JPH09309812A - Antioxidant - Google Patents
AntioxidantInfo
- Publication number
- JPH09309812A JPH09309812A JP8148700A JP14870096A JPH09309812A JP H09309812 A JPH09309812 A JP H09309812A JP 8148700 A JP8148700 A JP 8148700A JP 14870096 A JP14870096 A JP 14870096A JP H09309812 A JPH09309812 A JP H09309812A
- Authority
- JP
- Japan
- Prior art keywords
- saikosaponin
- antioxidant
- psychosaponin
- cosmetics
- added
- 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.)
- Withdrawn
Links
- 239000003963 antioxidant agent Substances 0.000 title claims abstract description 26
- 230000003078 antioxidant effect Effects 0.000 title claims abstract description 26
- WRYJYFCCMSVEPQ-ORAXXRKOSA-N Saikosaponin b2 Chemical compound O([C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@]([C@H]3[C@]([C@@H]4[C@@]([C@@]5(C[C@@H](O)[C@@]6(CO)CCC(C)(C)CC6=C5C=C4)C)(C)CC3)(C)CC2)(C)CO)O[C@@H]([C@@H]1O)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O WRYJYFCCMSVEPQ-ORAXXRKOSA-N 0.000 claims abstract description 15
- WRYJYFCCMSVEPQ-MNIDVGFKSA-N (2s,3r,4s,5s,6r)-2-[(2r,3r,4s,5s,6r)-2-[[(3s,4r,4ar,6ar,6bs,8s,8as,14ar,14bs)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane Chemical compound O([C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@]([C@H]3[C@]([C@@H]4[C@@]([C@@]5(C[C@H](O)[C@@]6(CO)CCC(C)(C)CC6=C5C=C4)C)(C)CC3)(C)CC2)(C)CO)O[C@@H]([C@@H]1O)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O WRYJYFCCMSVEPQ-MNIDVGFKSA-N 0.000 claims abstract description 13
- 239000002537 cosmetic Substances 0.000 claims abstract description 10
- 239000004480 active ingredient Substances 0.000 claims abstract description 4
- 238000013329 compounding Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 17
- 239000000203 mixture Substances 0.000 abstract description 8
- 238000010438 heat treatment Methods 0.000 abstract description 5
- 238000000605 extraction Methods 0.000 abstract description 4
- 235000013305 food Nutrition 0.000 abstract description 4
- 239000006210 lotion Substances 0.000 abstract description 4
- 239000002904 solvent Substances 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 3
- 238000001914 filtration Methods 0.000 abstract description 2
- 230000003647 oxidation Effects 0.000 abstract description 2
- 238000007254 oxidation reaction Methods 0.000 abstract description 2
- 238000010992 reflux Methods 0.000 abstract description 2
- GNVUHIXVRODVRA-UHFFFAOYSA-N saikosaponin-b2 Natural products CC1OC(OC2CCC3(C)C(CCC4(C)C3C=CC5=C6CC(C)(C)CCC6(CO)C(O)CC45C)C2(C)CO)C(O)C(O)C1OC7OC(CO)C(O)C(O)C7O GNVUHIXVRODVRA-UHFFFAOYSA-N 0.000 abstract 6
- WRYJYFCCMSVEPQ-IPNFWLSTSA-N saikosaponin b1 Natural products C[C@H]1O[C@@H](O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(C)[C@@H]3C=CC5=C6CC(C)(C)CC[C@]6(CO)[C@@H](O)C[C@]45C)[C@]2(C)CO)[C@H](O)[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]1O WRYJYFCCMSVEPQ-IPNFWLSTSA-N 0.000 abstract 3
- 238000009472 formulation Methods 0.000 abstract 2
- 244000025254 Cannabis sativa Species 0.000 abstract 1
- 241000826415 Psammobates geometricus Species 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000007654 immersion Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 235000006708 antioxidants Nutrition 0.000 description 19
- 239000003921 oil Substances 0.000 description 14
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 239000012071 phase Substances 0.000 description 9
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 8
- -1 neutralizers Substances 0.000 description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 6
- 239000008213 purified water Substances 0.000 description 6
- 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 6
- 238000003756 stirring Methods 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000008117 stearic acid Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 235000013871 bee wax Nutrition 0.000 description 4
- 239000012166 beeswax Substances 0.000 description 4
- 235000019437 butane-1,3-diol Nutrition 0.000 description 4
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 4
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229940058015 1,3-butylene glycol Drugs 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 241000208251 Gymnema Species 0.000 description 3
- 239000004166 Lanolin Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000002292 Radical scavenging effect Effects 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 229960000541 cetyl alcohol Drugs 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 3
- 238000004945 emulsification Methods 0.000 description 3
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 3
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 3
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 3
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 3
- 235000019388 lanolin Nutrition 0.000 description 3
- 229940039717 lanolin Drugs 0.000 description 3
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 239000001651 pyrus cydonia seed extract Substances 0.000 description 3
- 229930192014 saikosaponin Natural products 0.000 description 3
- 229940032094 squalane Drugs 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 241000772415 Neovison vison Species 0.000 description 2
- 229920002385 Sodium hyaluronate Polymers 0.000 description 2
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 2
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 2
- 241000270666 Testudines Species 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229940082500 cetostearyl alcohol Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 2
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 229940010747 sodium hyaluronate Drugs 0.000 description 2
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 2
- 239000001570 sorbitan monopalmitate Substances 0.000 description 2
- 235000011071 sorbitan monopalmitate Nutrition 0.000 description 2
- 229940031953 sorbitan monopalmitate Drugs 0.000 description 2
- 239000012089 stop solution Substances 0.000 description 2
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 1
- VCUVETGKTILCLC-UHFFFAOYSA-N 5,5-dimethyl-1-pyrroline N-oxide Chemical compound CC1(C)CCC=[N+]1[O-] VCUVETGKTILCLC-UHFFFAOYSA-N 0.000 description 1
- 238000004435 EPR spectroscopy Methods 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 235000013832 Valeriana officinalis Nutrition 0.000 description 1
- 244000126014 Valeriana officinalis Species 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 108010093894 Xanthine oxidase Proteins 0.000 description 1
- 102100033220 Xanthine oxidase Human genes 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 229940092738 beeswax Drugs 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 239000011790 ferrous sulphate Substances 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
- 229960005150 glycerol Drugs 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 229940069445 licorice extract Drugs 0.000 description 1
- 230000003859 lipid peroxidation Effects 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- JPXMTWWFLBLUCD-UHFFFAOYSA-N nitro blue tetrazolium(2+) Chemical compound COC1=CC(C=2C=C(OC)C(=CC=2)[N+]=2N(N=C(N=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)[N+]([O-])=O)=CC=C1[N+]1=NC(C=2C=CC=CC=2)=NN1C1=CC=C([N+]([O-])=O)C=C1 JPXMTWWFLBLUCD-UHFFFAOYSA-N 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229940093430 polyethylene glycol 1500 Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940075420 xanthine Drugs 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、新規にして、かつ
優れた抗酸化作用を有する抗酸化剤に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel antioxidant having an excellent antioxidant action.
【0002】[0002]
【従来の技術および発明が解決しようとする課題】従
来、油脂を含む食品や化粧品等の抗酸化剤として、ジブ
チルヒドロキシトルエン(BHT)、ブチルヒドロキシ
アニソール(BHA)、トコフェロール等が使用されて
いる。しかしBHT、BHA等の合成抗酸化剤は、安全
性上の問題があり、添加量等が制限されている。そのた
め天然系の抗酸化剤が望まれていた。本発明はこのよう
な従来の事情に対処してなされたもので、抗酸化剤とし
ての効果が高く、しかも毒性上の問題がなく、食品や化
粧品、医薬品原料等としても用いることのできる安全性
の高い抗酸化剤を提供することを目的とする。BACKGROUND OF THE INVENTION Hitherto, dibutylhydroxytoluene (BHT), butylhydroxyanisole (BHA), tocopherol and the like have been used as antioxidants for foods and cosmetics containing oils and fats. However, synthetic antioxidants such as BHT and BHA have safety problems, and the amount added is limited. Therefore, natural antioxidants have been desired. The present invention has been made in view of such conventional circumstances, has a high effect as an antioxidant, has no toxicity problem, and can be used as food, cosmetics, pharmaceutical raw materials and the like. It is intended to provide an antioxidant having a high content.
【0003】[0003]
【課題を解決するための手段】本発明者は上記の目的達
成のため、天然物の抗酸化活性を鋭意検討した結果、サ
イコサポニンb1 、サイコサポニンb2またはこのいず
れかを含むサイコ抽出物が抗酸化剤として極めて有効で
あることを見い出した。[Means for Solving the Problems] To achieve the above object, the inventors of the present invention have conducted extensive studies on the antioxidant activity of natural products, and as a result, have found that saikosaponin b 1 , saikosaponin b 2 or a saiko extract containing either of them. Have been found to be extremely effective as antioxidants.
【0004】即ち、本発明は、サイコサポニンb1、サ
イコサポニンb2、またはサイコサポニンb1あるいはサ
イコサポニンb2のいずれかを含むサイコ抽出物を有効
成分とすることを特徴とする抗酸化剤である。[0004] That is, the present invention is characterized in that the active ingredient is psychosaponin b 1 , psychosaponin b 2 , or a psychoextract containing either psychosaponin b 1 or psychosaponin b 2 as an active ingredient. Is.
【0005】以下、本発明の構成について詳述する。本
発明に用いられるサイコサポニンb1、サイコサポニン
b2、サイコサポニンb1あるいはサイコサポニンb2の
いずれかを含むサイコ抽出物は、いずれも従来より肌荒
れ改善作用、老化防止作用のあることが知られており
(特開昭61−7216号公報、特開平4−29916
号公報)、皮膚外用剤中に配合されてきたものである。
しかしながらこれらの成分に抗酸化作用があることは未
だ知られておらず、本発明者がはじめて見い出したもの
である。Hereinafter, the configuration of the present invention will be described in detail. Saikosaponins b 1 used in the present invention, saikosaponin b 2, Psycho extract containing either saikosaponins b 1 or saikosaponins b 2 are both rough skin improving effect than the conventional, that a anti-aging effect known (JP-A-61-2216, JP-A-4-29916)
Japanese Patent Publication No.), a skin external preparation.
However, it is not yet known that these components have an antioxidant action, and they have been found for the first time by the present inventors.
【0006】本発明のサイコサポニンb1およびサイコ
サポニンb2は、サイコの葉と茎又は根等、サイコ全草
を抽出溶媒と共に冷浸または加熱還流した後、ろ過し、
濃縮して得られる。本発明に用いられる抽出溶媒は、通
常抽出に用いられる溶媒であれば何でもよく、特に水、
あるいは1,3−ブタンジオール、エタノール、メタノ
ール等のアルコール類、含水アルコール類、アセトン、
酢酸エチル等の有機溶媒を単独あるいは組み合わせて用
いることができる。配合量はいずれも0.001〜2
0.0重量%が適当である。0.001重量%未満では
抗酸化力が不十分であり、20.0重量%を超えて使用
することは抗酸化力の点では不必要であり、一方、商品
に臭いが生じて使用性が悪くなったりするので実際的で
はない。The saikosaponin b 1 and saikosaponin b 2 of the present invention are subjected to cold soaking or heating under reflux of whole saiko such as saiko leaves and stems or roots with an extraction solvent, followed by filtration,
Obtained by concentrating. The extraction solvent used in the present invention may be any solvent that is usually used for extraction, particularly water,
Alternatively, alcohols such as 1,3-butanediol, ethanol and methanol, hydrous alcohols, acetone,
Organic solvents such as ethyl acetate can be used alone or in combination. Compounding amount is 0.001-2
0.0 wt% is suitable. If it is less than 0.001% by weight, the antioxidant power is insufficient, and if it exceeds 20.0% by weight, it is unnecessary in terms of antioxidant power. It is not practical because it gets worse.
【0007】抗酸化剤として配合する対象物としては化
粧料が好ましく、抗酸化作用の必要な各種化粧品、例え
ばクリーム、ローション、乳液、ヘアオイル、シャンプ
ー、リンス、石鹸等に添加すると優れた抗酸化力を発揮
する。このような化粧料中に添加する他の添加剤として
は、例えば、油分、界面活性剤、増粘剤、中和剤、防腐
剤、粉体成分、色素、金属イオン封鎖剤、香料、紫外線
吸収剤、薬効剤などが挙げられ、必要に応じて適宜組み
合わせて用いられる。当然のことながら、本発明の抗酸
化剤はビタミンE、甘草抽出物、BHT、BHA等の他
の抗酸化剤と、本発明の効果を損なわない範囲内におい
て併用可能である。特に、本発明の抗酸化剤を用いれ
ば、従来酸化安定性が悪く配合が困難とされてきた物質
であっても安定的に系中に配合できるようになる。例え
ば、化粧品に応用するとエモリエント効果等が期待され
るタートル油、ミンク油等は酸化安定性が悪く、その利
用には制限があったが、これらの油脂を配合した化粧品
に本発明の抗酸化剤を添加することによって、油脂を酸
化から防ぐことができ、これらの油脂を化粧品中に有効
に配合することができる。また最近は生体系における脂
質過酸化反応防止を目的として、抗酸化剤適用の提案も
されているが、本発明の抗酸化剤も勿論生体系への利用
が可能である。Cosmetics are preferable as an object to be blended as an antioxidant, and when added to various cosmetics requiring antioxidant action, such as creams, lotions, milky lotions, hair oils, shampoos, rinses and soaps, they have excellent antioxidant power. Exert. Other additives to be added to such cosmetics include, for example, oils, surfactants, thickeners, neutralizers, preservatives, powder components, pigments, sequestering agents, fragrances, and ultraviolet absorption. Agents, medicinal agents, etc., and are used in appropriate combinations as needed. As a matter of course, the antioxidant of the present invention can be used in combination with other antioxidants such as vitamin E, licorice extract, BHT, and BHA as long as the effects of the present invention are not impaired. In particular, by using the antioxidant of the present invention, even a substance which has been conventionally difficult to be compounded due to poor oxidation stability can be stably compounded in the system. For example, turtle oil, mink oil, and the like, which are expected to have an emollient effect when applied to cosmetics, have poor oxidative stability, and their use is limited. By adding, the fats and oils can be prevented from being oxidized, and these fats and oils can be effectively incorporated into cosmetics. Recently, application of an antioxidant has been proposed for the purpose of preventing lipid peroxidation reaction in a biological system, but the antioxidant of the present invention can of course be used in a biological system.
【0008】[0008]
【作用】サイコサポニンb1、サイコサポニンb2、およ
びサイコサポニンb1あるいはサイコサポニンb2のいず
れかを含むサイコ抽出物の抗酸化力が強いことは、本発
明者らによる以下の実験から確認された。It is confirmed by the present inventors that the antioxidant activity of the saikosaponin b 1 , the saikosaponin b 2 , and the saiko extract containing either saikosaponin b 1 or saikosaponin b 2 is strong. Was done.
【0009】(1) 1mMの硫酸第1鉄(FeSO4)溶
液50μlと、表1記載の試料(水溶液)75μlの混
合液に5,5−ジメチル−1−ピロリンオキサイド(D
MPO)の10%水溶液20μlを加え、続いて1mM
過酸化水素(H2O2)75μlを加え、撹拌した。H2O2
を添加してから75秒後に発生したヒドロキシラジカル
(・OH)のラジカル付加体(DMPO−OH)を電子
スピン共鳴装置(ESR)を用いて測定した。なお、ヒ
ドロキシラジカルの消去活性は蒸留水のヒドロキシラジ
カルの消去活性を0%として求めた。その結果を表1に
示す。なお表中、カノコソウおよびギムネマは、いずれ
も天然系の抗酸化剤として知られているものである。ま
たサイコ抽出物は、サイコサポニンb1を0.05重量
%、サイコサポニンb2を0.05重量%含有するもの
である。(1) 5,5-dimethyl-1-pyrroline oxide (D) was added to a mixed solution of 50 μl of 1 mM ferrous sulfate (FeSO 4 ) solution and 75 μl of the sample (aqueous solution) shown in Table 1.
20 μl of 10% aqueous solution of MPO) was added, followed by 1 mM
75 μl of hydrogen peroxide (H 2 O 2 ) was added and stirred. H 2 O 2
The radical adduct of hydroxy radicals (.OH) (DMPO-OH) generated 75 seconds after the addition of was added was measured using an electron spin resonance apparatus (ESR). The hydroxyl radical scavenging activity was determined on the assumption that the hydroxyl radical scavenging activity of distilled water was 0%. Table 1 shows the results. In the table, valerian and Gymnema are both known as natural antioxidants. Further, the psycho extract contains 0.05% by weight of saikosaponin b 1 and 0.05% by weight of saikosaponin b 2 .
【0010】[0010]
【表1】 ────────────────────────────── ヒドロキシラジカル消去活性 ────────────────────────────── コントロール(水) 0 % カノコソウ(10mg/ml) 8 % ギムネマ(10mg/ml) 23 % サイコサポニンb1(10mg/ml) 58 % サイコサポニンb2(10mg/ml) 57 % サイコ抽出物(10mg/ml) 45 % ──────────────────────────────[Table 1] ────────────────────────────── Hydroxy radical scavenging activity ───────────── ────────────────── Control (water) 0% Valerianum (10mg / ml) 8% Gymnema (10mg / ml) 23% Saikosaponin b 1 (10mg / ml) 58 % Saikosaponin b 2 (10 mg / ml) 57% Saiko extract (10 mg / ml) 45% ────────────────────────────── ──
【0011】(2) 表2記載の試料(水溶液)5μlに発
色試薬50μlおよび酵素液50μlを加え、37度で
20分間静置した後、反応停止液100μlを添加し、
570nmでの吸光度を測定した。ただし、発色試薬
は、0.1Mリン酸緩衝液pH8、0.4mMキサンチ
ン、0.24mMニトロブルーテトラゾリウムの混合液
とする。また酵素液は、0.049U/ml キサンチ
ンオキシダーゼとする。反応停止液は69mMドデシル
硫酸ナトリウムとする。またスーパーオキシド消去活性
は標準SODによる消去率に換算して求めた。その結果
を表2に示す。サイコ抽出物は、サイコサポニンb1を
0.05重量%、サイコサポニンb2を0.05重量%
含有するものである。(2) To 5 μl of the sample (aqueous solution) shown in Table 2, 50 μl of the coloring reagent and 50 μl of the enzyme solution were added, and after standing at 37 ° C. for 20 minutes, 100 μl of the reaction stop solution was added,
The absorbance at 570 nm was measured. However, the coloring reagent is a mixture of 0.1 M phosphate buffer pH 8, 0.4 mM xanthine, and 0.24 mM nitro blue tetrazolium. The enzyme solution is 0.049 U / ml xanthine oxidase. The reaction stop solution is 69 mM sodium dodecyl sulfate. The superoxide erasing activity was determined by converting it to the erasing rate by standard SOD. The results are shown in Table 2. The psycho extract contains 0.05% by weight of saikosaponin b 1 and 0.05% by weight of saikosaponin b 2.
It contains.
【0012】[0012]
【表2】 ───────────────────────────────── スーパーオキシド消去活性 ───────────────────────────────── コントロール(水) 0 U /ml カノコソウ(10mg/ml) 0 U /ml ギムネマ(10mg/ml) 0 U /ml サイコサポニンb1(10mg/ml) 15 U /ml サイコサポニンb2(10mg/ml) 14 U /ml サイコ抽出物(10mg/ml) 7 U /ml ─────────────────────────────────[Table 2] ───────────────────────────────── Superoxide scavenging activity ───────── ──────────────────────── Control (water) 0 U / ml Valerianum (10 mg / ml) 0 U / ml Gymnema (10 mg / ml) 0 U / ml Psychosaponin b 1 (10 mg / ml) 15 U / ml Psychosaponin b 2 (10 mg / ml) 14 U / ml Psycho extract (10 mg / ml) 7 U / ml ─────────── ───────────────────────
【0013】[0013]
【実施例】以下に実施例によって、本発明を更に具体的
に説明するが、本発明はこの実施例に限定されるもので
はない。The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.
【0014】 実施例1 乳液 ステアリン酸 2.5 重量% セチルアルコール 1.5 ワセリン 5.0 流動パラフィン 7.0 タートル油 3.0 ポリオキシエチレン(10モル)モノオレイン酸エステル 2.0 ポリエチレングリコール1500 3.0 トリエタノールアミン 1.0 サイコの1,3−ブチレングリコール抽出物 0.02 (サイコサポニンb1=0.03重量%、サイコサポニンb2=0.03重量% ) 香料 適量 防腐剤 適量 精製水 残余 (製法)イオン交換水にポリオキシエチレングリコール
1500とトリエタノールアミンを加え、加熱溶解して
70℃に保つ(水相)。他の成分を混合し、加熱融解し
て70℃に保つ(油相)。水相に油相を加え、ホモミキ
サーで均一に乳化し、乳化後、よくかき混ぜながら30
℃まで冷却して乳液を得た。Example 1 Emulsion Stearic acid 2.5% by weight Cetyl alcohol 1.5 Vaseline 5.0 Liquid paraffin 7.0 Turtle oil 3.0 Polyoxyethylene (10 mol) monooleate 2.0 Polyethylene glycol 1500 3.0 Triethanolamine 1.0 Psycho 1,3-butylene glycol extract 0.02 (Psychosaponin b 1 = 0.03% by weight, Psychosaponin b 2 = 0.03% by weight) Fragrance Suitable amount Preservative Suitable amount Purified water Residual (manufacturing method) Polyoxyethylene glycol 1500 and triethanolamine were added to ion-exchanged water, and the mixture was heated and dissolved and kept at 70 ° C (aqueous phase). The other components are mixed, heated and melted and kept at 70 ° C. (oil phase). Add oil phase to water phase, emulsify uniformly with homomixer, and after emulsification, stir well
C. to give an emulsion.
【0015】 実施例2 クリーム ミツロウ 10.0 重量% セチルアルコール 5.0 水添ラノリン 5.0 スクワラン 37.5 ミンク油 3.0 グリセリルモノステアリン酸エステル 2.0 ポリオキシエチレン(20モル) ソルビタンモノラウリン酸エステル 2.0 プロピレングリコール 5.0 サイコサポニンb1 0.02 香料 適量 防腐剤 適量 精製水 残余 (製法)イオン交換水にプロピレングリコールを加え、
加熱して70℃に保つ(水相)。他の成分を混合し、加
熱融解して70℃に保つ(油相)。水相に油相を加えて
予備乳化を行い、ホモミキサーで均一に乳化した後、よ
くかき混ぜながら30℃まで冷却してクリームを得た。Example 2 Cream Beeswax 10.0 wt% Cetyl Alcohol 5.0 Hydrogenated Lanolin 5.0 Squalane 37.5 Mink Oil 3.0 Glyceryl Monostearate 2.0 Polyoxyethylene (20 mol) Sorbitan Monolaurin Acid ester 2.0 Propylene glycol 5.0 Psychosaponin b 1 0.02 Fragrance Suitable amount Preservative Suitable amount Purified water Residual (production method) Add propylene glycol to ion-exchanged water,
Heat and maintain at 70 ° C. (aqueous phase). The other components are mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was added to the water phase to carry out preliminary emulsification, and after uniform emulsification with a homomixer, the mixture was cooled to 30 ° C. while stirring well to obtain a cream.
【0016】 実施例3 クリーム セトステアリルアルコール 3.5 重量% スクワラン 40.0 ミツロウ 3.0 還元ラノリン 5.0 エチルパラベン 0.3 ポリオキシエチレン(20モル) ソルビタンモノパルミチン酸エステル 2.0 ステアリン酸モノグリコシド 2.0 サイコサポニンb2 5.0 香料 0.03 1,3−ブチレングリコール 5.0 グリセリン 5.0 ヒアルロン酸ナトリウム 0.05 精製水 残余 (製法)セトステアリルアルコール、スクワラン、ミツ
ロウ、還元ラノリン、エチルパラベン、ポリオキシエチ
レン(20モル)ソルビタンモノパルミチン酸エステ
ル、ステアリン酸モノグリコシド、サイコサポニンb2
および香料を加熱溶解し、75℃に保ったものを、75
℃に加温した1,3−ブチレングリコール、グリセリ
ン、ヒアルロン酸ナトリウムおよび精製水に攪拌しなが
ら加える。ホモミキサー処理し、乳化粒子を細かくした
後、攪拌しながら急冷し、クリームを得た。Example 3 Cream cetostearyl alcohol 3.5% by weight squalane 40.0 beeswax 3.0 reduced lanolin 5.0 ethylparaben 0.3 polyoxyethylene (20 mol) sorbitan monopalmitate 2.0 stearic acid Monoglycoside 2.0 Psychosaponin b 2 5.0 Perfume 0.03 1,3-Butylene glycol 5.0 Glycerin 5.0 Sodium hyaluronate 0.05 Purified water Residual (production method) cetostearyl alcohol, squalane, beeswax, reduction Lanolin, ethylparaben, polyoxyethylene (20 mol) sorbitan monopalmitate, stearic acid monoglycoside, saikosaponin b 2
And melt the fragrance with heating and keep it at 75 ℃,
Add to 1,3-butylene glycol, glycerin, sodium hyaluronate and purified water warmed to 0 ° C with stirring. The mixture was treated with a homomixer to make the emulsified particles finer, and then rapidly cooled with stirring to obtain a cream.
【0017】 実施例4 乳液 サイコのアセトン抽出物 1.0 重量% (サイコサポニンb1=0.02重量%、サイコサポニンb2=0.02重量% ) ステアリン酸 1.5 セチルアルコール 0.5 ミツロウ 2.0 ポリオキシエチレン(10モル) モノオレイン酸エステル 1.0 ステアリン酸モノグリコシド 1.0 クインスシード抽出液(5%水溶液) 20.0 プロピレングリコール 5.0 エタノール 3.0 エチルパラベン 0.3 メチルパラベン 0.05 香料 0.05 精製水 残余 (製法)エタノールにサイコのアセトン抽出物、香料を
加えて溶解する(アルコール溶液)。精製水にプロピレ
ングリコールを加え加熱溶解して70℃に保つ(水
相)。クインスシード抽出液を除く他の成分を混合し、
加熱溶解して70℃に保つ(油相)。水相に油相を加え
予備乳化を行い、ホモミキサーで均一に乳化する。これ
を攪拌しながらアルコール溶液とクインスシード抽出液
を加える。その後攪拌しながら30℃に急冷して乳液を
得た。Example 4 Emulsion Acetone extract of saiko 1.0% by weight (Saikosaponin b 1 = 0.02% by weight, saikosaponin b 2 = 0.02% by weight) Stearic acid 1.5 Cetyl alcohol 0.5 Beeswax 2.0 Polyoxyethylene (10 moles) Monooleate 1.0 Stearic acid monoglycoside 1.0 Quinceseed extract (5% aqueous solution) 20.0 Propylene glycol 5.0 Ethanol 3.0 Ethylparaben 0. 3 Methylparaben 0.05 Perfume 0.05 Purified water Residue (production method) Psychoacetone extract and perfume are added to ethanol and dissolved (alcohol solution). Propylene glycol is added to purified water, and the mixture is dissolved by heating and maintained at 70 ° C. (aqueous phase). Mix other ingredients except quince seed extract,
Melt by heating and keep at 70 ° C (oil phase). The oil phase is added to the water phase, pre-emulsified, and homogenized uniformly with a homomixer. While stirring this, an alcohol solution and a quince seed extract are added. Then, it was rapidly cooled to 30 ° C. with stirring to obtain an emulsion.
【0018】[0018]
【発明の効果】以上説明したように、本発明によれば、
従来の抗酸化剤に比較して顕著な酸化防止効果を発現す
ることができる。また、本発明の抗酸化物を用いれば、
酸化安定性が悪く配合が困難とされてきた物質であって
も安定的に系中に配合できるようになり、化粧品や食品
等、広い範囲での利用が期待される。As described above, according to the present invention,
It can exhibit a remarkable antioxidant effect as compared with conventional antioxidants. Further, by using the antioxidant of the present invention,
Even substances that are poor in oxidative stability and difficult to be compounded can be stably compounded in the system, and are expected to be used in a wide range of products such as cosmetics and foods.
Claims (3)
b2、またはサイコサポニンb1あるいはサイコサポニン
b2のいずれかを含むサイコ抽出物を有効成分とするこ
とを特徴とする抗酸化剤。1. An antioxidant, which comprises as an active ingredient a saikosaponin b 1 , a saikosaponin b 2 , or a saiko extract containing either saikosaponin b 1 or saikosaponin b 2 .
b2、またはサイコサポニンb1あるいはサイコサポニン
b2のいずれかを含むサイコ抽出物の配合量が0.00
1〜20.0重量%である請求項1記載の抗酸化剤。2. The compounding amount of Psychosaponin b 1 , Psychosaponin b 2 , or Psycho extract containing Psychosaponin b 1 or Psychosaponin b 2 is 0.00.
The antioxidant according to claim 1, which is 1 to 20.0% by weight.
び/またはサイコサポニンb2を含有することを特徴と
する化粧料用基剤。3. A base material for cosmetics, which comprises psychosaponin b 1 and / or psychosaponin b 2 as an antioxidant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8148700A JPH09309812A (en) | 1996-05-20 | 1996-05-20 | Antioxidant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8148700A JPH09309812A (en) | 1996-05-20 | 1996-05-20 | Antioxidant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH09309812A true JPH09309812A (en) | 1997-12-02 |
Family
ID=15458650
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8148700A Withdrawn JPH09309812A (en) | 1996-05-20 | 1996-05-20 | Antioxidant |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH09309812A (en) |
-
1996
- 1996-05-20 JP JP8148700A patent/JPH09309812A/en not_active Withdrawn
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|---|---|---|---|
| A300 | Withdrawal of application because of no request for examination |
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