CA2194221A1 - Cationic amphiphiles - Google Patents
Cationic amphiphilesInfo
- Publication number
- CA2194221A1 CA2194221A1 CA2194221A CA2194221A CA2194221A1 CA 2194221 A1 CA2194221 A1 CA 2194221A1 CA 2194221 A CA2194221 A CA 2194221A CA 2194221 A CA2194221 A CA 2194221A CA 2194221 A1 CA2194221 A1 CA 2194221A1
- Authority
- CA
- Canada
- Prior art keywords
- cationic amphiphiles
- amphiphiles
- cationic
- diacylphosphatidyl
- intracellularly
- 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.)
- Granted
Links
- 125000002091 cationic group Chemical group 0.000 title abstract 2
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 abstract 1
- -1 alkoxyalkyl O-phosphate esters Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229920002521 macromolecule Polymers 0.000 abstract 1
- 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 abstract 1
- 150000008104 phosphatidylethanolamines Chemical class 0.000 abstract 1
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—Liposomes
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Dispersion Chemistry (AREA)
- Biochemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
Cationic amphiphiles are provided that are alkyl or alkoxyalkyl O-phosphate esters of diacylphosphatidyl zwitterionic compounds such as phosphatidylcholine or phosphatidyl ethanolamine. The amphiphiles can be used as carriers for delivering macromolecules intracellularly.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/US1994/007071 WO1995035301A1 (en) | 1994-06-22 | 1994-06-22 | Cationic amphiphiles |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2194221A1 true CA2194221A1 (en) | 1995-12-28 |
CA2194221C CA2194221C (en) | 2001-01-02 |
Family
ID=22242692
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002194221A Expired - Fee Related CA2194221C (en) | 1994-06-22 | 1994-06-22 | Cationic amphiphiles |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0807116A4 (en) |
JP (1) | JPH10506093A (en) |
AU (1) | AU696881B2 (en) |
CA (1) | CA2194221C (en) |
NO (1) | NO970172D0 (en) |
WO (1) | WO1995035301A1 (en) |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL122290A0 (en) * | 1995-06-07 | 1998-04-05 | Inex Pharmaceuticals Corp | Lipid-nucleic acid complex its preparation and use |
US7422902B1 (en) | 1995-06-07 | 2008-09-09 | The University Of British Columbia | Lipid-nucleic acid particles prepared via a hydrophobic lipid-nucleic acid complex intermediate and use for gene transfer |
US6235310B1 (en) | 1997-04-04 | 2001-05-22 | Valentis, Inc. | Methods of delivery using cationic lipids and helper lipids |
US9034329B2 (en) | 1999-02-22 | 2015-05-19 | Georgetown University | Preparation of antibody or an antibody fragment-targeted immunoliposomes for systemic administration of therapeutic or diagnostic agents and uses thereof |
EP1154756B1 (en) | 1999-02-22 | 2007-01-03 | Georgetown University | Antibody fragment-targeted immunoliposomes for systemic gene delivery |
US7780882B2 (en) | 1999-02-22 | 2010-08-24 | Georgetown University | Simplified and improved method for preparing an antibody or an antibody fragment targeted immunoliposome for systemic administration of a therapeutic or diagnostic agent |
AU2002307035A1 (en) * | 2001-04-02 | 2002-10-15 | Georgetown University | A simplified and improved method for preparing an antibody or an antibody fragment targeted immunoliposome or polyplex for systemic administration of a therapeutic or diagnostic agent |
DE10207178A1 (en) * | 2002-02-19 | 2003-09-04 | Novosom Ag | Components for the production of amphoteric liposomes |
JP4722481B2 (en) | 2002-06-28 | 2011-07-13 | プロティバ バイオセラピューティクス リミテッド | Liposome production method and apparatus |
CA2532228C (en) | 2003-07-16 | 2017-02-14 | Protiva Biotherapeutics, Inc. | Lipid encapsulated interfering rna |
JP4842821B2 (en) | 2003-09-15 | 2011-12-21 | プロチバ バイオセラピューティクス インコーポレイティッド | Polyethylene glycol modified lipid compounds and uses thereof |
WO2005120152A2 (en) | 2004-06-07 | 2005-12-22 | Protiva Biotherapeutics, Inc. | Cationic lipids and methods of use |
US7799565B2 (en) | 2004-06-07 | 2010-09-21 | Protiva Biotherapeutics, Inc. | Lipid encapsulated interfering RNA |
CA2572439A1 (en) | 2004-07-02 | 2006-01-12 | Protiva Biotherapeutics, Inc. | Immunostimulatory sirna molecules and uses therefor |
EP2395012B8 (en) | 2005-11-02 | 2018-06-06 | Arbutus Biopharma Corporation | Modified siRNA molecules and uses thereof |
KR101573928B1 (en) | 2006-05-15 | 2015-12-03 | 조지타운 유니버시티 | - - preparation of antibody or an antibody fragment-targeted immunoliposomes for systemic administration of therapeutic or diagnostic agents and uses thereof |
US7915399B2 (en) | 2006-06-09 | 2011-03-29 | Protiva Biotherapeutics, Inc. | Modified siRNA molecules and uses thereof |
DK2279254T3 (en) | 2008-04-15 | 2017-09-18 | Protiva Biotherapeutics Inc | PRESENT UNKNOWN LIPID FORMS FOR NUCLEIC ACID ADMINISTRATION |
CN102245590B (en) | 2008-10-09 | 2014-03-19 | 泰米拉制药公司 | Improved amino lipids and methods for the delivery of nucleic acids |
US9018187B2 (en) | 2009-07-01 | 2015-04-28 | Protiva Biotherapeutics, Inc. | Cationic lipids and methods for the delivery of therapeutic agents |
IL292615B2 (en) | 2009-07-01 | 2023-11-01 | Protiva Biotherapeutics Inc | Nucleic acid-lipid particles, compositions comprising the same and uses thereof |
WO2011000106A1 (en) | 2009-07-01 | 2011-01-06 | Protiva Biotherapeutics, Inc. | Improved cationic lipids and methods for the delivery of therapeutic agents |
WO2012000104A1 (en) | 2010-06-30 | 2012-01-05 | Protiva Biotherapeutics, Inc. | Non-liposomal systems for nucleic acid delivery |
GB2530224B (en) | 2013-07-16 | 2020-08-05 | Univ Leland Stanford Junior | Enhancement of osteogenic potential of bone grafts |
IL303195A (en) | 2020-11-25 | 2023-07-01 | Akagera Medicines Inc | Lipid nanoparticles for delivery of nucleic acids, and related methods of use |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3239817A1 (en) * | 1982-07-06 | 1984-01-12 | Max Planck Gesellschaft zur Förderung der Wissenschaften e.V., 3400 Göttingen | NEW GLYCER DERIVATIVES FOR THE SYNTHESIS OF PHOSPHOLIPIDES |
US5264618A (en) * | 1990-04-19 | 1993-11-23 | Vical, Inc. | Cationic lipids for intracellular delivery of biologically active molecules |
US5334761A (en) * | 1992-08-28 | 1994-08-02 | Life Technologies, Inc. | Cationic lipids |
US5651981A (en) * | 1994-03-29 | 1997-07-29 | Northwestern University | Cationic phospholipids for transfection |
-
1994
- 1994-06-22 JP JP8502097A patent/JPH10506093A/en not_active Ceased
- 1994-06-22 WO PCT/US1994/007071 patent/WO1995035301A1/en not_active Application Discontinuation
- 1994-06-22 EP EP94924449A patent/EP0807116A4/en not_active Withdrawn
- 1994-06-22 CA CA002194221A patent/CA2194221C/en not_active Expired - Fee Related
- 1994-06-22 AU AU74711/94A patent/AU696881B2/en not_active Ceased
-
1997
- 1997-01-15 NO NO970172A patent/NO970172D0/en unknown
Also Published As
Publication number | Publication date |
---|---|
NO970172L (en) | 1997-01-15 |
CA2194221C (en) | 2001-01-02 |
NO970172D0 (en) | 1997-01-15 |
WO1995035301A1 (en) | 1995-12-28 |
AU7471194A (en) | 1996-01-15 |
EP0807116A4 (en) | 1998-01-07 |
JPH10506093A (en) | 1998-06-16 |
EP0807116A1 (en) | 1997-11-19 |
AU696881B2 (en) | 1998-09-24 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |