JP2001026518A - Preparation composition for external use for skin - Google Patents
Preparation composition for external use for skinInfo
- Publication number
- JP2001026518A JP2001026518A JP11198356A JP19835699A JP2001026518A JP 2001026518 A JP2001026518 A JP 2001026518A JP 11198356 A JP11198356 A JP 11198356A JP 19835699 A JP19835699 A JP 19835699A JP 2001026518 A JP2001026518 A JP 2001026518A
- Authority
- JP
- Japan
- Prior art keywords
- skin
- solution
- composition
- extract
- active oxygen
- 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.)
- Granted
Links
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- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000010466 nut oil Substances 0.000 description 1
- 235000019488 nut oil Nutrition 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KYVUMEGNMQDSHO-UHFFFAOYSA-N oleoside dimethyl ester Natural products O1C=C(C(=O)OC)C(CC(=O)OC)C(=CC)C1OC1C(O)C(O)C(O)C(CO)O1 KYVUMEGNMQDSHO-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 238000003305 oral gavage Methods 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 229940056211 paraffin Drugs 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- SWUARLUWKZWEBQ-VQHVLOKHSA-N phenethyl caffeate Chemical compound C1=C(O)C(O)=CC=C1\C=C\C(=O)OCCC1=CC=CC=C1 SWUARLUWKZWEBQ-VQHVLOKHSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000010471 pistachio oil Substances 0.000 description 1
- 229940082415 pistachio oil Drugs 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- 229940092258 rosemary extract Drugs 0.000 description 1
- 235000020748 rosemary extract Nutrition 0.000 description 1
- 239000001233 rosmarinus officinalis l. extract Substances 0.000 description 1
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 description 1
- 229960004555 rutoside Drugs 0.000 description 1
- 238000011076 safety test Methods 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 229940112950 sage extract Drugs 0.000 description 1
- 235000020752 sage extract Nutrition 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 1
- 150000003872 salicylic acid derivatives Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 235000017709 saponins Nutrition 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 231100000161 signs of toxicity Toxicity 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 230000004215 skin function Effects 0.000 description 1
- 230000035483 skin reaction Effects 0.000 description 1
- 231100000430 skin reaction Toxicity 0.000 description 1
- 231100000370 skin sensitisation Toxicity 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229940010747 sodium hyaluronate Drugs 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- 229940075554 sorbate Drugs 0.000 description 1
- 229950006451 sorbitan laurate Drugs 0.000 description 1
- 235000011067 sorbitan monolaureate Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 235000013976 turmeric Nutrition 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- SYFNOXYZEIYOSE-UHFFFAOYSA-N uvaol Natural products CC1CCC2(O)CCC3(C)C(=CCC4(C)C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C SYFNOXYZEIYOSE-UHFFFAOYSA-N 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- KDSWDGKIENPKLB-QJDQKFITSA-N verbascoside Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](OC(=O)CCC=2C=C(O)C(O)=CC=2)[C@@H](CO)O[C@@H](OCCC=2C=C(O)C(O)=CC=2)[C@@H]1O KDSWDGKIENPKLB-QJDQKFITSA-N 0.000 description 1
- QFRYQWYZSQDFOS-UHFFFAOYSA-N verbascoside Natural products CC1OC(COC2C(O)C(COC3OC(C(O)C(O)C3O)C(=O)O)OC(Oc4cc(O)cc5OC(=CC(=O)c45)c6ccc(O)c(O)c6)C2O)C(O)C(O)C1O QFRYQWYZSQDFOS-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
- 229930007845 β-thujaplicin Natural products 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、オリーブ葉の抽出
物のカラムクロマト処理分画物を配合することにより、
紫外線や代謝により皮膚内に生じる活性酸素を消去し
て、活性酸素に起因する皮膚の老化を防止する皮膚外用
剤組成物に関する。TECHNICAL FIELD [0001] The present invention relates to a method for preparing an olive leaf extract by adding a column chromatographically treated fraction.
The present invention relates to a skin external preparation composition that eliminates active oxygen generated in skin due to ultraviolet rays and metabolism and prevents aging of the skin due to active oxygen.
【0002】[0002]
【従来の技術】皮膚は、体内から起因する酸素ストレス
だけでなく、空気と接していることや紫外線の照射を受
けることから、最も活性酸素にさらされている器官であ
る。皮膚表面では、活性酸素が皮脂を酸化し、皮膚表面
状態の悪化の原因となっている。また、真皮中では、構
成成分であるコラーゲンやエラスチンが、架橋すること
により弾力低下の原因となり、ヒアルロン酸は低分子化
することにより、保湿能の低下を引き起こすと言われて
いる。このような真皮成分の変化が、シワの原因として
提唱されている。また、活性酸素は、シミの生成にも深
く関与していると考えられ、よって様々な皮膚の老化の
主原因と推定されている。このようなことから、活性酸
素から皮膚を守る化粧料が開発されてきた。それらの中
で、天然物中から多くの活性酸素抑制物質が確認されて
きた。ゴマ油中のセサミノール、セサモール、米胚芽中
のトコフェノール、オリザノール、コーヒー豆中のカフ
ェー酸、ローズマリー中のカルノソール、ローズマリー
酸、ターメリック中のクルクミン等、他に多くの植物抽
出液に活性酸素抑制作用が確認され、化粧料等に配合さ
れてきた。2. Description of the Related Art The skin is the organ most exposed to active oxygen because of its contact with air and irradiation of ultraviolet rays as well as oxygen stress caused by the body. On the skin surface, active oxygen oxidizes sebum, causing deterioration of the skin surface condition. It is also said that in the dermis, collagen and elastin, which are constituent components, cause a decrease in elasticity due to cross-linking, and that hyaluronic acid has a low molecular weight, thereby causing a decrease in moisturizing ability. Such a change in the dermis component has been proposed as a cause of wrinkles. In addition, active oxygen is considered to be deeply involved in the generation of spots, and is therefore presumed to be the main cause of various skin aging. For these reasons, cosmetics that protect the skin from active oxygen have been developed. Among them, many active oxygen suppressing substances have been identified from natural products. Sesameol in sesame oil, sesamol, tocophenol in rice germ, oryzanol, caffeic acid in coffee beans, carnosol in rosemary, rosemary acid, curcumin in turmeric, and many other plant extracts. The inhibitory effect was confirmed, and it has been blended in cosmetics and the like.
【0003】一方、本発明に係わるオリーブ葉は、Ol
ive Leaf ExtractとしてCTFA(第
8改定)に記載されており、化粧品添加剤として広く使
用されている。しかしながら、これら抽出液は、エタノ
ール、多価アルコール又はこれらと水の混液で抽出され
たものであり、高い活性酸素消去作用を求めることはで
きない。『また、オリーブ葉エキスに抗酸化作用がある
ことやオリーブ葉の成分であるOleuropein、
その加水分解物であるHydroxytyrosolに
同様の抗酸化作用があることが知られており(Phytoche
mistry,Vol.31,No.4,pp.1173-1178,1992) 、Hydro
xytyrosolの合成法も確立されている(Phytoc
hemistry、同) 。』On the other hand, the olive leaf according to the present invention is Ol
It is described in the CTFA (Eighth Revision) as ive Leaf Extract and is widely used as a cosmetic additive. However, these extracts are extracted with ethanol, polyhydric alcohol or a mixture of these and water, and a high active oxygen elimination effect cannot be obtained. "In addition, olive leaf extract has antioxidant effect and oleuropein which is a component of olive leaf,
It is known that the hydrolyzate Hydroxytyrosol has a similar antioxidant effect (Phytoche
mistry, Vol. 31, No. 4, pp. 1173-1178, 1992), Hydro
A method for synthesizing xytyrosol has also been established (Phytoc
hemistry, ibid.) 』
【0004】[0004]
【発明が解決しようとする課題】これまで有効とされた
天然物中の単離成分は高価であったり、皮膚刺激性が強
いといった欠点があり、化粧料に配合するにあたり、価
格、刺激及び効果の点から問題を有する。他方、これま
での活性酸素抑制作用を有する植物抽出物は、効果が弱
く、十分な効果を求めるためには、多量を化粧料に配合
することが必要であり、化粧料の製品に色、匂いの面で
好ましいものを得ることができなかった。The isolated components in natural products which have been effective so far have the disadvantage that they are expensive and have strong skin irritation, and they are expensive, irritating and effective when formulated into cosmetics. There is a problem from the point of view. On the other hand, conventional plant extracts having an active oxygen-suppressing effect are weak in effect, and in order to obtain a sufficient effect, it is necessary to mix a large amount of the extract with cosmetics. However, it was not possible to obtain a preferable one in terms of the above.
【0005】従って、本発明の目的は、価格、刺激及び
効果の面から化粧料添加剤として優れた活性酸素抑制作
用を有する植物抽出物を配合し、活性酸素に起因する皮
膚の老化を防止する皮膚外用剤組成物を提供することに
ある。[0005] Accordingly, an object of the present invention is to incorporate a plant extract having an excellent active oxygen suppressing effect as a cosmetic additive in view of price, irritation and effect, and to prevent skin aging caused by active oxygen. It is to provide a skin external preparation composition.
【0006】このような実情において、本発明者らは、
広く天然界に存在する植物の抽出物について鋭意検討を
行った結果、オリーブ葉の抽出物分画物が高い活性酸素
抑制作用があることを見出し本発明を完成するに至っ
た。In such a situation, the present inventors have:
As a result of intensive studies on plant extracts that exist widely in the natural world, the present inventors have found that the olive leaf extract fraction has a high active oxygen-suppressing action, and have completed the present invention.
【0007】[0007]
【課題を解決するための手段】すなわち、本発明は、オ
リーブ葉抽出物のカラムクロマト処理分画物を含有する
ことを特徴とする活性酸素消去作用を有する皮膚外用剤
組成物を提供するものである。That is, the present invention provides a skin external preparation composition having an active oxygen scavenging action, comprising a fraction obtained by subjecting an olive leaf extract to column chromatography. is there.
【0008】本願発明は、下記の請求項1〜請求項3に
より構成されている。 請求項1:オリーブ葉の水又はエタノール溶液抽出物を
合成高分子系又は結合型シリカゲル充填剤を用いたカラ
ムクロマト法にて処理し、得られた分画物を必須成分と
することを特徴とする皮膚外用剤組成物。 請求項2:カラムクロマト法における溶出液がエタノー
ル濃度30〜60vol%である請求項1記載の皮膚外
用剤組成物。 請求項3:皮膚外用剤組成物が活性酸素消去作用を有す
る化粧料である請求項1又は請求項2記載の皮膚外用剤
組成物。The present invention is constituted by the following claims 1 to 3. Claim 1: A water or ethanol solution extract of olive leaves is treated by a column chromatography method using a synthetic polymer or bonded silica gel filler, and the obtained fraction is used as an essential component. Skin external preparation composition. In a preferred embodiment, the eluate in the column chromatography has an ethanol concentration of 30 to 60 vol%. Claim 3: The skin external preparation composition according to claim 1 or 2, wherein the skin external preparation composition is a cosmetic having an active oxygen scavenging action.
【0009】以下、この発明の皮膚外用剤組成物につい
て詳述する。本発明においては、オリーブ Olea
europaea L.(モクセイ科)の葉の抽出物の
カラムクロマト処理分画物を必須成分として用いる。Hereinafter, the skin external preparation composition of the present invention will be described in detail. In the present invention, the olive Olea
europaea L. A column chromatographically treated fraction of a leaf extract (Mentaceae) is used as an essential component.
【0010】本発明で用いるオリーブ葉は、地中海沿岸
地方、北アフリカ原産のオリーブで、現在地中海沿岸地
方をはじめ世界各地の比較的気温の高い土地で栽培され
ている。オリーブ葉は、長楕円形か皮針形の革質で先端
は鋭く尖っている。『オリーブ葉の成分としては、セコ
イリドイド配糖体のoleuropein、demethyloleuropein、
oleoside、ligstroside 、カフェー酸エステルのverbas
coside、フラボノイド配糖体のrutine、luteolin glyco
sides 、apigenin glycosides 、トリテルペンのoleano
lic acid、betulinic acid、トリテルペノールのsitste
rol 、α-amyrin 、β-amyrin 、uvaol 、erythrodiol
、クロロフィル等があげられる。これら成分の中で活
性酸素消去作用を有する成分は、セコイリドイド配糖
体、カフェー酸エステル及びフラボノイド配糖体であ
る。』The olive leaves used in the present invention are olives native to the Mediterranean region and North Africa, and are currently grown on relatively high temperature lands including the Mediterranean region. The olive leaves are oblong or needle-shaped leather and sharply pointed. "The components of olive leaves include secoiridoid glycosides oleuropein, demethyloleuropein,
oleoside, ligstroside, caffeic acid ester verbas
coside, rutine of flavonoid glycoside, luteolin glyco
sides, apigenin glycosides, oleano triterpene
lic acid, betulinic acid, triterpenol siteste
rol, α-amyrin, β-amyrin, uvaol, erythrodiol
And chlorophyll. Among these components, components having an active oxygen scavenging action are sequoyloid glycosides, caffeic acid esters, and flavonoid glycosides. 』
【0011】本発明の必須成分であるオリーブ葉抽出物
のカラムクロマト分画物を調製する際には、オリーブ葉
は、必要に応じ、生又は乾燥したものをそのまま又は粉
砕したものを使用し、有機栽培で生育された葉も同様に
使用することができる。抽出物の調製方法は特に限定さ
れないが、例えば、種々の適当な溶媒を用い、室温又は
加温下において抽出する方法があげられる。When preparing a column chromatographic fraction of the olive leaf extract, which is an essential component of the present invention, the raw or dried olive leaves may be used as they are or may be pulverized, if necessary. Organically grown leaves can be used as well. The method for preparing the extract is not particularly limited, and examples thereof include a method in which extraction is performed at room temperature or under heating using various appropriate solvents.
【0012】具体的に抽出溶媒としては、水、メタノー
ル、エタノール等の低級一価アルコール、これらの一種
又は二種以上の混合溶媒を用いることができる。これら
の中で、特に水又は20〜60%エタノール溶液をもち
いることが好ましい。エタノール濃度が高すぎるとトリ
テルペンやクロロフィル等の成分が多量に抽出され、後
処理(濃縮等)が困難となる。Specifically, water, lower monohydric alcohols such as methanol and ethanol, and one or a mixture of two or more thereof can be used as the extraction solvent. Among these, it is particularly preferable to use water or a 20 to 60% ethanol solution. If the ethanol concentration is too high, a large amount of components such as triterpene and chlorophyll are extracted, and post-treatment (concentration and the like) becomes difficult.
【0013】抽出物をカラム充填用試料として調製する
方法は、濃縮によりアルコールを留去し、3〜50倍の
濃縮液とする。濃縮により、トリテルペンが析出してく
るが、ろ過により取り除いてもさしつかえない。濃縮液
を0〜10%のエタノール溶液として充填用試料とする
こともできる。In the method of preparing the extract as a sample for column packing, the alcohol is distilled off by concentration to obtain a 3 to 50-fold concentrated solution. Although triterpenes are precipitated by concentration, they can be removed by filtration. The concentrated liquid can be used as a filling sample as a 0 to 10% ethanol solution.
【0014】カラムクロマトの方法としては、オープン
カラムを使用することもできるが、加圧液体クロマトグ
ラフィーを利用した方が、工業的には望ましい。具体的
には、低圧、中圧、フラッシュクロマトグラフィーを利
用することができる。As a column chromatography method, an open column can be used, but the use of pressurized liquid chromatography is industrially desirable. Specifically, low pressure, medium pressure, and flash chromatography can be used.
【0015】カラムクロマトに使用する充填剤は、逆相
系の結合型シリカゲルや高分子系充填剤を使用すること
ができる。具体的には、ODS型、DMS(ジメチルジ
クロロシラン)型等の結合型リシカゲル、スチレン−ジ
ビニルベンゼン系、メタアクリル酸エステル系などの高
分子系充填剤をあげることができるが、これらに限定さ
れるものではない。充填剤の粒子径としては、20〜2
00μmのものを使用することができる。As the packing material used for column chromatography, reversed-phase bonded silica gel or a polymer-based packing material can be used. Specific examples include, but are not limited to, bonded type rishikagel such as ODS type and DMS (dimethyldichlorosilane) type, and high molecular type filler such as styrene-divinylbenzene type and methacrylate ester type. Not something. As the particle diameter of the filler, 20 to 2
One having a thickness of 00 μm can be used.
【0016】溶出に使用する溶媒としては、水、メタノ
ール、エタノール、アセトン、n−プロパノール、エチ
ルエーテル、酢酸エチル、これらの一種又は二種以上の
混合溶媒を用いることができる。特に水〜20%エタノ
ールで充填した試料を洗浄した後、30〜60%のエタ
ノール溶液で溶出することが望ましい。As the solvent used for elution, water, methanol, ethanol, acetone, n-propanol, ethyl ether, ethyl acetate, and one or a mixture of two or more of these can be used. In particular, it is desirable to elute with a 30 to 60% ethanol solution after washing a sample filled with water to 20% ethanol.
【0017】溶出液の回収は、小さなフラクションに分
けて回収することもできるし、大きなフラクションとし
て回収することもできる。回収した溶出液は、そのまま
分画液とすることもできるし、濃縮液として濃度を高め
ることもできる。また、スプレードライや凍結乾燥など
の操作によりエキス粉末とすることもできる。必要に応
じては、さらにカラムクロマトグラフィーを繰り返した
り、向流クロマトグラフィーにより分画を精製すること
もできる。これら分画物は、分画液、分画粉末、分画ペ
ーストに調製し、更に適宜製剤化して用いることもでき
る。The eluate can be collected in small fractions or in large fractions. The collected eluate can be used as a fraction as it is, or its concentration can be increased as a concentrate. An extract powder can also be obtained by an operation such as spray drying or freeze drying. If necessary, column chromatography can be further repeated, or the fraction can be purified by countercurrent chromatography. These fractions can be prepared into a fractionation liquid, a fractionation powder, and a fractionation paste, and further formulated as appropriate for use.
【0018】本発明に係る皮膚外用剤組成物の必須成分
である、オリーブ葉の抽出物カラムクロマト分画物の含
有量は、乾燥固形分に換算して好ましくは0.0000
1〜5.0重量%(以下、単に「%」で示す)、特に
0.001〜0.5%がより好ましい。分画液を使用す
る場合は、溶質である乾燥固形分の含有量が上記範囲内
であれば、その抽出液濃度等は何ら限定されるものでは
ない。The content of the olive leaf extract column chromatographic fraction, which is an essential component of the skin external preparation composition according to the present invention, is preferably 0.0000 in terms of dry solids.
1 to 5.0% by weight (hereinafter simply referred to as "%"), particularly preferably 0.001 to 0.5%. When a fraction is used, the extract concentration and the like are not limited at all if the content of the dry solid content as a solute is within the above range.
【0019】本発明の皮膚外用剤組成物は、上記必須成
分の他、アスコルビン酸、α−トコフェノール、ローズ
マリーエキス・セージエキス・チョウジエキス等をはじ
めとする植物エキスなどの抗酸化剤を併用することによ
り活性酸素消去作用を高めることができる。The composition for external use on the skin of the present invention may contain, in addition to the above essential components, antioxidants such as ascorbic acid, α-tocophenol, plant extracts such as rosemary extract, sage extract and clove extract. By doing so, the effect of eliminating active oxygen can be enhanced.
【0020】また、本発明の皮膚外用剤組成物には、化
粧料成分として一般に使用されている界面活性剤、油脂
類、多価アルコール、低級アルコール、増粘剤、紫外線
吸収剤・散乱剤、防腐剤、酸化防止剤、キレート剤、p
H調整剤、香料、色素等を適宜配合することができる。
これらの添加成分の具体例を示すと次のとおりである。
界面活性剤としては、高級脂肪酸石けん、アルキル硫酸
エステル塩、ポリオキシエチレンアルキルエーテル硫酸
塩、アシルN−メチルタウリン塩、アルキルエーテルリ
ン酸エステル塩、N−アシルアミノ酸塩等のアニオン界
面活性剤、塩化アルキルトリメチルアンモニウム、塩化
ジアルキルジメチルアンモニウム、塩化ベンザルコニウ
ム、アミノアルコール脂肪酸有機シリコーン樹脂等のカ
チオン界面活性剤、アルキルジメチルアミノ酢酸ベタイ
ン、アルキルアミドジメチルアミノ酢酸ベタイン、2−
アルキル−N−カルボキシ−N−ヒドロキシイミダゾリ
ニウムベタイン等の両性界面活性剤、ポリオキシエチレ
ンアルキルエーテル、ポリオキシエチレン分枝アルキル
エーテル、ソルビタンエステル、ポリオキシエチレンソ
ルビタンエステル、グリセリン脂肪酸エステル、ポリオ
キシエチレングリセリン脂肪酸エステル、ポリオキシエ
チレンコレステロールエステル、ポリオキシエチレン硬
化ヒマシ油脂肪酸エステル、グリセリンアルキルエーテ
ル、ポリオキシエチレングリセリンアルキルエーテル、
ポリグリセリン脂肪酸エステル等の非イオン性界面活性
剤、レシチン、ラノリン、コレステロール、サポニン等
の天然界面活性剤等。油脂類としては、オリーブ油、ツ
バキ油、マカデミアンナッツ油、ヒマシ油、ゴマ油、サ
フラワー油、ピーナツ油、ピスタチオ油等の植物油、ミ
ンク油、卵黄油等の動物油、ホホバ油、カルナウバロ
エ、キャンデリラロウ、ミツロウ、ラノリン等のロウ
類、流動パラフィン、パラフィン、ワセリン、セレシ
ン、マイクロクリスタリンワックス、スクワラン等の炭
化水素、ラウリン酸、ミリスチン酸、ステアリン酸、イ
ソステアリン酸等の高級脂肪酸類、セチルアルコール、
ステアリルアルコール、イソステアリルアルコール、2
−オクチルドデカノール、ホホバアルコール等の高級ア
ルコール類、ミリスチン酸イソプロピル、ミリスチン酸
2−オクチルドデシル、2−エチルヘキサン酸セチル、
リンゴ酸ジイソステアリル等のエステル類、メチルポリ
シロキサン、メチルフェニルポリシロキサン等のシリコ
ーン油等。多価アルコールとしては、エチレングリコー
ル、ポリエチレングリコール、プロピレングリコール、
1,3−ブチレングリコール、グリセリン、ポリグリセ
リン、グルコース、マルチトース、フルクトース、キシ
リトース、ソルビトール、マルトトリオース、エリスリ
トール等。増粘剤としては、アルギン酸ナトリウム、キ
サンタンガム、マルメロ種子抽出物、グアーガム、ロー
カストビーンガム、ヒアルロン酸ナトリウム、コラーゲ
ン、カゼイン、カルボキシメチルセルロースナトリウ
ム、カルボキシビニルポリマー等。The composition for external use on the skin of the present invention contains surfactants, fats and oils, polyhydric alcohols, lower alcohols, thickeners, ultraviolet absorbers / scatterers, which are generally used as cosmetic ingredients. Preservatives, antioxidants, chelating agents, p
An H adjuster, a fragrance, a dye, and the like can be appropriately compounded.
Specific examples of these additional components are as follows.
Examples of the surfactant include anionic surfactants such as higher fatty acid soaps, alkyl sulfates, polyoxyethylene alkyl ether sulfates, acyl N-methyl taurate, alkyl ether phosphates, and N-acyl amino acid salts. Cationic surfactants such as alkyltrimethylammonium, dialkyldimethylammonium chloride, benzalkonium chloride, amino alcohol fatty acid organic silicone resin, alkyldimethylaminoacetic acid betaine, alkylamidodimethylaminoacetic acid betaine, 2-
Amphoteric surfactant such as alkyl-N-carboxy-N-hydroxyimidazolinium betaine, polyoxyethylene alkyl ether, polyoxyethylene branched alkyl ether, sorbitan ester, polyoxyethylene sorbitan ester, glycerin fatty acid ester, polyoxyethylene Glycerin fatty acid ester, polyoxyethylene cholesterol ester, polyoxyethylene hydrogenated castor oil fatty acid ester, glycerin alkyl ether, polyoxyethylene glycerin alkyl ether,
Nonionic surfactants such as polyglycerin fatty acid esters, and natural surfactants such as lecithin, lanolin, cholesterol, saponin and the like. As fats and oils, olive oil, camellia oil, macadamian nut oil, castor oil, sesame oil, safflower oil, vegetable oils such as peanut oil, pistachio oil, animal oils such as mink oil, egg yolk oil, jojoba oil, carnaubaroe, candelilla wax , Beeswax, waxes such as lanolin, liquid paraffin, paraffin, vaseline, ceresin, microcrystalline wax, hydrocarbons such as squalane, lauric acid, myristic acid, stearic acid, higher fatty acids such as isostearic acid, cetyl alcohol,
Stearyl alcohol, isostearyl alcohol, 2
Octyldodecanol, higher alcohols such as jojoba alcohol, isopropyl myristate, 2-octyldodecyl myristate, cetyl 2-ethylhexanoate,
Esters such as diisostearyl malate; silicone oils such as methylpolysiloxane and methylphenylpolysiloxane; Polyhydric alcohols include ethylene glycol, polyethylene glycol, propylene glycol,
1,3-butylene glycol, glycerin, polyglycerin, glucose, maltose, fructose, xylitol, sorbitol, maltotriose, erythritol and the like. Examples of the thickener include sodium alginate, xanthan gum, quince seed extract, guar gum, locust bean gum, sodium hyaluronate, collagen, casein, sodium carboxymethylcellulose, carboxyvinyl polymer and the like.
【0021】紫外線吸収剤としては、2−ヒドロキシ−
4−メトキシベンゾフェノン、2−ヒドロキシ−4−メ
トキシベンゾフェノン−5−スルホン酸等のベンゾフェ
ノン誘導体、パラアミノ安息香酸、パラジメチルアミノ
安息香酸オクチル等のパラアミノ安息香酸誘導体、パラ
メトキシ桂皮酸オクチル、ジパラメトキシ桂皮酸モノ−
2−エチルヘキサン酸グリセリル等のメトキシ桂皮酸誘
導体、サリチル酸ホモメンチル等のサリチル酸誘導体
等。防腐剤としては、安息香酸塩、サリチル酸塩、ソル
ビン酸塩、デヒドロ酢酸塩、パラオキシ安息香酸エステ
ル、塩化ベンザルコニウム、ヒノキチオール、レゾルシ
ン、エタノール等。酸化防止剤としては、トコフェノー
ル、アスコルビン酸、ブチルヒドロキシアニソール、ジ
ブチルヒドロキシトルエン、没食子酸エステル類等。キ
レート剤としては、エチレンジアミン四酢酸ナトリウ
ム、ポリリン酸ナトリム、クエン酸等。As the ultraviolet absorber, 2-hydroxy-
Benzophenone derivatives such as 4-methoxybenzophenone and 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, paraaminobenzoic acid derivatives such as paraaminobenzoic acid and octyl paradimethylaminobenzoate, octyl paramethoxycinnamate and mono-diparamethoxycinnamate
Methoxycinnamic acid derivatives such as glyceryl 2-ethylhexanoate, and salicylic acid derivatives such as homomenthyl salicylate. Preservatives include benzoate, salicylate, sorbate, dehydroacetate, paraoxybenzoate, benzalkonium chloride, hinokitiol, resorcinol, ethanol and the like. Examples of antioxidants include tocophenol, ascorbic acid, butylhydroxyanisole, dibutylhydroxytoluene, and gallic esters. Examples of the chelating agent include sodium ethylenediaminetetraacetate, sodium polyphosphate, and citric acid.
【0022】さらに、抗菌、細胞賦活、保湿、皮脂分泌
抑制、消炎、血行促進、収斂、抗酸化、美白等の生理活
性作用を有する植物抽出物及びこれらの抽出分画、精製
物とを併用することもできる。Further, a plant extract having a physiological activity such as antibacterial activity, cell activation, moisturizing, suppression of sebum secretion, inflammation, promotion of blood circulation, astringency, antioxidation, whitening, etc., and a combined use of these extracted fractions and purified products. You can also.
【0023】また、本発明の皮膚外用剤組成物は、一般
皮膚化粧料に限定されるものではなく、医薬部外品、薬
用化粧料等を包含するものである。本発明の皮膚外用剤
組成物の剤形は、可溶系、乳化系、粉末分散系等何れで
もよく、用途も、化粧水、乳液、クリーム、パック等の
基礎化粧料、ファンデーション等のメークアップ化粧料
やアイライナー、入浴剤等を問わない。Further, the skin external preparation composition of the present invention is not limited to general skin cosmetics, but includes quasi-drugs, cosmeceuticals and the like. The dosage form of the skin external preparation composition of the present invention may be any of a soluble type, an emulsifying type, a powdered dispersing type, etc., and the application is a basic cosmetic such as a lotion, an emulsion, a cream, a pack, and a makeup such as a foundation. It does not matter what kind of ingredients, eyeliner, bath agent, etc.
【0024】かくして得られる本発明のオリーブ葉抽出
物のカラムクロマト分画物を必須成分として含有する皮
膚外用組成物は、活性酸素消去作用に優れ、皮膚機能を
亢進し、肌の皺を防止し、きめ細やかなしっかりとした
肌にする効果が高く、老化防用化粧料として有用であ
る。The composition for external use on the skin containing the thus obtained column chromatographic fraction of the olive leaf extract of the present invention as an essential component is excellent in active oxygen scavenging action, enhances skin function and prevents skin wrinkles. It has a high effect of making fine and firm skin and is useful as an antiaging cosmetic.
【0025】[0025]
【実施例】次に実施例を挙げて説明するが、本発明はこ
れらの実施例に限定されるものではない。Next, the present invention will be described with reference to examples, but the present invention is not limited to these examples.
【0026】(オリーブ葉抽出物のカラムクロマト分画
物の製造例1)乾燥したオリーブの葉250gに50v
ol%エタノール溶液5kgを加え、60℃にて8時間
攪拌抽出を行い、冷後、ろ過し、抽出物約4500gを
得る。抽出物を減圧下、40℃以下にて約500gまで
濃縮する。濃縮液に適量のエタノール及び精製水を加え
10%エタノール溶液1000gとし、カラム充填用試
料とする。径60mm、長さ1000mmのガラスカラ
ムに高分子吸着体(ダイヤイオンHP−20、三菱化成
株式会社製)2Lを充填し、10%エタノール溶液に置
換したカラムに充填用試料を約2気圧で充填した後、5
Lの10%エタノール溶液にて洗浄する。更に20%エ
タノール溶液3Lにて洗浄した後、50%エタノール5
Lで溶出し、溶出液を回収する。回収した溶出液を減圧
下150gまで濃縮する。濃縮液に350gの1,3−
ブチレングリコールを加え、乾燥固形分約1%のオリー
ブ葉抽出物のカラムクロマト分画物Aを得る。(Production Example 1 of Column Chromatographic Fraction of Olive Leaf Extract)
Then, 5 kg of an ethanol solution was added thereto, and the mixture was stirred and extracted at 60 ° C. for 8 hours. The extract is concentrated under reduced pressure at 40 ° C. or less to about 500 g. An appropriate amount of ethanol and purified water are added to the concentrate to make 1000 g of a 10% ethanol solution, which is used as a column packing sample. A glass column having a diameter of 60 mm and a length of 1000 mm is filled with 2 L of a polymer adsorbent (Diaion HP-20, manufactured by Mitsubishi Chemical Corporation), and a column replaced with a 10% ethanol solution is filled with a packing sample at about 2 atm. After 5
Wash with L of 10% ethanol solution. After further washing with 3 L of a 20% ethanol solution, 50% ethanol 5
Elute with L and collect the eluate. The collected eluate is concentrated to 150 g under reduced pressure. 350 g of 1,3-
Butylene glycol is added to obtain a column chromatographic fraction A of an olive leaf extract having a dry solid content of about 1%.
【0027】(オリーブ葉抽出物のカラムクロマト分画
物の製造例2)乾燥したオリーブの葉250gに30v
ol%エタノール溶液5kgを加え、60℃にて8時間
攪拌抽出を行い、冷後、ろ過し、抽出物約4500gを
得る。抽出物を減圧下、40℃以下にて約500gまで
濃縮する。濃縮液に適量のエタノール及び精製水を加え
10%エタノール溶液1000gとし、カラム充填用試
料とする。径60mm、長さ1000mmのガラスカラ
ムにカラムクロマト用オクタドデシルシリル化シリカゲ
ルを充填し、10%エタノール溶液に置換したカラムに
充填用試料を約2気圧で充填した後、5Lの10%エタ
ノール溶液にて洗浄した後、60%エタノール5Lで溶
出し、溶出液を回収する。回収した溶出液を凍結乾燥
し、オリーブ葉抽出物のカラムクロマト分画物Bを得
る。(Production Example 2 of Column Chromatographic Fraction of Olive Leaf Extract) 30 v was added to 250 g of dried olive leaves.
Then, 5 kg of an ethanol solution was added thereto, and the mixture was stirred and extracted at 60 ° C. for 8 hours. The extract is concentrated under reduced pressure at 40 ° C. or less to about 500 g. An appropriate amount of ethanol and purified water are added to the concentrate to make 1000 g of a 10% ethanol solution, which is used as a column packing sample. A glass column having a diameter of 60 mm and a length of 1000 mm is filled with octadodecylsilylated silica gel for column chromatography, and a column replaced with a 10% ethanol solution is filled with a packing sample at about 2 atm. After washing, elute with 5 L of 60% ethanol and collect the eluate. The collected eluate is freeze-dried to obtain a column chromatographic fraction B of an olive leaf extract.
【0028】(試験例1)活性酸素消去作用SOD様活
性作用の測定 オリーブ葉抽出物のカラムクロマト分画物A及びBにつ
いてSOD様活性を測定した。SOD様活性は、NBT
法(XOD系と組み合わせたBeauchampsらの
方法:Anal.Biochem.,44巻、276〜287頁、19
71)に従った。その結果を表1に示す。(Test Example 1) Measurement of active oxygen scavenging action SOD-like activity action The SOD-like activity was measured for column chromatography fractions A and B of olive leaf extract. SOD-like activity is NBT
(Method of Beauchemps et al. In combination with XOD system: Anal. Biochem., 44, 276-287, 19)
71). Table 1 shows the results.
【0029】[0029]
【表1】 [Table 1]
【0030】(試験例2)既存オリーブ葉抽出物との比
較試験 既存オリーブ葉抽出物は、乾燥したオリーブの葉500
gに70vol%1,3−ブチレングリコール溶液5k
gを加え、60℃にて8時間攪拌抽出を行い、冷後、ろ
過して得られる約4000gを比較対照とした。前項と
同様にSOD様活性を測定したところ、10倍希釈にて
51.3%とカラムクロマト分画物Aの1/10の活性
であった。(Test Example 2) Comparative Test with Existing Olive Leaf Extract The existing olive leaf extract was dried olive leaf 500
g to 70vol% 1,3-butylene glycol solution 5k
g, and the mixture was stirred and extracted at 60 ° C. for 8 hours. After cooling, about 4000 g obtained by filtration was used as a control. When the SOD-like activity was measured in the same manner as in the previous section, the activity was 51.3% at 10-fold dilution, which was 1/10 of the activity of the column chromatography fraction A.
【0031】(試験例3)パネルテスト 20〜39歳(平均年齢24.5歳)の女性50名を対
象として、下記の本発明皮膚外用組成物、前項の既存オ
リーブ葉抽出物配合外用組成物、対照皮膚外用組成物
を、1日2回(朝、夕)連続3ケ月間顔面に塗布、使用
せしめた結果の官能評価を表2に示す。官能評価は、潤
い、きめ、皺、しみ・そばかすの4項目とした。また、
試験に用いたオリーブ葉抽出物カラムクロマト分画物
は、製造例1に示した分画液を使用した。また、対照
は、70%1,3−ブチレングリコール溶液を用いた。(Test Example 3) Panel test The following external composition for the skin of the present invention and the external composition containing the existing olive leaf extract described in the preceding section were applied to 50 women aged 20 to 39 years (average age 24.5 years). Table 2 shows the sensory evaluation as a result of applying and using the control external composition twice daily (morning and evening) on the face for three consecutive months. Sensory evaluation was made on four items: moisture, texture, wrinkles, spots and freckles. Also,
As the olive leaf extract column chromatographic fraction used in the test, the fraction shown in Production Example 1 was used. As a control, a 70% 1,3-butylene glycol solution was used.
【0032】 パネルテストに使用した皮膚外用組成物 オリーブ葉抽出物カラムクロマト分画物A 5.0% (又は既存オリーブ葉抽出物) (対照は70%1,3−ブチレングリコール溶液) グリセリン 5.0% エタノール 5.0% パラオキシ安息香酸エステル 0.2% 精製水 84.8%External composition for skin used in panel test Olive leaf extract column chromatographic fraction A 5.0% (or existing olive leaf extract) (control: 70% 1,3-butylene glycol solution) Glycerin 0% Ethanol 5.0% Paraoxybenzoate 0.2% Purified water 84.8%
【0033】表2より明らかなように、本発明の皮膚外
用組成物は高い有効性を示し、その効果は本発明のオリ
ーブ葉抽出物カラムクロマト分画物に由来するものであ
ることが明らかとなった。As is evident from Table 2, the composition for external use on the skin of the present invention shows high efficacy, and the effect is derived from the olive leaf extract column chromatographic fraction of the present invention. became.
【0034】[0034]
【表2】 [Table 2]
【0035】(試験例3)急性毒性試験 絶食させた雌雄各5匹のSprague−Drawle
y CD系ラット、体重は雄205〜222g、雌21
5〜221gで、8〜12週齢を用いた。試験試料は、
製造例1に示した分画液を使用した。各ラットに投与時
の絶食後の体重に基づいて2000mg/kg一回強制
経口投与した。投与後30分、1時間及び4時間、以後
は1日1回、14日間ラットの死亡あるいは明らかな毒
性徴候を観察した。体重は0日目の投与前、7日及び1
4日目に固体別に記録した。また、試験終了時にラット
は頸部脱臼により屠殺し、肉眼的病理検査を行った。試
験結果として、死亡あるいは毒性の一般症状は認められ
なかった。また、固体別体重は、試験期間を通じて、全
てのラットに予想された体重増加を示した。剖検時に異
常は認められなかった。これらにより、Sprague
−DrawleyCD系ラットにおける急性経口50%
致死率(LD50)は、2000mg/kg体重より大き
いことが確認された。これにより、オリーブ葉抽出物カ
ラムクロマト分画物は、安全性に優れていることが明白
である。(Test Example 3) Acute toxicity test Sprague-Drawle of 5 males and 5 females fasted
y CD rats, males weighing 205-222 g, females 21
At 5 to 221 g, 8 to 12 weeks of age were used. The test sample is
The fractionation solution shown in Production Example 1 was used. Each rat was administered once by oral gavage at 2000 mg / kg based on the body weight after fasting at the time of administration. Rats were observed for death, or for obvious signs of toxicity, 30 minutes, 1 hour and 4 hours after administration, and once a day thereafter for 14 days. Body weight before administration on day 0, 7 days and 1
On day 4, individual recordings were made. At the end of the test, the rats were sacrificed by cervical dislocation and gross pathological examination was performed. No death or general toxicity symptoms were observed in the test results. Also, body weight by individual showed the expected weight gain in all rats throughout the study period. No abnormalities were observed at necropsy. By these, Sprague
-Acute oral 50% in DrawleyCD rats
The mortality (LD50) was confirmed to be greater than 2000 mg / kg body weight. This clearly indicates that the olive leaf extract column chromatographic fraction has excellent safety.
【0036】(試験例4)皮膚安全性試験 製造例1に示した分画液を試験溶液として用いた。皮膚
一次刺激性試験は、ニュージーランドホワイト種ウサギ
3匹を用いて行った結果、皮膚一次刺激指数は0.0で
あった。連続皮膚刺激性試験は、雌雄各3匹の白色Du
nkin Hartley系モルモットを用いて、14
日間連続反復投与した結果、最大週別平均刺激指数は
0.0となり無刺激と判定された。眼刺激性試験は、ニ
ュージーランドホワイト種ウサギ3匹の眼について行
い、最大群平均評点は0.0で非刺激性と判定された。
皮膚感作性試験は、白色モルモットを使用したAdju
vant/Patch法にて、試験動物、対照動物各1
0匹によって行い、発現率0/10で感作性の無いもの
であることが確認された。光毒性及び光感作性試験は、
Dunkin Hartley系モルモット雌各5匹を
使用して行なったところ、光毒性及び光感作性の徴候を
引き起こさなかった。これらの皮膚安全性の結果から、
オリーブ葉抽出物カラムクロマト分画物は、皮膚安全性
のうえで、非常に安全性の高いものであることが明白で
ある。(Test Example 4) Skin safety test The fractionation solution shown in Production Example 1 was used as a test solution. The primary skin irritation test was performed using three New Zealand White rabbits, and as a result, the primary skin irritation index was 0.0. The continuous skin irritation test was performed on white Du of 3 males and 3 females.
Using nkin Hartley guinea pigs, 14
As a result of repeated administration for consecutive days, the maximum weekly average stimulation index was 0.0, and it was determined to be non-stimulated. The eye irritation test was performed on the eyes of three New Zealand White rabbits, and the maximum group average score was 0.0, which was determined to be non-irritant.
The skin sensitization test was performed using Adju using white guinea pigs.
By the vant / Patch method, one test animal and one control animal were used.
The test was performed by 0 mice, and the expression rate was 0/10, and it was confirmed that the animals had no sensitization. Phototoxicity and photosensitization tests
When performed using five Dunkin Hartley guinea pig females each, it did not cause any signs of phototoxicity or photosensitization. From these skin safety results,
It is clear that the olive leaf extract column chromatographic fraction is very safe in terms of skin safety.
【0037】(試験例5)パッチテスト 20歳〜51歳(平均年齢25.2歳)までの男性30
名、女性30名からなる健常人60名のボランティアを
用いた。被験物質は、先の製造例1の分画液及びパネル
テストで使用した皮膚外用組成物を用い、対照として7
0%1,3−ブチレングリコール溶液及び生理食塩水を
使用した。試験は、24時間閉塞塗布試験を行った。人
体貼付試験用フィンチャンバー(直径11mm、大正製
薬)を使用し、被験物質をそれぞれ0.1mL塗布した
後、直ちに被験者の背部に貼付し、24時間放置した。
そして24時間後にフィンチャンバーを除去して、30
分後及び翌日(48時間後)に判定基準に従って皮膚反
応を観察した。(Test Example 5) Patch test 30 men from 20 to 51 years old (average age 25.2 years)
A total of 60 healthy volunteers, each consisting of 30 women, were used. As a test substance, the fraction solution of Preparation Example 1 and the composition for external use on skin used in the panel test were used.
A 0% 1,3-butylene glycol solution and physiological saline were used. In the test, a 24-hour blockage application test was performed. Using a fin chamber for human body sticking test (diameter 11 mm, Taisho Pharmaceutical Co., Ltd.), each test substance was applied in an amount of 0.1 mL, and then immediately stuck to the back of the subject and left for 24 hours.
After 24 hours, the fin chamber was removed and 30
After a minute and the next day (after 48 hours), the skin reaction was observed according to the criteria.
【0038】判定基準は、本邦パッチテスト研究会の判
定基準に従った。 無反応 ・・・・・ (−) 僅かな紅斑 ・・・・・ (±) 明らかな紅斑 ・・・・・ (+) 紅斑+腫脹 ・・・・・ (++) 紅斑+腫脹+丘疹または小水泡 ・・・・・ (+++) 大水泡 ・・・・・ (++++)The criterion was in accordance with the criterion of the Japanese Patch Test Study Group. No response ・ ・ ・ ・ ・ (−) Slight erythema ・ ・ ・ ・ ・ (±) Obvious erythema ・ ・ ・ ・ ・ ・ ・ (+) Erythema + swelling ・ ・ ・ ・ ・ (++) Erythema + swelling + papule or small Bubble ・ ・ ・ ・ ・ (++++) Large bubble ・ ・ ・ ・ ・ (++++)
【0039】試験結果を表3に示す。陽性反応(+以
上)を示した例は認められなかった。なお、僅かな紅斑
(±)を生じた例は各検体群において、70%1,3−
ブチレングリコール溶液や生理食塩水使用例とほぼ同程
度の頻度であった。従って、皮膚刺激性は低いものと考
えられ、皮膚外用剤に配合するにあたってその安全性の
面で問題のないものであることが明らかとなった。Table 3 shows the test results. No example showing a positive reaction (+ or more) was found. In addition, the case where slight erythema (±) occurred was 70% 1,3-
The frequency was almost the same as in the case of using butylene glycol solution or physiological saline. Therefore, the skin irritation was considered to be low, and it was clarified that there was no problem in terms of safety when blended into an external preparation for skin.
【0040】[0040]
【表3】 :生理食塩水 :70%1,3−ブチレングリコール溶液 :製造例1の分画液 :パネルテスト使用皮膚外用組成物[Table 3] : Physiological saline: 70% 1,3-butylene glycol solution: Fractionated solution of Production Example 1: Composition for external use of skin for panel test
【0041】(実施例1)クリーム 下記の成分(1)〜(10)、これとは別に下記成分
(11)〜(14)を75℃に加温溶解しそれぞれA液
及びB液とする。A液にB液を加えて乳化し、攪拌しな
がら50℃まで冷却し、成分(15)を加え、クリーム
を調製した。 (成分) (重量%) (1)ホホバ油 3.0% (2)スクワラン 2.0% (3)メチルポリシロキサン 0.5% (4)ステアリルアルコール 0.5% (5)セチルアルコール 0.5% (6)トリ(カプリル・カプリン酸)グリセリル 12.5% (7)モノステアリン酸グリセリル 5.0% (8)モノステアリン酸ジグリセリル 1.5% (9)モノステアリン酸デカグリセリル 3.0% (10)パラオキシ安息香酸プロピル 0.1% (11)キサンタンガム 0.1% (12)オリーブ葉抽出物カラムクロマト分画物(製造例1) 5.0% (13)パラオキシ安息香酸メチル 0.2% (14)精製水 66.0% (15)香料 0.1%(Example 1) Cream The following components (1) to (10) and, separately, the following components (11) to (14) are heated and dissolved at 75 ° C. to prepare solution A and solution B, respectively. Solution B was added to Solution A, emulsified, cooled to 50 ° C. with stirring, and component (15) was added to prepare a cream. (Components) (% by weight) (1) Jojoba oil 3.0% (2) Squalane 2.0% (3) Methylpolysiloxane 0.5% (4) Stearyl alcohol 0.5% (5) Cetyl alcohol 5% (6) glyceryl tri (capryl / caprate) 12.5% (7) glyceryl monostearate 5.0% (8) 1.5% diglyceryl monostearate (9) decaglyceryl monostearate 0% (10) Propyl parahydroxybenzoate 0.1% (11) Xanthan gum 0.1% (12) Olive leaf extract column chromatographic fractionation (Production Example 1) 5.0% (13) Methyl paraoxybenzoate 0 0.2% (14) Purified water 66.0% (15) Fragrance 0.1%
【0042】(実施例2)化粧水 下記成分(5)〜(8)を混合溶解させてA液とし、こ
れとは別に下記成分(1)〜(4)及び(9)を混合溶
解させて(B)液とし、A液とB液を均一に混合し、化
粧水を得た。 (成分) (重量%) (1)マルメロ種子エキス 8.0% (2)グリセリン 3.0% (3)1,3−ブチレングリコール 5.0% (4)オリーブ葉抽出物カラムクロマト分画物(製造例1) 2.0% (5)ポリオキシエチレンソルビタンラウリン酸エステル 1.2% (6)エチルアルコール 5.0% (7)防腐剤 0.2% (8)香料 0.1% (9)精製水 75.5%Example 2 Lotion The following components (5) to (8) were mixed and dissolved to obtain a solution A. Separately, the following components (1) to (4) and (9) were mixed and dissolved. The solution (B) was used, and the solution A and the solution B were uniformly mixed to obtain a lotion. (Ingredients) (% by weight) (1) Quince seed extract 8.0% (2) Glycerin 3.0% (3) 1,3-butylene glycol 5.0% (4) Olive leaf extract column chromatographic fraction (Production Example 1) 2.0% (5) Polyoxyethylene sorbitan laurate 1.2% (6) Ethyl alcohol 5.0% (7) Preservative 0.2% (8) Fragrance 0.1% ( 9) Purified water 75.5%
【0043】(実施例3)乳液 下記成分(1)〜(10)、これとは別に下記成分(1
1)〜(14)及び(16)を75℃で加熱溶解させて
それぞれA液及びB液とし、A液にB液を加えて乳化
し、攪拌しながら50℃まで冷却し、成分(15)を加
え、乳液を調製した。 (成分) (重量%) (1)ホホバ油 1.0% (2)スクワラン 2.0% (3)ベヘニルアルコール 1.0% (4)トリ(カプリル・カプリン酸)グリセリル 2.0% (5)テトラグリセリン縮合リシノレイン酸 0.1% (6)モノオレイン酸プロピレングリコール 0.5% (7)モノステアリン酸グリセリル 1.0% (8)モノミリスチン酸ヘキサグリセリル 1.0% (9)モノミリスチン酸デカグリセリル 0.5% (10)パラオキシ安息香酸プロピル 0.1% (11)マルメロ種子エキス 5.0% (12)オリーブ葉抽出物カラムクロマト分画物(製造例1) 3.0% (13)1,3−ブチレングリコール 3.0% (14)パラオキシ安息香酸メチル 0.1% (15)香料 0.1% (16)精製水 79.6%Example 3 Emulsion The following components (1) to (10), and separately from this, the following component (1)
Solution 1) to (14) and (16) were heated and dissolved at 75 ° C. to obtain solution A and solution B, respectively, and solution B was added to solution A, emulsified, and cooled to 50 ° C. with stirring to obtain component (15). Was added to prepare an emulsion. (Ingredients) (% by weight) (1) Jojoba oil 1.0% (2) Squalane 2.0% (3) Behenyl alcohol 1.0% (4) Tri (caprylic / capric acid) glyceryl 2.0% (5) Tetraglycerin condensed ricinoleic acid 0.1% (6) Propylene glycol monooleate 0.5% (7) Glyceryl monostearate 1.0% (8) Hexaglyceryl monomyristate 1.0% (9) Monomyristate Decaglyceryl 0.5% (10) Propyl parahydroxybenzoate 0.1% (11) Quince seed extract 5.0% (12) Olive leaf extract column chromatography fractionation product (Production Example 1) 3.0% (13 ) 1,3-butylene glycol 3.0% (14) Methyl paraoxybenzoate 0.1% (15) Fragrance 0.1% (16) Purified water 79.6%
【0044】(実施例4)クレンジングジェル 下記成分(1)〜(3)、これとは別に下記成分(4)
〜(6)及び(8)を70℃に加熱溶解させてそれぞれ
A液及びB液とし、A液にB液を加えて均一になるまで
攪拌する。攪拌しながら、50℃まで冷却し、成分
(7)を加えてクレンジングジェルを調製した。 (成分) (重量%) (1)モノミリスチン酸ヘキサグリセリル 20.0% (2)流動パラフィン 59.7% (3)パラオキシ安息香酸エステル 0.3% (4)オリーブ葉抽出物カラムクロマト分画物(製造例1) 5.0% (5)濃グリセリン 5.0% (6)ソルビトール 5.0% (7)香料 0.1% (8)精製水 4.9%Example 4 Cleansing Gel The following components (1) to (3), and separately from this, the following component (4)
(6) and (8) are heated and dissolved at 70 ° C. to obtain solution A and solution B, respectively, and solution B is added to solution A and stirred until uniform. While stirring, the mixture was cooled to 50 ° C., and the component (7) was added to prepare a cleansing gel. (Components) (% by weight) (1) Hexaglyceryl monomyristate 20.0% (2) Liquid paraffin 59.7% (3) Paraoxybenzoate 0.3% (4) Olive leaf extract column chromatography fractionation (Production Example 1) 5.0% (5) Concentrated glycerin 5.0% (6) Sorbitol 5.0% (7) Fragrance 0.1% (8) Purified water 4.9%
【0045】以上のクリーム、化粧水、乳液、クレンジ
ングジェルは、いずれも試験例3に示したパネルテスト
と同様の効果を有していた。All of the above creams, lotions, emulsions, and cleansing gels had the same effects as the panel test shown in Test Example 3.
【0046】[0046]
【発明の効果】以上詳述したように、本発明の必須成分
であるオリーブ葉抽出物カラムクロマト処理分画物は、
優れた活性酸素抑制作用を有し、安全性に優れ、これを
含有する皮膚外用組成物は、肌の老化の原因となる活性
酸素の生成を抑制し、また、安全性にも優れたものであ
る。As described above in detail, the olive leaf extract column chromatographically treated fraction, which is an essential component of the present invention, comprises:
It has an excellent active oxygen suppression effect, is excellent in safety, and a skin external composition containing it suppresses the generation of active oxygen causing aging of the skin, and is also excellent in safety. is there.
───────────────────────────────────────────────────── フロントページの続き Fターム(参考) 4C083 AA111 AA112 AA122 AC022 AC072 AC102 AC122 AC132 AC342 AC392 AC422 AC442 AD152 AD352 CC04 CC05 CC22 DD41 EE10 EE12 4C088 AB64 AC05 BA09 CA05 CA08 CA14 MA07 MA21 MA28 MA63 ZA89 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4C083 AA111 AA112 AA122 AC022 AC072 AC102 AC122 AC132 AC342 AC392 AC422 AC442 AD152 AD352 CC04 CC05 CC22 DD41 EE10 EE12 4C088 AB64 AC05 BA09 CA05 CA08 CA14 MA07 MA21 MA28 MA63 ZA89
Claims (3)
を合成高分子系又は結合型シリカゲル充填剤を用いたカ
ラムクロマト法にて処理し、得られた分画物を必須成分
とすることを特徴とする皮膚外用剤組成物。The present invention is characterized in that a water or ethanol solution extract of olive leaves is treated by a column chromatography method using a synthetic polymer or bonded silica gel filler, and the obtained fraction is used as an essential component. Skin external preparation composition.
ール濃度30〜60vol%である請求項1記載の皮膚
外用剤組成物。2. The composition for external use on skin according to claim 1, wherein the eluate in the column chromatography method has an ethanol concentration of 30 to 60% by volume.
する化粧料である請求項1、又は請求項2記載の皮膚外
用剤組成物。3. The composition for external use on skin according to claim 1, wherein the composition for external use on skin is a cosmetic having an active oxygen scavenging action.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19835699A JP4136203B2 (en) | 1999-07-13 | 1999-07-13 | Skin preparation for external use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19835699A JP4136203B2 (en) | 1999-07-13 | 1999-07-13 | Skin preparation for external use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2001026518A true JP2001026518A (en) | 2001-01-30 |
| JP4136203B2 JP4136203B2 (en) | 2008-08-20 |
Family
ID=16389756
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19835699A Expired - Lifetime JP4136203B2 (en) | 1999-07-13 | 1999-07-13 | Skin preparation for external use |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP4136203B2 (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001122758A (en) * | 1999-10-22 | 2001-05-08 | Pola Chem Ind Inc | COSMETIC FOR PROTECTING AND IMPROVING AGED SKIN HAVING AGEs DEGRADING ACTIVITY |
| WO2002043736A1 (en) * | 2000-11-30 | 2002-06-06 | The Nisshin Oillio, Ltd. | Beautifying foods and drinks and peroral beautifying preparations |
| JP2003313106A (en) * | 2002-04-19 | 2003-11-06 | Santebeeru:Kk | Cosmetic |
| JP2005015450A (en) * | 2003-06-30 | 2005-01-20 | Kanebo Cosmetics Inc | Skin cosmetics |
| JP2005132822A (en) * | 2003-08-21 | 2005-05-26 | Neutrogena Corp | Stable composition comprising an oxygen labile activator |
| EP1230926A4 (en) * | 1999-10-14 | 2006-03-15 | Nisshin Oillio Ltd | Skin-care agents, skin antiaging agents, whitening agents and external skin preparations |
| JP2006348053A (en) * | 2006-09-22 | 2006-12-28 | Fancl Corp | Glutathione enhancing composition |
| JP2008063295A (en) * | 2006-09-08 | 2008-03-21 | Dhc Co | Skin care preparation containing platinum/silver colloid |
| JP2008075088A (en) * | 2000-04-17 | 2008-04-03 | Mitsubishi Chemicals Corp | Antioxidants with reduced odor components |
| JP2011504532A (en) * | 2007-11-23 | 2011-02-10 | エヌザイム バイオック ゲゼルシャフト ミット ベシュレンクテル ハフツング | Leather and skin tanning agents and methods |
| JP2011093828A (en) * | 2009-10-28 | 2011-05-12 | Fancl Corp | Whitening skin external preparation |
-
1999
- 1999-07-13 JP JP19835699A patent/JP4136203B2/en not_active Expired - Lifetime
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1230926A4 (en) * | 1999-10-14 | 2006-03-15 | Nisshin Oillio Ltd | Skin-care agents, skin antiaging agents, whitening agents and external skin preparations |
| JP2001122758A (en) * | 1999-10-22 | 2001-05-08 | Pola Chem Ind Inc | COSMETIC FOR PROTECTING AND IMPROVING AGED SKIN HAVING AGEs DEGRADING ACTIVITY |
| JP2008075088A (en) * | 2000-04-17 | 2008-04-03 | Mitsubishi Chemicals Corp | Antioxidants with reduced odor components |
| WO2002043736A1 (en) * | 2000-11-30 | 2002-06-06 | The Nisshin Oillio, Ltd. | Beautifying foods and drinks and peroral beautifying preparations |
| JP2003313106A (en) * | 2002-04-19 | 2003-11-06 | Santebeeru:Kk | Cosmetic |
| JP2005015450A (en) * | 2003-06-30 | 2005-01-20 | Kanebo Cosmetics Inc | Skin cosmetics |
| JP2005132822A (en) * | 2003-08-21 | 2005-05-26 | Neutrogena Corp | Stable composition comprising an oxygen labile activator |
| JP2008063295A (en) * | 2006-09-08 | 2008-03-21 | Dhc Co | Skin care preparation containing platinum/silver colloid |
| JP2006348053A (en) * | 2006-09-22 | 2006-12-28 | Fancl Corp | Glutathione enhancing composition |
| JP2011504532A (en) * | 2007-11-23 | 2011-02-10 | エヌザイム バイオック ゲゼルシャフト ミット ベシュレンクテル ハフツング | Leather and skin tanning agents and methods |
| US9328394B2 (en) | 2007-11-23 | 2016-05-03 | Mb-Holding Gmbh & Co. Kg | Agent and method for tanning skins and pelts |
| JP2011093828A (en) * | 2009-10-28 | 2011-05-12 | Fancl Corp | Whitening skin external preparation |
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| Publication number | Publication date |
|---|---|
| JP4136203B2 (en) | 2008-08-20 |
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