PH26401A - Polysaccharide - Google Patents
Polysaccharide Download PDFInfo
- Publication number
- PH26401A PH26401A PH36612A PH36612A PH26401A PH 26401 A PH26401 A PH 26401A PH 36612 A PH36612 A PH 36612A PH 36612 A PH36612 A PH 36612A PH 26401 A PH26401 A PH 26401A
- Authority
- PH
- Philippines
- Prior art keywords
- acidic heteropolysaccharide
- polianthes
- acidic
- plant
- polysaccharides
- Prior art date
Links
- 229920001282 polysaccharide Polymers 0.000 title claims description 69
- 239000005017 polysaccharide Substances 0.000 title claims description 69
- 150000004676 glycans Chemical class 0.000 title claims description 68
- 239000000203 mixture Substances 0.000 claims description 49
- 230000002378 acidificating effect Effects 0.000 claims description 45
- 206010020649 Hyperkeratosis Diseases 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 29
- 244000014047 Polianthes tuberosa Species 0.000 claims description 28
- 235000016067 Polianthes tuberosa Nutrition 0.000 claims description 28
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 26
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 26
- 241000196324 Embryophyta Species 0.000 claims description 25
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims description 24
- 238000004519 manufacturing process Methods 0.000 claims description 21
- 239000003599 detergent Substances 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 239000003375 plant hormone Substances 0.000 claims description 18
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims description 17
- 239000004094 surface-active agent Substances 0.000 claims description 14
- 241001532079 Polianthes Species 0.000 claims description 12
- 239000001963 growth medium Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 238000012258 culturing Methods 0.000 claims description 10
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 claims description 9
- 229930182830 galactose Natural products 0.000 claims description 9
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 8
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 claims description 7
- 229940097043 glucuronic acid Drugs 0.000 claims description 7
- 238000004161 plant tissue culture Methods 0.000 claims description 7
- 101000927268 Hyas araneus Arasin 1 Proteins 0.000 claims description 5
- 101100541106 Aspergillus oryzae (strain ATCC 42149 / RIB 40) xlnD gene Proteins 0.000 claims description 4
- 108010001498 Galectin 1 Proteins 0.000 claims description 4
- 102100021736 Galectin-1 Human genes 0.000 claims description 4
- 230000006872 improvement Effects 0.000 claims description 2
- 230000003020 moisturizing effect Effects 0.000 claims description 2
- AEMOLEFTQBMNLQ-AQKNRBDQSA-N D-glucopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-AQKNRBDQSA-N 0.000 claims 4
- 238000012136 culture method Methods 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 43
- 239000004615 ingredient Substances 0.000 description 38
- 239000002609 medium Substances 0.000 description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 31
- PRPINYUDVPFIRX-UHFFFAOYSA-N 1-naphthaleneacetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-N 0.000 description 24
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 23
- 239000006210 lotion Substances 0.000 description 23
- -1 skin softeners Substances 0.000 description 22
- NWBJYWHLCVSVIJ-UHFFFAOYSA-N N-benzyladenine Chemical compound N=1C=NC=2NC=NC=2C=1NCC1=CC=CC=C1 NWBJYWHLCVSVIJ-UHFFFAOYSA-N 0.000 description 20
- 238000009472 formulation Methods 0.000 description 20
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 16
- 239000008213 purified water Substances 0.000 description 15
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 235000014113 dietary fatty acids Nutrition 0.000 description 12
- 239000000194 fatty acid Substances 0.000 description 12
- 229930195729 fatty acid Natural products 0.000 description 12
- 239000002304 perfume Substances 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 239000007788 liquid Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 9
- FAIXYKHYOGVFKA-UHFFFAOYSA-N Kinetin Natural products N=1C=NC=2N=CNC=2C=1N(C)C1=CC=CO1 FAIXYKHYOGVFKA-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
- QANMHLXAZMSUEX-UHFFFAOYSA-N kinetin Chemical compound N=1C=NC=2N=CNC=2C=1NCC1=CC=CO1 QANMHLXAZMSUEX-UHFFFAOYSA-N 0.000 description 8
- 229960001669 kinetin Drugs 0.000 description 8
- 239000002453 shampoo Substances 0.000 description 8
- 229940058015 1,3-butylene glycol Drugs 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 229930006000 Sucrose Natural products 0.000 description 7
- 235000019437 butane-1,3-diol Nutrition 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- 239000006071 cream Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 230000006698 induction Effects 0.000 description 7
- 239000005720 sucrose Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 6
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 6
- 239000000344 soap Substances 0.000 description 6
- 235000000346 sugar Nutrition 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 239000002537 cosmetic Substances 0.000 description 5
- 239000006260 foam Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 244000061176 Nicotiana tabacum Species 0.000 description 4
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000000502 dialysis Methods 0.000 description 4
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000005556 hormone Substances 0.000 description 4
- 229940088597 hormone Drugs 0.000 description 4
- 230000001965 increasing effect Effects 0.000 description 4
- 230000001939 inductive effect Effects 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 238000009630 liquid culture Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 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 4
- 229930192334 Auxin Natural products 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 229930091371 Fructose Natural products 0.000 description 3
- 239000005715 Fructose Substances 0.000 description 3
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 3
- PNNNRSAQSRJVSB-SLPGGIOYSA-N Fucose Natural products C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C=O PNNNRSAQSRJVSB-SLPGGIOYSA-N 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 description 3
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 description 3
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 3
- 239000005639 Lauric acid Substances 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000002421 anti-septic effect Effects 0.000 description 3
- 239000002363 auxin Substances 0.000 description 3
- 239000007640 basal medium Substances 0.000 description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- UQHKFADEQIVWID-UHFFFAOYSA-N cytokinin Natural products C1=NC=2C(NCC=C(CO)C)=NC=NC=2N1C1CC(O)C(CO)O1 UQHKFADEQIVWID-UHFFFAOYSA-N 0.000 description 3
- 239000004062 cytokinin Substances 0.000 description 3
- TVACALAUIQMRDF-UHFFFAOYSA-N dodecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(O)=O TVACALAUIQMRDF-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000008103 glucose Substances 0.000 description 3
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 3
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 3
- 229960002216 methylparaben Drugs 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 241000208699 Drosera binata Species 0.000 description 2
- 241000208701 Drosera capensis Species 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 229930191978 Gibberellin Natural products 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000004166 Lanolin Substances 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000005708 Sodium hypochlorite Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- 229940064004 antiseptic throat preparations Drugs 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000012867 bioactive agent Substances 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 235000010980 cellulose Nutrition 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 2
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 2
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 2
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000003448 gibberellin Substances 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 235000019388 lanolin Nutrition 0.000 description 2
- 229940039717 lanolin Drugs 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 230000002688 persistence Effects 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000223 polyglycerol Polymers 0.000 description 2
- 238000010079 rubber tapping Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 2
- 239000001540 sodium lactate Substances 0.000 description 2
- 235000011088 sodium lactate Nutrition 0.000 description 2
- 229940005581 sodium lactate Drugs 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 229940032094 squalane Drugs 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- PSBDWGZCVUAZQS-UHFFFAOYSA-N (dimethylsulfonio)acetate Chemical compound C[S+](C)CC([O-])=O PSBDWGZCVUAZQS-UHFFFAOYSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HXKWSTRRCHTUEC-UHFFFAOYSA-N 2,4-Dichlorophenoxyaceticacid Chemical compound OC(=O)C(Cl)OC1=CC=C(Cl)C=C1 HXKWSTRRCHTUEC-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- 241000234282 Allium Species 0.000 description 1
- 240000002234 Allium sativum Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 240000001829 Catharanthus roseus Species 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
- AOMUHOFOVNGZAN-UHFFFAOYSA-N N,N-bis(2-hydroxyethyl)dodecanamide Chemical compound CCCCCCCCCCCC(=O)N(CCO)CCO AOMUHOFOVNGZAN-UHFFFAOYSA-N 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 229920005654 Sephadex Polymers 0.000 description 1
- 239000012507 Sephadex™ Substances 0.000 description 1
- 239000004283 Sodium sorbate Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N anthrone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 RJGDLRCDCYRQOQ-UHFFFAOYSA-N 0.000 description 1
- 230000001741 anti-phlogistic effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000000305 astragalus gummifer gum Substances 0.000 description 1
- 239000003212 astringent agent Substances 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 229940092738 beeswax Drugs 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000010495 camellia oil Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 1
- 229960005215 dichloroacetic acid Drugs 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- 239000012737 fresh medium Substances 0.000 description 1
- 235000004611 garlic Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- IXORZMNAPKEEDV-UHFFFAOYSA-N gibberellic acid GA3 Natural products OC(=O)C1C2(C3)CC(=C)C3(O)CCC2C2(C=CC3O)C1C3(C)C(=O)O2 IXORZMNAPKEEDV-UHFFFAOYSA-N 0.000 description 1
- IXORZMNAPKEEDV-OBDJNFEBSA-N gibberellin A3 Chemical class C([C@@]1(O)C(=C)C[C@@]2(C1)[C@H]1C(O)=O)C[C@H]2[C@]2(C=C[C@@H]3O)[C@H]1[C@]3(C)C(=O)O2 IXORZMNAPKEEDV-OBDJNFEBSA-N 0.000 description 1
- 230000003779 hair growth Effects 0.000 description 1
- 239000011874 heated mixture Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 229940031957 lauric acid diethanolamide Drugs 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- SEVFFWDKXXOOFD-UHFFFAOYSA-N n-(3-methylbut-2-enyl)-7h-purin-2-amine Chemical compound CC(C)=CCNC1=NC=C2NC=NC2=N1 SEVFFWDKXXOOFD-UHFFFAOYSA-N 0.000 description 1
- VVQQKXATELLTFX-UHFFFAOYSA-N n-(furan-2-ylmethyl)-7h-purin-2-amine Chemical compound N=1C=C2NC=NC2=NC=1NCC1=CC=CO1 VVQQKXATELLTFX-UHFFFAOYSA-N 0.000 description 1
- 238000010899 nucleation Methods 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
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 229940045920 sodium pyrrolidone carboxylate Drugs 0.000 description 1
- LROWVYNUWKVTCU-STWYSWDKSA-M sodium sorbate Chemical compound [Na+].C\C=C\C=C\C([O-])=O LROWVYNUWKVTCU-STWYSWDKSA-M 0.000 description 1
- 235000019250 sodium sorbate Nutrition 0.000 description 1
- HYRLWUFWDYFEES-UHFFFAOYSA-M sodium;2-oxopyrrolidine-1-carboxylate Chemical compound [Na+].[O-]C(=O)N1CCCC1=O HYRLWUFWDYFEES-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000185 sucrose group Chemical group 0.000 description 1
- 229940117986 sulfobetaine Drugs 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000004408 titanium dioxide 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
- 239000003981 vehicle Substances 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
aid abot”
WT P —f 2640 1 (FRE
TITLE OF THE_INVENTION ' oe - 11%) \ 1 J «5
POLYSACCHARIDE AND PROCESS FOR PREPARING T ER =z eos Srct on x
BACKGROUND QF THE INVENTION SEs
This invention relates to novel acidic heteropolysaccharides and also to a process for preparing such agidic heteropolysaccharides by plant-tissue culture method.
Polysaccharides induced from plants are widely utilized as a viscosity increasing agent, gelatinization agent, foam stabilizer, suspension or emulsion stabilizer, capsule forming agent, adhesives, bioactive agent, and the like.
Conventionally, these polysaccharides are commonly produced from seeds, fruits, stems, trunks, leaves, roots, tubers, or tuberous roots of naturally grown or artificially cultivated plants by tapping, extraction, or the like methods.
Production from the natural sources, however, is liable to be influenced by climatic conditions which tend to cause fluctuation in the production amount and price. Because of this, various trials have been undertaken in recent years to produce these polysaccharides from plants of natural origin by culturing calluses or organa of such plants artificially by means of plant-tissue culture method, thus eliminating the adverse influence of climatic conditions.
There are very few reports concerning the production of
. : | r 26401 polysaccharides of plant origin by plant-tissue culture method application. It is known, however, in relation to research about cell wall development mechanism that small amounts of polysaccharides are secreted in a liquid culture broth wherein a callus is cultured. Reports indicate, for instance, that Vinca rosea L. produces 0.22 gm of polysaccharides per liter of culture broth in 10 days,
Glycine max Merril produces 0.49 gm of polysaccharides per liter of culture broth in 8 days, and Phaseolus vulgaris L. produces 1.6 gm of polysaccharides per liter of culture broth in 21 days.
The conventionally utilized plant-tissue culture method, however, has a drawback in its extremely low rate of production. A strong desire has thus existed for the development of a plant-tissue culture method capable of a higher productivity.
In this situation, the present inventors have conducted extensive studies and found that a large amount of polysaccharides was produced by using plants belonging to the genus Polianthes L. as a plant source, and culturing the callus induced therefrom in a culture medium containing one or more plant hormones. The inventors further found that polysaccharides thus produced contained novel acidic heteropolysaccharides which were different from any polysaccharides which were conventionally known. Such findings have led to the completion of this invention.
Accordingly, one object of this invention is to provide a process for preparing an acidic heteropolysaccharide comprising culturing a callus induced from a plant belonging to the genus Polianthes L. in a culture medium containing one or more plant hormones and collecting the acidic heteropolysaccharide from the culture broth.
Another object of this invention is to provide an acidic heteropolysaccharide which comprises as its structural units arabinose, mannose, galactose, glucuronic acid, and xylose, with the following combination sequence and in the following ratio:
Aral —> : —> 3 Aral —> : Gal 1 —> —> 3 Man 1 —> : —> 4 GlcUA 1 —> : Xyl 1 —> = 2 3 1.6 - 2.4 : 1.2 - 2.0: 1.0-1.81: 1.4 - 2.2: 1.4 - 2.2 : 0.1 - 0.3; : and having a molecular weight of 1.0 x 10% - 2 x 107.
Still another object of this invention is to provide an agent for external application comprising the above- mentioned acidic heteropolysaccharide as a component.
The other object of this invention is to provide a detergent composition comprising the above-mentioned acidic heteropolysaccharide as a component.
.
Other and further objects, features, and advantages of the invention will appear more fully from the following description.
Fig. 1 is a drawing showing infrared spectrum of acidic heteropolysaccharides according to this invention, and Fig. 2 is a drawing showing 13¢ nmr spectrum of the same substance.
AND PREFERRED EMBODIMENTS
The production of polysaccharides according to this invention comprises using a plant belonging to Polianthes
L., culturing a callus induced from the plant in a culture medium containing one or more plant hormones, and collecting the polysaccharides from the culture broth.
A typical example of the plant belonging to Polianthes
L. is Polianthes tuberosa L. Portions of the organ or tissue of the plant such as the flower, stem, leaves, bulb, roots, or the like are used as the explant. Among the most desirable portions is a certain tissue of the flower.
The basal media employed for inducing the callus may be those conventionally employed in plant-tissue culturing, and include Murasige-Skoog medium, Linsmaier-Skoog medium,
Gamborg medium, White medium, Tuleeke medium, Nitsch &
Nitsch medium, or the like.
It is imperative that one or more plant hormones be added to these media. Examples of the plant hormones to be ne - : 26401 employed are auxins such as 2,4-dichlorophenoxyacetic acid (2,4-D), a-naphthaleneacetic acid (NAA), and indoleacetic : acid (IAA), indolebutylic acid (IBA), cytokinins such as furfurylaminopurine (kinetin), benzyladenine (BA), and dimethylallylaminopurine (2iP), and the like. Good results are obtained by the independent use of 2,4-D, or the combined use of NAA and BA, or NAA and kinetin. The concentrations of hormones required for inducing the callus are 5 x 107% = 1 x 10”7 M for 2,4-D, when it is employed independently, and 5 x 1074 - 1 x 1077 M for NAA, when employed in combination with BA or kinetin, wherein BA and kinetin are used at a concentration of 1 x 107% - 1 x 1077 u respectively.
In addition to the basal medium and the plant hormones; sugars are added to the culture medium as a carbon source for inducing the callus. Sugars that can be employed for this purpose include glucose, fructose, mannose, xylose, sucrose, rhamnose, fucose, starch, and the like. Among these, the most typically used sugar is sucrose.
Although either solid or liquid culture medium can be employed for inducing the callus, the usually employed medium is the solid one.
The callus thus induced can be subcultured over more than 10 generations, while maintaining the same form in the same medium in which it was originally induced. Culture media employed for subculturing are those containing
Linsmaier-Skoog medium or Murasige-Skoog medium as a basal medium; 2,4-D at a concentration of 1 x 1074 - 1x 1077 M, or the combination of NAA and BA, both at a concentration of l x 10” - 1x 10-7 M as plant hormones; and glucose, fructose, mannose, xylose, sucrose, rhamnose, fucose, starch, or the like, most desirably, sucrose, at 1 - 6% based on the culture medium, as a carbon source.
For the production of polysaccharides from the callus, the callus is cultured in a solid medium such as an agar medium or in a liquid medium. Culturing in a liquid medium is generally more desirable.
As a basal medium, Murasige-Skoog medium, Linsmaier-
Skoog medium, Gamborg medium, White medium, Tulecke medium,
Nitsch & Nitsch medium, or the like, is employed. Among these, the most desirable media are Murasige-Skoog medium and Linsmaier-Skoog medium.
The kind and concentration of the plant hormones is related to the productivity of the polysaccharides. The kinds of the plant hormones employed are auxins such as 2,4-
D, NAA, IAA, and IBA; cytokinins such as kinetin, BA and 2iP; and gibberellins such as gibberellin Aj (GA3). Among these, the independent use of 2,4-D or NAA, Or the use of
NAA and BA or kinetin in combination, is desirable for obtaining better results. The concentration of hormones is, x 10% - 1 x 1077 M, preferably 5 x 10-5 - 5 x 107% M for the independent use of 2,4-D or NAA, and for the combined use of NAA and BA or kinetin, the NAA’'S concentration of 1 x 10-4 - 1 x 1077 M, preferably 1 x 10-4 - 5 x 107% M, and the concentration of BA or kinetin of 5 Xx 107° - 1 x 10~9 M,
preferably 1 x 107% - 5 x 1077 M, are used.
Glucose, fructose, mannose, xylose, sucrose, rhamnose, fucose, starch, or the like, is used as a carbon source.
The kind of carbon source employed does not have any great effect on the production of the polysaccharides, and sucrose is most usually used. Although there is no significant relationship between the concentration of the carbon source and the amount of polysaccharides produced, the generally desirable concentration of the carbon source is 1 - 6%.
There is no specific limitation to the conditions of the culturing. It is usually desirable, however, to carry out the culturing by shake method at a temperature of 20 - 30°C for 15 - 30 days.
Polysaccharides are collected from the culture broth thus obtained by subjecting the culture broth to centrifugation or filtration to separate the cells therefrom, and condensing using a rotary evaporator or the like. Ethanol is then added to the condensate to obtain a precipitate, which is freeze-dried to give crude polysaccharides.
The polysaccharides precipitate thus prepared is purified by a method conventionally utilized for purifying a polysaccharide. For example, the crude polysaccharides are dissolved in water, centrifuged to completely eliminate the insoluble portions, and then subjected to dialysis, ion- exchange, or the like means of purification.
The purified polysaccharides thus prepared contain novel heteropolysaccharides. when the purified polysaccharides are hydrolyzed using 2 N HyS0, aqueous solution at 100°C for 8 hours, subjected to thin-layer chromatography using an eluent of ethyl acetate/pyrimidine/acetic acid/water at a ratio of 5 : 5 3 1 : 3, and colored by means of an aniline/diphenylamine/acetone/phosphoric acid reagent, arabinose, mannose, galactose, glucuronic acid, and xylose are detected. Analysis of this polysaccharide by gas chromatography also confirms the existence of arabinose, mannose, galactose, glucuronic acid, and xylose as constituent sugars. Gas chromatography analysis of this polysaccharide after methylation by Hakomori method and hydrolysis revealed that the substance has the following sequence of combination in the following ratio of each component:
Aral —> : —> 3 Ara 1 —> : Gal 1 —> : —> 3 Man 1 —> : —> 4 GlcUA 1 —> 3 Xyl 1 —> = 2 3 16 - 2.4: 1.2 -2.0:1.0-1.82:1.4-2.2: 1.4 - 2.2 : 0.1 - 0.3
Also, it was found that 0 - 50% of the carboxylic group of uronic acid is present as the methyl ester. In addition, the polysaccharides of this invention are identified as acidic in nature because of their absorption by cation-
exchange resins. Analysis by high performance liquid chromatography using TSK Gel 4000PW, 5000PW, and 6000PW column (Trade Names, manufactured by Toyo Soda Co., Ltd.) revealed that the molecular weight of this substance is 1.0 x 10% - 2.0 x 107.
The acidic heteropolysaccharides have the following physicochemical characteristics.
Solubility:
Soluble in water, and insoluble in ethanol, ether, and acetone.
Color Reaction:
Anthrone reaction: positive
Carbazole reaction: positive
Erson-Morgan’s reaction: negative
Color and Form:
Those precipitated from ethanol are white or gray-white powder. Those purified by dialysis, ion-exchange, and freeze-dried are white in color and cotton-like or fibrous in form.
Specific rotation: [oP t+ 0 - +20 (C = 1.0 in an aqueous solution)
Infrared Spectrum:
Shown in Fig. 1.
NMR Spectrum: 13¢c nmr spectrum is shown in Fig. 2 (eluent: D0; tube: mm; internal standard: dioxane).
The acidic heteropolysaccharides of this invention have the following recurring unit: ——> 4)-p§-D-GlcUA(1l —> 2)-a-D-Man(l —> o> “oN 3 3 } ; wherein R is either of the following:
L - Ara 1 —> (1)
D - Gal (1 —> 3) Ara 1 —> (2)
D - Gal 1 (3)
L - Ara (1 —> 3) - L - Ara 1 —> (4)
Xyl 1 —> (5) and wherein the ratio of these elements is: (1) + (2) = (3) : (4) ¢ (5) = 1.2 - 1.6 : 0.8 - 1.2: 0.4 - 0.8 + 0.4 - 0.8: 0.05 - 0.15
It is evident that the acidic heteropolysaccharides of this invention are novel in the art from their comparison with other polysaccharides. Specifically, there are known polysaccharides in the art which have the glucuronomannan structure [—> 2)-a-D-Man-(1 —>4)-p -D-GlcUA-(1 —> 1, contained in the acidic heteropolysaccharides of this invention. These polysaccharides are obtained from Drosera capensis (Channe et al., Carbohydr. Res., 113, 113 - 124, 1983), from Drosera binata (Channe et al., Phytochemistry, vol. 21, No. 9, 2297 - 2300, 1982), and from culture cells of Nicotiana tabacum (Mori et al., Carbohydr. Res., 91, 49 - 58, 1981; Akiyama et al, Agric. Biol. Chem., vol. 48, No. 2,
: . . 403 - 407, 1984), etc. Polysaccharides obtained from
Drosera capensis and Drosera binata, however, are distinctly different from acidic heteropolysaccharides of this invention in that they have -2 Man 1- and -4 GlcUA 1- as their major bonds, and do not have -3 Ara 1-. The polysaccharide obtained from Nicotiana tabacum is also distinctly different from the acidic heteropolysaccharides of this invention. Specifically, it does not have the -3 Ara 1- bond as its major bond, according to the report by Channe et al; and according to the report by Akiyama et al., it has -4 GlcUA 1-, -2 Man 1- , and -5 Ara 1- as its major bonds, and again, does not have -3 Ara 1-. The acidic heteropolysaccharides of this invention are therefore novel polysaccharides which differ from any other polysaccharides conventionally known in the art.
The acidic heteropolysaccharides prepared according to the process of this invention have a variety of applications. For example, they can be used as a viscosity increasing agent, gelatinization agent, foam stabilizing agent, suspension or emulsion stabilizing agent, film forming agent, adhesives, bioactive agent, and the like.
Typical of such applications, agents for external application and detergent compositions, are hereinafter illustrated by way of examples. In the description given hereinbelow, the "acidic heteropolysaccharides" of this invention" are from time to time referred to simply as "polysaccharides".
: (1) Composition for external application:
The compositions for external application purpose can be grouped into medicines for skin application and cosmetics. The polysaccharides are formulated in the medicines for skin application in the amount of 0.0001 - 10% by weight ("% by weight" is hereinafter simply desgnated as "$"), and preferably 0.001 - 5%. If the amount is less than 0.0001%, the effect of this substance is not sufficiently exhibited. Various ointments containing medicinal ingredients are typical examples of the skin medicines.
They may be those containing either oil-base substances, Or oil-in-water- or water-in-oil-type emulsion base materials.
There is no specific restriction as to the kinds of medicinal ingredients applicable. Analgestics, antiphlogistics, itchy killers, germicides, disinfectants, astringents, skin softeners, hormones, and the like may be employed as appropriate.
As for the cosmetics, the invented cosmetics may take various forms, such as oil-in-water- or water-in-oil-type cosmetics, creams, milky lotions, lotions, oily cosmetic, lip sticks, foundation, hair tonics, hair liquid or creams, hair growth agents, trichogens, and the like. 0il ingredients which are suitably employed for preparing these agents for external applications are, for example, hydrocarbons such as liquid paraffin, paraffin wax, ceresine, squalane, and the like; waxes such as bees wax, sperm oil, carnauba wax, and the like; oils and fats of natural origin such as olive oil, camellia oil, jojoba oil,
) — —_— lanolin, and the like; silicone oil; fatty acids; higher alcohols; esters obtained from fatty acids and higher alcohols; and the like.
Surface active agents to be formulated in the agents for external application of this invention include polyoxyethylenealkyl ether, polyoxyethylene fatty acid ester, polyoxyethylenesorbitan fatty acid ester, polyoxyethylenesorbitol fatty acid ester, alkyl sulfate of polyoxyethylene hydrogenated castor oil, alkyl sulfate of polyoxyethylene, alkyl phosphate, polyoxyethylenealkyl phosphate, alkali metal salt of fatty acid, sorbitan fatty acid ester, glycerol fatty acid ester, and the like. In addition, various optional ingredients may be formulated in the agents for external application of this invention.
Examples of such ingredients are viscosity adjusting agents, including polymeric compounds such as polyvinyl alcohol, carboxyvinyl polymers, carboxymethyl cellulose, polyvinyl pyrrolidone, hydroxyethyl cellulose, and methyl cellulose; naturally occurring gums such as gelatin and tragacanth gum; alcohols such as ethanol and isopropanol; humectants including propylene glycol, glycerol, 1,3-butylene glycol, dipropylene glycol, sorbitol, lactic acid, sodium lactate, sodium pyrrolidone carboxylate, and the like; and antiseptics including paraoxybenzoic acid ester, benzoic acid, sodium benzoate, sorbic acid, sodium sorbate, phenoxy ethanol, and the like. (2) Detergent composition
The detergent compositions of this invention may be either in solid, liquid, or cream form.
Typical detergents include shampoos, cleansing foams, body shampoos, soap cakes, and the like.
To the detergent compositions comprising the polysaccharides of this invention, surface active agents are compounded in the amount of 50 - 99% for the compositions of the solid form, and 2 - 50% for the compositions of the liquid form or cream type.
The amount of the polysaccharides of this invention to be added to the detergent composition is 0.001 - 10 parts by weight, and preferably 0.01 - 5 parts by weight, per 100 parts by weight of the surface active agents.
With an amount of less than 0.001 parts by weight, it is difficult to impart the intended effect of the substance to the detergent composition.
On the other hand, the addition in excess of parts by weight is difficult in view of maintaining the compatibility of this substance with other ingredients. surface active agents that can be compounded to the detergent composition of this invention are any surface active agents conventionally used.
These include anionic surface active agents such as alkylbenzene sulfonate, alkyl or alkenyl ether sulfate, alkyl or alkenyl sulfate, a -olefin sulfonate, salt of a higher fatty acid (for soap cakes), alkyl or alkenyl ether carboxylic acid, salt or ester of a- sulfofatty acid, amino acid-type surface active agents, and phosphate-type surface active agents; amphoteric surface active agents such as betaine, amidobetaine, sulfobetaine, hydroxysulfobetaine, amidoamino acid, and imidazoline-type surface active agents; nonionic surface active agents such as polyoxyethylenealkyl ether, polyoxyethylenealkyl ester, higher alcohol ether of polyglycerol, higher fatty acid ester of polyglycerol, alkylpolysaccharide, amine oxide, fatty acid alkylol amide; and cationic surface active agents such as monoalkyl ammonium salt, and the like.
Beside the essential ingredients mentioned above, various optional ingredients which are generally used in the conventional detergent compositions may be formulated into the detergent composition of this invention. Such optional ingredients include solvents such as water and lower alcohols, powders, oils, humectants, viscosity increasing agents, pH adjusting agents, antiseptics, antioxidants, vehicles, coloring materials, perfumes, any appropriate medicinal agents, and the like. They must, of course, be used to the extent and in the range which do not impair the effect of the invented detergent composition.
According to the present invention it is possible to : prepare polysaccharides derived from plants, which have heretofore only been produced by extracting or tapping from naturally grown plants, by means of the plant-tissue culture method. This eliminates the requirement for a large field for preparing the polysaccharides and overcomes the greatest drawback of natural source, and price fluctuation due to changes in climatic conditions.
Also, the polysaccharides prepared according to this invention have excellent characteristics, and impart good moisturizing effects and a smooth, satisfying feeling upon use. When formulated in detergents, they produce remarkable improvement in a clean, rich feeling upon use.
Other features of the invention will become apparent in the course of the following description of the exemplary embodiments which are given for illustration of the invention and are not intended to be limiting thereof.
Example 1
Comparison of productivity of polysaccharides by liquid : culture of the tuberosa callus and the callus of other plants: (a) Callus Induction:
A bud of tuberose 2 - 7 days before blossoming was taken, and sterilized in 70% ethanol for 1 minute and in 1% aqueous solution of sodium hypochlorite for 10 minutes, and then washed with sterilized water. The sterilized explant was cut into a suitable size and inoculated into a medium for callus induction. A tuber of an allium was sterilized in the same manner, its exodermis was removed, and the tuber was cut into pieces of a suitable size. The cut pieces were inoculated into a medium for callus induction. Tobacco was also sterilized in the same manner as applied to tuberose, and inoculated into a medium for callus induction. As for soybeans, the seeds were sterilized in 70% ethanol for 1 minute and in a 1% aqueous solution of sodium hypochlorite for 20 minutes, and then washed with sterilized water. The sterilized seeds were aseptically germinated and left to grow for 10 days until the embryonic axes had grown as high as 1 cm, whereupon the cotyledons and embryonic axes were cut from the germ-free seedings. The cotyledons and embryonic axes were than inoculated into a medium for callus induction.
Linsmaier-Skoog medium containing 0.8% agar was used for the basal callus induction medium. The plant hormones used were 10~2 M NAA as auxin, and 10"% M BA as cytokinin.
Sucrose in the amount of 3% based on the amount of the medium was added as the carbon source. After having been adjusted to pH 5.7 by 0.1 N KOH, the medium was sterilized for 15 minutes at 1.2 atmospheres. The cultivation was ‘ carried out under irradiation of electric light at a temperature of 25 + 1°C. Upon cultivation for 30 - 60 days calluses were found to have been induced from each explant. (b) Subculture of callus:
Each callus induced in (a) above was subcultured in the same medium as used for the callus induction under the same conditions. The callus was translated into a fresh medium once every 30 days. (c) LIguid culture:
Liquid Shake culture was carried out using the callus which had been cultured for 10 generations as in (b) above and the liquid medium having the same composition as the medium used in the subculture. Eighty (80) ml of medium was used in each 200 ml Erlenmyer flask. Into this medium 2 gm
(fresh weight) of callus was inoculated, and was shake- cultured at a rotation of 120 rpm and at 25 + 1°C for 30 days. (d) Preparation of polysaccharide:
Cells were removed from the culture broth obtained in (c) above by centrifugation or filtration, and the filtrate was condensed by rotary evaporator. To this condensate was added 3 folds in volume of ethanol, and the mixture was left to stand at 5°C for 24 hours to obtain a precipitate, which was collected by means of centrifugation, washed with 70% ethanol, and freeze-dried to eliminate the water therefrom.
In the above procedure, extracelluler polysaccharides were prepared from 4 kinds of calluses. As shown in Table \ 1, the amount of polysaccharide produced by tuberose callus, 1.91 gm/1/30 days, is much higher than that produced by other calluses.
Table 1
Production amount of extracelluler polysaccharides by calluses originated from different plants
Kind of callus Amount of polysaccharide produced (gm/1/30 days) tuberose 1.19 tobacco 0.66 soy bean 0.85 garlic 0.39
Among the polysaccharides thus produced, those originating from tuberose have the following characteristics:
Appearence: white - gray white powder
Sugar content (by phenol/sulfuric acid method and carbasol method) : 80% (of which uronic acid is 25%)
Composing sugar: arabinose : mannose : galactose : xylose = 10 : 5 + 4 : 1
Protein content : < 2%
Water content : < 5%
Molecular weight : 10,000 - 20,000,000
Example 2
Amount produced by different kinds of plant hormones:
Cultivation of tuberose callus with different kinds of plant hormones was conducted. The tuberose callus prepared in Example 1 was transplanted into liquid culture media each comprised of Linsmaier-Skoog medium. The Linsmaier-Skoog media contained 1073 M NAA + 10-6 M BA, 102 M 2,4-D, 10-3 M
NAA, 10™2 M IAA, and 10-5 M IBA. The cultivation was carried out under the same conditions as described in
Example 1 (c). The quantity of medium used was 30 ml per 100 ml Erlenmyer flask. The polysaccharides were collected in the same method as described in Example 1.
As shown in Table 2, the production increased in the order of 2,4-D, NAA, NAA + BA, IBA, IAA. Among these, 2,4-D attained an especially high productivity of 3.60 gm/1/30 days.
Table 2
Kinds of plant hormones vs. production of polysaccharides by tuberose calluses
Plant Amount of polysaccharide produced hormones (gm/1/30 days)
NAA (107° M) 2.65
IAA (107° M) 1.01
IBA (107° M) 1.25 2,4-D (1073 M) 3.60
NAA (1073 M) + BA (107° M) 1.91
Example 3
Concentrations of 2,4-D and NAA + BA, and production of polysaccharides:
Tuberose callus was cultured in varying concentrations of plant hormones. Tuberose callus prepared according to the methods described Example 1 (a) and (b) was transplanted into liquid culture media comprised of Linsmaier-Skoog medium containing plant hormones with varying concentrations, i.e., 5 Xx 1074 to 1 x 10-6 M for 2,4-D,
Lx 10-4 to 1 x 1075 M of NAA and 1 x 1075 M to 1 x 1077 M of BA for the NAA and BA combination. The media were cultured under the same conditions as described in Example 1 (c). Polysaccharides were collected according to the procedure as described in Example 1 (d). As seen from Table 3, in cultivation at concentrations of 2,4-D in the range of x 107% to 1 x 1076 M, the polysaccharides production is high at the concentrations of 5 x 107° - 5 x 10-0 M, and is exceptionally high (3.41 gm/1/30 days) at the concentration of 1 x 107° M. As for the combined use of NAA and BA, as shown in Table 4, polysaccharides production was highest at 1 x 100% M NAR + 1 x 1073 M BA.
Table 3
Concentration of 2,4-D vs. production of polysaccharides by tuberose calluses -—
Concentration Amount of polysaccharide produced of 2,4-D (M) (gm/1/30 days) x 1074 uM 1.26 1 x 107% uM 1.53 5 x 107° M 2.73 1 x 107° M 3.41 5 x 1070 u 1.90 1x 107% um 0.75 : —-—
Table 4
Concentrations of NAA and BA vs. production of polysaccharides by tuberose calluses ———
Concentration Concentration of NAA 1 x 100° M 1 x 107 1 x 107° M ee 1x 107% M 3.27 1.82 0.38 1 x 107% M 2.53 1.90 0.76 1x 107" nu 2.14 2.11 0.51 -
Amount of polysaccharide produced (gm/1/30 days)
Example 4
Separation of acidic heteropolysaccharides from tuberose polysaccharides:
Tuberose polysaccharides weighing 2 gm, which were prepared according to the method in Example 1, were dissolved in 400 ml of water and dialyzed for 24 hours using a cellulose tube for dialysis (manufactured by Union Carbide
Corp.). The internal fluid was passed through a Sephadex A- (CH3COO™ type manufactured by Pharmacia Co.) column (length: 70 cm; diameter: 6 cm), which was then washed with 2 liters of water, and the intended substances were eluted with 0.5 M acetic acid buffer solution (pH 6.0). The eluted fractions were condensed and dialyzed using the same cellulose tube as used in the above dialysis. 'The internal fluid was again condensed, and freeze-dried to obtain 1.5 gm of acidic heteropolysaccharides having the same physicochemical characteristics mentioned above.
The major peaks in the 13¢ NMR spectrum in ppm of this substance were as follows: 174.8, 170.9, 108.8, 103.9, 103.2, 102.5, 98.9, 85.5, 84.9, 84.4, 82.7, 81.7, 79.5, 78.9, 77.6, 77.2, 76.8, 75.9, 74.8, 74.4, 73.6, 71.8, 69.4, 66.5, 64.9, 64.4, 62.5, 61.7, 60.8, 54.4.
Example 5 Lotions
Lotions of the following formulation were prepared according to the following method. The moisture retaining effect and the degree of satisfaction upon use of these lotions were evaluated. The results are shown in Table 5. (Formulation)
Invented Comparative lotion lotion (1) acidic heteropolysaccharides 0.5% - (prepared from tuberose in
Example 1) (2) 1,3-butylene glycol 2.5% 2.5% (3) glycerol (86%) 0.5% 0.5% (4) polyoxyethylene hydrogenated 0.5% 0.5% castor oil (EO 40) (5) lactic acid 0.05% 0.05% (6) sodium lactate 0.7% 0.7% (7) ethanol 7.0% 7.0% (8) methyl paraben 0.1% 0.1% (9) perfume 0.05% 0.05% (10) purified water 88.1% 88.6% (Preparation)
Ingredients (1), (2), (3), (5), and (6) were added to purified water at an elevated temperature, and then cooled to room temperature. To this solution were slowly added ingredients (4), (8), and (9), which were dissolved in ethanol, and the obtained solution was filtered to give the lotion as a filtrate. (Evaluation of moisture retention)
In order to evaluate the moisture retaining effect of the invented and comparative lotions prepared in the above, these products were applied to the forearm of the subjects in an amount each of 20 pl/4 ert . After 1 hour, the water content in the horny layer was measured (N = 5; the instrument used: SKICON-200 manufactured by IBS Co.). (Organoleptic evaluation)
Organoleptic evaluation of the invented lotion and comparative lotion, in terms of their smoothness on use, consistency of the smoothness, stickiness, and dampishness, was conducted using 20 women aged 20 - 35. The results are shown in Table 6, in which the values designate the percentage of the number of women who favorably responded to each of the evaluation items. (Results) (1) Moisture retention
Table 5
Relative value of water
Lotion applied content of horny layer
Control 1.00
Invented lotion 1.62
Water content of the body portion to which the invented lotion was applied was indicated as being higher than that to which the comparative lotion was applied. This confirms the high moisture retaining effect of the lotions to which the polysaccharides originated from tuberose is formulated.
(2) Organoleptic evaluation
Table 6
Invented Comparative lotion lotion
Smoothness on use 100 0
Persistence of the 90 5 smoothness
Stickiness 35 20
Dampishness 60 15
The invented lotions into which the polysaccharides originated from tuberose were formulated exhibited remarkable smoothness on use and persistence. In addition, the lotion provided excellent dampishness to users, and yet was less sticky.
Example 6 Milky Lotion
A milky lotion of the following formulation was prepared according to the following method. (Formulation)
Ingredients Proportion (%) (1) liquid paraffin 4.0 (2) sgualane 4.0 (3) cetanol 0.5 (4) stearic acid 1.5 (5) sorbitan monooleate 1.0 (6) polyoxyethylenesorbitan monooleate 1.0 (EO 20) (7) glycerol momostearate 0.5
(8) ethyl paraben 0.2 (9) glycerol 3.0 (10) 1,3-butylene glycol 5.0 (11) acidic heteropolysaccharides 0.3 (Prepared in Example 1 from tuberose) (12) perfume 0.05 (13) purified water 78.95 (Preparation) 0il phase components (1) - (8) and (12) were heated and mixed until dissolved, and maintained at 70°C. Ingredients (9) - (11) were dissolved in purified water at an elevated temperature to obtain the water phase, which was slowly added to the oil phase and emulsified. The emulsion was gradually cooled to give the milky lotion.
Example 7 Cream
A cream of the following formulation was prepared according to the following method. (Formulation)
Ingredients Proportion (%) (1) petrolatum 8.0 (2) lanolin 2.0 (3) squalane 20.0 (4) cetanol 5.0 (5) glycerol momostearate 2.0 (6) polyoxyethylenesorbitan monolaurate 2.0 (EO 20) (7) ethyl paraben 0.2
(8) acidic heteropolysaccharides 0.5 (Prepared in Example 1) (9) glycerol (86%) 5.0 (10) 1,3-butylene glycol 5.0 (11) perfume 0.1 (12) purified water 50.2 ee —————— ee (Preparation) 0il phase components (1) - (7) and (11) were heated and mixed until dissolved, and maintained at 70°C. Ingredients (8) - (10) were dissolved in purified water at an elevated : temperature to obtain the water phase. The oil phase was added to the water phase while stirring. The resulting mixture was treated by homogenizer, and chilled to obtain the cream.
Example 8 Pack
A pack of the following formulation was prepared according to the following method. (Formulation)
Ingredients Proportion (%) (1) polyvinyl alcohol 18.0 (2) polyethylene glycol 2.0 (3) 1,3-butylene glycol 5.0 (4) acidic hetero polysaccharides 0.5 (Prepared in Example 1) (5) ethanol 8.0 (6) methyl paraben 0.1 (7) perfume 0.05 (8) purified water 66.35
(Preparation)
Ingredients (2), (3), (4) and (6) were added to purified water while stirring until dissolved. To this solution was added polyvinyl alcohol, and the mixture was heated and agitated, and then ethanol in which perfume was dissolved was added and the entire mixture was dissolved to give the pack.
Example 9 Essence
An essence of the following formulation was prepared according to the following method. (Formulation)
Ingredients Proportion (%) (1) acidic heteropolysaccharides 1.0 (Prepared in Example 1) (2) 1,3-butylene glycol 20.0 (3) glycerol (86%) 15.0 (4) polyethylene glycol 5.0 (5) polyoxyethylenehexadecyl ether 0.1 (EO 20) (6) citric acid 0.05 (7) sodium ¢itrate 0.5 (8) methyl paraben 0.2 (9) perfume 0.1 (10) purified water 58.05 (Preparation)
Ingredients (1) - (8) were dissolved in purified water, to which was added ingredient (9) and dissolved to give the essence.
Example 10 Face cleansers
Face cleansers of the following formulations were prepared according to the following method. Cleansing performance and the degree of satisfaction of the products were evaluated, the results of which are shown in Table 7. (Formulation)
Invented Comparative product product (1) lauryl phosphate 15.0% 15.0% (2) lauric acid 5.0% 5.0% (3) triethanolamine 23.0% 23.0% (4) propylene glycol 5.0% 5.0% (5) distearic acid ethylene 3.0% 3.0% glycol (6) ethanol 10.0% 10.0% : (7) perfume 0.5% 0.5% (8) acidic heteropolysaccharides 1.5% - (Prepared from tuberose in
Example 1) (9) purified water © 37.0% 38.5% (Preparation)
Ingredient (3) was added to the mixed solution of ingredients (1), (4) and (9) at an elevated temperature. To this mixture was added ingredients (2), (5). (6), (7) and (8), and mixed while heating until dissolved. The solution was cooled to give the liquid face cleansers.
(Evaluation)
Evaluation of the invented and comparative products concerning the items listed in Table 7 was conducted using women aged 20 - 35. The resulting designate the percentage of the number of women who favorably responded to each of the evaluation items.
Table 7
Invented Comparative product product
Detergency 35 30
Lathering 20 25
Rinsing performance 15 25
Smoothness to the 100 0 skin on use
Satisfaction after use 70 10 (Dampishness)
The invented face cleanser into which the polysaccharides originated from tuberose were formulated did not exhibit any functional decrease in detergency, lathering property, or rinsing performance, which are inherently required characteristics of a detergent, and also provided good satisfactory feeling to the skin during and after use.
Example 11 Cleansing foam
A cleansing foam of the following formulation was prepared according to the following method.
(Formulation)
Ingredients Proportion (%) (1) lauryl phosphate 30.0 (2) lauric acid : 2.0 (3) propylene glycol 10.0 (4) distearic acid ethylene 3.0 glycol (5) antiseptic 0.3 (6) perfume 0.5 (7) sodium hydroxide 11.0 (8) acidic heteropolysaccharides 1.0 (Prepared from tuberose in
Example 1) (9) purified water 42.4 (Preparation)
To the heated mixed solution of ingredients (1), (3) and (9) was added ingredient (7), and then ingredients (2), (4), (5), (6) and (8) were addeed. The mixture was dissolved while heating, and cooled to give the cleansing foam.
The product provided smoothness and an excellent detergency on use. In addition it gave satisfaction after use without a rough, drawn out feeling.
Example 12 Shampoo
A shampoo of the following formulation was prepared according to the following method.
! (Formulation)
Ingredients Proportion (%) (1) sodium polyoxyethylene 16.0 lauryl sulfate (2) lauric acid diethanolamide | 4.0 (3) propylene glycol 2.0 (4) acidic heteropolysaccharides 2.0 (Prepared from tuberose in
Example 1) (5) perfume 0.5 (6) purified water | 75.5 (Preparation)
Ingredient (4) was added to purified water, followed by the mixture of ingredients (1), (2), (3) and (5), and heating and dissolving. The mixture thus obtained was cooled to give the shampoo.
The product provided a high degree of satisfaction on use in terms of the slipperiness of hair, lathering, and rinsing performance.
Example 13 Soap cake
A soap cake of the following formulation was prepared according to the following method.
(Formulation) -
Ingredients Proportion (%) (1) soap substrate 97.0 (2) titanium dioxide | 1.0 (3) acidic heteropolysaccharides | 1.0 (Prepared from tuberose in
Example 1) (4) perfume 1.0 (Preparation)
Ingredients (2), (3) and (4) were added to ingredient (1) and kneaded. The mixture was extruded by a plotter to provide a cake bar, which was cast into soap cakes.
The product produced smoothness on use with good lathering property and a high degree of detergency.
Example 14 Body shampoo
A body shampoo of the following formulation was prepared according to the following method. [ (Formulation)
Ingredients Proportion (%) (1) lauryl phosphate 10.0 (2) coconut oil fatty acid potassium salt 5.0 (3) lauric acid 5.0 (4) triethanolamine 15.0 (5) 1,3-butylene glycol 5.0 (6) distearic acid ethylene glycol 2.0 (7) ethanol 5.0 (8) perfume 0.5
(9) acidic heteropolysaccharides 1.5 (prepared from tuberose in
Example 1) (10) purified water 51.0 (Preparation)
To the heated mixture of ingredients (1), (5) and (10), was added ingredient (4), followed by ingredients (2), (3), (6) and (9), all of which were dissolved while heating. The solution thus obtained was cooled and ingredients (7) and (8) were finally added. This was then agitated until dissolved to produce the liquid body shampoo.
The product provided a high degree of satisfaction in terms of slipperiness during use and dampishness of the skin after use.
Obviously, numerous modifications and variations of the present invention are possible in light of the above teachings. It is therefore to be understood that the scope of the appended claims, the invention may be practiced otherwise than as specifically described herein.
Claims (13)
1. An acidic heteropolysaccharide which comprises as its structural units arabinose, mannose, galactose, glucuronic acid, and xylose, with the following combination sequence and in the following ratio: Aral —> : —> 3 Ara 1 —> : Gal 1 —> : —>3 Man 1 —> ¢ —> 4 GleUA 1 —> : Xyl 1 —> = 2 3
1.6 - 2.4 + 1.2 - 2.0 ¢ 1.0 - 1.8 + 1.4 - 2.2 :
1.4 - 2.2 +: 0.1 - 0.3; and which has a molecular weight of 1.0 x 10% - 2.0 x 107.
2. The acidic heteropolysaccharide as claimed in Claim 1, wherein said acidic heteropolysaccharide is collected from culture broth, in which a callus induced from a plant belonging to the genus Polianthes L. is cultured in a culture medium containing one or more plant hormones.
3. A process for preparing an acidic heteropolysaccharide comprising culturing a callus induced from a plant belonging to the genus Polianthes L. in a culture medium containing one or more plant hormones and collecting the acidic heteropolysaccharide from the culture broth.
4. The process for preparing an acidic heteropolysaccharide according to Claim 3, wherein the plant belonging to the genus Polianthes L. is Polianthes tuberosa
L.
5. The process for preparing an acidic heteropolysaccharide according to Claim 3, wherein the acidic heteropolysaccharide comprises as its structural units arabinose, galactose, mannose, xylose, and uronic acid.
6. An agent for external application comprising an acidic heteropolysaccharide which comprises as its structural units arabinose, mannose, galactose, xylose, and glucuronic acid, and which is induced from a plant belonging to the genus Polianthes L.
7. The agent for external application according to Claim 6, wherein the plant belonging to the genus Polianthes
L. is Polianthes tuberosa L.
8. The agent for external application according to Claim 6 or 7, wherein the acidic heteropolysaccharide is prepared by plant tissue culture method.
9. The agent for external application according to Claim 8, wherein the content of the acidic heteropolysaccharide is 0.0001 - 10% by weight.
10. A detergent composition comprising: an acidic heteropolysaccharide which comprises as its structural units arabinose, mannose, galactose, xylose, and glucuronic acid, and which is induced from a plant belonging to the genus Polianthes L., and a surface active agent.
11. The detergent composition according to Claim 10, wherein the plant belonging to the genus Polianthes L. is Polianthes tuberosa L.
12. The detergent composition according to Claim 10 or 11, wherein the acidic heteropolysaccharide is prepared by tissue culture method.
13. The detergent composition according to Claim 10, wherein the acidic heteropolysaccharide of 0.001 - 10 parts by weight is contained per 100 parts by weight of the surface active agent.
: v 26401 ABSTRACT OF THE DISCLOSURED A novel acidic heteropolysaccharide which comprises as its structural units arabinose, mannose, galactose, glucuronic acid, and xylose, at a specific ratio. The polysaccharide can be prepared by culturing a callus induced from a plant belonging to the genus Polianthes L. in a culture medium containing plant hormones. The polysaccharide can be used as a compoinent of agents for external application and detergents, and provides good moisturizing effects and a smooth, satisfying feeling upon use. When formulated in detergents, they produce remarkable improvement in a clean, rich feeling upon use.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PH38594A PH26640A (en) | 1987-03-09 | 1989-04-28 | Process for preparing polysaccharide |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63022621A JPS6410997A (en) | 1987-03-09 | 1988-02-02 | Polysaccharide and production thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
PH26401A true PH26401A (en) | 1992-07-02 |
Family
ID=12087902
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PH36612A PH26401A (en) | 1987-03-09 | 1988-03-09 | Polysaccharide |
Country Status (1)
Country | Link |
---|---|
PH (1) | PH26401A (en) |
-
1988
- 1988-03-09 PH PH36612A patent/PH26401A/en unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5032311A (en) | Detergent composition containing polianthes L-derived acidic heteropolysaccharide | |
DE3750733T2 (en) | Process for the production of hyaluronic acid, bacterial strains required therefor and cosmetic composition which contains hyaluronic acid. | |
JP5108025B2 (en) | Extract obtained from orchidaceae plant, method for producing the same, and skin external preparation containing extract obtained from orchidaceae plant | |
WO1999041288A1 (en) | Sulfated saccharides | |
JPS6037086B2 (en) | cosmetics | |
EP0735049B1 (en) | Humectant, antistatic agent, dispersant and film-forming agent having polysaccharide as active principle, preparation process of polysaccharides, and Klebsiella strain | |
JPH03193712A (en) | Cosmetic | |
JP3577146B2 (en) | External preparation composition | |
PH26401A (en) | Polysaccharide | |
JP6246474B2 (en) | Polysaccharide, skin barrier function improving agent and skin moisturizer | |
CN109498520A (en) | Desquamation compositions, shampoo and preparation method thereof | |
JPH01213213A (en) | External preparation composition | |
JPH1025234A (en) | Cosmetic | |
KR970002042B1 (en) | Detergent composition | |
US20040136938A1 (en) | Composition of vitamin c and/or vitamin a | |
JP2651588B2 (en) | Cleaning agent | |
JPH08301904A (en) | Humectant comprising polysaccharide as effective component and cosmetic preparation containing the same | |
JPH07233036A (en) | Composition of external agent | |
JPH06128566A (en) | Photooxidation inhibitor and dermal preparation containing same | |
JPH0840868A (en) | Cosmetic | |
JP3734222B2 (en) | External preparation for skin, cell activator, and antioxidant | |
JP2995506B2 (en) | How to stabilize polysaccharides | |
JPH05124949A (en) | Antiphotooxidant and skin medicine for external use containing the same blended therein | |
CN113171335A (en) | Polianthes tuberosa polysaccharide | |
JP2018024707A (en) | Skin barrier function-improving agent and skin moisturizing agent |