FR2876908A1 - Use of chaulmoogra oil, or its components, for treatment or prevention of excess fat and cellulitis, acts by inducing lipolysis - Google Patents
Use of chaulmoogra oil, or its components, for treatment or prevention of excess fat and cellulitis, acts by inducing lipolysis Download PDFInfo
- Publication number
- FR2876908A1 FR2876908A1 FR0411241A FR0411241A FR2876908A1 FR 2876908 A1 FR2876908 A1 FR 2876908A1 FR 0411241 A FR0411241 A FR 0411241A FR 0411241 A FR0411241 A FR 0411241A FR 2876908 A1 FR2876908 A1 FR 2876908A1
- Authority
- FR
- France
- Prior art keywords
- chaulmoogra
- oil
- treatment
- esters
- salts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/06—Preparations for care of the skin for countering cellulitis
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Birds (AREA)
- Child & Adolescent Psychology (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Description
La présente invention concerne une nouvelle utilisation de l'huile deThe present invention relates to a new use of
chaulmoogra en thérapeutique et en cosmétique, plus particulièrement pour le traitement des surcharges adipeuses et de la cellulite. chaulmoogra in therapeutics and cosmetics, more particularly for the treatment of fat overloads and cellulite.
La peau comprend des couches superficielles, à savoir l'épiderme, et des couches plus profondes, le derme et l'hypoderme, et chacune possède des propriétés spécifiques permettant à l'ensemble de réagir et s'adapter aux conditions de son environnement. L'épiderme, qui est composé de trois types de cellules, à savoir des kératinocytes (90% des cellules épidermiques), des mélanocytes (2 à 3% des cellules épidermiques) et des cellules de Langerhans, constitue la couche externe et joue un rôle fondamental pour assurer la protection et le maintien d'une bonne trophicité. Le derme sert de support à l'épiderme et est principalement constitué de fibroblastes et d'une matrice extracellulaire essentiellement à base de collagène et d'élastine. Les fibres de collagène contribuent à la texture et la tonicité de la peau et l'élastine est responsable de son élasticité. D'autres cellules, comme les macrophages et les leucocytes, sont également présentes dans la couche du derme. L'hypoderme, qui est la couche la plus profonde de la peau, contient les adipocytes qui produisent des lipides pour que le tissu sous-cutané fabrique une couche grasse protégeant les muscles, les os et les organes internes contre les chocs. The skin consists of superficial layers, namely the epidermis, and deeper layers, the dermis and hypodermis, and each has specific properties allowing the whole to react and adapt to the conditions of its environment. The epidermis, which is composed of three types of cells, namely keratinocytes (90% of epidermal cells), melanocytes (2 to 3% of epidermal cells) and Langerhans cells, constitutes the outer layer and plays a role. fundamental to ensure the protection and maintenance of good trophicity. The dermis serves as a support for the epidermis and consists mainly of fibroblasts and an extracellular matrix essentially based on collagen and elastin. Collagen fibers contribute to the texture and tone of the skin and elastin is responsible for its elasticity. Other cells, such as macrophages and leucocytes, are also present in the dermis layer. The hypodermis, which is the deepest layer of skin, contains lipid-producing fat cells so that the subcutaneous tissue makes a fat layer that protects muscles, bones, and internal organs from shock.
Les adipocytes synthétisent des triglycérides par lipo- génèse à partir d'acides gras libres et de glycérol provenant de la dégradation du glucose. Les acides gras et le glucose sont apportés à l'organisme par les aliments. Inversement, les triglycérides contenus dans les adipocytes subissent une lipolyse sous l'action d'enzymes et libèrent du glycérol ou des esters de glycérol ainsi que des acides gras qui peuvent à leur tour circuler dans l'organisme et/ou être captés par des adipocytes où ils sont à nouveau transformés en triglycérides par lipogénèse. Ainsi, en cas de déséquilibre entre la B1528fr lipogénèse et la lipolyse, il peut se produire une accumulation excessive de triglycérides qui se traduit par des surcharges adipeuses. Adipocytes synthesize triglycerides by lipogenesis from free fatty acids and glycerol from glucose degradation. Fatty acids and glucose are brought to the body by food. Conversely, the triglycerides contained in adipocytes undergo lipolysis by the action of enzymes and release glycerol or glycerol esters as well as fatty acids which can in turn circulate in the body and / or be captured by adipocytes. where they are again transformed into triglycerides by lipogenesis. Thus, in case of imbalance between B1528fr lipogenesis and lipolysis, there can be an excessive accumulation of triglycerides which results in fat overload.
Les surcharges adipeuses sont des défauts susceptibles de nuire à l'aspect esthétique de l'individu, et elles constituent aussi des états physiologiques anormaux chez l'homme, mais surtout chez la femme, où les accumulations de cellulite sont toujours jugées disgracieuses. Ces états pathologiques, bien que différents de l'obésité, nécessitent généralement un traitement systémique. Bien souvent, à défaut de traitement thérapeutique, un traitement cosmétique est souhaité pour lutter contre les surcharges adipeuses, et pour en atténuer les effets disgracieux. Fat overloads are defects that can affect the aesthetic appearance of the individual, and they also constitute abnormal physiological states in humans, but especially in women, where accumulations of cellulite are still considered unsightly. These conditions, although different from obesity, usually require systemic treatment. Often, in the absence of therapeutic treatment, a cosmetic treatment is desired to fight against fat overload, and to mitigate the unsightly effects.
Aussi, il existe un besoin constant de mettre au point des compositions susceptibles de procurer un effet lipolytique utile dans le traitement des surcharges adipeuses, tant sur les plans cosmétiques que thérapeutique. L'effet lipolytique d'une substance peut s'évaluer par sa capacité à déstocker les lipides adipocytaires en augmentant la concentration intercellulaire d'AMP cyclique (AMPc). Cette augmentation est dépendante de la saturation des récepteurs du neuropeptide Y et des récepteurs a2adrénergiques. En effet, lorsque le neuropeptide Y ou les prostanoïdes se fixent sur leurs récepteurs, ils induisent une diminution de l'AMPc, qui entraîne une diminution de l'activité des lipases, et une augmentation de l'accumulation des lipides adipocytaires. Also, there is a constant need to develop compositions that can provide a lipolytic effect useful in the treatment of fat overload, both cosmetically and therapeutically. The lipolytic effect of a substance can be evaluated by its ability to destock adipocyte lipids by increasing the intercellular concentration of cyclic AMP (cAMP). This increase is dependent on the saturation of neuropeptide Y receptors and α 2 adrenergic receptors. Indeed, when neuropeptide Y or prostanoids bind to their receptors, they induce a decrease in cAMP, which leads to a decrease in the activity of lipases, and an increase in the accumulation of adipocyte lipids.
L'huile de chaulmoogra a longtemps été utilisée en médecine traditionnelle en Asie, notamment en Inde et en Chine, pour le traitement de la lèpre, avant l'apparition de médicaments à base de sulfones, notamment la diaminodiphénylsulfone, et des antibiotiques antituberculeux tels que la rifampicine et la rifamycine. Il a été démontré que l'acide hydnocarpique, l'un des principaux constituants de l'huile de chaulmoogra, présente une activité antimycobactérienne en inhibant la multiplication de certaines mycobactéries telles que Mycobacterium leprae, comme indiqué par P.L. Jacobsen et L. Levy, Antimycobacterial Agents and Chemotherapy (1973) pp. 373-379. Chaulmoogra oil has long been used in traditional medicine in Asia, particularly in India and China, for the treatment of leprosy, before the emergence of sulfonated drugs, including diaminodiphenylsulfone, and antituberculous antibiotics such as rifampicin and rifamycin. Hydnocarpic acid, one of the main constituents of chaulmoogra oil, has been shown to exhibit antimycobacterial activity by inhibiting the growth of certain mycobacteria, such as Mycobacterium leprae, as indicated by PL Jacobsen and L. Levy, Antimycobacterial Agents and Chemotherapy (1973) pp. 373-379.
Plus récemment, leur utilisation comme composant de compositions cosmétiques a été décrite, par exemple dans le brevet FR 2.706.304 relatif à des compositions destinées à harmoniser la pigmentation de la peau, grâce aux effets de pigmentation des zones cutanées achromiques, c'est-à-dire peu ou pas pigmentées, par migration de la pigmentation à partir de zones pigmentées. Le brevet FR 2.518.402 décrit une composition contenant de l'huile de chaulmoogra utilisable en cosmétique pour la normalisation des sécrétions sébacées et de la flore microbienne cutanée. L'utilisation des huiles de chaulmoogra dans des lotions capillaires destinées à favoriser la repousse des cheveux a aussi été décrite dans le brevet BE 570.171. More recently, their use as a component of cosmetic compositions has been described, for example in patent FR 2 706 304 relating to compositions intended to harmonize the pigmentation of the skin, by virtue of the pigmentation effects of the achromic cutaneous zones, that is, ie, little or no pigmented, by migration of pigmentation from pigmented areas. Patent FR 2,518,402 describes a composition containing chaulmoogra oil that can be used in cosmetics for the normalization of sebaceous secretions and cutaneous microbial flora. The use of chaulmoogra oils in hair lotions intended to promote the regrowth of hair has also been described in patent BE 570.171.
Les huiles de chaulmoogra, sont essentiellement extraites des graines de plantes ligneuses des régions tropicales appartenant à la famille des Flacourtiacées, notamment d'un arbre de variétés telles que Hydnocarpus wightiana et Taraktogenos kurzii. Ces plantes sont essentiellement d'origine asiatique, notamment d'Inde, du Viet-nam et des Philippines, ainsi que d'Afrique centrale et d'Amérique du sud, notamment du Brésil. The oils of chaulmoogra, are essentially extracted from the seeds of woody plants of the tropical regions belonging to the family Flacourtiacées, in particular of a tree of varieties such as Hydnocarpus wightiana and Taraktogenos kurzii. These plants are mainly of Asian origin, including India, Vietnam and the Philippines, as well as Central and South America, including Brazil.
Les graines d'où sont extraites les huiles de chaulmoogra contiennent une forte proportion de lipides, comprise entre 30 et 50% selon les espèces, 15 à 20% de protides et 4 à 6% de matière minérales, ainsi que 1 à 3% d'insaponifiables, des glycérides d'acides gras insaturés à cycle penténique, consti- tués essentiellement par l'acide chaulmoogrique, l'acide hydnocarpique et l'acide gorlique. Il semble que ces acides soient responsables de l'action antimycobactérienne utile en thérapeutique dans le traitement traditionnel de la lèpre. On a observé que la structure spatiale de ces acides se rapproche du noyau cyclopentanoperhydroxyphénantrène caractéristique des stérols. The seeds from which the chaulmoogra oils are extracted contain a high proportion of lipids, between 30 and 50% depending on the species, 15 to 20% of proteins and 4 to 6% of mineral matter, as well as 1 to 3% of unsaponifiable glycerides of unsaturated pentenic-substituted fatty acids, consisting essentially of chaulmoogric acid, hydnocarpic acid and gorlic acid. It seems that these acids are responsible for the therapeutic antimycobacterial action in the traditional treatment of leprosy. It has been observed that the spatial structure of these acids is similar to the cyclopentanoperhydroxyphenantrene ring characteristic of sterols.
Les acides chaulmoogrique, hydnocarpique et gorlique peuvent être représentés par les formules générales suivantes, respectivement: ca)1zCOOH = CH - !+( - COOH Ainsi, ces trois acides comprennent le même cycle cyclopenténique portant un groupe acide à l'extrémité d'une Io chaîne carbonée -(CH2)n- où n est 10 dans le cas de l'acide hydnocarpique et 12 dans le cas de l'acide chaulmoogrique, cette même chaîne comportant une double liaison dans le cas de l'acide gorlique. Les teneurs en chacun de ces trois acides dans les huiles de chaulmoogra dépendent de l'origine des espèces. The chaulmoogic, hydnocarpic and gorlic acids may be represented by the following general formulas, respectively: ## STR1 ## Thus, these three acids comprise the same cyclopentenic ring carrying an acid group at the end of a Io carbon chain - (CH2) n- where n is 10 in the case of hydnocarpic acid and 12 in the case of chaulmoogric acid, this same chain having a double bond in the case of gorlic acid. in each of these three acids in chaulmoogra oils depend on the origin of the species.
Des esters de ces acides, en particulier des esters méthyliques, éthyliques et benzyliques, ont été synthétisés en vue d'en améliorer l'acceptabilité et la tolérance. De même on a constaté que des sels tels que le chaulmoograte de sodium et l'hydnocarpate de sodium, exercent une action dissolvante sur les lécithines et le cholestérol, ce qui pourrait expliquer leur action sur l'enveloppe cireuse des bacilles de la lèpre et de la tuberculose. Esters of these acids, in particular methyl, ethyl and benzyl esters, have been synthesized with a view to improving their acceptability and tolerance. In the same way, it has been found that salts such as sodium chaulmoograte and sodium hydnocarpate exert a dissolving action on lecithins and cholesterol, which could explain their action on the waxy envelope of the bacilli of leprosy and tuberculosis.
On trouve également dans les huiles de chaulmoogra des acides gras du type palmitique, oléique, palmitoléique, stéarique, myristique, et des traces d'acide aleprique et aleprilique. Chaulmoogra oils also contain fatty acids such as palmitic, oleic, palmitoleic, stearic, myristic, and traces of alepric and aleprylic acid.
Les études réalisées par la demanderesse sur les récepteurs cellulaires et la protection des cellules dendri- tiques ont maintenant démontré de manière inattendue que l'huile de chaulmoogra présente un effet lipolytique vérifié par son action sur les adipocytes humains en culture, se traduisant par la compétition de cette huile, appliquée par voie externe, vis-à-vis des récepteurs du neuropeptide Y et a2 adrénergiques. Applicant studies on cell receptors and protection of dendritic cells have now unexpectedly demonstrated that chaulmoogra oil has a lipolytic effect verified by its action on cultured human adipocytes, resulting in competition. of this oil, applied externally, vis-à-vis neuropeptide receptors Y and a2 adrenergic.
La présente invention a donc pour objet une nouvelle utilisation de l'huile de chaulmoogra et/ou de ses composants en une concentration appropriée, pour préparer des composi- tions cosmétiques et pharmaceutiques destinées au traitement et à la prévention des surcharges adipeuses et de la cellulite. The present invention therefore relates to a new use of chaulmoogra oil and / or its components in a suitable concentration, to prepare cosmetic and pharmaceutical compositions for the treatment and prevention of fat overload and cellulite. .
L'invention a également pour objet l'utilisation de l'huile de chaulmoogra, ou de ses composants essentiels tels que les acides chaulmoogrique, hydnocarpique et gorlique, ainsi que leurs sels et esters, pour la préparation d'une composition cosmétique pour le traitement des surcharges adipeuses et de la cellulite. The invention also relates to the use of chaulmoogra oil, or its essential components such as chaulmoogric, hydnocarpic and gorlic acids, as well as their salts and esters, for the preparation of a cosmetic composition for the treatment fat overload and cellulite.
L'invention a aussi pour objet l'utilisation de l'huile de chaulmoogra, et/ou de ses composants essentiels tels que les acides chaulmoogrique, hydnocarpique et gorlique, ainsi que leurs sels et esters, pour la préparation d'un médicament à effet lipolytique pour le traitement des surcharges adipeuses et de la cellulite. The invention also relates to the use of chaulmoogra oil, and / or its essential components such as chaulmoogric, hydnocarpic and gorlic acids, as well as their salts and esters, for the preparation of an effect medicine. lipolytic for the treatment of fat overload and cellulite.
L'invention a encore pour objet un procédé de traitement cosmétique de la peau, et plus particulièrement pour prévenir ou réduire les surcharges adipeuses et la cellulite, par application d'une composition à base d'huile de chaulmoogra sur la zone de la peau nécessitant un tel traitement. The subject of the invention is also a process for the cosmetic treatment of the skin, and more particularly for preventing or reducing adipose overloads and cellulite, by applying a composition based on chaulmoogra oil on the area of the skin requiring such a treatment.
Les expérimentations effectuées ont montré que l'activité lipolytique de l'huile de chaulmoogra était essentiellement due aux acides chaulmoogrique, hydnocarpique et gorlique qu'elle contient. L'invention s'étend donc à l'utilisation de l'huile de chaulmoogra et/ou des acides chaulmoogrique, hydnocarpique et gorlique, ainsi que de leurs sels ou esters tels que par exemple leurs esters de méthyle, d'éthyle ou de benzyle, ainsi que les sels de sodium ou de potassium, et par exemple le chaulmoograte de sodium ou de potassium et l'hydnocarpate de sodium. Experiments have shown that the lipolytic activity of chaulmoogra oil is mainly due to the chaulmoogric, hydnocarpic and gorlic acids it contains. The invention therefore extends to the use of chaulmoogra oil and / or chaulmoogric, hydnocarpic and gorlic acids, as well as their salts or esters, such as, for example, their methyl, ethyl or benzyl esters. as well as sodium or potassium salts, and for example sodium or potassium chaulmoograte and sodium hydnocarpate.
Plus particulièrement, il a été démontré que - une composition à base d'huile de chaulmoogra procure une protection vis-à-vis de l'inhibition du TNFa (facteur onconécrosant) dès la concentration de 0,5 à 1%, ce qui laisse supposer une action sur les prostanoïdes, et par conséquent sur la lipogénèse. More particularly, it has been demonstrated that - a composition based on chaulmoogra oil provides protection against inhibition of TNFα (tumor necrosis factor) from the concentration of 0.5 to 1%, which leaves suppose an action on prostanoids, and consequently on lipogenesis.
- les prostanoïdes tels que la prostaglandine E2 sont des molécules qui stimulent la lipogénèse après fixation sur les récepteurs des adipocytes, et cette stimulation est médiée par la phospholipase C. Aussi, comme indiqué plus loin, l'effet lipolytique de l'huile de chaulmoogra est démontré par son effet de blocage de la fixation des prostanoïdes sur leur récepteur par compétition avec eux. prostanoids such as prostaglandin E2 are molecules that stimulate lipogenesis after binding to adipocyte receptors, and this stimulation is mediated by phospholipase C. Also, as indicated below, the lipolytic effect of chaulmoogra oil is demonstrated by its blocking effect of prostanoid binding on their receptor by competition with them.
- le neuropeptide Y est un neurotransmetteur qui stimule la pénétration des glucides par les adipocytes après fixation sur son récepteur, et cette accumulation de glucides par les cellules des tissus adipeux augmente leur capacité à synthétiser et à stocker les lipides. Or, les études effectuées par la demanderesse ont montré que l'huile de chaulmoogra entre en compétition avec le récepteur du neuropeptide Y et possède donc une activité lipolytique. neuropeptide Y is a neurotransmitter that stimulates carbohydrate penetration by adipocytes after attachment to its receptor, and this accumulation of carbohydrates by adipose tissue cells increases their ability to synthesize and store lipids. However, the studies carried out by the Applicant have shown that chaulmoogra oil competes with the neuropeptide Y receptor and therefore has lipolytic activity.
Les huiles de chaulmoogra utilisées dans les compositions de la présente invention peuvent être extraites des graines de plantes de variétés telles que Hydnocarpus wightiana, Taraktogenos kurzii, Hydnocarpus alpina, Hydnocarpus anthelmintica, Hydnocarpus cauliflora, Hydnocarpus dawnensis, Hydnocarpus heterophylla, Hydnocarpus hutchinsonii, Hydnocarpus ovoïdea, Hydnocarpus subfalcata, Hydnocarpus venenata, Hydnocarpus verrucosa, Hydnocarpus woodii, Hydnocarpus calvipetala, Hydnocarpus ilicifolia, Hydnocarpus octandra, Gynocardia odorata, Oncoba echinata, Caloncoba glauca, Caloncoba welwitschii, Carpotroche brasiliensis, Carpotroche amazonica, Asteriastigma macrocarpa, Mayna odorata et Lindakeria dentata. The chaulmoogra oils used in the compositions of the present invention can be extracted from the seeds of plants of varieties such as Hydnocarpus wightiana, Taraktogenos kurzii, Hydnocarpus alpina, Hydnocarpus anthelmintica, Hydnocarpus cauliflora, Hydnocarpus dawnensis, Hydnocarpus heterophylla, Hydnocarpus hutchinsonii, Hydnocarpus ovoidea, Hydnocarpus subtacata, Hydnocarpus venenata, Hydnocarpus verrucosa, Hydnocarpus woodii, Hydnocarpus calvipetala, Hydnocarpus ilicifolia, Hydnocarpus octandra, Gynocardia odorata, Oncoba echinata, Caloncoba glauca, Caloncoba welwitschii, Carpotroche brasiliensis, Carpotroche amazonica, Asteriastigma macrocarpa, Mayna odorata and Lindakeria dentata.
Préparation des adipocytes humains en culture L'étude a été réalisée sur des adipocytes humains en culture, par la méthode de la liaison du neuropeptide Y et des prostanoïdes sur leurs récepteurs au niveau de la cellule adipocytaire. Preparation of human adipocytes in culture The study was carried out on human adipocytes in culture, by the method of the binding of neuropeptide Y and prostanoids on their receptors at the level of the adipocyte cell.
Les adipocytes sont obtenus par prélèvement du tissu adipeux à partir d'une chirurgie plastique (peau entière), conservé à température ambiante dans un milieu de conservation approprié puis découpé finement et placé dans un tampon HBSS à pH 7,4. Une solution de collagénase de type II (1 mg/ml dans le tampon HBSS à pH 7,4) est ajoutée au tube contenant les fragments de tissu adipeux (4 volumes de collagénase pour 1 volume de tissu) et l'ensemble est incubé à 37 C pendant 40 à 60 minutes sous agitation constante, sans dioxyde de carbone. Cette première étape permet de libérer les adipocytes de la gangue conjonctive et du stroma vasculaire. The adipocytes are obtained by taking adipose tissue from plastic surgery (whole skin), stored at room temperature in a suitable preservation medium and then finely cut and placed in an HBSS buffer at pH 7.4. A solution of collagenase type II (1 mg / ml in HBSS buffer pH 7.4) is added to the tube containing the adipose tissue fragments (4 volumes of collagenase per 1 volume of tissue) and the whole is incubated at 37 C for 40 to 60 minutes with constant stirring, without carbon dioxide. This first step releases the adipocytes from the conjunctival gangue and vascular stroma.
Après incubation, les cellules sont récupérées par filtration sur un filtre en nylon et les adipocytes ainsi isolés sont séparés par flottation. Après élimination du sous-nageant par aspiration, la suspension adipocytaire est lavée par un tampon isotonique KBR pour éliminer toute trace de collagénase. Après addition de 3,5% de BSA, le pH est ajusté à 7,5 et le tampon est filtré (filtre 0,22 pm). After incubation, the cells are recovered by filtration on a nylon filter and the adipocytes thus isolated are separated by flotation. After removal of the subnant by suction, the adipocyte suspension is washed with a KBR isotonic buffer to remove any trace of collagenase. After addition of 3.5% BSA, the pH is adjusted to 7.5 and the buffer is filtered (0.22 μm filter).
Compétition vis-à-vis des récepteurs a-2 adrénergiques Les prostanoïdes comme la prostaglandine E2 sont des molécules qui stimulent la lipogénèse après fixation sur les récepteurs des adipocytes. Une méthode pour démontrer l'effet lipolytique d'une substance consiste donc à bloquer la fixation des prostanoïdes sur leur récepteur par compétition avec eux. Competition with α-2 adrenergic receptors Prostanoids such as prostaglandin E2 are molecules that stimulate lipogenesis after binding to adipocyte receptors. A method for demonstrating the lipolytic effect of a substance therefore consists in blocking the binding of prostanoids to their receptor by competition with them.
L'effet de compétition de l'huile de chaulmoogra de l'invention vis-à-vis des récepteurs a-2 adrénergiques est vérifié comme indiqué ci-après. The competition effect of the chaulmoogra oil of the invention with respect to the α-2 adrenergic receptors is verified as indicated below.
Les adipocytes humains en culture sont répartis en plusieurs lots incubés pendant 1 heure sous agitation. La réaction de liaison est réalisée en présence de HC-PGE2 (43,8 Ci/mmol). Le lot n 1 est un témoin négatif ne contenant pas d'huile de chaulmoogra et sans traitement. Le lot n 2 est un témoin positif ne contenant pas d'huile de chaulmoogra et soumis au traitement. Les lots n 3, n 4 et n 5 contiennent respectivement 0,5%, 1% et 5% en poids d'huile de chaulmoogra suivant l'invention. The human adipocytes in culture are distributed in several batches incubated for 1 hour with stirring. The binding reaction is carried out in the presence of HC-PGE2 (43.8 Ci / mmol). Lot # 1 is a negative control that does not contain chaulmoogra oil and is untreated. Lot 2 is a positive control that does not contain chaulmoogra oil and is subjected to treatment. Batches n 3, n 4 and n 5 contain respectively 0.5%, 1% and 5% by weight of chaulmoogra oil according to the invention.
Le tableau 1 des résultats indiqués ci-dessous montre que l'huile de chaulmoogra entre en compétition avec la PGE2 et bloque la fixation sur les récepteurs des adipocytes dès la concentration de 0,5% en poids. Table 1 of the results indicated below shows that chaulmoogra oil competes with PGE2 and blocks the binding to adipocyte receptors at a concentration of 0.5% by weight.
Tableau 1Table 1
Cpm écart type Variation % Témoin (lot n 2) 10529 145 Huile de chaulmoogra à 7817 229 - 25 0,5% (lot 3) Huile de chaulmoogra à 5118 303 - 51 1% (lot 4) Huile de chaulmoogra à 5007 196 - 52 5% (lot 5) Les résultats sont exprimés en coups par minute (Cpm). Cpm standard deviation Variation% Control (lot 2) 10529 145 Oil of chaulmoogra 7817 229 - 25 0.5% (lot 3) Oil of chaulmoogra at 5118 303 - 51 1% (lot 4) Oil of chaulmoogra at 5007 196 - 52 5% (lot 5) The results are expressed in counts per minute (Cpm).
Compétition vis-à-vis du récepteur du neuropeptide Y L'effet de compétition de l'huile de chaulmoogra de l'invention vis-à-vis du récepteur du neuropeptide Y est vérifié comme indiqué ci-après. Competition with respect to the neuropeptide Y receptor The competition effect of the chaulmoogra oil of the invention with respect to the neuropeptide Y receptor is checked as indicated below.
Les adipocytes sont répartis en plusieurs lots comme indiqué ci-dessus, mais la réaction de liaison est réalisée en présence de 125I-NY (73,3 Ci/mmol). The adipocytes are distributed in several batches as indicated above, but the binding reaction is carried out in the presence of 125 I-NY (73.3 Ci / mmol).
On sait que le neuropeptide Y est un neurotransmetteur qui stimule la pénétration des glucides par les adipocytes après fixation sur son récepteur. Les résultats indiqués au tableau 2 ci-dessous montrent que l'huile de chaulmoogra entre en compétition avec le neuropeptide Y et bloque sa fixation sur son récepteur dès la concentration de 0,5% en poids, en limitant sa capacité à synthétiser et stocker des lipides. Neuropeptide Y is known to be a neurotransmitter that stimulates carbohydrate penetration by adipocytes after attachment to its receptor. The results shown in Table 2 below show that chaulmoogra oil competes with neuropeptide Y and blocks its binding to its receptor at a concentration of 0.5% by weight, limiting its ability to synthesize and store proteins. lipids.
Tableau 2Table 2
Cpm écart type Variation % Témoin (lot n 2) 7280 315 Huile de chaulmoogra à 6412 251 - 12 0,5% (lot 3) Huile de chaulmoogra à 5032 111 - 30 1% (lot 4) Huile de chaulmoogra à 4805 98 - 33 5% (lot 5) Ces résultats mettent en évidence l'effet lipolytique des huiles de chaulmoogra de l'invention, dès la concentration de 15 0,5% en poids. Cpm standard deviation Variation% Control (lot 2) 7280 315 Chaulmoogra oil at 6412 251 - 12 0.5% (lot 3) Chaulmoogra oil at 5032 111 - 30 1% (lot 4) Chaulmoogra oil at 4805 98 - 33 5% (lot 5) These results highlight the lipolytic effect of the chaulmoogra oils of the invention, from the concentration of 0.5% by weight.
La teneur en huile de chaulmoogra, ou en acides ou sels ou esters des compositions suivant la présente invention est généralement comprise entre 0,1 et 20%, et de préférence entre 1 et 10% par rapport au poids total de la composition, pour procurer les meilleurs effets lipolytiques. The oil content of chaulmoogra, or of acids or salts or esters of the compositions according to the present invention is generally between 0.1 and 20%, and preferably between 1 and 10% relative to the total weight of the composition, to provide the best lipolytic effects.
Les compositions conformes à la présente invention sont de préférence administrables par voie topique. Suivant la terminologie classique, l'administration par voie topique désigne toute méthode consistant à appliquer la substance ou la composition directement sur la peau, sur la zone nécessitant le traitement. The compositions according to the present invention are preferably topically administrable. In conventional terminology, topical administration refers to any method of applying the substance or composition directly to the skin on the area requiring treatment.
Conformément à la présente invention, la composition administrable par voie topique peut avantageusement contenir, outre les composants de base décrits ci-dessus, une ou plusieurs autres substances connues pour exercer des effets complémentaires bénéfiques pour la peau, et plus particulièrement le tocophérol, la vitamine A (rétinol), l'acide rétinoïque, des agents bactéricides, de la théophylline ainsi que des extraits végétaux connus pour favoriser l'effet d'amincissement comme des extraits huileux de thé vert et de café vert, des extraits huileux de Garcinia cambodgiana ou de Chondrus crispus, ou un extrait alcoolique de lierre ou de liane du Pérou, ou des agents drainants tels que des mucopolysaccharides et par exemple des extraits de laminaria digitata. In accordance with the present invention, the topically administrable composition may advantageously contain, in addition to the basic components described above, one or more other substances known to have beneficial effects on the skin, and more particularly tocopherol, vitamin A (retinol), retinoic acid, bactericidal agents, theophylline as well as plant extracts known to promote the thinning effect such as oily extracts of green tea and green coffee, oily extracts of Garcinia cambodgiana or Chondrus crispus, or an alcoholic extract of ivy or vine of Peru, or draining agents such as mucopolysaccharides and for example extracts of Laminaria digitata.
Les compositions cosmétiques et pharmaceutiques conformes à la présente invention, sont destinées de préférence à une administration topique, et contiennent donc des supports et excipients couramment utilisés dans des compositions de ce type telles que des émulsions H/E ou E/H, des crèmes, des gels ou des lotions. Dans le cas des émulsions, la phase grasse peut représenter entre 10 et 60% environ du poids de la composition, la phase aqueuse entre 10 et 80% environ et l'agent émulsionnant entre 2 et 20%, le reste étant constitué par les composants de base indiqués ci-dessus et les autres composants mentionnés ci-après. The cosmetic and pharmaceutical compositions in accordance with the present invention are preferably intended for topical administration, and therefore contain carriers and excipients commonly used in compositions of this type, such as O / W or W / O emulsions, creams, gels or lotions. In the case of emulsions, the fatty phase may represent between 10 and 60% of the weight of the composition, the aqueous phase between 10 and 80% and the emulsifier between 2 and 20%, the remainder being constituted by the components above and the other components listed below.
La composition peut encore contenir diverses substances et excipients choisis en fonction de leurs propriétés connues et de la forme galénique envisagée. Ainsi, on peut incorporer dans la composition des conservateurs, des agents émul- sionnants, des agents viscosants, des épaississants, des gélifiants, des antioxydants, des agents hydratants, des tensioactifs, des parfums, des huiles, des lipides, un solvant spécifique ainsi que de l'eau et divers additifs destinés à améliorer les propriétés physiques de la composition. The composition may also contain various substances and excipients chosen according to their known properties and the intended dosage form. Thus, preservatives, emulsifiers, viscosifiers, thickeners, gelling agents, antioxidants, moisturizers, surfactants, perfumes, oils, lipids, a specific solvent and the like can be incorporated into the composition. only water and various additives to improve the physical properties of the composition.
On peut choisir l'agent émulsionnant parmi des polymères carboxyvinyliques à haut poids moléculaire (par exemple le Carbopol ), des polysorbates (par exemple le Tween 20 ou le Polysorbate 80 ), des esters de sorbitan et en particulier un monostéarate, un tristéarate, un monopalmitate, et un laurate de sorbitan. On peut encore utiliser d'autres agents émulsionnants tels que divers dérivés d'acide stéarique ou palmitique, et par exemple le stéarate de PEG 100 , des mono- ou diglycérides d'acide stéarique ou palmitique, un stéarate de propylène glycol auto-émulsionnable, ou encore le poly- glycéryl-2-sesquioléate, l'éther cétylique de polyoxyéthylène, un polyglucoside de siloxane, ou une silicone émulsionnable. The emulsifier may be selected from high molecular weight carboxyvinyl polymers (eg, Carbopol), polysorbates (eg, Tween 20 or Polysorbate 80), sorbitan esters, and especially a monostearate, a tristearate, a monopalmitate, and a sorbitan laurate. Other emulsifying agents may also be used, such as various stearic or palmitic acid derivatives, and for example PEG 100 stearate, mono- or diglycerides of stearic or palmitic acid, self-emulsifiable propylene glycol stearate, or alternatively polyglyceryl-2-sesquioleate, polyoxyethylene cetyl ether, a siloxane polyglucoside, or an emulsifiable silicone.
On peut encore utiliser des mélanges émulsionnants non ioniques tels que le Protegin X . Nonionic emulsifying mixtures such as Protegin X may also be used.
Les agents viscosants utilisés dans les compositions de l'invention peuvent être choisis parmi divers polymères d'acide acrylique, un coppolymère d'acrylate et de laurate d'acryloyle, une gomme cellulose, une silice, des polymères carboxyvinyliques, un silicate d'aluminium et de magnésium, et on peut utiliser par exemple la silice colloïdale vendue sous la marque Aerosil 200 ou un acide polyacrylique réticulé tel que le Carbopol 940 . The viscosifying agents used in the compositions of the invention may be chosen from various polymers of acrylic acid, a copolymer of acrylate and acryloyl laurate, a cellulose gum, a silica, carboxyvinyl polymers, an aluminum silicate and magnesium, and it is possible to use, for example, the colloidal silica sold under the trademark Aerosil 200 or a crosslinked polyacrylic acid such as Carbopol 940.
Les gélifiants ou épaississants peuvent être choisis par exemple parmi les polyacrylamides, des acrylates comme le Pemulen , les dérivés de cellulose comme l'hydroxypropyl cellulose, ou les gommes naturelles. The gelling agents or thickeners may be chosen for example from polyacrylamides, acrylates such as Pemulen, cellulose derivatives such as hydroxypropyl cellulose, or natural gums.
Les agents hydratants utilisés peuvent être choisis par exemple parmi un polyol, le sorbitol, le maltitol, le pentaérythritol, les polyacrylates et polyméthacrylates de glycéryle, le glycérol ou des dérivés de glycérol. On peut aussi ajouter des émollients tels qu'un malate d'alkyle, l'isohexadécane, des triglycérides d'acide caprique ou caprylique, etc. Les conservateurs usuels de la technique des compositions dermatologiques ou cosmétologiques peuvent être utilisés dans l'invention, et par exemple l'acide benzoïque et un phydroxybenzoate d'alkyle tel que les p-hydroxybenzoates de méthyle et de propyle (Méthylparaben et Propylparaben), un alcool tel que le phénoxy-éthanol ou encore la chlorphénésine ou l'imidazolidinyl urée. The moisturizing agents used may be chosen for example from a polyol, sorbitol, maltitol, pentaerythritol, glyceryl polyacrylates and polymethacrylates, glycerol or glycerol derivatives. It is also possible to add emollients such as alkyl malate, isohexadecane, capric or caprylic acid triglycerides, etc. The usual preservatives of the technique of dermatological or cosmetological compositions can be used in the invention, and for example benzoic acid and an alkyl phydroxybenzoate such as methyl and propyl p-hydroxybenzoates (Methylparaben and Propylparaben), a alcohol such as phenoxyethanol or chlorphenesine or imidazolidinyl urea.
lo Les constituants de la phase grasse, c'est-à-dire les huiles et lipides, peuvent être choisis parmi l'huile de jojoba, l'huile de maïs, l'huile de vaseline, l'huile de coco hydrogénée, l'huile de carthame, des glycérides d'acides gras saturés, l'acide stéarique, l'acide palmitique, le stéarate d'octyle, le palmitate de glycéryle, le palmitate d'octyle, un triglycéride d'acides caprique et caprylique, le 2-octyldodécanol, le polyéthylène glycol, l'adipate d'éthyl-2 hexyle, ou encore des huiles de silicones telles que le méthyl phényl polysiloxane, la diméthicone, la cyclométhicone, la cyclo- méthicone/diméthicone copolyol, la phényl diméthicone. The constituents of the fatty phase, that is to say the oils and lipids, can be chosen from jojoba oil, corn oil, liquid petroleum jelly, hydrogenated coconut oil safflower oil, saturated fatty acid glycerides, stearic acid, palmitic acid, octyl stearate, glyceryl palmitate, octyl palmitate, capric and caprylic acid triglyceride, 2-octyldodecanol, polyethylene glycol, 2-ethylhexyl adipate, or silicone oils such as methyl phenyl polysiloxane, dimethicone, cyclomethicone, cyclomethicone / dimethicone copolyol, phenyl dimethicone.
La composition peut aussi contenir un solvant choisi en fonction des composants utilisés et de la forme d'administration envisagée. Le solvant peut être par exemple de l'eau, et de préférence de l'eau déminéralisée, ou un solvant spécifique tel que le propylène glycol, un éther de diéthylène glycol, ou un alcool, en particulier l'éthanol. The composition may also contain a solvent chosen according to the components used and the intended form of administration. The solvent may be, for example, water, and preferably deionized water, or a specific solvent such as propylene glycol, a diethylene glycol ether, or an alcohol, in particular ethanol.
Le pH de la composition est de préférence compris entre 5,5 et 7,5, et peut être ajusté, selon les compositions, par addition d'un acide tel que l'acide citrique ou d'une base telle que l'hydroxyde de sodium. The pH of the composition is preferably between 5.5 and 7.5, and may be adjusted, depending on the compositions, by the addition of an acid such as citric acid or a base such as hydroxide. sodium.
La composition conforme à la présente invention peut être présentée sous les formes classiquement utilisées pour une application topique, c'est-àdire sous forme de gel, lotion, émulsion (en particulier crème ou lait), masque ou pommade, contenant des excipients et supports usuels compatibles et pharmaceutiquement acceptables. Ces formes d'administration par voie topique sont préparées par les techniques connues, et par exemple, dans le cas d'une crème, par dispersion d'une phase grasse dans une phase aqueuse pour obtenir une émulsion huile dans eau, ou inversement pour préparer une émulsion eau dans huile. Dans le cas de crèmes, on préfère utiliser des émulsions à structure lamellaire contenant peu de produits éthoxylés ou n'en contenant pas du tout. L'huile de chaulmoogra est de préférence préalablement chauffée avant d'être Io incorporée à la phase grasse. The composition according to the present invention may be presented in the forms conventionally used for a topical application, that is to say in the form of a gel, lotion, emulsion (in particular cream or milk), mask or ointment, containing excipients and carriers. customary compatible and pharmaceutically acceptable. These forms of topical administration are prepared by the known techniques, and for example, in the case of a cream, by dispersion of a fatty phase in an aqueous phase to obtain an oil-in-water emulsion, or conversely to prepare a water-in-oil emulsion. In the case of creams, it is preferred to use lamellar structure emulsions containing little or no ethoxylated products. The oil of chaulmoogra is preferably preheated before being incorporated in the fat phase.
A titre d'exemple, on peut préparer des compositions topiques conformes à l'invention sous forme de crèmes amincissantes, de laits ou de gels amincissants, utilisables en une ou plusieurs applications quotidiennes, la durée du traitement pouvant être généralement de l'ordre de un à trois mois. By way of example, it is possible to prepare topical compositions in accordance with the invention in the form of slimming creams, milks or slimming gels, which can be used in one or more daily applications, the duration of the treatment being generally of the order of one to three months.
Les exemples de compositions à base d'huile de chaulmoogra donnés ciaprès illustrent l'invention sans en limiter la portée. Sauf indication contraire, les parties et pourcentage sont indiqués en poids. The following examples of chaulmoogra oil compositions illustrate the invention without limiting its scope. Unless otherwise indicated, parts and percentages are by weight.
Exemple 1Example 1
Un gel amincissant à base d'huile de chaulmoogra ayant la composition indiquée ci-après est préparé suivant les techniques usuelles: huile de chaulmoogra 5,0 EDTA trisodique 0,1 glycérine 2,0 octyldodécanol 2,0 polymère carboxyvinylique 0,5 oléate de décyle 2,0 copolymère acrylate de sodium / laurate de diméthyl acryloyle 0,5 trométhamine 0,6 phényl diméthicone 1,0 extrait de laminaria digitata 7,0 extrait de liane du Pérou 3,0 parfum 0,1 conservateurs 0,6 Eau déminéralisée q.s.p. 100,00 Ce gel amincissant est utilisé en application topique, une fois par jour sur les zones de la peau à traiter, pendant une période de 8 semaines. Les premiers effets peuvent être observés dès la fin de la 2ème semaine, sous forme de diminu- tion significative des capitons graisseux. Une réduction de 0,2 à 2 cm de tour de cuisse est constatée en fin de 4ème semaine de traitement, et de 0,4 à 2,5 cm en fin de 8ème semaine chez 60% des volontaires suivant le traitement. A slimming gel based on chaulmoogra oil having the composition indicated below is prepared according to the usual techniques: chaulmoogra oil 5.0 trisodium EDTA 0.1 glycerine 2.0 octyldodecanol 2.0 carboxyvinyl polymer 0.5 oleate decyle 2.0 copolymer sodium acrylate / dimethyl acryloyl laurate 0.5 tromethamine 0.6 phenyl dimethicone 1.0 extract of laminaria digitata 7.0 extract of liana from Peru 3.0 perfume 0.1 preservatives 0.6 Demineralized water qs 100,00 This slimming gel is used topically, once a day on the areas of the skin to be treated, for a period of 8 weeks. The first effects can be observed as early as the end of the 2nd week, in the form of a significant decrease in fatty starches. A reduction of 0.2 to 2 cm of round of thigh is observed at the end of the 4th week of treatment, and from 0.4 to 2.5 cm at the end of the 8th week in 60% of the volunteers following the treatment.
Exemple 2Example 2
Une huile drainante amincissante à base d'huile de chaulmoogra ayant la composition indiquée ci-après est préparée suivant les techniques usuelles: huile de chaulmoogra 5,0 extrait huileux de thé vert 5,0 extrait huileux de café vert 5,0 extrait huileux de Garcinia cambodgiana 5,0 extrait huileux de Chondrus crispus 5,0 huile de noisette 1,0 huile de camélia 30,0 isohexadécane 20,0 parfum 1,0 triglycéride caprique / caprylique qsp 100,0 Les extraits huileux utilisés dans la composition cidessus sont obtenus dans un mélange de triglycérides caprique / caprylique. A slimming draining oil based on chaulmoogra oil having the composition indicated below is prepared according to the usual techniques: chaulmoogra oil 5.0 oily green tea extract 5.0 oily green coffee extract 5.0 oily extract Garcinia cambodgiana 5.0 oily extract of Chondrus crispus 5.0 hazelnut oil 1.0 camellia oil 30.0 isohexadecane 20.0 perfume 1.0 triglyceride capric / caprylic qs 100.0 The oily extracts used in the composition above are obtained in a mixture of capric / caprylic triglycerides.
Exemple 3Example 3
Une crème amincissante à base d'huile de chaulmoogra ayant la composition indiquée ci-après est préparée suivant les techniques usuelles: huile de chaulmoogra 3,0 glycérine 2,0 EDTA trisodique 0,1 butylène glycol 4,0 gomme xanthane 0,2 cétéaryl glucoside 4,0 alcool cétylique 1,0 tristéarine 0,8 stéarate d'acétyl glycol 0,8 phényl diméthicone 1,0 cyclopentasiloxane 4,0 tocophérol 0,7 copolymère acrylate de sodium / laurate de diméthyl acryloyle 0,5 isohexadécane 0,3 Polysorbate 80 0,8 extrait glycolique de lierre 2,0 théophylline 1,0 conservateurs 0,8 parfums 0,1 Eau déminéralisée q.s.p. 100,00 A slimming cream based on chaulmoogra oil having the composition indicated below is prepared according to the usual techniques: chaulmoogra oil 3.0 glycerin 2.0 trisodium EDTA 0.1 butylene glycol 4.0 xanthan gum 0.2 cetearyl glucoside 4.0 cetyl alcohol 1.0 tristearin 0.8 acetyl glycol stearate 0.8 phenyl dimethicone 1.0 cyclopentasiloxane 4.0 tocopherol 0.7 copolymer sodium acrylate / dimethyl acryloyl laurate 0.5 isohexadecane 0.3 Polysorbate 80 0.8 glycolic ivy extract 2.0 theophylline 1.0 preservatives 0.8 perfumes 0.1 Demineralized water qs 100.00
Claims (8)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0411241A FR2876908B1 (en) | 2004-10-22 | 2004-10-22 | NEW USE OF CHAULMOOGRA OIL IN THERAPEUTICS AND COSMETICS. |
| AT05812046T ATE451911T1 (en) | 2004-10-22 | 2005-10-21 | NOVEL USE OF CHAULMOOGRA OIL AND GUGGULIPIDS IN THERAPEUTICS AND COSMETICS |
| EP05812046A EP1811953B1 (en) | 2004-10-22 | 2005-10-21 | Novel use of chaulmoogra oil and guggulipids in therapeutics and cosmetics |
| PCT/FR2005/002621 WO2006045932A2 (en) | 2004-10-22 | 2005-10-21 | Novel use of chaulmoogra oil and guggulipids in therapeutics and cosmetics |
| DE602005018384T DE602005018384D1 (en) | 2004-10-22 | 2005-10-21 | NOVEL USE OF CHAULMOOGRA OIL AND GUGGULIPIDES IN THERAPEUTICS AND COSMETICS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0411241A FR2876908B1 (en) | 2004-10-22 | 2004-10-22 | NEW USE OF CHAULMOOGRA OIL IN THERAPEUTICS AND COSMETICS. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2876908A1 true FR2876908A1 (en) | 2006-04-28 |
| FR2876908B1 FR2876908B1 (en) | 2007-01-19 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR0411241A Active FR2876908B1 (en) | 2004-10-22 | 2004-10-22 | NEW USE OF CHAULMOOGRA OIL IN THERAPEUTICS AND COSMETICS. |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2876908B1 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009000055A1 (en) * | 2007-06-27 | 2008-12-31 | Natura Cosméticos S.A. | Process for preparing sapucainha oil or butter, cosmetic or pharmaceutical composition and use of the sapucainha oil or butter |
| WO2011050433A1 (en) * | 2009-10-27 | 2011-05-05 | Natura Cosmeticos S.A. | Cosmetic composition comprising siliconed sapucainha ester |
| WO2011080722A2 (en) | 2009-12-29 | 2011-07-07 | Natura Cosmeticos S.A | Use of skin permeation and retention enhancer compound in cosmetic and pharmaceutical compositions and cosmetic and pharmaceutical products containing said compound |
| WO2012136930A2 (en) | 2011-04-05 | 2012-10-11 | Laboratoire Nuxe | Composition of chaulmoogra oil and tribulus terrestris for skin pigmentation |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2518402A1 (en) * | 1981-12-21 | 1983-06-24 | Sederma Sa | Cosmetic compsn. contg. chaulmoogra oil - used partic. for treating skin trouble, e.g. acne, and also in hair care and make up compsns. |
| FR2706304A1 (en) * | 1993-06-15 | 1994-12-23 | Carita Sa | Use of Chaulmoogra oils in the cosmetic and pharmaceutical field, especially in dermatology, to harmonize the pigmentation of the skin. |
-
2004
- 2004-10-22 FR FR0411241A patent/FR2876908B1/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2518402A1 (en) * | 1981-12-21 | 1983-06-24 | Sederma Sa | Cosmetic compsn. contg. chaulmoogra oil - used partic. for treating skin trouble, e.g. acne, and also in hair care and make up compsns. |
| FR2706304A1 (en) * | 1993-06-15 | 1994-12-23 | Carita Sa | Use of Chaulmoogra oils in the cosmetic and pharmaceutical field, especially in dermatology, to harmonize the pigmentation of the skin. |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009000055A1 (en) * | 2007-06-27 | 2008-12-31 | Natura Cosméticos S.A. | Process for preparing sapucainha oil or butter, cosmetic or pharmaceutical composition and use of the sapucainha oil or butter |
| FR2918072A1 (en) * | 2007-06-27 | 2009-01-02 | Natura Cosmeticos Sa | PROCESS FOR THE PREPARATION OF SAPUCAINHA OIL OR BUTTER, COSMETIC OR PHARMACEUTICAL COMPOSITION AND USE OF SAPUCAINHA OIL OR BUTTER |
| US9492372B2 (en) | 2007-06-27 | 2016-11-15 | Natura Cosmeticos S.A. | Process for preparing sapucainha oil or butter, cosmetic or pharmaceutical composition and use of the sapucainha oil or butter |
| WO2011050433A1 (en) * | 2009-10-27 | 2011-05-05 | Natura Cosmeticos S.A. | Cosmetic composition comprising siliconed sapucainha ester |
| WO2011080722A2 (en) | 2009-12-29 | 2011-07-07 | Natura Cosmeticos S.A | Use of skin permeation and retention enhancer compound in cosmetic and pharmaceutical compositions and cosmetic and pharmaceutical products containing said compound |
| WO2012136930A2 (en) | 2011-04-05 | 2012-10-11 | Laboratoire Nuxe | Composition of chaulmoogra oil and tribulus terrestris for skin pigmentation |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2876908B1 (en) | 2007-01-19 |
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