Damask rose extract rich in polyphenols obtained from a hydrodistillation co-product and its uses as a food supplement

Abstract

The invention relates to an extract of Rosa damascena. The invention is characterized in that the extract is obtained from a hydrodistillation co-product of Rosa damascena flowering tops containing at least 10% polyphenols, by weight of the total weight of the dry extract. The invention also relates to compositions comprising such an extract and their uses in the food and cosmetic fields, particularly as a food supplement for its nutraceutical or nutricosmetic use, as well as a process for obtaining the extract according to the invention. Figure 5

Description

Title of the invention: DAMASCUS ROSE extract rich in polyphenols OBTAINED from a HYDROdistillation co-product AND ITS USES as a food supplement Technical field

[0001] The present invention relates to the field of extraction of plant materials. It relates more particularly to an extract rich in polyphenols obtained from a co-product of rose hydrodistillation, a composition comprising such an extract and its uses, as well as a method for obtaining such an extract. Prior art

[0002] It is indeed well known that plant materials such as plants are a source of compounds of interest.

[0003] The rose, and more specifically the Damask rose (Rosa damascena') is for example one of the most used flowers in cosmetics and health. The rose is described as a source of phytonutrients giving it in particular antioxidant, anti-inflammatory, anti-aging, antimicrobial, hepatoprotective properties.

[0004] It is used in different forms such as: essential oil ; hydrosol / rose water (calming, relaxing, also in aroma); dried flowers; flower buds (rich in vitamin C); or even concrete and absolute.

[0005] For example, to produce 1 kg of Rosa damascena essential oil, 3500 kg of fresh flowers are needed.

[0006] In the form of essential oil or hydrosol, Damask rose offers multiple benefits for the skin.

[0007] Astringent, anti-wrinkle, soothing and softening, rose essential oil and rose hydrosol are allies for preserving the youthfulness of the skin and reducing anxiety and stress.

[0008] Generally speaking, it is known that the essential oil of Rosa damascena obtained by hydrodistillation (generally from fresh plant material) is rich in volatile substances and poor in polyphenols.

[0009] For this purpose, unless diluted, the person skilled in the art is therefore discouraged from using the essential oil for administration, particularly by topical route.

[0010] Similarly, it is known that Rosa damascena hydrosol, obtained during hydrodistillation after separation of the essential oil, is also low in po- lyphenols.

[0011] Furthermore, rose petals can be a source of polyphenols, particularly flavonols, for which antioxidant activity has been demonstrated in vitro and in vivo.

[0012] In particular, a powder (obtained by drying and grinding) of Rosa rugosa petals marketed by IMAHERB BIOTECH® is known which appears to be rich in polyphenols and is intended to be used as a food supplement.

[0013] We can also cite for example document JP6777794 which discloses a rose extract rich in polyphenols which can be administered orally.

[0014] However, such products are obtained directly from the rose or from rose extract(s) obtained by (hydro)distillation.

[0015] The subject of the invention is however distinguished from this product in that the extract is a distillation co-product rich in polyphenols and furthermore not comprising allergenic substances.

[0016] Also, none of the products / documents appears to disclose a composition, in particular for oral administration, comprising a rose extract, more precisely Damask rose (Rosa damascena), rich in polyphenols and furthermore free from allergenic substances obtained from a hydrodistillation co-product.

[0017] Technical problem

[0018] Considering the above, a problem that the invention proposes to solve is to valorize a flower, and more particularly the Damask rose (Rosa damascena), in its entirety, by creating as little waste as possible and by using the distillation co-products. The process developed according to the invention makes it possible to obtain an extract rich in polyphenols from a hydrodistillation co-product of Rosa damascena rose, from fresh plant material not deteriorated by drying or grinding.

[0019] Technical solution

[0020] The invention therefore has as its first subject an extract obtained from a co-product of hydrodistillation of flowering tops of Rosa damascena rose containing at least 10% of polyphenols, preferably between 10% and 20% of polyphenols, by weight of the total weight of the dry extract.

[0021] Furthermore, the invention has as a second subject a composition comprising in a physiologically acceptable medium, an extract according to the invention.

[0022] The invention also relates to a process for obtaining an extract according to the invention, characterized in that it comprises the following steps:

[0023] - hydrodistillation of flowering tops, preferably fresh, of Rosa rose damascena ;

[0024] - recovery of said deodorized co-product consisting of hydrodistillation waters and flowering tops;

[0025] - after filtration, concentration of the hydrodistillation waters;

[0026] - preferably, the concentrated soft extract of Rosa damascena thus obtained is dried; and

[0027] - recovery of an extract, advantageously dried, of Rosa damascena containing at less than 10% polyphenols by weight of the total weight of the dry extract.

[0028] Finally, the subject of the invention is the use of a composition according to the invention in the food and cosmetic fields, or even an oral composition according to the invention as a food supplement for its nutraceutical or nutri-cosmetic use.

[0029] Benefits provided

[0030] The rose extracts according to the invention are natural extracts derived from co-products obtained during the transformation of plants, and generally not used.

[0031] The rose extracts according to the invention, rich in polyphenols and containing at least 10% of polyphenols, preferably between 10% and 20% of polyphenols, by weight of the total weight of the dry extract, are thus advantageously intended for oral administration, in particular as a food supplement for its nutri-cosmetic or nutraceutical use, as well as for topical administration in cosmetics, said extracts also being advantageously free of allergenic substances.

[0032] The process implemented according to the invention is part of the development of ecological extraction processes that respect the environment, making it possible to favor renewable plant resources and to enhance all fractions of the rose, while guaranteeing a quality product or extract.

[0033] The process implemented according to the invention also responds to a real challenge represented by the recovery of water.

[0034] Indeed, the production of Rosa damascena essential oil generates large quantities of water. This “residual” rose water represents an environmental problem when it is thrown into the environment due to the high content of polyphenols which are difficult to decompose. However, if on the one hand, they are bio-pollutants, these polyphenolic compounds are advantageously an important source of bioactive compounds for different applications, in particular as a food supplement for its nutricosmetic use.

[0035] The method according to the invention makes it possible to use and enhance a by-product (co-product) in order to improve the production of bioactive compounds while respecting the environment. Brief description of the drawings

[0036] In this description, unless otherwise specified, it is understood that, when an interval is given, it includes the upper and lower bounds of said interval.

[0037] The invention and the advantages resulting therefrom will be better understood upon reading the description and the non-limiting embodiments which follow, with reference to the appended drawings in which:

[0038] [Fig.l] represents a schematic example of the steps of a process for obtaining a concentrated (undried) soft extract of rose according to the invention from fresh flowers of Rosa damascena (Example 1).

[0039] [Fig.2] represents a schematic example of the steps of a process for obtaining a rose extract according to the invention including a step of drying by lyophilization or by atomization on a support (Example 2).

[0040] [Fig.3] represents an HPLC chromatogram of a freeze-dried extract of Rosa damascena rose according to the invention in DAD (Diode Array Detector) at 280 nm.

[0041] [Fig.4] represents a zoom of the zone from 15 min to 23 min of the HPLC chromatogram in DAD at 280 nm of [Fig.3] (freeze-dried extract of Rosa damascena rose according to the invention).

[0042] [Fig.5] represents, according to the study of Example 5, the maximum antioxidant efficacy of a freeze-dried rose extract according to the invention at different daily doses on a population presenting a non-physiological cutaneous oxidative state (n=18) (ANOVA test: **p-value < 0.01, comparison with T0, tp<0.1 comparison Rose 140mg Vs Rose 40 mg).

[0043] [Fig.6] represents, according to the study of Example 6, the antioxidant efficacy after 4 and 8 weeks of oral supplementation with a composition comprising a dried rose extract on acerola support (50%) according to the invention (t-test *p<0.05, comparison with T0).

[0044] [Fig.7] represents, according to the study of Example 6, the modification in terms of “skin age estimation” after 4 to 8 weeks of oral supplementation with a composition comprising a dried rose extract on acerola support (50%) according to the invention (t-test *p<0.05, comparison with the actual skin age). Description of the embodiments

[0045] The invention relates to an extract obtained from a co-product of hydrodistillation of flowering tops of the Rosa damascena rose containing at least 10% of polyphenols, preferably between 10% and 20% of polyphenols, by weight of the total weight of the dry extract.

[0046] The polyphenols extracted in the hydrodistillation co-product of Rosa damascena rose according to the invention are preferably hydroxybenzoic acids chosen from gallic acid, ellagic acid; quercetin and flavonoids gly cosylated quercetin such as rutin, hyperoside, risoquercitrin; kaempferol and glycosylated kaempferol flavonoids such as afzelin, astragalin, tiliroside.

[0047] Particularly advantageously, the polyphenol-rich Rosa damascena extract according to the invention is free from allergenic substances and can be advantageously used for topical administration.

[0048] By allergen is meant a substance which triggers or promotes an allergy, intolerance or reactions of the body's immune system following contact, inhalation or ingestion, in particular in the case of skin contact in the context of the invention.

[0049] Preferably, the polyphenol-rich Rosa damascena extract according to the invention therefore does not contain allergens which are volatile molecules chosen from citronellol, eugenol, geraniol.

[0050] For this purpose, the polyphenol-rich Rosa damascena extract according to the invention is advantageously intended to be used as such with the addition of a preservative, or in a composition comprising a physiologically acceptable medium in a form suitable for oral or topical administration.

[0051] Such extracts according to the invention nevertheless remain very difficult to characterize as such because they vary for the same species, depending on different factors such as the parts used, the place of harvest, the period or even the year of harvest.

[0052] To this end, another subject of the invention relates to a process for obtaining an extract according to the invention rich in polyphenols from a co-product of hydrodistillation of rose flowering tops, comprising the following steps of:

[0053] - hydrodistillation of flowering tops, preferably fresh, of Rosa rose damascena ;

[0054] - recovery of said deodorized co-product consisting of hydrodistillation waters and pink flowering tops;

[0055] - after filtration, concentration of the hydrodistillation waters;

[0056] - preferably, the concentrated soft extract of Rosa damascena thus obtained is dried; and

[0057] - recovery of an extract, advantageously dried, of Rosa damascena containing at less than 10% polyphenols by weight of the total weight of the dry extract.

[0058] The process according to the invention makes it possible, in addition to the enrichment in polyphenols, to avoid the extraction of allergenic compounds in the co-product of hydrodistillation of Rosa damascena rose which are thus found essentially in the essential oil and therefore to obtain an extract of Rosa damascena rose rich in polyphenols which can be advantageously used for oral and topical administration.

[0059] The polyphenol-rich extract is a hydrodistillation co-product obtained from the hydrodistillation of flowering tops, preferably fresh, of the Rosa damascena rose.

[0060] By flowering tops is meant the part of the plant which includes the flower and part of the stem.

[0061] According to a preferred embodiment, the polyphenol-rich extract is obtained from the rose flower, and preferably the petals.

[0062] According to a preferred embodiment, the Rosa damascena rose is used fresh.

[0063] By fresh is meant a rose which comprises at least 70% water by weight of the total weight of the part of the rose used, for example a water content of 80-90%, typically around 85% water, before or after loss to desiccation linked to picking in particular.

[0064] The freshly picked rose is fragile and can be kept as is for a maximum of a few hours, for example from a few minutes up to 5 hours, for example 1, 2, 3, 4 or 5 hour(s), and is preferably used as quickly as possible within 5 hours after picking, otherwise it will deteriorate and lose some or all of its properties.

[0065] The use of fresh roses advantageously makes it possible to avoid a drying step, before hydrodistillation, which can be energy-intensive and / or which can lead to deterioration of the color (oxidation), and the degradation of certain molecules potentially of interest such as polyphenols.

[0066] According to a particularly preferred embodiment, the flowering tops of Rosa damascena rose used are fresh flowers.

[0067] Advantageously, the Rosa damascena rose preferentially used comes from cultivation, for example, in Türkiye (Isparta region) and in Bulgaria.

[0068] The polyphenol-rich extract is obtained from the waters of hydrodistillation of Rosa damascena rose.

[0069] By hydrodistillation is meant the distillation by heating a mixture of water (additional) and plant material (Rosa damascena) in a container such as a still.

[0070] The aim of hydrodistillation is to carry away with the water vapor the volatile constituents of rose by destroying the structure of the plant cells, which once condensed allows to recover after decantation an essential oil and a hydrosol containing mainly for example citronellol, geraniol, nerol, phenyl ethyl alcohol, methyl eugenol, eugenol and therefore allergenic substances such as citronellol, eugenol, geraniol. The essential oil and the hydrosol of rose, which are very high quality products commonly used in the first place, are thus "eliminated" according to the invention and used elsewhere.

[0071] Hydrodistillation is preferably carried out according to a weight / weight ratio of rose flower tops / water (additional) from 1:1 to 1:10, preferably from 1:1 to 1:5, more preferably from 1:3.

[0072] In the process according to the invention, the hydrodistillation waters are then cooled to a temperature between 40°C and 60°C before being filtered.

[0073] By hydrodistillation waters is meant the effluents from the hydrodistillation, that is to say the residual liquid aqueous fraction originating from a hydrodistillation having freed it of its essential oil and its hydrosol, that is to say the waters remaining for example in the still and possibly including the intrinsic rose water, preferably fresh, the hydrodistillation waters being, in other words, exhausted of their essential oil and hydrosol.

[0074] By deodorized co-product, we mean a co-product obtained once the hydrodistillation has been carried out, exhausted of its essential oil and hydrosol, which is made up of the hydrodistillation waters and the flowering tops of the rose, decanted, filtered to eliminate the solid matter and thus recovered allowing all the fractions of the rose to be used.

[0075] According to a preferred embodiment, the filtration is carried out with an Ipm cartridge filter.

[0076] After filtration, the hydrodistillation waters are concentrated by evaporation.

[0077] According to a preferred embodiment, the filtered hydrodistillation waters are continuously concentrated under vacuum at a temperature not exceeding 100°C.

[0078] According to another embodiment, the filtered hydrodistillation waters are concentrated at atmospheric pressure continuously at a temperature not exceeding 100°C followed by vacuum finishing.

[0079] A concentrated soft extract rich in polyphenols is then recovered.

[0080] By soft extract is meant a fluid extract having a dry matter content of 50% to 70%.

[0081] The concentrated soft extract can be used as is, advantageously adding preservatives to the extent that said concentrated soft extract contains a water content of the order of 40%.

[0082] According to a preferred embodiment, the concentrated soft rose extract thus obtained is dried.

[0083] According to a particularly preferred embodiment, the concentrated soft extract of Rosa damascena is dried by lyophilization, atomization or extrusion on an inulin support.

[0084] According to a first advantageous embodiment, the drying is carried out by lyophilization, dynamic or static, preferably a lyophilization according to which the concentrated soft extract of Rosa damascena is frozen in the form of beads (3 to 5 mm in diameter) in liquid nitrogen at -196°C and the water present in the product is then sublimated dynamically in order to obtain beads of dry product.

[0085] Dynamic freeze-drying consists of introducing the product to be freeze-dried into a stirred chamber following an incomplete rotational movement. Stirring considerably improves the heat and material exchanges between the heating wall and the product to be sublimated. Thus, freeze-drying times are reduced by more than half the time, energy savings are reduced by at least 20% and labor operations are considerably reduced due to the bulk processing of the product.

[0086] Since the sublimation of the product takes place at low temperature and in the absence of oxygen, the product retains all its qualities and physicochemical properties.

[0087] Such freeze-drying makes it possible to obtain a 100% pure Rosa damascena rose extract, whereas with spray drying it is often necessary to use a support to facilitate drying.

[0088] According to a second advantageous embodiment, the drying is carried out by atomization in the presence of a neutral support such as maltodextrin, gum arabic, inulin or any other atomization support and / or another plant extract such as an acerola extract.

[0089] Atomization consists of dehydrating a solution in powder form by evaporating the solvent (usually water), by passing it through a flow of hot air. In fact, the solution is, in a first step, sprayed in the form of fine droplets in the upper part of a tower called an atomization chamber, by means of sprayers. These fine droplets simultaneously encounter a countercurrent flow of hot air, thus allowing the evaporation of the solvent and drying. In this type of installation, there are three characteristic zones:

[0090] a drying tower comprising the atomization chamber,

[0091] a cyclone, and

[0092] an internal and / or external fluidized bed.

[0093] Three types of sprayers can be used: centrifugal turbine, liquid pressure nozzles, bi-fluid nozzle.

[0094] There are two types of atomizer, namely single effect and multiple effects.

[0095] A "single-effect" or "one-stage" atomization implies a very short residence time in the drying tower (from 20 to 60 seconds). For so-called "single-effect" towers, the liquid is dried in the heat flow and then recovered at the bottom of the tower at the cyclone or bag filter. There is only one pass through the heat flow. The first generations of these towers have a flat bottom. In the second generation, the bottom becomes conical.

[0096] Preferably, the atomization carried out according to the invention is a single-effect atomization at high pressure, with an inlet temperature of 175°C and an outlet temperature of 80°C.

[0097] According to a third advantageous embodiment, the drying is carried out by extrusion on an inulin support, for example 30-90% inulin, according to which inulin is mixed with the concentrated soft extract of Rosa damascena until a semi-solid mass is obtained, the mixture obtained is then extruded through a die, and finally, the filaments formed are cooled and then calibrated to the desired size to obtain granules or extrudates.

[0098] According to another embodiment, the extrusion is carried out from freeze-dried or atomized Rosa damascena extract.

[0099] According to another embodiment, a step of grinding the dried extract can be carried out after drying by lyophilization and / or extrusion.

[0100] An extract of Rosa damascena rich in polyphenols, advantageously dried, containing at least 10% of polyphenols, preferably between 10% and 20% of polyphenols, by weight of the total weight of the dry extract is finally recovered.

[0101] The dried polyphenol-rich Rosa damascena extract obtained by the process according to the invention and containing at least 10% polyphenols is in the form of granules or powder.

[0102] Among the behaviors that a powder can exhibit, flowability, solubility or even density are those that interest manufacturers the most.

[0103] For example, for uses in a beverage or for a cosmetic application, it is advantageous for the powder to be homogeneous and not very humid or not at all; the density can influence the filling into capsules.

[0104] Another subject of the invention thus relates to a composition comprising, in a physiologically acceptable medium, an extract according to the invention.

[0105] A physiologically acceptable medium means a medium suitable for use in contact with human and animal cells, in particular epidermal cells, without toxicity, irritation, undue allergic response and the like, and proportionate to a reasonable benefit / risk ratio.

[0106] Such a physiologically acceptable medium may comprise excipients known and used in the cosmetic and pharmacological fields. A person skilled in the art will take care to choose the physiologically acceptable medium so that it does not harm the advantageous properties of the extract and the compositions according to the invention.

[0107] The composition according to the invention comprises between 0.1% and 100%, preferably 0.3 to 96%, of the extract containing at least 10% of polyphenols, preferably between 10% and 20% of polyphenols, for example 1%, 10%, 20%, 30%, 40%, 50%, 60% or 70%, by weight of the total weight of the composition.

[0108] The composition according to the invention is preferably in a form suitable for oral or topical administration.

[0109] The dosage forms for oral administration used may be in solid or liquid form. Solid oral forms are generally tablets, hard capsules (gel capsules), softgel capsules, sachets containing powder or granules, gums, powders, or food. Liquid oral forms are generally oral solutions, syrups, elixirs, oral emulsions, oral suspensions, or oral drops.

[0110] The composition according to the invention may be presented in various forms acceptable for topical application, in particular in a solid form or in a liquid form, depending on the physiologically acceptable medium used.

[0111] The topical composition may be in the form of a water-in-water emulsion. oil (W / O) or oil in water (O / W), suspension, gel, paste, cream, lotion, solution, for example an aqueous, alcoholic, hydro-alcoholic or oily solution, or a powder.

[0112] Finally, another subject of the invention relates to the use of a composition according to the invention comprising an extract according to the invention or even the extract as such, advantageously with the addition of a preservative, in the food and cosmetic fields, or even the extract according to the invention as such or in an oral composition as a food supplement for its nutraceutical or nutricosmetic use.

[0113] By nutraceutical is meant an extract according to the invention or an oral composition comprising such an extract used in subjects with a preventive need, in phytotherapy or in human and animal health.

[0114] By nutricosmetics is meant the use of an extract according to the invention or of an oral composition comprising such an extract as a food supplement intended for the beauty and health of the skin and appendages.

[0115] Polyphenols have antioxidant and anti-inflammatory properties in particular.

[0116] It has been demonstrated that polyphenols and flavonoids have for example a significant effect on the inhibition of cyclooxygenase (COX 1 and 2), lipooxygenase5 and lipooxygenase 12, collagenase, tyrosinase.

[0117] Antioxidants are compounds that can react with free radicals to prevent the oxidation of lipids, DNA, or proteins. Several studies report that free radicals are correlated with many diseases as well as cellular aging.

[0118] The compositions according to the invention, depending on the subjects, in particular those presenting a preventive need, can also be intended to be used in phytotherapy or in human and animal health, in particular for their antioxidant and anti-inflammatory properties as a food supplement for its nutraceutical use in humans and / or animals.

[0119] The compositions can be advantageously used in nutrico-metic products to limit the loss of elasticity of the skin and prevent the appearance of wrinkles, even out the complexion, to reduce symptoms related to menstruation such as fatigue, migraines, anxiety, abdominal pain during menstrual cycles in women, and can also improve cognitive performance, for example by allowing neuroprotection by preventing cognitive decline in animals.

[0120] They can also be used in the prevention of Alzheimer's disease, thanks to their ability to inhibit acetylcholinesterase and their antioxidant activity. Examples

[0121] Example 1: Example of a process for obtaining a concentrated soft extract (not dried) of rose according to the invention from fresh flowers of Rosa damascena

[0122] [Fig.l] illustrates the different stages of a process for obtaining a concentrated (undried) soft rose extract, i.e. the concentrated hydrodistillation co-product where the rose flowers are depleted of their volatile molecules.

[0123] In this process, 500 kg of fresh flowers (Rosa damascena) picked in May-June 2023 in Türkiye are placed, 3-5 hours after picking, in 1500 L of water per still.

[0124] A 2-hour hydrodistillation is carried out to separate the distillate (essential oil + hydrosol) which is “eliminated” (and advantageously used elsewhere) and the co-product (consisting of the remaining hydrodistillation waters and the exhausted Rosa damascena rose flowers) which is recovered.

[0125] The co-product is allowed to cool and settle.

[0126] When the hydrodistillation water has returned to a temperature of approximately 40-60°C, approximately 500 / 600 L are taken (by pumping) per still and filtered.

[0127] The hydrodistillation waters filtered through a 1 pm cartridge are then continuously concentrated under vacuum at a temperature not exceeding 100°C.

[0128] This gives approximately 5-10 kg per still of concentrated soft extract of Rosa damascena rich in polyphenols.

[0129] Example 2: Example of a process for obtaining an extract of Rosa damascena rose according to the invention including a step of drying by lyophilization or atomization on a support

[0130] [Fig.2] illustrates the different stages of a process for obtaining a dried extract of Rosa damascena rose, i.e. the co-product of hydrodistillation concentrated in polyphenols.

[0131] In this process example, 100 tons of fresh Rosa damascena flowers picked in May-June 2023 in Türkiye are used, and hydrodistilled (for 2 hours) 3-5 hours after picking.

[0132] 1-2 tons of concentrated soft rose extract thus obtained is then dried either by dynamic freeze-drying (frozen in the form of beads (3 to 5 mm in diameter) in liquid nitrogen at -196°C, sublimated dynamically, or by single-effect atomization at high pressure on acerola support (50% support).

[0133] Ultimately, approximately 330-660 kg of pure extract (freeze-drying) and approximately 660-1200 kg diluted on a support (atomization) of Rosa damascena rose powder rich in polyphenols containing at least 10% of polyphenols by weight of the total weight of the dry extract are obtained.

[0134] Example 3: Analysis of the polyphenol and allergen composition of an extract obtained according to the invention

[0135] The Rosa damascena rose extract according to the invention after drying by dynamic lyophilization (for example obtained according to the process illustrated by [Fig.2]) is analyzed by a UV spectrophotometry method according to the Folin Ciocalteu method allowing a total dosage of polyphenols as well as by an HPLC method allowing identification and quantification of the main polyphenols. The results are presented in Table 1.

[0136] Table 1: Example of quantitative polyphenol composition of a batch of freeze-dried extract of Rosa damascena rose according to the invention Compound Content (in %) HPLC Analysis Gallic acid 4.4% Ellagic acid 1.0% Rutin 0.2% Astragalin 0.6% Tiliroside 0.1% Quercetin 0.02% Kaempferol 0.01% UV Analysis Total polyphenols 14.8%

[0137] Table 2 below represents the results of HPLC analysis (DAD at 280 nm) of such a lyophilized rose extract according to the invention and illustrated by the chromatograms of Figures 3 and / or 4.

[0138] Table 2: example of analytical composition in polyphenols of such a batch of freeze-dried extract of Rosa damascena rose according to the invention No. tR (min) Identified compounds Common name CAS No. 1* 1.63 Quinic acid 77-95-2 2 3.45 Gallic acid 149-91-7 3* 4.08 Pyrogallol 87-66-1 4* 7.01 Protocatechuic acid 99-50-3 5* 15.37 2-Phenylethyl-glucoside 18997-54-1 6 16.55 Quercetin-3-O-rutinoside Rutin 153-18-4 7 16.69 Ellagic acid 476-66-4 8 17.02 Quercetin-3-O-galactoside Hyperoside 482-36-0 9 17.09 Quercetin-3-O-glucoside Isoquercitrin 482-35-9 10 17.74 Kaempferol-3 - O-rutino side Nicotiflorine 17650-84-9 11 17.89 Kaempferol-7-O-glucoside Populnin 16290-07-6 12 18.19 Quercetin-3-O-xyloside Reynoutrin 549-32-6 13 18.33 Kaempferol-3-O-glucoside Astragalin 480-10-4 14 18.46 Quercetin- 3 -0-rhamno side Quercitrine 522-12-3 15 19.11 2-phenylethanol-O-(6-O-galloyl)-glucosid e 16 19.12 Kaempferol-3-O-arabinoside Juglalin 99882-10-7 17 19.27 Kaempferol-3 - O-gluco sy Irhamno side Multiflorine B 52657-01-9 18 19.58 Kaempferol-3-O-xyloside 19 19.94 Kaempferol-3 - 0-rhamno side Afzeline 482-39-3 20 22.28 Kaempferol-3-O-(6”-O-trans-p-coumaroy l)glucoside Tiliroside 20316-62-5 21 22.46 Quercetin 6151-25-3 22* 25.20 Kaempferol 520-18-3 . *Not shown

[0139] The rose extract obtained according to the invention thus analyzed is rich in polyphenols and comprises approximately 15% of polyphenols by weight of the total weight of the dry extract, and more particularly gallic acid, ellagic acid, rutin, astragalin, tiliroside, quercetin and kaempferol.

[0140] This same freeze-dried extract of Rosa damascena rose is analyzed to determine the content of allergenic substances by comparison with Rosa damascena rose essential oil (obtained by hydrodistillation). The results are presented in the table 3.

[0141] Table 3: indicative example of the quantification of allergenic substances in the freeze-dried extract of Rosa damascena rose according to the invention (the mention “-” means that the substance is present in a concentration lower than Ippm). Molecule Total in Damask rose essential oil (reference) Total in the rose extract obtained by the process according to the invention Alpha-Isomethyl lonone - - Amyl cinnamaldehyde - - Amylcinnamic alcohol - - Anisic alcohol - - Benzyl alcohol 0.0690% - Benzyl benzoate 0.1500% - Benzyl cinnamate - - Benzyl salicylate 0.0060% - Butylphenyl methylpropional (Lilial) - - Cinnamaldehyde - - Cinnamic alcohol - - Citral 2.9000% - Citronellol 49.0000% - Coumarin - - Eugenol 3.5000% - Evemia furjuracea extract - - Evemia prunastri extract - - Famesol 1.8000% - Geraniol 29.0000% - Hexyl cinnamaldehyde - - Hydroxycitronellal - - Hydroxyisohexyl 3-cyclohexene car- - - boxaldehyde Isoeugenol - - Limonene 0.2000% - Linalool 1.6000% - Methyl 2-octynoate (MHC) - -

[0142] The process according to the invention made it possible to produce an extract of Rosa damascena rose rich in polyphenols and advantageously also free of allergenic substances, in particular the allergenic substances usually present in rose essential oil, and therefore present in the rose flower.

[0143] Example 4: Example of a formulation of interest containing a rose extract according to the invention

[0144] The rose extract obtained using the process according to the invention can be used for a variety of cosmetic and / or food compositions. An example of formulation is more particularly detailed in Table 3.

[0145] Table 4: Gum compositions Ingredients Quantity (in % of total weight) Sugar 30-40% Pectin (Unipectin, PG769 S) 1-2% Rose extract according to the invention 2-5% Acerola juice powder 2-5% HOLIMEL® 0.2-1% Water 20-40% Agar agar 0.5-1.5% Glucose syrup 15-30% Citric acid 1-2% Purple carrot 0.01-0.1% Flavoring 0.1-0.8% Total 100%

[0146] Example 5: Study of the bioavailability and antioxidant efficacy of a rose extract according to the invention as a function of the administered dose of said extract

[0147] PAOT® SKIN technology was used to conduct a pilot clinical study whose objective is to evaluate the bioavailability and antioxidant power of the Rosa damascena rose extract according to the invention.

[0148] PAOT® SKIN technology is a device that measures the total activity of oxidants in biological tissues such as skin. It allows measurements to be obtained directly on the surface of the tissue, using contact electrodes (identical to those used in cardiology). It is designed to measure the total concentration of oxidants and antioxidants in biological tissues. It is used to demonstrate the effectiveness of products in situ / in vivo in combating oxidative stress and to measure their bioavailability. This technology is based on the measurement of the electrochemical potential of the matrix, and is thus capable of calculating the ratio of oxidized forms to reduced forms present in the environment.

[0149] The study was carried out on 2 groups of 18 subjects (women between 40-60 years old, showing signs of fatigue and good general health) taking a single dose (oral intake) of freeze-dried extract of Rosa damascena rose according to the invention:

[0150] - Group 1: 140 mg of Rosa damascena extract;

[0151] - Group 2: 40 mg of Rosa damascena extract.

[0152] The PAOT scores of each individual were then measured at different times during the same day: TOh, T2h, T4h, T6h and T8h.

[0153] The antioxidant efficacy obtained at different times is measured:

[0154] Antioxidant efficiency (%) = ((PAOT tn-PAOT tO) / (PAOT t0)) x 100

[0155] Since each individual is unique, the maximum PAOT efficacy is not obtained at the same time for each subject. For some subjects, this maximum is obtained 2 hours after administration, for others it is after 4 hours or even 6 hours after.

[0156] In order to overcome this variability, the maximum efficacy was calculated by averaging the maximum antioxidant efficacy obtained for each subject in the same group, regardless of the time at which it was measured, and the results obtained are illustrated in [Fig.5].

[0157] A significant improvement of 74.02% in the maximum mean antioxidant efficacy is obtained at the 140 mg dose, this improvement being 27.07% at the 40 mg dose. In both cases, the increases in antioxidant efficacy are significant compared to T0 (p<0.01) and a trend towards significance is observed when comparing the 2 groups 140 mg Vs 40 mg (p<0.1).

[0158] The following conclusions can be deduced from this:

[0159] - the rose extract according to the invention is bioavailable and induces an antioxidant effect;

[0160] - the highest dose of 140 mg provides better anti-inflammatory efficacy. oxidizing than the dose of 40 mg (dose effect of the rose extract according to the invention);

[0161] - the antioxidant efficacy of the rose extract according to the invention is all the more pronounced that the initial oxidative state of the subject is high (low initial PAOT score).

[0162] Example 6: Evaluation of the antioxidant efficacy of an oral supplementation for 8 weeks with a composition comprising a rose extract according to the invention

[0163] This study was carried out using the PAOT® SKIN technique, which measures the antioxidant capacity of the skin, on 40 volunteers, in a double-blind, placebo-controlled study.

[0164] A composition comprising a rose extract according to the invention dried on acerola support (50%) (containing 17.8% polyphenols) and Holimel® (melon concentrate rich in superoxide dismutase (SOD) [280 mg rose extract / 20 mg Holimel®] was thus evaluated.

[0165] The primary endpoint of this study is the assessment of the oxidative state of the skin using the PAOT® SKIN technique. The secondary endpoint of this study is the assessment of the “real age” of the skin.

[0166] The composition according to the invention was tested and compared to a placebo formulation.

[0167] Oral supplementation took place over 8 weeks with 2 groups of 20 subjects of women aged 40-60 (women between 40-60 years old, showing signs of fatigue and good general health).

[0168] The PAOT score was measured at day 0, 4 weeks and 8 weeks of supplementation.

[0169] As illustrated by [Fig.6], after 4 weeks of daily intake, the composition comprising the rose extract obtained according to the invention showed a significant increase in antioxidant efficacy, which demonstrates bioavailability and effective and rapid action of the active ingredients.

[0170] After 8 weeks of daily intake, the group supplemented with the composition comprising the rose extract obtained according to the invention maintains its significant increase.

[0171] For the group supplemented with the placebo, according to the data obtained, no significant improvement in antioxidant efficacy was observed during this study.

[0172] Also, as illustrated by [Fig.7], after 4 weeks of daily intake, the composition comprising the rose extract obtained according to the invention allowed a significant improvement in the estimation of the age of the skin. Thus, the skin appears younger, which demonstrates bioavailability and effective and rapid action of the active ingredients.

[0173] After 8 weeks of daily intake, the group supplemented with the composition comprising the rose extract obtained according to the invention maintains its significant increase.

[0174] For the group supplemented with the placebo, according to the data obtained, no significant improvement in skin age estimation was observed during this study.

[0175] This study in particular made it possible to highlight the bioavailability and the antioxidant efficacy of the rose extract obtained according to the invention.

[0176] The composition comprising the rose extract obtained according to the invention has rapid and continuous effectiveness.

Claims

Claims

1. Extract obtained from a co-product of hydrodistillation of flowering tops of Rosa damascena rose containing at least 10% polyphenols, preferably between 10% and 20% polyphenols, by weight of the total weight of the dry extract.

2. Extract according to claim 1, characterized in that the polyphenols are hydroxybenzoic acids chosen from gallic acid, ellagic acid; quercetin and glycosylated flavonoids of quercetin such as rutin, hyperoside, isoquercitrin; kaempferol and glycosylated flavonoids of kaempferol such as afzelin, astragalin, tiliroside.

3. Extract according to claim 1 or 2, characterized in that it is free from allergenic substances.

4. Extract according to claim 3, characterized in that it does not contain allergens which are volatile molecules chosen from citronellol, eugenol, geraniol.

5. Composition comprising, in a physiologically acceptable medium, an extract according to one of claims 1 to 4.

6. Composition according to claim 5, characterized in that it is in a form suitable for oral or topical administration.

7. Process for obtaining a polyphenol-rich extract according to one of claims 1 to 4, characterized in that it comprises the following steps of: - hydrodistillation of flowering tops, preferably fresh, of Rosa damascena rose; - recovery of said deodorized co-product consisting of hydrodistillation waters and flowering tops; - after filtration, concentration of the hydrodistillation waters; - preferably, the concentrated soft extract of Rosa damascena thus obtained is dried; and - recovery of an extract, advantageously dried, of Rosa damascena containing at least 10% of polyphenols by weight of the total weight of the dry extract.

8. Method according to claim 7, characterized in that the flowering tops of Rosa damascena rose are fresh flowers.

9. Method according to claim 7 or 8, characterized in that the waters hydrodistillation are cooled to a temperature between 40°C and 60°C before being filtered.

10. Method according to one of claims 7 to 9, characterized in that the filtration is a filtration carried out with an Ipm cartridge filter.

11. Method according to one of claims 7 to 10, characterized in that the concentration of the hydrodistillation waters is carried out continuously under vacuum at a temperature not exceeding 100°C.

12. Method according to one of claims 7 to 11, characterized in that the concentrated soft extract of Rosa damascena is dried by atomization, lyophilization or extrusion on an inulin support.

13. Method according to claim 12, characterized in that the drying is carried out by freeze-drying.

14. Method according to claim 12, characterized in that the drying is carried out by atomization in the presence of a neutral support such as maltodextrin, gum arabic, inulin and / or another plant extract such as an acerola extract.

15. Use of a composition according to claim 5 or 6 in the food and cosmetic fields.

16. Composition according to claim 5 or 6, in a form suitable for oral administration as a food supplement for its nutraceutical or nutricosmetic use.

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