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    • 专利摘要:
    The present invention relates to an oily extract of Mimosa tenuiflora, preferably bark of Mimosa tenuiflora, capable of being obtained by extraction using at least one fatty substance, in particular a fluid vegetable oil, as well as its use, for example in a cosmetic composition, to soften and hydrate the skin, stimulate its cell regeneration and to prevent the signs of skin aging and reduce the effects of skin aging. The cutaneous application of the extract to the skin induces the densification of the papillary dermis thanks to cell regeneration. The extract is also useful for protecting and treating the hair.
    公开号:FR3083450A1
    申请号:FR1856169
    申请日:2018-07-04
    公开日:2020-01-10
    发明作者:Noemie Lemoine；Helena Mendes
    申请人:Laboratoire Mawena；
    IPC主号:
    专利说明:

    The present invention relates to an oily extract of Mimosa tenuiflora, preferably bark of Mimosa tenuiflora, capable of being obtained by extraction using at least one fatty substance, in particular a fluid vegetable oil, as well as its use, for example in a cosmetic composition, to soften and hydrate the skin, stimulate its cell regeneration and to prevent the signs of skin aging and to reduce the effects of skin aging. The extract is also useful for protecting and treating hair. The present invention also relates to the prevention and therapeutic treatment of skin aging by the topical application of the oily extract.
    The skin is an organ made up of several layers of tissue. It represents the first protective barrier of the organism. In humans, the skin represents approximately 7% of the total weight and has 3 main parts: a superficial, thinner part, called the epidermis; a thicker internal part called the dermis; and a deep layer, the hypodermis.
    The skin is an organ that is constantly renewed. In their normal functioning, the skin cells are renewed every 28 days. As the skin ages, the renewal of skin cells slows down, and may take more than 30 days. The oldest cells then accumulate, which thickens the skin and leads to skin dryness. If the dryness is not corrected, wrinkles will appear all the more since the skin also tends to thin with age. At the same time, other manifestations of skin aging are the loss of tone of the dermis and its loosening due to the melting of the support that constitutes fatty muscle tissue.
    The role of the environment is as important as that of physiology in skin aging. Thus, specialists generally consider that an unfavorable environment can modify the genetic capital of skin cells, making them less efficient in their multiplication and more fragile.
    Certain external conditions such as climatic conditions (effect (s) of the sun, cold and / or wind, for example), the consumption of tobacco, or certain stress and / or fatigue conditions can also cause skin dryness.
    Skin aging is linked to an alteration of the repair or maintenance mechanisms of skin cells. It is determined on the one hand by the genetically programmed individual biological clock, and on the other hand by the cell's capacity for resistance to oxidative damage caused by free radicals and to the inflammation often induced by the action of rays. UV on the skin. This irradiation leads in particular to the secretion of matrix metalloproteinases, enzymes whose activity causes degradation of collagen and elastic fibers of the skin. Involved in the appearance of the first signs of skin aging, this enzymatic activity would be induced and reinforced by the generation of free radicals and inflammatory cytokines. It is to combat this phenomenon that researchers have also looked at anti-inflammatory agents as well as agents with antioxidant power.
    An antioxidant is a molecule that slows or prevents the formation of free radicals, thus fighting against oxidative stress. Antioxidants are used to counteract free radicals by oxidizing them, thus slowing down their harmful effects.
    Some food supplements are rich in antioxidants. These antioxidants are for example beta-carotene (provitamins A), ascorbic acid (vitamin C), tocopherol (vitamin E), polyphenols, flavonoids, anthocyanins, tannins, and phenolic acids.
    Cosmetic products can also contain antioxidants and / or anti-inflammatory agents to fight against the effects of aging on the skin, which can help reduce the visible effects of aging. However, the effectiveness of these products remains moderate.
    On the other hand, it is known to use powder or hydroalcoholic extracts of Mimosa tenuiflora to treat certain problems or certain diseases of the skin, and in particular to improve healing.
    For example, European patent EP 0349469 discloses the extraction of the bark of Mimosa tenuiflora with ethanol, after a preliminary step of elimination of the alkaloids, fats and other chemical compounds present in the bark. This elimination is carried out with chloroform. The extract is described as being useful for cell regeneration and stimulation of hair follicles.
    EP 0260181 discloses an extraction of the bark of Mimosa tenuiflora with alcohol, petroleum ether or cyclohexane.
    WO 2012/014238 discloses an hydroalcoholic extract of the bark of Mimosa tenuiflora. The extract is used for its healing, protective, softening and antibacterial properties.
    However, such extraction processes involve the use of organic solvents or alcohol, harmful to the environment in terms of waste. Ethanol is also considered to be a skin irritant.
    The use of an organic solvent or alcohol is also restrictive for the use of the extracts thus obtained in the pharmaceutical or cosmetic field.
    Furthermore, hydroalcoholic extracts have limited hydrophobic molecule contents because molecules sensitive to oxygen do not long resist the usual conditions of hydroalcoholic extraction (maceration in alcohol).
    Moreover, hydroalcoholic extracts are not suitable for being incorporated into an anhydrous cosmetic product, that is to say devoid of aqueous phase, or with continuous fatty phase, such as an oily anti-aging serum, an oil of restorative care or a hydrating lip balm.
    There is a need to provide extracts suitable for cosmetic or therapeutic use having a content of active molecules greater than the extracts of the state of the art.
    Mimosa tenuiflora is traditionally used by certain populations of South America, notably in Mexico, to treat skin diseases. Decoctions can be made from leaves, flowers, stems, bark or roots to heal wounds or to treat burns and crevices.
    The biological properties of Mimosa tenuiflora are mainly anti-inflammatory, soothing, protective, antibacterial, moisturizing and antioxidant properties. The phytochemicals highlighted in particular in the bark of Mimosa tenuiflora are tannins, proanthocyanidins, triterpenoid saponins called mimonosides and phytosterols. These compounds are involved in the mechanisms of cell regeneration, reduction of inflammatory reactions and stimulation of blood microcirculation.
    The active molecules of Mimosa tenuiflora capable of intervening positively in the prevention of skin aging are therefore of the triterpene type, that is to say of non-polar chemical nature, hence the advantage of using a non-polar extraction solvent or slightly polar such as a natural fatty substance or a vegetable oil, object of the present invention.
    There is therefore a need for extracts and compositions, derived from Mimosa tenuiflora, for topical application, suitable for combating skin aging, and suitable for being incorporated in an anhydrous cosmetic product or with a continuous fatty phase, which is not not the case of the extracts of Mimosa tenuiflora proposed prior to the present invention.
    One of the first objects of the invention is thus to alleviate the drawbacks of the state of the art, to propose such an extract with improved efficiency compared to the state of the art.
    The invention relates to an oily extract of Mimosa tenuiflora, in particular of the bark of Mimosa tenuiflora overcoming the drawbacks mentioned above of extracts from the prior art.
    The extract of Mimosa tenuiflora has an anti-aging activity in particular by an action of protection and repair of the skin barrier. In the present invention, it is also described the advantage of associating with Mimosa tenuiflora another plant, in particular a flower rich in antioxidant phenols, to have a complementary and synergistic anti-aging effect of slowing down oxidative stress and trapping of free radicals. responsible for skin aging.
    Summary of the invention
    The invention relates to an oily extract of Mimosa tenuiflora, capable of being obtained by means of an extraction process comprising the following steps:
    a) mixing and impregnating a Mimosa tenuiflora powder and optionally a plant flower powder with a fatty substance, or a mixture of fatty substances, at a temperature higher than the melting temperature of said body, or of said mixture, and under an atmosphere devoid of or essentially devoid of oxygen,
    b) heating the Mimosa tenuiflora powder and the fatty substance, or the mixture of fatty substances, to a temperature between 40 and 200, preferably between 40 and 100 ° C., preferably, for a duration less than or equal to 10 minutes, in an atmosphere devoid of or essentially devoid of oxygen,
    c) the microdispersion of the powder of Mimosa tenuiflora in said fatty substance, or in said mixture of fatty substances, at a temperature higher than the melting point of said fatty substance, or of said mixture, and in an atmosphere devoid of or essentially devoid of oxygen , step c) can be carried out before, during or after step b). Step c) is advantageously carried out at room temperature.
    According to one embodiment of the invention, step a) comprises mixing and impregnating a powder of Mimosa tenuiflora and a powder of plant flower with a fatty substance, or a mixture of fatty substances, at a temperature above the melting temperature of said body, or of said mixture, and under an atmosphere devoid of or essentially devoid of oxygen.
    According to one embodiment of the invention, the powder of Mimosa tenuiflora is a powder of the bark of Mimosa tenuiflora.
    According to one embodiment of the invention, the mass ratio between the powder of Mimosa tenuiflora and, if present, the powder of plant flower is from 20: 80 to 80: 20, preferably from 30: 70 to 70: 30 , more preferably from 40: 60 to 60: 40, and even more preferably from 50: 50.
    According to one embodiment of the invention, the mass ratio between the powder of Mimosa tenuiflora (and optionally, the plant flower powder), and the fatty substance or the mixture of fatty substances in step a) is between 1: 0.5 and 1:10, preferably between 1: 1 and 1: 5, more preferably between 1: 1 and 1: 3.
    According to one embodiment of the invention, the fatty substance is chosen from a vegetable oil which is liquid at room temperature, a vegetable butter having a melting point of between 25 and 40 ° C., or a vegetable wax having a higher melting point. at 40 ° C; preferably, the fatty substance is an oil chosen from camellia oil, rapeseed oil, sunflower oil, olive oil, sesame oil, apricot kernel oil , grapeseed oil, sweet almond oil, safflower oil, hazelnut oil, argan oil, muscat rose oil, evening primrose oil, borage oil, liquid jojoba wax, rice bran oil, marula oil, moringa oil, and mixtures thereof; more preferably, the fatty substance is marula oil, moringa oil, and mixtures thereof.
    According to one embodiment of the invention, a co-extractant such as a fatty acid and glycerol ester or a fatty acid ester of polyglycerol, preferably polyglyceryl-3-diisostearate, is added to the 'step a).
    According to one embodiment of the invention, the plant is chosen from Hibiscus sabdariffa, pomegranate and prickly pear, and preferably the plant is Hibiscus sabdariffa.
    The invention also relates to a composition comprising the extract of the invention in a physiologically acceptable medium.
    According to one embodiment of the invention, the composition also comprises at least one compound chosen from gelling agents, thickening agents, surfactants or co-surfactants, fatty substances, oils, waxes, sun filters , dyes, matting agents, fillers, pigments, tightening agents, preservatives, sequestrants, perfumes, and mixtures thereof.
    According to one embodiment of the invention, the composition also comprises at least one compound chosen from polyphenols, triterpenoid saponins, anthocyanosides, phytosterols, mucilages and pectins.
    The invention also relates to the use of the extract or the composition according to the invention in the treatment and / or prevention of skin aging linked to oxidative stress or inflammatory stress. This treatment or prevention or treatment is carried out by stimulating cell regeneration of the skin. The extract or composition according to the invention is applied to the skin.
    The invention also relates to the cosmetic use of the extract or the composition according to the invention for preventing the signs of skin aging and / or for reducing the effects of skin aging linked to oxidative stress or inflammatory stress.
    The invention also relates to the cosmetic use of the extract or the composition according to the invention for preventing the signs of skin aging by densification of the papillary dermis.
    The invention also relates to the use of the extract or the composition according to the invention for moisturizing, and / or softening the hair and / or protecting it from oxidative stress.
    Detailed description of the invention
    Oily extract of Mimosa tenuiflora
    The subject of the invention is, in its first aspect, an oily extract of Mimosa tenuiflora, capable of being obtained by means of an extraction process described below.
    The extraction process must make it possible to obtain an oily extract which is concentrated in active molecules of Mimosa tenuiflora, which is not oxidized, which is stable over time and whose organoleptic characteristics (presentation, texture, color, odor) are compatible with skin application. A simple maceration in a vegetable oil does not achieve this goal. An extraction process intensified by a physical system such as that described in European patent EP 2413706 is perfectly suited for the objectives of the invention.
    The extraction process applied specifically to Mimosa tenuiflora and optimized for the objective of the invention, comprises three distinct and successive stages called stage a) of oily impregnation, stage b) of intensified extraction and stage c) of microdispersion.
    Steps a), b) and c) of the extraction process for Mimosa tenuiflora are each carried out in an atmosphere devoid of or essentially devoid of oxygen, either under gas or inert atmosphere or under vacuum or partial vacuum. The residual oxygen content must be low enough not to cause oxidation reactions sensitive to the temperature of the heat treatment, for example, less than 5% of oxygen in the head space of the reactor and preferably less than 3%. These steps can therefore be carried out under an inert atmosphere, for example under nitrogen and preferably under continuous nitrogen sweeping, allowing the extraction of the oxygen present or liable to form. A closed reactor can be used, the oxygen being continuously extracted by nitrogen flow. It is also possible to bubbling nitrogen, associated with the flow of nitrogen, at least at the start of the heat treatment. These steps can also be carried out under vacuum, which gives an additional advantage, namely the entrainment of volatile materials with a deodorizing effect of the mixture.
    Preferably, the powder of Mimosa tenuiflora is a powder of the bark of Mimosa tenuiflora.
    The Mimosa tenuiflora or Mimosa hostilis or Mimosa cabrera or Mimosa limana or Tepezcohuite or Tepescohuite or skin tree, with binomial name Mimosa Tenuiflora (Willd.) Poir., Is a small tree or shrub of the family Minosaceae, of the genus Mimosa, from Mexico. It was used by the Mayans in traditional medicine, in particular for wound healing. It is mainly used in topical application. Recognized as World Heritage, its ability to reconstruct altered skin (burns, crevices ...) has been demonstrated. The parts used are the leaves, bark and stems, in particular the leaves and bark. According to one embodiment of the invention, it is preferred to use the bark (INCI name mimosa tenuiflora bark extract), the CAS number of which is 93685-96-2, and possibly the flowers.
    The bark is particularly rich in phenols and polyphenols (including tannins), steroid saponins, thterpenoid saponins, chalcones, alkaloids, and phytoindole. These molecules have antioxidant properties.
    Step a) of oily impregnation takes place after a prior step of grinding Mimosa tenuiflora, step a ’).
    The objective of step (a) of grinding is to provide the most homogeneous powder possible and free of agglomerates visible to the naked eye. It typically consists in finely grinding the part or parts of Mimosa tenuiflora desired in order to reach an average final particle size of between approximately 100 and 500 microns, preferably between approximately 200 and 300 microns. This step can be carried out using a knife mill, a hammer mill, a combination of the two types of mill or by any grinding tool known to those skilled in the art.
    The grinding can be carried out on a part of the Mimosa tenuiflora: stem, leaf, bark, root, flower or a mixture of these parts, and preferably the bark. In general, we obtain a fine powder, with a vegetable or woody odor, more or less brown or green in color.
    According to one embodiment of the invention, the grinding step a ’) can be carried out upstream of step a). In this case, the powder obtained must be stored under conditions which minimize oxidation, for example under vacuum or under inert gas such as nitrogen. The storage time varies depending on the storage conditions. A person skilled in the art knows how to modify the storage time so as to conserve the powder optimally.
    Stage a) of mixing and oily impregnation comprises mixing and impregnating the powder of Mimosa tenuiflora in a liquid fatty substance or mixture of liquid fatty substances.
    "Oily impregnation" means the action of a liquid fatty substance to homogeneously wet a solid powder, in particular a plant powder.
    According to one of the embodiments of the invention, the mass ratio between the powder of Mimosa tenuiflora and the fatty substance or the mixture of fatty substances in step a) is between 1: 0.5 and 1:10 , preferably between 1: 1 and 1: 6, more preferably between 1: 2 and 1: 5.
    According to one of the embodiments of the invention, the fatty substance represents between 70% and 90% (v / v) of the oily extract.
    In addition, the fatty substance is preferably natural or of natural origin. Among the natural fatty substances, there may be mentioned in particular refined, virgin or deodorized vegetable oils obtained according to industrial processes known to those skilled in the art by pressure or by chemical or physical extraction and refining.
    According to one of the modes of the invention, the fatty substance chosen is a fluid vegetable oil, that is to say liquid at room temperature (around 25 ° C.), which preferably provides unsaturated fatty acids, of which omega 6 linoleic acid and omega 9 oleic acid.
    Preferably, the fatty substance is a liquid vegetable oil chosen from camellia oil, rapeseed oil, sunflower oil, olive oil, sesame oil, kernel oil of '' apricot, grape seed oil, sweet almond oil, safflower oil, hazelnut oil, argan oil, muscat rose oil, olive oil evening primrose, borage oil, liquid jojoba wax, rice bran oil, marula oil, mohnga oil, and mixtures thereof.
    More preferably, the fatty substance is marula oil, mohnga oil, and mixtures thereof. The mixtures can have an oil mass ratio of 20: 80 to 80: 20, preferably 60: 40 to 40: 60, more preferably 50: 50.
    According to one embodiment of the invention, to the fatty substance can be added in addition a co-extracting ingredient such as a surfactant which promotes the extraction and stabilization of the molecules extracted from Mimosa tenuiflora. Mention may be made, as an example, of esters of fatty acids, such as, for example, esters of glycerol and of fatty acids, in particular glycerol oleate or glycerol stearate or else poly-glycerol esters, in particular polyglycerol-3 diisostearate. The co-extractant represents from 5 to 20%, preferably from 10% to 15% (v / v) of the oily extract.
    The mixture between the powder of Mimosa tenuiflora, the fatty substance or the mixture of fatty substances, and the co-extractant is generally carried out at room temperature (approximately 25 ° C.). The mixing is typically carried out by mechanical stirring in a reactor under an atmosphere devoid of or essentially devoid of oxygen, preferably with nitrogen sweeping. After mechanical stirring, the mixture is generally left under nitrogen without stirring. The duration of this oily impregnation phase can be between 12 and 48 hours, preferably between 15 and 30 hours, for example about 24 hours.
    Generally, step b) of intensified extraction according to the invention comprises heating, preferably with stirring, of the mixture of Mimosa tenuiflora powder, of the fatty substance or of the mixture of fatty substances, and, optionally, of the co-extractant, as obtained in step a), at a temperature of between approximately 40 and 100 ° C., under an atmosphere devoid of or essentially devoid of oxygen, in particular under nitrogen sweeping.
    According to a preferred embodiment of the invention, the temperature of step b) is between 60 and 90 ° C, preferably around 80 ° C.
    Generally, the heating step b) is carried out for a period ranging from 1 to 10 minutes, preferably from 1 to 5 minutes, more preferably from 1 to 3 minutes. This duration corresponds to the time for maintaining the treatment temperature once this temperature has been reached. The temperature rise time is generally very short, in particular less than or equal to 5 minutes, preferably from 1 to 5 min, more preferably from 1 to 3 minutes. Any rapid thermal heating system can be used. According to a preferred embodiment of the invention, the heat treatment is provided by microwaves. The use of a microwave source in a closed reactor makes it possible to reach the desired temperature in a very short time. Heating at the above-mentioned high temperatures also makes it possible to increase the power of solubilization of the fatty substance used, and promotes contact between the powder of Mimosa tenuiflora and said fatty substance, which improves the yield of the extraction. According to a preferred embodiment of the invention, the microwave generator used for the heating of step b) has a useful power ranging from 500 to 10,000 Watts per kilogram of mixture, preferably of the order from 700 to 1500 Watts per kilogram of mixture, more preferably of the order of 1000 Watts per kilogram of mixture.
    According to one embodiment of the invention, step b) is carried out from one to three times successively, preferably twice successively, preferably by leaving the mixture to rest for 1 to 5 hours between the two heatings. , preferably 1 to 3 hours between repetition cycles.
    The purpose of microdispersion step c) is the dispersion of the molecules extracted from Mimosa tenuiflora during step b) and this preferably in the most homogeneous and stable manner possible within the fatty substance or the mixture of fatty substances and co-extractant. This effect can be obtained by treatment of the mixture by usual means of microdispersion known to those skilled in the art, for example, by homogenization or by ultrasonic cavitation. Cavitation and dispersion under ultrasonic waves are preferably carried out in a closed reactor equipped with an ultrasonic generator with low cavitation frequency, in particular less than 100 kHz and preferably of the order of 20 to 30 kHz.
    The duration of the ultrasound treatment is in particular between 2 and 30 minutes, preferably between 5 and 15 minutes. Advantageously, step c) of microdispersion is carried out at ambient temperature. It is advantageously carried out in a reactor under an atmosphere devoid of or essentially devoid of oxygen, in particular under nitrogen sweeping.
    Steps a), b) and / or c) are advantageously carried out in closed reactors, in the absence of light or of any oxidizing radiation such as UV rays to limit the risks of photo-oxidation and degradation of photosensitive molecules . Steps b) and c) are preferably carried out with stirring of the mixture.
    As a finish, the method used according to the present invention comprises a clarification of the oily extract obtained at the end of the extraction process comprising three steps a), b) and c).
    The term "clarification" according to the invention means any mechanical separation known to those skilled in the art, such as filtration, decantation, centrifugation, spinning, or a combination of these techniques. Preferably, the clarification is carried out by centrifugation or by filtration. This clarification step can be carried out at room temperature in a wringer provided with a filter cloth of porosity less than 10 microns and preferably at a porosity of 5 microns and at a speed greater than 2500 revolutions / min. The clarification step makes it possible to obtain a product which is substantially clear to the eye and free from suspended microparticles.
    The oily extract of Mimosa tenuiflora obtained according to the invention is advantageously a homogeneous and limpid oily extract, presenting no cloudiness, no deposit and no supernatant, of golden yellow to orange red color.
    Generally, it has a low level of oxidation evaluated by the peroxide index which measures the concentration of hydroperoxides of fatty acids, called primary oxidation compounds, which can form in the oil in the presence of oxygen. This measurement is carried out according to a recognized and standardized analytical method.
    The oily extract of Mimosa tenuiflora generally has a peroxide index of less than 10 milli-equivalents of oxygen per kg and preferably less than 5 milli-equivalents of oxygen per kg at the end of production. The extract is stable. Typically, its peroxide index remains below 10 milliequivalents of oxygen per kg after 3 months at + 4 ° C / + 6 ° C, at room temperature (about 25 ° C) and at 40 ° C.
    The content of extracted compounds can be evaluated in total phenolic compounds according to the spectrophotometric method of Folin-Ciocalteu [Singleton et al. Analysis of total phenols and other oxidation substrates and antioxidants by means of Folin-Ciocalteu reagent (1999) methods in Enzymology vol. 299 pp. 152-178], The oily extract of the bark of Mimosa tenuiflora obtained according to one embodiment of the invention (see [Example 1), typically contains more than 5000 mg / kg or ppm, in oleuropein equivalent and preferably more than 8000 mg / kg or ppm, in oleuropein equivalent (see the results of [Example 2). Oleuropein is a phytochemical compound found in olive leaves and in olive oil, as well as in argan oil. It has powerful antioxidant properties.
    The extract of Mimosa tenuiflora generally has a content of total phenolic antioxidant compounds at least 10 to 100 times greater than that of the fatty substance used and taken as a reference, the concentration factor depending directly on the quantity and quality of Mimosa tenuiflora at extract.
    The oily extract of Mimosa tenuiflora according to the invention is an oil enriched in antioxidant compounds, which gives it a better stability to oxidation during its storage and its uses, and cosmetic and therapeutic properties. It is possible to evaluate the total antioxidant capacity of the oily extract obtained by an in vitro method of the ORAC test type “Oxygen Radical Absorbance Capacity” in English- which is widely used and recognized for evaluating the capacity of a plant extract to block oxidative radical reactions.
    In Example 3, the inventors measured the capacity of the extract of the bark of Mimosa tenuiflora to protect from free radicals. The results demonstrated that this extract has a capacity of approximately 5300 pmol of trolox equivalent per kg of material. These results demonstrate that, according to one embodiment of the invention, the extract of Mimosa tenuiflora has a very high oxidizing capacity, in particular compared to a vegetable oil which has an antioxidant capacity of less than 100 pmol of trolox equivalent per kg of material and measured under identical conditions. Trolox (3,4-dihydro-6hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid) is a hydrophilic (water-soluble) analogue of vitamin E and an antioxidant, which is used in biology and biochemistry to limit damage due to oxidative stress.
    The oily extract of Mimosa tenuiflora which can be obtained by means of the process according to the invention is concentrated in molecules having a biological activity such as antioxidant phenolic compounds.
    The oily extract of Mimosa tenuiflora is used according to the invention for cosmetic and / or therapeutic purposes, to prevent signs and / or fight against skin aging.
    The subject of the invention is, in its second aspect, an oily co-extract of Mimosa tenuiflora and at least one plant flower.
    Thus, the oily co-extract of mimosa tenuiflora and of plant flower is capable of being obtained by means of an extraction process comprising steps a), b) and c) as described above.
    Thus, according to one embodiment of the invention, a plant other than Mimosa tenuiflora, in particular a flower rich in antioxidant compounds of the phenolic type (for example, flavonoid phenolic acids) can be added during grinding. pomegranate, prickly pear or hibiscus flowers. The mass ratio between the Mimosa tenuiflora and the second plant can be understood from 20: 80 to 80: 20, preferably from 30: 70 to 70: 30, more preferentially from 40: 60 to 60: 40 and even more preferentially between 45 : 55 and 55: 45, for example 50: 50.
    According to one embodiment of the invention, the Mimosa tenuiflora powder and the flower powder can be ground separately. They can then be mixed by means known to those skilled in the art to obtain a homogeneous mixture. The mass ratio between the Mimosa tenuiflora and the second plant of the mixture can be understood from 20: 80 to 80: 20, preferably from 30: 70 to 70: 30, more preferably from 40: 60 to 60: 40 and even more preferably between 45:55 and 55:45, for example 50:50. This mixture can be used for step a) of impregnation.
    More preferably, the plant is the flower of Hibiscus sabdariffa.
    Hibiscus sabdariffa or Guinea sorrel or Roselle or Bissap is a sub-shrub of the Malvaceae family, which grows in tropical areas, especially in Guinea. The parts used are the leaves and flowers. According to the invention, it is preferred to use flowers (INCI name hibiscus sabdariffa flower extract), whose CAS number is 84775-96-2. The flowers contain organic acids, polyphenols, anthocyanosides, phytosterols, mucilages and pectins. The flowers used in infusion are known for their anti-inflammatory properties.
    According to one embodiment of the invention, to obtain a co-extract of Mimosa tenuiflora and Hibiscus sabdariffa, a mass ratio of: 80 to 80: 20 is used, preferably 30: 70 to 70:30, more preferably from 40:60 to 60:40 and more preferably still between 45:55 and 55:45, for example 50:50.
    In general, for such a co-extract, the fatty substance to be used in stage a) can be chosen from the fatty substances listed above for stage a) described above concerning the extract of Mimosa tenuiflora . The other steps b) and c) are carried out as described for the extract of Mimosa tenuiflora.
    Composition
    The subject of the invention is, in its third aspect, a composition, preferably cosmetic, comprising at least one extract according to the invention in a physiologically acceptable, and preferably cosmetically acceptable, medium.
    By "physiologically acceptable" is meant according to the invention which is suitable for the human body.
    By “cosmetically acceptable” is meant according to the invention which is suitable for use in contact with human skin without risk of toxicity, incompatibility, instability, allergic response and in particular which does not cause feelings of discomfort. (redness, tightness, tingling ...) unacceptable to the user.
    This medium generally contains water and possibly other solvents such as oils. The composition according to the invention can be in any form suitable for topical application to the skin and in particular in the form of an anhydrous formulation, oil-in-water, water-in-oil emulsion, optionally multiple (W / O / E or M / W / M), which can be a microemulsion or a nanoemulsion, or in powder form. According to the invention, this composition is preferably in the form of an oil-in-water emulsion
    This composition is preferably used as a product for caring for or cleaning the skin of the face and / or the body. It can be in particular in the form of a fluid, cream, gel or foam, packaged for example in a pump-dispenser, an aerosol, a jar or a tube. As a variant, it may have the form of a makeup product and, in particular, of a foundation or of a loose or compact powder.
    Obviously, the composition may also include any other additive known to those skilled in the art for its cosmetic use. Thus, preferably, the composition also comprises at least one compound chosen from gelling agents, thickening agents, surfactants or co-surfactants, fatty substances, oils, waxes, silicone elastomers, sun filters , dyes, matting agents, fillers, pigments, tightening agents, preservatives, sequestrants, perfumes, and mixtures thereof.
    Examples of such agents are cited in particular in the Dictionary CTFA (International Cosmetic Ingredient Dictionary and Handbook published by The Cosmetic, Toiletry and Fragrance Association, llth Edition, 2006) which describes, without limitation, a wide variety of cosmetic and pharmaceutical ingredients usually used in the skin care industry, which are suitable for use as additional ingredients in the compositions according to the present invention. Those skilled in the art are able to choose, from among all of these possible additives, the nature and the quantity of those which will be added to the composition, so that the latter retains all of the desired properties. .
    According to one embodiment of the invention, other additives in the composition are preferably of plant or microbial origin. For example, there may be mentioned gelling agent (s) and / or thickener (s), agents of plant origin such as cellulose derivatives, gums (acacia or arabic, agar, guar, carob, alginates, carrageenans, pectin), or of microbial origin (xanthan, pullulan) or clays (laponite). Preferably, the gelling agent (s) and / or thickener (s) are chosen from pectins and mucilages.
    As a surfactant of plant origin, mention may be made of saponins, coconut betaine and hydrogenated castor oil. In addition, the composition according to the present invention may optionally contain various active agents other than the active agents coming from Mimosa Tenuiflora and from the other flowers described above, which can be chosen from the group consisting of vitamins, antioxidants, hydrating agents, anti-pollution agents, keratolytic agents, astringents, anti-inflammatories, whitening agents and agents promoting microcirculation. Preferably, the composition comprises at least one active agent chosen from hydrating agents, antioxidants, agents promoting microcirculation and their mixtures.
    According to one embodiment of the invention, the various active agents other than the active agents coming from Mimosa Tenuiflora and from the other flowers described above are preferably of plant or microbial origin. Mention may be made, as example, of active agents which may optionally be included in the composition, polyphenols and anthocyanosides (antioxidants), triterpenoids and phytosterols (anti-inflammatories).
    Examples of vitamins include vitamins A, B1, B2, B6, C and E and their derivatives, pantothenic acid and its derivatives and biotin.
    Examples of moisturizers include xylitol, sorbitol, malitol, mucopolysaccharides.
    It has appeared to the Applicant that the association of at least one bark extract of Mimosa tenuiflora or of a co-extract of bark of Mimosa tenuiflora and flowers such as of Hibiscus sabdariffa, with one or more of the active ingredients mentioned previously, made it possible to advantageously combine in the same formula the effects of these combinations of active agents and thus to obtain prevention and / or treatment of skin aging.
    The cosmetic composition according to the invention therefore advantageously comprises at least one oily extract of the bark of Mimosa tenuiflora.
    uses
    The invention relates, in its third aspect, to a composition according to the invention, for its use in the treatment and / or prevention of skin aging linked to oxidative stress and / or to inflammatory stress, by application to the skin.
    The invention thus relates, in other words, to a therapeutic method of treatment and / or prevention of aging by application of a composition according to the invention to the skin.
    By "skin aging linked to oxidative stress and / or inflammatory stress" is meant according to the invention an artificial aging, typically induced by problems and / or diseases related to tobacco, pollution, stress, as explained above.
    The invention relates, in its fourth and final aspect, to the cosmetic use of an extract according to the invention or of a composition according to the invention, to prevent signs of natural skin aging and / or to reduce the effects of natural skin aging.
    By "natural skin aging" is understood according to the invention a cellular aging linked to age, to the exclusion of any other cause.
    The antioxidant effect of the extract of the bark of Mimosa and the co-extract of the bark of Mimosa with the flower of Hibiscus is well demonstrated in Examples 2 and 3.
    Table 1 of [Example 2 shows the contents of reducing compounds of the extract of bark of Mimosa tenuiflora, of the extract of flowers of Hibiscus sabdariffa and of the co-extract of a mixture of 50% of powder of bark of Mimosa tenuiflora and 50% powder of Hibiscus sabdariffa flowers. We see that the content of total phenolic compounds for the co-extract is 8700 mg / kg of material or ppm, in oleuropein equivalent, ie + 53% more compared to the theoretical calculation of the combination of the two extracts which would give by simple additional effect 5720 mg / kg. Thus, the total polyphenol content of the oily co-extract according to a preferred embodiment of the invention is greater than that of the theoretical calculation of the two separate extracts, and this by + 53%. Co-extraction gives a synergistic effect allowing to extract more polyphenols than a simple additional effect.
    The data also show that the total polyphenol content of this oily extract is 21 times that of the solvent carrier.
    Example 3 demonstrates the ability to protect free radicals from the extracts. The ability to protect from free radicals of the oily extract tested, which included an oily co-extract of the bark of Mimosa tenuiflora and flowers of Hibiscus sabdariffa, is greater than that of the sum of the protective capacity of the extract of the bark of Mimosa tenuiflora and the protective capacity of the extract of flowers of Hibiscus sabdariffa, and this + 97% (see Table 2).
    The synergy observed for the polyphenol content translates into a synergy of capacity to trap free radicals. The inventors have therefore shown the advantage of co-extracting, according to one embodiment of the invention, part of the Mimosa tenuiflora, in particular the bark with a second plant source, in particular a flower.
    The inventors have also observed that the total antioxidant capacity of the co-extract of a mixture of approximately 50% powder of bark of Mimosa tenuiflora and approximately 50% of powder of flowers of Hibiscus sabdariffa is 163 times greater than that of the solvent vector.
    The inventors also tested the effectiveness of the co-extract of a mixture of approximately 50% powder of bark of Mimosa tenuiflora and approximately 50% of powder of flowers of Hibiscus sabdariffa according to an embodiment of the invention on the papillary dermis by a morphological test carried out ex-vivo. They observed a densification of the papillary dermis on explants of human skin after application of a composition comprising 2% of the co-extract of a mixture of 50% bark powder of Mimosa tenuiflora and 50% powder of flowers of 'Hibiscus sabdariffa, versus control and placebo. The papillary dermis is the part of the superficial dermis located between the different epidermal crests determined by the undulations of the dermo-epidermal junction. It is formed from loose connective tissue. There are many elastic fibers and reticulin fibers. It is also rich in small vessels (capillaries) and nerve endings and contains fibroblasts, collagen fibers, elastin fibers and other structural molecules.
    Thus, the cutaneous application of the extract to human skin induces a densification of the papillary dermis, and this probably thanks to cell regeneration which is stimulated by active molecules of the extract.
    The inventors have also found that the composition of [Example 4 comprising 2% of the co-extract of a mixture of 50% powder of bark of Mimosa tenuiflora and 50% of powder of flowers of Hibiscus sabdariffa, induces an activation of genes involved in cell proliferation as well as gene activation, involved in the degradation of corneodosmosomes regulating flaking and ensuring the cohesion of the stratum corneum.
    Thus, the inventors have demonstrated not only the antioxidant effect by in vitro tests, but also the repairing / regenerating and redensifying effect in ex vivo tests.
    The composition according to the invention has antioxidant capacity and, thanks to the molecules having anti-inflammatory properties, contributes to the overall anti-aging effect.
    The synergy between the two extracts, namely the bark extract of Mimosa tenuiflora and the extract of flowers of Hibiscus sabdariffa, is well demonstrated by data in the examples.
    According to one embodiment of the invention, the oily extract is used to protect and / or treat hair. The extract can be incorporated into an oil-type formulation (see [Example 4 for example). This oil can be applied to the hair to hydrate, nourish, soften and / or protect it from oxidative stress.
    The invention will be better understood from the examples of embodiments which follow.
    EXAMPLES
    The following examples illustrate the invention without limiting its scope.
    Example 1:
    Preparation of a co-extract of Mimosa tenuiflora bark and Hibiscus sabdariffa flowers.
    An oily extract is prepared from 0.2 kg of bark of Mimosa tenuiflora, 0.2 kg of Hibiscus sabdariffa flowers, 0.65 kg of Marula oil, 0.65 kg of oil Mohnga and 0.3 kg of polyglyceryl-diiso-stearate. In total, the plants represent 0.4 kg and the oils represent 1.6 kg, i.e. a plant / oil ratio of 1: 4 m / m.
    The freshly isolated flowers are dehydrated to a dry matter content of 90% and then cooled to -80 ° C to be immediately ground in a propeller mill, at a temperature between - 30 and -80 ° C. A fine powder with a particle size between 100 and 300 μm and regular is obtained.
    The bark is also dehydrated to a dry matter content of 90% and then cooled to -80 ° C to be immediately ground in a propeller mill, at a temperature between -30 and -80 ° C. A fine powder with a particle size between 100 and 300 μm and regular is obtained.
    The flower and bark powder and the oils and the polyglyceryl diisostearate are introduced into a closed stainless steel reactor, which is placed under an atmosphere saturated with nitrogen. The mixture is stirred and then maintained at room temperature (25 ° C) for 24 hours, so as to ensure the impregnation of the vegetable powder by the oils and the co-extractant. The mixture is placed in a closed reactor equipped with an agitator and under an atmosphere saturated with nitrogen, then subjected twice successively to a microwave treatment, at a power of 0.9 kW / kg of mixture for a period of 2, 5 minutes. The maximum temperature reached is 85 ° C. A cooling of 1 hour is applied between the two treatments. The mixture is then placed in a closed reactor equipped with an ultrasonic generator, under a nitrogen-saturated atmosphere, and subjected to ultrasonic treatment at a frequency of 23 kHz, at room temperature (25 ° C), for 5 minutes .
    The mixture thus obtained is subjected to centrifugation at 1260 rpm for 25 minutes, at room temperature (25 ° C), on a filter cloth with a porosity of 5 microns, in order to separate the oily fraction (oily extract) from the solid materials ( fatty cake) and obtain a liquid and homogeneous extract.
    After returning to room temperature, the oily extract obtained is in the form of a fluid, homogeneous oil of amber red color and of woody and vegetable odor. The oily extract obtained has a water and volatile compound content of 0.81 g / 100 g and a peroxide index of less than 1 meq 02 / kg.
    Example 2:
    Determination of polyphenol content.
    The content of total polyphenols was measured for:
    - a bark extract of Mimosa tenuiflora,
    - an extract of Hibiscus sabdariffa flowers,
    - a co-extract of Mimosa tenuiflora bark and Hibiscus sabdariffa 50 flowers: 50 m / m.
    The results are given in Table 1 below.
    No. Polyphenol content using the Folin & Cicalteau + method mg / kg (or ppm) in oleuropein equivalent (coefficient of variation = 20%) 1 Extract of bark powder of Mimosa tenuiflora and powder of flowers of Hibiscus sabdariffa (1: 1) prepared according to the method of Example 1 8,740 2 Hibiscus sabdariffa flower extract prepared according to the method of Example 1 Proportion of hibiscus flowers doubled compared to formulation No. 1 to correspond to the missing part of the mimosa bark 3,260
    3 Mimosa tenuiflora bark extract prepared according to the method of [Example 1Proportion of mimosa bark doubled compared to formulation N ° 1 to correspond to the missing part of hibiscus flowers 8,180 4 Oily Vector Vector40.62% Marula oil40.62% Moringa oil18.75% polyglyceryl-3-dissostearate 420 5 Theoretical calculation: (N ° 2 + N ° 3) / 2 5720
    + Folin - Cicalteau method
    Table 1
    Example 3:
    Determination of the ability to protect from free radicals.
    2, 2'-azobis (2-amidino-propane) dichloride, or AAPH, the abbreviation of the English name 2, 2'-azobis (2-amidino-propane) dichloride, is a free radical initiator and is used as an agent to measure the total antioxidant capacity (CAT) of a substance. Here the AAPH is dissolved with tung oil, which is used as an oxidizable substrate.
    To limit this oxidation reaction, the reference antioxidant trolox (vitamin E analog) is added. This solution (stock solution at 0.2 mg / mL) represents the analytical control. Six solutions of increasing concentrations were analyzed to obtain six curves representing the absorbance of the solutions containing the trolox, as a function of time. The calculation of the net areas under the curves of each solution of increasing concentration makes it possible to obtain a linear regression to which corresponds a value of slope, or guiding coefficient, which is used thereafter to determine the CAT value of each sample to be analyzed.
    Thus, in a second step, the same protocol is carried out with the samples to be analyzed (No. 1 - 4 of [Example 1) once dissolved with AAPH and tung oil. Thus, the CAT value of the samples is determined. The results are in Table 2 below.
    No. Total antioxidant capacity(CAT) CAT:pmol of trolox equivalent / kg of material coefficient of% change 1 Mimosa tenuiflora bark powder extract and Hibiscus sabdariffa flower powder (1: 1) 9790 11 2 Hibiscus sabdariffa flower extractProportion of hibiscus flowers doubled compared to formulation # 1 formatch the missing part of the mimosa bark 4600 12.8 3 Bark extract of Mimosa tenuifloraProportion of mimosa bark doubled compared to formulation N ° 1 to correspond to the share 5315 0.4
    missing hibiscus flowers 4 Oily vector40.62% Marula oil40.62% Moringa oil 18.75% polyglyceryl-3-dissostéarate 60 20.6 5 Theoretical calculation: (N ° 2 + N ° 3) / 2 4960
    Table 2
    Example 4:
    Composition: Serum Oil
    Trade name INCI EU name % (m / m) in the product Deodorized organic oleic sunflower oil Helianthus annuus seed oil 39,00 Organic safflower oil Carthamus thnctorius seed oil 30,00 Conservative Conservative 0.5 Ubuntu KalahariVirgin melon Citrullus lanatus seed oil 4 Organic rosehip oil Rosa moschata seed oil 4 Organic Baobab oil Adansonia digitata seed oil 5
    Organic hemp oil Cannabis sativa seed oil 5 Organic coconut oil Cocos nucifera oil 10 Perfume Perfume 0.50 Oily extract N ° 1 Moringa oil 0.65 Marula oil 0.65 Polyglyceryl-3 di isostearate 0.30 Hibiscus sabdariffa flower extract 0.20 Mimosa tenuiflora bark extract 0.20
    Example 5:
    Composition: Cleansing oil
    Trade name INCI EU name % (m / m) in the product Deodorized organic oleic sunflower oil Helianthus annuus seed oil 40,00 Organic safflower oil Carthamus trinctorius seed oil 13.99 Caprylic / Capric triglyceride Caprylic / Capric triglyceride 20.00 Hydriol PGM04 Polyglyceryl-4 oleate 20.00 Viamerine 2500 Oleic / Linoleic / Linoleni c polyglycerides 5.00 Conservative Conservative 0.5 Perfume Perfume 0.5 Oily extract N ° 1 Moringa oil 0.00325
    Marula oil 0.00325 Polyglyceryl-3 di isostearate 0.00150 Hibiscus sabdariffaflower extract 0.00100 Mimosa tenuiflora bark extract 0.00100
    权利要求:
    Claims (15)
    [1" id="c-fr-0001]
    1. Oily extract of Mimosa tenuiflora, capable of being obtained by means of an extraction process comprising the following steps:
    a) mixing and impregnating a Mimosa tenuiflora powder and optionally a plant flower powder with a fatty substance, or a mixture of fatty substances, at a temperature higher than the melting temperature of said body, or of said mixture, and under an atmosphere devoid of or essentially devoid of oxygen,
    b) the heating of the powder of Mimosa tenuiflora and of the fatty substance, or of the mixture of fatty substances, at a temperature of between 40 and 200 ° C. for a period less than or equal to 10 minutes, under an atmosphere devoid of or essentially devoid of oxygen,
    c) the microdispersion of the powder of Mimosa tenuiflora in said fatty substance, or in said mixture of fatty substances, at a temperature higher than the melting point of said fatty substance, or of said mixture, and in an atmosphere devoid of or essentially devoid of oxygen , step c) can be carried out before, during or after step b).
    [2" id="c-fr-0002]
    2. Extract according to claim 1, such that step a) comprises mixing and impregnating a powder of Mimosa tenuiflora and a powder of plant flower with a fatty substance, or a mixture of fatty substances, at a temperature above the melting temperature of said body, or of said mixture, and under an atmosphere devoid of or essentially devoid of oxygen.
    [3" id="c-fr-0003]
    3. Extract according to claim 1 or 2, such that the powder of Mimosa tenuiflora is a powder of the bark of Mimosa tenuiflora.
    [4" id="c-fr-0004]
    4. Extract according to any one of claims 1 to 3, such as the mass ratio between the powder of Mimosa tenuiflora and, if present, the powder of plant flower is from 20: 80 to 80: 20, preferably from 30 : 70 to 70: 30, more preferably from 40: 60 to 60: 40, and even more preferably from 50: 50.
    [5" id="c-fr-0005]
    5. Extract according to any one of claims 1 to 4, such as the mass ratio between the powder of Mimosa tenuiflora (and optionally, the plant flower powder), and the fatty substance or the mixture of fatty substances in the step a) is between 1: 0.5 and 1:10, preferably between 1: 1 and 1: 5, more preferably between 1: 1 and 1: 3.
    [6" id="c-fr-0006]
    6. Extract according to any one of claims 1 to 5, such that the fatty substance is chosen from a vegetable oil liquid at room temperature, a vegetable butter having a melting point of between 25 and 40 ° C, or a vegetable wax having a melting point above 40 ° C; preferably, the fatty substance is an oil chosen from camellia oil, rapeseed oil, sunflower oil, olive oil, sesame oil, apricot kernel oil , grapeseed oil, sweet almond oil, safflower oil, hazelnut oil, argan oil, muscat rose oil, evening primrose oil, borage oil, liquid jojoba wax, rice bran oil, marula oil, moringa oil, and mixtures thereof; more preferably, the fatty substance is marula oil, moringa oil, and mixtures thereof.
    [7" id="c-fr-0007]
    7. Extract according to any one of claims 1 to 6, such as a coextractant such as a fatty acid ester of glycerol or a fatty acid ester of polyglycerol, preferably polyglyceryl-3- diisostearate is added in step a).
    [8" id="c-fr-0008]
    8. Extract according to any one of claims 1 to 7, such that the plant is chosen from Hibiscus sabdariffa, pomegranate and prickly pear, and preferably the plant is Hibiscus sabdariffa.
    [9" id="c-fr-0009]
    9. Composition comprising at least one extract according to any one of claims 1 to 8, in a physiologically acceptable medium.
    [10" id="c-fr-0010]
    10. Composition according to any one of claims 5 to 9, such that it also comprises at least one compound chosen from gelling agents, thickening agents, surfactants or co-surfactants, fatty substances, oils, waxes, sunscreens, dyes, matting agents, fillers, pigments, tensing agents, preservatives, sequestrants, perfumes, and mixtures thereof.
    [11" id="c-fr-0011]
    11. Extract according to any one of claims 1 to 8, or the composition according to claims 9 or 10, for its use in the treatment and / or prevention of skin aging linked to oxidative stress or inflammatory stress, via the stimulation of cell regeneration by application to the skin.
    5
    [12" id="c-fr-0012]
    12. Cosmetic use of an extract according to any one of claims 1 to 8 or of a composition according to claims 9 or 10, to prevent the signs of skin aging and / or to reduce the effects of skin aging linked to stress oxidant and / or inflammatory stress.
    [13" id="c-fr-0013]
    13. Cosmetic use of an extract according to any one of
    10 claims 1 to 8 or a composition according to claims 9 or 10, to prevent the signs of skin aging through densification of the papillary dermis.
    [14" id="c-fr-0014]
    14. Cosmetic use of an extract according to any one of claims 1 to 8 or of a composition according to claims 9 or 10,
    [15" id="c-fr-0015]
    15 to hydrate, and / or soften the hair and / or protect it from oxidative stress.
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    同族专利:
    公开号 | 公开日
    FR3083450B1|2021-05-07|
    WO2020008151A1|2020-01-09|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    EP0260181A2|1986-09-09|1988-03-16|Roque, Onel Léon Léon|Process for preparing a powder with a high wound-healing capacity from the bark of a tree named "Mimosa tenuiflora poir"|
    EP0349469A1|1988-06-28|1990-01-03|Julio Tellez Perez|Pharmaceutical product having skin regenerating properties based on the active principle of mimosa tenuiflora, and process for producing same|
    FR2829694A1|2001-09-14|2003-03-21|Jacques Andhrel|Cosmetic antiradical compositions useful for skin care comprise hibiscus, may lily and jujube extracts|
    FR2943684A1|2009-03-30|2010-10-01|Castera Anne Rossignol|PROCESS FOR EXTRACTING NON-VOLATILE COMPOUNDS|
    EP2413706A1|2009-03-30|2012-02-08|Anne Rossignol-Castera|Method for extracting non-volatile compounds|
    RO125506A0|2009-11-12|2010-06-30|Elzin Plant S.R.L.|Pharmaceutical product for treating psoriasis|
    WO2012014238A1|2010-07-27|2012-02-02|Pasquali S.R.L.|Composition for the treatment and prevention of herpes simplex labialis|
    CH711956A2|2015-12-18|2017-06-30|Marcel Rheims Dominique|Cosmetic composition having anti-radical properties.|
    FR3110342A1|2020-05-21|2021-11-26|Id4Feed|Process for preparing a totum or a filtrate allowing the stabilization of fresh plant material|
    FR3112487A1|2020-07-16|2022-01-21|L V M H Recherche|Hibiscus oil extract and its uses|
    法律状态:
    2019-07-05| PLFP| Fee payment|Year of fee payment: 2 |
    2020-01-10| PLSC| Publication of the preliminary search report|Effective date: 20200110 |
    2020-07-24| GC| Lien (pledge) constituted|Effective date: 20200313 |
    2020-07-27| PLFP| Fee payment|Year of fee payment: 3 |
    2020-10-09| TP| Transmission of property|Owner name: CLEAN BEAUTY DISTRIBUTION, FR Effective date: 20200902 |
    2021-11-25| PLFP| Fee payment|Year of fee payment: 5 |
    优先权:
    申请号 | 申请日 | 专利标题
    FR1856169A|FR3083450B1|2018-07-04|2018-07-04|OILY COMPOSITION CONTAINING AN EXTRACT OF MIMOSA TENUIFLORA AND USES|FR1856169A| FR3083450B1|2018-07-04|2018-07-04|OILY COMPOSITION CONTAINING AN EXTRACT OF MIMOSA TENUIFLORA AND USES|
    PCT/FR2019/051664| WO2020008151A1|2018-07-04|2019-07-04|Oily composition containing an extract of mimosa tenuiflora and uses thereof|
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