JP2001031549A5 - - Google Patents
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- JP2001031549A5 JP2001031549A5 JP1999199990A JP19999099A JP2001031549A5 JP 2001031549 A5 JP2001031549 A5 JP 2001031549A5 JP 1999199990 A JP1999199990 A JP 1999199990A JP 19999099 A JP19999099 A JP 19999099A JP 2001031549 A5 JP2001031549 A5 JP 2001031549A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- fiber bundle
- collagen fiber
- skin
- dermis
- 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.)
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- -1 hydroxypentenyl group Chemical group 0.000 description 18
- 239000002537 cosmetic Substances 0.000 description 17
- 102000008186 Collagen Human genes 0.000 description 16
- 108010035532 Collagen Proteins 0.000 description 16
- 229920001436 collagen Polymers 0.000 description 16
- 229960005188 collagen Drugs 0.000 description 16
- 239000000835 fiber Substances 0.000 description 16
- 210000003491 Skin Anatomy 0.000 description 14
- 210000004207 Dermis Anatomy 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 10
- 125000004432 carbon atoms Chemical group C* 0.000 description 9
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- UZKQTCBAMSWPJD-UQCOIBPSSA-N trans-Zeatin Natural products OCC(/C)=C\CNC1=NC=NC2=C1N=CN2 UZKQTCBAMSWPJD-UQCOIBPSSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- QANMHLXAZMSUEX-UHFFFAOYSA-N Kinetin Chemical compound N=1C=NC=2N=CNC=2C=1NCC1=CC=CO1 QANMHLXAZMSUEX-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical class C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 4
- 125000005647 linker group Chemical group 0.000 description 4
- 125000004430 oxygen atoms Chemical group O* 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- GFFGJBXGBJISGV-UHFFFAOYSA-N adenyl group Chemical group N1=CN=C2N=CNC2=C1N GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 230000002500 effect on skin Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000004660 morphological change Effects 0.000 description 3
- 229960000643 Adenine Drugs 0.000 description 2
- 229960001669 Kinetin Drugs 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N Oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- NDVLTYZPCACLMA-UHFFFAOYSA-N Silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 description 2
- HDTRYLNUVZCQOY-LIZSDCNHSA-N Trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 description 2
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 description 2
- WCGUUGGRBIKTOS-RRHGHHQTSA-N Ursolic acid Natural products O=C(O)[C@@]12[C@@H]([C@@H](C)[C@@H](C)CC1)C=1[C@](C)([C@@]3(C)[C@@H]([C@]4(C)[C@H](C(C)(C)[C@@H](O)CC4)CC3)CC=1)CC2 WCGUUGGRBIKTOS-RRHGHHQTSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000001808 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000002349 favourable Effects 0.000 description 2
- 150000002338 glycosides Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-L 2-sulfobutanedioate Chemical class OS(=O)(=O)C(C([O-])=O)CC([O-])=O ULUAUXLGCMPNKK-UHFFFAOYSA-L 0.000 description 1
- GOSWTRUMMSCNCW-BAJUWZQUSA-N 9-ribosyl-cis-zeatin Chemical compound C1=NC=2C(NC/C=C(CO)/C)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O GOSWTRUMMSCNCW-BAJUWZQUSA-N 0.000 description 1
- GOSWTRUMMSCNCW-HNNGNKQASA-N 9-ribosyl-trans-zeatin Chemical compound C1=NC=2C(NC\C=C(CO)/C)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O GOSWTRUMMSCNCW-HNNGNKQASA-N 0.000 description 1
- FFUAGWLWBBFQJT-UHFFFAOYSA-N Bis(trimethylsilyl)amine Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- 208000002260 Keloid Diseases 0.000 description 1
- 210000001117 Keloid Anatomy 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N Oleyl alcohol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229940010747 Sodium Hyaluronate Drugs 0.000 description 1
- 229920002385 Sodium hyaluronate Polymers 0.000 description 1
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N Squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 1
- GLDOVTGHNKAZLK-UHFFFAOYSA-N Stearyl alcohol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 1
- IJOOHPMOJXWVHK-UHFFFAOYSA-N Trimethylsilyl chloride Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 1
- 229940099259 Vaseline Drugs 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 230000000996 additive Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000111 anti-oxidant Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000000089 arabinosyl group Chemical group C1([C@@H](O)[C@H](O)[C@H](O)CO1)* 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N butylene glycol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 125000005131 dialkylammonium group Chemical group 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 125000002425 furfuryl group Chemical group C(C1=CC=CO1)* 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 150000004676 glycans Polymers 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002335 preservative Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000548 ribosyl group Chemical group C1([C@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- 229910001923 silver oxide Inorganic materials 0.000 description 1
- 230000004215 skin function Effects 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- MAKUBRYLFHZREJ-JWBQXVCJSA-M sodium;(2S,3S,4R,5R,6R)-3-[(2S,3R,5S,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylate Chemical compound [Na+].CC(=O)N[C@@H]1C[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](C([O-])=O)O[C@@H](O)[C@H](O)[C@H]1O MAKUBRYLFHZREJ-JWBQXVCJSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic Effects 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229940096998 ursolic acid Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Description
【請求項１】
下記に示す、一般式（Ｉ）に表されるアデニン誘導体及び／又は生理的に許容されるその塩からなる真皮のコラーゲン線維束構造の再構築剤。
【化１】
（但し、式中Ｒ 1 は、酸素原子を置換基内に含有しても良い炭素数４〜１６の不飽和結合を含む炭化水素基を表す。また、Ｒ 2 或いはＲ 3 に表される基は何れか一方しか存在せず、Ｒ 2 は、Ｒ 3 に結合基団を有さない場合に於いて、水素原子、糖残基又は炭素数１〜４のアルキル基を表し、Ｒ 3 は、Ｒ 2 に結合基団を有さない場合に於いて、水素原子、アシル化されていても良い糖残基又は炭素数１〜４のアルキル基を表し、点線の結合は１個の二重結合と１個の単結合の組合せをあらわす。）
(1)
An agent for reconstructing a collagen fiber bundle structure of the dermis, comprising an adenine derivative represented by the following general formula (I) and / or a physiologically acceptable salt thereof shown below.
Embedded image
(Wherein, R 1 represents a hydrocarbon group containing an unsaturated bond having 4 to 16 carbon atoms which may contain an oxygen atom in the substituent. Also, a group represented by R 2 or R 3 is either one only absent, R 2, in the case where no bonding group group in R 3, represent a hydrogen atom, a sugar residue or an alkyl group having 1 to 4 carbon atoms, R 3 is In the case where R 2 has no bonding group, it represents a hydrogen atom, a sugar residue which may be acylated, or an alkyl group having 1 to 4 carbon atoms. And the combination of one single bond.)
【０００５】
【課題を解決するための手段】
この様な状況に鑑みて、本発明者らは、前記皮膚構造を再生する作用を有する化粧料を求めて、鋭意研究努力を重ねた結果、次に示す一般式（Ｉ）に表される化合物及び／又はその塩を含有する化粧料がその様な作用を有していることを見いだし、発明を完成させるに至った。以下、本発明について、実施の形態を中心に詳細に説明を加える。
[0005]
[Means for Solving the Problems]
In view of such circumstances, the present inventors, the table in search of that of粧料having a function of reproducing the skin structure, the results of extensive research efforts, the following general formula (I) It has been found that a cosmetic containing the compound and / or a salt thereof has such an effect, and has completed the invention. Hereinafter, the present invention will be described in detail focusing on embodiments.
（但し、式中Ｒ 1 は、酸素原子を置換基内に含有しても良い炭素数４〜１６の不飽和結合を含む炭化水素基を表し、Ｒ 2 は、Ｒ 3 に結合基団を有さない場合に於いて、水素原子、糖残基又は炭素数１〜４のアルキル基を表し、Ｒ 3 は、Ｒ 2 に結合基団を有さない場合に於いて、水素原子、アシル化されていても良い糖残基又は炭素数１〜４のアルキル基を表し、点線の結合は１個の二重結合と１個の単結合の組合せをあらわす。）
(Wherein, R 1 represents a hydrocarbon group having an unsaturated bond having 4 to 16 carbon atoms which may contain an oxygen atom in the substituent, and R 2 has a bonding group in R 3. R 3 represents a hydrogen atom, a sugar residue or an alkyl group having 1 to 4 carbon atoms, and R 3 represents a hydrogen atom, an acylated group when R 2 has no bonding group. Represents a sugar residue or an alkyl group having 1 to 4 carbon atoms, and a bond indicated by a dotted line represents a combination of one double bond and one single bond.)
【０００７】
【発明の実施の形態】
（１）本発明の真皮のコラーゲン線維束構造の再構築剤
本発明の真皮のコラーゲン線維束構造の再構築剤は、上記一般式（Ｉ）に表される化合物及び／又はその生理的に許容される塩からなる。ここで、式中Ｒ 1 は、酸素原子を置換基内に含有しても良い炭素数４〜１６の不飽和結合を含む炭化水素基を表すが、酸素原子の含有の形態としては、水酸基、アシロキシ基、カルボキシル基、エーテル基（アルキルオキシ基）等が好ましく例示できる。又、炭化水素基は脂肪族でも芳香族基でも使用でき、例えば、脂肪族基であればヒドロキシペンテニル基、ヒドロキシヘキセニル基、メトキシペンテニル基、エトキシペンテニル基、ノルマルブチルオキシペンテニル基、フェノキシペンテニル基、フルフリル基等が好ましく例示できる。又、Ｒ 2 或いはＲ 3 に表される基は何れか一方しか存在しない。これは、アデニン類がタートマーを形成するため、７位に入る場合と９位に入る場合が知られており、水素原子或いは置換基はこのどちらかにしか入らないからである。このＲ 2 乃至はＲ 3 の存在の選択によって、式中点線で表されている二重結合と単結合の組合せは決定される。Ｒ 2 、Ｒ 3 の具体的な基の種類としては、水素原子、アシル化されていても良い、リボース残基、グルコース残基或いはアラビノース残基等の糖残基、メチル基、エチル基、ノルマルプロピル基、イソプロピル基、ノルマルブチル基、セカンダリーブチル基、ターシャリーブチル基等の炭素数１〜４のアルキル基等が好ましく例示できる。糖残基の有することができるアシル基としては、炭素数１〜４のものが好ましく、アセチル基が特に好ましい。これらの内、好ましいものは水素原子及び糖残基であり、中でも水素原子が薬効上、特に好ましい。この時、これらの基はＲ 2 の位置につくのが好ましい。具体的に好ましい化合物を例示するならば、トランスゼアチン、シスゼアチン、トランスゼアチンリボサイド、シスゼアチンリボサイド、イソゼアチン、カイネチン及び生理的に許容されるこれらの塩等が例示できる。これらの内では、トランスゼアチン、シスゼアチン、カイネチンが特に好ましい。これらの化合物は植物体より抽出す
ることもできるし、アデニンなどを原料に合成することもできる。アデニンを原料として合成する場合には、アセトニトリルなどを溶媒に用い、ヘキサメチルジシラザンやトリメチルシリルクロライドなどのシリル化剤を用いて窒素原子上の水素をトリメチルシリル基で置換し、これに水酸基などの置換基をアセチル基などで保護したハロゲン化炭化水素、フルフリルクロライド等のハロゲン化物をルイス酸などを触媒にカップリングさせ、しかる後にメタノール性アンモニアなどの塩基を用いて脱保護すれば得ることができる。又、これらの配糖体は、これらの化合物をトリメチルシリル化した後、糖のアセチル化体と酸化銀などを触媒にカップリングさせ、脱保護すれば得ることができる。又、この様なアデニン誘導体はその多くのものが試薬として市販されており、これらを用いることもできる。かくして得られた本発明の真皮のコラーゲン線維束構造の再構築剤は真皮のコラーゲン線維束構造の乱れを再構築させ、正常な構造に修復させる作用を有する。本発明の真皮のコラーゲン線維束構造の再構築剤を化粧料などの皮膚外用剤に含有させて投与することにより、真皮内部のコラーゲン線維束が崩れて引き起こす皮膚形態の変化を予防、改善或いは治療する事ができる。本発明をこの様な皮膚外用剤に含有させて用いる場合、好ましい含有量は、０．００１〜５重量％であり、更に好ましくは０．００５〜１重量％である。
[0007]
BEST MODE FOR CARRYING OUT THE INVENTION
(1) Agent for Reconstructing Collagen Fiber Bundle Structure of Dermis of the Present Invention The compound for reconstructing collagen fiber bundle structure of dermis of the present invention is a compound represented by the above general formula (I) and / or a physiologically acceptable compound thereof. Consisting of salt. Here, in the formula, R 1 represents a hydrocarbon group containing an unsaturated bond having 4 to 16 carbon atoms, which may contain an oxygen atom in the substituent. Examples of the form of the oxygen atom include a hydroxyl group, Preferred examples include an acyloxy group, a carboxyl group, and an ether group (alkyloxy group). The hydrocarbon group may be an aliphatic group or an aromatic group.For example, if the group is an aliphatic group, a hydroxypentenyl group, a hydroxyhexenyl group, a methoxypentenyl group, an ethoxypentenyl group, a normal butyloxypentenyl group, a phenoxypentenyl group, A preferred example is a furfuryl group. Further, only one of the groups represented by R 2 or R 3 exists. This is because adenines form a tartomer, and it is known that they enter the 7-position and the 9-position, and a hydrogen atom or a substituent only enters either of them. The choice of the presence of R 2 or R 3 determines the combination of double and single bonds represented by the dotted lines in the formula. Specific types of R 2 and R 3 include a hydrogen atom, an acylated sugar residue such as a ribose residue, a glucose residue or an arabinose residue, a methyl group, an ethyl group, and a normal group. Preferred examples include an alkyl group having 1 to 4 carbon atoms such as a propyl group, an isopropyl group, a normal butyl group, a secondary butyl group and a tertiary butyl group. As the acyl group that the sugar residue can have, one having 1 to 4 carbon atoms is preferable, and an acetyl group is particularly preferable. Among these, preferred are a hydrogen atom and a sugar residue, and among them, a hydrogen atom is particularly preferred from the viewpoint of efficacy. At this time, these groups are preferably attached at the position of R 2 . Specific examples of preferred compounds include transzeatin, ciszeatin, transzeatin riboside, ciszeatin riboside, isoseatin, kinetin, and physiologically acceptable salts thereof. Of these, transzeatin, ciszeatin, and kinetin are particularly preferred. These compounds can be extracted from plants or synthesized using adenine or the like as a raw material. When adenine is synthesized as a raw material, acetonitrile or the like is used as a solvent, and hydrogen on a nitrogen atom is substituted with a trimethylsilyl group using a silylating agent such as hexamethyldisilazane or trimethylsilyl chloride, and then substituted with a hydroxyl group or the like. It can be obtained by coupling a halide such as halogenated hydrocarbon or furfuryl chloride whose group is protected with an acetyl group or the like to a catalyst using a Lewis acid or the like, followed by deprotection using a base such as methanolic ammonia. . Further, these glycosides can be obtained by trimethylsilylating these compounds, coupling an acetylated form of the sugar, silver oxide or the like to a catalyst, and deprotecting. Many of such adenine derivatives are commercially available as reagents, and these can also be used. The agent for reconstructing the collagen fiber bundle structure of the dermis of the present invention thus obtained has an action of reconstructing the disorder of the collagen fiber bundle structure of the dermis and restoring it to a normal structure. Prevention, improvement or treatment of a change in skin morphology caused by collapse of the collagen fiber bundle inside the dermis by administering the reconstituting agent of the dermal collagen fiber bundle structure of the present invention in a skin external preparation such as cosmetics. You can do it. When the present invention is used by being contained in such an external preparation for skin, the content is preferably 0.001 to 5% by weight, more preferably 0.005 to 1% by weight.
（２）本発明の化粧料
本発明の化粧料は、上記真皮のコラーゲン線維束構造の再構築剤から選ばれる１種乃至は２種以上を含有し、皮膚の形態変化を抑制及び／又は改善する事に用いられることを特徴とする。ここで、本発明の化粧料が抑制及び／又は改善する皮膚形態の変化とは、真皮のコラーゲン線維束構造が乱れることによって生じた、皮膚上で目視できる皮膚形態の変化を言い、この様な皮膚形態の変化としては、例えば、光の過剰照射や照射の累積による皮膚の弾力消失や表面の構造の荒れ、経年の刺激蓄積に起因する皮膚の弾力消失、ケロイドなどの生成が挙げられる。又、しわについても、真皮のコラーゲン線維束構造の乱れに起因するものであれば、本発明の真皮のコラーゲン線維束構造の再構築剤の働きによりその生成の抑制や改善ができるため、適用することができる。本発明の化粧料は、その剤形としては、通常この様な皮膚の手入れに使用されているものであれば、特段の限定無く適用することができ、例えば、化粧水、乳液、クリーム、パック化粧料、エッセンス化粧料等の基礎化粧料やアンダーメークアップやファンデーションなどのメークアップ化粧料、毛髪化粧料、洗浄用化粧料などが好ましく例示でき、これらの中では基礎化粧料に適用するのが特に好ましい。これは、この様な化粧料の効果発現の場が、本発明の真皮のコラーゲン線維束構造の再構築剤の効果発現の場と同一であり、相加的或いは相乗的効果が得られるからである。
(2) Cosmetic of the present invention The cosmetic of the present invention contains one or two or more selected from the above-mentioned agents for reconstructing the collagen fiber bundle structure of the dermis, and suppresses and / or improves skin morphological changes. It is characterized by being used for doing. Here, the change in skin morphology suppressed and / or improved by the cosmetic of the present invention refers to a change in skin morphology visible on the skin caused by disorder of the collagen fiber bundle structure of the dermis. Changes in skin morphology include, for example, loss of elasticity of the skin due to excessive irradiation of light or accumulation of irradiation, roughening of the surface structure, loss of elasticity of the skin due to accumulation of stimuli over time, generation of keloids, and the like. In addition, wrinkles are also applied if they are caused by disturbance of the collagen fiber bundle structure of the dermis, because the action of the restructuring agent for the collagen fiber bundle structure of the dermis of the present invention can suppress or improve the formation thereof, and therefore it is applied. be able to. The cosmetic of the present invention can be applied in any dosage form without any particular limitation as long as it is usually used for such skin care, for example, lotion, milky lotion, cream, pack Cosmetic products, basic cosmetics such as essence cosmetics and the like, makeup cosmetics such as under makeup and foundation, hair cosmetics, washing cosmetics, etc. can be preferably exemplified. Among these, it is preferable to apply the basic cosmetics. Particularly preferred. This is because the place of such an effect of the cosmetic is the same as the place of the effect of the agent for reconstructing the collagen fiber bundle structure of the dermis of the present invention, and an additive or synergistic effect can be obtained. is there.
本発明の化粧料には、上記必須成分である、本発明の真皮のコラーゲン線維束構造の再構築剤以外に、通常化粧料で使用される任意の成分を含有することができる。かかる任意成分としては、例えば、スクワラン、ワセリン、マイクロクリスタリンワックス等の炭化水素類、ホホバ油、カルナウバワックス，オレイン酸オクチルドデシル等のエステル類、オリーブ油、牛脂、椰子油等のトリグリセライド類、ステアリン酸、オレイン酸、リチノレイン酸等の脂肪酸、オレイルアルコール、ステアリルアルコール、オクチルドデカノール
等の高級アルコール、スルホコハク酸エステルやポリオキシエチレンアルキル硫酸ナトリウム等のアニオン界面活性剤類、アルキルベタイン塩等の両性界面活性剤類、ジアルキルアンモニウム塩等のカチオン界面活性剤類、ソルビタン脂肪酸エステル、脂肪酸モノグリセライド、これらのポリオキシエチレン付加物、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脂肪酸エステル等の非イオン界面活性剤類、ポリエチレングリコール、グリセリン、１，３−ブタンジオール等の多価アルコール類、増粘・ゲル化剤、酸化防止剤、紫外線吸収剤、色剤、防腐剤、粉体、各種薬効成分等を好ましく例示できる。これらの中で特に好ましいものは、真皮のコラーゲン線維束の再構築に有用な作用や皮膚の改善に好ましい作用や皮膚機能の補完に好ましい作用のある、ウルソール酸とそのエステル類、ヒアルロン酸ナトリウム等のムコ多糖類、ヘパリン類似物質などの多硫酸化多糖類、トレハロースや硫酸化トレハロースナトリウムなどのトレハロース及びその誘導体、ステロイド及びその配糖体、メタクリロイルオキシエトキシホスファチジルコリンポリマー等が好ましく例示できる。これらの含有量としては０．００１〜０．５重量％程度が適当である。本発明の化粧料は、この様な成分を常法に従って処理することにより製造することができる。本発明の化粧料は、真皮のコラーゲン線維束構造の再構築剤の働きにより、真皮のコラーゲン線維束の乱れに起因する皮膚形態の変化を抑制、改善する作用を有するので、この様な形態変化の予防用或いは改善用に用いることが好ましい。
The cosmetic of the present invention can contain, in addition to the above-mentioned essential component, the agent for reconstructing the collagen fiber bundle structure of the dermis of the present invention, any component usually used in cosmetics. Or The hunt optional ingredients, for example, squalane, vaseline, hydrocarbons such as microcrystalline wax, jojoba oil, carnauba wax, esters such as octyl oleate dodecyl, olive oil, beef tallow, triglycerides of coconut oil, stearin Fatty acids such as acid, oleic acid and ritinoleic acid; higher alcohols such as oleyl alcohol, stearyl alcohol and octyldodecanol; anionic surfactants such as sulfosuccinates and sodium polyoxyethylene alkyl sulfate; and amphoteric interfaces such as alkyl betaine salts. Surfactants, cationic surfactants such as dialkylammonium salts, sorbitan fatty acid esters, fatty acid monoglycerides, their polyoxyethylene adducts, polyoxyethylene alkyl ethers, polyoxyethylene Nonionic surfactants such as fatty acid esters, polyhydric alcohols such as polyethylene glycol, glycerin and 1,3-butanediol, thickening / gelling agents, antioxidants, ultraviolet absorbers, coloring agents, preservatives , Powder, various medicinal ingredients, and the like. Particularly preferred among these are ursolic acid and its esters, sodium hyaluronate, and the like, which have a useful effect for reconstructing the collagen fiber bundle of the dermis, a favorable effect for improving the skin, and a favorable effect for complementing the skin function. And the like, such as mucopolysaccharides, polysulfated polysaccharides such as heparin-like substances, trehalose and derivatives thereof such as trehalose and sodium sulfated trehalose, steroids and glycosides thereof, and methacryloyloxyethoxyphosphatidylcholine polymer. The content of these is suitably about 0.001 to 0.5% by weight. The cosmetic of the present invention can be produced by treating such components according to a conventional method. Since the cosmetic of the present invention has a function of suppressing and improving skin morphological changes caused by disorder of dermal collagen fiber bundles by the action of a restructuring agent of dermal collagen fiber bundle structure, such morphological changes It is preferably used for prevention or improvement.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| JP11199990A JP2001031549A (en) | 1999-07-14 | 1999-07-14 | Agent for reconstructing dermal collagen fiber bundle and cosmetic containing the same |
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| JP11199990A JP2001031549A (en) | 1999-07-14 | 1999-07-14 | Agent for reconstructing dermal collagen fiber bundle and cosmetic containing the same |
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| JP2001031549A JP2001031549A (en) | 2001-02-06 |
| JP2001031549A5 true JP2001031549A5 (en) | 2007-04-26 |
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| JP11199990A Pending JP2001031549A (en) | 1999-07-14 | 1999-07-14 | Agent for reconstructing dermal collagen fiber bundle and cosmetic containing the same |
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Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4789334B2 (en) * | 2001-03-01 | 2011-10-12 | ポーラ化成工業株式会社 | Skin preparation for wrinkle improvement and prevention |
| KR20080070782A (en) * | 2001-04-13 | 2008-07-30 | 오츠카 세이야쿠 가부시키가이샤 | Sugar intake promoters |
| AU2003220857B2 (en) | 2002-04-09 | 2009-01-29 | Otsuka Pharmaceutical Co., Ltd. | Composition for cell proliferation |
| KR101030359B1 (en) * | 2003-06-27 | 2011-04-20 | 주식회사 참 존 | Cosmetic compositions containing adenine for improving skin wrinkles and preventing the appearance thereof |
| JP4567307B2 (en) * | 2003-08-25 | 2010-10-20 | 株式会社ノエビア | Topical skin preparation |
| JP4614886B2 (en) * | 2003-10-08 | 2011-01-19 | 大塚製薬株式会社 | Composition for promoting collagen production |
| KR100779819B1 (en) | 2006-01-10 | 2007-11-28 | 김재용 | The stability technology of using the technology of the liposome including kinetin which is effective for anti-wrinkle and the components of cosmetics including the liposome and the method of manufacturing the components. |
| JP5312749B2 (en) * | 2007-03-14 | 2013-10-09 | 株式会社ノエビア | Skin preparations and food |
| PL216370B1 (en) * | 2007-11-25 | 2014-03-31 | Inst Chemii Bioorg Pan | The manner of obtaining of 4-N-furfurylocitosin, non-ageing composition and application of 4-N-furfurylocitosin for production of non-ageing composition |
| CA2711744A1 (en) * | 2008-01-11 | 2009-07-16 | Otsuka Pharmaceutical Co., Ltd. | Composition for external application |
| MX2015017409A (en) * | 2015-12-16 | 2017-06-15 | GUERRERO GONZÁLEZ Tayde | Pharmaceutical composition for treating skin ulcers, injuries and burns. |
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| JPS4839646A (en) * | 1971-09-21 | 1973-06-11 | ||
| HU195618B (en) * | 1981-03-17 | 1988-06-28 | Human Oltoanyagtermelo | Process for producing composition for treating epidermic lesions of skin |
| ES2140392T5 (en) * | 1991-05-16 | 2004-10-16 | Senetek, Plc | METHOD AND COMPOSITION TO IMPROVE ADVERSE EFFECTS OF AGING. |
| WO1993007856A1 (en) * | 1991-10-16 | 1993-04-29 | Richardson-Vicks, Inc. | LOW pH AQUEOUS COSMETIC GEL CONTAINING NON-IONIC POLYACRYLAMIDE DERIVATIVES |
| CN1133417C (en) * | 1996-04-23 | 2004-01-07 | 普罗克特和甘保尔公司 | Method of regulating skin appearance with vitamin B3 compound |
| JP2001521926A (en) * | 1997-11-04 | 2001-11-13 | ファイザー・プロダクツ・インク | Indazole bioequivalent replacement of catechol in therapeutically active compounds |
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