JP5063947B2 - アクロレイン付加体形成阻害剤、及びそれを含有する皮膚抗老化外用剤および抗老化飲食品 - Google Patents
アクロレイン付加体形成阻害剤、及びそれを含有する皮膚抗老化外用剤および抗老化飲食品 Download PDFInfo
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- JP5063947B2 JP5063947B2 JP2006195358A JP2006195358A JP5063947B2 JP 5063947 B2 JP5063947 B2 JP 5063947B2 JP 2006195358 A JP2006195358 A JP 2006195358A JP 2006195358 A JP2006195358 A JP 2006195358A JP 5063947 B2 JP5063947 B2 JP 5063947B2
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- acrolein
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- adduct formation
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- FFQSDFBBSXGVKF-KHSQJDLVSA-N chlorogenic acid Natural products O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O FFQSDFBBSXGVKF-KHSQJDLVSA-N 0.000 description 1
- BMRSEYFENKXDIS-KLZCAUPSSA-N cis-3-O-p-coumaroylquinic acid Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)cc2)[C@@H]1O)C(=O)O BMRSEYFENKXDIS-KLZCAUPSSA-N 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000008278 cosmetic cream Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 229960003067 cystine Drugs 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 229940030275 epigallocatechin gallate Drugs 0.000 description 1
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229960005219 gentisic acid Drugs 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 229920002674 hyaluronan Polymers 0.000 description 1
- 229960003160 hyaluronic acid Drugs 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- DCYOADKBABEMIQ-OWMUPTOHSA-N myricitrin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC1=C(C=2C=C(O)C(O)=C(O)C=2)OC2=CC(O)=CC(O)=C2C1=O DCYOADKBABEMIQ-OWMUPTOHSA-N 0.000 description 1
- DCYOADKBABEMIQ-FLCVNNLFSA-N myricitrin Natural products O([C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)C1=C(c2cc(O)c(O)c(O)c2)Oc2c(c(O)cc(O)c2)C1=O DCYOADKBABEMIQ-FLCVNNLFSA-N 0.000 description 1
- 229940117954 naringenin Drugs 0.000 description 1
- WGEYAGZBLYNDFV-UHFFFAOYSA-N naringenin Natural products C1(=O)C2=C(O)C=C(O)C=C2OC(C1)C1=CC=C(CC1)O WGEYAGZBLYNDFV-UHFFFAOYSA-N 0.000 description 1
- 235000007625 naringenin 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
- YTJSFYQNRXLOIC-UHFFFAOYSA-N octadecylsilane Chemical compound CCCCCCCCCCCCCCCCCC[SiH3] YTJSFYQNRXLOIC-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
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 235000020636 oyster Nutrition 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
- CMFNMSMUKZHDEY-UHFFFAOYSA-N peroxynitrous acid Chemical compound OON=O CMFNMSMUKZHDEY-UHFFFAOYSA-N 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000003642 reactive oxygen metabolite Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 235000005493 rutin Nutrition 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
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 1
- 229960004555 rutoside Drugs 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000008279 sol Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Landscapes
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Cosmetics (AREA)
Description
そして、アクロレインから生体を守る検討では、ポリアミンにポリアミンオキシダーゼが作用しアクロレインを生成することから、ポリアミンオキシダーゼを阻害する特許(特開2002−281999)とリポキシゲナーゼによる酸化過程でアクロレインが生成することからリポキシゲナーゼを阻害する特許(特開2002-138013)が提示されている。しかし、これらによってアクロレインの生成が完全に抑えられるものではなく、たばこの煙の中のアクロレインのような場合は、生成過程を抑えるのではなく、既に生成されたアクロレインを直接捕捉する作用を持つ成分が望まれている。
KennethRamos、etal、Toxicology and Applied Pharmacology、Vol.95、61-71 (1988) GunnarHouen、etal、Acta Chemia Scandinavica、Vol.48、52-60 (1994)
本実施例は、本発明のアクロレインとN−アセチルリジンとの付加体形成阻害剤について、具体的な抽出例を示したものである。
本実施例は、本発明のアクロレインとN-アセチルリジンとの付加体形成阻害剤について、抑制効果を試験したものである。
〔実験例3〕アクロレインとN-アセチルリジンの付加体形成阻害率の測定
(1)実験方法
50mM N-アセチルリジン450μL(50mMPBS(pH7.4))、10mMアクロレイン450μL(50mMPBS(pH7.4))、試料100μLを混合し、37℃で24時間放置後、HPLCで分析を行った。陽性対照として、類似の反応と思われる糖とアミノ酸やタンパク質と起こるメイラード反応の阻害剤としてとして知られるアミノグアニジンを用いて比較を行った。試料濃度は10mM、5mMの溶液を用いて行った。
・カラム:DAISOPAK-SP120 ODS-BP(150mm×6mm)
・温度:室温
・移動相:5%MeOH in 0.1%TFA
・検出:UV227nm
・注入量:5μL
・流量:1.5mL/min
<処方例1>化粧水
(成分名) (質量%)
エピカテキン 0.1
ヒアルロン酸Na 0.01
グリセリン 5.0
ポリオキシエチレンソルビタンモノラウレート(20E.0) 1.5
エタノール 8.0
クエン酸トリエチル 2.0
防腐剤・酸化防止剤 適量
精製水 残部
(成分名) (質量%)
チオタウリン 5.0
ミツロウ 2.0
ステアリルアルコール 5.0
ステアリン酸 8.0
スクワラン 10.0
自己乳化型グリセリルモノステアレート 3.0
ポリオキシエチレンセチルエーテル(20E.0) 1.0
グリセリン 5.0
水酸化カリウム 0.3
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
(成分名) (質量%)
没食子酸 0.01
スクワラン 8.0
ワセリン 2.0
ミツロウ 0.5
ソルビタンセスキオレエート 0.8
ポリオキシエチレンオレイルエーテル(20E.0) 1.2
カルボキシビニルポリマー 0.2
グリセリン 1.5
水酸化カリウム 0.1
エタノール 7.0
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
(成分名) (質量%)
チオプロリン 0.0001
酢酸ビニル樹脂エマルジョン 15.0
ポリビニルアルコール 10.0
ホホバ油 3.0
グリセリン 5.0
酸化チタン 8.0
カオリン 7.0
エタノール 5.0
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
(成分名) (質量%)
没食子酸プロピル 10.0
酢酸トコフェロール 0.5
パラジメチルアミノ安息香酸オクチル 4.0
ブチルメトキシベンゾイルメタン 4.0
ステアリルアルコール 18.0
モクロウ 20.0
グリセリンモノステアリン酸エステル 0.3
ワセリン 33.0
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
茶カテキン 1.0
クエン酸 0.1
ビタミンC 適量
精製水 残部
システイン 0.1
クエン酸 0.1
ビタミンC 適量
精製水 残部
カフェイン酸 5.0
卵殻カルシウム 10.0
乳糖 15.0
セルロース
残部
グルタチオン 10.0
卵殻カルシウム 10.0
乳糖 20.0
澱粉 7.0
デキストリン 8.0
硬化油 5.0
セルロース
残部
Claims (1)
- チオプロリンからなるアクロレイン付加体形成阻害剤。
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JP4899224B2 (ja) * | 2010-05-11 | 2012-03-21 | 春三 小林 | 動脈硬化改善剤 |
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JP2002138013A (ja) * | 2000-10-27 | 2002-05-14 | Pias Arise Kk | Hne・アクロレインの生成抑制・分解促進剤及び皮膚抗老化外用剤 |
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