JPH08511547A - 高度精製ホスファチジルコリンを得る方法 - Google Patents
高度精製ホスファチジルコリンを得る方法Info
- Publication number
- JPH08511547A JPH08511547A JP7502213A JP50221395A JPH08511547A JP H08511547 A JPH08511547 A JP H08511547A JP 7502213 A JP7502213 A JP 7502213A JP 50221395 A JP50221395 A JP 50221395A JP H08511547 A JPH08511547 A JP H08511547A
- Authority
- JP
- Japan
- Prior art keywords
- phosphatidylcholine
- lecithin
- solvent
- acetone
- thermalized
- 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.)
- Pending
Links
- 239000008349 purified phosphatidyl choline Substances 0.000 title claims abstract description 18
- 238000000034 method Methods 0.000 title claims description 80
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims abstract description 44
- 229940067606 lecithin Drugs 0.000 claims abstract description 43
- 239000000787 lecithin Substances 0.000 claims abstract description 43
- 235000010445 lecithin Nutrition 0.000 claims abstract description 43
- 239000000463 material Substances 0.000 claims abstract description 12
- 235000010469 Glycine max Nutrition 0.000 claims abstract description 8
- 244000068988 Glycine max Species 0.000 claims abstract description 8
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229960001231 choline Drugs 0.000 claims abstract description 7
- 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 claims description 60
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 48
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 36
- 239000000047 product Substances 0.000 claims description 36
- 239000002904 solvent Substances 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 21
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 14
- 238000000926 separation method Methods 0.000 claims description 12
- 239000010409 thin film Substances 0.000 claims description 12
- 235000021588 free fatty acids Nutrition 0.000 claims description 11
- 230000002536 noncholinergic effect Effects 0.000 claims description 9
- 125000005456 glyceride group Chemical group 0.000 claims description 7
- 150000002576 ketones Chemical class 0.000 claims description 7
- 239000002244 precipitate Substances 0.000 claims description 6
- 239000000839 emulsion Substances 0.000 claims description 5
- 238000001556 precipitation Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 125000001095 phosphatidyl group Chemical group 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 230000001476 alcoholic effect Effects 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 2
- 102000004856 Lectins Human genes 0.000 claims 1
- 108090001090 Lectins Proteins 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 239000002031 ethanolic fraction Substances 0.000 claims 1
- 239000002523 lectin Substances 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 1
- 239000007858 starting material Substances 0.000 abstract description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 24
- 239000002994 raw material Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 239000010410 layer Substances 0.000 description 10
- 238000000746 purification Methods 0.000 description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 description 7
- 150000008104 phosphatidylethanolamines Chemical class 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000003463 adsorbent Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 238000011282 treatment Methods 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical class O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000004587 chromatography analysis Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 150000003626 triacylglycerols Chemical class 0.000 description 4
- 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 3
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000002502 liposome Substances 0.000 description 3
- -1 magnetic tapes Substances 0.000 description 3
- 150000003905 phosphatidylinositols Chemical class 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZWZWYGMENQVNFU-UHFFFAOYSA-N Glycerophosphorylserin Natural products OC(=O)C(N)COP(O)(=O)OCC(O)CO ZWZWYGMENQVNFU-UHFFFAOYSA-N 0.000 description 2
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 2
- 229960000367 inositol Drugs 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 102000003867 Phospholipid Transfer Proteins Human genes 0.000 description 1
- 108090000216 Phospholipid Transfer Proteins Proteins 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000005882 aldol condensation reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 210000001557 animal structure Anatomy 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000008344 egg yolk phospholipid Substances 0.000 description 1
- 229940068998 egg yolk phospholipid Drugs 0.000 description 1
- 235000004626 essential fatty acids Nutrition 0.000 description 1
- 239000000469 ethanolic extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 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
- 239000003973 paint Substances 0.000 description 1
- YHHSONZFOIEMCP-UHFFFAOYSA-O phosphocholine Chemical compound C[N+](C)(C)CCOP(O)(O)=O YHHSONZFOIEMCP-UHFFFAOYSA-O 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 229950004354 phosphorylcholine Drugs 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 239000004476 plant protection product Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 238000003127 radioimmunoassay Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/10—Phosphatides, e.g. lecithin
- C07F9/103—Extraction or purification by physical or chemical treatment of natural phosphatides; Preparation of compositions containing phosphatides of unknown structure
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/077,684 US5453523A (en) | 1993-06-16 | 1993-06-16 | Process for obtaining highly purified phosphatidylcholine |
| US08/077,684 | 1993-06-16 | ||
| PCT/US1994/006819 WO1994029326A1 (en) | 1993-06-16 | 1994-06-16 | Process for obtaining highly purified phosphatidylcholine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH08511547A true JPH08511547A (ja) | 1996-12-03 |
Family
ID=22139489
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7502213A Pending JPH08511547A (ja) | 1993-06-16 | 1994-06-16 | 高度精製ホスファチジルコリンを得る方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US5453523A (OSRAM) |
| EP (1) | EP0703918B1 (OSRAM) |
| JP (1) | JPH08511547A (OSRAM) |
| AU (1) | AU7110694A (OSRAM) |
| CA (1) | CA2164124A1 (OSRAM) |
| DE (1) | DE69426114T2 (OSRAM) |
| WO (1) | WO1994029326A1 (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016516087A (ja) * | 2013-03-26 | 2016-06-02 | リピッド・テラピューティクス・ゲー・エム・ベー・ハー | 潰瘍性大腸炎の治療のためのホスファチジルコリンを含む医薬製剤 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5453523A (en) * | 1993-06-16 | 1995-09-26 | Emulsion Technology, Inc. | Process for obtaining highly purified phosphatidylcholine |
| US6140519A (en) * | 1998-12-07 | 2000-10-31 | Archer-Daniels-Midland Company | Process for producing deoiled phosphatides |
| CA2354705C (en) * | 1998-12-07 | 2009-10-20 | Archer-Daniels-Midland Company | Process for producing deoiled phosphatides |
| US6833149B2 (en) * | 1999-01-14 | 2004-12-21 | Cargill, Incorporated | Method and apparatus for processing vegetable oil miscella, method for conditioning a polymeric microfiltration membrane, membrane, and lecithin product |
| EP1289543A2 (en) | 2000-05-24 | 2003-03-12 | Eli Lilly And Company | Formulations and methods for treating hypercoagulable states |
| DE10251963A1 (de) * | 2002-11-08 | 2004-05-19 | Lts Lohmann Therapie-Systeme Ag | Transmucosale pharmazeutische Darreichungsform |
| US20050170063A1 (en) * | 2004-01-29 | 2005-08-04 | Lalit Chordia | Production of powder and viscous material |
| US20050220949A1 (en) * | 2004-03-31 | 2005-10-06 | Blas Arzubi | Highly bioefficient isoflavone-phospholipid molecular complexes and methods of making and using the same |
| US7297356B2 (en) * | 2004-05-10 | 2007-11-20 | Grain States Soya, Inc. | Method for manufacturing animal feed, method for increasing the rumen bypass capability of an animal feedstuff and animal feed |
| JP4029110B1 (ja) * | 2006-12-26 | 2008-01-09 | タマ生化学株式会社 | 植物ステロールとホスファチジルコリンの組成物及びその製造方法 |
| US11247964B2 (en) | 2009-05-01 | 2022-02-15 | Rrip, Llc | Method of processing phospholipid based lipid materials |
| US20120009136A1 (en) * | 2010-07-09 | 2012-01-12 | The Dial Corporation | Antiperspirant products comprising natural phospholipids and methods for manufacturing the same |
| EP2841117B1 (en) * | 2012-04-27 | 2019-11-27 | Biomet Manufacturing, LLC | Compositions and methods for coating implant surfaces to inhibit surgical infections |
| US20130288951A1 (en) * | 2012-04-27 | 2013-10-31 | Biomet Manufacturing Corp. | Compositions and methods for coating implant surfaces to inhibit surgical infections |
| US10561674B2 (en) | 2012-12-02 | 2020-02-18 | Lipogen Ltd. | Processes for the preparation of phospholipid-enriched dairy products as neutraceuticals for the formulation of functional foods |
| BR112015017744B1 (pt) * | 2013-01-31 | 2020-11-24 | Upfield Europe B.V. | processo para fabricação de uma emulsão água-em-óleo e sistema em fase contínua oleosa comestível |
| US9353137B2 (en) * | 2014-02-07 | 2016-05-31 | Ghassem Amoabediny | Method for separation and purification of phosphatidylcholine employing magnetic nanoparticles and compositions so produced |
| CN106456617A (zh) * | 2014-05-19 | 2017-02-22 | 医药公司 | 氯维地平纳米颗粒及其药物组合物 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2718797C3 (de) * | 1977-04-27 | 1987-06-19 | A. Nattermann & Cie GmbH, 5000 Köln | Verfahren zur Gewinnung fließfähiger ölhaltiger gereinigter Phosphatidylcholin |
| DE3227001C1 (de) * | 1982-07-20 | 1983-07-07 | A. Nattermann & Cie GmbH, 5000 Köln | Verfahren zur Gewinnung von mit Phosphatidylcholin hochangereicherten ethanolischen Phosphatidfraktionen |
| US5008037A (en) * | 1988-04-04 | 1991-04-16 | Emulsion Technology, Inc. | Emulsifier for water-in-oil emulsions |
| US5453523A (en) * | 1993-06-16 | 1995-09-26 | Emulsion Technology, Inc. | Process for obtaining highly purified phosphatidylcholine |
-
1993
- 1993-06-16 US US08/077,684 patent/US5453523A/en not_active Expired - Lifetime
-
1994
- 1994-06-16 AU AU71106/94A patent/AU7110694A/en not_active Abandoned
- 1994-06-16 JP JP7502213A patent/JPH08511547A/ja active Pending
- 1994-06-16 CA CA002164124A patent/CA2164124A1/en not_active Abandoned
- 1994-06-16 WO PCT/US1994/006819 patent/WO1994029326A1/en not_active Ceased
- 1994-06-16 DE DE69426114T patent/DE69426114T2/de not_active Expired - Fee Related
- 1994-06-16 EP EP94920238A patent/EP0703918B1/en not_active Expired - Lifetime
-
1995
- 1995-06-05 US US08/463,238 patent/US5703255A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016516087A (ja) * | 2013-03-26 | 2016-06-02 | リピッド・テラピューティクス・ゲー・エム・ベー・ハー | 潰瘍性大腸炎の治療のためのホスファチジルコリンを含む医薬製剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0703918A4 (OSRAM) | 1996-04-24 |
| DE69426114D1 (de) | 2000-11-16 |
| WO1994029326A1 (en) | 1994-12-22 |
| US5453523A (en) | 1995-09-26 |
| EP0703918B1 (en) | 2000-10-11 |
| DE69426114T2 (de) | 2001-05-10 |
| US5703255A (en) | 1997-12-30 |
| CA2164124A1 (en) | 1994-12-22 |
| AU7110694A (en) | 1995-01-03 |
| EP0703918A1 (en) | 1996-04-03 |
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