ANTIMICROBIAL LIQUID COMPOSITION

Abstract

ANTIMICROBIAL LIQUID COMPOSITION The present invention relates to an antimicrobial liquid composition comprising: at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 4 and 12 carbon atoms; and at least one bioflavonoid.

Description

Title of the invention: ANTIMICROBIAL LIQUID COMPOSITION FIELD OF THE INVENTION

[0001] The present invention relates to an antimicrobial liquid composition, its manufacturing method and its use. CONTEXT

[0002] Contamination by microbes is a well-known risk for aqueous formulations, particularly during their manufacture or use. The addition of antimicrobial additives, called preservatives, is often necessary to maintain function, integrity and safety. However, many conventional preservatives are harmful and / or poorly biodegradable, and many are petrochemicals produced unsustainably. There is therefore a need for sustainably sourced antimicrobial additives that are safe for consumers and the environment.

[0003] C3-C12 1,2-alkanediols and straight-chain and branched-chain 1,3-alkanediols are non-toxic and environmentally friendly ingredients. Many of them can be produced from renewable raw materials through fermentation or green chemistry. Alkanediols are often used in personal care products where they have a nourishing, emollient, and moisturizing effect. Alkanediols are also known for their intrinsic antimicrobial activity.

[0004] In addition to their widespread use in hygiene and personal care products, alkanediols can also be used as valuable additives in a wide range of other formulations, preferably aqueous formulations. Examples include household and cleaning products, coatings, and agrochemical formulations.

[0005] The use of a single alkanediol as an antimicrobial additive requires high concentrations to achieve complete preservation. For example, a usage level of 4-5% 1,2-pentanediol (C5) or 0.5% Caprylyl Glycol (C8) is typically required to create a fully preserved formulation. Such high concentrations often result in skin irritation. In addition, the cost of many alkanediols is relatively high compared to traditional preservatives. Therefore, the use of single alkanediols as stand-alone preservatives results in high costs and reduces the skin compatibility of the formulation.

[0006] Nature is a rich source of antimicrobial additives. Plants have their own defense mechanisms to combat external aggressions such as microbial infections or air oxidation. A common strategy is therefore to use plant extracts as antimicrobial additives, alone or in combination with other antimicrobial components. However, the typical disadvantage of many unrefined plant extracts is their complex, variable and sometimes unknown composition. This can lead to the presence of potentially unwanted contaminants in consumer products. These harmful components can be food allergens or allergenic fragrances, or toxic contaminants with acute or long-term adverse health effects. Other unwanted side effects can be unpleasant odors or discoloration.

[0007] The present invention aims to solve at least some of the problems and drawbacks mentioned above. Summary of the invention

[0008] The present invention and its embodiments make it possible to provide a solution to one or more of the aforementioned drawbacks. To this end, the present invention relates to an antimicrobial liquid composition comprising:

[0009] a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms; and

[0010] b. at least one bioflavonoid.

[0011] In one embodiment, the composition of the invention further comprises a second alkanediol, wherein the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 3 to 12 carbon atoms, wherein the carbon chain length of the second alkanediol is different from the carbon chain length of the first alkanediol.

[0012] In one embodiment, the first alkanediol has a longer carbon chain than the second alkanediol, with at least 3 more carbon atoms.

[0013] In one embodiment, the at least one bioflavonoid is selected from flavanones, flavones, flavonols or a combination thereof.

[0014] In one embodiment, the composition of the invention comprises at least two bioflavonoids, wherein the at least two bioflavonoids comprise at least one non-glycosylated bioflavonoid and at least one glycosylated bioflavonoid.

[0015] In one embodiment, the composition of the invention comprises alkanediols in an amount of at least 90% by weight relative to the weight of the composition.

[0016] In one embodiment, the composition of the invention comprises:

[0017] a. 1,2-pentanediol in an amount of at least 35% by weight;

[0018] b. 1,2-octanediol in an amount of at least 25% by weight; wherein the total amount of alkanediols is at least 85% by weight; and

[0019] c. at least one bioflavonoid selected from the group consisting of apigenin, apiin, baicalin, baicalein, catechin, didymin, diosmin, diosmetin, epicatechin, eriocitrin, eriodictyol, fisetin, genistein, glabridin, hesperidin, hesperetin, hesperidin methylchalcone, hidrosmin, isoquercitrin, isorhamnetin, kaempferol, lutein, luteolin, methylhesperidin, naringenin, naringin, narirutin, neohesperidin, quercetin, rutin, sinensetin, phloretin, phlorizin, and tangeritin; preferably in an amount of at least 1.0% by weight.

[0020] In one embodiment, the composition of the invention comprises:

[0021] a. 1,2-pentanediol in an amount of at least 35% by weight;

[0022] b. 1,2-octanediol in an amount of at least 25% by weight; wherein the total amount of alkanediols is at least 85% by weight;

[0023] c. at least one glycosylated bioflavonoid selected from narirutin, naringin, phlorizin and rutin, preferably in an amount of at least 0.5% by weight; and

[0024] d. at least one non-glycosylated bioflavonoid selected from naringenin, phloretin and quercetin, preferably in an amount of at least 0.5% by weight.

[0025] In one embodiment, the composition of the invention further comprises:

[0026] c. at least one additional antioxidant that is not a bioflavonoid; and

[0027] d. water.

[0028] In one embodiment, the at least one bioflavonoid is a racemic mixture of at least one bioflavonoid.

[0029] In one embodiment, the first alkanediol is 1,2-octanediol, and the second alkanediol is 1,3-propanediol, 1,3-butanediol or 1,2-pentanediol.

[0030] In a second aspect, the present invention relates to a process for producing an antimicrobial liquid composition, wherein the process comprises the step of mixing at least one bioflavonoid in at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms. In a third aspect, the present invention relates to (i) a use of a composition as defined above in a cosmetic, pharmaceutical, dermatological or hygienic preparation and (ii) a cosmetic, pharmaceutical, dermatological or hygienic product comprising a composition as defined above. In one embodiment, the product of the invention comprises said composition in an amount of 0.5 to 5 percent by weight of said product, preferably in an amount of 1 to 5 percent by weight of said product.

[0031] The object of the invention is to enable the antimicrobial protection of aqueous formulations, in particular personal care and hygiene products, by using purified natural bioflavonoids in combination with C3-C12 alkanediols. The solutions must be safe and skin-friendly and must not require other antimicrobial additives.

[0032] Bioflavonoids are generally known for their low solubility. Therefore, another object of the invention is to stabilize the bioflavonoids in solution. The solvent should preferably be skin-friendly and enhance the antimicrobial activity of the bioflavonoid(s).

[0033] The use of bioflavonoids as antimicrobial preservatives in complex products is not well documented. Only a limited number of applications of bioflavonoids for the protection of consumer products are known. It has now been discovered that it is possible to dissolve bioflavonoids in alkanediols, with a synergistic antimicrobial effect and reduced side effects. DETAILED DESCRIPTION OF THE INVENTION

[0034] Unless otherwise defined, all terms used in the disclosure of the invention, including technical and scientific terms, have the meaning commonly understood by a person of ordinary skill in the art to which the present invention pertains. To better understand the teaching of the present invention, definitions of terms are included for convenience.

[0035] In this document, the following terms have the following meanings:

[0036] The term "homogeneous," as used in the text, is defined to mean that the composition is uniform in concentration and visual appearance throughout the composition.

[0037] “Alkanediols” are organic compounds that belong to the diol family, meaning they contain two hydroxyl groups (-OH).

[0038] The term "antimicrobial" refers to a composition that inhibits the growth of or kills microorganisms. Antimicrobials can target different types of organisms, including bacteria, viruses, fungi, and protozoa.

[0039] The term "liquid" describes the physical state or phase of the composition. A liquid is a fluid that conforms to the shape of its container but maintains a (nearly) constant volume regardless of pressure. In this context, "liquid" indicates that the composition is neither solid nor gaseous, but is in a liquid and fluid state, and can be easily applied, spread, or dispensed under ambient conditions.

[0040] The terms “a”, “an” and “the” as used herein refer to both the singular and the plural, unless the context otherwise requires. clearly. For example, "a compartment" means one or more compartments.

[0041] The terms "comprise", "comprising", "comprises" and "composed of" as used herein are synonymous with "comprise", "comprising", "comprises" or "contain", "containing", "contains" and are inclusive or open terms that specify the presence of the following, e.g., and do not exclude the presence of additional components, features, elements, members or steps, not cited, known in the art or disclosed herein.

[0042] In the context of the present disclosure, the expression "carbon chain between 4 and 12 carbon atoms" is to be understood as referring to a straight or branched chain composed of 4 to 12 carbon atoms, inclusive. This means that both the lower and upper limits of the range are part of the definition, i.e., alkanediols with a four-carbon (C4) chain such as butanediols, as well as alkanediols with a twelve-carbon (C12) chain such as dodecanediols, fall within the intended scope. The chain length corresponds to the number of carbon atoms forming the main carbon skeleton that connects the hydroxyl groups of the alkanediol.Thus, specific examples such as 1,2-butanediol and 1,2-dodecanediol are included, as are other intermediate chain lengths, such as 1,2-octanediol or 1,2-hexanediol, provided they have a carbon skeleton within the range indicated.

[0043] Furthermore, the terms first, second, third and the like in the description and claims are used to distinguish like elements and not necessarily to describe a sequential or chronological order, unless otherwise indicated. It is understood that the terms so used are interchangeable in appropriate circumstances and that the embodiments of the invention described herein may operate in sequences other than those described or illustrated herein.

[0044] The evocation of numerical ranges by their ends includes all numbers and fractions included in this range, as well as the ends mentioned.

[0045] The expression "% by weight", "percent by weight", "% by weight" or "% by weight", herein and throughout the description, unless otherwise defined, refers to the relative weight of the respective component to the total weight of the formulation.

[0046] While the terms "one or more" or "at least one", such as one or more elements or at least one element of a group of elements, are self-explanatory, by way of example, the term encompasses in particular a reference to any one of said elements, or to two or more elements, such as, for example, any one of >3, >4, >5, >6 or >7, etc. of such elements, and up to all of such elements.

[0047] Unless otherwise defined, all terms used in the disclosure of the invention, including technical and scientific terms, have the meaning commonly understood by a person of ordinary skill in the art to which the present invention pertains. To better understand the teaching of the present invention, definitions of the terms used in the description are included for convenience. The terms or definitions used herein are intended solely to facilitate understanding of the invention.

[0048] In this specification, any reference to "an embodiment" means that a feature, structure, or characteristic described in connection with the embodiment is included in at least one embodiment of the present invention. Thus, the expression "in an embodiment," at various places in this specification, does not necessarily always refer to the same embodiment, although this may also be the case. Furthermore, the features, structures, or characteristics may be combined in any suitable manner, as would appear to a person skilled in the art from the present disclosure, in one or more embodiments.Furthermore, if some embodiments described herein include some features included in other embodiments, but not others, combinations of features from different embodiments are intended to fall within the scope of the invention and form different embodiments, as would be understood by those skilled in the art. For example, in the following claims, the claimed embodiments may be used in any combination.

[0049] In a first aspect, the invention provides a liquid composition, preferably a liquid antimicrobial composition. In particular, the composition comprises at least one alkanediol and at least one bioflavonoid.

[0050] Flavonoids are a family of structurally diverse polyphenolic substances. They are biosynthesized via the shikimic acid pathway and can be extracted from many plant materials. Therefore, flavonoids are also referred to as "bioflavonoids." Many bioflavonoids are available in a purified form, i.e., free from harmful or undesirable impurities.

[0051] The alkanediol is preferably a 1,2-alkanediol or a 1,3-alkanediol. The at least one alkanediol is preferably a C3-C12 alkanediol, more preferably chosen from 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, 1,2-decanediol, 1,2-undecanediol and 1,2-dodecanediol.

[0052] The alkanediols described herein are preferably bio-sourced and produced from renewable raw materials, such as plant materials. The production process preferably comprises chemical conversion using green chemistry and / or fermentation.

[0053] In one embodiment, the composition comprises 1, 2, 3, 4 or 5 alkanediols, preferably the composition comprises 1 or 2 alkanediols.

[0054] In a particularly preferred embodiment, the composition comprises: a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms; and b. at least one bioflavonoid.

[0055] It has been found that the above-mentioned technical problems are solved by dissolving sufficient amounts of at least one bioflavonoid in at least one C4-C12 alkanediol.

[0056] In a preferred embodiment, the first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain between 4 and 12 carbon atoms (= C4-C12 alkanediol), preferably selected from 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, 1,2-decanediol, 1,2-undecanediol and 1,2-dodecanediol. The carbon chain is preferably unbranched.

[0057] In another or a further embodiment, the first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain between 4 and 10 carbon atoms, preferably selected from 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, and 1,2-decanediol. In another or further embodiment, the first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain between 5 and 8 carbon atoms, preferably selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol and 1,2-octanediol. In another or further embodiment, the first alkanediol is a C5 alkanediol or a C8 alkanediol, preferably 1,2-pentanediol or 1,2-octanediol.

[0058] It has been found that the solubility of different bioflavonoids in simple alkanediols (only one alkanediol present in the composition) is quite high. It has also been found that certain mixtures of at least two alkanediols act synergistically as solvents for bioflavonoids.

[0059] In one embodiment, the composition comprises a total amount of alkanediols of between 90 and 99.9% by weight, more preferably between 91 and 99.9% by weight, more preferably between 92 and 99.9% by weight, more preferably between 93 and 99.9% by weight, more preferably between 94 and 99.9% by weight, more preferably between 94 and 99.5% by weight, more preferably between 94 and 99% by weight, more preferably between 94 and 98% by weight.

[0060] In another or a further embodiment, the composition comprises a total amount of alkanediols of at least 90% by weight, more preferably at least 91% by weight, more preferably at least 92% by weight, more preferably at least 93% by weight, more preferably at least 94% by weight.

[0061] In a preferred embodiment, the composition comprises a first alkanediol, wherein the first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 4 and 12 carbon atoms, and a second alkanediol, wherein the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 3 and 12 carbon atoms. It is preferable that the carbon chain length of the second alkanediol is different from the carbon chain length of the first alkanediol.

[0062] In a preferred embodiment, if the composition comprises two alkanediols, the difference in carbon chain length between the two alkanediols is at least 2, preferably at least 3 carbon atoms. Thus, in a preferred embodiment, the first alkanediol has a longer carbon chain than the second alkanediol, preferably with at least 3 more carbon atoms.

[0063] The combination of two (or more) alkanediols has been found to synergistically increase the solvent properties. The difference in carbon chain length is preferably at least 3 carbon atoms. Otherwise, the solvent properties of the mixtures may be lower than those of the individual components.

[0064] In a preferred embodiment, the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain between 3 and 12 carbon atoms (= C3-C12 alkanediol), preferably selected from 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, 1,2-decanediol, 1,2-undecanediol and 1,2-dodecanediol. The carbon chain is preferably unbranched.

[0065] In another or a further embodiment, the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain between 3 and 10 carbon atoms, preferably selected from 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, and 1,2-decanediol. In another or further embodiment, the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain of between 3 and 5 carbon atoms, preferably selected from 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol and 1,2-pentanediol, more preferably selected from 1,3-propanediol, 1,3-butanediol and 1,2-pentanediol.

[0066] In another or further embodiment, the second alkanediol is a C3 alkanediol or a C5 alkanediol, preferably selected from 1,3-butanediol or 1,2-pentanediol. Most preferably, the second alkanediol is 1,2-pentanediol.

[0067] In one embodiment, if the composition comprises two alkanediols, the first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain between 4 and 12 carbon atoms, preferably selected from 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, and 1,2-decanediol. In another or further embodiment, the first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain of between 6 and 10 carbon atoms, preferably selected from 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol and 1,2-decanediol. In another or further embodiment, the first alkanediol is a C8 alkanediol, preferably 1,2-octanediol.

[0068] In this embodiment, the composition comprises, preferably consists of: a. at least one alkanediol, preferably two alkanediols, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 4 and 12 carbon atoms, and a second alkanediol, wherein the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 3 and 12 carbon atoms, preferably wherein the carbon chain length of the second alkanediol is different from the carbon chain length of the first alkanediol; and b. at least one bioflavonoid.

[0069] In another or additional embodiment, the composition comprises, preferably consists of: a. at least one alkanediol, preferably two alkanediols, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 6 and 10 carbon atoms, preferably selected from 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2- nonanediol and 1,2-decanediol, and a second second alkanediol, wherein the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 3 and 5 carbon atoms, preferably selected from 1,3-propanediol, 1,3-butanediol, and 1,2-pentanediol; and b. at least one bioflavonoid.

[0070] In another or additional embodiment, the composition comprises, preferably consists of: a. two alkanediols, wherein a first alkanediol is 1,2-octanediol, and a second alkanediol, wherein the second alkanediol is 1,2-pentanediol; and b. at least one bioflavonoid.

[0071] In one embodiment, the composition comprises the first alkanediol in an amount of between 20 and 60% by weight, more preferably between 25 and 55% by weight, more preferably between 30 and 50% by weight, more preferably between 35 and 45% by weight, more preferably between 35 and 40% by weight.

[0072] In another or a further embodiment, the composition comprises the second alkanediol in an amount of between 40 and 80% by weight, more preferably between 45 and 75% by weight, more preferably between 50 and 70% by weight, more preferably between 55 and 65% by weight, more preferably between 55 and 60% by weight.

[0073] In another or additional embodiment, the composition comprises the first alkanediol and the second alkanediol in a weight ratio of between 10 / 90 and 90 / 10, preferably between 10 / 90 and 50 / 50, preferably between 30 / 70 and 50 / 50, preferably between 35 / 65 and 45 / 55.

[0074] It has been found that the solubility of different bioflavonoids in simple alkanediols is quite high. In another preferred embodiment, the composition comprises an alkanediol, wherein the alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain between 4 and 12 carbon atoms, preferably selected from 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, 1,2-decanediol, 1,2-undecanediol and 1,2-dodecanediol.

[0075] In another or further embodiment, said alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain of between 4 and 10 carbon atoms, preferably selected from 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, and 1,2-decanediol. In another or further embodiment, said alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with an unbranched or branched carbon chain of between 4 and 10 carbon atoms, preferably selected from 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, and 1,2-decanediol. branched between 5 and 8 carbon atoms, preferably selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol and 1,2-octanediol. In another or further embodiment, said alkanediol is a C5 alkanediol or a C8 alkanediol, preferably 1,2-pentanediol or 1,2-octanediol. Most preferably, the composition comprises an alkanediol, said alkanediol is 1,2-pentanediol.

[0076] In this embodiment, the composition comprises, preferably consists of: a. an alkanediol, wherein the alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain between 4 and 12 carbon atoms; and b. at least one bioflavonoid.

[0077] In another or additional embodiment, the composition comprises, preferably consists of: a. an alkanediol, wherein the alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain of between 5 and 8 carbon atoms, preferably selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol and 1,2-octanediol; and b. at least one bioflavonoid.

[0078] In another or additional embodiment, the composition comprises, preferably consists of: a. 1,2-pentanediol; and b. at least one bioflavonoid.

[0079] In one embodiment, the composition comprises said alkanediol in an amount of between 90 and 99.9% by weight, more preferably between 91 and 99.9% by weight, more preferably between 92 and 99.9% by weight, more preferably between 93 and 99.9% by weight, more preferably between 94 and 99.9% by weight, more preferably between 94 and 99.5% by weight, more preferably between 94 and 99% by weight, more preferably between 94 and 98% by weight.

[0080] In another or a further embodiment, the composition comprises said alkanediol in an amount of at least 90% by weight, more preferably at least 91% by weight, more preferably at least 92% by weight, more preferably at least 93% by weight, more preferably at least 94% by weight.

[0081] Bioflavonoids are distinguished from each other by different oxidation states, different substitutions on the aromatic rings and by the fact that they are optionally linked to different sugars (glycosylation). The at least one bioflavonoid preferably has a flavan (1), isoflavan (2) or chalcone (3) skeleton.

[0082] [Chem.l] tb {2) O (3)

[0083] Preferably, the at least one bioflavonoid is selected from: flavanols, flavanones, flavones, isoflavones, flavonols, chalcones or combinations thereof. Preferably, the at least one bioflavonoid is selected from: flavanones, flavones and flavonols, or a combination thereof.

[0084] Examples of particularly preferred bioflavonoids according to the invention include apigenin, apiin, baicalin, baicalein, catechin, didymin, diosmin, diosmetin, epicatechin, eriocitrin, eriodictyol, fisetin, genistein, glabridin, hesperidin, hesperetin, hesperidin methylchalcone, hidrosmin, isoquercertin, isorhamnetin, kaempferol, lutein, luteolin, methylhesperidin, naringenin, naringin, narirutin, neohesperidin, quercetin, rutin, sinensetin and tangeritin. Other suitable bioflavonoids include phlorizin, phloretin, catechin and epicatechin. Particularly preferred bioflavonoids are selected from the list consisting of: naringenin, naringin, narirutin, quercetin, rutin, phloretin, phlorizin and mixtures thereof.The most preferred bioflavonoids are chosen from the list consisting of: naringenin, naringin, phloretin, phlorizin and their mixtures.

[0085] The stereoisomers of the bioflavonoids may be present either in one of their pure enantiomeric forms or in the form of mixtures of enantiomers, including racemic mixtures. Preferably, both stereoisomers are present. In a preferred embodiment, the at least one bioflavonoid is a racemic mixture of said at least one bioflavonoid. It has been found that the racemic mixture of a bioflavonoid has a higher antimicrobial efficacy than an enantiomerically pure bioflavonoid. Racemization may take place before addition to the composition. Racemization may also take place during or after preparation of the composition, for example under the influence of heating and / or prolonged storage and / or a low pH value.

[0086] Bioflavonoids are commercially available either as purified extracts of plant materials or as isolates from fermentation processes. Preferably, the at least one bioflavonoid is obtained by extraction from plant materials. More preferably, the at least one bioflavonoid is obtained by extraction of Citrus aurantium, Citrus aurantifolia, Citrus australasica, Citrus bergamia, Citrus clementina, Citrus deliciosa, Citrus depressa, Citrus glauca, Citrus grandis, Citrus hassaku, Citrus hassakadu, Citrus hystrix, Citrus inflata, Citrus iyo, Citrus jabara, Citrus japonica, Citrus junos, Citrus keraji, Citrus ki-mikan, Citrus latifolia, Citrus limon, Citrus limonfucus, Citrus madurensis, Citrus maxima, Citrus medica, Citrus natsudaidai, Citrus nobilis, Citrus paradisi, Citrus reticulata, Citrus shunkokan, Citrus sinensis, Citrus sphaerocarpa, Citrus sudachi, Citrus sunki, Citrus tamurana, Citrus tachibana, Citrus tangelo, Citrus tangerine, Citrus tankan, Citrus tumida, Citrus unshiu, Citrus wilsonii, Glycyrrhiza glabra, Lawsonia sp., Matricaria chamomilla, Petroselinum sp., Rhus cotinus, Sophora japonica (Styphnolobium japonicum), Scutellaria baicalensis Georgi and / or Trifolium pratense.In one embodiment, the at least one bioflavonoid is obtained by extraction and purification of waste from the processing of citrus fruits for food production.

[0087] In another embodiment of the invention, the at least one bioflavonoid comprises purified mixtures of bioflavonoids extracted from one or more plant sources. Preferred examples are bioflavonoids from citrus fruits. A particularly preferred purified extract consists of citrus bioflavonoids from lemon (Citrus limon), which generally comprise the following main components: Didymin, Eriodictyol, Eriocitrin, Hesperidin, Naringin, Narirutin, Quercetin and Rutin.

[0088] Plant extracts containing phlorizin and phloretin are commercially available, either as purified isolates or as extracts from natural sources. Preferably, these extracts are obtained by extraction from plant materials, more particularly from tree branches and fruit residues. In a particularly preferred embodiment, the extracts containing phlorizin and phloretin are derived from waste streams generated during fruit processing in the food industry, such as branches or apple and pear pits and peels discarded during juice production.

[0089] In another embodiment, phlorizin and phloretin are present in purified mixtures obtained from one or more botanical sources. These mixtures may be enriched by selective extraction and purification techniques. Suitable plant sources are those known to contain high levels of dihydrochalcones, particularly species of the Rosaceae family. Preferred examples include Malus domestica (apple), particularly from bark, twigs and leaves, and Pyrus communis (pear), particularly from fruit branches and peels. Prunus species such as Prunus domestica (plum), Prunus persica (peach) and Prunus armeniaca (apricot), which may also provide valuable amounts of phloretin or its Glycosides, are other suitable sources. Extracts can be obtained from seasonal pruning waste, orchard maintenance by-products, or residual materials from fruit processing operations, such as juicing, drying, or compote production. A particularly preferred extract is obtained from apple pruning waste and comprises phlorizin as the main component, usually accompanied by phloretin and structurally related polyphenols.

[0090] Bioflavonoids are present in nature mainly in glycosylated form, i.e. chemically linked to a sugar molecule. In a preferred embodiment, the bioflavonoid is not glycosylated. In this embodiment, the glycosylated natural bioflavonoids can be converted into non-glycosylated form before being incorporated into the mixtures according to the invention.

[0091] It is surprising to find that the combination of at least one glycosylated bioflavonoid with at least one non-glycosylated bioflavonoid can be beneficial in increasing the overall antimicrobial efficacy of the mixture in combination with at least one C4-C12 alkanediol.

[0092] In another or a further embodiment, the composition comprises at least one glycosylated bioflavonoid and at least one non-glycosylated bioflavonoid. It has been found that a combination can increase antimicrobial efficacy. The effect appears to be particularly present when the non-glycosylated bioflavonoid is enantiomerically pure, such that the addition of a glycosylated bioflavonoid to an enantiomerically pure non-glycosylated bioflavonoid results in a synergistic effect. In one embodiment, the composition comprises at least one glycosylated bioflavonoid and at least one non-glycosylated bioflavonoid, wherein the non-glycosylated bioflavonoid is enantiomerically pure.

[0093] “Enantiomerically enriched” means a sample of a chiral substance whose enantiomeric ratio is greater than 50:50 but less than 100:0. By "enantiomerically pure" is meant a sample in which all molecules have (within the limits of detection) the same sense of chirality, for example an enantiomeric ratio greater than 95:5, or even 99:1.

[0094] The glycosidic bonds of natural glycosylated bioflavonoids can be cleaved. Acid hydrolysis or enzymatic cleavage are examples of cleavage methods. Acid cleavage is more likely to produce primarily racemic bioflavonoids, while the milder enzymatic cleavage results in enantiomerically enriched free bioflavonoids. In a preferred embodiment, the glycosidic bonds of natural glycosylated bioflavonoids are cleaved by acid hydrolysis. Enzymatic cleavage followed by acid treatment is also possible.

[0095] Preferably, the bioflavonoids described herein comprise less than 1000 ppm of any of the allergenic fragrances listed in Annex III of EC Regulation No. 1223 / 2009 (November 30, 2009) as amended by EU Regulation 2023 / 1545 of July 26, 2023. More preferably, the content of each allergenic fragrance is less than 100 ppm, more preferably less than 10 ppm. Ideally, the total content of all allergenic fragrances is less than 100 ppm, more preferably less than 10 ppm. Exemplary allergenic fragrances are amyl cinnamal, benzyl alcohol, cinnamyl alcohol, citral, eugenol, hydroxycitronellal, isoeugenol, oakmoss extract, geraniol, and limonene.

[0096] The stand-alone antimicrobial efficacy of bioflavonoids in cosmetic products has been found to be low. This finding is in contradiction with literature data where very low minimum inhibitory concentrations are reported for various bioflavonoids. The low preservative efficacy may be due to incomplete dissolution of bioflavonoids in aqueous formulations. In contrast, the antimicrobial efficacy of bioflavonoids dissolved in one or more alkanediols has been found to be significantly higher than that of pure bioflavonoids.

[0097] In one embodiment, the composition comprises a total amount of bioflavonoids of between 0.1 and 10% by weight, preferably between 0.5 and 7.5% by weight, more preferably between 1 and 5% by weight.

[0098] In one embodiment, the composition comprises at least one additional antioxidant that is not a bioflavonoid. The addition of small amounts of an additional antioxidant may have a positive effect on the antimicrobial efficacy of the mixture. In addition to the antimicrobial effect, the additional antioxidant also increases the storage stability of the composition and minimizes discoloration during prolonged storage.

[0099] The additional antioxidant may be, for example, vitamin E (tocopherol), glutathione, beta-carotene, selenium, lycopene, vitamin A (retinol), manganese, coenzyme Q10 (CoQ10), alpha-lipoic acid, N-acetylcysteine ​​(NAC) or ascorbic acid. The preferred antioxidant is ascorbic acid and its salts and / or derivatives. A particularly preferred antioxidant is ascorbic acid.

[0100] The solubility of the antioxidant, such as ascorbic acid, may be limited in the alkanediol(s). The solubility may be improved by adding water to the mixture. Therefore, in one embodiment, the composition further comprises: c. at least one additional antioxidant that is not a bioflavonoid, preferably ascorbic acid; and d. optionally, water.

[0101] In another embodiment, the composition consists of: a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain of between 4 and 12 carbon atoms; b. at least one bioflavonoid; c. at least one additional antioxidant that is not a bioflavonoid, preferably ascorbic acid; and d. water.

[0102] For example, the composition may comprise between 0.1 and 10% by weight of water, preferably between 0.5 and 5% by weight of water, ideally between 1 and 3% by weight of water.

[0103] The composition may comprise at least one additional antioxidant in an amount of between 0.05 and 1% by weight, preferably between 0.05 and 0.5% by weight, more preferably between 0.05 and 0.25% by weight.

[0104] The composition preferably has a melting point below 20°C at 1013 mbar, more preferably below 0°C, and ideally below -10°C. Ideally, the composition described herein is a homogeneous composition at 20°C.

[0105] The origin of the components of the composition may vary. The components may be produced from various raw materials using various technologies such as, but not limited to, organic chemistry, extraction, fermentation or combinations thereof, resulting in a petrochemical and / or plant and / or biotechnological origin. Preferably, the components of the composition are derived from renewable raw materials and contain only modern carbon.

[0106] In a particular embodiment, the composition comprises bioflavonoids in an amount of at most 30% by weight, more preferably at most 20% by weight, more preferably at most 10% by weight, more preferably at most 8% by weight, more preferably at most 6% by weight, more preferably at most 5% by weight, more preferably at most 4% by weight, more preferably at most 3% by weight, and more preferably at most 2% by weight, relative to the total weight of the composition. In another preferred embodiment, the total amount of alkanediols in the composition is at least 50% by weight, more preferably at least 60% by weight, more preferably at least 70% by weight, more preferably at least 80% by weight, and most preferably at least 90% by weight, relative to the total weight of the composition.The weight ratio of total alkanediols to total bioflavonoids is preferably at least 5:1, more preferably at least 7:1, more preferably at least 10:1, more preferably at least 15:1, more preferably at least 20:1, more preferably at least 25:1, more preferably at least 30:1, more preferably at least 40:1, and more. preferably at least 50:1. The most preferred weight ratio is between 50:1 and 100:1.

[0107] This range has been found to provide an optimal balance between the functional benefits of alkanediols, such as solubilization capacity, formulation versatility, and physical stability, and bioflavonoids, which contribute to a synergistic and broad-spectrum antimicrobial profile. Exceeding the preferred range of bioflavonoids may negatively impact the flowability and homogeneity of the composition. It also significantly reduces the ease of formulation, requiring additional formulation effort and potentially limiting the ease of use in standard cosmetic or pharmaceutical processing steps.

[0108] In a particular embodiment, the composition comprises water in an amount of at most 30% by weight, more preferably at most 20% by weight, more preferably at most 10% by weight, more preferably at most 5% by weight, more preferably at most 3% by weight, more preferably at most 2% by weight, more preferably at most 1.5% by weight, more preferably at most 1.0% by weight, more preferably at most 0.75% by weight, and more preferably at most 0.5% by weight, relative to the total weight of the composition. A reduced water content offers significant advantages in terms of formulation, in particular for the development of self-preserving compositions.Although the composition is generally intended for use in final formulations containing water, such as creams, lotions, or emulsions, its low intrinsic water content provides the formulator with maximum freedom and flexibility during the formulation process. This allows for seamless integration into various formulation steps, including the preparation of aqueous and oil phases, predispersions, or premixes, without interfering with the process or requiring phase-specific adaptation. This allows for precise control over the development of the composition, regardless of the order or timing of phase combination. In addition, the absence of free water in the composition results in a more compact and lighter intermediate.This not only simplifies handling and storage, but also reduces transport weight and space requirements, which provides practical and economic benefits in production and logistics.

[0109] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, and preferably a second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 with 12 carbon atoms, wherein the carbon chains of the first and second alkanediols differ by at least 2 carbon atoms, preferably by at least 3 carbon atoms, and wherein the total amount of alkanediols is at least 80% by weight, more preferably at least 90% by weight of the composition; and b. at least one bioflavonoid selected from the group consisting of naringin, naringenin, rutin, quercetin, narirutin, phlorizin, phloretin and mixtures thereof, preferably in a total amount of at least 1% by weight, more preferably at least 2% by weight, and ideally between 2% by weight and 5% by weight relative to the total weight of the composition.

[0110] In a preferred embodiment, the composition comprises, preferably consists essentially of:

[0111] a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, and preferably a second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, wherein the carbon chains of the first and second alkanediols differ by at least 2 carbon atoms, preferably by at least 3 carbon atoms, and wherein the total amount of alkanediols is at least 80% by weight, more preferably at least 90% by weight of the composition; b.at least one bioflavonoid selected from the group consisting of naringin, naringenin, rutin, narirutin, phlorizin, phloretin and mixtures thereof, preferably in a total amount of at least 1% by weight, more preferably at least 2% by weight, and ideally between 2% by weight and 5% by weight relative to the total weight of the composition; and . c. at least one antioxidant, preferably said antioxidant is ascorbic acid, in an amount of up to 10% by weight, more preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition.

[0112] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. a first alkanediol selected from 1,2-alkanediols and 1,3-alkanediols with a straight or branched carbon chain composed of 4 to 6 carbon atoms, ideally 1,2-pentanediol, in an amount of at least 45% by weight, relative to the total weight of the composition; b. a second alkanediol selected from 1,2-alkanediols and 1,3-alkanediols with a straight or branched carbon chain composed of 7 to 10 carbon atoms, more preferably 1,2-octanediol, in an amount of at least 35% by weight, relative to the total weight of the composition; and c. at least one bioflavonoid selected from the group consisting of naringin, naringenin, rutin, narirutin, phlorizin, phloretin and mixtures thereof, ideally naringenin, preferably in a total amount of at least 1% by weight, more preferably at least 2% by weight, and ideally between 2% by weight and 5% by weight, relative to the total weight of the composition; and d. optionally, at least one antioxidant, preferably the antioxidant is ascorbic acid, in an amount of up to 10% by weight, more preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition.

[0113] In a preferred embodiment, the composition comprises, and preferably consists essentially of: a. a first alkanediol selected from 1,2-alkanediols and 1,3-alkanediols having a straight or branched carbon chain of 4 to 6 carbon atoms, ideally 1,2-pentanediol, in an amount of at least 45% by weight relative to the total weight of the composition; b. a second alkanediol chosen from 1,2-alkanediols and 1,3-alkanediols having a straight or branched carbon chain of 7 to 10 carbon atoms, more preferably 1,2-octanediol, in an amount of at least 35% by weight relative to the total weight of the composition; c. an extract derived from one or more plant sources and comprising at least one bioflavonoid selected from the group consisting of naringin, naringenin, rutin, quercetin, narirutin, phlorizin, phloretin and mixtures thereof, preferably in a total amount of at least 1% by weight, more preferably at least 2% by weight, and ideally between 2% by weight and 5% by weight relative to the total weight of the composition; and d. optionally, at least one antioxidant, preferably ascorbic acid, in an amount of up to 10% by weight, more preferably between 0.01% by weight and 5.0% by weight, and even more preferably between 0.05% by weight and 2.0% by weight relative to the total weight of the composition.

[0114] In a particularly preferred embodiment, the plant extract referred to in point (c) is derived from one or more citrus sources, including, but not limited to, Citrus aurantium, Citrus limon, Citrus sinensis, Citrus paradisi, Citrus reticulata and Citrus grandis, with preference being given to the extract of Citrus grandis. These citrus extracts are particularly rich in flavonoids such as naringin, narirutin and hesperidin.

[0115] In another particularly preferred embodiment, the composition comprises phlorizin and / or phloretin as bioflavonoid components. predominant. In this embodiment, the plant extract referred to in point (c) is derived from botanical sources selected from Malus domestica (apple), Pyrus communis (pear) and other Rosaceae species such as Prunus domestica (plum) or Prunus armeniaca (apricot). Preferably, the extract is obtained from agricultural waste or by-products, such as apple tree prunings, bark, twigs or pomace generated during fruit processing. The extract preferably comprises phlorizin and / or phloretin in a total amount of at least 1% by weight, more preferably between 2% by weight and 5% by weight relative to the total weight of the composition.

[0116] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. 1,2-pentanediol in an amount of at least 30% by weight, more preferably at least 35% by weight, more preferably at least 40% by weight, more preferably at least 45% by weight, and ideally at least 50% by weight, relative to the total weight of the composition; b. 1,2-octanediol in an amount of at least 25% by weight, more preferably at least 30% by weight, more preferably at least 35% by weight, more preferably at least 40% by weight, and ideally at least 45% by weight, relative to the total weight of the composition; wherein the total amount of alkanediols is preferably at least 80% by weight, more preferably at least 85% by weight, and ideally at least 90% by weight, relative to the total weight of the composition; and c. at least one bioflavonoid selected from the group consisting of apigenin, apiin, baicalin, baicalein, catechin, didymin, diosmin, diosmetin, epicatechin, eriocitrin, eriodictyol, fisetin, genistein, glabridin, hesperidin, hesperetin, hesperidin methylchalcone, hidrosmin, isoquercitrin, isorhamnetin, kaempferol, lutein, luteolin, methylhesperidin, naringenin, naringin, narirutin, neohesperidin, quercetin, rutin, sinensetin, tangeritin, phlorizin, phloretin, catechin and epicatechin; and d. optionally, at least one antioxidant, preferably said antioxidant is ascorbic acid, in an amount of up to 10% by weight, more preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition. In a particularly preferred embodiment, the bioflavonoid is naringenin. In another preferred embodiment, the bioflavonoid is selected from the group consisting of: phlorizin and phloretin.

[0117] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, and preferably a second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, wherein the carbon chains of the first and second alkanediols differ by at least 2 carbon atoms, preferably by at least 3 carbon atoms, and wherein the total amount of alkanediols is at least 80% by weight, more preferably at least 90% by weight, relative to the total weight of the composition; b. at least one glycosylated bioflavonoid selected from the group consisting of apiin, baicalin, didymin, diosmin, eriocitrin, hesperidin, hesperidin methylchalcone, hidrosmin, isoquercitrin, narirutin, neohesperidin, phlorizin and rutin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and most preferably at least 2.0% by weight, relative to the total weight of the composition; and c. at least one non-glycosylated bioflavonoid selected from the group consisting of apigenin, baicalein, catechin, epicatechin, diosmetin, eriodictyol, fisetin, genistein, glabridin, hesperetin, isorhamnetin, kaempferol, lutein, luteolin, methylhesperidin, naringenin, quercetin, sinensetin, phloretin and tangeritin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and most preferably at least 2.0% by weight, relative to the total weight of the composition; d. optionally, at least one antioxidant, preferably said antioxidant is ascorbic acid, in an amount of up to 10% by weight, preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition.

[0118] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. 1,2-pentanediol in an amount of at least 30% by weight, more preferably at least 35% by weight, more preferably at least 40% by weight, more preferably at least 45% by weight, and ideally at least 50% by weight, relative to the total weight of the composition; b. 1,2-octanediol in an amount of at least 25% by weight, more preferably at least 30% by weight, more preferably at least 35% by weight, more preferably at least 40% by weight, and ideally at least 45% by weight, relative to the total weight of the composition; wherein the total amount of alkanediols is preferably at least 80% by weight, more preferably at least 85% by weight, and ideally at least 90% by weight, relative to the total weight of the composition; c. at least one glycosylated bioflavonoid selected from the group consisting of apiin, baicalin, didymin, diosmin, eriocitrin, hesperidin, hesperidin methylchalcone, hidrosmin, isoquercitrin, narirutin, neohesperidin, phlorizin and rutin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and most preferably at least 2.0% by weight, relative to the total weight of the composition; and d. at least one non-glycosylated bioflavonoid selected from the group consisting of apigenin, baicalein, catechin, epicatechin, diosmetin, eriodictyol, fisetin, genistein, glabridin, hesperetin, isorhamnetin, kaempferol, lutein, luteolin, methylhesperidin, naringenin, quercetin, sinensetin, phloretin and tangeritin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and most preferably at least 2.0% by weight, relative to the total weight of the composition; and e. optionally, at least one antioxidant, preferably said antioxidant is ascorbic acid, in an amount of up to 10% by weight, more preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition.

[0119] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, and preferably a second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, wherein the carbon chains of the first and second alkanediols differ by at least 2 carbon atoms, preferably by at least 3 carbon atoms, and wherein the total amount of alkanediols is at least 80% by weight, more preferably at least 90% by weight, relative to the total weight of the composition; b. at least one glycosylated bioflavonoid selected from narirutin, naringin and rutin, preferably in an amount of at least 0.5% by weight, plus preferably at least 1.0% by weight, more preferably at least 1.5 % by weight, and ideally at least 2.0% by weight, relative to the total weight of the composition; and c. at least one non-glycosylated bioflavonoid selected from naringenin and quercetin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and ideally at least 2.0% by weight, relative to the total weight of the composition; and d. optionally, at least one antioxidant, preferably said antioxidant is ascorbic acid, in an amount of up to 10% by weight, more preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition.

[0120] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. 1,2-pentanediol in an amount of at least 30% by weight, more preferably at least 35% by weight, more preferably at least 40% by weight, more preferably at least 45% by weight, and ideally at least 50% by weight, relative to the total weight of the composition; b. 1,2-octanediol in an amount of at least 25% by weight, more preferably at least 30% by weight, more preferably at least 35% by weight, more preferably at least 40% by weight, and ideally at least 45% by weight, relative to the total weight of the composition; wherein the total amount of alkanediols is preferably at least 80% by weight, more preferably at least 85% by weight, and ideally at least 90% by weight, relative to the total weight of the composition; c. at least one glycosylated bioflavonoid selected from narirutin, naringin and rutin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and most preferably at least 2.0% by weight, relative to the total weight of the composition; and d. at least one non-glycosylated bioflavonoid selected from naringenin and quercetin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and ideally at least 2.0% by weight, relative to the total weight of the composition; and e. optionally, at least one antioxidant, preferably said antioxidant is ascorbic acid, in an amount of up to 10% by weight, plus preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition.

[0121] In a preferred embodiment, the composition comprises, preferably consists essentially of: a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, and preferably a second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 to 12 carbon atoms, wherein the carbon chains of the first and second alkanediols differ by at least 2 carbon atoms, preferably by at least 3 carbon atoms, and wherein the total amount of alkanediols is at least 80% by weight, more preferably at least 90% by weight, relative to the total weight of the composition; b. at least one glycosylated bioflavonoid selected from phlorizin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and ideally at least 2.0% by weight, relative to the total weight of the composition; and c. at least one non-glycosylated bioflavonoid selected from phloretin, preferably in an amount of at least 0.5% by weight, more preferably at least 1.0% by weight, more preferably at least 1.5% by weight, and ideally at least 2.0% by weight, relative to the total weight of the composition; and d. optionally, at least one antioxidant, preferably said antioxidant is ascorbic acid, in an amount of up to 10% by weight, more preferably in an amount of between 0.01% by weight and 5.0% by weight, more preferably between 0.05% by weight and 2.0% by weight, relative to the total weight of the composition.

[0122] The preferred compositions offer a series of distinct and synergistic advantages that make them well suited for use in modern cosmetic and pharmaceutical formulations. They provide effective, broad-spectrum antimicrobial protection, ensuring a strong self-preservative capacity, even when used in small quantities. Their concentrated nature allows formulators to dose accurately and sparingly, while benefiting from ease of storage, handling, and transportation. Due to their excellent compatibility with both aqueous and oil-based systems, the compositions are easily integrated into a wide variety of formulation types and processing steps, allowing for maximum flexibility in product development. It is important to emphasize that they are non-toxic, as they do not contain traditional preservatives. This is an essential consideration for the protection of sensitive ecosystems such as marine environments. The preservatives are also gentle, allowing them to be used in applications intended for sensitive skin. Finally, the compositions can be produced from natural and bio-based inputs, including bioflavonoids from food industry waste and alkanediols derived from renewable raw materials, making them an environmentally responsible choice aligned with sustainable formulation objectives.

[0123] In a second aspect, the invention relates to a method for producing a liquid antimicrobial composition. The method comprises the step of mixing at least one bioflavonoid as described herein with at least one alkanediol as described herein.

[0124] Preferably, the at least one bioflavonoid is obtained or enriched from one or more citrus extracts, preferably from plant materials selected from Citrus aurantium, Citrus grandis, Citrus reticulata, Citrus sinensis, Citrus paradisi, Citrus junos, Citrus limon, Citrus unshiu, and other citrus species known to comprise flavonoid glycosides and aglycones, such as narirutin, naringin, rutin, and naringenin. The use of citrus extracts allows for targeted enrichment of the bioflavonoid mixtures.

[0125] More preferably, food waste derived from citrus fruits, in particular citrus peels, is used as raw material for the preparation of the citrus extract. In this way, valuable bioactive compounds are recovered from biomass that would otherwise be discarded or of low value. This reuse of edible plant waste allows the use of high-quality, food-grade raw materials without ecological harm or competition with food supply chains. The use of high-quality raw materials is particularly advantageous in ensuring high purity, high quality, and consistent bioflavonoid profiles in the final extract.This provides a reliable and safe result, suitable for sensitive applications, including cosmetic and pharmaceutical formulations, where reproducibility, safety and traceability of active components are of crucial importance.

[0126] In another preferred embodiment, the at least one bioflavonoid is obtained or enriched from one or more extracts of plants of the Rosaceae family, preferably from plant materials selected from Malus domestica, Pyrus communis, Prunus domestica, Prunus armeniaca and other tree species known to comprise phloretin and phlorizin. These dihydrochalcone bioflavonoids are generally found in the bark, twigs, leaves and the fruit tissues of these plants. The use of extracts derived from Rosaceae allows the targeted enrichment of phloretin and phlorizin as active components.

[0127] More preferably, agricultural waste or food industry waste, in particular apple and pear pruning waste, pomace or bark fractions, are used as raw material for the preparation of the extract. In this way, phloretin and phlorizin-rich fractions are recovered from abundant, renewable and otherwise underutilized biomass streams. This approach allows for the valorization of tree-derived waste, in particular from edible fruit processing chains, ensuring that the raw materials meet food quality standards while avoiding ecological or supply chain issues.The resulting extracts can be tailored to exhibit high and consistent levels of phloretin and phlorizin, making them suitable for applications requiring robust antimicrobial or antioxidant performance, including in preservative-free or naturally derived cosmetic compositions.

[0128] In a third aspect, the invention relates to the use of a composition as described herein in a cosmetic, pharmaceutical, dermatological or hygienic preparation.

[0129] In a fourth aspect, the invention relates to a cosmetic, pharmaceutical, dermatological or hygienic product comprising a composition as described herein. The cosmetic, pharmaceutical, dermatological or hygienic product may comprise said composition in an amount of between 0.5 and 5% by weight of said product, preferably in an amount of between 1 and 5% by weight of said product.

[0130] These products can be prepared by adding the composition described herein to aqueous mixtures. The addition temperature can be chosen depending on the preparation process. The preferred addition temperature is between 0°C and 100°C. Preferably, the compositions are incorporated at a temperature below 50°C. The most preferred procedures include adding said compositions without additional heating.

[0131] The present invention will now be described in more detail, with reference to examples which are non-limiting. EXAMPLES

[0132] Examples 1 to 26: solubility of bioflavonoids in alkanediols

[0133] Saturated solutions of bioflavonoids were prepared at 20 °C. Pure alkanediols and binary mixtures of different alkanediols were used as solvents. Naringin was used as an example of a glycosylated bioflavonoid and quercetin as an example of a non-glycosylated bioflavonoid. The concentrations of the saturated solutions were determined by HPLC-UV analysis. The results are summarized in Table 1 (1,2-HDO = 1,2-hexanediol, 1,2-PDO = 1,2-pentanediol, 1,2-ODO = 1,2-octanediol, 1,2-PrDO = 1,2-propanediol, 1,3-PrDO = 1,3-propanediol).

[0134] [Tables 1] Solvent (composition in % by weight) Bioflavonoid Ex 1,2-HDO 1,2-PDO 1,2-ODO 1,2-PrDO 1,3-PrDO Substance Concentration in saturated solution 1 100% - - - - Naringin 14.3% 2 90% - 10% - - Naringin 11.1% 3 70% - 30% - - Naringin 9.5% 4 - - 100% - - Naringin 5.1% 5 - 100% - - - Naringin 6.5% 6 - 90% 10% - - Naringin 10.3% 7 - 70% 30% - - Naringin 11.5% 8 - 60% 40% - - Naringin 9.0% 9 - - - 100% - Naringin 7.8% 10 - - 10% 90% - Naringin 11.7% 11 - - 30% 70% - Naringin 18.6% 12 - - - - 100% Naringin 8.8% 13 - - 10% - 90% Naringin 16.9% 14 - - 30% - 70% Naringin 10.0% 15 100% - - - - Quercetin 3.9% 16 90% - 10% - - Quercetin 3.7% 17 70% - 30% - - Quercetin 3.4% 18 - - 100% - - Quercetin 4.7% 19 - 100% - - - Quercetin 3.9% 20 - 60% 40% - - Quercetin 5.7% 21 - - - - 100% Quercetin 5.6% 22 - - 10% - 90% Quercetin 6.2% 23 - - 30% - 70% Quercetin 6.4% 24 - - - - 100% Quercetin 1.4% 25 - - 10% - 90% Quercetin 1.7% 26 - - 30% - 70% Quercetin 2.1%

[0135] C3-C8 alkanediols and binary mixtures of C3-C8 alkanediols are generally good solvents for bioflavonoids. It has been found that the solubility of different bioflavonoids in certain alkanediols is quite high (see Examples 1-26). Particularly preferred simple alkanediols are 1,2-pentanediol and 1,2-hexanediol.

[0136] It has further been surprisingly found that certain mixtures of at least two alkanediols act synergistically as solvents for bioflavonoids. A synergistic increase in solvent properties has been observed when two alkanediols are combined. The difference in carbon chain length is preferably at least 3 carbon atoms. Otherwise, the solvent properties of the mixtures may be lower than those of the individual components (see Examples 1-3 and 15-17). A good combination appears to be 1,2-octanediol as the first alkanediol and 1,2-propanediol, 1,3-propanediol or 1,2-pentanediol as the second alkanediol. Examples 27-35: Microbial challenge tests

[0137] 1,2-Pentanediol, the bioflavonoids naringin and naringenin, and optionally ascorbic acid were formulated in different ratios in an O / W emulsion (see Table 2). The emulsions were subjected to microbial challenge tests in accordance with ISO 11930. The tested compositions and the results of the challenge tests are summarized in Tables 3A and 3B, respectively.

[0138] [Table 2] - O / W emulsion Phase Ingredient INCI Name % by weight A Water Aqua ad 100 Xanthan Gum Xanthan Gum 0.5 B Emulgade™ PL 68 / 50 Cetearyl Glucoside (and) Cetearyl Alcohol 5.0 Shea Butter, Refined Butyrospermum Parkii Butter 3.0 Jojoba Oil Buxus Chinensis Oil 3.0 Hazelnut Oil Corylus Americana Seed Oil 3.0 C Tocopherol Tocopherol 0.1 D 50% Citric Acid Citric Acid (and) Aqua pH Adjustment HE Composition according to the invention - See Table 3 A "use level"

[0139] [Tables3] Ex 1,2-PDO (%) (rac)-Naring enine (%) Naringine (%) Ascorbic acid (%) Concentration in the emulsion H / E (= usage level) pH of the emulsion H / E 27 100 0 0 0 2% 5.50 100 % 5.5 29 0 100 0 0 0.04 % 5.5 30 98 0 2 0 2% 5.5 31 97.7 0 2 0.3 2% 5.5 32 98 2 0 0 0 2% 5.5 33 97.7 0.2 0.5 5.3% 5 0 0 2% 5.5 35 94.7 5 0 0.3 2% 5.5 Ex A log (cfu / g) after 7, 14 and 28 days of incubation Result, ISO 11930 A. brasilien sis C. albica ns P. aeruginos a S. aureus E. coli 27 D14:0.1 D7: -0.5 D7: 2.7 D7: 1.0 D7: 2.3 Failure D28: 0.2 D14: - 0.9 D14: 2.9 D14: 2.4 D14: 3.5 D28: -0.4 D28: 4.5 D28: 4.7 D28: 4.0 28 D14: 0.5 D7: 2.3 D7: 4.2 D7: 2.4 D7: 1.8 Failure D28: 0.3 D14: 3.6 D14: 4.5 D14: 2.9 D14: 4.0 D28: 4.4 D28: 4.5 D28: 4.9 D28: 4.7 29 D14: <0 D7: -1.2 D7: -0.5 D7: 4.5 D7: -0.8 Failed D28: < 0 D14: <0 D14: <0 D14: 4.5 D14: <0 D28: < 0 D28: < 0 D28: 4.5 D28: < 0 30 D14: 0.3 D7: -0.5 D7: <0 D7: <0 D7: 1.3 n / a J28: n / a J14: n / a J14: n / a J14: n / a J14: n / a J28: n / a J28: n / a J28: na J28: na 31 J14: 1.0 J7: 0.3 J7: 2.0 J7: 4.9 J7: 1.4 na J28: na J14: na J14: na J14: na J14: na J28: na J28: na J28: na J28: na 32 J14: 1.5 J7: 1.4 J7: 4.5 J7: 4.6 J7: 1.8 Success, crit J28: 1.6 J14: 2.7 J14: 4.5 J14: 4.6 J14: 3.1 era B J28: 2.7 J28: 4.5 J28: 4.6 J28: 3.2 33 J14: 3.7 J7: 3.6 J7: 4,5 J7: 4.6 J7: 4.6 Success, crit J28: 3.7 J14: 3.6 J14: 4.5 J14: 4.6 J14: 4.6 st A J28: 3.6 J28: 4.5 J28: 4.6 J28: 4.6 34 J14: 0.7 J7: 1.0 J7: 4.5 J7: 4.6 J7: 1.5 Success, crit J28: 1.4 J14: 1.7 J14: 4.5 J14: 4.6 J14: 4.6 st B J28: 1.7 J28: 4.5 J28: 4.6 J28: 4.6 35 J14: 2.6 J7: 3.6 J7: 4.5 J7: 4.6 J7: 4.6 Success, crit J28: 3.7 J14: 3.6 J14: 4.5 J14: 4.6 J14: 4.6 ère A J28: 3.6 J28: 4.5 J28: 4.6 J28: 4.6 ,

[0141] The change in microbial count in the formulations is given by the difference between the logarithmic microbial counts. Positive numbers indicate a decrease in the number of microorganisms. Negative numbers indicate an increase in the number of microorganisms in the sample. Bold numbers indicate a deviation from ISO 11930, which results in the test failing or a grade of 'B' being awarded instead of 'A'.

[0142] The alkanediol 1,2-pentanediol alone is not able to protect the tested formulation at a use level of 2% or 3% (Comparative Examples 27 and 28). The bioflavonoid naringenin alone has virtually no autonomous preservative effect (Comparative Example 29).

[0143] The combinations of 1,2-pentanediol and naringenin exhibit a significant synergistic antimicrobial effect and are able to effectively protect the tested formulation (Examples 32 and 34). The addition of a small amount of ascorbic acid further increases the antimicrobial effect, particularly against the E. coli germ (Examples 33 and 35).

[0144] The glycosylated bioflavonoid naringin exhibits lower antimicrobial efficacy than naringenin, which is its non-glycosylated counterpart (Examples 30 and 31).

[0145] Surprisingly, the stand-alone antimicrobial efficacy of bioflavonoids in cosmetic products is low (see Example 29). This finding is in contradiction with literature data where very low minimum inhibitory concentrations are reported for various bioflavonoids. The low preservative efficacy may be due to incomplete dissolution of bioflavonoids in aqueous formulations. In contrast, the antimicrobial efficacy of bioflavonoids dissolved in one or more alkanediols has been shown to be significantly higher than that of pure bioflavonoids (Examples 32-35).

[0146] Furthermore, the addition of small amounts of an additional antioxidant (ascorbic acid) can have a positive effect on the antimicrobial efficacy of the mixture according to the invention (see Examples 33 and 35). In addition to the antimicrobial effect, the additional antioxidant also increases the storage stability of the composition and minimizes discoloration during prolonged storage. Examples 36-38: Microbial challenge tests

[0147] Enantiomerically pure (S)-naringenin, racemic naringenin (= a 1:1 mixture of (R)- and (S)-naringenin), and optionally rutin were dissolved in 1,2-pentanediol with 0.1% ascorbic acid. The resulting compositions (Table 4A) were incorporated into an O / W emulsion analogous to Examples 27-35 at a usage level of 3% and pH 5.5. The resulting emulsions were subjected to microbial challenge tests (ISO 11930, see Table 4B). Ex 1,2-PDO (%) (rac)-Naringenin (%) (S)-Naringenin (%) Rutin (%) Ascorbic acid (%) 36 97.9 2 0 0 0.1 37 97.9 0 2 0 0.1 38 97.4 0 2 0.5 0.1

[0149] [Tables4] Ex A log (cfu / g) after 7, 14 and 28 days of incubation Result, ISO 11930 A. brasilien sis C. albica ns P. aeruginos a S. aureus E. coli 36 D14: 1.2 D7: 2.8 D7: 4.6 D7: 4.1 D7: 2.5 Success, crit D28: 1.6 D14:3.7 D14: 4.6 D14:4.1 D14: 3.2 ère B D28: 3.7 D28: 4.6 D28: 4.1 D28: 4.5 37 D14: 0.7 D7: 2.1 D7: 4.6 D7: 4.1 D7: 1.3 Failure D28: 0.8 D14:3.7 D14: 4.6 J14:4.1 J14: 2.0 J28: 3.7 J28: 4.6 J28: 4.1 J28: 4.5 38 J14: 1.0 J7: 2.5 J7: 4.6 J7: 4.1 J7: 1.4 Success, crit J28: 1.7 J14:3.7 J14: 4.6 J14:4.1 J14: 3.6 ere B J28: 3.7 J28: 4.6 J28: 4.1 J28: 4.5

[0150] Racemic naringenin (Example 36) exhibits superior antimicrobial efficacy to enantiomerically pure (S)-naringenin (Example 37).

[0151] Combinations of glycosylated and non-glycosylated bioflavonoids can increase antimicrobial efficacy. Example 38 shows that the addition of rutin (= glycosylated bioflavonoid) to (S)-naringenin (= non-glycosylated bioflavonoid) produces a synergistic effect. Examples 39-42: Microbial challenge tests

[0152] Mixtures of 1,2-pentanediol and 1,2-octanediol with and without naringenin were incorporated into an O / W emulsion analogous to Examples 27 to 35, for the use level and pH, see Table 5A. The resulting emulsions were subjected to microbial challenge tests (ISO 11930, see Table 5B).

[0153] [Tables5] Ex 1,2-PDO (%) 1,2-ODO (%) (rac)-Naring enin (%) Concentration in the O / W emulsion (= level of use) pH of the nO / W emulsio 39 60 40 0 ​​1.5% 7.0 40 58.8 39.2 2 1.5% 7.0 41 58.8 39.2 2 0.5% 5.5 42 58.2 38.8 3 0.5% 5.5

[0154] [Tables5] Ex A log (cfu / g) after 7, 14 and 28 days of incubation Result, ISO 11930 A. brasilien sis C. albicans P. aeruginos a S. aureus E. coli 39 D14: 0.3 D28: 1.3 D7: 3.8 D14: 3.8 D28: 3.8 D7: 4.6 D14: 4.6 D28: 4.6 D7: 4.6 D14: 4.6 D28: 4.6 D7: 4.6 D14: 4.6 D28: 4.6 Success, criterion A 40 D14: 2.4 D28: 3.6 D7: 3.8 D14: 3.8 D28: 3.8 D7: 4.6 D14: 4.6 D28: 4.6 J7: 4.6 J14: 4.6 J28: 4.6 J7: 4.6 J14: 4.6 J28: 4.6 Success, criterion A 41 J14: -0.3 J28: 0.0 J7: -0.3 J14: -0.2 J28: -0.2 J7: 1.4 J14: -0.3 J28: 0.7 J7: 4.5 J14: 4.5 J28: 4.5 J7: 0.0 J14: 4.3 J28: 4.3 Failure 42 J14: 0.0 J28: 0.4 J7: 3.8 J14: 3.8 J28: 3.8 J7: 4.6 J14: 4.6 J28: 4.6 J7: 4.6 D14: 4.6 D28: 4.6 D7: 4.3 D14: 4.3 D28: 4.3 Success, criterion B

[0155] A mixture of 60% 1,2-pentanediol and 40% 1,2-octanediol shows relatively low activity against the mold A. brasiliensis (Example 39). The addition of 2% naringenin increases the antifungal activity and thus closes the activity gap (Example 40).

[0156] Optimizing the ratio of alkanediols to bioflavonoids can lead to increased antimicrobial efficacy. The mixture containing 2% naringenin failed to preserve the emulsion at a usage level of 0.5% (Example 41). Increasing the concentration of naringenin in the mixture to 3% resulted in a broad-spectrum antimicrobial effect (Example 42).

Claims

Claims

1. An antimicrobial liquid composition comprising: a. at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 4 and 12 carbon atoms; and b. at least one bioflavonoid.

2. The antimicrobial liquid composition of claim 1, wherein the composition further comprises a second alkanediol, wherein the second alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain composed of 3 to 12 carbon atoms, wherein the carbon chain length of the second alkanediol is different from the carbon chain length of the first alkanediol.

3. The antimicrobial liquid composition of claim 2, wherein the first alkanediol has a longer carbon chain than the second alkanediol, with at least 3 more carbon atoms.

4. An antimicrobial liquid composition according to any preceding claim, wherein the at least one bioflavonoid is selected from flavanones, flavones, flavonols or a combination thereof.

5. An antimicrobial liquid composition according to any preceding claim, wherein the composition comprises at least two bioflavonoids, wherein the at least two bioflavonoids comprise at least one non-glycosylated bioflavonoid and at least one glycosylated bioflavonoid.

6. A liquid antimicrobial composition according to any preceding claim, comprising alkanediols in an amount of at least 90% by weight relative to the weight of the composition.

7. An antimicrobial liquid composition according to any preceding claim, comprising: a. 1,2-pentanediol in an amount of at least 35% by weight; b. 1,2-octanediol in an amount of at least 25% by weight; wherein the total amount of alkanediols is at least 85% by weight; and c. at least one bioflavonoid selected from the group consisting of apigenin, apiin, baicalin, baicalein, catechin, didymin, diosmin, diosmetin, epicatechin, eriocitrin, eriodictyol, fisetin, genistein, glabridin, hesperidin, hesperetin, hesperidin methylchalcone, hidrosmin, isoquercitrin, isorhamnetin, kaempferol, lutein, luteolin, methylhesperidin, naringenin, naringin, narirutin, neohesperidin, quercetin, rutin, sinensetin, phloretin, phlorizin, and tangeritin; preferably in an amount of at least 1.0% by weight.

8. An antimicrobial liquid composition according to any preceding claim, comprising: a. 1,2-pentanediol in an amount of at least 35% by weight; b. 1,2-octanediol in an amount of at least 25% by weight; wherein the total amount of alkanediols is at least 85% by weight; c. at least one glycosylated bioflavonoid selected from narirutin, naringin, phlorizin and rutin, preferably in an amount of at least 0.5% by weight; and d. at least one non-glycosylated bioflavonoid selected from naringenin, phloretin and quercetin, preferably in an amount of at least 0.5% by weight.

9. An antimicrobial liquid composition according to any preceding claim, wherein the composition further comprises: c. at least one additional antioxidant that is not a bioflavonoid; and d. water.

10. An antimicrobial liquid composition according to any preceding claim, wherein the at least one bioflavonoid is a racemic mixture of at least one bioflavonoid.

11. The antimicrobial liquid composition of claim 2 or 3, wherein the first alkanediol is 1,2-octanediol, and wherein the second alkanediol is 1,3-propanediol, 1,3-butanediol or 1,2-pentanediol.

12. A process for producing an antimicrobial liquid composition, wherein the process comprises the step of mixing at least one bioflavonoid into at least one alkanediol, wherein a first alkanediol is a 1,2-alkanediol or a 1,3-alkanediol with a straight or branched carbon chain consisting of 4 and 12 carbon atoms.

13. Use of a composition according to any one of claims 1 to 11 in a cosmetic, pharmaceutical, dermatological or hygienic preparation.

14. Cosmetic, pharmaceutical, dermatological or hygienic product comprising a composition according to any one of claims 1 to 11.

15. A cosmetic, pharmaceutical, dermatological or hygienic product according to claim 14, wherein said product comprises said composition, in an amount of 0.5 to 5 percent by weight of said product, preferably in an amount of 1 to 5 percent by weight of said product.