JPH0246564B2 - - Google Patents
Info
- Publication number
- JPH0246564B2 JPH0246564B2 JP61286959A JP28695986A JPH0246564B2 JP H0246564 B2 JPH0246564 B2 JP H0246564B2 JP 61286959 A JP61286959 A JP 61286959A JP 28695986 A JP28695986 A JP 28695986A JP H0246564 B2 JPH0246564 B2 JP H0246564B2
- Authority
- JP
- Japan
- Prior art keywords
- extract
- dichloromethane
- ultraviolet
- various
- kerouji
- 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
- 239000000284 extract Substances 0.000 claims description 40
- 239000003960 organic solvent Substances 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000006096 absorbing agent Substances 0.000 claims description 9
- 235000001674 Agaricus brunnescens Nutrition 0.000 claims description 7
- 241000778150 Sarcodon scabrosus Species 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 48
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 36
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 31
- 239000002027 dichloromethane extract Substances 0.000 description 27
- 238000000862 absorption spectrum Methods 0.000 description 21
- 239000000203 mixture Substances 0.000 description 18
- 238000010521 absorption reaction Methods 0.000 description 15
- 230000002378 acidificating effect Effects 0.000 description 15
- 239000002537 cosmetic Substances 0.000 description 15
- 235000019441 ethanol Nutrition 0.000 description 14
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 239000000287 crude extract Substances 0.000 description 10
- 230000007935 neutral effect Effects 0.000 description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 230000007794 irritation Effects 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 210000003491 skin Anatomy 0.000 description 8
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 7
- 239000002585 base Substances 0.000 description 7
- 238000010828 elution Methods 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 230000000475 sunscreen effect Effects 0.000 description 7
- 239000000516 sunscreening agent Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 230000001186 cumulative effect Effects 0.000 description 6
- 239000012153 distilled water Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000000605 extraction Methods 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
- -1 BG) Chemical class 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 4
- 229960000541 cetyl alcohol Drugs 0.000 description 4
- 238000004440 column chromatography Methods 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- 229940058015 1,3-butylene glycol Drugs 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000019437 butane-1,3-diol Nutrition 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000000469 ethanolic extract Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229940057995 liquid paraffin Drugs 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
- 241000700198 Cavia Species 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 241000121220 Tricholoma matsutake Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229960000735 docosanol Drugs 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000012156 elution solvent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- 231100000956 nontoxicity Toxicity 0.000 description 2
- 229920000620 organic polymer Polymers 0.000 description 2
- 239000003495 polar organic solvent Substances 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 229940012831 stearyl alcohol Drugs 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- HXVNBWAKAOHACI-UHFFFAOYSA-N 2,4-dimethyl-3-pentanone Chemical compound CC(C)C(=O)C(C)C HXVNBWAKAOHACI-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000221198 Basidiomycota Species 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- 241000700199 Cavia porcellus Species 0.000 description 1
- 240000007235 Cyanthillium patulum Species 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- CMBYOWLFQAFZCP-UHFFFAOYSA-N Hexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCC CMBYOWLFQAFZCP-UHFFFAOYSA-N 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 241000206609 Porphyra Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 206010042496 Sunburn Diseases 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 208000038016 acute inflammation Diseases 0.000 description 1
- 230000006022 acute inflammation Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000490 cosmetic additive Substances 0.000 description 1
- 239000008407 cosmetic solvent Substances 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229940100463 hexyl laurate Drugs 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- HYTRYEXINDDXJK-UHFFFAOYSA-N isopropyl methyl ketone Natural products CCC(=O)C(C)C HYTRYEXINDDXJK-UHFFFAOYSA-N 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-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
- 230000031700 light absorption Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 229940105132 myristate Drugs 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 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
- CKQVRZJOMJRTOY-UHFFFAOYSA-N octadecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O CKQVRZJOMJRTOY-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000008279 sol Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9728—Fungi, e.g. yeasts
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Botany (AREA)
- Biotechnology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
＜産業上の利用分野＞
この発明は、紫外線吸収剤、殊に短波長域ない
し長波長域の紫外線（約205〜230nm付近，約260
〜280nm付近および約320nm付近）を吸収し、特
に化粧料に対して有効な紫外線吸収剤に関するも
のである。
＜発明の背景および従来の技術＞
紫外線照射は、人の皮膚に種々の影響を与える
ことが知られている。通常人間が被る紫外線は、
その水部分が太陽光線である。この太陽光線に含
まれる紫外線（UV）は、その波長により区分さ
れ、一般に長波長紫外線（約400〜320nm）を
UV―Ａ，中波長紫外線（約320〜280nm）をUV
―Ｂ，短波長紫外線（約280nm以下）をUV―Ｃ
とそれぞれ呼ばれている。前記UV―Ａは、皮膚
の表皮の還元メラニンを酸化して直接日やけ
（sun tanning）をひきおこし、前記UV―Ｂは、
人の皮膚に対して急性の炎症（紅斑）
（erythema）と火傷（sunbrn）をひきおこし、前
記UV―Ｃは、その殆ど大気中に吸収されてしま
い他表に到達する量は少ないが、皮膚に対しては
前記UV―Ｂと同様に有害であるとされている。
従来、天然物中から抽出・分離された紫外線吸
収作用を有する物質は、一般的に刺激性が少ない
という特性を有するので、化粧料に配合する紫外
線吸収剤として有望視されており、さかんに天然
物中に含まれている紫外線吸収物質の検索・分離
が試みられている。
＜発明が解決しようとする問題点＞
この発明は、上記背景に基づき各種天然物質か
らの各種溶剤による抽出物の諸性質を検索した結
果、ケロウジの子実体（キノコ）から有機溶剤ま
たは／および水により抽出された抽出物中に前記
UV―Ｃ波長域およびUV―Ｂ波長域（約210〜
230nmおよび約260〜280nm付近）ならびにUV
―Ａ波長域（約320nm付近）においてそれぞれ極
大吸収を示し、且つその極大吸収波長（λnax）に
おける比吸光度（Ｅ１％
1cm値）が十分大きく、化粧
料用の各種基剤および有機溶剤等に対する溶解
性，混和性，相溶性が良く、皮膚に対する毒性お
よび刺激性がなく、熱，光に対する安定性も高
く、また各種化粧料基剤および添加物に対する安
定性も高いものを発見したことに基づき完成され
た。
この発明は、UV―ＡないしUV―Ｃの広範囲
の波長域の紫外線を有効に吸収し得る紫外線吸収
剤を開発するためのものであつて、特に刺激性が
小さく化粧料等に対して有効な紫外線吸収剤を提
供することを目的とする
＜問題点を解決するための手段＞
上記目的を達成するために、この発明にかかる
紫外線吸収剤は、
ケロウジ（Sarcodon scabrosus （Fr.）Karst）
の子実体（キノコ）から有機溶剤または／および
水により抽出された抽出物を有効成分として含有
させることとした。
原料のケロウジ（ Sarcodon scabrosus（Fr.）
Karst.）の子実体（キノコ）の生体またはその
子実体（キノコ）の乾燥体を使用する。前記ケロ
ウジは、ヒダナシタク目イボタケ科に属する担子
菌の一種で、別称イヌシシタケ、イヌススタケ，
イヌタケ，カラジシ，カラシシタケとも称せら
れ、苦み成分を含んだ無毒の子実体（キノコ）を
形成する。ケロウジは、前記苦み成分を含むため
に食用とはされない。また、マツタケとその生息
地域を同じくするうえ一旦定着すると容易に消え
ない性質があるところからマツタケの強敵とされ
敬遠されている。したがつて、この発明は、従来
利用度の低かつたケロウジの有効利用の一途を拓
くものでもある。
この発明にかかる紫外線吸収剤の有効成分の調
製、つまり、ケロウジから紫外線吸収効果を有す
る新規物質（抽出物）を抽出するために利用でき
る前記有機溶剤の具体例としては、メタノール，
エタノール，イソプロピルアルコール，ｎ―ブタ
ノール，ラウリルロルコール，セタノール，ステ
アリルアルコール，オレイルアルコール，ベヘニ
ルアルコール等の炭素数１〜22の低級または／お
よび高級の直鎖または／および側鎖の１価のアル
コール類が利用できるほか、エチレングリコー
ル，ポリエチレングリコール，プロピレングリコ
ール，１，３―ブチレングリコール（１，３―
BG）等の各種グリコール類，グリセリン，ジグ
リセリン，トリグリセリン等の多価アルコール
類、さらにはアセトン，エチルメチルケトン，イ
ソプロピルケトン等のケトン類、酢酸エチルや低
級および高級脂肪酸のエチル類の各種エステル
類、ジクロルメタン，クロロホルム，ジクロルエ
タン等のハロゲン化アルカン類（主として塩化
物）、ジエチルエーテル，エチルセロソルブ等の
各種エーテル類、その他ベンゼン，トルエン等の
芳香族炭化水素類等々、各種性有機溶剤または／
および各種非極性有機溶剤が幅広く利用できる。
また上記有機溶剤を単一で利用することもできる
し、２種類以上の有機溶剤を適当な配合比に混合
した混合液を利用することもできる。また必要に
応じて加温溶解したものや２種以上の溶剤等の混
合溶解したものを適宜利用することができ、さら
には各種有機溶剤と水との混合液を利用すること
もできるのは勿論である。
ケロウジからの抽出用溶剤として、上記有機溶
剤のうち、前記アルコール類ではメタノール，エ
タノール，イソプロピルアルコール，ｎ―ブタノ
ールなどの炭素数１〜５の低級アルコール類、エ
ーテル類ではジエチルエーテルなど、ケトン類で
はアセトン，エチルメチルケトン，イソプロピル
メチルケトンなど、エステル類では酢酸エチルな
ど、ハロゲン化アルカリ類ではジクロルメタン，
クロロホルム，ジクロルエタンなど、芳香族炭化
水素類ではベンゼン等々、極性の大きい有機溶剤
ないし中程度の極性を有する有機溶剤が特に好適
である。
抽出方法としては、乾燥（風乾を含む）したケ
ロウジ（１重量部または１容量部）に対して各種
有機溶剤または／および水を（１ないし20重量部
または１ないし20容量部）を加え、室温で約５〜
20日間／回，１回ないし２回抽出した後、固液分
離して抽出液を得る。この抽出物（部）は、必要
に応じて溶剤等を留去して保存し、必要ならば抽
出時の溶剤または適当な溶剤で適切な濃度に希釈
して紫外線吸収スペクトルの測定，紫外線吸収剤
の調製に使用する。
前記ケロウジから前記有機溶剤または／および
水により抽出された各抽出物は、第１図ないし第
５図に例示するように、210〜230nm付近（λnax
１）および約250〜280nm付近（λnax2）および約
320〜340nm（λnax3）付近にその極大吸収値を有
し、その前記各極大吸収波長（λnax）における比
吸光度（Ｅ１％
1cm値）も十分大きく、しかも可視部
（400nm以上）の波長域の光線の吸収が小さいと
いう顕著な特性を有している。
ところで、ケロウジから水により抽出された抽
出物も、約250〜280nm付近の波長域を吸収する
ことが認められることは前述のとおりである。し
かし、このケロウジ水抽出物は、有機溶剤抽出物
と比較して比吸光度の値は低いけれども、ケロウ
ジ水抽出物の総量（乾燥量）がケロウジの乾燥重
量に対して約50〜55％であることから、ケロウジ
が含有している紫外線吸収物質の絶対量としては
各有機溶剤による各抽出物に比べて相当な量が含
まれているものと考えられる。
また、ケロウジから有機溶剤としてジクロルメ
タン抽出物（粗抽出物）も相当な量が含まれるこ
とが認められる。ジシクロメタン粗抽出物は、第
１図に例示したように、約200〜210nm付近，220
〜230nm付近および約320〜340nm付近に強い吸
収が認められ、約270〜280nm付近に弱い吸収が
認められる。また、このジクロメタン粗抽出物に
は、酸性物質，塩基性物質および中性物質とが含
まれていることが認められる。そこで、ジクロル
メタン粗抽出物をさらに弱アルカリ液で溶出され
る酸性部と、弱酸性液で溶出される塩基性部と、
何れにも溶出されない中性部とに分画して、それ
ぞれの各区分の紫外線吸収を測定する。前記ジク
ロルメタン抽出物（酸性部）には、約200〜
205nm付近，約220〜230nm付近および約320nm
付近の吸収が強く認められ、さらに約250〜
280nm付近に特徴のある吸収が認められる。一
方、前記ジクロルメタン抽出物（中性部）には、
約200〜205nm付近，約220〜230nm付近に吸収が
認められ約335nm付近に特に強い吸収が認められ
る。
前記ジクロルメタン抽出物（中性部）およびジ
クロルメタン抽出物（酸性部）をさらにシリカゲ
ルカラムにアプライして吸着後、溶出液としてベ
ンゼン／酢酸エチルの段階的混合液およびエタノ
ールを最終溶出液として溶出するカラムクロマト
グラフイで分画し、それぞれのフラクシヨンの溶
出溶媒を留去した後、再度エタノールに溶解した
ときの紫外線吸収スペクトルを第６図〜第１２図
〔以上、試料はジクロルメタン抽出物（中性部）〕、
第１３図〜第１８図〔以上、試料はジクロルメタ
ン抽出物（酸性部）〕に示す。
前記ケロウジからの有機溶剤または／および水
により抽出さた各抽出物は、特に化粧料に使用さ
れる各種基剤および各種有機溶媒等に対する溶解
性，混和性，相溶性などに優れているという特性
を有する。とりわけ、化粧料によく使用される有
機溶媒等たとえば、エタノール，イソプロピルア
ルコール，ラウリルアルコール、セタノール，ス
テアリルアルコール，オレイルアルコール，ベヘ
ニルアルコール，プロピレングリコール，１，３
―ブチレングルコール，ジプロピレングリコー
ル，ミリスチン酸イソプロピル，パルミチン酸イ
ソプロピル，その他各種動物性オイルおよび植物
性オイル等に対する溶解性等が優れている。
そして、この発明にかかる紫外線吸収剤は、前
記ケロウジの抽出物の一つ以上を常法により公知
の各種化粧料基剤等に配合して、クリーム，乳
液，化粧水，パツク，洗顔料などの各種基礎化粧
料、フアンデーシヨン，ほぼ紅，口紅，白粉など
の各種メーキヤツプ料、整髪料，養毛剤などの各
種頭髪用化粧料、石鹸、シヤンプー、リンス、美
爪料、香水、オーデコロンその他の化粧料に対し
て広範囲に適用できる。また、前記各種化粧料の
形状は、溶液、エマルジヨン、軟膏、オイル、ワ
ツクス、ゲル、ゾル、粉末（パウダー）、スプレ
ー（エアゾール）などの各種形状で適用すること
ができる。そして、この発明にかかる紫外線吸収
剤は、日焼け防止用の各種化粧料および紫外線に
よる前記化粧料自体の変質・変化防止用として適
用することができる。また、この発明にかかる紫
外線吸収剤は、皮膚に対する毒性および刺激性が
なく（累積刺激試験，パツチテスト法等による）、
熱，光に対する安定性が高く、さらには各種化粧
料基剤および化粧料添加剤に対する安定性も高い
という卓越した特性をも有している。
この発明にかかる紫外線吸収剤中の前記ケロウ
ジの各抽出物の配合量は、その使用形態により変
動させることができるので特に限定されない。原
則的には、有効量存在すればよいことになるが、
一般的には組成物中0.05〜20重量％、好ましくは
0.5〜10重量％配合するのがよい。
また、この発明にかかる紫外線吸収剤は、各種
化粧基剤等に前記ケロウジ抽出物の１つまたはケ
ロウジ抽出物の複数混合物のみを配合したもので
もよいが、公知の各種UV―Ａ吸収剤，UV―Ｂ
吸収剤およびUV―Ｃ吸収剤等と適宜組み合わせ
て使用することもできる。このような他の紫外線
吸収剤と組み合わせて使用する場合は、優れた相
乗効果を奏することができる。さらにまた、この
発明にかかる紫外線吸収剤は、各種界面活性剤、
溶剤、色素、香料、防腐剤、抗酸化剤、保湿剤、
ビタミン、動植物抽出物などその他の各種添加剤
とも併用することができる
なお、この発明にかかる紫外線吸収剤は、前記
ケロウジの各抽出物の特性たとえば各種有機溶媒
などに対する優れた相溶性などに基づき、前記の
化粧料に限らず他の用途、たとえば各種塗料，イ
ンクおよびプラスチツク材料，プラステツクフイ
ルムその他の有機高分子材料，有機高分子膜（特
に包装用材料，容器等の技術分野において顕著で
ある）等々その他の各技術分野に広く適用して、
その優れた紫外線吸収効果および紫外線による老
化の防止効果等、卓越した効果を発揮することが
できる。
＜作用＞
この発明にかかる紫外線吸収剤は、ケロウジか
ら各種有機溶剤または／および水で抽出された抽
出物が有する紫外線吸収作用に基づき優れたUV
―Ａ，UV―ＢおよびUV―Ｃの波長域を吸収す
る紫外線吸収剤を実現できる。
＜実施例＞
(1) ケロウジ抽出物の調整
ケロウジの子実体（キノコ）の生体（１Kg）
を室温で約24時間風乾し、乾燥ケロウジ（約90
〜100g）を得る。前記乾燥ケロウジ（約100g）
にジシクロメタン（CH2Cl2）約500ml加え、室
温で７日間時々撹拌抽出する。このジクロメタ
ンの抽出を２回繰り返し、いずれも固液分離し
てその液相を収集しジシクロメタン抽出物（粗
抽出物）約950mlを得た後、溶剤を留去して保
存する。必要に応じて抽出時の溶剤（ジクロル
メタン）その他の適切な溶剤で適当な濃度に希
釈し、後の累積刺激試験，紫外線吸収スペクト
ルの測定，紫外線吸収剤の調製に使用する。
以下同様に、有機溶剤には、エタノール，ｎ
―ブタノール，30％１，３―ブチレングリコー
ル，蒸留水等で抽出してケロウジから各溶剤等
の抽出物を得る。
なお、前記ジクロルメタン抽出物（粗抽出
部）については、さらに３つに分画する。すな
わち、前記ジクロルメタン粗抽出物（溶剤留去
後再度ジクロルメタンに溶解させたもの）に、
５〜８％の炭酸水素ナトリウム水溶液を加えジ
クロルメタン抽出物（酸性部）を水溶液に溶出
し、液―液分離してジクロルメタン層(A)と水溶
液（アルカリ性水溶液）層(B)とに分離する。前
記水溶液層（アルカリ性水溶液）(B)を塩酸で酸
性にしてジクロルメタン抽出物（酸性部）を析
出させた後、再びジクロルメタンに抽出してジ
クロルメタン抽出物（酸性部）を得る。次い
で、前記液―液分離したときの残りの前記ジク
ロルメタン層(A)に５〜８％の塩酸を加えジクロ
ルメタン抽出物（塩基性部）を塩酸液に溶出
し、液―液液分離してジクロルメタン層(C)と塩
酸層(D)とに分離する。そして、その液相（塩酸
層）(D)を５〜８％の苛性ソーダ水溶液でアルカ
リ性にしてジクロルメタン抽出物（塩基性部）
を析出させた後、再びジクロルメタンで抽出し
てジクロルメタン抽出物（塩基性部）を得る。
最後に、残る前記ジクロルメタン層(C)をジクロ
ルメタン抽出物（中性部）として得る。
(a) ジクロルメタン抽出物（粗抽出物）
(b) ジクロルメタン抽出物（酸性部）
(c) ジクロルメタン抽出物（中性部）
(d) エタノール抽出物
(e) 蒸留水抽出物
第１図は前記(a)ジクロルメタン粗抽出物の紫
外線吸収スペクトル、第２図は前記(b)ジクロル
メタン抽出物（酸性部）の紫外線吸収スペクト
ル、第３図は前記(c)ジクロルメタン抽出物（中
性部）の紫外線吸収スペクトル、第４図は前記
(d)エタノール抽出物の紫外線吸収スペクトル、
第５図は(e)蒸留水抽出物の紫外線吸収スペクト
ルをそれぞれ示す。なお、各紫外線吸収スペク
トルは、各抽出物（(a)〜(d)）についてはエタノ
ールで溶解したもの，(e)蒸留水抽出物について
は蒸留水に溶解したものについてそれぞれ紫外
線吸収スペクトルを測定したものを示してい
る。
ケロウジの前記各抽出物（(a)〜(e)）の各吸収
波長における比吸光度（Ｅ１％
1cm値）と、各抽出
物が示す極大吸収波長（λnax）とを第１表に例
示する。
<Industrial Application Field> The present invention relates to ultraviolet absorbers, especially ultraviolet rays in the short wavelength range to long wavelength range (about 205 to 230 nm, around 260 nm).
The invention relates to ultraviolet absorbers that absorb wavelengths of up to 280 nm and around 320 nm, and are particularly effective for cosmetics. <Background of the Invention and Prior Art> It is known that ultraviolet irradiation has various effects on human skin. The ultraviolet rays that humans are normally exposed to are
The water part is sunlight. The ultraviolet rays (UV) contained in this sunlight are classified according to their wavelength, and generally long-wavelength ultraviolet rays (approximately 400 to 320 nm)
UV-A, medium wavelength ultraviolet light (approximately 320 to 280 nm)
-B, short wavelength ultraviolet light (approximately 280 nm or less) is UV-C
are called respectively. The UV-A oxidizes reduced melanin in the epidermis of the skin, directly causing sun tanning, and the UV-B
Acute inflammation (erythema) on human skin
Most of the UV-C is absorbed into the atmosphere and only a small amount reaches other parts of the body, but it is as harmful to the skin as the UV-B. It is said that there is. Conventionally, substances with ultraviolet absorbing properties that have been extracted and separated from natural products have generally had the property of being less irritating, so they have been viewed as promising as ultraviolet absorbers to be added to cosmetics. Attempts are being made to search for and separate ultraviolet absorbing substances contained in objects. <Problems to be Solved by the Invention> Based on the above-mentioned background, this invention is based on the results of searching for various properties of extracts from various natural substances using various solvents. In the extract extracted by
UV-C wavelength range and UV-B wavelength range (approximately 210~
230nm and around 260-280nm) and UV
- Each shows maximum absorption in the A wavelength range (around 320 nm), and the specific absorbance (E1% 1cm value) at the maximum absorption wavelength (λ nax ) is sufficiently large, making it suitable for various bases for cosmetics and organic solvents, etc. Based on the discovery of a substance with good solubility, miscibility, and compatibility, no toxicity or irritation to the skin, high stability against heat and light, and high stability against various cosmetic bases and additives. completed. The purpose of this invention is to develop an ultraviolet absorber that can effectively absorb ultraviolet rays in a wide range of wavelengths from UV-A to UV-C. <Means for solving the problems> Aim to provide an ultraviolet absorber <Means for solving the problems> In order to achieve the above object, the ultraviolet absorber according to the present invention is provided by Sarcodon scabrosus (Fr.) Karst.
The active ingredient is an extract extracted from the fruiting body (mushroom) using an organic solvent and/or water. Raw material Sarcodon scabrosus (Fr.)
Use the living fruiting body (mushroom) of Karst.) or the dried fruiting body (mushroom). The above-mentioned Keroji is a type of basidiomycete that belongs to the order Pygridaceae, family Pygmyceae, and is also known as Pygmycephalus medium, Pygmycetium pectus,
Also known as Inutake, Karajishi, and Mustard mushroom, it forms non-toxic fruiting bodies (mushrooms) that contain bitter substances. Kerouji is not considered edible because it contains the bitter component. In addition, they live in the same area as Matsutake, and once established, they do not disappear easily, so they are considered to be a strong enemy of Matsutake and are shunned. Therefore, the present invention opens up new possibilities for the effective use of Keroji, which has hitherto been underutilized. Specific examples of the organic solvents that can be used for preparing the active ingredient of the ultraviolet absorber according to the present invention, that is, for extracting a new substance (extract) having an ultraviolet absorbing effect from Kerouji, include methanol,
Lower and/or higher linear and/or side chain monohydric alcohols having 1 to 22 carbon atoms such as ethanol, isopropyl alcohol, n-butanol, lauryl alcohol, cetanol, stearyl alcohol, oleyl alcohol, behenyl alcohol, etc. In addition, ethylene glycol, polyethylene glycol, propylene glycol, 1,3-butylene glycol (1,3-
Various glycols such as BG), polyhydric alcohols such as glycerin, diglycerin, and triglycerin, ketones such as acetone, ethyl methyl ketone, and isopropyl ketone, and various esters of ethyl acetate and lower and higher fatty acids. halogenated alkanes (mainly chlorides) such as dichloromethane, chloroform, and dichloroethane; various ethers such as diethyl ether and ethyl cellosolve; aromatic hydrocarbons such as benzene and toluene; various organic solvents and/or
and various non-polar organic solvents are widely available.
Further, the above-mentioned organic solvents can be used alone, or a mixture of two or more organic solvents in an appropriate mixing ratio can be used. In addition, it is possible to appropriately use a solution obtained by heating and dissolving or a mixture of two or more solvents, and it is also possible to use a mixture of various organic solvents and water, if necessary. It is. Among the organic solvents mentioned above, alcohols such as lower alcohols having 1 to 5 carbon atoms such as methanol, ethanol, isopropyl alcohol, and n-butanol, ethers such as diethyl ether, and ketones include Acetone, ethyl methyl ketone, isopropyl methyl ketone, esters such as ethyl acetate, alkali halides such as dichloromethane,
For aromatic hydrocarbons such as chloroform and dichloroethane, highly polar to moderately polar organic solvents such as benzene are particularly suitable. For the extraction method, various organic solvents or/and water (1 to 20 parts by weight or 1 to 20 parts by volume) are added to dried (including air-dried) Keroji (1 part by weight or 1 part by volume), and the mixture is heated at room temperature. About 5~
After extraction once or twice for 20 days, solid-liquid separation is performed to obtain an extract. This extract (part) is stored by distilling off the solvent, if necessary, and diluted to an appropriate concentration with the solvent used for extraction or an appropriate solvent to measure the ultraviolet absorption spectrum and prepare an ultraviolet absorber. used in the preparation of As illustrated in FIGS. 1 to 5, each extract extracted from the Keroji with the organic solvent and/or water has a wavelength of about 210 to 230 nm (λ nax
1 ) and around 250 to 280 nm (λ nax2 ) and around
It has a maximum absorption value near 320 to 340 nm (λ nax3 ), and its specific absorbance (E1% 1cm value) at each of the maximum absorption wavelengths (λ nax ) is also sufficiently large, and moreover, it has a wavelength range in the visible region (400 nm or more). It has the remarkable property of having low absorption of light rays. By the way, as mentioned above, it has been observed that the extract extracted with water from Porphyra chinensis also absorbs wavelengths in the vicinity of about 250 to 280 nm. However, although this water extract has a lower specific absorbance value compared to organic solvent extracts, the total amount (dry amount) of this water extract is about 50-55% of the dry weight of Kerouji. Therefore, it is considered that the absolute amount of ultraviolet absorbing substances contained in Keroji is considerably greater than that of each extract made with each organic solvent. In addition, it is recognized that a considerable amount of dichloromethane extract (crude extract) is also included as an organic solvent from Keroji. As illustrated in Figure 1, the dicyclomethane crude extract
Strong absorption is observed near ~230 nm and about 320 to 340 nm, and weak absorption is observed near about 270 to 280 nm. Moreover, it is recognized that this dichloromethane crude extract contains acidic substances, basic substances, and neutral substances. Therefore, the dichloromethane crude extract is further divided into an acidic part eluted with a weakly alkaline solution and a basic part eluted with a weakly acidic solution.
It is fractionated into a neutral part that is not eluted in any of the above, and the ultraviolet absorption of each fraction is measured. The dichloromethane extract (acidic part) contains about 200 to
Around 205nm, around 220-230nm and around 320nm
Absorption in the vicinity is strongly recognized, and furthermore around 250 ~
Characteristic absorption is observed around 280 nm. On the other hand, the dichloromethane extract (neutral part) contains
Absorption is observed in the vicinity of approximately 200 to 205 nm, approximately 220 to 230 nm, and particularly strong absorption is observed in the vicinity of approximately 335 nm. The dichloromethane extract (neutral part) and dichloromethane extract (acidic part) are further applied to a silica gel column for adsorption, and then the column is eluted with a stepwise mixture of benzene/ethyl acetate and ethanol as the final eluent. After fractionation by chromatography and distilling off the elution solvent of each fraction, the ultraviolet absorption spectra obtained when the fractions were redissolved in ethanol are shown in Figures 6 to 12. )],
13 to 18 (the above samples are dichloromethane extract (acidic part)). The above-mentioned extracts extracted with organic solvents and/or water have excellent solubility, miscibility, and compatibility with various bases and various organic solvents used in cosmetics. has. In particular, organic solvents often used in cosmetics, such as ethanol, isopropyl alcohol, lauryl alcohol, cetanol, stearyl alcohol, oleyl alcohol, behenyl alcohol, propylene glycol, 1,3
- Excellent solubility in butylene glycol, dipropylene glycol, isopropyl myristate, isopropyl palmitate, and various other animal and vegetable oils. The ultraviolet absorber according to the present invention can be used in creams, milky lotions, lotions, packs, facial cleansers, etc. by blending one or more of the extracts of the above-mentioned Kerouji into various known cosmetic bases etc. by a conventional method. Various basic cosmetics, various makeup products such as foundation, almost red, lipstick, and white powder, various hair cosmetics such as hair conditioners and hair tonics, soaps, shampoos, conditioners, nail products, perfumes, colognes, and other cosmetics. It can be widely applied to The various cosmetics can be applied in various forms such as solutions, emulsions, ointments, oils, waxes, gels, sol, powders, and sprays (aerosols). The ultraviolet absorber according to the present invention can be applied to various cosmetics for preventing sunburn and for preventing the cosmetics themselves from deteriorating or changing due to ultraviolet rays. In addition, the ultraviolet absorber according to the present invention has no toxicity or irritation to the skin (according to cumulative irritation test, patch test method, etc.),
It has outstanding properties such as high stability against heat and light, and also high stability against various cosmetic bases and cosmetic additives. The blending amount of each of the extracts of Kerouji in the ultraviolet absorber according to the present invention is not particularly limited, as it can be varied depending on the form of use. In principle, it is sufficient that an effective amount is present, but
Generally 0.05-20% by weight in the composition, preferably
It is preferable to mix it in an amount of 0.5 to 10% by weight. Further, the UV absorber according to the present invention may be one in which only one of the above-mentioned Kerouji extracts or a plurality of mixtures of Kerouji extracts is blended into various cosmetic bases, etc., but various known UV-A absorbers, UV -B
It can also be used in appropriate combination with absorbers, UV-C absorbers, etc. When used in combination with such other ultraviolet absorbers, an excellent synergistic effect can be produced. Furthermore, the ultraviolet absorber according to the present invention may include various surfactants,
Solvents, pigments, fragrances, preservatives, antioxidants, humectants,
It can also be used in combination with various other additives such as vitamins, animal and plant extracts, etc.The ultraviolet absorber according to the present invention is based on the characteristics of each extract of the above-mentioned Kerouji, such as its excellent compatibility with various organic solvents, etc. Not limited to the above-mentioned cosmetics, but also for other uses, such as various paints, inks, plastic materials, plastic films and other organic polymer materials, and organic polymer films (particularly notable in technical fields such as packaging materials and containers). etc., and can be widely applied to other technical fields.
It can exhibit outstanding effects such as its excellent ultraviolet absorption effect and anti-aging effect caused by ultraviolet rays. <Function> The ultraviolet absorber according to the present invention has an excellent UV absorbing effect based on the ultraviolet absorbing effect of the extract extracted from Kerouji with various organic solvents and/and water.
-A, UV-B, and UV-C wavelength range can be realized. <Example> (1) Preparation of Kerouji extract Living body of Kerouji fruiting body (mushroom) (1Kg)
Air-dry for about 24 hours at room temperature, and dry
~100g). Said dried Keroji (approx. 100g)
About 500 ml of dicyclomethane (CH 2 Cl 2 ) was added to the solution, and the mixture was extracted with occasional stirring at room temperature for 7 days. This dichloromethane extraction is repeated twice, solid-liquid separation is performed, and the liquid phase is collected to obtain about 950 ml of dicyclomethane extract (crude extract), after which the solvent is distilled off and stored. If necessary, dilute with the extraction solvent (dichloromethane) or other appropriate solvent to an appropriate concentration and use it for subsequent cumulative irritation tests, ultraviolet absorption spectrum measurements, and ultraviolet absorber preparation. Similarly, organic solvents include ethanol, n
- Extract with butanol, 30% 1,3-butylene glycol, distilled water, etc. to obtain extracts of each solvent, etc. from Kerouji. The dichloromethane extract (crude extract) is further fractionated into three parts. That is, in the dichloromethane crude extract (dissolved in dichloromethane again after distilling off the solvent),
A 5-8% aqueous sodium bicarbonate solution is added to elute the dichloromethane extract (acidic part) into the aqueous solution, and liquid-liquid separation is performed to separate the dichloromethane layer (A) and the aqueous solution (alkaline aqueous solution) layer (B). The aqueous solution layer (alkaline aqueous solution) (B) is acidified with hydrochloric acid to precipitate a dichloromethane extract (acidic part), and then extracted with dichloromethane again to obtain a dichloromethane extract (acidic part). Next, 5 to 8% hydrochloric acid is added to the dichloromethane layer (A) remaining after the liquid-liquid separation, and the dichloromethane extract (basic part) is eluted into the hydrochloric acid solution, and the liquid-liquid separation is performed to obtain dichloromethane. Separate into layer (C) and hydrochloric acid layer (D). Then, the liquid phase (hydrochloric acid layer) (D) is made alkaline with a 5-8% caustic soda aqueous solution to extract dichloromethane extract (basic part).
After precipitating, the mixture is extracted again with dichloromethane to obtain a dichloromethane extract (basic part).
Finally, the remaining dichloromethane layer (C) is obtained as a dichloromethane extract (neutral part). (a) Dichloromethane extract (crude extract) (b) Dichloromethane extract (acidic part) (c) Dichloromethane extract (neutral part) (d) Ethanol extract (e) Distilled water extract Figure 1 shows the above (a) Ultraviolet absorption spectrum of the dichloromethane crude extract, Figure 2 is the ultraviolet absorption spectrum of the above (b) dichloromethane extract (acidic part), and Figure 3 is the ultraviolet absorption spectrum of the above (c) dichloromethane extract (neutral part). Absorption spectrum, Figure 4 is the same as above.
(d) Ultraviolet absorption spectrum of ethanol extract,
FIG. 5 shows the ultraviolet absorption spectra of (e) distilled water extract. In addition, each ultraviolet absorption spectrum was measured for each extract ((a) to (d)) dissolved in ethanol, and (e) distilled water extract dissolved in distilled water. It shows what was done. Table 1 illustrates the specific absorbance (E1% 1cm value) at each absorption wavelength of each of the above-mentioned extracts ((a) to (e)) of C. chinensis and the maximum absorption wavelength (λ nax ) exhibited by each extract. .
【表】
なお、前記(c)ジクロルメタン抽出物（中性
部）および(b)ジクロルメタン抽出物（酸性部）
について、シリカゲルカラムクロマトグラフイ
により、ベンゼン／酢酸エチルの段階的混合液
で溶出して分画する。それぞれのフラクシヨン
を分取して、その溶出溶媒を留去した後、再度
エタノールで溶解してそれぞれの紫外線吸収ス
ペクトルを得る。第６図〜第１２図は(c)ジクロ
ルメタン抽出物（中性部）のカラムクロマトの
各フラクシヨンの紫外線吸収スペクトル、第１
３図〜第１８図は(b)ジクロルメタン抽出物（酸
性部）のカラムクロマトの各フラクシヨンの紫
外線吸収スペクトルをそれぞれ示す。
(2) Ｏ／Ｗ型 日焼け止め乳液
＜組成＞ （重量％）
(A)●ケロウジ抽出物 …1.0％
●自己乳化型モノステアリン酸
グリセリン …1.0
●セタノール …1.0
●ジメチルポリシロキサン …2.0
●ステアリン …2.0
●流動パラフイン …10.0
(B)●精製水 …72.5
●トリエタノールアミン …1.0
●１，３―ブチレングリコール …5.0
●酸化チタン …3.0
●有色顔料 …適量
●ベントナイト …0.5
●防腐剤 …適量
(C)●香料 …適量
＜調製法＞
前記(A)を加熱溶解し、80℃に調製する。一
方、(B)を加熱溶解し、均一に分散させ、78℃に
調製する。このように調製した(A)を(B)に加えて
乳化し、撹拌しながら冷却して、60℃で前記(C)
を加え、30℃まで冷却してＯ／Ｗ型日焼け止め
乳液を調製する。
(3) 日焼け止めパウダー
＜組成＞ …（重量％）
(A)●ケロウジ抽出物 …1.0％
●タルク …56.0
●カオリン …12.0
●雲母チタン …20.0
●酸化チタン …2.0
●有色顔料 …2.0
(B)●ラウリル酸ヘキシル …6.0
(C)●香料 …適量
＜調製方法＞
前記(A)および(B)をミキサーに入れて撹拌した
のち、(C)を加えて撹拌混合する。その後前記三
者の混合物を粉砕し、プレス充填して日焼け止
めパウダーを調製する。
(4) 日焼け止めクリーム
＜組成＞ （重量％）
(A)●ケロウジ抽出物 …1.0％
●セレシン …7.0
●流動パラフイン …33.0
●ミリスチン酸
オクチルドデカニル …20.0
●オレイルアルコール …12.0
●ゴマ油 …10.0
●防腐剤 …適量
●酸化防止剤 …適量
(B)●酸化チタン …6.0
●タルク …9.0
●有色顔料 …適量
(C)●香料 …適量
＜調製方法＞
前記(A)を加熱溶解し均一に混合する。冷却
後、(B)および(C)を加えてロールミルで処理した
後、容器に充填し日焼け止めクリームを調製す
る。
(5) 日焼け止めクリーム
＜組成＞ （重量％）
(A)●ケロウジ抽出物 …1.0％
●流動パラフイン …38.0
●セタノール …1.5
●ミツロウ …6.0
●ステアリン酸 …2.0
●ポリオキシチレンセチルエーテル
（5.5E.0.） …1.5
●モノステアリン酸ソルビタン …2.5
●防腐剤 …適量
●酸化防止剤 …適量
(B)●10％カセイソーダ …1.0
●精製水 …31.5
(C)●グリセリン …6.0
●酸化チタン …5.0
(D)●香料 …適宜
＜調製方法＞
前記(A)を加熱溶解し、80℃に調製する。一
方、(B)を加熱溶解し、75℃に調製し、この(B)を
(A)に加えて乳化し、60℃で前記(D)を加え、最後
に50℃で前記(C)を加え、30℃まで冷却する。
(6) ケロウジ抽出物の累積刺激試験
ケロウジ抽出物の刺激性について、モルモツ
トに対する累積刺激試験をおこなう。この累積
刺激試験は、ケロウジの前記各抽出物の１％エ
タノール溶液を、体重約250〜300gのハートレ
イ系白色モルモツト（５匹）の皮膚に１日２回
の割で繰り返し塗布し、６日後の各モルモツト
の皮膚の状態を観察する。第２表はケロウジ各
抽出物の累積刺激試験結果を示す。[Table] Note that (c) dichloromethane extract (neutral part) and (b) dichloromethane extract (acidic part)
is fractionated by silica gel column chromatography, eluting with graded mixtures of benzene/ethyl acetate. After fractionating each fraction and distilling off the elution solvent, the fractions are dissolved again in ethanol to obtain their respective ultraviolet absorption spectra. Figures 6 to 12 show (c) the ultraviolet absorption spectra of each fraction of the column chromatography of the dichloromethane extract (neutral part);
Figures 3 to 18 show the ultraviolet absorption spectra of each fraction of column chromatography of (b) dichloromethane extract (acidic part). (2) O/W type sunscreen emulsion <Composition> (% by weight) (A)● Kerouji extract…1.0% ●Self-emulsifying monostearic acid Glycerin…1.0 ●Cetanol…1.0 ●Dimethylpolysiloxane…2.0 ●Stearin… 2.0 ●Liquid paraffin...10.0 (B)●Purified water...72.5 ●Triethanolamine...1.0 ●1,3-butylene glycol...5.0 ●Titanium oxide...3.0 ●Colored pigment...appropriate amount ●Bontonite...0.5 ●Preservative...appropriate amount (C )●Fragrance...Appropriate amount <Preparation method> Heat and dissolve the above (A) and adjust to 80°C. On the other hand, (B) is dissolved by heating and dispersed uniformly, and the temperature is adjusted to 78°C. Add (A) prepared in this way to (B) to emulsify it, cool it while stirring, and mix the above (C) at 60°C.
is added and cooled to 30°C to prepare an O/W type sunscreen emulsion. (3) Sunscreen powder <Composition> … (wt%) (A) ● Kerouji extract … 1.0% ● Talc … 56.0 ● Kaolin … 12.0 ● Mica titanium … 20.0 ● Titanium oxide … 2.0 ● Colored pigment … 2.0 (B) ●Hexyl laurate...6.0 (C)●Fragrance...Appropriate amount <Preparation method> Put (A) and (B) above in a mixer and stir, then add (C) and stir and mix. The mixture of the three is then ground and press-filled to prepare a sunscreen powder. (4) Sunscreen cream <Composition> (Weight%) (A)● Kerouji extract…1.0% ●Ceresin…7.0 ●Liquid paraffin…33.0 ●Octyldodecanyl myristate…20.0 ●Oleyl alcohol…12.0 ●Sesame oil…10.0 ● Preservative…appropriate amount ●Antioxidant…appropriate amount (B)●Titanium oxide…6.0 ●Talc…9.0 ●Colored pigment…appropriate amount (C)●Fragrance…appropriate amount <Preparation method> Heat and dissolve (A) above and mix uniformly. . After cooling, add (B) and (C) and process with a roll mill, then fill in a container to prepare a sunscreen cream. (5) Sunscreen cream <Composition> (Weight%) (A) ● Kerouji extract … 1.0% ● Liquid paraffin … 38.0 ● Cetanol … 1.5 ● Beeswax … 6.0 ● Stearic acid … 2.0 ● Polyoxytyrene cetyl ether (5.5E) .0.) …1.5 ●Sorbitan monostearate …2.5 ●Preservative …appropriate amount ●Antioxidant …appropriate amount (B)●10% caustic soda …1.0 ●Purified water …31.5 (C)●Glycerin …6.0 ●Titanium oxide …5.0 (D) ●Fragrance...as appropriate <Preparation method> Dissolve the above (A) by heating and adjust to 80°C. On the other hand, heat and dissolve (B) and adjust the temperature to 75°C.
Add (A) and emulsify, add the above (D) at 60°C, finally add the above (C) at 50°C, and cool to 30°C. (6) Cumulative irritation test of Kerouji extract A cumulative irritation test on guinea pigs will be conducted to determine the irritation of Kerouji extract. In this cumulative irritation test, a 1% ethanol solution of each of the above-mentioned extracts of Kerouji was repeatedly applied to the skin of Hartley white guinea pigs (5 animals) weighing approximately 250 to 300 g twice a day. Observe the condition of each guinea pig's skin. Table 2 shows the cumulative irritation test results for each extract of Kerouji.
【表】
＜発明の効果＞
ケロウジ抽出物の優れた特性より優れた特性に
より、刺激性が少なく、各種化粧料基剤との相溶
性がよくしかもUV―Ａ，UV―ＢおよびUV―Ｃ
の波長域に優れた紫外線吸収効果を有する等、発
明目的を達成する顕著な効果を奏する。[Table] <Effects of the Invention> Due to the superior properties of the Kerouji extract, it is less irritating, has good compatibility with various cosmetic bases, and has UV-A, UV-B and UV-C properties.
It has a remarkable effect of achieving the object of the invention, such as having an excellent ultraviolet absorption effect in the wavelength range of .
第１図は前記(a)ジクロルメタン粗抽出物の紫外
線吸収スペクトル、第２図は前記(b)ジクロルメタ
ン抽出物（酸性部）の紫外線吸収スペクトル、第
３図は前記(c)ジクロルメタン抽出物（中性部）の
紫外線吸収スペクトル、第４図は前記(d)エタノー
ル抽出物の紫外線吸収スペクトル、第５図は(e)蒸
留水抽出物の紫外線吸収スペクトルをそれぞれ示
す。第６図〜第１２図はジクロルメタン抽出物
（中性部）のカラムクマトグラフイ各分画の紫外
線吸収スペクトルであつて、第６図はフラクシヨ
ン１〔ベンゼン（100％）溶出部〕，第７図はフラ
クシヨン２〔ベンゼン：酢酸エチル（19：１）の
溶出部〕，第８図はフラクシヨン３〔ベンゼン：酢
酸エチル（９：１）の溶出部〕，第９図はフラク
シヨン４〔ベンゼン：酢酸エチル（４：１）の溶
出部〕，第１０図はフラクシヨン５〔ベンゼン：酢
酸エチル（１：１）の溶出部〕，第１１図はフラ
クシヨン６〔酢酸エチル（100％）の溶出部〕，第
１２図はフラクシヨン７〔エチルアルコール（100
％）の溶出部〕の紫外線吸収スペクトルをそれぞ
れ示す。第１３図〜第１８図はジクロルメタン抽
出物（酸性部）のカラムクロマトグラフイ各分画
の紫外線吸収スペクトルであつて、第１３図はフ
ラクシヨン１〔ベンゼン（100％）溶出部〕，第１
４図はフラクシヨン２〔ベンゼン：酢酸エチル
（19：１）の溶出部〕，第１５図はフラクシヨン３
〔ベンゼン：酢酸エチル（９：１）の溶出部〕，第
１６図はフラクシヨン４〔ベンゼン：酢酸エチル
（１：１）の溶出部〕，第１７図はフラクシヨン５
〔酢酸エチル（100％）の溶出部〕，第１８図はフ
ラクシヨン６〔エチルアルコール（100％）の溶出
部〕の紫外線吸収スペクトルをそれぞれ示す。
Figure 1 shows the ultraviolet absorption spectrum of the (a) dichloromethane crude extract, Figure 2 shows the ultraviolet absorption spectrum of the (b) dichloromethane extract (acidic part), and Figure 3 shows the ultraviolet absorption spectrum of the (c) dichloromethane extract (acidic part). FIG. 4 shows the ultraviolet absorption spectrum of the ethanol extract (d), and FIG. 5 shows the ultraviolet absorption spectrum of the distilled water extract (e). Figures 6 to 12 are the ultraviolet absorption spectra of each fraction of the dichloromethane extract (neutral part) in column chromatography. The figure shows fraction 2 [benzene: ethyl acetate (19:1) elution area], Figure 8 shows fraction 3 [benzene: ethyl acetate (9:1) elution area], and Figure 9 shows fraction 4 [benzene: acetic acid elution area]. Figure 10 shows fraction 5 [eluted with benzene:ethyl acetate (1:1)], Figure 11 shows fraction 6 [eluted with ethyl acetate (100%)], Figure 12 shows fraction 7 [ethyl alcohol (100
%) elution area] are shown. Figures 13 to 18 are the ultraviolet absorption spectra of each fraction of column chromatography of the dichloromethane extract (acidic part). Figure 13 shows fraction 1 [benzene (100%) elution part],
Figure 4 shows fraction 2 [benzene:ethyl acetate (19:1) eluate], Figure 15 shows fraction 3.
[Benzene:ethyl acetate (9:1) eluate], Figure 16 shows fraction 4 [benzene:ethyl acetate (1:1) eluate], and Figure 17 shows fraction 5.
[Elution area of ethyl acetate (100%)] and Figure 18 show the ultraviolet absorption spectra of fraction 6 [Elution area of ethyl alcohol (100%)].
Claims (1)
Karst.）の子実体（キノコ）から有機溶剤また
は／および水により抽出された抽出物を有効成分
として含有する紫外線吸収剤。1 Sarcodon scabrosus (Fr.)
A UV absorber containing as an active ingredient an extract extracted from the fruiting body (mushroom) of Karst. with an organic solvent and/or water.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61286959A JPS63139119A (en) | 1986-12-01 | 1986-12-01 | Ultraviolet light absorber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61286959A JPS63139119A (en) | 1986-12-01 | 1986-12-01 | Ultraviolet light absorber |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63139119A JPS63139119A (en) | 1988-06-10 |
| JPH0246564B2 true JPH0246564B2 (en) | 1990-10-16 |
Family
ID=17711169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61286959A Granted JPS63139119A (en) | 1986-12-01 | 1986-12-01 | Ultraviolet light absorber |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63139119A (en) |
-
1986
- 1986-12-01 JP JP61286959A patent/JPS63139119A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63139119A (en) | 1988-06-10 |
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