FR2734479A1 - Prepn. of unroasted coffee extracts for use as UV filter in cosmetics and pharmaceuticals - Google Patents

Prepn. of unroasted coffee extracts for use as UV filter in cosmetics and pharmaceuticals Download PDF

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FR2734479A1
FR2734479A1 FR9506097A FR9506097A FR2734479A1 FR 2734479 A1 FR2734479 A1 FR 2734479A1 FR 9506097 A FR9506097 A FR 9506097A FR 9506097 A FR9506097 A FR 9506097A FR 2734479 A1 FR2734479 A1 FR 2734479A1
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solvent
extract
water
green coffee
chlorogenic acids
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FR2734479B1 (en
Inventor
Jean Nkiliza
Lucien Fahy
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Berkem SA
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Berkem SA
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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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9789—Magnoliopsida [dicotyledons]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C69/757—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety

Abstract

Prepn. of an extract of unroasted coffee comprises: (i) treating ground coffee with a first solvent to dissolve the fats and caffeine; (ii) treating the ground prod. with a mixt. of polar solvent and water to dissolve chlorogenic acids; (iii) eliminating the polar solvent and treating the resulting aq. soln. with a third solvent which is immiscible with water to dissolve the chlorogenic acids; and (iv) evaporating the organic soln. to obtain a dry extract. The extract is claimed per se. The first solvent is CHCl3 or CH2Cl2, the second solvent is MeOH /water pref. in a 7/2-7/4 vol. ratio and the third solvent is EtOAc. Elimination of the polar solvent and evapn. of immiscible solvent is under reduced press. at < 50 deg C.

Description

PRÉPARATION D'UN EXTRAIT VÉGÉTAL AYANT DES
PROPRIÉTÉS D'ÉCRAN TOTAL VIS-A-VIS DES UV, EXTRAIT
VÉGÉTAL OBTENU, SON UTILISATION ET COMPOSITION
COSMÉTIQUE OU PHARMACEUTIQUE CONTENANT LEDIT
EXTRAIT.PREPARATION OF A PLANT EXTRACT WITH
TOTAL SCREEN PROPERTIES AGAINST UV, EXTRACT
PLANT OBTAINED, ITS USE AND COMPOSITION
COSMETICS OR PHARMACEUTICALS CONTAINING SAID
EXTRACT.

La présente invention concerne un procédé d'extraction d'un extrait végétal ayant des propriétés d'écran total vis-à-vis des rayons ultraviolets (UV), l'extrait obtenu, son utilisation comme filtre protecteur vis-à-vis des ultraviolets et des compositions cosmétiques ou pharmaceutiques contenant ledit extrait. The present invention relates to a method for extracting a plant extract having properties of total screen vis-à-vis ultraviolet (UV) rays, the extract obtained, its use as a protective filter vis-à-vis ultraviolet and cosmetic or pharmaceutical compositions containing said extract.

Les effets nocifs sur la peau des rayons ultraviolets (UV) suite à une exposition au soleil sont bien connus, aussi bien pour les
UVB ayant des longueurs d'onde comprises entre 280 et 315 nm que pour les UVA ayant des longueurs d'onde comprises entre 315 et 400 nm. Ils se manifestent sous forme d'érythèmes, de brûlures, d'inflammations ou même de cancers de la peau.The harmful effects on the skin of ultraviolet (UV) rays following exposure to the sun are well known, as well for
UVB having wavelengths between 280 and 315 nm as for UVA having wavelengths between 315 and 400 nm. They manifest as erythema, burns, inflammation, or even skin cancer.

On a proposé depuis longtemps des filtres solaires. Ce sont pour la plupart des produits organiques de synthèse présentant une forte absorption des rayons UV. Mais ces produits organiques de synthèse présentent de nombreux inconvénients : ils ont souvent des effets secondaires néfastes, tels qu'une irritation de la peau ou une photosensibilisation ; de plus, ils ont un spectre d'absorption assez étroit se situant soit dans la zone des UVA, soit dans la zone des UVB. Sun filters have long been proposed. They are mostly synthetic organic products with a strong absorption of UV rays. However, these synthetic organic products have many drawbacks: they often have harmful side effects, such as skin irritation or photosensitization; in addition, they have a fairly narrow absorption spectrum located either in the UVA zone or in the UVB zone.

Ce spectre étroit ne permet pas d'obtenir une protection suffisante.This narrow spectrum does not provide sufficient protection.

Pour améliorer le coefficient de protection solaire (désigné par la suite dans la demande par CPS), on fait souvent appel à d'autres additifs, en général minéraux, comme l'oxyde de zinc et l'oxyde de titane micronisé. Malheureusement, ces oxydes ne sont pas solubles et sont difficilement dispersables dans l'eau ; il est donc difficile de préparer des crèmes homogènes en présence de ces additifs minéraux : on observe fréquemment une synérèse ou la formation d'un dépôt de particules dans le produit fini.To improve the sun protection coefficient (subsequently designated in the application by CPS), other additives, generally mineral, are often used, such as zinc oxide and micronized titanium oxide. Unfortunately, these oxides are not soluble and are difficult to disperse in water; it is therefore difficult to prepare homogeneous creams in the presence of these mineral additives: syneresis or the formation of a deposit of particles is frequently observed in the finished product.

Par ailleurs, on connaît les acides chlorogéniques. Ce sont des composés naturels, qui se présentent sous forme d'esters entre l'acide quinique et des acides hydroxycinnamiques. Ces composés se rencontrent dans de nombreuses plantes appartenant plus particulièrement à la classe des dicotylédones, en particulier, dans le café. La teneur du café vert en acides chlorogéniques peut atteindre environ 10 %, les autres constituants du café étant notamment la caféine, des lipides et des stérols. Furthermore, chlorogenic acids are known. These are natural compounds, which are in the form of esters between quinic acid and hydroxycinnamic acids. These compounds are found in many plants belonging more particularly to the class of dicots, in particular in coffee. The chlorogenic acid content of green coffee can reach around 10%, the other constituents of coffee being in particular caffeine, lipids and sterols.

Les acides chlorogéniques contenu dans le café sont essentiellement l'acide 3-caféylquinique, l'acide 4-caféylquinique, l'acide 5-caféylquinique, l'acide 3,4-dicafeylquinique, l'acide 3,5dicaféylquinique, l'acide 4,5-dicaféylquinique, l'acide 4feruloylquinique, l'acide 5-feruloylquinique. The chlorogenic acids contained in coffee are essentially 3-caffeylquinic acid, 4-caffeylquinic acid, 5-caffeylquinic acid, 3,4-dicafeylquinic acid, 3,5dicaféylquinic acid, 4 acid , 5-dicaféylquinique, 4feruloylquinic acid, 5-feruloylquinic acid.

Selon la présente invention, on a trouvé un procédé qui permet d'obtenir à partir du café vert un extrait contenant environ 95 % en poids d'acides chlorogéniques, 50 % en poids environ de ces acides étant constitués par l'acide 5-caféylquinique. According to the present invention, a process has been found which makes it possible to obtain from green coffee an extract containing approximately 95% by weight of chlorogenic acids, 50% by weight approximately of these acids being constituted by 5-caffeylquinic acid. .

La présente invention a donc pour objet un procédé de préparation d'un extrait de café vert, caractérisé par le fait que l'on traite des grains de café vert broyés, à l'aide d'un premier solvant susceptible de dissoudre les graisses et la caféine, que l'on traite ensuite le produit broyé ainsi obtenu avec un second solvant constitué d'un mélange de solvant polaire et d'eau capable de dissoudre les acides chlorogéniques, que l'on élimine de la solution obtenue le solvant polaire, que l'on traite la solution aqueuse obtenue à l'aide d'un troisième solvant non miscible à l'eau et susceptible de dissoudre les acides chlorogéniques et que l'on évapore la solution organique obtenue pour obtenir un extrait sec. The present invention therefore relates to a process for the preparation of a green coffee extract, characterized by the fact that ground green coffee beans are treated, using a first solvent capable of dissolving the fats and caffeine, which is then treated with the ground product thus obtained with a second solvent consisting of a mixture of polar solvent and water capable of dissolving chlorogenic acids, which is removed from the solution obtained the polar solvent, that the aqueous solution obtained is treated with a third solvent immiscible with water and capable of dissolving chlorogenic acids and that the organic solution obtained is evaporated to obtain a dry extract.

L'extrait sec est avantageusement repris par l'eau distillée puis séché, par exemple par nébulisation ou lyophilisation. The dry extract is advantageously taken up in distilled water and then dried, for example by nebulization or lyophilization.

Le premier solvant utilisé dans le procédé est, de préférence, un solvant chloré tel que le chloroforme ou le chlorure de méthylène. Le second solvant est, avantageusement, un mélange de méthanol et d'eau, de préférence un mélange dans une proportion comprise entre 7/2 et 7/4 en volume, de préférence voisine de 7/3 en volume. On pourrait cependant utiliser des mélanges de méthanol et d'eau différents ou des mélanges d'éthanol ou d'acétone et d'eau. Le troisième solvant est, de préférence, l'acétate d'éthyle, mais pourrait également être la 2-butanone (ou éthylméthylcétone), et le n-butanol.  The first solvent used in the process is preferably a chlorinated solvent such as chloroform or methylene chloride. The second solvent is advantageously a mixture of methanol and water, preferably a mixture in a proportion of between 7/2 and 7/4 by volume, preferably close to 7/3 by volume. However, mixtures of different methanol and water or mixtures of ethanol or acetone and water could be used. The third solvent is preferably ethyl acetate, but could also be 2-butanone (or ethylmethyl ketone), and n-butanol.

Dans ce procédé d'extraction, l'élimination du solvant polaire et du solvant non-miscible à l'eau se font, de préférence, sous pression réduite, de façon à obtenir un point d'ébullition du solvant suffisamment faible. Dans les deux cas, on ne dépasse pas, de préférence, une température de 50"C pour éviter les risques de dégradation des produits par la chaleur. In this extraction process, the removal of the polar solvent and of the water-immiscible solvent is preferably carried out under reduced pressure, so as to obtain a sufficiently low boiling point of the solvent. In both cases, a temperature of 50 ° C. is preferably not exceeded to avoid the risk of degradation of the products by heat.

La présente invention a également pour objet l'extrait de café vert obtenu par le procédé ci-dessus. Cet extrait de café vert contient plus de 90 % en poids d'acides chlorogéniques, généralement environ 95 % en poids. Parmi les acides chlorogéniques, l'acide 5caféylquinique représente plus de 40 % en poids, généralement environ 50 % en poids. The present invention also relates to the green coffee extract obtained by the above process. This green coffee extract contains more than 90% by weight of chlorogenic acids, generally about 95% by weight. Among the chlorogenic acids, 5cafeylquinic acid represents more than 40% by weight, generally about 50% by weight.

L'extrait de café vert obtenu, en solution à 0,05 mg/ml dans l'eau distillée, présente un spectre d'absoption couvrant la zone entre 270 et 360 nm, avec un maximum à 323 nm et un épaulement à 281 nm. La même solution d'extrait de café vert offre une transmission inférieure à 10 % pour les longueurs d'onde comprises entre 270 et 350 nm. On voit donc que le spectre d'absoption couvre aussi bien la zone des UVA que celle des UVB et que le produit peut donc être utilisé comme filtre protecteur servant d'écran total. The green coffee extract obtained, in solution at 0.05 mg / ml in distilled water, has an absorption spectrum covering the area between 270 and 360 nm, with a maximum at 323 nm and a shoulder at 281 nm . The same solution of green coffee extract offers a transmission of less than 10% for wavelengths between 270 and 350 nm. It can therefore be seen that the absorption spectrum covers both the UVA and UVB zones and that the product can therefore be used as a protective filter serving as a total screen.

La présente invention a donc également pour objet l'utilisation de l'extrait de café vert comme filtre protecteur contre les rayons ultraviolets UVA et UVB pour la préparation de compositions cosmétiques ou pharmaceutiques applicables par voie topique. The present invention therefore also relates to the use of green coffee extract as a protective filter against ultraviolet UVA and UVB rays for the preparation of cosmetic or pharmaceutical compositions applicable topically.

La présente invention a enfin pour objet une composition cosmétique ou pharmaceutique destinée à la protection de la peau vis-àvis du rayonnement solaire, contenant, dans un support cosmétiquement ou pharmaceutiquement acceptable, une quantité efficace de l'extrait de café vert selon l'invention. Une quantité efficace est, par exemple, comprise entre 0,01 et 50 % en poids d'acides chlorogéniques par rapport au poids total de la composition. The present invention finally relates to a cosmetic or pharmaceutical composition intended for the protection of the skin against solar radiation, containing, in a cosmetically or pharmaceutically acceptable carrier, an effective amount of the green coffee extract according to the invention . An effective amount is, for example, between 0.01 and 50% by weight of chlorogenic acids relative to the total weight of the composition.

L'exemple donné ci-après, à titre purement illustratif et non limitatif, permettra de mieux comprendre l'invention.  The example given below, purely by way of nonlimiting illustration, will allow a better understanding of the invention.

EXEMPLE
A) Préparation de extrait de café vert
1 kg de café vert commercial sec est broyé. La poudre obtenue est traitée par 5 litres de chloroforme sous agitation pendant 1 heure. L'opération est répétée une fois supplémentaire de façon à obtenir un produit délipidé et décaféiné. Le produit délipidé a été soumis à une extraction à l'aide de 5 litres d'un mélange méthanol/eau dans une proportion en volume de 7/3. La phase organique obtenue est ensuite concentrée sous une pression réduite de 10 mbars à une température ne dépassant pas 50"C jusqu'à élimination totale du méthanol. Il reste environ 1 litre de phase aqueuse que l'on extrait avec une quantité équivalente d'acétate d'éthyle (1 litre).La phase organique obtenue est évaporée à sec sous une pression réduite d'environ 10 mbars, à une température de 40"C, de façon à obtenir un résidu. Le résidu est repris par 400 ml d'eau distillée et séché par lyophilisation.EXAMPLE
A) Preparation of green coffee extract
1 kg of dry commercial green coffee is ground. The powder obtained is treated with 5 liters of chloroform with stirring for 1 hour. The operation is repeated once more so as to obtain a defatted and decaffeinated product. The defatted product was subjected to an extraction using 5 liters of a methanol / water mixture in a volume proportion of 7/3. The organic phase obtained is then concentrated under a reduced pressure of 10 mbar at a temperature not exceeding 50 "C until complete removal of methanol. There remains approximately 1 liter of aqueous phase which is extracted with an equivalent amount of ethyl acetate (1 liter). The organic phase obtained is evaporated to dryness under a reduced pressure of about 10 mbar, at a temperature of 40 "C, so as to obtain a residue. The residue is taken up in 400 ml of distilled water and dried by lyophilization.

On obtient 40 g d'un extrait sous forme d'une poudre jaune. Cet extrait contient 94,5 % en poids d'acides chlorogéniques, dont 50 % en poids d'acide 5-caféylquinique. 40 g of an extract are obtained in the form of a yellow powder. This extract contains 94.5% by weight of chlorogenic acids, 50% by weight of 5-caffeylquinic acid.

B) Pouvoir filtrant de l 'extrait de café vert
1) Spectre d'absorption
On a préparé une solution de l'extrait obtenue sous A) à 0,05 mg/ml dans l'eau distillée et on a effectué le spectre d'absorption dans un appareil de type HITACHI U-2000. On a trouvé que le spectre d'absorption couvre une zone comprise entre 270 et 360 nm avec un maximum à 323 nm et un épaulement à 281 nm. La solution ne permet qu'une transmission inférieure à 10 % pour les longueurs d'onde comprises entre 270 et 350 nm.B) Filtering power of green coffee extract
1) Absorption spectrum
A solution of the extract obtained under A) was prepared at 0.05 mg / ml in distilled water and the absorption spectrum was carried out in an apparatus of the HITACHI U-2000 type. It has been found that the absorption spectrum covers an area between 270 and 360 nm with a maximum at 323 nm and a shoulder at 281 nm. The solution only allows transmission of less than 10% for wavelengths between 270 and 350 nm.

2) Coefficient de protection solaire (CPS)
La protection offerte par l'extrait de café vert a été estimée in vitro selon la technique décrite par DIFFEY et ROBSON (J. Soc.2) Sun protection coefficient (CPS)
The protection offered by green coffee extract was estimated in vitro according to the technique described by DIFFEY and ROBSON (J. Soc.

Cosmet., 40, 127-133, 1989).Cosmet., 40, 127-133, 1989).

La formule protectrice étudiée a été préparée à partir de mélanges A et B ayant la formulation suivante
Mélange A
Vaseline officinale 2 g
Acide stéarique 3 g
Alcool stéarique 2 g
Propyl paraben 0,015 g
Mélange B
Eau distillée 70,410 g
Extrait de café vert 10 g
Propylène glycol 12 g
Laurylsulfate de sodium 0,5 g
Sel disodique d'acide
éthylène diamine tétracétique 0,05 g
Méthyl paraben 0,025 g
Les mélanges A et B sont chauffés séparément à 80"C sous agitation jusqu'à l'obtention de liquides limpides. Le mélange A est ensuite ajouté lentement au mélange B en agitant ; l'agitation est maintenue jusqu'à ce que le gel obtenu soit à température ambiante (20 25"C). The protective formula studied was prepared from mixtures A and B having the following formulation
Mix A
Vaseline 2 g
Stearic acid 3 g
Stearic alcohol 2 g
Propyl paraben 0.015 g
Mix B
Distilled water 70.410 g
Green coffee extract 10 g
Propylene glycol 12 g
Sodium lauryl sulfate 0.5 g
Disodium acid salt
ethylene tetracetic diamine 0.05 g
Methyl paraben 0.025 g
Mixtures A and B are heated separately to 80 "C with stirring until clear liquids are obtained. Mixture A is then added slowly to mixture B with stirring; stirring is continued until the gel obtained either at room temperature (20 25 "C).

La préparation obtenue contient 10 % en poids d'extrait de café vert ; elle est appliquée in vitro sur un stratum corneum humain non délipidé. The preparation obtained contains 10% by weight of green coffee extract; it is applied in vitro to a non-delipidated human stratum corneum.

Les mesures effectuées ont permis d'obtenir un CPS théorique de 45,5 + 11,7. Cette valeur élevée du CPS in vitro atteste d'un effet d'écran total pour des préparations faites à partir de l'extrait de café vert selon l'invention. The measurements carried out gave a theoretical CPS of 45.5 + 11.7. This high value of the CPS in vitro attests to a total screen effect for preparations made from the extract of green coffee according to the invention.

C) Photoprotection sur culture cellulaire
Le pouvoir photoprotecteur par effet filtre de l'extrait de café vert selon l'invention a été évalué sur une culture de fibroblastes humains issus de peau de prépuces de nouveau-nés ou de plasties mammaires. Afin de s'affranchir d'une protection éventuelle par effet antiradicalaire, l'extrait de café vert a été introduit dans le milieu pendant l'irradiation ultraviolette (effet immédiat). La durée de vie cellulaire, par rapport à un lot témoin, permet de déterminer le pouvoir protecteur du produit à une dose non cytotoxique. Les cultures cellulaires reçoivent une dose d'UVB de 286 mJ/cm2 pendant 4 minutes. A la dose de 0,1 mg/ml (dose non cytotoxique), l'extrait de café vert offre une protection de 100 % vis-à-vis de la cytotoxicité induite par les UV. C) Photoprotection on cell culture
The photoprotective power by filtering effect of the green coffee extract according to the invention was evaluated on a culture of human fibroblasts derived from the skin of foreskin of newborns or breast plasties. In order to overcome possible protection by anti-free radical effect, the green coffee extract was introduced into the medium during the ultraviolet irradiation (immediate effect). The cell lifespan, compared to a control batch, makes it possible to determine the protective power of the product at a non-cytotoxic dose. The cell cultures receive a UVB dose of 286 mJ / cm 2 for 4 minutes. At a dose of 0.1 mg / ml (non-cytotoxic dose), the green coffee extract offers 100% protection against UV-induced cytotoxicity.

Claims (11)

REVENDICATIONS 1 - Procédé de préparation d'un extrait de café vert, caractérisé par le fait que l'on traite des grains de café vert broyés à l'aide d'un premier solvant susceptible de dissoudre les graisses et la caféine, que l'on traite ensuite le produit broyé ainsi obtenu avec un second solvant constitué d'un mélange de solvant polaire et d'eau capable de dissoudre les acides chlorogéniques, que l'on élimine de la solution obtenue le solvant polaire, que l'on traite la solution aqueuse obtenue à l'aide d'un troisième solvant non miscible à l'eau et susceptible de dissoudre les acides chlorogéniques et que l'on évapore la solution organique obtenue pour obtenir un extrait sec. 1 - Process for the preparation of a green coffee extract, characterized in that the ground green coffee beans are treated with a first solvent capable of dissolving the fats and caffeine, which one then treats the ground product thus obtained with a second solvent consisting of a mixture of polar solvent and water capable of dissolving the chlorogenic acids, which is removed from the solution obtained the polar solvent, which the solution is treated aqueous obtained using a third solvent immiscible with water and capable of dissolving chlorogenic acids and that the organic solution obtained is evaporated to obtain a dry extract. 2 - Procédé selon la revendication 1, caractérisé par le fait que le premier solvant est choisi dans le groupe formé par le chloroforme et le chlorure de méthylène. 2 - Process according to claim 1, characterized in that the first solvent is chosen from the group formed by chloroform and methylene chloride. 3 - Procédé selon l'une des revendications 1 ou 2, caractérisé par le fait que le second solvant est un mélange de méthanol et d'eau. 3 - Method according to one of claims 1 or 2, characterized in that the second solvent is a mixture of methanol and water. 4 - Procédé selon la revendication 3, caractérisé par le fait que le mélange de méthanol et d'eau est dans une proportion comprise entre 7/2 et 7/4 en volume. 4 - Process according to claim 3, characterized in that the mixture of methanol and water is in a proportion between 7/2 and 7/4 by volume. 5 - Procédé selon l'une des revendications 1 à 4, caractérisé par le fait que le troisième solvant est l'acétate d'éthyle. 5 - Method according to one of claims 1 to 4, characterized in that the third solvent is ethyl acetate. 6 - Procédé selon l'une des revendications 1 à 5, caractérisé par le fait que l'élimination du solvant polaire et l'évaporation du solvant non-miscible à l'eau se font sous pression réduite à une température inférieure à 50"C.  6 - Method according to one of claims 1 to 5, characterized in that the removal of the polar solvent and the evaporation of the water-immiscible solvent are carried out under reduced pressure at a temperature below 50 "C . 7 - Extrait de café vert obtenu par le procédé selon l'une des revendications 1 à 6. 7 - Green coffee extract obtained by the process according to one of claims 1 to 6. 8 - Extrait de café vert selon la revendication 7, caractérisé par le fait qu'il contient au moins 90 % en poids d'acides chlorogéniques, dont au moins 40 % sont constitués par l'acide 5caféylquinique. 8 - Green coffee extract according to claim 7, characterized in that it contains at least 90% by weight of chlorogenic acids, at least 40% of which consist of 5caféylquinic acid. 9 - Utilisation de l'extrait selon l'une des revendications 7 ou 8 comme filtre protecteur contre les rayons ultraviolets UVA et 9 - Use of the extract according to one of claims 7 or 8 as a protective filter against UVA ultraviolet rays and UVB pour la préparation de compositions cosmétiques ou pharmaceutiques utilisables par voie topique. UVB for the preparation of cosmetic or pharmaceutical compositions which can be used topically. 10 - Composition cosmétique ou pharmaceutique, destinée à la protection de la peau vis-à-vis du rayonnement solaire, caractérisée par le fait qu'elle contient, dans un support cosmétiquement ou pharmaceutiquement acceptable, une quantité efficace de l'extrait de café vert selon l'une des revendications 7 à 9. 10 - Cosmetic or pharmaceutical composition, intended for the protection of the skin from solar radiation, characterized in that it contains, in a cosmetically or pharmaceutically acceptable carrier, an effective amount of the extract of green coffee according to one of claims 7 to 9. 11 - Composition selon la revendication 10, caractérisée par le fait qu'elle contient de 0,01 à 50 % en poids d'acides chlorogéniques par rapport au poids total de la composition.  11 - Composition according to claim 10, characterized in that it contains from 0.01 to 50% by weight of chlorogenic acids relative to the total weight of the composition.
FR9506097A 1995-05-23 1995-05-23 PREPARATION OF A PLANT EXTRACT HAVING TOTAL SCREEN PROPERTIES AGAINST UV, VEGETABLE EXTRACT OBTAINED, ITS USE AND COSMETIC OR PHARMACEUTICAL COMPOSITION CONTAINING THE SAME Expired - Fee Related FR2734479B1 (en)

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FR2892933A1 (en) * 2005-11-10 2007-05-11 Herve Andre Gerard Durand PLANT EXTRACT OBTAINED BY A PROCESS OF EXTRACTION USING SOLVENTS OF VEGETABLE ORIGIN
EP1793793A1 (en) * 2004-09-24 2007-06-13 Natura Cosméticos S.A. An antioxidant complex and a cosmetic and pharmaceutical composition comprising said complex
US7713566B2 (en) 1999-12-21 2010-05-11 Zapp Loretta M Method for enhancing post-processing content of beneficial compounds in beverages
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EP2601844A1 (en) 2011-12-05 2013-06-12 Plantextrakt GmbH&Co. Kg Method of producing an extract enriched with trigonelline (TRIG) and/or chlorogenic acids (CQA), extract enriched with trigonelline (TRIG) and/or chlorogenic acids (CQA) and the use of same
US8865134B2 (en) * 2005-10-14 2014-10-21 Med-Eq As Chewing gum
CN105960171A (en) * 2014-06-13 2016-09-21 帕万·库马·戈埃尔 Green coffee bean extract and method thereof
EP3231297A1 (en) 2016-04-15 2017-10-18 Mediam Chemical sp. z o.o. Method of obtaining preparations from unroasted coffee beans
FR3114746A1 (en) * 2020-10-06 2022-04-08 L'oreal STABLE COMPOSITION COMPRISING POLYDATINE
WO2022044974A3 (en) * 2020-08-25 2022-04-28 L'oreal Stable composition comprising polydatin

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US8357419B2 (en) 1999-12-21 2013-01-22 Loretta Zapp Method for enhancing post-processing content of beneficial compounds in beverages naturally containing same
US10080376B2 (en) 1999-12-21 2018-09-25 Oncology Sciences Corporation Method for enhancing postprocessing content of beneficial compounds in beverages naturally containing same
US7713566B2 (en) 1999-12-21 2010-05-11 Zapp Loretta M Method for enhancing post-processing content of beneficial compounds in beverages
WO2002094210A2 (en) * 2001-05-21 2002-11-28 Cognis France S.A. Cosmetic agents
WO2002094210A3 (en) * 2001-05-21 2004-10-21 Cognis France Sa Cosmetic agents
EP1260212A1 (en) * 2001-05-21 2002-11-27 Cognis France S.A. Cosmetic composition
EP1793793A1 (en) * 2004-09-24 2007-06-13 Natura Cosméticos S.A. An antioxidant complex and a cosmetic and pharmaceutical composition comprising said complex
US8865134B2 (en) * 2005-10-14 2014-10-21 Med-Eq As Chewing gum
WO2007057549A2 (en) * 2005-11-10 2007-05-24 Laboratoire Limotech Plant extract obtained by an extraction method by means of solvents of plant origin
WO2007057549A3 (en) * 2005-11-10 2007-10-18 Limotech Lab Plant extract obtained by an extraction method by means of solvents of plant origin
FR2892933A1 (en) * 2005-11-10 2007-05-11 Herve Andre Gerard Durand PLANT EXTRACT OBTAINED BY A PROCESS OF EXTRACTION USING SOLVENTS OF VEGETABLE ORIGIN
WO2010124936A1 (en) 2009-04-28 2010-11-04 Nestec S.A. Food or beverage composition comprising unroasted coffee solids
US8455019B2 (en) 2009-04-28 2013-06-04 Nestec S.A. Food or beverage composition comprising unroasted coffee solids
EP2601844A1 (en) 2011-12-05 2013-06-12 Plantextrakt GmbH&Co. Kg Method of producing an extract enriched with trigonelline (TRIG) and/or chlorogenic acids (CQA), extract enriched with trigonelline (TRIG) and/or chlorogenic acids (CQA) and the use of same
CN105960171A (en) * 2014-06-13 2016-09-21 帕万·库马·戈埃尔 Green coffee bean extract and method thereof
US10335444B2 (en) * 2014-06-13 2019-07-02 Pawan Kumar Goel Method for extracting high content of chlorogenic acids from green coffee beans
EP3231297A1 (en) 2016-04-15 2017-10-18 Mediam Chemical sp. z o.o. Method of obtaining preparations from unroasted coffee beans
WO2022044974A3 (en) * 2020-08-25 2022-04-28 L'oreal Stable composition comprising polydatin
FR3114746A1 (en) * 2020-10-06 2022-04-08 L'oreal STABLE COMPOSITION COMPRISING POLYDATINE

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