JPH01157909A - Ultraviolet ray absorber - Google Patents
Ultraviolet ray absorberInfo
- Publication number
- JPH01157909A JPH01157909A JP62315127A JP31512787A JPH01157909A JP H01157909 A JPH01157909 A JP H01157909A JP 62315127 A JP62315127 A JP 62315127A JP 31512787 A JP31512787 A JP 31512787A JP H01157909 A JPH01157909 A JP H01157909A
- Authority
- JP
- Japan
- Prior art keywords
- extract
- licorice
- organic solvent
- ultraviolet ray
- lower aliphatic
- 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
- 239000006096 absorbing agent Substances 0.000 title abstract description 12
- 239000000284 extract Substances 0.000 claims abstract description 24
- 235000001453 Glycyrrhiza echinata Nutrition 0.000 claims abstract description 22
- 235000006200 Glycyrrhiza glabra Nutrition 0.000 claims abstract description 21
- 235000017382 Glycyrrhiza lepidota Nutrition 0.000 claims abstract description 21
- 229940010454 licorice Drugs 0.000 claims abstract description 21
- 238000010521 absorption reaction Methods 0.000 claims abstract description 12
- 239000003960 organic solvent Substances 0.000 claims abstract description 11
- 241001278898 Glycyrrhiza inflata Species 0.000 claims abstract 2
- 241000202807 Glycyrrhiza Species 0.000 claims description 20
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 10
- 238000000605 extraction Methods 0.000 abstract description 9
- 239000002904 solvent Substances 0.000 abstract description 9
- 239000002994 raw material Substances 0.000 abstract description 4
- 229930195733 hydrocarbon Natural products 0.000 abstract description 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 2
- 240000004670 Glycyrrhiza echinata Species 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 244000296796 Glycyrrhiza glabra var. glandulifera Species 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- -1 aliphatic alcohols Chemical class 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 244000025254 Cannabis sativa Species 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000002745 absorbent Effects 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 241000894007 species Species 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000001766 physiological effect Effects 0.000 description 2
- 210000003491 skin Anatomy 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 206010014970 Ephelides Diseases 0.000 description 1
- 239000004378 Glycyrrhizin Substances 0.000 description 1
- 208000003351 Melanosis Diseases 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 206010042496 Sunburn Diseases 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000000287 crude extract Substances 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 210000004207 dermis Anatomy 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 210000004177 elastic tissue Anatomy 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 description 1
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 description 1
- 229960004949 glycyrrhizic acid Drugs 0.000 description 1
- 235000019410 glycyrrhizin Nutrition 0.000 description 1
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 235000021374 legumes Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 229930014626 natural product Natural products 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
- 239000003921 oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 230000009759 skin aging Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Botany (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、紫外線吸収剤、特に波長320〜400 a
+aの長波長領域に顕著な吸収を有する紫外線吸収剤に
関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to ultraviolet absorbers, particularly UV absorbers with wavelengths of 320 to 400 a.
This invention relates to an ultraviolet absorber that has significant absorption in the +a long wavelength region.
太陽光線に含まれ地上に到達する紫外線は、290〜3
20nmの中波長紫外線(いわゆるUV−B)と320
〜400IIImの長波長紫外線(いわゆるUV−A)
とに大別される。モしてUV−Bについては、皮膚の老
化を促進し、じみやそばかすの発生原因もしくは悪化原
因となるなど、人体に対して悪影響を及ぼすことが知ら
れており、その防御策が早くから検討され、実施されて
いる。The ultraviolet rays included in sunlight and reaching the ground are 290-3
20 nm medium wavelength ultraviolet rays (so-called UV-B) and 320 nm
~400IIIm long wavelength ultraviolet rays (so-called UV-A)
It is broadly divided into. Furthermore, UV-B is known to have negative effects on the human body, such as accelerating skin aging and causing or worsening of age spots and freckles, and preventive measures have been considered from an early stage. ,It has been implemented.
一方、UV−Aは、UV−Bはど顕著な有害生理作用が
なく、また美しく日焼けするのに有効であることなどに
より、その防御については従来あまり関心が持たれてい
なかった。しかしながら、地表におけるUV−Aの照射
量がUV−Bのそれの約15倍にも達し、それが真皮内
に到達することが近年確認された結果、UV−Aが血管
壁や結合組織中の弾性繊維に微慢性の変化をもたらすと
ともにUv−Bの生理作用を促進することが予想される
に至り、UV−Aの防御手段に大きな関心が持たれるよ
うになった。On the other hand, since UV-A does not have any significant harmful physiological effects like UV-B and is effective for tanning beautifully, there has not been much interest in protecting against UV-A. However, it has been recently confirmed that the amount of UV-A irradiation on the earth's surface is about 15 times that of UV-B, and that it reaches the dermis. It has come to be expected that it will bring about microchronic changes in elastic fibers and promote the physiological effects of UV-B, and there has been a great deal of interest in UV-A protection measures.
紫外線の防御手段としては、紫外線吸収剤の使用が最も
一般的である。紫外線吸収剤は、紫外線領域に特に強い
吸収を有する物質から選ばれ、種々の基材に混入されて
紫外線カツトフィルターを形成する。しかしながら、U
V−Aに有効な紫外線吸収剤は従来きわめて少なく、あ
っても合成品であって、化粧料等、皮膚に直接適用する
ものに混入できるような、安全性の確認されたものはほ
とんどなかった。The most common means of protecting against ultraviolet rays is the use of ultraviolet absorbers. The ultraviolet absorber is selected from substances that have particularly strong absorption in the ultraviolet region, and is mixed into various base materials to form ultraviolet cut filters. However, U
Until now, there were very few UV absorbers that were effective against V-A, and even if there were, they were synthetic products, and there were almost no confirmed safety products that could be mixed into cosmetics or other products that were applied directly to the skin. .
本発明の目的は、上述のような現状に鑑み、安全性の高
い天然物からなるUV−A用紫外線吸収剤を提供するこ
とにある。In view of the above-mentioned current situation, an object of the present invention is to provide a UV-A ultraviolet absorber made of highly safe natural products.
本発明者は、マメ科植物・甘草(GLYCYRIlll
I2AE RADIりに関する研究中、甘草のある種の
ものがUV−A領域に顕著な吸収を示す物質を含有する
ことを見いだした。この紫外線吸収物質は、甘草から有
機溶媒によって抽出されるが、その含有量は、多数ある
甘草の種、産地、収穫年度等によって異なり、特に種間
変動が著しく、はとんど含有しない種もある。本発明者
が確認した範囲では、高率でこの紫外線吸収物質を含有
するのはいわゆる新彊産甘草(複数種が混在する)であ
り、その中でも、中国名で脹果甘草と呼ばれるGlyc
yrrhizx 1nflxta Batal。The present inventor is a legume, licorice (GLYCYRIllll).
During research on I2AE RADI, it was found that certain types of licorice contain substances that exhibit significant absorption in the UV-A region. This ultraviolet-absorbing substance is extracted from licorice using an organic solvent, but its content varies depending on the many types of licorice, its production area, the year of harvest, etc., and the variation among species is particularly marked, with some species rarely containing it. be. As far as the present inventor has confirmed, it is the so-called Xinjiang licorice (multiple species are mixed) that contains this ultraviolet absorbing substance at a high rate.
yrrhizx 1nflxta Batal.
は、最も含有率が高い。has the highest content rate.
上記紫外線吸収物質は甘草から有機溶媒で容易に抽出さ
れ、粗抽出物の状態でそのUV−A吸収能を確認するこ
とができる。The above-mentioned ultraviolet absorbing substance is easily extracted from licorice using an organic solvent, and its UV-A absorbing ability can be confirmed in the form of a crude extract.
本発明は、上記知見に基づき、甘草の有機溶媒抽出物で
あって波長320〜400nmのUV−A領域に顕著な
吸収を有する(すなわち、吸収極大点を有する)ものよ
りなる紫外線吸収剤を提供するものである。Based on the above findings, the present invention provides an ultraviolet absorber comprising an organic solvent extract of licorice that has significant absorption (that is, has an absorption maximum point) in the UV-A region of wavelengths 320 to 400 nm. It is something to do.
本発明の紫外線吸収剤の上記有効成分を甘草より得る方
法についてさらに詳しく説明する。The method for obtaining the above-mentioned active ingredient of the ultraviolet absorber of the present invention from licorice will be explained in more detail.
原料の甘草としては、あらかじめ実験により上記有効成
分を含有することが確認されたものを使用することにな
るが、新彊産甘草またはGlycyrrhizs 1n
flxLa Batal。As the raw material licorice, one that has been confirmed in advance to contain the above-mentioned active ingredients by experiment is used, but licorice from Xinjiang or Glycyrrhizs 1n is used.
flxLa Batal.
であれば、高率で有効成分を含有することが確実である
。If so, it is certain that it contains a high percentage of the active ingredient.
甘草中の紫外線吸収物質は水に溶けないので、抽出用の
甘草は、甘草の水(もしくは含水有機溶媒)抽出残液(
たとえば甘草からグリチルリチンを抽出した残渣)であ
っても差し支えない。有効成分抽出用有機溶媒の例とし
ては、メタノール、エタノール等の低級脂肪族アルコー
ル;アセトン、メチルエチルケトン等の低級脂肪族ケト
ン;ジオキサン、エチルエーテル等の低級脂肪族エーテ
ル;石油エーテル、n−ヘキサン、シクロヘキサン、ト
ルエン、ベンゼン等の揮発性炭化水素;塩化メチレン、
クロロホルムなど炭素原子数1〜4のハロゲン化炭化水
素;酢酸エチル、酢酸D−プロピル、酢酸イソブチルな
ど炭素原子数3〜7のエステル;およびこれらの溶媒の
2種以上の混合物がある。これらの溶媒により甘草から
有効成分を抽出するには、被処理原料を約3〜5倍量の
抽出溶媒に浸漬して還流下に加熱するか、約5〜10倍
量の抽出溶媒に常温で浸漬すればよい。得られる抽出液
から溶媒を留去して得られる抽出物は、特有の臭気を有
する茶褐色の固体である。この抽出物は、多くの場合そ
のままで紫外線吸収剤として利用することができるが、
必要ならば、その効力に影響がない範囲で、脱臭、脱色
等の精製処理を施してから用いてもよい。Since the UV-absorbing substances in licorice are not soluble in water, the licorice for extraction must be extracted with licorice water (or a water-containing organic solvent) and the extraction residue (
For example, it may be a residue obtained by extracting glycyrrhizin from licorice). Examples of organic solvents for extracting active ingredients include lower aliphatic alcohols such as methanol and ethanol; lower aliphatic ketones such as acetone and methyl ethyl ketone; lower aliphatic ethers such as dioxane and ethyl ether; petroleum ether, n-hexane, and cyclohexane. , volatile hydrocarbons such as toluene and benzene; methylene chloride,
Examples include halogenated hydrocarbons having 1 to 4 carbon atoms such as chloroform; esters having 3 to 7 carbon atoms such as ethyl acetate, D-propyl acetate, and isobutyl acetate; and mixtures of two or more of these solvents. To extract the active ingredients from licorice using these solvents, the raw material to be treated can be immersed in about 3 to 5 times the amount of extraction solvent and heated under reflux, or soaked in about 5 to 10 times the amount of extraction solvent at room temperature. Just soak it. The extract obtained by distilling off the solvent from the obtained extract is a brown solid with a characteristic odor. This extract can often be used directly as a UV absorber, but
If necessary, it may be used after being subjected to purification treatments such as deodorization and decolorization as long as its efficacy is not affected.
本発明の紫外線吸収剤の使用法は特に制限されるもので
はないが、例えば化粧水、クリーム、乳液、パックなど
、各種皮膚用化粧料に含有させる場合は、通常0.0O
5%〜1%の範囲で、必要に応じて溶解用基剤または助
剤(たとえばアルコール、高級脂肪酸、モノグリセリド
等の乳化剤、1,3−ブチレングリコール、プロピレン
グリコール、油脂等)とともに混入すればよい。また、
他のUV−A吸収剤やUV−B吸収剤と併用してもよい
。The method of using the ultraviolet absorber of the present invention is not particularly limited, but when it is included in various skin cosmetics such as lotions, creams, milky lotions, and packs, it is usually 0.0O
In the range of 5% to 1%, it may be mixed with a dissolving base or auxiliary agent (for example, alcohol, higher fatty acids, emulsifiers such as monoglycerides, 1,3-butylene glycol, propylene glycol, fats and oils, etc.) as necessary. . Also,
It may be used in combination with other UV-A absorbers or UV-B absorbers.
本発明の紫外線吸収剤は、前述のように従来適当なもの
が少なかったUV−A領域に有効なものであり、しかも
早くから医薬として使われて安全性が確認されている甘
草から得られるものであるから、UV−A遮断能を有す
る化粧料等の製造原料としてきわめて有利なものである
。As mentioned above, the ultraviolet absorber of the present invention is effective in the UV-A region, for which there were few suitable ones in the past, and it is obtained from licorice, which has been used as a medicine for a long time and whose safety has been confirmed. Therefore, it is extremely advantageous as a raw material for producing cosmetics and the like that have UV-A blocking ability.
以下、実施例を示して本発明を説明する。なお、各側に
おいて用いた甘草は、Glycyrrhixx 1nf
lxtx Bstil、を約70%含有する新彊産甘草
である。The present invention will be explained below with reference to Examples. The licorice used on each side was Glycyrrhixx 1nf
It is a licorice from Xinjiang that contains about 70% of lxtx Bstill.
実施例1
せ草根粉砕物1 kgを511のエチルエーテルととも
に2時間還流下に加熱してエチルエーテル可溶成分を抽
出した。抽出液を分離した抽出残渣について同様の操作
を繰り返し、合計9にの抽出液を得た。この抽出液の溶
媒を留去し、さらに減圧乾燥して、抽出物30gを得た
。これを紫外線吸収剤Aとする。Example 1 1 kg of ground grass roots was heated under reflux for 2 hours with 511 ethyl ether to extract ethyl ether soluble components. The same operation was repeated for the extraction residue from which the extract was separated to obtain a total of 9 extracts. The solvent of this extract was distilled off, and the extract was further dried under reduced pressure to obtain 30 g of an extract. This is referred to as ultraviolet absorbent A.
実施例2
せ草根粉砕物2 kgを10αの酢酸エチルに常温で5
時間浸漬して、酢酸エチル可溶成分を抽出した。抽出液
を分離した抽出残渣について同様の操作を繰り返し、合
計1111の抽出液を得た。この抽出液の溶媒を留去し
、さらに減圧乾燥して、抽出物101gを得た。これを
紫外線吸収剤Bとする。Example 2 2 kg of ground grass roots was dissolved in 10α ethyl acetate at room temperature.
The ethyl acetate soluble components were extracted by soaking for a period of time. The same operation was repeated for the extraction residue from which the extract was separated, and a total of 1111 extracts were obtained. The solvent of this extract was distilled off, and the extract was further dried under reduced pressure to obtain 101 g of an extract. This is referred to as ultraviolet absorbent B.
実施例3
n−ヘキサン5部およびアセトン2部からなる混合溶媒
10αとせ草根粉砕物1 kgを2時間還流下に加熱し
て、溶媒可溶成分を抽出した。抽出液を分離した抽出残
渣について同様の操作を繰り返し、合計1911の抽出
液を得た。この抽出液の溶媒を留去し、さらに減圧乾燥
して、抽出物26gを得た。これを紫外線吸収剤Cとす
る。Example 3 10α of a mixed solvent consisting of 5 parts of n-hexane and 2 parts of acetone and 1 kg of ground grass roots were heated under reflux for 2 hours to extract solvent-soluble components. The same operation was repeated for the extraction residue from which the extract was separated, and a total of 1911 extracts were obtained. The solvent of this extract was distilled off, and the extract was further dried under reduced pressure to obtain 26 g of an extract. This is referred to as ultraviolet absorbent C.
試験例
紫外線吸収剤A−Cをエタノールに溶解して濃度80p
pmの溶液とし、分光光度計により、エタノールを対照
液として220〜440nmの吸光度を測定した。その
結果は図1のとおりで、290−320nmのUV−B
域の吸収とともに320〜400nmのUV−A域に強
い吸収を有するものであった。Test Example Ultraviolet absorbers A-C were dissolved in ethanol to a concentration of 80p.
pm solution, and the absorbance at 220 to 440 nm was measured using a spectrophotometer using ethanol as a control solution. The results are shown in Figure 1, and UV-B at 290-320 nm
It had strong absorption in the UV-A region of 320 to 400 nm.
使用例
■ ステアリン酸 15.0%セ
タノール 1.0紫外線吸収剤
B 005UV−B吸収剤(市販品
)0.5
■ プロピレングリコール 3.0グリセ
リン 5.0水酸化カリウム
0.7殺菌・防腐剤
適量精製水 74.0
■ 香料°0.3
上記■を82°Cに、■を80℃に、それぞれ加熱溶解
し、撹拌しなから■を■に除々に加えて乳化を行う。そ
の後50°Cにて■を添加し、30°Cまで冷却して容
器に充填する。Usage example ■ Stearic acid 15.0% Cetano 1.0 Ultraviolet absorber B 005UV-B absorber (commercial product) 0.5 ■ Propylene glycol 3.0 Glycerin 5.0 Potassium hydroxide
0.7 Sterilization/preservative
Appropriate amount of purified water 74.0
■Fragrance °0.3 Heat and dissolve the above ■ at 82°C and ■ at 80°C, and while stirring, gradually add ■ to ■ to emulsify. Thereafter, ① was added at 50°C, and the mixture was cooled to 30°C and filled into a container.
以上により、UV−ASUV−B、両域にわたって吸収
能を有し、従来のものよりも効果の優れた日焼は防止ク
リームを得た。As a result of the above, a sunburn prevention cream was obtained which had absorption ability in both UV-ASUV-B ranges and was more effective than conventional products.
図1は、本発明実施例製品の紫外線吸収曲線である。 FIG. 1 is an ultraviolet absorption curve of a product according to an example of the present invention.
Claims (3)
0nmの長波長紫外線領域に顕著な吸収を有するものよ
りなる紫外線吸収剤。(1) Organic solvent extract of licorice with a wavelength of 320 to 40
An ultraviolet absorber having significant absorption in the long wavelength ultraviolet region of 0 nm.
範囲第1項記載の紫外線吸収剤。(2) The ultraviolet absorber according to claim 1, which comprises an organic solvent extract of licorice from Xinjiang.
tal.の有機溶媒抽出物よりなる特許請求の範囲第1
項記載の紫外線吸収剤。(3) Glycyrrhiza inflata Ba
tal. Claim 1 consisting of an organic solvent extract of
Ultraviolet absorber as described in section.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62315127A JP2584423B2 (en) | 1987-12-15 | 1987-12-15 | UV absorber |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62315127A JP2584423B2 (en) | 1987-12-15 | 1987-12-15 | UV absorber |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01157909A true JPH01157909A (en) | 1989-06-21 |
JP2584423B2 JP2584423B2 (en) | 1997-02-26 |
Family
ID=18061730
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62315127A Expired - Fee Related JP2584423B2 (en) | 1987-12-15 | 1987-12-15 | UV absorber |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2584423B2 (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06263623A (en) * | 1993-03-12 | 1994-09-20 | Sariensu:Kk | Natural ultraviolet absorber and cosmetic containing it |
JPH08188521A (en) * | 1995-10-02 | 1996-07-23 | Sariensu:Kk | Cosmetic containing natural ultraviolet light absorbing substance |
WO2005027866A1 (en) * | 2003-09-12 | 2005-03-31 | Beiersdorf Ag | Use of licocalchone a or of an extract containing licocalchone a from radix glycyrrhizae inflatae against skin aging |
EP1541164A1 (en) * | 2003-12-02 | 2005-06-15 | Beiersdorf AG | Combination of licochalcone A or an extract of radix glycyrrhizae inflatae, comprising licochalcone A, phenoxyethanol and if required glycerin |
EP1541152A1 (en) * | 2003-12-02 | 2005-06-15 | Beiersdorf AG | Combination of a phytosterol and/or cholesterol and licochalcone A or an aqueous extract of Glyzyrrhizae inflata radix comprising licochalcone A |
JP2013127027A (en) * | 2011-12-19 | 2013-06-27 | National Institute For Agro-Environmental Science | Ultraviolet absorber composition originated from plant inhabiting microbes |
JP2013162751A (en) * | 2012-02-09 | 2013-08-22 | Kyushu Bunka Gakuen | Culture medium for artificial insemination and artificial insemination method using the culture medium for artificial insemination and fertility promoter |
US8563054B2 (en) | 2005-03-15 | 2013-10-22 | Maruzen Pharmaceuticals Co., Ltd. | Anti-inflammatory agent |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5388333A (en) * | 1977-01-13 | 1978-08-03 | Sunstar Inc | Cosmetics |
JPS6222711A (en) * | 1985-07-23 | 1987-01-30 | Sogo Yatsukou Kk | Agent for skin |
JPS62138422A (en) * | 1985-12-11 | 1987-06-22 | Kao Corp | Ultraviolet light absorber of long wavelength (2354/20)uv-a absorber) |
JPS6483009A (en) * | 1987-09-25 | 1989-03-28 | Sansho Seiyaku Kk | Melanization inhibitory drug for external use |
-
1987
- 1987-12-15 JP JP62315127A patent/JP2584423B2/en not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5388333A (en) * | 1977-01-13 | 1978-08-03 | Sunstar Inc | Cosmetics |
JPS6222711A (en) * | 1985-07-23 | 1987-01-30 | Sogo Yatsukou Kk | Agent for skin |
JPS62138422A (en) * | 1985-12-11 | 1987-06-22 | Kao Corp | Ultraviolet light absorber of long wavelength (2354/20)uv-a absorber) |
JPS6483009A (en) * | 1987-09-25 | 1989-03-28 | Sansho Seiyaku Kk | Melanization inhibitory drug for external use |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06263623A (en) * | 1993-03-12 | 1994-09-20 | Sariensu:Kk | Natural ultraviolet absorber and cosmetic containing it |
JPH08188521A (en) * | 1995-10-02 | 1996-07-23 | Sariensu:Kk | Cosmetic containing natural ultraviolet light absorbing substance |
WO2005027866A1 (en) * | 2003-09-12 | 2005-03-31 | Beiersdorf Ag | Use of licocalchone a or of an extract containing licocalchone a from radix glycyrrhizae inflatae against skin aging |
JP2007505056A (en) * | 2003-09-12 | 2007-03-08 | バイヤースドルフ・アクチエンゲゼルシヤフト | Use of extracts from radix chalcone A and radix glucurizae infratae containing lycochalcone A for skin aging |
EP3524236A1 (en) * | 2003-09-12 | 2019-08-14 | Beiersdorf AG | Use of licochalchone a or an extract containing licochalchone a from radix glycyrrhizae inflatae against skin aging |
EP1541164A1 (en) * | 2003-12-02 | 2005-06-15 | Beiersdorf AG | Combination of licochalcone A or an extract of radix glycyrrhizae inflatae, comprising licochalcone A, phenoxyethanol and if required glycerin |
EP1541152A1 (en) * | 2003-12-02 | 2005-06-15 | Beiersdorf AG | Combination of a phytosterol and/or cholesterol and licochalcone A or an aqueous extract of Glyzyrrhizae inflata radix comprising licochalcone A |
US8969418B2 (en) | 2003-12-02 | 2015-03-03 | Beiersdorf Ag | Active substance combination of licochalcone A and phenoxyethanol |
US8563054B2 (en) | 2005-03-15 | 2013-10-22 | Maruzen Pharmaceuticals Co., Ltd. | Anti-inflammatory agent |
JP2013127027A (en) * | 2011-12-19 | 2013-06-27 | National Institute For Agro-Environmental Science | Ultraviolet absorber composition originated from plant inhabiting microbes |
JP2013162751A (en) * | 2012-02-09 | 2013-08-22 | Kyushu Bunka Gakuen | Culture medium for artificial insemination and artificial insemination method using the culture medium for artificial insemination and fertility promoter |
Also Published As
Publication number | Publication date |
---|---|
JP2584423B2 (en) | 1997-02-26 |
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