JP3568529B2 - 第１級アルコール基を有する多糖類壁のマイクロカプセルと，それを含有する組成 - Google Patents
第１級アルコール基を有する多糖類壁のマイクロカプセルと，それを含有する組成 Download PDFInfo
- Publication number
- JP3568529B2 JP3568529B2 JP51540393A JP51540393A JP3568529B2 JP 3568529 B2 JP3568529 B2 JP 3568529B2 JP 51540393 A JP51540393 A JP 51540393A JP 51540393 A JP51540393 A JP 51540393A JP 3568529 B2 JP3568529 B2 JP 3568529B2
- Authority
- JP
- Japan
- Prior art keywords
- polysaccharide
- microcapsules
- aqueous phase
- microspheres
- primary alcohol
- 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
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- 239000003094 microcapsule Substances 0.000 title claims abstract description 44
- 125000000075 primary alcohol group Chemical group 0.000 title claims abstract description 32
- 239000000203 mixture Substances 0.000 title claims description 14
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 110
- 239000005017 polysaccharide Substances 0.000 claims abstract description 110
- 150000004676 glycans Chemical class 0.000 claims abstract description 108
- 239000004005 microsphere Substances 0.000 claims abstract description 38
- 235000013305 food Nutrition 0.000 claims abstract description 23
- 239000002537 cosmetic Substances 0.000 claims abstract description 21
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 claims abstract description 10
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
- 239000008346 aqueous phase Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 22
- 239000004480 active ingredient Substances 0.000 claims description 18
- 240000008886 Ceratonia siliqua Species 0.000 claims description 13
- 235000013912 Ceratonia siliqua Nutrition 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 11
- 239000012071 phase Substances 0.000 claims description 10
- 238000004132 cross linking Methods 0.000 claims description 9
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- 239000000839 emulsion Substances 0.000 claims description 8
- -1 fatty acid ester Chemical class 0.000 claims description 8
- 238000000855 fermentation Methods 0.000 claims description 8
- 230000004151 fermentation Effects 0.000 claims description 8
- 230000008901 benefit Effects 0.000 claims description 7
- 239000003921 oil Substances 0.000 claims description 7
- 235000019198 oils Nutrition 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 239000004971 Cross linker Substances 0.000 claims description 6
- 229920002678 cellulose Polymers 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 229920000926 Galactomannan Polymers 0.000 claims description 5
- 239000001913 cellulose Substances 0.000 claims description 5
- 230000001747 exhibiting effect Effects 0.000 claims description 5
- 229920000856 Amylose Polymers 0.000 claims description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- 229920002581 Glucomannan Polymers 0.000 claims description 4
- 229920001525 carrageenan Polymers 0.000 claims description 4
- 235000010418 carrageenan Nutrition 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000012074 organic phase Substances 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 claims description 3
- LUEWUZLMQUOBSB-FSKGGBMCSA-N (2s,3s,4s,5s,6r)-2-[(2r,3s,4r,5r,6s)-6-[(2r,3s,4r,5s,6s)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2r,4r,5s,6r)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound O[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@@H](O[C@@H]2[C@H](O[C@@H](OC3[C@H](O[C@@H](O)[C@@H](O)[C@H]3O)CO)[C@@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O LUEWUZLMQUOBSB-FSKGGBMCSA-N 0.000 claims description 3
- 229920000945 Amylopectin Polymers 0.000 claims description 3
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 3
- 239000000084 colloidal system Substances 0.000 claims description 3
- 229940046240 glucomannan Drugs 0.000 claims description 3
- 229920000591 gum Polymers 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000679 carrageenan Substances 0.000 claims description 2
- 229940113118 carrageenan Drugs 0.000 claims description 2
- 125000006159 dianhydride group Chemical group 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 125000000541 dios-O-yl group Chemical group 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 239000002480 mineral oil Substances 0.000 claims description 2
- 239000003495 polar organic solvent Substances 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
- 239000008158 vegetable oil Substances 0.000 claims description 2
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 2
- 239000008186 active pharmaceutical agent Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000008406 cosmetic ingredient Substances 0.000 claims 1
- 239000005417 food ingredient Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 18
- 239000004615 ingredient Substances 0.000 abstract 1
- 239000002775 capsule Substances 0.000 description 13
- 239000003814 drug Substances 0.000 description 11
- 241000196324 Embryophyta Species 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 241001465754 Metazoa Species 0.000 description 6
- 150000003138 primary alcohols Chemical class 0.000 description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 5
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 235000010980 cellulose Nutrition 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
- 238000004090 dissolution Methods 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 2
- 229920002683 Glycosaminoglycan Polymers 0.000 description 2
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000003158 alcohol group Chemical group 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 2
- 244000247812 Amorphophallus rivieri Species 0.000 description 1
- 235000001206 Amorphophallus rivieri Nutrition 0.000 description 1
- 239000004382 Amylase Substances 0.000 description 1
- 102000013142 Amylases Human genes 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- STUSTWKEFDQFFZ-UHFFFAOYSA-N Chlordimeform Chemical compound CN(C)C=NC1=CC=C(Cl)C=C1C STUSTWKEFDQFFZ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 244000303965 Cyamopsis psoralioides Species 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- 244000194101 Ginkgo biloba Species 0.000 description 1
- 235000008100 Ginkgo biloba Nutrition 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 229920002752 Konjac Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 241000233855 Orchidaceae Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 101800000789 Protease-polymerase p70 Proteins 0.000 description 1
- 101800000786 Protease-polymerase p76 Proteins 0.000 description 1
- VYGQUTWHTHXGQB-UHFFFAOYSA-N Retinol hexadecanoate Natural products CCCCCCCCCCCCCCCC(=O)OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-UHFFFAOYSA-N 0.000 description 1
- 241000206572 Rhodophyta Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000005189 alkyl hydroxy group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019418 amylase Nutrition 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 108010045569 atelocollagen Proteins 0.000 description 1
- FYXKZNLBZKRYSS-UHFFFAOYSA-N benzene-1,2-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C(Cl)=O FYXKZNLBZKRYSS-UHFFFAOYSA-N 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
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- 239000000872 buffer Substances 0.000 description 1
- IRXBNHGNHKNOJI-UHFFFAOYSA-N butanedioyl dichloride Chemical compound ClC(=O)CCC(Cl)=O IRXBNHGNHKNOJI-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 231100000433 cytotoxic Toxicity 0.000 description 1
- 230000001472 cytotoxic effect Effects 0.000 description 1
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 1
- WMPOZLHMGVKUEJ-UHFFFAOYSA-N decanedioyl dichloride Chemical compound ClC(=O)CCCCCCCCC(Cl)=O WMPOZLHMGVKUEJ-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
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- 239000000178 monomer Substances 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 231100000286 mucous membrane, eye irritation or corrosion testing Toxicity 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001206 natural gum Polymers 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
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- 235000010987 pectin Nutrition 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
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- 230000035484 reaction time Effects 0.000 description 1
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- 150000008163 sugars Chemical class 0.000 description 1
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- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/30—Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
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- A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
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- A61K8/678—Tocopherol, i.e. vitamin E
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- A—HUMAN NECESSITIES
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
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- A61K8/732—Starch; Amylose; Amylopectin; Derivatives thereof
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- 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
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- 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
- A61K8/9771—Ginkgophyta, e.g. Ginkgoaceae [Ginkgo family]
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- 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
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
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- 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
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9794—Liliopsida [monocotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5089—Processes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Botany (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Dermatology (AREA)
- Molecular Biology (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- General Preparation And Processing Of Foods (AREA)
- Jellies, Jams, And Syrups (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9202912A FR2688422A1 (fr) | 1992-03-11 | 1992-03-11 | Microcapsules a parois en polysaccharides contenant des fonctions alcools primaires, et compositions en contenant. |
| FR92/02912 | 1992-03-11 | ||
| PCT/FR1993/000237 WO1993017784A1 (fr) | 1992-03-11 | 1993-03-10 | Microcapsules a parois en polysaccharides contenant des fonctions alcools primaires, et compositions en contenant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH07508208A JPH07508208A (ja) | 1995-09-14 |
| JP3568529B2 true JP3568529B2 (ja) | 2004-09-22 |
Family
ID=9427587
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP51540393A Expired - Lifetime JP3568529B2 (ja) | 1992-03-11 | 1993-03-10 | 第１級アルコール基を有する多糖類壁のマイクロカプセルと，それを含有する組成 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5562924A (enExample) |
| EP (1) | EP0630287B1 (enExample) |
| JP (1) | JP3568529B2 (enExample) |
| KR (1) | KR100277602B1 (enExample) |
| AT (1) | ATE143830T1 (enExample) |
| CA (1) | CA2131530A1 (enExample) |
| DE (1) | DE69305328T2 (enExample) |
| FR (1) | FR2688422A1 (enExample) |
| WO (1) | WO1993017784A1 (enExample) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69426863T2 (de) * | 1993-12-15 | 2001-09-27 | National Starch And Chemical Investment Holding Corp., Wilmington | Verwendung von Öl adsorbierenden natürlichen Polymeren in kosmetischen und pharmazeutischen Anwendungen |
| FR2725620A1 (fr) * | 1994-10-14 | 1996-04-19 | Coletica | Principe actif bifonctionnel, son procede de preparation, et ses applications en pharmacie, en cosmetique ou en agroalimentaire |
| US5690961A (en) * | 1994-12-22 | 1997-11-25 | Hercules Incorporated | Acidic polysaccharides crosslinked with polycarboxylic acids and their uses |
| DE19712978A1 (de) * | 1997-03-27 | 1998-10-01 | Henkel Kgaa | Chitosanmikrosphären |
| FR2765496B1 (fr) * | 1997-07-03 | 1999-09-24 | Rosanne Raynal | Microbilles appelees capsules a coeur polymerique capables de transporter des molecules, des principes actifs et/ou des cellules. |
| US6685965B1 (en) * | 1997-10-22 | 2004-02-03 | Industria E Comercio De Cosmeticos Natura Ltda. | Process for stabilizing levogyre ascorbic acid (laa), a stable aqueous laa composition, a process for preparing a stable topical solution, an emulsion, a vitamin product, and a method for cosmetic, pharmaceutical or nutritional treatment |
| FR2777193B1 (fr) * | 1998-04-14 | 2001-06-08 | Coletica | Particule a groupement hydroxamique chelatante d'ions metalliques et leur utilisation en cosmetique ou en pharmacie |
| FR2780901B1 (fr) * | 1998-07-09 | 2000-09-29 | Coletica | Particules, en particulier micro- ou nanoparticules de monosaccharides et oligosaccharides reticules, leurs procedes de preparation et compositions cosmetiques, pharmaceutiques ou alimentaires en contenant |
| KR20000011247A (ko) * | 1998-07-23 | 2000-02-25 | 김윤 | 다당류를이용한대장선택성약물전달조성물및약학제제 |
| AU1908500A (en) * | 1998-11-30 | 2000-06-19 | Hercules Incorporated | Controlled release carbohydrate embedded in a crosslinked polysaccharide |
| RU2005103833A (ru) * | 2002-07-15 | 2005-10-10 | Сименс Акциенгезелльшафт (DE) | Способы и устройства для кодирования/декодирования структурированных документов, в особенности xml-документов |
| ES2221530B1 (es) * | 2002-07-19 | 2006-02-16 | Universidad De Santiago De Compostela | Nanoparticulas para la administracion de ingredientes activos,procedimiento para la elaboracion de dichas particulas y composicion que las contienen. |
| TWI319713B (en) | 2002-10-25 | 2010-01-21 | Sustained-release tramadol formulations with 24-hour efficacy | |
| US8487002B2 (en) | 2002-10-25 | 2013-07-16 | Paladin Labs Inc. | Controlled-release compositions |
| FR2848854B1 (fr) * | 2002-12-24 | 2005-03-18 | Coletica | Particules comprenant un biopolymere degradable sous l'effet d'une onde electromagnetique telle qu'emise par un rayonnement solaire |
| EP1454610A1 (de) * | 2003-03-06 | 2004-09-08 | Cognis France S.A. | Kosmetische und/oder pharmazeutische Zubereitungen mikroverkapselte Pflanzenextrakte enthaltend |
| KR20130050395A (ko) | 2004-03-26 | 2013-05-15 | 디에스엠 아이피 어셋츠 비.브이. | 히스톤 데아세틸라제(ｈｄａｃ) 저해제를 레티노이드와 함께 포함하는 조성물 |
| GB2423252B (en) * | 2005-02-18 | 2007-10-17 | Engelhard Lyon | Cross-linked polymer of carbohydrate, notably based on polysaccharides, and/or on oligosaccharides and/or on polyols |
| FR2882366B1 (fr) * | 2005-02-18 | 2008-04-18 | Coletica Sa | Polymere reticule de carbohydrate, notamment a base de polysaccharides et/ou de polyols |
| RU2008113439A (ru) | 2005-09-09 | 2009-10-20 | Лабофарм Инк. (CA) | Композиции с замедленным высвобождением лекарственного средства |
| EA014739B1 (ru) | 2005-09-09 | 2011-02-28 | Лабофарм Инк. | Композиция тразодона для введения один раз в день |
| US7282224B1 (en) | 2006-06-09 | 2007-10-16 | Guthy-Renker Corporation | Pain relief composition |
| US20080107747A1 (en) * | 2006-10-23 | 2008-05-08 | Roederer Joy E | Pain relief composition |
| EP2522335A1 (en) | 2011-05-09 | 2012-11-14 | DSM IP Assets B.V. | Use of resveratrol and sodium-ascorbyl-phophate |
| EP2522331A1 (en) | 2011-05-09 | 2012-11-14 | DSM IP Assets B.V. | Use of resveratrol and niacinamide |
| EP2522329A1 (en) | 2011-05-09 | 2012-11-14 | DSM IP Assets B.V. | Use of resveratrol and arbutin |
| EP2522328A1 (en) | 2011-05-09 | 2012-11-14 | DSM IP Assets B.V. | Use of resveratrol and ascorbyl-2-glucoside |
| EP2522332A1 (en) | 2011-05-09 | 2012-11-14 | DSM IP Assets B.V. | Use of resveratrol and magnesium-ascorbyl-phosphate |
| EP2522330A1 (en) | 2011-05-09 | 2012-11-14 | DSM IP Assets B.V. | Use of resveratrol and an edelweiss extract |
| CN104039301A (zh) | 2012-01-09 | 2014-09-10 | 帝斯曼知识产权资产管理有限公司 | 丹涅酮及其衍生物在皮肤护理中的用途 |
| EP2623094A1 (en) | 2012-02-02 | 2013-08-07 | DSM IP Assets B.V. | Use of an edelweiss extract |
| FR2997406B1 (fr) * | 2012-10-25 | 2015-07-03 | Basf Beauty Care Solutions F | Polymere de hyaluronate et de glucomannane |
| EP2848286A1 (en) | 2013-09-12 | 2015-03-18 | DSM IP Assets B.V. | Cosmetic composition comprising chicoric acid |
| KR102163884B1 (ko) | 2013-10-31 | 2020-10-12 | (주)아모레퍼시픽 | Mpc와 수용성 가교제를 이용한 구형 하이드로겔 입자 |
| EP2873414A1 (en) | 2013-11-19 | 2015-05-20 | DSM IP Assets B.V. | Use of an edelweiss extract in hair care for the prevention of hair graying |
| EP3206659B1 (en) | 2014-10-17 | 2019-12-25 | DSM IP Assets B.V. | Use of a cosmetic composition comprising 10-hydroxystearic acid |
| EP3302717B1 (en) | 2015-06-04 | 2020-11-04 | DSM IP Assets B.V. | Gentiopicroside free gentiana extract |
| EP3908246B1 (en) * | 2019-01-11 | 2024-11-20 | Encapsys, LLC | Incorporation of chitosan in microcapsule wall |
| GB201910028D0 (en) | 2019-07-12 | 2019-08-28 | Beauty Dna Ltd | Sexual pleasure enhancement compositions |
| BR112023001890A2 (pt) * | 2020-08-06 | 2023-03-07 | Symrise Ag | Processo para a preparação de microcápsulas |
| MX2023000634A (es) * | 2020-09-18 | 2023-02-22 | Encapsys Llc | Microcapsulas multifuncionales de polisacarido de (met)acrilato. |
| US12403442B2 (en) | 2020-09-18 | 2025-09-02 | Encapsys, Llc | Amine modified polysaccharide urethane/urea microcapsules |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1238890B (de) * | 1962-07-13 | 1967-04-20 | Gevaert Photo Prod Nv | Verfahren zur Herstellung von hydrophoben Staerkeestern unter Erhaltung der Kornstruktur |
| US3398015A (en) * | 1964-04-01 | 1968-08-20 | American Mach & Foundry | Amylose film |
| FR2608456B1 (fr) * | 1986-12-18 | 1993-06-18 | Mero Rousselot Satia | Microcapsules a base de gelatine et de polysaccharides et leur procede d'obtention |
| US4911952A (en) * | 1987-07-10 | 1990-03-27 | The United States Of America As Represented By The Secretary Of Agriculture | Encapsulation by entrapment within matrix of unmodified starch |
| DE4131292A1 (de) * | 1990-10-18 | 1992-04-23 | Asta Pharma Ag | Galactomannanderivate zur umhuellung oder einbettung von arzneimittelwirkstoffen |
-
1992
- 1992-03-11 FR FR9202912A patent/FR2688422A1/fr active Granted
-
1993
- 1993-03-10 EP EP93918737A patent/EP0630287B1/fr not_active Expired - Lifetime
- 1993-03-10 DE DE69305328T patent/DE69305328T2/de not_active Expired - Lifetime
- 1993-03-10 JP JP51540393A patent/JP3568529B2/ja not_active Expired - Lifetime
- 1993-03-10 US US08/295,886 patent/US5562924A/en not_active Expired - Lifetime
- 1993-03-10 KR KR1019940703171A patent/KR100277602B1/ko not_active Expired - Lifetime
- 1993-03-10 CA CA002131530A patent/CA2131530A1/en not_active Abandoned
- 1993-03-10 AT AT93918737T patent/ATE143830T1/de not_active IP Right Cessation
- 1993-03-10 WO PCT/FR1993/000237 patent/WO1993017784A1/fr not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| ATE143830T1 (de) | 1996-10-15 |
| US5562924A (en) | 1996-10-08 |
| WO1993017784A1 (fr) | 1993-09-16 |
| EP0630287A1 (fr) | 1994-12-28 |
| DE69305328T2 (de) | 1997-04-03 |
| CA2131530A1 (en) | 1993-09-16 |
| KR100277602B1 (ko) | 2001-04-02 |
| FR2688422B1 (enExample) | 1995-03-10 |
| FR2688422A1 (fr) | 1993-09-17 |
| KR950700115A (ko) | 1995-01-16 |
| DE69305328D1 (de) | 1996-11-14 |
| EP0630287B1 (fr) | 1996-10-09 |
| JPH07508208A (ja) | 1995-09-14 |
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