JP2533776B2 - Topical skin - Google Patents
Topical skinInfo
- Publication number
- JP2533776B2 JP2533776B2 JP11784087A JP11784087A JP2533776B2 JP 2533776 B2 JP2533776 B2 JP 2533776B2 JP 11784087 A JP11784087 A JP 11784087A JP 11784087 A JP11784087 A JP 11784087A JP 2533776 B2 JP2533776 B2 JP 2533776B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- salt
- skin
- present
- external preparation
- 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 - Lifetime
Links
- 230000000699 topical effect Effects 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims description 19
- 238000002360 preparation method Methods 0.000 claims description 11
- QBLFZIBJXUQVRF-UHFFFAOYSA-N (4-bromophenyl)boronic acid Chemical compound OB(O)C1=CC=C(Br)C=C1 QBLFZIBJXUQVRF-UHFFFAOYSA-N 0.000 claims description 8
- QURCVMIEKCOAJU-HWKANZROSA-N Isoferulic acid Natural products COC1=CC=C(\C=C\C(O)=O)C=C1O QURCVMIEKCOAJU-HWKANZROSA-N 0.000 claims description 8
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 claims description 8
- 150000007524 organic acids Chemical class 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 230000000694 effects Effects 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 9
- 235000015165 citric acid Nutrition 0.000 description 5
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- -1 Amino acid salts Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 206010042496 Sunburn Diseases 0.000 description 2
- 229960004050 aminobenzoic acid Drugs 0.000 description 2
- 235000013985 cinnamic acid Nutrition 0.000 description 2
- 229930016911 cinnamic acid Natural products 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000015424 sodium Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 2
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 230000002087 whitening effect Effects 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 102000003425 Tyrosinase Human genes 0.000 description 1
- 108060008724 Tyrosinase Proteins 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000010382 gamma-tocopherol Nutrition 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910000462 iron(III) oxide hydroxide Inorganic materials 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 230000037311 normal skin Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000036211 photosensitivity Effects 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 230000009759 skin aging Effects 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/78—Enzyme modulators, e.g. Enzyme agonists
- A61K2800/782—Enzyme inhibitors; Enzyme antagonists
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
【発明の詳細な説明】 (産業上の利用分野) 本発明はイソフェルラ酸および(または)その塩と有
機酸および(または)その塩とを配合することにより、
優れた紫外線防御効果ならびに美白効果と、優れた品質
をもつ皮膚外用剤を提供するものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial field of application) The present invention provides a compound of isoferulic acid and / or a salt thereof with an organic acid and / or a salt thereof,
It is intended to provide a skin external preparation having an excellent UV protection effect, a whitening effect, and an excellent quality.
(従来技術および発明の解決しようとする問題点) 通常、太陽光線は日焼けを起すばかりでなく、その日
焼けのために皮膚の老化を促進することが知られてい
る。この太陽光線を防ぐためにこれまで数多くの紫外線
吸収剤が開発されてきたが、現実には効果と安全性、ま
た、化粧品原料としての安定性、溶解性等を兼備したも
のは殆どなかった。(Problems to be Solved by the Prior Art and Invention) It is known that, in general, sun rays not only cause sunburn but also promote skin aging due to the sunburn. Many ultraviolet absorbers have been developed to prevent the sun rays, but in reality, few of them have the effects and safety as well as the stability and solubility as a cosmetic raw material.
すなわち、我が国で使用前例のある紫外線吸収剤を大
別すると、ベンゾフェノン系、ウロカニン酸系、p−ア
ミノ安息香酸系、ケイ皮酸系、その他(サリチル酸系、
ベンゾトリアゾール系等)に分類されるが、例えばベン
ゾフェノン系は、280〜290nmと320〜330nm付近に吸収極
大を有し汎用されている原料の1つであるが、反面、紅
斑惹起に最も関与する305〜310nm付近の吸収能が相対的
に低いという特性を有している。また、ウロカニン酸系
は生体成分であり安全性も高いが、吸収極大が280〜290
nm付近であるため、特にUV-Aに対しては実用的な効果が
低い。p−アミノ安息香酸系、ケイ皮酸系は、吸収極大
が300〜310nm付近にあり吸収効果も高いが、接触光過敏
症等安全性上に問題があるといわれていた。更に、ベン
ゾトリアゾール系は安全性上から化粧料への配合は控え
られ、また、サリチル酸系は吸収極大が弱く大量に配合
しなければ紫外線防御剤としての機能を保持しがたい欠
点があった。That is, the ultraviolet absorbers that have precedent use in Japan are roughly classified into benzophenone-based, urocanic acid-based, p-aminobenzoic acid-based, cinnamic acid-based, and other (salicylic acid-based,
For example, benzophenone series is one of the widely used raw materials with absorption maximum around 280 to 290 nm and 320 to 330 nm, but it is most involved in erythema induction. It has a characteristic that the absorption power in the vicinity of 305 to 310 nm is relatively low. In addition, urocanic acid is a biological component and is highly safe, but the maximum absorption is 280 to 290.
Since it is in the vicinity of nm, the practical effect is particularly low for UV-A. The p-aminobenzoic acid type and the cinnamic acid type have maximum absorption around 300 to 310 nm and a high absorption effect, but it is said to have a problem in safety such as contact photosensitivity. Further, the benzotriazole type has a drawback that it is not allowed to be added to cosmetics from the viewpoint of safety, and the salicylic acid type has a weak absorption maximum and has a drawback that it is difficult to retain the function as an ultraviolet protective agent unless a large amount is added.
このような従来の紫外線吸収剤の現状に鑑み、本発明
者等は、種々の素材について探索実験研究を繰り返した
結果、イソフェルラ酸および(または)その塩が紫外線
吸収とチロシナーゼ活性阻害作用を併せもつ有為な特性
を有する物質であることを見出し、これを配合した化粧
料を既に特許出願した(特願昭60-259464(特開昭62-12
0312))。In view of the current state of such conventional ultraviolet absorbers, the present inventors have repeated exploratory experimental studies on various materials, and as a result, isoferulic acid and / or its salt have both ultraviolet absorption and tyrosinase activity inhibitory action. We have found that the substance has significant properties and have already applied for a patent for a cosmetic composition containing this substance (Japanese Patent Application No. 60-259464 (Japanese Patent Application Laid-Open No. 62-12259).
0312)).
しかしながら、イソフェルラ酸および(または)その
塩は、単独では冷水には難溶(塩では可溶)、アルコー
ル、有機酸および(または)その塩には可溶であるが、
種々の成分が含有される外用基剤中では系との相溶性が
十分でなく、処方系によっては溶解状態で皮膚外用剤に
配合しても比較的短時間のうちに結晶として析出した
り、pHの酸性領域でも結晶が析出してしまうという問題
があった。However, isoferulic acid and / or its salts are, by themselves, sparingly soluble in cold water (soluble in salts), alcohols, organic acids and / or their salts,
The compatibility with the system is not sufficient in the base for external use containing various components, and depending on the formulation system, it may precipitate as crystals in a relatively short time even if it is added to the skin external preparation in a dissolved state, There is a problem that crystals are precipitated even in the acidic region of pH.
また、pHのアルカリ領域では高温、太陽光で皮膚外用
剤が経時的に変色することもあった。Further, in the alkaline region of pH, the external preparation for skin may be discolored with time due to high temperature and sunlight.
結晶析出や変色が起こると皮膚外用剤の品質を著しく
損ねることは言うまでもなく、本来の目的の紫外線吸収
能さえも発揮できなくなる状態であった。Needless to say, the occurrence of crystal precipitation or discoloration significantly impairs the quality of the external preparation for skin, and even the original purpose of absorbing UV light was not achieved.
(問題点を解決する手段) 本発明者は、上記問題点を解決するために鋭意研究し
た結果、皮膚外用基剤中においてイソフェルラ酸および
(または)その塩に対し有機酸および(または)その塩
を併用配合すれば、外用基剤組成、pH領域、太陽光等の
影響を受けず、紫外線吸収効果に優れることは勿論、長
期間品質劣化を起すことの少ない安定性に優れた皮膚外
用剤を得られることを見出し、本発明を完成するに至っ
た。(Means for Solving the Problems) As a result of intensive studies to solve the above problems, the present inventor has found that organic ferric acid and / or its salt can be used in the skin external base agent against isoferulic acid and / or its salt. When used in combination, it is not affected by the external base composition, pH range, sunlight, etc., and is not only excellent in the effect of absorbing ultraviolet rays, but also a skin external preparation with excellent stability that does not cause long-term quality deterioration. They have found that they can be obtained and have completed the present invention.
すなわち、本発明は優れた紫外線吸収効果ならびに美
白効果、および優れた品質をもつ皮膚外用剤を提供する
ものである。That is, the present invention provides a skin external preparation having an excellent ultraviolet absorption effect, a whitening effect, and excellent quality.
以下、本発明について詳述する。 Hereinafter, the present invention will be described in detail.
本発明において皮膚外用剤に配合するイソフェルラ酸
および(または)その塩(具体的には水酸化リチウム
塩、水酸化ナトリウム塩、水酸化カリウム塩、水酸化マ
グネシウム塩、水酸化カルシウム塩等の無機塩、アルギ
ニン、リジン、ヒスチジン、オルニチン等のアミノ酸
塩、モノエタノールアミン塩、ジエタノールアミン塩、
トリエタノールアミン塩等の有機塩等)の量は、期待す
る紫外線吸収効果に応じて任意であるが、0.01重量%以
上、特に好ましい量としては0.5重量%以上を選択す
る。しかし、10重量%を越す量を配合しても効果にほと
んど変りは見らず、皮膚外用剤そのものの品質が損なわ
れる。In the present invention, isoferulic acid and / or its salt to be added to the external preparation for skin (specifically, inorganic salts such as lithium hydroxide salt, sodium hydroxide salt, potassium hydroxide salt, magnesium hydroxide salt, calcium hydroxide salt and the like). , Amino acid salts such as arginine, lysine, histidine, ornithine, monoethanolamine salt, diethanolamine salt,
The amount of an organic salt such as a triethanolamine salt) is arbitrary depending on the expected ultraviolet absorption effect, but is 0.01% by weight or more, and a particularly preferable amount is 0.5% by weight or more. However, even if the amount exceeds 10% by weight, the effect is hardly changed, and the quality of the external preparation for skin itself is impaired.
有機酸および(または)その塩としては、グルコン
酸、コハク酸、シュウ酸、クエン酸、リン酸一水素ナト
リウム、乳酸、酒石酸、酪酸、マロン酸、吉草酸、ギ
酸、酢酸等があげられる。これらの有機酸および(また
は)その塩を1種または2種以上配合するが、本発明の
効果を発揮する目的で配合する量はイソフェルラ酸およ
び(または)その塩の量に対して10〜100%で、かつ、p
Hが6.7〜7.5、好ましくは6.8〜7.2に調整できる量が望
ましい。Examples of the organic acid and / or its salt include gluconic acid, succinic acid, oxalic acid, citric acid, sodium monohydrogen phosphate, lactic acid, tartaric acid, butyric acid, malonic acid, valeric acid, formic acid and acetic acid. One or more of these organic acids and / or salts thereof are blended, but the amount blended for the purpose of exerting the effect of the present invention is 10 to 100 relative to the amount of isoferulic acid and / or its salt. %, And p
It is desirable that H can be adjusted to 6.7 to 7.5, preferably 6.8 to 7.2.
本発明において、イソフェルラ酸および(または)その
塩と有機酸および(または)その塩とを配合する皮膚外
用基剤としては、通常の皮膚外用基剤であれば、液状、
ゲル状、ペースト状、クリーム状等いずれのものも利用
できる。In the present invention, as a skin external base for blending isoferuric acid and / or a salt thereof and an organic acid and / or a salt thereof, a normal skin external base is a liquid,
Any of gel, paste, cream and the like can be used.
すなわち、皮膚外用剤を構成する成分としては、保湿
剤、油分、界面活性剤、増粘剤、金属封鎖剤、イソフェ
ルラ酸および(または)その塩以外の紫外線吸収剤、薬
剤、色素、香料等が併用できることは言うまでもない。That is, as a component constituting the external preparation for skin, a moisturizer, an oil, a surfactant, a thickener, a sequestering agent, an ultraviolet absorber other than isoferulic acid and / or its salt, a drug, a dye, a fragrance, etc. It goes without saying that they can be used together.
(発明の効果) 試料は表1のとおり、本発明にしたがってイソフェル
ラ酸ナトリウムとクエン酸およびリン酸一水素ナトリウ
ムとを配合した皮膚外用剤(実施例1)、実施例1のク
エン酸量を0.2%に変更したもの(比較例1)および実
施例1のクエン酸量を0.01%、リン酸一水素ナトリウム
を0.2%に変更したもの(比較例2)とした。(Effects of the invention) As shown in Table 1, the samples are the external preparation for skin (Example 1) in which sodium isoferurate is mixed with citric acid and sodium monohydrogen phosphate according to the present invention, and the amount of citric acid in Example 1 is 0.2. % (Comparative example 1) and the citric acid content of example 1 was 0.01%, and sodium monohydrogen phosphate was changed to 0.2% (comparative example 2).
以下配合量は重量部である。 The blending amount below is parts by weight.
表2に保存安定性を示す。 Table 2 shows the storage stability.
次に本発明をより多くの実施例で詳述するが本発明は
これにより限定されるものではない。 The present invention will now be described in more detail with reference to more examples, but the present invention is not limited thereto.
(実施例) 実施例1は前記表1に示したとおりである。実施例2 サンスクリーンクリーム(ゲル状) クエン酸 0.06 リン酸一水素ナトリウム 0.54 γ−トコフェロール 0.02 プロピレングリコール 10.0 イソフェルラ酸ナトリウム 2.0 グリセリン 2.0 エタノール 4.0 ポリオキシエチレン 硬化ヒマシ油(50E0) 1.0 カルボキシビニルポリマー 0.5 苛性カリ 0.15 精製水 79.73(Example) Example 1 is as shown in Table 1 above. Example 2 Sunscreen cream (gel) Citric acid 0.06 Sodium monohydrogen phosphate 0.54 γ-tocopherol 0.02 Propylene glycol 10.0 Sodium isoferurate 2.0 Glycerin 2.0 Ethanol 4.0 Polyoxyethylene hydrogenated castor oil (50E0) 1.0 Carboxyvinyl polymer 0.5 Caustic potash 0.15 Purified water 79.73
Claims (1)
有機酸および(または)その塩とを配合することを特徴
とする皮膚外用剤。1. An external skin preparation comprising isoferulic acid and / or a salt thereof and an organic acid and / or a salt thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11784087A JP2533776B2 (en) | 1987-05-14 | 1987-05-14 | Topical skin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11784087A JP2533776B2 (en) | 1987-05-14 | 1987-05-14 | Topical skin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63284119A JPS63284119A (en) | 1988-11-21 |
| JP2533776B2 true JP2533776B2 (en) | 1996-09-11 |
Family
ID=14721561
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11784087A Expired - Lifetime JP2533776B2 (en) | 1987-05-14 | 1987-05-14 | Topical skin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2533776B2 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9507415D0 (en) * | 1994-06-08 | 1995-05-31 | Zylepsis Ltd | Production and uses of caffeic acid and derivatives thereof |
| GB9828380D0 (en) | 1998-12-22 | 1999-02-17 | Unilever Plc | Skin lightening composition |
| JP2003292431A (en) * | 2002-04-02 | 2003-10-15 | Pola Chem Ind Inc | Aerosol cosmetic containing bleaching agent |
| FR2852828A1 (en) * | 2003-03-25 | 2004-10-01 | Oreal | COMPOSITION FOR TREATING KERATINIC MATERIALS COMPRISING A HYDROXYCARBOXYLIC ACID AND A PROTECTIVE AGENT OR CONDITIONER |
| CN117777056A (en) * | 2022-09-22 | 2024-03-29 | 山东济世药业有限公司 | Isoferulic acid piperazine salt and its preparation method, pharmaceutical composition and use |
-
1987
- 1987-05-14 JP JP11784087A patent/JP2533776B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63284119A (en) | 1988-11-21 |
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