験管に(イ)のバ
ッファー1.8mlおよび(ロ)のチロシナーゼ溶液0.
1mlを入れておき、次いで、実施例1で得た抽出物の水
溶液から成る2%(w/v )、1%(w/v )、0.5%
(w/v )、の各濃度の試料溶液を0.1mlずつ加え、3
0℃の恒温水槽で15分間インキュベートした。First, 1.8 ml of the buffer (a) and the tyrosinase solution (b) were placed in a predetermined number of test tubes.
1 ml, then 2% (w / v), 1% (w / v), 0.5% consisting of an aqueous solution of the extract obtained in Example 1
(W / v), 0.1 ml of each sample solution of
The mixture was incubated for 15 minutes in a constant temperature water bath at 0 ° C.
【0022】次いで、この試験管に(ハ)のL−DOP
A溶液を1ml加えて攪拌した後、30℃の恒温室中で往
復振とう機に該試験管を約45°傾けてセットし、40
分間振とう(往復回数150/分)した。振とう後、分
光光度計を用いて475nmの吸光度を測定し、その測定
値をAとした。Next, the L-DOP of (c) was added to this test tube.
After adding 1 ml of the solution A and stirring, the test tube was set at about 45 ° in a reciprocating shaker in a constant temperature room at 30 ° C.
It was shaken for 150 minutes (the number of reciprocations was 150 / min). After shaking, the absorbance at 475 nm was measured using a spectrophotometer.
【0023】一方、コントロールとして試料溶液の代り
に(イ)のバッファーを加えた以外は上記と同様にして
475nmの吸光度を測定した値をBとし、また、ブラン
クとしてL−DOPA溶液の代りに(イ)のバッファー
を加えたこと以外は上記と同様にして475nmの吸光度
を測定し、その測定値をCとした。On the other hand, the value obtained by measuring the absorbance at 475 nm in the same manner as described above except that the buffer (a) was added instead of the sample solution as a control was B, and a blank was used instead of the L-DOPA solution ( The absorbance at 475 nm was measured in the same manner as described above except that the buffer of b) was added, and the measured value was designated as C.
【0024】なお、チロシナーゼ活性阻害率の算出は、
以下の計算式を用いて行ない、その結果を表1に示し
た。The tyrosinase activity inhibition rate was calculated as follows:
The calculation was performed using the following formula, and the results are shown in Table 1.
【0025】チロシナーゼ活性阻害率(%)={1−
(A−C)/B}×100Tyrosinase activity inhibition rate (%) = {1-
(AC) / B} × 100
【0026】[0026]
【表1】 [Table 1]
【0027】表1から明らかなように、ティラ、カモー
テデアザフラン、ハマイカ、ボレオベルデおよびナボネ
グロの抽出物は、2%水溶液という低濃度のものであっ
てもチロシナーゼの活性を強く阻害しており、優れたチ
ロシナーゼ活性阻害作用を有することが確認できた。As is clear from Table 1, the extracts of Thira, Camote de azafuran, Hamaica, Boleoverde and Nabonegro strongly inhibit tyrosinase activity even at a low concentration of 2% aqueous solution. It was confirmed that the compound had an excellent tyrosinase activity inhibitory action.
【0028】[0028]
【実施例3】本実施例では、実施例1で得た各抽出物の
メラニン生成抑制作用の測定を行なった。先ず、メラニ
ンを生成するマウス由来の悪性黒色腫細胞であるB16
メラノーマ細胞(B16Fo、ATCC No.CRL
−6322)を、ウシ胎児血清で終濃度10%となるよ
うに添加したイーグルMEM培地で培養し、6ウェルプ
レート(FALCON社製)の各ウェルに、該細胞を3
×103 cell/ml の濃度で含む上記培地を6ml入れ、C
O2 インキュベーター(5%CO2 、37℃)内で5日
間培養した。Example 3 In this example, the melanin production inhibitory effect of each extract obtained in Example 1 was measured. First, B16, a malignant melanoma cell derived from a mouse that produces melanin,
Melanoma cells (B16Fo, ATCC No. CRL)
-6322) was cultured in Eagle's MEM medium supplemented with fetal bovine serum to a final concentration of 10%, and the cells were added to each well of a 6-well plate (manufactured by FALCON).
Add 6 ml of the above medium containing a concentration of × 10 3 cell / ml,
The cells were cultured in an O 2 incubator (5% CO 2 , 37 ° C.) for 5 days.
【0029】次いで、この培地を0.03%のテオフィ
リン(SIGMA社製)を含む新しいイーグルMEM培
地(6ml)に交換し、各ウェルに適当な量の試料溶液
(実施例1で得た抽出物の水溶液)を添加した後さらに
3日間培養した。培養終了後、該培養液から培地を捨て
て各ウェルに1mlの生理食塩水を加え、スクレーパーを
用いてウェルの底面に付着している細胞をかきとるよう
に懸濁させた。Next, this medium was replaced with a new Eagle MEM medium (6 ml) containing 0.03% theophylline (manufactured by SIGMA), and an appropriate amount of the sample solution (the extract obtained in Example 1) was added to each well. Was further cultured for 3 days. After completion of the culture, the medium was discarded from the culture, 1 ml of physiological saline was added to each well, and the cells adhered to the bottom of the well were suspended using a scraper to scrape the cells.
【0030】次に、ピペットを用いて該細胞懸濁液をマ
イクロ遠心チューブ(1.5ml容量、エッペンドルフ社
製)に移して、遠心分離(1,000×g、15分間)
した。Next, the cell suspension was transferred to a microcentrifuge tube (1.5 ml volume, manufactured by Eppendorf) using a pipette, and centrifuged (1,000 × g, 15 minutes).
did.
【0031】一方、対照として試料溶液の代りに滅菌水
を添加して上記同様の試験を行った他、細胞の白色化を
比較するための実験区として、試料溶液の代りに2%L
−アスコルビン酸水溶液を(a)60μl、(b)15
0μl、(c)300μl添加し、上記同様の試験を行
った。On the other hand, as a control, the same test was performed by adding sterile water instead of the sample solution, and 2% L was used instead of the sample solution as an experimental group for comparing the whitening of cells.
-Ascorbic acid aqueous solution (a) 60 μl, (b) 15
0 μl and (c) 300 μl were added, and the same test was performed.
【0032】次に、ペレットとなった細胞の白色度の度
合を目視で比較し、メラニン生成抑制効果の判定を行な
った。この場合、対照実験区(滅菌水添加区)の細胞の
白色の度合を「−」、L−アスコルビン酸を添加した比
較実験区の細胞の白色の度合をそれぞれ(a):
「+」、(b):「++」、(c):「+++」とし
て、試料溶液を添加した場合の細胞の白色の度合が、
−、+、++、+++のどれに対応するかを目視で判断
し、試料溶液のメラニン生成抑制効果の強さとして4段
階の判定を行ない、その結果を表2に示した。Next, the degree of whiteness of the pelleted cells was visually compared to determine the melanin production inhibitory effect. In this case, the degree of whiteness of the cells in the control group (sterilized water-added group) was "-", and the degree of whiteness of the cells in the comparative group to which L-ascorbic acid was added was (a):
“+”, (B): “++”, (c): “++”, the degree of whiteness of the cells when the sample solution was added,
Which of-, +, ++, and +++ the sample solution corresponds to was visually determined, and the strength of the melanin production inhibitory effect of the sample solution was determined in four stages, and the results are shown in Table 2.
【0033】[0033]
【表2】 [Table 2]
【0034】表2示す結果から明らかのように、ティラ
抽出物は200μg/mlでアスコルビン酸500μg/
mlと同等のメラニン生成抑制作用を示し、L−アスコル
ビン酸よりはるかに低濃度でメラニン生成を抑制するこ
とが確認された。As is clear from the results shown in Table 2, the tila extract was 200 μg / ml and ascorbic acid 500 μg / ml.
It showed melanin production inhibitory action equivalent to that of ml, and it was confirmed that melanin production was inhibited at a much lower concentration than L-ascorbic acid.
【0035】また、カモーテデアザフラン、ハマイカ、
ポレオベルデ、ナボネグロの各抽出物もアスコルビン酸
と同等のメラニン生成抑制作用を示した。さらに、これ
らの抽出物は1000μg/mlの高濃度のものであって
も細胞に対する毒性はなかった。Also, Camote de Azafran, Hamaica,
Each of Poleoverde and Nabonegro extracts also showed the same melanin production inhibitory action as ascorbic acid. Furthermore, these extracts were not toxic to cells even at high concentrations of 1000 μg / ml.
【0036】[0036]
【実施例4】本実施例では、実施例1で得たティラの抽
出物の美白化粧料への配合例を一例として示す。Example 4 In this example, an example of blending the extract of thira obtained in Example 1 with a whitening cosmetic is shown.
【0037】 (重量%) ティラ抽出物 1.0 グリセリン 5.0 ポリオキシエチレンソルビタンモノラウレート 1.5 エタノール 10.0 香料 適量 防腐剤、酸化防止剤 適量 色素 適量 精製水 残部(Wt%) Tila extract 1.0 Glycerin 5.0 Polyoxyethylene sorbitan monolaurate 1.5 Ethanol 10.0 Appropriate perfume Preservative, antioxidant Appropriate dye Appropriate amount of purified water Remainder
【0038】[0038]
【発明の効果】上述のようにメキシコの植物であるティ
ラ、カモーテデアザフラン、ハマイカ、ポレオベルデお
よびナボネグロの抽出物は、優れたチロシナーゼ活性阻
害作用、およびメラノーマ細胞におけるメラニン生成抑
制作用を有しており、これらの抽出物のうち少なくとも
1種を配合した本発明の美白化粧料は、優れた皮膚美白
効果を有する他、これらの抽出物は、少量で優れた皮膚
美白効果を発揮し、細胞への毒性も低いため安全性の高
いものである。As described above, the extracts of Mexican plants Thira, Camote de azafuran, Hamaica, Poleoverde, and Nabonegro have excellent tyrosinase activity inhibitory activity and melanoma production inhibitory activity in melanoma cells. The whitening cosmetic of the present invention, which contains at least one of these extracts, has an excellent skin whitening effect. In addition, these extracts exhibit an excellent skin whitening effect in a small amount, and are effective for cells. Is highly safe because of its low toxicity.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 FRAGRANCE JOURNA L,臨時増刊,No.6,(1986) FRAGRANCE JOURNA L,Vol.18,No.6,(1990) (58)調査した分野(Int.Cl.7,DB名) A61K 7/00 - 7/50 CA(STN)──────────────────────────────────────────────────続 き Continuation of the front page (56) References FRAGANCE JOURNAL, extra edition, No. 6, (1986) FRAGANCE JOURNAL L, Vol. 18, No. 6, (1990) (58) Fields investigated (Int. Cl. 7 , DB name) A61K 7/ 00-7/50 CA (STN)
Claims (1)
ラン(CAMOTEDE AZAFRAN)、ハマイカ
(JAMAICA)、ポレオベルデ(POLEO VE
RDE)およびナボネグロ(NAVO NEGRO)か
らなる群より選ばれる少なくとも1種の植物から得られ
た抽出物を配合したことを特徴とする美白化粧料。1. Tila, CAMOTED AZAFRAN, JAMAICA, POLEO VE
A whitening cosmetic comprising an extract obtained from at least one plant selected from the group consisting of RDE) and Navonegro (NAVO NEGRO).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19543693A JP3231907B2 (en) | 1993-07-13 | 1993-07-13 | Whitening cosmetics |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19543693A JP3231907B2 (en) | 1993-07-13 | 1993-07-13 | Whitening cosmetics |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0725744A JPH0725744A (en) | 1995-01-27 |
JP3231907B2 true JP3231907B2 (en) | 2001-11-26 |
Family
ID=16341035
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP19543693A Expired - Fee Related JP3231907B2 (en) | 1993-07-13 | 1993-07-13 | Whitening cosmetics |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP3231907B2 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3514428B2 (en) * | 1999-08-24 | 2004-03-31 | 日本ベルボン精機工業株式会社 | Tripod |
-
1993
- 1993-07-13 JP JP19543693A patent/JP3231907B2/en not_active Expired - Fee Related
Non-Patent Citations (2)
Title |
---|
FRAGRANCE JOURNAL,Vol.18,No.6,(1990) |
FRAGRANCE JOURNAL,臨時増刊,No.6,(1986) |
Also Published As
Publication number | Publication date |
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JPH0725744A (en) | 1995-01-27 |
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