CN1074917C - 适合于非肠道给药的稳定的类胡萝卜素乳剂 - Google Patents
适合于非肠道给药的稳定的类胡萝卜素乳剂 Download PDFInfo
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- CN1074917C CN1074917C CN97109609A CN97109609A CN1074917C CN 1074917 C CN1074917 C CN 1074917C CN 97109609 A CN97109609 A CN 97109609A CN 97109609 A CN97109609 A CN 97109609A CN 1074917 C CN1074917 C CN 1074917C
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- carotenoid
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- carotene
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- ZUFQODAHGAHPFQ-UHFFFAOYSA-N pyridoxine hydrochloride Chemical compound Cl.CC1=NC=C(CO)C(CO)=C1O ZUFQODAHGAHPFQ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/01—Hydrocarbons
- A61K31/015—Hydrocarbons carbocyclic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/01—Hydrocarbons
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
- A61K31/375—Ascorbic acid, i.e. vitamin C; Salts thereof
-
- 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
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biophysics (AREA)
- Dispersion Chemistry (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Nutrition Science (AREA)
- Toxicology (AREA)
- Biochemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19609476A DE19609476A1 (de) | 1996-03-11 | 1996-03-11 | Stabile zur parenteralen Verabreichung geeignete Carotinoid-Emulsionen |
| DE19609476.3 | 1996-03-11 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1164387A CN1164387A (zh) | 1997-11-12 |
| CN1074917C true CN1074917C (zh) | 2001-11-21 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN97109609A Expired - Fee Related CN1074917C (zh) | 1996-03-11 | 1997-03-11 | 适合于非肠道给药的稳定的类胡萝卜素乳剂 |
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|---|---|
| US (1) | US5925684A (enExample) |
| EP (1) | EP0800824B1 (enExample) |
| JP (1) | JPH09328419A (enExample) |
| CN (1) | CN1074917C (enExample) |
| AT (1) | ATE204472T1 (enExample) |
| AU (1) | AU1620397A (enExample) |
| CA (1) | CA2199414A1 (enExample) |
| DE (2) | DE19609476A1 (enExample) |
| ES (1) | ES2163055T3 (enExample) |
Families Citing this family (61)
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| DE19653410A1 (de) * | 1996-12-20 | 1998-06-25 | Basf Ag | Verwendung von Carotinoid-Solubilisaten zum Färben von Lebensmitteln und pharmazeutischen Zubereitungen |
| AT408186B (de) * | 1998-12-15 | 2001-09-25 | Sanochemia Pharmazeutika Ag | Wässerige zubereitung von beta-carotin |
| GB2350297A (en) * | 1999-05-27 | 2000-11-29 | Abbott Lab | Injectable halogenated anesthetic formulation in emulsion form |
| WO2001028519A1 (de) * | 1999-10-20 | 2001-04-26 | Vesifact Ag | Mikroemulsion-prekonzentrate und mikroemulsionen |
| DE19951615A1 (de) * | 1999-10-26 | 2001-05-03 | Basf Ag | Verfahren zur Stabilisierung von flüssigen, wäßrigen Präparaten fettlöslicher Substanzen |
| US6617305B1 (en) * | 2000-10-10 | 2003-09-09 | Ingredient Innovations Internaitonal | Stable aqueous dispersion of nutrients |
| US6455072B1 (en) * | 1999-10-28 | 2002-09-24 | Ingredient Innovations International | Stable aqueous dispersion of nutrients |
| EP1227780A4 (en) * | 1999-10-28 | 2006-09-06 | Ingredient Innovations Interna | STABLE AQUEOUS DISPERSION OF NUTRIENT ELEMENTS |
| US20020006959A1 (en) * | 2000-05-01 | 2002-01-17 | Henderson Samuel T. | Use of medium chain triglycerides for the treatment and prevention of Alzheimer's Disease and other diseases resulting from reduced Neuronal Metabolism |
| US6835750B1 (en) | 2000-05-01 | 2004-12-28 | Accera, Inc. | Use of medium chain triglycerides for the treatment and prevention of alzheimer's disease and other diseases resulting from reduced neuronal metabolism II |
| US20070179197A1 (en) * | 2000-05-01 | 2007-08-02 | Accera, Inc. | Compositions and methods for improving or preserving brain function |
| US6623765B1 (en) | 2000-08-01 | 2003-09-23 | University Of Florida, Research Foundation, Incorporated | Microemulsion and micelle systems for solubilizing drugs |
| ATE269301T1 (de) * | 2001-01-24 | 2004-07-15 | Kuraray Co | Verfahren zur herstellung von carotinoid emulsionen |
| US6635293B2 (en) * | 2001-10-23 | 2003-10-21 | Kemin Foods, L.C. | Finely dispersed carotenoid suspensions for use in foods and a process for their preparation |
| DE10221212A1 (de) * | 2002-05-13 | 2003-11-27 | Andreas Maack | Sporopollenin enthaltende lösliche Zusammensetzung und Verwendung |
| US20050148517A1 (en) * | 2002-07-29 | 2005-07-07 | Lockwood Samuel F. | Carotenoid ether analogs or derivatives for controlling connexin 43 expression |
| US20050049248A1 (en) * | 2002-07-29 | 2005-03-03 | Lockwood Samuel Fournier | Carotenoid ether analogs or derivatives for controlling C-reactive protein levels |
| US20050143475A1 (en) * | 2002-07-29 | 2005-06-30 | Lockwood Samuel F. | Carotenoid analogs or derivatives for the inhibition and amelioration of ischemic reperfusion injury |
| US7375133B2 (en) * | 2002-07-29 | 2008-05-20 | Cardax Pharmaceuticals, Inc. | Pharmaceutical compositions including carotenoid ether analogs or derivatives for the inhibition and amelioration of disease |
| US20050059659A1 (en) * | 2002-07-29 | 2005-03-17 | Lockwood Samuel Fournier | Carotenoid analogs or derivatives for controlling C-reactive protein levels |
| BRPI0313155B8 (pt) | 2002-07-29 | 2021-05-25 | Cardax Pharmaceuticals Inc | composto químico derivado ou análogo de carotenóide, composição farmacêutica, e, uso do composto |
| US20050004235A1 (en) * | 2002-07-29 | 2005-01-06 | Lockwood Samuel Fournier | Carotenoid analogs or derivatives for the inhibition and amelioration of liver disease |
| US7521584B2 (en) * | 2002-07-29 | 2009-04-21 | Cardax Pharmaceuticals, Inc. | Carotenoid analogs or derivatives for the inhibition and amelioration of disease |
| US7320997B2 (en) * | 2002-07-29 | 2008-01-22 | Cardax Pharmaceuticals, Inc. | Pharmaceutical compositions including carotenoid ester analogs or derivatives for the inhibition and amelioration of disease |
| US20050009788A1 (en) * | 2002-07-29 | 2005-01-13 | Lockwood Samuel Fournier | Carotenoid ester analogs or derivatives for controlling connexin 43 expression |
| US7763649B2 (en) * | 2002-07-29 | 2010-07-27 | Cardax Pharmaceuticals, Inc. | Carotenoid analogs or derivatives for controlling connexin 43 expression |
| US7723327B2 (en) * | 2002-07-29 | 2010-05-25 | Cardax Pharmaceuticals, Inc. | Carotenoid ester analogs or derivatives for the inhibition and amelioration of liver disease |
| US7345091B2 (en) * | 2002-07-29 | 2008-03-18 | Cardax Pharmaceuticals, Inc. | Carotenoid ether analogs or derivatives for the inhibition and amelioration of disease |
| US20050026874A1 (en) * | 2002-07-29 | 2005-02-03 | Lockwood Samuel Fournier | Carotenoid ether analogs or derivatives for the inhibition and amelioration of liver disease |
| US6855359B2 (en) * | 2002-11-15 | 2005-02-15 | Cargill, Incorporated | Soluble isoflavone compositions |
| WO2004077938A2 (en) * | 2003-03-06 | 2004-09-16 | Accera Inc. | Novel chemical entities and methods for their use in treatment of metabolic disorders |
| EP1728505B1 (en) * | 2004-03-24 | 2014-06-04 | Takeda Pharmaceutical Company Limited | Preparation with elevated content |
| US20060058269A1 (en) * | 2004-04-14 | 2006-03-16 | Lockwood Samuel F | Carotenoid analogs or derivatives for the inhibition and amelioration of inflammation |
| WO2005102356A1 (en) * | 2004-04-14 | 2005-11-03 | Hawaii Biotech, Inc. | Carotenoid analogs or derivatives for the inhibition and amelioration of inflammation |
| DE102004051245A1 (de) * | 2004-10-20 | 2006-04-27 | Aquanova German Solubilisate Technologies (Agt) Gmbh | Vitamin C-Solubilisat |
| US20060252775A1 (en) * | 2005-05-03 | 2006-11-09 | Henderson Samuel T | Methods for reducing levels of disease associated proteins |
| EP1915144A4 (en) * | 2005-06-20 | 2009-08-19 | Accera Inc | METHOD FOR REDUCING OXIDATIVE DAMAGE AND IMPROVING MITOCHONDRIA EFFICIENCY |
| KR20090003148A (ko) | 2006-04-03 | 2009-01-09 | 액세라인크 | 나이와 관련된 기억 손상의 치료를 위한 케톤 생성조성물의 용도 |
| JP5459939B2 (ja) * | 2006-06-09 | 2014-04-02 | 富士フイルム株式会社 | カロチノイド含有エマルジョン組成物、その製造方法、それを含む食品及び化粧品 |
| US7435846B2 (en) | 2006-08-18 | 2008-10-14 | Industrial Organica, S.A. De C.V. | Absorption and bioavailability of carotenoids, formulations and applications |
| CA2669392C (en) * | 2006-11-17 | 2016-05-10 | Abbott Gmbh & Co. Kg | Nanocrystals for use in topical cosmetic formulations and method of production thereof |
| US20080131515A1 (en) * | 2006-12-01 | 2008-06-05 | Fujifilm Corporation | Emulsion composition, and foods and cosmetics containing the emulsion composition |
| US20100021511A1 (en) * | 2007-01-05 | 2010-01-28 | Fujifilm Corporation | Dispersion composition, cosmetic preparation for skin care, and method for producing dispersion composition |
| WO2008088037A1 (ja) * | 2007-01-18 | 2008-07-24 | National University Corporation Chiba University | 微粒子製剤 |
| DE102007015701A1 (de) * | 2007-03-19 | 2008-09-25 | Maria Clementine Martin Klosterfrau Vertriebsgesellschaft Mbh | Neue pharmazeutische Zusammensetzungen für die Lipolyse und Verfahren zu deren Herstellung |
| AU2008282130B2 (en) | 2007-07-31 | 2014-08-21 | Cerecin Inc. | Use of genomic testing and ketogenic compounds for treatment of reduced cognitive function |
| EP2303036A1 (en) * | 2008-07-03 | 2011-04-06 | Accera, Inc. | Monoglyceride of acetoacetate and derivatives for the treatment of neurological disorders |
| US8105809B2 (en) * | 2008-07-03 | 2012-01-31 | Accera, Inc. | Enzymatic synthesis of acetoacetate esters and derivatives |
| US20120157547A1 (en) | 2010-12-21 | 2012-06-21 | Ricardo Montoya-Olvera | Compositions and applications of carotenoids of improved absorption and bioavailability |
| WO2012133246A1 (ja) * | 2011-03-30 | 2012-10-04 | 富士フイルム株式会社 | カロチノイド含有組成物及びその製造方法 |
| CN102552293B (zh) * | 2011-12-31 | 2014-05-21 | 沈阳药科大学 | 一种注射用复合维生素亚微乳冻干粉针及其制备方法 |
| CN102525923B (zh) * | 2012-02-16 | 2014-09-10 | 中国农业大学 | 类胡萝卜素乳液及微胶囊的制备方法 |
| WO2014003594A1 (en) | 2012-06-25 | 2014-01-03 | Druzhinin Dmitry | Aqueous-lipidic carotenoid-containing compositions |
| SG10201702500RA (en) * | 2013-12-11 | 2017-05-30 | Health Ever Biotech Co Ltd | Pharmaceutical compositions of carotenoid |
| US10342775B2 (en) * | 2015-05-22 | 2019-07-09 | Fresenius Kabi Deutschland Gmbh | Vitamin A for parenteral administration |
| WO2016188876A1 (en) * | 2015-05-22 | 2016-12-01 | Fresenius Kabi Deutschland Gmbh | Vitamin a for parenteral administration |
| CN106617050A (zh) * | 2016-11-08 | 2017-05-10 | 云南爱尔康生物技术有限公司 | 一种岩藻黄素纳米乳液及其制备方法 |
| CN107271378B (zh) * | 2017-04-13 | 2019-12-20 | 云南民族大学 | 虾青素抗脂质过氧化活性的测定方法 |
| US20200383933A1 (en) * | 2017-09-05 | 2020-12-10 | Universidad De Chile | Method for obtaining nanostructures with carotenoids and nanostructures obtained |
| CN111165824A (zh) * | 2020-01-21 | 2020-05-19 | 北京金康普食品科技有限公司 | 护眼微量营养素预混料乳剂及其制备方法和应用 |
| CN111296730A (zh) * | 2020-03-06 | 2020-06-19 | 广州市食品工业研究所有限公司 | 一种稳定性好的叶黄素纳米乳液及其制备方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3206316A (en) * | 1960-10-17 | 1965-09-14 | Hoffmann La Roche | Water dispersible carotenoid preparations and processes thereof |
| DE4405545A1 (de) * | 1994-02-22 | 1995-08-31 | Dietl Hans | Fettlösliche Vitamine enthaltende Zubereitung zur oralen Applikation |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2236899A1 (de) * | 1972-07-27 | 1974-02-07 | Philips Patentverwaltung | Mit wasser mischbare carotinoidemulsion |
| DE2254105A1 (de) * | 1972-11-04 | 1974-05-16 | Philips Patentverwaltung | Verfahren zur herstellung von carotinoid-emulsionen |
| US4107343A (en) * | 1976-11-08 | 1978-08-15 | Scm Corporation | Whippable emulsion stable at room temperature |
| DE3048000A1 (de) * | 1980-12-19 | 1982-07-15 | Basf Ag | Stabile injizierbare (beta)-carotin-solubilisate und verfahren zu ihrer herstellung |
| JPS5910511A (ja) * | 1982-07-07 | 1984-01-20 | Eisai Co Ltd | 脂溶性物質含有水性液 |
| DE3702030A1 (de) * | 1987-01-24 | 1988-08-04 | Basf Ag | Pulverfoermige, wasserdispergierbare carotinoid-zubereitungen und verfahren zu ihrer herstellung |
| FR2630346B1 (fr) * | 1988-04-22 | 1991-03-22 | Dubois Jacques | Produits nouveaux comportant une emulsion d'eau et d'hydrocarbures paraffiniques huileux additionnes d'extraits de lecithine et procedes de fabrication |
| DE4031094A1 (de) * | 1990-10-02 | 1992-04-09 | Basf Ag | Verfahren zur herstellung von stabilen injizierbaren (beta)-carotin-solubilisaten |
| DE4200728A1 (de) * | 1992-01-14 | 1993-07-15 | Basf Ag | Stabile, fluessige praeparate fettloeslicher substanzen |
| IL101007A (en) * | 1992-02-18 | 1997-08-14 | Pharmos Ltd | Dry stable compositions prepared by lyophilization |
| DE69430799T2 (de) * | 1993-03-22 | 2003-02-13 | Cognis Australien Pty.Ltd., Victoria | Wasserdispersible therapeutische carotenoid verbindungen |
| US5705180A (en) * | 1993-03-22 | 1998-01-06 | Betatene Limited | Therapeutic agent for the treatment of melanomas |
-
1996
- 1996-03-11 DE DE19609476A patent/DE19609476A1/de not_active Withdrawn
-
1997
- 1997-03-04 DE DE59704347T patent/DE59704347D1/de not_active Expired - Fee Related
- 1997-03-04 ES ES97103483T patent/ES2163055T3/es not_active Expired - Lifetime
- 1997-03-04 EP EP97103483A patent/EP0800824B1/de not_active Expired - Lifetime
- 1997-03-04 AT AT97103483T patent/ATE204472T1/de not_active IP Right Cessation
- 1997-03-06 CA CA002199414A patent/CA2199414A1/en not_active Abandoned
- 1997-03-07 AU AU16203/97A patent/AU1620397A/en not_active Abandoned
- 1997-03-10 JP JP9054400A patent/JPH09328419A/ja active Pending
- 1997-03-10 US US08/813,977 patent/US5925684A/en not_active Expired - Fee Related
- 1997-03-11 CN CN97109609A patent/CN1074917C/zh not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3206316A (en) * | 1960-10-17 | 1965-09-14 | Hoffmann La Roche | Water dispersible carotenoid preparations and processes thereof |
| DE4405545A1 (de) * | 1994-02-22 | 1995-08-31 | Dietl Hans | Fettlösliche Vitamine enthaltende Zubereitung zur oralen Applikation |
Also Published As
| Publication number | Publication date |
|---|---|
| AU1620397A (en) | 1997-09-18 |
| CA2199414A1 (en) | 1997-09-11 |
| EP0800824B1 (de) | 2001-08-22 |
| ATE204472T1 (de) | 2001-09-15 |
| US5925684A (en) | 1999-07-20 |
| EP0800824A1 (de) | 1997-10-15 |
| CN1164387A (zh) | 1997-11-12 |
| DE19609476A1 (de) | 1997-09-18 |
| DE59704347D1 (de) | 2001-09-27 |
| JPH09328419A (ja) | 1997-12-22 |
| ES2163055T3 (es) | 2002-01-16 |
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