EP0619741A1 - Polar lipid composition of plant origin - Google Patents
Polar lipid composition of plant originInfo
- Publication number
- EP0619741A1 EP0619741A1 EP93900242A EP93900242A EP0619741A1 EP 0619741 A1 EP0619741 A1 EP 0619741A1 EP 93900242 A EP93900242 A EP 93900242A EP 93900242 A EP93900242 A EP 93900242A EP 0619741 A1 EP0619741 A1 EP 0619741A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- active agent
- composition according
- lipid
- composition
- polar lipid
- 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.)
- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/88—Liliopsida (monocotyledons)
- A61K36/899—Poaceae or Gramineae (Grass family), e.g. bamboo, corn or sugar cane
-
- 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
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
- A61K2039/55511—Organic adjuvants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
- A61K2039/55588—Adjuvants of undefined constitution
Definitions
- the present invention relates to a polar lipid composition of plant origin making it possible to transport an active agent and / or to make it penetrate into a target cell.
- Each type of cell has its own composition of polar lipid constituents, and specialists have been able to establish ranges of compositions specific to each type of cell.
- the above-mentioned basic lipid mixture has a composition which is largely identical to that of the polar lipid constituents used in the composition of the lipid double layers of the plasma membranes, and that, from from this basic mixture, it is possible to manufacture, by successive fractionations, a "second" lipid mixture whose composition is identical to that which is specific to a given type of cells.
- the idea underlying the invention is to use this identity to make, from the basic polar lipid mixture, a composition in which the lipid formula of the lipid cytomembranes is reconstituted to transport an active agent or facilitate its penetration into a target cell.
- the invention relates to a polar lipid composition of plant origin characterized in that it consists of an injectable, intra-articular, topical or ingestible aqueous emulsion of a polar lipid mixture rich in phospholipids, in glycolipids and ceramides, having a composition essentially identical to that of the polar lipid constituents of the lipid cytomembranes of cells and obtained from a plant compound such as cereal flour or an extract such as bran or lipids extracted from cereals with chlorinated solvents.
- composition which can be pharmaceutical, cosmetic or even dietetic, can take on various forms without departing from the scope of the invention and, in certain cases, the composition may even constitute the active agent proper.
- an excess of cholesterol can cause the deposition, on the internal wall of the arteries, of an atheroma plaque formed by a mixture of fat-laden cells and cholesterol crystals.
- the reaction of the wall opposite the atheroma plaque is variable: it begins with sclerosis (atherosclerosis) and is followed by calcifications (mediacalcosis). This can lead to thrombosis (blood clotting in the artery) and aneurysms (distention of the wall).
- the polar lipid mixtures in accordance with the invention and in particular the ceramides are emulsifiers for cholesterol: injection into the blood circuit of a patient whose arteries carry numerous plaques of 'atheroma of a composition according to the invention can facilitate the elimination of these deposits; this lipid mixture will indeed extract the cholesterol then facilitate its evacuation in the blood circuit.
- HLB Hydrophile-Lipophile Balance
- an experimental process was used based on research by measuring the conductivity of the amount of water causing the phase inversion of an emulsion .
- the emulsion has a composition essentially identical to that of the lipid cytomembranes of a target cell and contains an active agent coated in a sheath of the lipid mixture.
- Such a composition may, by way of example, contain a moisturizing agent associated, where appropriate, with additives such as vitamins
- the moisturizing agents present in these compositions can be liposoluble humectants or hygroscopic agents such as for example lanolin, polyunsaturated fatty acids in particular vitamin F, linoleic acid, gammalinolenic acid or eicosapentaenoic acid or alternatively water-soluble agents such as glycerin, mucopolysaccharides, allantoin derivatives, amino acids, urea, sodium, potassium.
- the lipid mixture polar acts in fact on two levels: it improves the membrane permeability towards the active agent, but, at the same time contributes itself to the hydration of the cells; we have, in fact, recently been able to highlight the role in the hydration mechanisms of the skin of phospholipids and especially ceramides which are likely to contribute to better water retention, to restructure the epidermis and in particular the intercornéocytaire cement and to improve the resistance of the skin to external aggressions.
- composition in accordance with the invention may also take the form of a medicinal composition intended for various therapeutic classes and the active agent of which may take various forms and in particular be chosen from the group formed by antibiotics, anti-inflammatories, cortidoids, antivirals, anticancer drugs and drugs for cardiovascular pathologies.
- the polar lipid sheath constitutes, thanks to its selective composition, a vector making it possible to improve the permeability of the target cell for the active product.
- composition as active agent, not a compound strictly speaking "treating" but a toxic substance selective for a pathogenic agent, in particular a virus, a bacterium or a fungus.
- the polar lipid sheath acts as a "decoy" to trap the pathogen and facilitate its elimination.
- This aspect of the invention can be used for the fight against AIDS by coating AZT in a polar lipid sheath whose composition corresponds to that of the lipid cytomembranes of leukocytes: the AIDS virus can indeed recognize the lipids constituting the sheath which correspond to its normal path of penetration into the cells and thus come into contact with the AZT so as to promote its destruction.
- the polar lipid system of this patent can also be used as a vehicle for vaccine components necessary for strengthening humoral and cellular immunity.
- a cosmetic composition having the following weight formula:
- Vitamin E acetate 0.5% Hydrogenated lecithin 0.5%
- Preservatives + Water This composition has proven to be very stable and has a particular feel that appeals to users.
- the principle of this test consists in subjecting the red cells isolated from their plasma to an oxidative type aggression under controlled and standardized conditions so as to allow them to put all their enzymatic and molecular equipment into play to resist this aggression until modification of the cell membrane and bursting and lysis of the cell.
- the resistance of the red blood cell population of each of the preparations tested was then expressed by the half-lysis time, that is to say the release time of 50% of the hemoglobin content.
- compositions according to the invention were previously prepared:
- composition A Composition A
- Vitamin E acetate 2%
- Vitamin A acid 0.05%
- Vitamin E acetate 2%
- Betneval and Effederm correspond to commercial drugs containing respectively dexamethasone and vitamin A acid at concentrations similar to those of compositions A and B in accordance with the invention.
- the principle of this test consists in measuring the inhibition of the enzymatic activity by different preparations tested by following the kinetics at 410 nm of the degradation of a substrate S corresponding essentially to elastin le: Me-O-Suc-Ala 2 -Pro- Val-pNa (N-Methoxysuccinyl-Ala-Ala-Pro-Val-p-Nitroanilide).
- Me-O-Suc-Ala 2 -Pro- Val-pNa N-Methoxysuccinyl-Ala-Ala-Pro-Val-p-Nitroanilide.
- FIG. 1 represents the anti-elastatic activity of the reference oleic acid
- FIG. 2 represents the anti-elastatic activity of preparation A
- FIG. 3 represents the anti-elastatic activity of preparation B
- FIG. 4 represents the anti-elastatic activity of preparation C
- the tanks 1 to 5 were prepared, the composition of which is listed in the table below:
- Each of the tanks was then stirred for 30 min at 37 ° C so as to allow the enzyme time to act on its substrate.
- Curves 1 to 3 correspond respectively, as for the preparations in accordance with the invention, to the reference curve and to the kinetics in the absence of oleic acid.
- Curves 4 and 5 correspond to an oleic acid concentration equal to 0.1 ⁇ g / ml while curves 6 and 7 correspond to an oleic acid concentration of 1 ⁇ g / ml.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Oncology (AREA)
- Microbiology (AREA)
- Engineering & Computer Science (AREA)
- Mycology (AREA)
- Dispersion Chemistry (AREA)
- Communicable Diseases (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Alternative & Traditional Medicine (AREA)
- Biophysics (AREA)
- Botany (AREA)
- Molecular Biology (AREA)
- Medical Informatics (AREA)
- Biotechnology (AREA)
- Virology (AREA)
- Pulmonology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Composition lipidique polaire d'origine végétale permettant de véhiculer un agent actif et/ou de le faire pénétrer dans une cellule cible, caractérisée en ce qu'elle est constituée par une émulsion aqueuse injectable, intra-articulaire, topique ou ingérable d'un mélange lipidique polaire riche en phospholipides, en glycolipides et en céramides, ayant une composition essentiellement identique à celle des constituants lipidiques polaires des cytomembranes lipidiques des cellules et obtenu à partir d'un composé végétal tel que de la farine de céréales ou un extrait tel que du son ou des lipides extraits de céréales par des solvants chlorés.Polar lipid composition of plant origin making it possible to transport an active agent and / or to make it penetrate into a target cell, characterized in that it is constituted by an injectable, intra-articular, topical or ingestible aqueous emulsion of a mixture polar lipid rich in phospholipids, glycolipids and ceramides, having a composition essentially identical to that of the polar lipid constituents of the lipid cytomembranes of cells and obtained from a plant compound such as cereal flour or an extract such as bran or lipids extracted from cereals with chlorinated solvents.
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9114081A FR2683721B1 (en) | 1991-11-15 | 1991-11-15 | POLAR LIPID COMPOSITION FOR VEHICULATING AN ACTIVE AGENT AND / OR PENETRATING IT INTO A TARGET CELL. |
FR9114081 | 1991-11-15 | ||
PCT/FR1992/001048 WO1993009805A1 (en) | 1991-11-15 | 1992-11-12 | Polar lipid composition of plant origin |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0619741A1 true EP0619741A1 (en) | 1994-10-19 |
Family
ID=9418967
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP93900242A Withdrawn EP0619741A1 (en) | 1991-11-15 | 1992-11-12 | Polar lipid composition of plant origin |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0619741A1 (en) |
JP (1) | JPH07508496A (en) |
AU (1) | AU3162293A (en) |
CA (1) | CA2123585A1 (en) |
FR (1) | FR2683721B1 (en) |
WO (1) | WO1993009805A1 (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2714829B1 (en) * | 1994-01-10 | 1996-02-02 | Oreal | Cosmetic and / or dermatological composition for the treatment of aging containing ceramides, its use. |
FR2742054B1 (en) * | 1995-12-06 | 1998-01-09 | Synthelabo | PHARMACEUTICAL COMPOSITIONS CONTAINING AN ANTI-INFLAMMATORY AGENT AND VEGETABLE CERAMIDES |
DE19602108A1 (en) * | 1996-01-22 | 1997-07-24 | Beiersdorf Ag | Substances effective against bacteria, parasites, protozoa, mycota and viruses |
FR2747307B1 (en) * | 1996-04-11 | 1998-07-10 | Ravi Shrivastava | APPLICATION AS MEDICAMENT OF CERAMIDES AND PARTICULARLY PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
US5955092A (en) * | 1996-09-27 | 1999-09-21 | Elizabeth Arden Co., Division Of Conopco, Inc. | Skin care compositions containing an n-substituted fatty acid amide and retinol or retinyl ester |
US6165997A (en) * | 1997-11-20 | 2000-12-26 | Statens Serum Institut | Phospholipids having antimicrobial activity with or without the presence of antimicrobials |
JP2004501952A (en) | 2000-06-30 | 2004-01-22 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Skin conditioning composition comprising a compound for mimicking the effect of retinoic acid on the skin |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL63734A (en) * | 1981-09-04 | 1985-07-31 | Yeda Res & Dev | Lipid fraction,its preparation and pharmaceutical compositions containing same |
DE3339907A1 (en) * | 1983-11-04 | 1985-05-23 | Karl Eugen Prof. Dr.med. 7302 Ostfildern Theurer | Preparation and therapeutic use of liposome membranes with cytotropism |
JP2540296B2 (en) * | 1985-07-31 | 1996-10-02 | 花王株式会社 | Cosmetics |
CA1311193C (en) * | 1987-02-12 | 1992-12-08 | Walter P. Smith | Hair protection composition and method |
JP2519181B2 (en) * | 1987-03-28 | 1996-07-31 | 鐘紡株式会社 | Hair nourishing cosmetics |
JPH03501253A (en) * | 1987-09-22 | 1991-03-22 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | Liposome-based nucleoside analogs for the treatment of AIDS |
EP0319638A1 (en) * | 1987-12-08 | 1989-06-14 | Estee Lauder Inc. | Liposome containing cosmetic and pharmaceutical compositions and methods for utilizing such compositions |
FR2609397B1 (en) * | 1988-02-23 | 1991-12-13 | Serobiologiques Lab Sa | USE OF A CARBOHYDRATE SUBSTANCE OR COMPOSITION AS AN ACTIVE INGREDIENT OF A DERMATOLOGICAL AND / OR COSMETOLOGICAL AND / OR PHARMACEUTICAL AND / OR CELL STIMULANT COMPOSITION, AND COMPOSITION CONTAINING SUCH A CARBON SUBSTANCE OR COMPOSITION |
KR900701304A (en) * | 1988-05-05 | 1990-12-01 | 루이즈 츄이 콜린스 에이미 | Human and / or animal allergen desensitizers |
DE3815473A1 (en) * | 1988-05-06 | 1989-11-16 | Karl Heinz Prof Dr Dr Schmidt | System of active substances for lipid exchange with target structures |
IT1238343B (en) * | 1989-10-16 | 1993-07-13 | Cesalpino Andrea Fond | PROCEDURE FOR THE PREPARATION OF VACCINES CAPABLE OF GENERATING NOT ONLY THE IMMUNE RESPONSE OF T HELPER LYMPHOCYTES, BUT ALSO AN EFFECTIVE RESPONSE OF CYTOTOXIC T LYMPHOCYTES, AND VACCINES WITH THESE CHARACTERISTICS |
FR2676936B1 (en) * | 1991-05-27 | 1993-11-05 | Inocosm Laboratoires | PROCESS FOR SEPARATING A COMPOUND RICH IN GLYCOLIPIDES LYSOPHOSPHOLIPIDES SHINGOLIPIDES AND CERAMIDES OF PLANT ORIGIN, AS WELL AS COSMETIC PRODUCTS OBTAINED BY THE IMPLEMENTATION OF THIS PROCESS. |
-
1991
- 1991-11-15 FR FR9114081A patent/FR2683721B1/en not_active Expired - Fee Related
-
1992
- 1992-11-12 JP JP5509026A patent/JPH07508496A/en active Pending
- 1992-11-12 AU AU31622/93A patent/AU3162293A/en not_active Abandoned
- 1992-11-12 EP EP93900242A patent/EP0619741A1/en not_active Withdrawn
- 1992-11-12 WO PCT/FR1992/001048 patent/WO1993009805A1/en not_active Application Discontinuation
- 1992-11-12 CA CA002123585A patent/CA2123585A1/en not_active Abandoned
Non-Patent Citations (1)
Title |
---|
See references of WO9309805A1 * |
Also Published As
Publication number | Publication date |
---|---|
AU3162293A (en) | 1993-06-15 |
FR2683721B1 (en) | 1995-06-09 |
FR2683721A1 (en) | 1993-05-21 |
CA2123585A1 (en) | 1993-05-27 |
JPH07508496A (en) | 1995-09-21 |
WO1993009805A1 (en) | 1993-05-27 |
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