RU2216315C2 - Способ получения липосом - Google Patents
Способ получения липосом Download PDFInfo
- Publication number
- RU2216315C2 RU2216315C2 RU2001101910/14A RU2001101910A RU2216315C2 RU 2216315 C2 RU2216315 C2 RU 2216315C2 RU 2001101910/14 A RU2001101910/14 A RU 2001101910/14A RU 2001101910 A RU2001101910 A RU 2001101910A RU 2216315 C2 RU2216315 C2 RU 2216315C2
- Authority
- RU
- Russia
- Prior art keywords
- liposomes
- stage
- sugar
- sucrose
- paragraphs
- Prior art date
Links
- 239000002502 liposome Substances 0.000 title claims abstract description 142
- 238000000034 method Methods 0.000 title claims abstract description 85
- 229930006000 Sucrose Natural products 0.000 claims abstract description 56
- 239000005720 sucrose Substances 0.000 claims abstract description 56
- 235000000346 sugar Nutrition 0.000 claims abstract description 32
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 31
- 239000000203 mixture Substances 0.000 claims abstract description 23
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract description 3
- 150000002632 lipids Chemical class 0.000 claims description 32
- 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 claims description 9
- 239000008103 glucose Substances 0.000 claims description 9
- 238000004108 freeze drying Methods 0.000 claims description 8
- 239000002356 single layer Substances 0.000 claims description 7
- 238000001694 spray drying Methods 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 239000011149 active material Substances 0.000 claims description 3
- 150000002016 disaccharides Chemical class 0.000 claims description 3
- 150000002772 monosaccharides Chemical class 0.000 claims description 3
- 238000002425 crystallisation Methods 0.000 claims description 2
- 230000008025 crystallization Effects 0.000 claims description 2
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 1
- 239000008177 pharmaceutical agent Substances 0.000 claims 1
- 125000000185 sucrose group Chemical group 0.000 claims 1
- 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 abstract description 55
- 239000003814 drug Substances 0.000 abstract description 26
- 230000000694 effects Effects 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 230000008569 process Effects 0.000 abstract description 6
- 239000000126 substance Substances 0.000 abstract description 5
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 40
- 238000009826 distribution Methods 0.000 description 26
- 239000000243 solution Substances 0.000 description 23
- 229940079593 drug Drugs 0.000 description 22
- 235000012000 cholesterol Nutrition 0.000 description 20
- 238000002360 preparation method Methods 0.000 description 15
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 14
- 238000005538 encapsulation Methods 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 description 12
- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 description 11
- 230000007423 decrease Effects 0.000 description 10
- 238000001125 extrusion Methods 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 229940049954 penicillin Drugs 0.000 description 9
- VBEQCZHXXJYVRD-GACYYNSASA-N uroanthelone Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CS)C(=O)N[C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(C)C)[C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CCSC)NC(=O)[C@H](CS)NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CS)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CS)NC(=O)CNC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(N)=O)C(C)C)[C@@H](C)CC)C1=CC=C(O)C=C1 VBEQCZHXXJYVRD-GACYYNSASA-N 0.000 description 8
- BZTDTCNHAFUJOG-UHFFFAOYSA-N 6-carboxyfluorescein Chemical compound C12=CC=C(O)C=C2OC2=CC(O)=CC=C2C11OC(=O)C2=CC=C(C(=O)O)C=C21 BZTDTCNHAFUJOG-UHFFFAOYSA-N 0.000 description 7
- AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 description 7
- 108010037352 FITC-albumin Proteins 0.000 description 7
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 7
- 238000010348 incorporation Methods 0.000 description 7
- 229960002477 riboflavin Drugs 0.000 description 7
- 235000019192 riboflavin Nutrition 0.000 description 7
- 239000002151 riboflavin Substances 0.000 description 7
- 102000009024 Epidermal Growth Factor Human genes 0.000 description 6
- 101800003838 Epidermal growth factor Proteins 0.000 description 6
- 229960004679 doxorubicin Drugs 0.000 description 6
- 229940116977 epidermal growth factor Drugs 0.000 description 6
- 230000007704 transition Effects 0.000 description 6
- 238000005199 ultracentrifugation Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 229930182555 Penicillin Natural products 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 230000005284 excitation Effects 0.000 description 4
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 4
- 230000004927 fusion Effects 0.000 description 4
- 210000000865 mononuclear phagocyte system Anatomy 0.000 description 4
- 150000008163 sugars Chemical class 0.000 description 4
- 229960005486 vaccine Drugs 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 230000002776 aggregation Effects 0.000 description 3
- 238000004220 aggregation Methods 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
- CKNYSJONUIBYCK-BZUAXINKSA-N desoxyfructo-serotonin Chemical compound C1=C(O)C=C2C(CCNCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO)=CNC2=C1 CKNYSJONUIBYCK-BZUAXINKSA-N 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 3
- 238000005375 photometry Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 description 3
- 238000002604 ultrasonography Methods 0.000 description 3
- NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 description 2
- HVVJCLFLKMGEIY-UHFFFAOYSA-N 2,3-dioctadecoxypropyl 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OCCCCCCCCCCCCCCCCCC HVVJCLFLKMGEIY-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose 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](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 244000309464 bull Species 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 150000001875 compounds Chemical group 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000003937 drug carrier Substances 0.000 description 2
- 238000009509 drug development Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000000265 homogenisation Methods 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- PMFYASCWMUOSTD-UHFFFAOYSA-N n-(2-chloro-4,5-difluoro-3-methylphenyl)-2-fluoro-2-propylpentanamide Chemical compound CCCC(F)(CCC)C(=O)NC1=CC(F)=C(F)C(C)=C1Cl PMFYASCWMUOSTD-UHFFFAOYSA-N 0.000 description 2
- 229940056360 penicillin g Drugs 0.000 description 2
- 150000003904 phospholipids Chemical class 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 description 1
- STQGQHZAVUOBTE-UHFFFAOYSA-N 7-Cyan-hept-2t-en-4,6-diinsaeure Natural products C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(C)=O)CC1OC1CC(N)C(O)C(C)O1 STQGQHZAVUOBTE-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- OKTJSMMVPCPJKN-NJFSPNSNSA-N Carbon-14 Chemical compound [14C] OKTJSMMVPCPJKN-NJFSPNSNSA-N 0.000 description 1
- 229930186147 Cephalosporin Natural products 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 239000001116 FEMA 4028 Substances 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 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 1
- 241000702489 Maize streak virus Species 0.000 description 1
- 239000013504 Triton X-100 Substances 0.000 description 1
- 229920004890 Triton X-100 Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000004479 aerosol dispenser Substances 0.000 description 1
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 description 1
- 229960003022 amoxicillin Drugs 0.000 description 1
- 229960000723 ampicillin Drugs 0.000 description 1
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 229940041181 antineoplastic drug Drugs 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000003782 beta lactam antibiotic agent Substances 0.000 description 1
- 229960004853 betadex Drugs 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 229940124587 cephalosporin Drugs 0.000 description 1
- 150000001780 cephalosporins Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 229960000975 daunorubicin Drugs 0.000 description 1
- STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000012377 drug delivery Methods 0.000 description 1
- 238000002296 dynamic light scattering Methods 0.000 description 1
- 238000001415 gene therapy Methods 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000001024 immunotherapeutic effect Effects 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- -1 lactose or sucrose Chemical compound 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 210000001165 lymph node Anatomy 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002923 metal particle Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 229910052754 neon Inorganic materials 0.000 description 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000019366 oxytetracycline Nutrition 0.000 description 1
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 description 1
- 150000002960 penicillins Chemical class 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000013598 vector Substances 0.000 description 1
- 230000007332 vesicle formation Effects 0.000 description 1
- 239000002132 β-lactam antibiotic Substances 0.000 description 1
- 229940124586 β-lactam antibiotics Drugs 0.000 description 1
Images
Classifications
-
- 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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
-
- 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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers
-
- 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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K9/1277—Preparation processes; Proliposomes
- A61K9/1278—Post-loading, e.g. by ion or pH gradient
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9813100.6A GB9813100D0 (en) | 1998-06-18 | 1998-06-18 | Method of forming liposomes |
| GB9813100.6 | 1998-06-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2001101910A RU2001101910A (ru) | 2002-11-27 |
| RU2216315C2 true RU2216315C2 (ru) | 2003-11-20 |
Family
ID=10833946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2001101910/14A RU2216315C2 (ru) | 1998-06-18 | 1999-06-16 | Способ получения липосом |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US9675554B1 (enExample) |
| EP (1) | EP1087754B1 (enExample) |
| JP (1) | JP4567882B2 (enExample) |
| KR (1) | KR100658956B1 (enExample) |
| CN (1) | CN1312707A (enExample) |
| AT (1) | ATE287258T1 (enExample) |
| AU (1) | AU749499B2 (enExample) |
| CA (1) | CA2335183A1 (enExample) |
| DE (1) | DE69923315T2 (enExample) |
| GB (2) | GB9813100D0 (enExample) |
| NO (1) | NO20006442L (enExample) |
| NZ (1) | NZ508960A (enExample) |
| RU (1) | RU2216315C2 (enExample) |
| WO (1) | WO1999065465A1 (enExample) |
| ZA (1) | ZA200007507B (enExample) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2300369C1 (ru) * | 2005-12-27 | 2007-06-10 | Наталья Ивановна Ларионова | Способ получения полиэлектролитных микрочастиц, содержащих инкапсулируемое вещество, чувствительных к изменению состава окружающей среды |
| EA011391B1 (ru) * | 2004-10-18 | 2009-02-27 | Полимун Сайнтифик Иммунбиологише Форшунг Гмбх | Липосомная композиция, содержащая активное вещество для релаксации гладкой мускулатуры, получение этой композиции и ее терапевтическое применение |
| EA023079B1 (ru) * | 2012-12-24 | 2016-04-29 | Общество С Ограниченной Ответственностью "Технология Лекарств" | Способ получения липосомальной формы иринотекана (варианты) |
| RU2648842C2 (ru) * | 2011-01-04 | 2018-03-28 | Арчивель Фарма, С.Л. | Липосомный препарат, предназначенный для лечения или предупреждения туберкулеза |
| RU2697802C1 (ru) * | 2018-08-23 | 2019-08-20 | Федеральное Государственное Бюджетное Учреждение Науки Институт Биохимической Физики Им. Н.М. Эмануэля Российской Академии Наук (Ибхф Ран) | Способ получения магнитных липосом |
| RU2732567C2 (ru) * | 2015-10-16 | 2020-09-21 | Ипсен Биофарм Лтд. | Стабилизированные фармацевтические композиции камптотецина |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE341310T1 (de) * | 2000-02-04 | 2006-10-15 | Lipoxen Technologies Ltd | Dehydratisierungs-/rehydratisierungsverfahren zur herstellung von liposome |
| WO2002038128A1 (fr) * | 2000-11-10 | 2002-05-16 | Japan Science And Technology Corporation | Procede de preparation d'une dispersion de microsome |
| AU3652602A (en) * | 2000-11-15 | 2002-05-27 | Us Gov Health & Human Serv | Sol-fusin: use of gp64-6his to catalyze membrane fusion |
| BRPI0105509B8 (pt) | 2001-11-05 | 2021-05-25 | Univ Minas Gerais | formulações do peptídeo angiotensina-(1-7) usando as ciclodextrinas, lipossomas e o polímero plga |
| US7285289B2 (en) * | 2002-04-12 | 2007-10-23 | Nagy Jon O | Nanoparticle vaccines |
| KR100482355B1 (ko) * | 2002-05-02 | 2005-04-14 | 주식회사 알로에마임 | 디팔미토일하이드록시프롤린과 소이이소플라본을 함유한리포좀 또는 나노에멀젼 및 이를 함유한 화장료 조성물 및그 제조방법 |
| SI2108362T1 (sl) * | 2002-06-26 | 2013-08-30 | Medigene Ag | Kationski nosilni sistem, ki vsebuje taksan |
| ES2331791T5 (es) | 2002-06-26 | 2016-01-21 | Medigene Ag | Método de producción de una preparación catiónica de liposomas que comprende un compuesto lipófilo |
| US20050175683A1 (en) * | 2003-10-24 | 2005-08-11 | Yuanpeng Zhang | Preparation of lipid particles |
| KR101462825B1 (ko) | 2004-05-03 | 2014-11-21 | 헤르메스 바이오사이언스, 인코포레이티드 | 약물 전달에 유용한 리포좀 |
| JP2009510032A (ja) | 2005-09-30 | 2009-03-12 | リポクセン テクノロジーズ リミテッド | 多糖抗原及びタンパク質アジュバントを含む多価リポソームワクチン組成物 |
| EP2492278A1 (en) | 2006-09-18 | 2012-08-29 | Compugen Ltd. | Antibodies against an agonist of G-protein coupled receptors and its use indiagnosis and therapy |
| CA2693651A1 (en) | 2007-07-12 | 2009-01-15 | Ronen Shemesh | Bioactive peptides and method of using same |
| JP5362998B2 (ja) * | 2008-01-10 | 2013-12-11 | 第一ファインケミカル株式会社 | 乾燥リポソーム製剤 |
| US9445975B2 (en) | 2008-10-03 | 2016-09-20 | Access Business Group International, Llc | Composition and method for preparing stable unilamellar liposomal suspension |
| WO2010041255A2 (en) | 2008-10-07 | 2010-04-15 | Yissum Research Development Company Of The Hebrew University Of Jerusalem, Ltd. | Liposomal systems comprising sphingomyelin |
| EP2184054A1 (en) | 2008-11-08 | 2010-05-12 | Lipoxen Technologies Limited | Small Interfering RNA Delivery |
| WO2010140377A1 (ja) | 2009-06-04 | 2010-12-09 | 独立行政法人産業技術総合研究所 | マイコプラズマ感染症用ワクチン |
| RU2409668C1 (ru) * | 2009-09-02 | 2011-01-20 | Александр Анатольевич Ярославов | Способ получения иммобилизованных бислойных везикул |
| KR20110068831A (ko) | 2009-12-16 | 2011-06-22 | 재단법인 전라남도생물산업진흥재단 | 리포좀 조성물, 그 제조방법, 및 폐렴 백신으로서의 그 용도 |
| FR2958851B1 (fr) * | 2010-04-16 | 2012-06-29 | Xeda International | Nouvelles formulations d'ingredient(s) actif(s) d'origine vegetale ou leurs analogues synthetiques ou d'extrait(s) d'origine vegetale les contenant, et de lecithine |
| PT2768484T (pt) | 2011-10-21 | 2019-10-28 | Jazz Pharmaceuticals Res Llc | Lipossomas liofilizados |
| IN2014MN01594A (enExample) | 2012-01-12 | 2015-05-08 | Archivel Farma Sl | |
| JP6866060B2 (ja) * | 2014-10-27 | 2021-04-28 | 花王株式会社 | 精製茶抽出物の製造方法 |
| KR101739208B1 (ko) * | 2014-12-30 | 2017-05-25 | (주)셀트리온 | 표피성장인자와 리포좀의 하이브리드형 다중층 나노구조체 및 그 제조방법 |
| WO2016191700A1 (en) * | 2015-05-27 | 2016-12-01 | Nuvox Pharma Llc | Treatment of acute complications of sickle cell disease |
| WO2017049132A1 (en) * | 2015-09-18 | 2017-03-23 | DNARx | Systems and methods for nucleic acid expression in vivo |
| EP3600428A4 (en) | 2017-03-23 | 2020-08-26 | Dnarx | SYSTEMS AND METHODS FOR THE EXPRESSION OF NUCLEIC ACIDS IN VIVO |
| GB201707700D0 (en) | 2017-05-12 | 2017-06-28 | Glaxosmithkline Biologicals Sa | Dried composition |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5094785A (en) * | 1986-12-10 | 1992-03-10 | Ciba Corning Diagnostics Corp. | Process for stabilizing liposomes |
| RU2014071C1 (ru) * | 1991-03-26 | 1994-06-15 | Научно-производственный центр медицинской биотехнологии | Способ получения липосом, содержащих водорастворимые низкомолекулярные соединения |
| WO1997041834A1 (en) * | 1996-05-08 | 1997-11-13 | Nika Health Products Limited | Cationic virosomes as transfer system for genetic material |
| RU2123328C1 (ru) * | 1996-04-19 | 1998-12-20 | Государственный научный центр вирусологии и биотехнологии "Вектор" | Липосомальное противовирусное лекарственное средство для перорального применения |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4880635B1 (en) * | 1984-08-08 | 1996-07-02 | Liposome Company | Dehydrated liposomes |
| US4857319A (en) * | 1985-01-11 | 1989-08-15 | The Regents Of The University Of California | Method for preserving liposomes |
| EP0208764A4 (en) * | 1985-01-11 | 1987-10-08 | Univ California | METHOD FOR PRESERVING LIPOSOMES. |
| CA1256372A (en) * | 1985-04-11 | 1989-06-27 | Koichiro Miyazima | Process for producing liposome composition |
| AU612631B2 (en) * | 1987-02-24 | 1991-07-18 | Vestar, Inc. | Dehydrating vesicule preparations for long-term storage |
| US5089181A (en) * | 1987-02-24 | 1992-02-18 | Vestar, Inc. | Method of dehydrating vesicle preparations for long term storage |
| MX9203808A (es) * | 1987-03-05 | 1992-07-01 | Liposome Co Inc | Formulaciones de alto contenido de medicamento: lipido, de agentes liposomicos-antineoplasticos. |
| JP2780755B2 (ja) * | 1987-05-22 | 1998-07-30 | ザ リポソーム カンパニー，インコーポレイテッド | プロスタグランジン‐脂質製剤 |
| DE68916439T2 (de) * | 1988-10-05 | 1994-10-20 | Vestar Inc | Verfahren zur herstellung von liposomen mit verbesserter stabilität während des trocknens. |
| US5958881A (en) * | 1991-04-25 | 1999-09-28 | Korman; Louis Y. | Composition containing VIP for injection and a method of enhancing visualization of tissues during medical procedures |
| WO1993020802A1 (en) * | 1992-04-09 | 1993-10-28 | Northwestern University | Acoustically reflective liposomes and methods to make and use the same |
| DK0678017T3 (da) * | 1993-11-05 | 1998-10-19 | Amgen Inc | Liposomfremstilling og materialeindkapslingsfremgangsmåde |
| EP0914094A4 (en) * | 1996-03-28 | 2000-03-01 | Univ Illinois | MATERIALS AND METHOD FOR PRODUCING IMPROVED LIPOSOMAL AGENTS |
| CA2202103C (en) * | 1996-04-11 | 2007-01-09 | Toshiaki Tagawa | Method for preparing closed vesicles |
| JP3693209B2 (ja) * | 1996-04-11 | 2005-09-07 | 三菱化学株式会社 | 閉鎖小胞の製造方法 |
-
1998
- 1998-06-18 GB GBGB9813100.6A patent/GB9813100D0/en not_active Ceased
-
1999
- 1999-06-16 RU RU2001101910/14A patent/RU2216315C2/ru active
- 1999-06-16 CA CA002335183A patent/CA2335183A1/en not_active Abandoned
- 1999-06-16 US US09/719,795 patent/US9675554B1/en not_active Expired - Fee Related
- 1999-06-16 GB GB0030767A patent/GB2354166B/en not_active Expired - Lifetime
- 1999-06-16 AT AT99928051T patent/ATE287258T1/de not_active IP Right Cessation
- 1999-06-16 AU AU45180/99A patent/AU749499B2/en not_active Expired
- 1999-06-16 NZ NZ508960A patent/NZ508960A/xx unknown
- 1999-06-16 JP JP2000554345A patent/JP4567882B2/ja not_active Expired - Lifetime
- 1999-06-16 EP EP99928051A patent/EP1087754B1/en not_active Expired - Lifetime
- 1999-06-16 WO PCT/GB1999/001911 patent/WO1999065465A1/en not_active Ceased
- 1999-06-16 CN CN99809563A patent/CN1312707A/zh active Pending
- 1999-06-16 KR KR1020007014404A patent/KR100658956B1/ko not_active Expired - Lifetime
- 1999-06-16 DE DE69923315T patent/DE69923315T2/de not_active Expired - Lifetime
-
2000
- 2000-12-14 ZA ZA200007505A patent/ZA200007507B/en unknown
- 2000-12-15 NO NO20006442A patent/NO20006442L/no not_active Application Discontinuation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5094785A (en) * | 1986-12-10 | 1992-03-10 | Ciba Corning Diagnostics Corp. | Process for stabilizing liposomes |
| RU2014071C1 (ru) * | 1991-03-26 | 1994-06-15 | Научно-производственный центр медицинской биотехнологии | Способ получения липосом, содержащих водорастворимые низкомолекулярные соединения |
| RU2123328C1 (ru) * | 1996-04-19 | 1998-12-20 | Государственный научный центр вирусологии и биотехнологии "Вектор" | Липосомальное противовирусное лекарственное средство для перорального применения |
| WO1997041834A1 (en) * | 1996-05-08 | 1997-11-13 | Nika Health Products Limited | Cationic virosomes as transfer system for genetic material |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA011391B1 (ru) * | 2004-10-18 | 2009-02-27 | Полимун Сайнтифик Иммунбиологише Форшунг Гмбх | Липосомная композиция, содержащая активное вещество для релаксации гладкой мускулатуры, получение этой композиции и ее терапевтическое применение |
| RU2300369C1 (ru) * | 2005-12-27 | 2007-06-10 | Наталья Ивановна Ларионова | Способ получения полиэлектролитных микрочастиц, содержащих инкапсулируемое вещество, чувствительных к изменению состава окружающей среды |
| RU2648842C2 (ru) * | 2011-01-04 | 2018-03-28 | Арчивель Фарма, С.Л. | Липосомный препарат, предназначенный для лечения или предупреждения туберкулеза |
| EA023079B1 (ru) * | 2012-12-24 | 2016-04-29 | Общество С Ограниченной Ответственностью "Технология Лекарств" | Способ получения липосомальной формы иринотекана (варианты) |
| RU2732567C2 (ru) * | 2015-10-16 | 2020-09-21 | Ипсен Биофарм Лтд. | Стабилизированные фармацевтические композиции камптотецина |
| RU2697802C1 (ru) * | 2018-08-23 | 2019-08-20 | Федеральное Государственное Бюджетное Учреждение Науки Институт Биохимической Физики Им. Н.М. Эмануэля Российской Академии Наук (Ибхф Ран) | Способ получения магнитных липосом |
Also Published As
| Publication number | Publication date |
|---|---|
| NZ508960A (en) | 2002-11-26 |
| CN1312707A (zh) | 2001-09-12 |
| NO20006442D0 (no) | 2000-12-15 |
| GB2354166B (en) | 2003-09-10 |
| NO20006442L (no) | 2001-02-15 |
| ATE287258T1 (de) | 2005-02-15 |
| GB9813100D0 (en) | 1998-08-19 |
| KR20010053006A (ko) | 2001-06-25 |
| US9675554B1 (en) | 2017-06-13 |
| JP2003513003A (ja) | 2003-04-08 |
| EP1087754B1 (en) | 2005-01-19 |
| KR100658956B1 (ko) | 2006-12-21 |
| AU749499B2 (en) | 2002-06-27 |
| GB0030767D0 (en) | 2001-01-31 |
| EP1087754A1 (en) | 2001-04-04 |
| DE69923315D1 (de) | 2005-02-24 |
| ZA200007507B (en) | 2002-03-14 |
| GB2354166A (en) | 2001-03-21 |
| WO1999065465A1 (en) | 1999-12-23 |
| CA2335183A1 (en) | 1999-12-23 |
| DE69923315T2 (de) | 2006-04-06 |
| AU4518099A (en) | 2000-01-05 |
| JP4567882B2 (ja) | 2010-10-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU749499B2 (en) | Method of forming liposomes | |
| Jadhav et al. | Novel vesicular system: an overview | |
| JP4786105B2 (ja) | リポソーム | |
| AU617678B2 (en) | Prostaglandin-lipid formulations | |
| Pradhan et al. | Liposome: method of preparation, advantages, evaluation and its application | |
| US5262168A (en) | Prostaglandin-lipid formulations | |
| Sheoran et al. | Recent patents, formulation techniques, classification and characterization of liposomes | |
| JPH0753661B2 (ja) | プロ―リポソーム組成物及びリポソームの水性分散物を作る方法 | |
| HK1007496B (en) | Prostaglandin-lipid formulations | |
| JPS6339810A (ja) | リポソ−ムの製造法 | |
| JP3245955B2 (ja) | リポソーム | |
| EP3241565A2 (en) | Hybrid-type multi-lamellar nanostructure of epidermal growth factor and liposome and method for manufacturing same | |
| Aiswarya et al. | Cryptosomes: a revolutionary breakthrough in novel drug delivery | |
| Yadav et al. | Nanotechnology integration in proniosomal drug delivery system | |
| US20060030578A1 (en) | Pharmaceutically active lipid based formulation of irinotecan | |
| Pandya et al. | NIOSOME: AN UNIQUE DRUG DELIVERY SYSTEM. | |
| US20210322315A1 (en) | Process for the production of lipidic vehicles | |
| JPH1029930A (ja) | 閉鎖小胞の製造方法 | |
| JP2780755B2 (ja) | プロスタグランジン‐脂質製剤 | |
| Sonia et al. | Niosomes: the unique vesicular drug carriers | |
| Shah et al. | Niosomes as promising vehicle for novel drug delivery system: Recent review | |
| CN119792540A (zh) | 以胡萝卜苷或其类似物为膜材的脂质体、其制备方法及应用 | |
| Navya et al. | Asian Journal of Research in Biological and Pharmaceutical Sciences | |
| JPWO2001000173A1 (ja) | リポソームに内包された薬物の漏出抑制方法 | |
| KR20050020988A (ko) | 스텔스 지질 나노캡슐, 이의 제조 방법, 및 유효성분(들)을 위한 담체로서 이의 용도 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| QB4A | Licence on use of patent |
Effective date: 20100720 |
|
| QB4A | Licence on use of patent |
Free format text: SUB-LICENCE Effective date: 20110615 |
|
| TK4A | Correction to the publication in the bulletin (patent) |
Free format text: AMENDMENT TO CHAPTER -QB4A- IN JOURNAL: 21-2011 |