WO2001056584A1 - Procede de preparation d'extraits vegetaux, extraits ainsi obtenus et leurs utilisations - Google Patents
Procede de preparation d'extraits vegetaux, extraits ainsi obtenus et leurs utilisations Download PDFInfo
- Publication number
- WO2001056584A1 WO2001056584A1 PCT/FR2001/000298 FR0100298W WO0156584A1 WO 2001056584 A1 WO2001056584 A1 WO 2001056584A1 FR 0100298 W FR0100298 W FR 0100298W WO 0156584 A1 WO0156584 A1 WO 0156584A1
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- WO
- WIPO (PCT)
- Prior art keywords
- extract
- leaching
- juice
- plant
- temperature
- Prior art date
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Classifications
-
- 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)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/28—Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
-
- 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)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/38—Clusiaceae, Hypericaceae or Guttiferae (Hypericum or Mangosteen family), e.g. common St. Johnswort
-
- 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)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/63—Oleaceae (Olive family), e.g. jasmine, lilac or ash tree
Definitions
- the invention relates to a process for preparing plant extracts, to plant extracts capable of being obtained by this process as well as to the uses of these extracts.
- total plant preparations that is to say containing, for a given plant, all the active components, known and unknown, of this plant, rather than clearly identified active ingredients in a purified or partially purified form.
- the inventor therefore set himself the goal of providing a process which makes it possible, in general, to obtain preparations whose composition is as close as possible to the biochemical content of the plants from which they are made, while being rid of the components without interest of the cellulose type, gums, mucilages and others.
- the inventor has, more particularly, set himself the goal of providing a process which guarantees the presence, in these preparations, of all the components which participate in the vital functions of plants, namely cellular catabolism for all the organs and photosynthesis. for chlorophyll bodies, and most of the components from the "secondary metabolism", which usually represent the active substances of interest to herbalists.
- the inventor has also set himself the goal of providing an extraction process which also guarantees that all the components present in said preparations, including the most fragile, have preserved their biochemical integrity and, therefore, all their ability to be active.
- the inventor has further set himself the goal of providing a process which, while having the advantages mentioned above, has an implementation cost compatible with industrial requirements.
- a process for preparing a plant extract which is characterized in that it comprises:
- active parts of a plant means the parts of this plant which are reputed to be the richest in active principles and which are consequently preferentially used for the preparation.
- these parts can be aerial (stems, leaves, flowers and flowering tops, barks, seeds, cones, fruits, wood, ...) or underground (roots, rhizomes, tubers, ... ).
- the freezing of the plant or of its active parts is carried out within the shortest possible time from their harvest, preferably at most 12 hours, so as to limit the risks of drying out or fermentation of this plant or of its active parts and, therefore, of degradation of their components.
- the plant or its active parts cannot be frozen at the place of harvest, they are advantageously transported to the place of freezing in an enclosure whose internal temperature is less than or equal to 15 ° C and is preferably around 4 ° C, like a refrigerated truck equipped with positive refrigeration.
- the freezing of the plant or of its active parts is carried out by their immersion in liquid nitrogen, in which case the plant or its active parts are immersed in liquid nitrogen and are maintained there until the heat transfers between them and the latter have ceased, which is detected by the stabilization of the boiling of liquid nitrogen.
- this freezing by other means, such as for example by spraying the plant or its active parts with liquid nitrogen or by simply placing them in the freezer.
- the plant or its active parts are subjected, either immediately or in a delayed manner, to a grinding which is carried out while the plant or its active parts have a temperature less than or equal to -20 ° C., by example in a hammer mill or a knife mill itself cooled by an admission of liquid nitrogen at the level of the grinding cylinder, so as to avoid any risk of thawing of the ground materials in spite of the heating phenomena inherent in grinding .
- the temperature presented by the plant or its active parts at the time of grinding conditions their rigidity and, therefore, the ease with which they are capable of being ground, and it is advantageously chosen so that the grinding is carried out with a speed comparable to that with which it would be done if it were carried out on this same plant or its active parts in the dry state.
- very woody plants such as linden sapwood and heather can easily be ground at temperatures between -20 and -50 ° C, while plants rich in resins and / or Fats such as olive leaves and avocados, rather require the use of temperatures below -100 ° C.
- plants which are neither specially woody nor particularly rich in resins and / or fats such as passionflower and St.
- John's wort they are generally grinded in the temperature range between -50 and -100 ° C. Furthermore, insofar as the ground material is intended to be subjected subsequently to one or more leachings, the grinding is preferably carried out until a powder with a grananiilometry of between approximately 0.1 and 2 mm is obtained. . Indeed, a too coarse ground material is difficult to exhaust by leaching because the solvents flow too quickly and fail to reach the cells located at the heart of the ground elements, while a too fine powder leaves in its mass only excessively small interstices in which the solvents are retained, preventing the flow of the solutions formed and their replacement by new extracting liquid.
- it further comprises, between the grinding of the plant or of its active parts and the operation of expressing the juice of the ground material, an operation of measuring the water content of this ground material, which is carried out on a sample thereof while the rest of the ground material is kept in the freezing state
- the process comprises, if necessary, the addition to the ground product of an amount of water sufficient to obtain a mixture having a water content of between approximately 85 and 95%, the inventor having, in fact, found that the expression of the juice of the ground product is carried out the better as this ground material has such a water content.
- the latter can be determined by any of the methods conventionally used for measuring the moisture content of a preparation such as that which consists in appreciating the difference in weight presented by the preparation before and after drying, or the KARL-FISCHER method
- the operation of expressing the juice of the ground product is carried out while this ground product is at the limit of defrosting, that is to say that it has in practice a temperature comp ⁇ se between -5 and 0 ° C. Therefore, as soon as the temperature of this ground material is, at the moment when it is decided to express the juice thereof, lower than that chosen for carrying out this expression, the invention provides for previously heating this last, preferably by placing it and leaving it at room temperature (about 20-25 ° C), so as to prevent it from undergoing thermal shock, and this, until its temperature reaches the value desired.
- the operation of expressing the juice of the ground material is carried out by pressing it, for example with a screw press (or COLAS press) or a hydraulic press .
- a screw press or COLAS press
- a hydraulic press it is possible to use a cloth in which the ground material is enclosed and which is subjected to a prolonged twist. Furthermore, this operation can be repeated if desired.
- the juice thus obtained contains the major part of the enzymes of the plant.
- this juice is then freed from all the elements which it contains and whose size is equal to or greater than 200 ⁇ m, or even 100 ⁇ m, advantageously by a cold filtration, for example by passing through a sieve with mesh sizes between 100 and 200 ⁇ m.
- the juice is advantageously stored at a temperature less than or equal to -18 ° C.
- what remains of the ground material, after expression of its juice, is subjected to at least one leaching (also known as percolation) with an organic solvent miscible with water, capable of extracting the components derived of the "secondary metabolism" of the plant (heterosides, poiyphenols, alkaloids, triterpenes, sterols, etc.), this leaching being carried out at a temperature of the residue of the expression of the juice of the ground product of between 0 and 25 ° C.
- organic solvent capable of being used during this leaching mention may be made of ethanol, methanol, acetone, acetonitrile, tetrahydrofuran and their mixtures.
- the residue of the expression of the juice of the ground product is subjected to leaching with an organic solvent, advantageously ethanol, the titer of which is gradually increased. during this leaching, preferably regularly, for example by applying a linear gradient.
- this leaching is initiated with water, then continued with the organic solvent until the latter reaches a titer of 100%.
- the residue of the expression of the juice of the ground product is subjected to several successive leachings which are all carried out with the same organic solvent, advantageously ethanol, but using this solvent in increasing amounts from one leaching to another.
- the residue from the expression of the juice of the ground material can also be subjected to several successive leachings which are carried out with organic solvents which are different from one leaching to the other, with identical or different titers.
- these leachings can be carried out either by maintaining the residue of the expression of the juice of the ground product at a temperature constant, either by gradually increasing the temperature of this residue - which has the effect of accelerating the speed of extraction of the substances it contains - and, in particular, by increasing it from 0 to 25 ° C, for as much understood not to exceed this latter value in order to avoid possible degradation of these substances
- the said extract in order to prevent the active components of the plant or of its active parts present in the extract, once it has been prepared, from degrading subsequently, in particular during the storage and transport phases of this extract, it is preferred , in the context of the present invention, prepare the said extract so that it is present either in a dry form or in solution in a non-volatile organic solvent, miscible with water and non-toxic, anhydrous or optionally in association with a small amount of water, i.e. at most equal to 15%
- the invention plans to proceed, preferably, with a concentration of the extractive solutions resulting from the leaching (s), so as to eliminate the organic solvent (s) and reduce them. the volume of water, before combining these extractive solutions and the juice resulting from the expression of the ground material.
- the extracting solutions which can be aqueous, hydro-organic or purely organic, are advantageously combined, then concentrated under vacuum, at reduced pressure and at a temperature of at most 35 ° C, until obtaining of a residual aqueous solution, the volume of which is chosen as a function of the final concentration of dry matter compatible with lyophilization, under good conditions, that is to say less than or equal to 25% of dry matter.
- this volume is determined from the dry matter contents of the extracting solutions and of the juice resulting from the expression of the ground material, which is measured beforehand on samples thereof, for example by subjecting them to drying.
- This residual aqueous solution is added to the juice resulting from the expression of the ground product, after a possible thawing of the latter, and the whole is dry, preferably by lyophilization, and homogenized.
- the powder thus obtained can be packaged as it is, for example in capsules, sachets or tablets or even be suspended in a non-aqueous liquid such as a vegetable oil or a physiologically acceptable fatty solvent for use by consumers as a drug, cosmetic product or food supplement. It can also be used as a raw material for the preparation of more complex formulations for medicinal, cosmetic or nutritional purposes, and which is in the form of capsules, granules, tablets or tablets
- the invention provides for adding this solvent, which is advantageously chosen from glycerol, monopropylene glycol and glucose and fructose syrups, with extractive solutions resulting from the leaching (s)
- This solvent which is advantageously chosen from glycerol, monopropylene glycol and glucose and fructose syrups
- the volume of non-volatile organic solvent added to these extractive solutions is chosen according to the final concentration of active components which it is desired to give to the extract (since this solvent is not volatile, it will not be eliminated during the concentration operations) and it is there again determined from the dry matter contents presented by the extractive solutions and by the juice resulting from the expression of the ground material.
- the liquid extract thus obtained can be packaged, for example in ampoules, vials or capsules for use by consumers as a medicine, cosmetic product or food supplement II can also serve as a raw material for the preparation of more complex formulations for medicinal, cosmetic or nutritional purposes, and which are in the form of solutions, suspensions, emulsions or microemulsions
- the residue of the expression of the juice of the ground material can be subjected, at the end of the leaching (s) with the organic solvent (s) miscible with water, at least one additional leaching which is carried out by means of an organic solvent immiscible with water but miscible with the organic solvent used during the previous leaching or, if several leachings have been carried out, with the organic solvent used during the last leaching, the temperature of this residue being between 0 and 25 ° C.
- what remains of the ground material at the end of the leaching (s) with the organic solvent (s) miscible with water can be subjected to at least one maceration in a solvent organic water immiscible of the butanol, ether, ethyl acetate, dichloromethane, hexane type and their mixtures.
- This maceration is preferably carried out after subjecting the residue of said leaching (s) to an expression operation, advantageously by pressing, making it possible to recover the organic solvent (s) (and the substances which they contain) remained in this residue.
- the extractive solutions obtained are subjected to evaporation, at atmospheric pressure and at a temperature of the order of 45 ° C, which leads to the obtaining of a dry residue, in the case of leachate, or a pasty extract, in the case of macerated, which can then be mixed with the dry or liquid extract resulting from the leachate (s) carried out with the organic solvent (s) ) miscible with water, to obtain a "total" extract.
- the process according to the invention further provides for subjecting a sample of the extract obtained to at least one metabolic function test making it possible to verify that the biochemical integrity of the active components of the plant or its active parts has been well preserved during their extraction.
- this metabolic functioning test includes the measurement of the intrinsic respiratory catabolic activity of the extract.
- an extract prepared from a chlorophyll plant it can be supplemented by a measurement of the intrinsic photosynthetic metabolic activity of said extract.
- the intrinsic respiratory catabolic activity of an extract can be measured by determining the time (t
- the photosynthetic metabolic activity of the extract it can be measured by determining the time (t p ) that puts a sample of the extract, placed in distilled water having an oxygen content of 30%, to raise, in the presence of light, the oxygen content of this water to a value of 50%, and calculating the ratio (t p) and the weight (P) of the sample extract tested.
- This metabolic function test can also be used later to evaluate the state of conservation of the extract over time and thus make it possible to define, for this extract, an expiration period.
- the invention also relates to a plant extract which is characterized in that it is capable of being obtained by a process as previously defined.
- such an extract has a detectable metabolic activity
- the invention also relates to this plant extract as a medicament, cosmetic product or food supplement.
- the invention also relates to the use of such an extract for the preparation of a medicament, a cosmetic composition or a food supplement.
- aerial parts are immediately subjected to grinding, at a temperature of -70 ° C. and in a hammer mill itself cooled by an admission of liquid nitrogen at the level of the grinding cylinder, until obtaining a powder with a particle size between 1 and 2 mm
- the residue from pressing is subjected to leaching which is carried out by gradually increasing the temperature of this residue from 0 to 25 ° C and using a linear gradient of ethanol of increasing titer from 0% to 100%, obtained by two metering pumps. distributing water and ethanol in a 1 liter buffer tank placed upstream of the lyxiviation tank
- the residue from the pressing is placed in a basket in a 200 ⁇ m stainless steel sieve, which is itself located in a stainless steel tank with a capacity of 50 liters, with central emptying from the bottom and thermostatically controlled by a double jacket provided with a heating system This tank is subjected to constant agitation.
- the residue of the ground material is immersed in 50 liters of distilled water at a temperature of 1 ° C., then the tank is supplied at a constant level regulated by a probe level connected to a solenoid valve placed on the bottom of the tank, at a rate of 1 liter / hour by the linear gradient water / ethanol This operation is adjusted so that this gradient reaches 100% ethanol in 48 hours On Thus delivers 48 liters of solvents during this period. Furthermore, the heating system of the double jacket of the tank is regulated so that the internal temperature of the tank progressively increases from 0 to 25 ° C. during this same period.
- the extracting solutions collected are placed continuously at -18 ° C. Then, after thawing, they are combined and concentrated, under reduced pressure (approximately 45 mbar) and at a temperature of 30 ° C., until a 5 liter residual aqueous solution.
- the extract of aerial parts of passionflower obtained in accordance with Example 1 is subjected to a metabolic functioning test.
- the dissolved oxygen level in this water is measured by a galvanic dissolved oxygen measurement probe, which is connected to a suitable measuring device, and the value of this rate is recorded.
- Air is bubbled through the water at a flow rate of 50 ml / min until the dissolved oxygen rate reaches a maximum stable value corresponding to saturation under the experimental conditions. After stabilization, the air intake and the gradual decrease in the dissolved oxygen level is recorded. The time required to decrease by 50% of this rate is determined. The time to, which represents the control time, is 3.65 minutes. The air is again bubbled until the initial saturation rate is reached. The air intake is stopped. Then 1 g of lyophilized passionflower extract is added and the progressive decrease in the oxygen level is recorded. dissolved
- the intrinsic respiratory catabolic activity of the extract is defined by the ratio. t, / P which is equal to 2.60 min / g
- the photosynthetic metabolic activity of the extract is defined by the ratio t p / P which is equal to 6.80 mm / g
- EXAMPLE 3 Preparation of an extract from the roots of Arctium lappa
- This juice is filtered through a 100 ⁇ m sieve. It is then quickly frozen on trays at -40 ° C and stored in freezing at -18 ° C. The residue from pressing is subjected to three successive leachings which are carried out at a temperature of this residue of 0 ° C.
- the burdock root extract obtained in accordance with Example 3 is subjected to a metabolic functioning test. This test is carried out under the same conditions as the test dec ⁇ t in Example 2, except that the weight (P) of extract used is 0.5 g
- the time t 0 is 3.25 minutes, while the time ti is 2.92 minutes.
- the leaves are crushed immediately at a temperature of - 120 ° C, in a hammer mill itself cooled by an admission of nitrogen liquid at the grinding cylinder, until a powder with a particle size between 1 and 2 mm is obtained.
- This juice is filtered through a 100 ⁇ m sieve. It is then quickly frozen on trays at -40 ° C and stored in freezing at -18 ° C.
- the residue from pressing is subjected to leaching which is carried out by gradually increasing the temperature of this residue from 0 to 25 ° C and using a linear gradient of ethanol of increasing titer from 0% to 100%, obtained by two pumps dispensers distributing water and ethanol in a 1 liter buffer tank placed upstream of the lyxiviation tank.
- the residue from the pressing is placed in a basket in a 200 ⁇ m stainless steel sieve, which is itself located in a 350-liter capacity stainless steel tank, with central drain at the bottom and thermostatically controlled by a double jacket provided with a heating system.
- This tank is subjected to constant agitation.
- the residue of the ground material is immersed in 700 liters of distilled water at a temperature of 1 ° C., then the tank is supplied at a constant level regulated by a level probe connected to a solenoid valve placed on the bottom drain of the tank, of 12 liters / hour by the linear gradient water / ethanol. This operation is adjusted so that this gradient reaches 100% ethanol in 48 hours. 576 liters of solvents are thus delivered during this period.
- the heating system of the double jacket of the tank is regulated so that the internal temperature of the tank gradually increases from 0 to 25 ° C during this same period.
- the extracted solutions collected are placed continuously at -18 ° C. At the end of this leaching, the residue of this leaching is taken out of the tank, then subjected to a pressing in a screw press. The ethanol remaining in this residue is allowed to evaporate in the open air.
- the olive leaf extract obtained in accordance with Example 5 is subjected to a metabolic functioning test.
- the time to is 3.35 minutes, the time ti is 2.55 minutes, while the time t p is 8.90 minutes.
- the intrinsic respiratory catabolic activity of the extract is therefore equal to 0.80 mm g, while its intrinsic photosynthetic metabolic activity is equal to 8.90 mm / g
- the residue from the pressing is subjected to leaching which is carried out under the same conditions as that described in Example 1, except that the leaching tank is fed by the linear gradient of ethanol at a rate of 1.5 liters / hour 72 liters of solvents are therefore delivered during the 48 hours that the leaching lasts.
- the extracted solutions are placed continuously at -18 ° C.
- EXAMPLE 8 Metabolic Function Test of an Extract of Aerial Parts of Hypericum Perforatum
- the extract of aerial parts of St. John's Wort obtained in accordance with Example 7 is subjected to a metabolic function test. This test is carried out under the same conditions as the test described in Example 2
- the time to is 3.55 minutes, the time ti is 2.05 minutes, while the time t p is 7.50 minutes
- the intrinsic respiratory catabolic activity of the extract is therefore equal to 50 mm / g, while its internal photosynthetic metabolic activity is equal to 7.50 mm / g
- a batch of 100,000 tablets is prepared by wet granulation of a mixture having the following formula
- calendula flowers (Calendula Off ⁇ cinalis) are harvested and then transported at a temperature of 4 ° C to the manufacturing workshop within 6 hours where they are frozen by immersion in liquid nitrogen.
- the flowers are crushed immediately, at a temperature of -90 ° C in a hammer mill itself cooled by an admission of liquid nitrogen at the level of the crushing cylinder, until a powder of granulometry is obtained. between 0.2 and 1 mm
- This powder is allowed to spontaneously warm up to room temperature until it has a temperature of -5 ° C, and it is pressed in a screw press in order to express the juice.
- This juice is filtered through a 100 ⁇ m sieve, then it is quickly frozen on trays at -40 ° C and stored in freezing at -18 ° C
- the residue from the pressing is then subjected to leaching which is carried out by gradually increasing the temperature from 0 ° C to 25 ° C and using a linear gradient of ethanol of increasing titer from 0% to 100%, obtained by two metering pumps. distributing water and ethanol in a 1 liter buffer tank placed upstream of the lyxiviation tank
- This leaching is carried out under the same conditions as that described in Example 1, except that the leaching tank is fed by the linear gradient of ethanol at the rate of 2 liters / hour. So 96 liters of solvents are delivered during the 48 hours that this leaching lasts.
- the collected solutions are placed continuously at -18 ° C After thawing, the extracting solutions are combined and mixed with 25 kg of glycerol. Then, this mixture is concentrated, under reduced pressure (about 5 mbar) and at a temperature of 30 ° C. until the end of the distillation of the residual water 29 kg of a solution containing 6% water is thus obtained
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- Health & Medical Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Microbiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
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- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
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Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2001231947A AU2001231947A1 (en) | 2000-02-07 | 2001-01-31 | Method for preparing plant extracts, plant extracts obtained by said method and uses thereof |
AT01904015T ATE275412T1 (de) | 2000-02-07 | 2001-01-31 | Verfahren zur herstellung von pflanzlichen extrakten, damit erhaltene extrakten, und ihre verwendungen |
EP01904015A EP1253927B1 (fr) | 2000-02-07 | 2001-01-31 | Procede de preparation d'extraits vegetaux, extraits ainsi obtenus et leurs utilisations |
DE60105396T DE60105396T2 (de) | 2000-02-07 | 2001-01-31 | Verfahren zur herstellung von pflanzlichen extrakten, damit erhaltene extrakten, und ihre verwendungen |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0001503A FR2804605B1 (fr) | 2000-02-07 | 2000-02-07 | Procede de preparation d'extraits vegetaux, extraits vegetaux susceptibles d'etre obtenus par ledit procede et leurs utilisations |
FR00/01503 | 2000-02-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001056584A1 true WO2001056584A1 (fr) | 2001-08-09 |
Family
ID=8846731
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2001/000298 WO2001056584A1 (fr) | 2000-02-07 | 2001-01-31 | Procede de preparation d'extraits vegetaux, extraits ainsi obtenus et leurs utilisations |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1253927B1 (fr) |
AT (1) | ATE275412T1 (fr) |
AU (1) | AU2001231947A1 (fr) |
DE (1) | DE60105396T2 (fr) |
ES (1) | ES2228803T3 (fr) |
FR (1) | FR2804605B1 (fr) |
WO (1) | WO2001056584A1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2824334B1 (fr) | 2001-05-03 | 2003-10-10 | Coletica | Procede pour tester une substance eventuellement active dans le domaine de la lipolyse et son utilisation principalement cosmetique |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0054486A1 (fr) * | 1980-12-11 | 1982-06-23 | Claude Marie Henri Cervelle | Composition pharmaceutique à usage topique à base d'un extrait total d'Hedysarum Fructescens Willd (lespedeza capitata michaux) |
JPH11276148A (ja) * | 1998-03-30 | 1999-10-12 | Kazuichi Watabe | オトギリソウ酒の製造方法 |
-
2000
- 2000-02-07 FR FR0001503A patent/FR2804605B1/fr not_active Expired - Lifetime
-
2001
- 2001-01-31 AU AU2001231947A patent/AU2001231947A1/en not_active Abandoned
- 2001-01-31 AT AT01904015T patent/ATE275412T1/de active
- 2001-01-31 WO PCT/FR2001/000298 patent/WO2001056584A1/fr active IP Right Grant
- 2001-01-31 DE DE60105396T patent/DE60105396T2/de not_active Expired - Lifetime
- 2001-01-31 ES ES01904015T patent/ES2228803T3/es not_active Expired - Lifetime
- 2001-01-31 EP EP01904015A patent/EP1253927B1/fr not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0054486A1 (fr) * | 1980-12-11 | 1982-06-23 | Claude Marie Henri Cervelle | Composition pharmaceutique à usage topique à base d'un extrait total d'Hedysarum Fructescens Willd (lespedeza capitata michaux) |
JPH11276148A (ja) * | 1998-03-30 | 1999-10-12 | Kazuichi Watabe | オトギリソウ酒の製造方法 |
Non-Patent Citations (1)
Title |
---|
DATABASE WPI Section Ch Week 200006, Derwent World Patents Index; Class D16, AN 2000-065381, XP002152144 * |
Also Published As
Publication number | Publication date |
---|---|
ES2228803T3 (es) | 2005-04-16 |
DE60105396D1 (de) | 2004-10-14 |
ATE275412T1 (de) | 2004-09-15 |
FR2804605B1 (fr) | 2002-05-03 |
AU2001231947A1 (en) | 2001-08-14 |
EP1253927B1 (fr) | 2004-09-08 |
FR2804605A1 (fr) | 2001-08-10 |
DE60105396T2 (de) | 2005-09-15 |
EP1253927A1 (fr) | 2002-11-06 |
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