Dosage forms for topical administration of pentacyclic triterpenes

Abstract

The present invention relates to a system or composition for the topical delivery and / or release of a pentacyclic triterpene or olive fruit extract titrated with maslinic acid and / or oleanolic acid. The delivery and release system may be contained in a cosmetic composition to be applied to the skin, scalp, eyelashes, eyebrows and nails.

Description

Technical Field

[0001] The present invention relates to a dosage form for the topical administration of pentacyclic triterpenes.

[0002] The present invention originates from the field of systems for the delivery and release of active substances by the topical route, and more particularly from the fields of cosmetics or pharmaceuticals.

[0003] In particular, the present invention relates to a release system suitable for delivering plant extracts and / or biologically active substances contained therein through the skin, scalp and their appendages.

Background Art

[0004] Topical administration requires that the substance to be administered be incorporated or carried in a suitable dosage form.

[0005] Systems for locally releasing active substances are formulated to deliver the active substances through the epidermis and regulate the release rate of these active substances.

[0006] These effects make it possible to increase the concentration of the active ingredient in the area of the body where the topical composition containing the release system is applied, thus reducing the frequency of treatment, the amount of composition applied, and the side effects associated with repeated applications.

[0007] The techniques used to incorporate active substances and mixtures containing them into topical dosage forms affect various aspects, including the compatibility between the carrier and the active substance to be incorporated, the stability of the formulation, and the effectiveness of the resulting preparation for topical use.

[0008] The formulation of preparations for topical use aimed at delivering active substances through the skin is carried out by taking into account the chemo-physical properties of the substances to be delivered.

[0009] In the formulation technology of preparations for local use, several chemo-physical properties of the active substances intended to be incorporated are important. Among these, chemical structure, physical state, presence of functional groups, molecular weight, melting or dropping point, n-octanol / water partition coefficient (Log P ow ), solubility or miscibility with the carrier are very important.

[0010] In some cases, the active substances intended to be delivered are then incorporated into an intermediate system, generally called a release system, which can affect bioavailability by promoting the skin absorption of the substance of interest.

[0011] Examples of these intermediate systems are those that utilize amphiphilic substances such as liposomes and niosomes, or those based on the use of hollow structures such as cyclodextrins.

[0012] Cyclodextrin is a family of dextrins consisting of cyclic oligosaccharides of D-(+)-glucopyranose linked by α,1-4 glycosidic bonds and closed to form a hydrophobic core. The number of monomers determines the size of the cavity.

[0013] Traditional cyclodextrins are currently described as alpha, beta and gamma, having 6, 7, and 8 glucoside units respectively.

[0014] Cyclodextrin has the ability to form solid inclusion complexes (host-guest complexes) with host compounds via molecular complexation. In these complexes, the guest molecule is placed inside the cavity of the cyclodextrin host. The size of the complex is the ratio of the host cavity to the guest molecule.

[0015] Liposomal systems are formed by one or more bilayers of phospholipids organized to form vesicles similar to cell membranes. These systems can be monolayer (unilamellar vesicles) or multilayer (multilamellar vesicles).

[0016] Due to their structural similarity to the fluid mosaic model of cell membranes, liposomes exhibit a high affinity for the stratum corneum and the epidermal protrusion interstitial cementing substance.

[0017] Niosomes, or more simply niosomes (non-ionic liposomes), consist of a bilayer formed by non-ionic surfactants and cholesterol. They are less susceptible to oxidation like the phospholipids of liposomes and are used in cosmetic preparations as a storage system for functional substances.

[0018] However, liposomes and niosomes have the drawback of being unstable in some traditional cosmetic carriers. "Unstable" refers to both chemical-physical changes that result in modifications to the three-dimensional organization of the vesicles, such as the conversion of the lipid bilayer to a micellar monolayer, or phase separation, and those that lead to precipitation or creaming.

[0019] Another reason for the instability of liposome and niosome systems is the presence in the formulation of some protic polar solvents, such as ethyl alcohol at a concentration of, for example, 15 - 20% v / v, or the presence of other solvents that can cause fusion of the double amphiphilic layer with associated fusion and separation.

[0020] These drawbacks limit the use of liposome and niosome systems in the preparation of compositions for topical use containing ethyl alcohol, such as lotions applied to the hair and scalp.

[0021] Similarly, the presence of amphiphilic substances in preparations containing liposomes or niosomes affects the structural integrity of these vesicles and can cause different reorganizations into different structures, such as the transition from a lipid bilayer to a monolayer. Typical examples are as follows. - Cleaning products, typically systems containing a large amount of tensiolite such as shampoos, bath foams, bath and shower gels - Systems containing a large amount of solubilizers such as micellar water - Systems containing a large amount of emulsifiers such as emulsions

[0022] Furthermore, due to the presence of double bonds on the two aliphatic chains of the phospholipid, the liposome system is susceptible to oxidation in the presence of oxygen and transition metals (impurities). This sensitivity affects the sensory stimulation properties, shelf life, effectiveness, and safety of the preparations containing them.

[0023] In the preparation of preparations or compositions for topical use, the solubility of the active substance in the carrier is very important.

[0024] For example, many lipophilic biologically active substances such as terpenes have low solubility in carriers commonly used in the formulation of preparations for topical application.

[0025] In these cases, the addition of solubilizers is used, for example, to facilitate the incorporation of lipophilic substances into aqueous or aqueous-alcoholic carriers. These molecules generally have a hydrophilic-lipophilic balance towards the upper limit of the HLB scale with values ranging from 0 for soluble substances to 20 for water-miscible substances.

[0026] Generally, water-in-oil emulsifiers will have HLB values on the order of 4 - 6, oil-in-water emulsifiers will have HLB values of 8 - 15, surfactants will have HLB values of 13 - 16, and solubilizers will have HLB values of 15 - 18. Generally, substances with an HLB of less than 10 have lipophilic properties, substances higher than 10 have hydrophilic properties, and the value 10 represents a situation of complete equilibrium.

[0027] Thus, clearly lipophilic substances such as terpenes can be solubilized in aqueous or aqueous-alcoholic carriers by using appropriate solubilizers.

[0028] In the case of solubilization of fragrances in alcoholic or aqueous-alcoholic carriers, the same procedure is adopted. The selection of the solubilizer or pair of solubilizers is made taking into account the composition of the continuous phase and the phase to be solubilized.

[0029] Obtaining a transparent composition indicates effective solubilization of the phase to be solubilized. The turbidity on the surface or the presence of oily droplets, which is the creaming phenomenon after centrifugation, is an indicator that the phase has not been solubilized.

[0030] However, in some cases, one or more substances in the composition cannot be dissolved or solubilized in the desired amounts, thus making it difficult to manufacture the composition.

[0031] Sometimes, this difficulty can be overcome by incorporating a dispersion system.

[0032] Stokes' law is useful when applied to a dispersion system and when it is desired to stabilize a formulation containing components that do not dissolve well in the carrier.

[0033] This law represents the sedimentation rate of particles within a heterogeneous mixture. According to this law, the diameter d of the particles (the larger the diameter or radius of the particles, the faster the sedimentation rate), the density difference Δρ between the particles and the continuous or external phase in the case of an emulsion (the larger the density difference, the faster the sedimentation rate), and the dynamic viscosity η of the preparation (the lower the viscosity, the faster the sedimentation rate) are parameters that affect the physical stability of the product and can be modified to slow down the separation of components (sedimentation, floating, deposition, and creaming).

Number

[0034] However, in some cases, the preparation cannot be stabilized by modifying the variables present in Stokes' law due to its properties.

[0035] This is the case, for example, for very fluid or highly fluid emulsions and aqueous alcohol lotions intended to be applied to the hair and scalp.

[0036] In both cases, the low viscosity is a desired condition that is consistent with the intended use of the product itself and compatible with the type of primary container used.

[0037] Typical examples consist of an emulsion contained in a bag-on-valve container that cannot necessarily have the high viscosity characteristic of a gel, or a hair lotion contained in a vial, or an oil-in-water emulsion having a lipophilic internal phase that generally has a density significantly lower than that of the external aqueous phase by its nature.

[0038] Furthermore, in the case of hair lotions, several factors are relevant, such as sensory properties and residues remaining on the hair, since they can weigh down the hair and affect the ease of handling of the hair and the aesthetic results of the hairstyle.

[0039] These formulation problems are more pronounced for some biologically active molecules that are poorly soluble in aqueous and aqueous-alcoholic systems.

[0040] A general object of the present invention is to overcome the problems encountered in formulating and including poorly water-soluble biologically active substances or plant extracts containing them in preparations for topical use.

[0041] Another problem of the present invention is to produce a dosage form for the topical administration and topical controlled release of pentacyclic triterpenes.

[0042] A further technical problem of the present invention is to provide a composition for the percutaneous delivery and release of a stable form of a topical composition or preparation containing a pentacyclic triterpene as a biologically active ingredient. SUMMARY OF THE INVENTION

[0043] The present invention derives from the field of formulation technologies of systems for the delivery and release of active ingredients, and provides a technical solution to the difficulties and technical problems encountered in the formulation and delivery of biologically active substances that are poorly soluble in aqueous and aqueous-alcoholic systems, such as pentacyclic triterpenes and organic mixtures containing them.

[0044] In a general aspect, the present invention provides a composition for the topical delivery and release of pentacyclic triterpenes and biological mixtures containing them as plant extracts.

[0045] The inventors have unexpectedly found, within the context of research activities in the field of the present invention, that by combining molecules of poly-n-glyceryl-sorbitol enoxolone with highly branched cyclic dextrin, a system suitable for transporting and releasing poorly water-soluble biologically active substances, such as pentacyclic triterpenes or plant extracts containing them, through the epidermis can be obtained.

[0046] Accordingly, an object of the present invention is a composition for the topical delivery and / or topical release of a mixture of a pentacyclic triterpene or a biologically active ingredient containing the same, characterized by comprising a poly-n-glyceryl-sorbitol enoxolone having the following formula (I):

Chemical formula

[0047] In some embodiments, the pentacyclic triterpene is contained in a plant extract obtained particularly from olive fruits.

[0048] The Applicant has unexpectedly found that the combination of poly-n-glyceryl-sorbitol enoxolone and highly branched cyclic dextrin described herein forms an effective topical transport and delivery system for pentacyclic triterpenoids or mixtures or plant extracts containing them as biologically active ingredients.

[0049] The compositions of the present invention can be assimilated into a transport system and / or release system that promotes the transdermal delivery of functional compounds such as mixtures of biologically active substances, preferably containing pentacyclic triterpenoids or other biologically active ingredients forming the mixture in larger amounts, rather than the pentacyclic triterpenoids themselves.

[0050] Typically, the compositions of the present invention are in topical dosage forms.

[0051] The inventors have observed that the compositions for topical delivery and / or release of biologically active substances are compatible and are compatible with the chemical-physical properties of pentacyclic triterpenoids and mixtures of biologically active substances containing them, such as some plant extracts.

[0052] The compositions for delivery and / or release of the biologically active substances of the present invention deliver pentacyclic triterpenoids and mixtures containing them as plant extracts through the skin and appendages, thus increasing the bioavailability of triterpenoids in the skin area after their application.

[0053] The compositions of the present invention effectively regulate the release of pentacyclic triterpenoids and mixtures of biologically active substances in which they are contained or dispersed, as in the case of some plant extracts.

[0054] Preferably, the compositions for delivery and / or release of the biologically active substances described herein are suitable for delivering triterpenoid components present in plant extracts, particularly olive fruit extracts.

[0055] For the purposes of the present invention, the topical delivery and / or release of maslinic acid and / or oleanolic acid from the compositions or delivery systems described herein is of particular importance.

[0056] Typically, systems for the modified release and / or topical administration of pentacyclic triterpenes are for cosmetic or pharmaceutical use.

[0057] In another aspect, the present invention relates to the use of the compositions defined herein for delivering and / or releasing pentacyclic triterpenes, particularly maslinic acid and / or oleanolic acid, from topical compositions.

[0058] One advantage of the compositions or release systems described herein is that the compositions or release systems can be applied to both pentacyclic triterpenes and complex mixtures of biologically active substances containing them, thereby eliminating the need for the use of equipment that is more complex or different from that generally available in pharmaceutical formulating research institutes or by raw material manufacturers for the pharmaceutical or cosmetic industries, and thus its broad versatility.

[0059] In another aspect, there is provided a cosmetic composition comprising a composition for topically delivering or releasing a pentacyclic triterpene as defined herein and a pentacyclic triterpene, particularly maslinic acid and / or oleanolic acid, or olive fruit extract and a cosmetically acceptable carrier.

[0060] In another aspect, the present invention relates to the use of a cosmetic composition containing a system for topically delivering and / or releasing a pentacyclic triterpene or olive fruit extract, improving the appearance of the skin or nails, or stimulating the physiological growth of hair, eyelashes or eyebrows, mucous membranes, nail plates / periungual areas.

[0061] Some aspects of the present invention will become more apparent from the following description of the accompanying drawings.

Brief Description of the Drawings

[0062]

Figure 1

Figure 2

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Figure 6

Figure 7

Mode for Carrying Out the Invention

[0063] One of the aims of the compositions or delivery systems described herein is to improve the bioavailability of biologically active substances that are difficult to formulate in the composition for topical use and / or are poorly soluble in aqueous and aqueous-alcoholic systems, such as triterpenes, especially pentacyclic ones. These molecules can be traced back to the skeletons of ursane, oleanane, lupane and friedelane, have high biological interest, but due to their low solubility, no suitable topical application has been found. Thus, according to certain aspects, the present invention stems from the need to create a system that facilitates both the inclusion of these substances in preparations or compositions for topical use and their release through the epidermis.

[0064] To achieve these aims, the inventors have formulated a composition or delivery system having two components or carriers in which a complex mixture of pentacyclic triterpenes or biologically active substances containing them is dissolved or solubilized.

[0065] The two essential components or carriers of the composition of the present invention are suitable for topical application and are pharmaceutically or cosmetically acceptable.

[0066] According to a first aspect, the present invention provides a composition for topically delivering and / or releasing a biologically active substance comprising poly-n-glyceryl-sorbitol enoxolone as defined herein and at least one highly branched cyclic dextrin, wherein the biologically active substance is a mixture of pentacyclic triterpenes or a biologically active component containing the same, preferably a plant extract from the fruits of the olive tree.

[0067] In some preferred embodiments, the mixture of biologically active components containing pentacyclic triterpenes is an olive tree fruit extract titrated with maslinic acid and / or oleanolic acid.

[0068] One of the components or carriers of the composition for topical use described herein is poly-n-glyceryl-sorbitol enoxolone having the following formula (I). [Chemical formula] In the formula, "n" is an integer from 1 to 3, "Sorb" represents a sorbitol residue, "Polygly" represents a glycerol or polyglycerol residue having a degree of polymerization from 1.5 to 10.

[0069] In some embodiments, Polygly in poly-n-glyceryl-sorbitol enoxolone ester represents a polyglycerol residue having a degree of polymerization from 1.5 to 10, preferably from 3 to 5.

[0070] According to a particular embodiment, in formula (I), the ester is 1.

[0071] Another component or carrier of the composition of the present invention is highly branched cyclic dextrin.

[0072] For the purposes of the present invention, the term highly branched cyclic dextrin or cyclodextrin (highly branched cyclic dextrin) means a dextrin having a cyclic structure obtained by a cyclization reaction carried out by an enzyme that produces segments of highly branched cyclic amylopectin polysaccharide through hydrolysis of the chain (1→4) separating two highly branched clusters or regions (regions of amylopectin molecules having branches with 1-6 linkages), made from amylopectin or produced starting from a substrate containing amylopectin such as corn starch. [Chemical formula]

[0073] Advantageously, alpha beta or gamma cyclodextrins are not used within the scope of the present invention. These conventional cyclodextrins are different from the highly branched cyclic dextrins contained in the compositions or release systems described herein.

[0074] Unlike amylopectin, which is insoluble in cold water, highly branched cyclic dextrins are very soluble in water, and the solutions obtained therefrom have little effect on osmotic pressure and show little tendency to retrograde.

[0075] Since all the linkages are of the α-type, the structures of both the starting polysaccharide and the segments are α-helices with coils of about 3.5 monomer molecules. Because of these structures, highly branched cyclic dextrins have inclusion regions for "guest" molecules such as the pentacyclic triterpenes described herein.

[0076] Advantageously, the two components of the composition act as carriers and solubilizing agents for pentacyclic triterpenes, or biologically active mixtures containing them as maslinic acid and oleanolic acid, especially extracts from plant parts such as olive fruits.

[0077] One or more biologically active substances delivered by the compositions or release systems described herein are pentacyclic lipophilic compounds that are triterpenes and particularly poorly soluble in polar protic solvents such as water, ethyl alcohol and mixtures thereof.

[0078] Pentacyclic triterpenoids are bioactive phytochemicals having a wide range of biological activities of interest to humans, such as anti-inflammatory activity, hepatoprotective activity, antihypertensive activity, anti-ulcerogenic activity and anti-cancer activity.

[0079] Suitable examples of pentacyclic triterpenoids include those containing the skeletons of ursane, oleanane, lupane and friedelane having the following structural formulas.

Chemical formula

[0080] According to some embodiments, the pentacyclic triterpenoids are derivatives of ursane, oleanane, lupane, friedelane and mixtures thereof, particularly selected from the following. Rupane derivatives: lupetol, 3α,27-dihydroxylupa-20(29)-en-28-oic acid methyl ester, betulin, betulinic acid, purusatic acid, okra saponin D, okra saponin A, okra saponin B. Ursane derivatives: α-amyrin, ursolic acid, resilin, quinovic acid, corosolic acid, pomolic acid, oyscaffic acid, β-boswellic acid, acetyl-β-boswellic acid, 11-keto-β-boswellic acid, acetyl-11-keto-β-boswellic acid, 3-O-acetyl-11-keto-β-boswellic acid. Oleanane derivatives: oleanolic acid, epi-oleanolic acid, moronic acid, maslinic acid, maytenfolic acid, acetyl-α-boswellic acid, α-boswellic acid, acetyl-α-boswellic acid, hydroxyamyrin, remangilone A, remangilone C, oleanolic acid 3-trans-caffeic acid, oleanolic acid 3-trans-coumarate, oleanolic acid 3-cis-caffeic acid, oleanolic acid 3-trans-caffeic acid, oleanolic acid 3-trans-caffeic acid, β-amyrin. Friedelane derivatives: friedelin, cerastrol, 3-oxo-friedelan-29-oic acid, 3-oxo-friedelan-28-oic acid, 28-29-dihydroxyfriedelan-3-one, maytenfolon-A, tingenin, pristimerin, cerastrol, iguesterin, isoiguesterin, 22β-hydroxytingenin, 20-hydroxy-20-epi-tingenin, netzahualcoyondiol, netzahualcoyon, 15α-hydroxypristimerin, 17-(methoxycarbonyl)-28-nor-isoiguesterin, amazoquinone, netzahualcoyonol, scutione, 6-oxotingenol, 7,8-dihydro-6-oxo-tingenol, 3-methyl-6-oxotingenol, 6-oxopristimerol, demethylzeylasteral.

[0081] Within the scope of the present invention, maslinic acid and oleanolic acid, pentacyclic triterpenoids that can be obtained from the processing of the fruits of the olive tree (Olea europaea L.), are of particular interest.

[0082] According to some embodiments, the pentacyclic triterpenoids to be delivered are maslinic acid and / or oleanolic acid, and plant extracts containing them obtained from olive fruits.

[0083] Maslinic acid [CAS 4373-41-5] and oleanolic acid [CAS 508-02-1] can be present in the composition as plant extracts, particularly as single molecules or mixtures.

[0084] According to certain embodiments, the compositions or delivery systems described herein preferably have a pentacyclic triterpene content of 75% by weight or more, particularly containing plant extracts from olive fruits.

[0085] Within the scope of the present invention, suitable plant extracts can be obtained from olive fruits, particularly from olive plants. For use according to the present invention, the extracts are preferably obtained from the fruits of the olive tree, from olives.

[0086] The plant extracts can be obtained by extracting olives using a physiologically acceptable solvent as the extraction medium.

[0087] The term "physiologically acceptable solvent" is intended to mean a solvent that does not produce a significant adverse reaction when introduced into or applied to the human body. Suitable solvents for obtaining plant extracts are physiologically acceptable liquids in which the biologically active components of the selected plant are soluble and which do not undergo changes that would deprive them of their activity.

[0088] In some embodiments, the physiologically acceptable solvent is selected from protic polar solvents such as water, acetic acid, ethanol, n-butanol, ethyl acetate, isopropanol, n-propanol, and mixtures thereof.

[0089] Preferably, the extraction solvent is a protic polar solvent selected from water, ethanol, ethyl acetate, and mixtures thereof, and more preferably a mixture of water and ethyl acetate.

[0090] To obtain a plant-based extract, solid-liquid extraction techniques can be used to separate / extract one or more biologically active components from the plant tissues of the plant.

[0091] In certain embodiments, the extraction of one or more biologically active components is performed by extraction of a part of the olive or a plant matrix in a suitable solvent.

[0092] According to a preferred embodiment, a method for producing a suitable extract from olive fruits comprises: a) extracting from the olive using a protic polar solvent preferably based on a mixture of water and ethyl acetate; and b) removing the solvent and drying. Advantageously, a purification step of the product from the olive extract is provided between the two steps a) and b).

[0093] For example, a suitable extract can be obtained by immersing or macerating a part of the olive in a mixture of water and ethyl acetate for a time suitable for concentrating the solvent with one or more biologically active components. Under these conditions, the extraction of biologically active components from the plant tissues of the selected plant is carried out substantially by diffusion and / or osmosis. The maceration time of the plant part in the solvent is variable, for example, from 1 to 48 hours. The material obtained from the extraction is purified and subsequently dried.

[0094] According to certain embodiments, the preparation of a suitable olive extract comprises the following steps. - Finely cutting the olive or the peel of the fruit - Adding an extraction solvent, such as a water-ethyl acetate mixture, to obtain a drug / aqueous alcohol solvent ratio in the range of about 1:10 to about 1:50 w / w - Maceration - Extraction of biologically active components - Filtration - Concentrating the filtrate, for example, by evaporating the aqueous alcohol solvent under reduced pressure - Drying the extract

[0095] According to another embodiment, the olive extraction method includes the following steps. - Chopping the olives - Transferring the obtained powder to a suitable percolator - Performing percolation with a certain amount of extraction solvent, for example, to obtain a product / solvent ratio of about 1:20 to about 1:100 by weight - Recycling a portion of the percolate until the material to be extracted is discharged - Squeezing the extracted plant bed and recovering all the extraction solvent - Filtering the percolate - Concentrating the filtrate by evaporation of the solvent, for example, under reduced pressure

[0096] According to some embodiments, in the final step of solvent removal by evaporation, a solid support, such as starch or maltodextrin, is added to obtain the extract in the form of a dry powder.

[0097] The extract obtained from olives may be fluid, soft or dry.

[0098] It is possible to prepare olive extracts of different polarities.

[0099] In certain embodiments, extraction is achieved using a solvent to plant matrix weight ratio of 1:10 to 10:1.

[0100] Preferably, the extract obtained from the fruits of olive trees contains maslinic acid and / or oleanolic acid, and more preferably, in the said extract, the total of maslinic acid is included between 10% and 80%, between 30% and 80%, and even more preferably between 75% and 80%.

[0101] According to certain embodiments, the olive fruit extract contains 75-80% in total of all pentacyclic triterpenoids, among which maslinic acid is 60-68% and oleanolic acid is 12-15%, and is titrated by HPLC.

[0102] Maslinic acid, (2α,3β)-2,3-dihydroxyolean-12-en-28-oic acid (IUPAC), CAS number 4373-41-5 belongs to the group of pentacyclic triterpenes known as oleanane. This compound can be derived from the wax present on the skin of olives and is a by-product of the extraction of olive oil from plant fruits.

[0103] Oleanolic acid, CAS 508-02-1 is a pentacyclic triterpene having the following structural formula,

Chemical formula

[0104] According to certain embodiments, the compositions or delivery systems described herein can also be advantageously applied to systems containing tensiolite containing a cleaning active substance in an amount not exceeding 20%, especially when there is a turbidity or whitening phenomenon which is an indicator that the carrier has a low ability to incorporate the biologically active substance.

[0105] According to certain embodiments, the compositions described herein may contain or may be included in an oil-in-water (O / W) emulsion. According to these embodiments, the incorporation of the composition or system is preferably carried out by stirring in a high-temperature / high-temperature or low-temperature / high-temperature emulsion when the temperature of the system is less than 40°C after the incorporation of the main lipophilic phase in the medium and emulsification. The same incorporation conditions apply to water-in-oil emulsions.

[0106] The compositions or delivery systems of the present invention can be incorporated into pharmaceutical compositions or cosmetic compositions.

[0107] According to a further aspect, the present invention relates to a cosmetic or pharmaceutical composition for topical use, comprising a composition or delivery system according to the embodiments described herein, a pharmaceutically or cosmetically active substance, and a pharmaceutically and / or cosmetically acceptable carrier.

[0108] Cosmetically or pharmaceutically acceptable carriers suitable for the compositions of the present invention may contain components belonging to the following categories: rheology modifiers, plasticizers, emulsifiers, surfactants, wetting agents, superfatting agents, solubilizers, colorants, lubricants, stabilizers, conditioners, fragrances, essential oils, adsorbents, preservatives, buffers, antibacterial agents, antioxidants, anti-seborrheic agents, antistatic agents, absorbents, chemical or physical sunscreens, astringents, chelating agents, skin conditioning agents, coating agents, denaturing agents, depigmenting agents, emollients, emulsifiers, film-forming agents, humectants or substances, hydrotropes, anodynes, smoothing agents, opacifiers or nacreous brighteners, skin protectants, reducing agents, cooling agents, sebum-restoring agents, solvents, emulsion stabilizers, toners, moisturizers, colorants, texturizers and mixtures thereof.

[0109] According to some embodiments, the compositions / delivery and dispersion systems described herein are incorporated into the composition in an amount of from 0.01 to 20% by weight, preferably from 0.05 to 5% by weight, based on the total weight of the composition.

[0110] The cosmetic / pharmaceutical composition of the present invention can be in any form suitable for topical or topical application.

[0111] Advantageously, the composition is a topical composition intended for application to the skin, appendages, and scalp.

[0112] In certain embodiments, the composition of the present invention is in liquid form, for example, in the form of an aqueous lotion containing one or more carriers and / or excipients suitable for cosmetic use.

[0113] Further embodiments of the composition in liquid form include solutions, suspensions, shampoos, milks, or solid or semi-solid or fluid forms, such as balms, serums, ointments or creams.

[0114] In liquid form, the composition may generally contain from about 1 to 99.9% by weight of water. In some embodiments, the water is present in an amount of 5 to 95% by weight. In some embodiments, the water is present in an amount of 10 to 90% by weight.

[0115] In some embodiments of the present invention, the cosmetic or pharmaceutical composition is anhydrous or contains less than 10% by weight of water.

[0116] In other embodiments of the present invention, the cosmetically acceptable carrier is anhydrous or contains less than 2% by weight of water encapsulated within a soft gelatin capsule.

[0117] In some embodiments, the carrier of the composition of the present invention is a base formulation for the formulation of a cosmetic preparation, preferably a fluid preparation suitable for topical application to the skin.

[0118] The compositions described herein can be added to preparations or compositions for topical use in solid forms such as creams, ointments, etc., or semi-solid forms such as gels, or liquid forms such as solutions, suspensions, serums or lotions.

[0119] Preferably, the composition can be added to hair lotions or skin lotions, beauty essences, micellar water and aqueous alcohol preparations containing essential oils and / or fragrances.

[0120] For the purposes of the present invention, a lotion is intended to mean an aqueous solution or dispersion that may contain ethyl alcohol. For example, the amount of ethyl alcohol can vary from 1% to 50%, 20 to 30% v / v (volume / volume).

[0121] For the purposes of the present invention, a serum is intended to mean a topical preparation containing one or more active ingredients at a concentration higher than the average concentration and may also be referred to as an elixir.

[0122] In certain embodiments, the compositions described herein may be added at 18 - 30% w / w.

[0123] For the purposes of the present invention, micellar water is generally used for fragrances, skin cleansing, and makeup removal, generally contains amphiphilic substances with a high hydrophilic - lipophilic balance, and is intended to mean a preparation that can generally be classified as a solubilizer or surfactant in most cases. Examples of these products are micellar water for makeup removal.

[0124] The compositions or delivery systems described herein enable the production of formulations for cosmetic applications having functional properties.

[0125] The compositions of the present invention can be applied directly, in an effective amount, to the part to be treated, typically the skin and its appendages, scalp, lips, eyelashes, eyebrows, and nails.

Examples

[0126] The following examples are provided mainly for the purpose of illustrating the present invention.

[0127] Example 1 Hair Loss Prevention Lotion Ingredient (INCI name) Amount w / w (%) Denatured Alcohol 10.00 - 30.00 Disodium EDTA 0.025 - 0.20 Fragrance 0.30 - 0.50 Preparation according to Example 7: Dextrin, Olive Fruit Extract, Poly - 3 - glyceryl - sorbitolyl glycyrrhetinate 0.30 - 1.00 Acryloyldimethyltaurine Ammonium / Carboxyethyl Acrylate Crosslinked Polymer 0.05 - 0.350 PEG - 40 Hydrogenated Castor Oil 0.20 - 2.00 Lactic Acid 0.005 - 0.800 Sodium Hydroxide 0.003 - 0.020 Water q.s. 100.00

[0128] Example 2 Hemorrhoid gel Ingredients (INCI name) Amount w / w (%) Hydroxyethyl acrylate / sodium acryloyldimethyl taurate Copolymer 0.1 - 4.00 Polysorbate 60 0.1 - 1.00 Sorbitan isostearate 0.1 - 1.00 1,2 - Hexanediol 0.25 - 1.00 Caprylyl glycol 0.25 - 1.00 Trisodium ethylenediaminedisuccinate 0.05 - 0.40 Sodium hyaluronate 0.05 - 0.50 Preparation according to Example 7: HBCD dextrin, olive fruit extract, Poly - 3 - glyceryl - sorbitol glycyrrhetinate 0.50 - 4.00 Acryloyldimethyl taurine ammonium / carboxyethyl acrylate Crosslinked polymer 0.05 - 0.350 PEG - 40 hydrogenated castor oil 0.20 - 2.00 Lactic acid 0.005 - 0.800 Honey 0.05 - 4.00 Glycerin 0.50 - 8.00 Centella asiatica extract 0.05 - 0.50 Sodium hydroxide 0.003 - 0.020 Hamamelis Virginiana (bark / leaf / twig) Extract 0.002 - 0.90 Water q.s. 100.00

[0129] Example 3 Rush serum Ingredients (INCI name) Amount w / w (%) Myristoyl pentapeptide - 16 0.002 - 0.010 Trehalose 0.20 - 0.50 Isocrysis galbanum extract 0.004 - 0.020 Sodium hyaluronate 0.05 - 0.50 Preparation according to Example 7: Dextrin, olive fruit extract, Poly - 3 - glyceryl - sorbitol glycyrrhetinate 0.30 - 1.00 Hydroxyethyl cellulose 0.05 - 0.350 PEG - 40 hydrogenated castor oil 0.20 - 2.00 Citric acid 0.005 - 0.800 1,2 - Hexanediol 0.25 - 1.00 Caprylyl glycol 0.25 - 1.00 Glycerin 0.50 - 3.00 Pentylene glycol 0.10 - 1.20 Potassium hydroxide 0.0001 - 0.020 Water q.s. 100.00

[0130] Example 4 Facial lotion Ingredient (INCI name) Amount w / w (%) Allantoin 0.10 - 0.30 Trehalose 0.20 - 0.50 Inositol 0.20 - 0.50 Xylitol 0.20 - 0.50 Betaine 0.20 - 0.50 Glyceryl acrylate / acrylic acid copolymer 0.01 - 0.50 PVM / MA copolymer 0.01 - 0.50 Propanediol 0.10 - 2.00 Propylene glycol 0.10 - 2.00 Sodium hyaluronate 0.05 - 0.50 Preparation according to Example 7: Dextrin, olive fruit extract, Poly - 3 - glyceryl - sorbitol glycyrrhetinate 0.30 - 3.00 Xanthan gum 0.02 - 0.22 Hydroxyethyl acrylate / sodium acryloyldimethyltaurate copolymer Taurate copolymer 0.50 - 0.90 Polysorbate 60 0.01 - 0.30 Sorbitan isostearate 0.01 - 0.30 Phenoxyethanol 0.30 - 0.80 Citric acid 0.005 - 0.800 1,2 - Hexanediol 0.25 - 1.00 Potassium sorbate 0.10 - 0.30 Glycerin 0.50 - 6.00 Pentylene glycol 0.10 - 1.20 Tocopheryl acetate 0.020 - 0.30 Potassium hydroxide 0.0001 - 0.020 Water q.s. 100.00

[0131] Example 5 Anti - hair loss shampoo Ingredient (INCI name) Amount w / w (%) Sodium olefin sulfonate 5.00 - 9.00 Cocamidopropyl betaine 1.00 - 5.00 Sodium lauroyl sarcosinate 1.00 - 4.00 PEG - 7 glyceryl cocoate 0.50 - 1.00 Hydrogenated palm oil fatty acid PEG - 200 glyceryl 0.50 - 2.00 PEG - 120 methyl glucose dioleate 0.20 - 2.00 Polyquaternium - 10 0.10 - 0.50 Preparation according to Example 7: Dextrin, olive fruit extract, Poly - 3 - glyceryl - sorbitol glycyrrhetinate 0.30 - 1.00 EDTA tetrasodium 0.05 - 0.20 Fragrance 0.10 - 0.80 Glycol distearate 0.50 - 1.00 Laureth - 4 0.50 - 0.80 Benzoic acid 0.03 - 0.12 Phenoxyethanol 0.60 - 0.90 Ethylhexylglycerin 0.40 - 0.90 Citric acid 0.005 - 0.800 Malic acid 0.001 - 0.30 Potassium hydroxide 0.002 - 0.025 Water q.s.100.00

[0132] Example 6 Nail & Cuticle Protecting Gel Ingredients (INCI name) Amount w / w (%) Damask rose flower water 0.50 - 10.0 (Caprylyl / capryl) glucoside 0.15 - 1.00 Glycereth - 26 0.10 - 3.00 Damask rose flower extract 0.10 - 0.95 Fragrance 0.05 - 0.25 Allantoin 0.05 - 0.25 Glycerin 1.00 - 25.00 Glyceryl polyacrylate 0.50 - 10.00 Sodium hyaluronate 0.05 - 0.50 Preparation according to Example 7: Dextrin, Olive fruit extract, Poly - 3 - glyceryl - sorbitol glycyrrhetinate 0.30 - 6.00 Gellan gum 0.05 - 0.50 Citric acid 0.005 - 0.800 Sodium citrate 0.05 - 0.40 Sodium benzoate 0.08 - 0.30 Potassium sorbate 0.08 - 0.30 Tocopheryl acetate 0.020 - 0.30 Water q.s.100.00

[0133] Example 7 Composition Containing Highly Branched Cyclic Dextrin and Polyglycerol-Sorbitol Glycyrrhetinate / Pentacyclic Triteroid Release System - 1.5% Poly-3-glyceryl-sorbitol glycyrrhetinate: IUPAC name: 3-Poly-(1,2,3)-trihydroxypropane-(2S,3R,4R,5R)-hexane-1,2,3,4,5-pentol-6-oxa-(3β,20β)-3-hydroxy-11-oxo-olean-12-en-29-oate - 10% Olive (Olea europaea) fruit dry extract (total pentacyclic triterpenoids titrated by HPLC: 75 - 80%, of which maslinic acid is 60 - 68% and oleanolic acid is 12 - 15%). - 88.5% Highly branched cyclic dextrin (HBCD content > 80%, dextrose equivalent ≤ 5%)

[0134] Example 8 Atomized Pentacyclic Triteroid Product Containing Highly Branched Cyclic Dextrin - 10% Olive (Olea europaea) fruit dry extract (total pentacyclic triterpenoids titrated by HPLC: 75 - 80%, of which maslinic acid is 60 - 68% and oleanolic acid is 12 - 15%). - 90% Highly branched cyclic dextrin (HBCD content > 80%, dextrose equivalent ≤ 5%)

[0135] Example 9 Composition Contained in Atomized Pentacyclic Triteroid with Highly Branched Cyclic Dextrin in Water Ingredient (INCI name) Amount w / w (%) Preparation according to Example 8: Dextrin, olive fruit extract 0.80% Desalted water: water: 99.20% Total: 100.00%

[0136] Method: Cold preparation. In a suitable container, add atomized pentacyclic triteroid with highly branched cyclic dextrin to desalted water. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0137] Example 10 Pentacyclic terpene release system with highly branched cyclic dextrin and polyglycerol-sorbitol glycyrrhetinate in water Component (INCI name) Amount w / w (%) Preparation of Example 7: Dextrin, olive fruit extract, Poly-3-glyceryl-sorbitol glycyrrhetinate: 0.80% Desalted water: water 99.20% Total 100.00%

[0138] Method: Cold preparation. In a suitable container, add the atomized pentacyclic terpene with highly branched cyclic dextrin and polyglycerol-sorbitol glycyrrhetinate to desalted water. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0139] Example 11 Atomized pentacyclic terpene with highly branched cyclic dextrin in an aqueous alcohol solution. Component (INCI name) Amount w / w (%) Preparation of Example 8: Dextrin, olive fruit extract 0.80% 16.5% w / w aqueous alcohol solution: Water, denatured alcohol type C 99.20% Total 100.00%

[0140] Method: Cold preparation. In a suitable container, add the atomized pentacyclic terpene with highly branched cyclic dextrin to the aqueous alcohol solution. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0141] Example 12 Pentacyclic terpene release system with highly branched cyclic dextrin and polyglycerol-sorbitol glycyrrhetinate in an aqueous alcohol solution Component (INCI name) Amount w / w (%) Preparation according to Example 7: Dextrin, olive fruit extract, Poly-3-glyceryl-sorbitol glycyrrhetinate: 0.80% 16.5% w / w aqueous alcohol solution: Water, denatured alcohol type C 99.20% Total 100.00%

[0142] Method: Cold preparation. In a suitable container, add a pentacyclic terpenoid release system having highly branched cyclic dextrin and polyglycerol-sorbitol glycyrrhetinate to the aqueous alcohol solution. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0143] Example 13 Solubilization of olive fruit extract titrated with maslinic acid and oleanolic acid using 40 moles of polyoxyethylene hydrogenated castor oil in water Ingredients (INCI name) Amount w / w (%) Olive fruit extract 0.080% PEG-40 hydrogenated castor oil 2.00% Desalted water: Water 97.920% Total 100.00%

[0144] Method: Add the olive extract titrated with maslinic acid and oleanolic acid to a suitable container, then add 40 moles of polyoxyethylene hydrogenated castor oil previously placed in a hot chamber. Mix until homogeneous. Bring the phase to 85 °C on a plate, then slowly add 1 / 10 of the desalted water while continuously stirring the system. Add the remaining water to another container of appropriate size, then slowly pour it into the phase containing the olive extract. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0145] Example 14 Pentacyclic terpenoid release system having highly branched cyclic dextrin and polyglycerol-sorbitol glycyrrhetinate using 40 moles of polyoxyethylene hydrogenated castor oil in water Ingredients (INCI name) Amount w / w (%) Preparation according to Example 13: Dextrin, olive fruit extract, Poly-3-glyceryl-sorbitol glycitrate: 0.80% PEG-40 hydrogenated castor oil 2.00% Desalted water: water 97.20% Total 100.00%

[0146] Method: Cold preparation. In a suitable container, add a pentacyclic terpene release system having highly branched cyclic dextrin containing polyglycerol-sorbitol glycitrate to the recipe water, and then add 40 moles of polyoxyethylene hydrogenated castor oil previously placed in a hot chamber. Mix until homogeneous. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0147] Example 15 Atomized pentacyclic terpene having highly branched cyclic dextrin in water. Ingredients (INCI name) Amount w / w (%) Preparation according to Example 14: Dextrin, olive fruit extract 0.80% Desalted water: water 99.20% Total 100.00%

[0148] Method: Cold preparation. In a suitable container, add the atomized pentacyclic terpene having highly branched cyclic dextrin to the desalted water. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0149] Example 16 Pentacyclic terpene release system having highly branched cyclic dextrin and polyglycerol-sorbitol glycitrate in water (the present invention) Ingredients (INCI name) Amount w / w (%) Preparation according to Example 1: Dextrin, olive fruit extract, Poly-3-glyceryl-sorbitol glycitrate 0.80% Desalted water: water 99.20% Total 100.00%

[0150] Method: Cold preparation. In a suitable container, add a pentacyclic terpenoid release system containing highly branched cyclic dextrin and polyglycerol-sorbitol glycerylretinate to deionized water. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0151] Example 17 Atomized pentacyclic terpenoid with highly branched cyclic dextrin in an aqueous alcohol solution. Component (INCI name) Amount w / w (%) Preparation of Example 14: Dextrin, olive fruit extract 0.80% 16.5% w / w aqueous alcohol solution: Water, denatured alcohol type C 99.20% Total 100.00%

[0152] Method: Cold preparation. In a suitable container, add atomized pentacyclic terpenoid with highly branched cyclic dextrin to an aqueous alcohol solution. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0153] Example 18 Pentacyclic terpenoid release system (of the present invention) containing highly branched cyclic dextrin and polyglycerol-sorbitol glycerylretinate in an aqueous alcohol solution Component (INCI name) Amount w / w (%) Preparation according to Example 13 Dextrin, olive fruit extract, Poly-3-glyceryl-sorbitol glycerylretinate: 0.80% 16.5% w / w aqueous alcohol solution: Water, denatured alcohol type C 99.20% Total 100.00%

[0154] Method: Cold preparation. In a suitable container, add a pentacyclic terpene release system having highly branched cyclic dextrin and polyglycerol-sorbitol glycitrate to an aqueous alcohol solution. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0155] Example 19 Solubilization of olive fruit extract titrated with maslinic acid and oleanolic acid using 40 moles of polyoxyethylene hydrogenated castor oil in water Ingredient (INCI name) Amount w / w (%) Olive fruit extract 0.080% PEG-40 hydrogenated castor oil 2.00% Desalted water: water 97.920% Total 100.00%

[0156] Method: Add olive extract titrated with maslinic acid and oleanolic acid to a suitable container, and then add 40 moles of polyoxyethylene hydrogenated castor oil previously placed in a hot chamber. Mix until homogeneous. Heat the phase to 85 °C on a plate, then pour it little by little into 1 / 10 of the desalted water while keeping the system stirred continuously. Add the remaining water to another container of appropriate size, and then pour it little by little into the phase containing the olive extract. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0157] Example 20 Pentacyclic terpene release system having highly branched cyclic dextrin and polyglycerol-sorbitol glycitrate using 40 moles of polyoxyethylene hydrogenated castor oil in water (the present invention) Ingredient (INCI name) Amount w / w (%) Preparation according to Example 13 Dextrin, olive fruit extract, Poly-3-glyceryl-sorbitol glycitrate: 0.80% PEG-40 hydrogenated castor oil 2.00% Desalted water: water 97.20% Total 100.00%

[0158] Method: Cold preparation. In a suitable container, add a pentacyclic terpenoid release system having highly branched cyclic dextrin containing polyglycerol-sorbitol glycyrrhetinate to the recipe water, and then add 40 moles of polyoxyethylene hydrogenated castor oil previously placed in a hot chamber. Mix until homogeneous. Mix with a magnetic stirrer at 600 rpm for 10 minutes.

[0159] Example 21 1. Purpose of the experimental study The purpose of the experimental procedure reported below is to develop a method suitable for verifying the effectiveness derived from the use of a technology based on poly-n-glyceryl-sorbitilyl enoxolone (PG3GS) cyclodextrin.

[0160] 2. Materials 3.1. Test formulations The inventors prepared the following formulations: The formulas reported in the previous Examples 15 - 20.

[0161] 3.2. Experimental procedure 1. For each formulation, the supernatant was prepared by centrifugation at 2000 rpm, 20 °C, for 60. 2. Then, spectrophotometric measurements were performed using a Jasco spectrophotometer mod. V-530.

[0162] Readings were taken using a quartz cuvette according to the following conditions: the wavelength range was equal to 250 - 600 nm, and the reading range was equal to 5 nm. Each reading was taken in duplicate. Maslinic acid dissolved in ethanol at the same ratio (0.08%) as present in the formulation was used as a blank (negative control).

[0163] 3.3. Data processing 1. The absorption spectra of the formulations and the negative control containing maslinic acid were compared with each other. 2. For each reading, the maximum peak corresponding to the absorption of maslinic acid (identified at 315 nm) was selected.

[0164] 4. Results As clearly seen in Figure 1, the absorption peak of maslinic acid was recorded at 315 nm. Based on this data, the inventors proceeded with the comparison of the absorption spectra of formulations containing maslinic acid (reported in point 3.1 of this report).

[0165] Therefore, it was possible to clearly determine the amount of maslinic acid solubilized by the free technique (expressed as % of maslinic acid in the supernatant) using the described experimental procedure.

[0166] In Table 1 below, the data are presented as the percentage increase of Formulas 15 vs 16, 17 vs 18, and 19 vs 20, respectively. For Formulations 16, 18, and 20, the absorption peaks are 34.38%, 44.02%, and 71% higher, respectively. This percentage increase is directly proportional to the percentage of dispersion of maslinic acid.

Table 1

Claims

1. A composition for topically delivering and / or releasing penta-ring triterpenes, or mixtures of biologically active ingredients containing penta-ring triterpenes or plant extracts, The following structural formula, namely 【Chemistry 1】 In the formula, "n" is an integer between 1 and 3. "Sorb" indicates a sorbitol residue. "Polygly" refers to glycerol or polyglycerol residues having a degree of polymerization of 1.5 to 10. Poly-n-glyceryl-sorbitylenoxolone having a structural formula, and at least highly branched cyclic dextrin A composition characterized by containing the following:

2. The aforementioned penta-ring triterpene, Lupane derivatives selected from the group consisting of lupeol, 3α,27-dihydroxylupa-20(29)-ene-28-euic acid methyl ester, betulin, betulinic acid, prusacylic acid, ocraceolide D, ocraceolide A, ocraceolide B, and mixtures thereof, Ulsan derivatives selected from the group consisting of α-amyrin, ursolic acid, resilin, quinovic acid, corosolic acid, pomolic acid, euscafic acid, β-boswellic acid, acetyl-β-boswellic acid, 11-keto-β-boswellic acid, acetyl-11-keto-β-boswellic acid, 3-O-acetyl-11-keto-β-boswellic acid, and mixtures thereof, Oleanale derivatives selected from the group consisting of oleanolic acid, epioleanolic acid, moronic acid, maslinic acid, meitenfolic acid, acetyl-α-boswellic acid, α-boswellic acid, acetyl-α-boswellic acid, hydroxyamylin, remangilon A, remangilon C, oleanolic acid 3-trans-caffeic acid, and mixtures thereof, Friederin, Cerastrol, 3-Oxo-Friederan-29-Oic Acid, 3-Oxo-Friederan-28-Oic Acid, 28-29-DihydroxyFriederan-3-one, Meitenphoron-A, Tingenone, Pristimelin, Cerastrol, Iguesterin, Isoigesterin, 22β-Hydroxytingenone, 20-Hydroxy-20-Epitingenone, Nezafalcoyonediol, Netzafalco Freederane derivatives selected from the group consisting of Yon, 15α-hydroxypristimeline, 17-(methoxycarbonyl)-28-nor-isoigesterine, amazocinone, nezafalcoyonool, sucthione, 6-oxotingenol, 7,8-dihydro-6-oxotingenol, 3-methyl-6-oxotingenol, 6-oxopristimerol, demethylzeirasteral, and mixtures thereof, as well as The composition according to claim 1, selected from the group consisting of a mixture of the aforementioned derivatives.

3. The composition according to claim 1 or 2, wherein the pentacyclic triterpene is selected from the group consisting of maslinic acid, oleanolic acid, and mixtures thereof.

4. The composition according to claim 3, wherein the maslinic acid and / or oleanolic acid is contained in or obtained from an olive tree fruit extract.

5. The composition according to claim 1 or 2, wherein the plant extract containing penta-ring triterpenes is olive fruit extract.

6. The composition according to claim 1 or 2 for locally delivering and / or releasing a pentacyclic triterpene.

7. The composition according to claim 6, wherein the pentacyclic triterpene is maslinic acid and / or oleanolic acid.

8. The composition according to claim 6, wherein the composition is in the form of a solid cream, topical agent or ointment, or a semi-solid gel, or a liquid solution, suspension, serum or lotion.

9. A cosmetic composition, The following structural formula, namely, 【Chemistry 2】 In the formula, "n" is an integer between 1 and 3. "Sorb" indicates a sorbitol residue. "Polygly" refers to glycerol or polyglycerol residues having a degree of polymerization of 1.5 to 10. Poly-n-glyceryl-sorbitylenoxolone having a structural formula, Highly branched cyclic dextrin, Penta-ring triterpenes, or mixtures or plant extracts of biologically active ingredients containing penta-ring triterpenes, and Carriers that are acceptable as cosmetics A cosmetic composition containing the following:

10. The pentacyclic triterpene is selected from the group consisting of maslinic acid, oleanolic acid, and mixtures thereof. The cosmetic composition according to claim 9, wherein the plant extract containing the pentacyclic triterpene is the fruit extract of the olive tree.

11. Use of the cosmetic composition according to claim 9 or 10 for improving the appearance of the skin or nails, or for stimulating the physiological growth of hair, eyelashes or eyebrows, mucous membranes, or nails / perinails.

12. The cosmetic composition according to claim 9 or 10 for improving the appearance of skin or nails, or for stimulating the physiological growth of hair, eyelashes or eyebrows, mucous membranes, or nails / perinails.

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