CN115297832A

CN115297832A - Compositions comprising phenolic compounds and hydrotropes

Info

Publication number: CN115297832A
Application number: CN201980103360.5A
Authority: CN
Inventors: 徐荣璟; S·吴; S·马; 郭泓珅
Original assignee: LOreal SA
Current assignee: LOreal SA
Priority date: 2019-12-31
Filing date: 2019-12-31
Publication date: 2022-11-04
Also published as: WO2021134394A1

Abstract

A composition, comprising: (A) a phenolic compound; (B) At least one hydrotrope selected from (1) a saccharified triterpenoid, (2) a saccharified diterpenoid, or a mixture thereof. A method of caring for and/or making up keratin materials, in particular the skin, comprising a step of applying the composition.

Description

Compositions comprising phenolic compounds and hydrotropes

Technical Field

The present invention relates to a composition comprising a solubilized phenolic compound and a hydrotrope thereof, and a method of making the composition. The compositions are characterized by exhibiting soluble and stable phenolic compounds, wherein the stability includes the crystallization resistance of the phenolic compounds.

Background

The formation of free radicals is a widely recognized key mechanism leading to skin aging. Free radicals are highly reactive molecules with unpaired electrons that can directly damage various cell membranes, lipids, proteins, RNA, and DNA. The damaging effects of these reactive oxygen species are induced internally during normal metabolic processes and externally by various oxidative stresses. Ultraviolet exposure and environmental pollution can accelerate skin aging by generating free radicals in the skin. Antioxidants protect cells from oxidative stress damage by scavenging free radicals and inhibiting subsequent oxidative reactions. Topical application of antioxidants is widely used in skin care products to prevent skin aging.

Phenol/polyphenols, the most abundant antioxidant in the diet, are well known to be very effective antioxidants. They have been extensively studied for the prevention of degenerative diseases, particularly cardiovascular diseases and cancer. Many phenols/polyphenols have been formulated in nutritional supplements and consumer products. However, the solubility of most phenols/polyphenols is very limited, especially in water, which limits their applications and the biological potential in care and/or make-up compositions of keratin materials, such as cosmetics. Thus, methods for increasing the water solubility of phenols/polyphenols are needed. For example, among the phenolic compounds, mangiferin, a C-glucoside of tetrahydroxy-1, 3,6,7 xanthone, is known to be effective as an antimicrobial and antioxidant, where these activities are optimized below pH 5 and decrease at pH's greater than 7. Furthermore, the solubility of mangiferin in water and other common solvents used in cosmetic applications is known to be adversely affected at lower temperatures (e.g., at 4 ℃) and at pH's of less than 7. Hydrotropes such as niacinamide and caffeine have been used to enhance the solubility of mangiferin, but the addition of hydrotropes does not provide any benefit to their chemical stability, particularly in compositions with low pH (2-3), and in some compositions the level of hydrotrope required for proper solubility may have an adverse effect on the composition.

For the reasons stated above, it is an object of the present invention to provide compositions in which the solubility of phenolic compounds is improved. In addition, there is a need for compositions in which the solubility and stability of phenolic compounds can be improved, particularly independently of temperature, pH and time.

Summary of The Invention

The present inventors have found that the above needs can be met by a composition comprising a phenolic compound and a specific hydrotrope. The composition is used as such for caring for and/or making up keratin materials, in particular the skin. The compositions of the present invention are optionally aqueous compositions.

In one embodiment, the present invention provides a composition for caring for and/or making up a keratin material, comprising at least one phenolic compound and at least one hydrotrope chosen from:

(1) Glycated triterpenoids (glycolated triterpenoids),

(2) Glycated diterpenoids (glycolated diterpenoids),

or mixtures thereof.

In another embodiment, the composition of the present invention comprises 0.01 to 5.0 wt% of at least one phenolic compound; and 0.01 to 25 wt% of at least one hydrotrope. The composition is stable at a pH of less than 7, including for example, a pH of about 3-6.

In some embodiments, the hydrotrope is selected from a saccharified triterpenoid and/or a saccharified diterpenoid.

In another embodiment, the aqueous composition comprises at least one phenolic compound, at least one hydrotrope, and at least one solvent.

Another subject of the present invention is a method for caring for and/or making up keratin materials, in particular the skin, comprising a step of applying the composition according to the invention.

Another subject of the present invention is the use of a composition according to the invention for caring for and/or making up keratin materials, in particular the skin, wherein the composition comprises:

a. a phenolic compound;

b. at least one hydrotrope selected from

(1) The saccharification of the triterpenoid is carried out,

(2) The saccharification of the diterpenoid compounds is carried out,

or mixtures thereof.

Another subject of the present invention is the use of a hydrotrope as defined in the present invention for stabilizing the phenolic compounds of the present invention.

Another aspect of the present invention provides a process for preparing a formulation comprising a stable and soluble phenolic compound such as mangiferin, resveratrol, baicalin and derivatives thereof as an antioxidant composition, and a hydrotrope of the present invention included in a solvent system.

In one representative embodiment, the composition of the present invention comprises

-a mangiferin-a-mangiferin,

-a mixture of stevioside and rebaudioside a.

In one representative embodiment, the composition of the present invention comprises about 0.01 to about 10% by weight mangiferin; about 0.01 to about 25 wt.% of a mixture of stevioside and rebaudioside a; about 10-25% by weight ethanol, 5-15% by weight propylene glycol.

These and other aspects of the invention are presented in the appended claims and are described in more detail in the detailed description of the invention.

The present disclosure describes exemplary embodiments in accordance with the general inventive concept and is not intended to limit the scope of the present invention in any way. Indeed, the invention as described in the specification is broader than and unlimited by the exemplary embodiments set forth herein, and the terms used herein have their full ordinary meaning.

Detailed Description

By "cosmetically acceptable" is meant compatible with any keratin substrate. For example, "cosmetically acceptable carrier" refers to a carrier that is compatible with any keratin substrate.

The term "stable" means that the composition does not undergo any significant change in its structure or properties for at least one month, and particularly for at least two months, after it is made. More specifically, the term "stable" as used herein means that the phenolic compound remains dissolved in the solvent, wherein the phenolic compound is substantially free of crystallization for at least one or two months after preparation.

For the purposes of the present invention, the term "keratin material" is intended to cover human skin. Human skin, in particular facial, neck, back and hand skin, is most particularly contemplated according to the present invention. The applicant has surprisingly found that at least one hydrotrope selected from a glycated triterpenoid and/or a glycated diterpenoid and mixtures thereof prevents the tendency of the phenolic compound to crystallize and improves the stability of the composition.

Phenolic compounds

Phenolic compounds are a structural class of natural, synthetic and semi-synthetic organic compounds having one or more phenolic constituents. Phenolic compounds containing multiple phenolic groups are known as polyphenols. The availability of polyphenols in plants in general is very helpful in protecting plants and animals from the common health disorders and aging. Polyphenols act as potent radical scavengers by donating their alcohol hydrogens or one of their delocalized electrons. Two classes of polyphenols are flavonoids and non-flavonoids. Flavonoids are a specific group of polyphenols and the most abundant group of phenolic compounds, accounting for approximately 2/3 of the total phenols ingested into the diet. Flavonoids are further classified into chalcones, flavones, flavanones, flavanols, flavonols, flavanonols, isoflavones, neoflavones, catechins, anthocyanidins, and tannins according to their chemical structures. Over 4,000 flavonoids have been identified, many of which are present in fruits, vegetables and beverages (tea, coffee, beer, wine and fruit drinks). Flavonoids have been reported to have antiviral, antiallergic, antiplatelet, anti-inflammatory, antitumor, and antioxidant activities. Flavonoids protect lipids and important cellular components from damaging oxidative stress by effectively scavenging free radicals.

Preferably, the flavonoid used is a flavone.

Baicalin, a component of the Chinese herbal medicine scutellaria baicalensis (Huang-chi), is a flavone, which is a type of flavonoid compound. It is a potent antioxidant and has potent effects on oxidative stress diseases, inflammation, allergic reactions, cancer, bacterial infections, etc.

Baicalin is present in several species of the genus Scutellaria, including Scutellaria (Scutellaria baicalensis) and Scutellaria lateriflora (Scutellaria lateriflora). Baicalin was present at 10 mg/g in the leaves of Scutellaria baicalensis (Scutellaria galericulata). It is also present in bark isolates of the Oroxylum indicum (Oroxylum indicum) tree.

In one embodiment according to the present invention, baicalin is used in the form of an extract of scutellaria baicalensis roots (scutellaria baicalensis roots).

Non-flavonoid polyphenols include lignans, auranones, stilbenes, curcuminoids, xanthones and other phenylpropanoids. Many of which are also well known antioxidants such as resveratrol, curcumin and pinoresinol.

Preferably, the non-flavonoid compounds of the present invention are selected from the group consisting of xanthones, stilbenes or mixtures thereof.

Mangiferin is a xanthone with low solubility in water, especially in cosmetic formulations that are nearly saturated with a variety of active agents.

Mangiferin used according to the present disclosure is provided in the form of an extract. In some embodiments, the mangiferin is provided in the form of mango leaves containing mangiferin in an amount less than 50% by weight and up to 99% by weight or more. More generally, other isolates and extracts are available which contain mangiferin in purities as high as 100%. Thus, it is to be appreciated that reference to "an isolate or extract comprising mangiferin in a purity of up to 100% by weight" refers to and includes, but is not limited to, a mango leaf extract.

Thus, according to various embodiments, as used herein, a mango leaf extract refers to and includes an extract consisting of about 100% by weight mangiferin, as well as an extract including less than about 50% by weight mangiferin up to about 99% by weight mangiferin. In some representative examples, the mango leaf extract may include mangiferin present at about 50% by weight or about 70% by weight, with the remainder of the extract including other components. Thus, in various embodiments as disclosed herein, the amount of mangiferin present in the compositions of the present invention can be determined as the product of the weight% of the mango leaf extract or other isolate or extract agent used in the formulation and the percentage of mangiferin in the selected agent. Thus, for example, a composition of the present invention comprising about 0.5% by weight mango leaf extract prepared with an agent comprising about 70% by weight mangiferin will comprise about 0.35% by weight mangiferin along with the other components of the mango leaf extract. In some embodiments, mangiferin is provided in a purity of less than about 50% by weight, and in some embodiments less than about 70% by weight and up to greater than about 99% by weight, alone or in combination with other components, for example, in an isolate or extract from a source other than mango leaves. It is to be appreciated that the compositions according to the present invention may comprise mango leaf extract or other mango glycoside-containing isolate or extract. Thus, in another example, a composition of the present invention comprising 1% by weight of an isolate or other extract made from an agent comprising about 100% by weight mangiferin will comprise about 1% by weight mangiferin, substantially free of other components in the isolate or extract.

As stilbenes, mention may be made of polydatin (3, 4, 5-trihydroxystilbene-3-beta-monoglucoside), the natural precursors and the glycoside forms of resveratrol having a single crystalline structure isolated from the bark of Picea aspera (Picea silvestris) or Polygonum cuspidatum (Polygonum cuspidatum), which can be detected in grapes, peanuts, hop cones (hop cons), red wine, hop pellets (hop pellets), cocoa-containing products, chocolate products and many everyday diets; resveratrol (3, 5,4' -trihydroxy-trans-stilbene), a resorcinol derivative originally isolated in 1939 from resveratrol (Veratrum album), was found in the skin of red grapes and in other fruits and nuts, including berries and peanuts.

In addition to polyphenols, other phenolic compounds include alkylphenols, betacyanins, capsaicin (capsacinoids), hydroxybenzophenones (hydrooxybenzoketones), methoxyphenols, naphthoquinones, and phenolic terpenes. Some popular examples are ferulic acid, hydroxytyrosol, cinnamic acid, caffeic acid, and p-coumaric acid.

In one embodiment, the phenolic compounds of the present invention are polyphenols.

Preferably, the polyphenol of the present invention is selected from flavones, xanthones, stilbenes or mixtures thereof.

According to a preferred embodiment, the phenolic compound of the present invention is selected from baicalin, mangiferin, polydatin, resveratrol or mixtures thereof.

According to the invention, the phenolic compound is present in an amount ranging from 0.01 to 10.0% by weight, or from 0.1 to 8.0% by weight, preferably from 0.2 to 5.0% by weight, even from 0.5 to 3.0% by weight, relative to the total weight of the composition.

Hydrotrope

According to the present disclosure, the composition comprises one or more hydrotropes. In some embodiments, the composition comprises two or more hydrotropes. In some embodiments, the at least one hydrotrope is present in an amount effective to increase the transdermal penetration of mangiferin. By at least one hydrotrope is meant one hydrotrope, or a combination of two or more hydrotropes.

A cosmetically acceptable hydrotrope refers to a hydrotrope that can be used in cosmetic compositions. Although hydrotropes represent a broad class of molecules used in a variety of fields, cosmetic applications are limited due to safety and tolerability limitations. According to the invention, the hydrotrope used comprises a hydrotrope selected from the group consisting of

(1) Saccharified triterpenoid, and/or

(2) The saccharification of the diterpenoid compounds is carried out,

or a mixture thereof.

Glycated triterpenoids are compounds having the following formula (I) or derivatives thereof:

wherein

R1 represents a polyphenol group, preferably- (O-Gal- (O-Gal) a) b, gal is a galactose residue, a is 0 to 5, b is 1 to 5,

r2 represents a H or OH group or a C1-6 alkyl group, such as methyl,

r3 and R4 independently represent H or C1-6 alkyl, such as methyl,

x is a number from 0 to 5,

y is 1 to 6.

The saccharified diterpenoid is a compound having the following formula (II) or a derivative thereof:

wherein

R5 and R6 independently represent H or C1-6 alkyl, such as methyl,

r7 represents a polyphenol radical, preferably- (O-Gal- (O-Gal) c) d, gal being a galactose residue, c being from 0 to 5, d being from 1 to 5,

n is a number from 1 to 5,

m is 0 to 5.

In some embodiments, two or more hydrotropes are present. In one embodiment, the hydrotrope is selected from mogroside (mogroside), stevioside, rebaudioside a, and combinations thereof. In another embodiment, the hydrotrope is a mixture of stevioside and rebaudioside a, optionally comprising mogroside. In a representative embodiment, the weight ratio between rebaudioside a and stevioside is from 0.5.

In one embodiment, the hydrotrope of the present invention is in the form of a plant extract. Mention may be made of plant extracts, such as extract of Momordica grosvenori, extract of stevia leaves, extract of licorice root or a mixture thereof. For example, extracts derived from luo han guo extract, stevia leaf extract or mixtures thereof are used in amounts of about 3 to about 25 wt%, preferably about 4 to about 20 wt%, preferably about 6 to about 15 wt%, based on the total weight of the composition.

According to various embodiments, the hydrotrope may be present in the composition in an amount of 0.01 to 25 weight percent based on the total weight of the composition; 0.01 to 22 wt%; or 4 to 20 weight percent, or 5 to 10 weight percent, or any suitable combination, sub-combination, range, or sub-range thereof. However, one of ordinary skill in the art will recognize that other ranges are within the scope of the invention.

Thus, one or, for example, a combination of two or three hydrotropes, may be present in 0.01, 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 2, 3,4,5, 6,7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, to 25 weight percent based on the total weight of the composition, including increments and ranges therein and therebetween.

Solvent(s)

In accordance with the present disclosure, one or more solvents are present in the composition. Solvents present in cosmetic compositions according to the present disclosure include, but are not limited to, water-soluble solvents, water, or combinations thereof.

Among the water-soluble solvents according to the invention, mention may be made in particular of lower monoalcohols containing from 1 to 6 carbon atoms, such as ethanol and isopropanol, diols containing from 2 to 8 carbon atoms, such as ethylene glycol, propylene glycol, 1, 3-butanediol and dipropylene glycol, C3 and C4 ketones and C2-C4 aldehydes, and glycerol, such as propylene glycol.

In one embodiment, the solvent comprises 10 to 25 wt% ethanol, preferably 10 to 20 wt% ethanol, even 12 to 15 wt% ethanol; and/or 1 to 15 wt% propylene glycol, preferably 8 to 12 wt% propylene glycol, even 10 wt% propylene glycol.

Although these solvents are given as examples, it will be appreciated that other solvents known in the art to be compatible with cosmetic applications may be used.

According to various embodiments, the solvent is present in a given composition in an amount of from greater than 0 to 90 weight percent, based on the total weight of the composition. In some embodiments, the solvent is present in a given composition in an amount from 0 to 80, 10 to 70, 20 to 60, 30 to 50, or any suitable combination, sub-combination, range, or sub-range thereof. However, one of ordinary skill in the art will recognize that other ranges are within the scope of the invention.

Thus, the only solvent or combination of solvents may be present in 0, 1, 2, 3,4,5, 6,7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89 to 90 weight percent based on the total weight of the composition, including increments and ranges therebetween.

Water (W)

The composition comprises 1 to 90% by weight of water, relative to the total weight of the composition. The amount of water in the composition can be 1 to 90 weight percent based on the total weight of the composition; 1 to 60 wt%; or 1 to 50 wt%.

The pH of the composition is typically from 2 to 7, in some embodiments from 3 to 7 and one of from 3 to 6. The pH can be adjusted to the desired value by adding to the composition an (organic or inorganic) base, for example ammonia or a primary, secondary or tertiary (poly) amine, such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine or 1, 3-propanediamine, or by adding an inorganic or organic acid, advantageously a carboxylic acid, for example citric acid.

Optional Components

In some embodiments, one or more active agents selected from, for example, humectants, such as acetamide MEA; an alcohol; antimicrobial components, such as zinc pyrrolidone carboxylate (zinc PCA); caprylyl glycol; salicylic acid, alpha-hydroxy acids; antioxidant compounds, pine bark extract (maritime pine bark/bud extract), ellagic acid; and vitamins and vitamin derivatives such as panthenol, tocopherol and other vitamin E derivatives, ascorbic acid; and combinations thereof.

In some embodiments, one or more other components may be present in the cosmetic composition according to the present disclosure, the additive being selected from preservatives, such as phenoxyethanol; a surfactant comprising a silicone surfactant, a W/O and an O/W surfactant; oils, including cosmetic oils, fatty compounds, silicone oils, such as polydimethylsiloxanes, vegetable oils, and essential oils; an emulsifier comprising a silicone emulsifier; an elastomer; fillers, such as clay, talc, organic thickeners, e.g., anionic, cationic, nonionic, and amphoteric polymeric associative thickeners, and combinations thereof; carbomer; a polymer; a penetrant; a sequestering agent; a fragrance; a dispersant; a film-forming agent; a ceramide; opacifying agents and combinations thereof.

Although the above optional components are given as examples, it will be appreciated that other optional components known in the art to be compatible with cosmetic applications may be used.

According to various embodiments, the optional components may be present in the composition in an amount of 0 to 50 weight%, 0.5 to 30 weight%, 1.5 to 20 weight%, and 5.0 to 15 weight%.

In some embodiments, one or more active agents, alone or in combination, may each be present in a composition according to the present disclosure in an amount of 0.05 to 50 weight percent, 0.05 to 2.5 weight percent, 0.1 to 2.0 weight percent, 0.25 to 1.5 weight percent, and 0.5 to 1.25 weight percent.

In some embodiments, one or more other components, such as vitamins, preservatives, and the like, alone or in combination, may each be present in a composition according to the present disclosure in an amount of from 0.05 to 50 weight percent, from 0.05 to 25 weight percent, from 0.1 to 10 weight percent, from 0.25 to 5.0 weight percent, and from 0.5 to 3.5 weight percent. The following examples are intended to further illustrate the invention. They are not intended to limit the invention in any way. All parts are by weight unless otherwise indicated.

Thus, the only optional component or combination of optional components may be present at 0.05, 0.06, 0.07, 0.08, 0.09, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 2, 3,4,5, 6,7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 25, 30, 35, 40, 45 to 50 weight percent based on the total weight of the composition, including increments and ranges therein and therebetween.

Method and use

The present invention relates to a method of caring for and/or making up keratin materials, in particular the skin, comprising a step of applying the composition according to the invention.

The invention also relates to the use of a composition according to the invention for caring for and/or making up keratin materials, in particular the skin, wherein the composition comprises:

(A) A phenolic compound;

(B) At least one hydrotrope selected from

(1) The saccharification of the triterpenoid is carried out,

(2) The method comprises the steps of saccharifying a diterpenoid compound,

or mixtures thereof.

The following examples are intended to further illustrate the invention. They are not intended to limit the invention in any way. All parts are by weight unless otherwise indicated.

Example 1:

the scheme comprises the following steps:

1. weighing 2.5 g radix Scutellariae extract (containing baicalin 90%), rhizoma Polygoni Cuspidati extract (containing polydatin 98%), and Mangifera indica (mango) leaf extract (containing mangiferin 80%) in different pots;

2. the different components were weighed in different tanks according to table 1 below;

TABLE 1

Stevia leaf extract	Licorice root extract	Momordica grosvenori extract	Water (I)	Ethanol
					5	-	-	27.5	15
-	5	-	27.5	15
					-	-	5	27.5	15
-	-	-	32.5	15
					5	-	-	42.5	-
-	5	-	42.5	-
					-	-	5	42.5	-
-	-	-	47.5	-

3. Mixing thoroughly, then sonicating for 15 minutes;

4. 5 ml of supernatant is taken and filtered by a 0.22um membrane to respectively analyze the amount of baicalin, polydatin and mangiferin;

5. the jar was properly sealed and placed in a water bath and heated to 80 ℃;

6. after cooling to room temperature, another 5 ml of supernatant was taken and subjected to 0.22um membrane filtration to analyze the amounts of baicalin, mangiferin and polydatin, respectively, as shown in tables 2-4.

TABLE 2 concentration of baicalin

。

TABLE 3 mangiferin concentrations

。

TABLE 4 concentration of polydatin

。

Referring to tables 2-4, it is shown that the phenolic compounds of the present invention (e.g., baicalin, mangiferin, and polydatin) provide excellent solubility in the hydrotropes of the present invention.

Embodiment 2 solubility of Mangiferin Using rebaudioside A and stevioside

The scheme comprises the following steps:

1. the components were weighed in according to table 5 below;

2. mixed well and heated to 80 ℃ in a water bath for 15 minutes;

3. slowly cooling to room temperature;

4. after 48 hours the clarity (clarity) and sedimentation were checked as shown in table 5 and then each tank was scored.

TABLE 5

。

Higher fractions indicate better in terms of solvent clarity, precipitation and sedimentation.

Samples were scored as follows:

1: means soluble, slightly settled and unclear after 48 hours,

2: means soluble with little settling after 48 hours;

3: means soluble and has light microcrystals over 48 hours;

4: means soluble and stable over 48 hours.

The results show that the hydrotrope of the present invention provides good solubility properties of mangiferin. Stevia leaf extract containing stevioside and rebaudioside A provides excellent solubility of mangiferin.

Embodiment 3 stability of Mangiferin Using rebaudioside A and stevioside

The scheme comprises the following steps:

1. the components were weighed in according to table 6 below;

2. thoroughly mixed and heated to 80 ℃ in a water bath for 15 minutes;

3. slowly cooling to room temperature;

4. the mangiferin concentration was analyzed after 1 month (storage at room temperature) and is shown in table 6.

TABLE 6

。

Referring to table 6, it is shown that mangiferin in the hydrotrope (stevia leaf extract containing stevioside and rebaudioside a) provides excellent stability at room temperature for 1 month.

Example 4 solubility of Mangiferin in stevia leaf extract and Glycyrrhiza extract

The scheme comprises the following steps:

1. weighing 2 g of mango leaf extract in different pots;

2. all other components (units: g) are weighed in according to table 7 below;

TABLE 7

Stevia leaf extract	Licorice root extract	Alcohol(s)	Mango leaf extract	QS
					0	0	15	2	33
0	0	22.5	2	25.5
					2	0	15	2	31
2	0	22.5	2	23.5
					0	2	15	2	31
2	0	30	2	16
					2	2	15	2	29
0	2	22.5	2	23.5
					2	2	22.5	2	21.5
2	2	30	2	14

3. Thoroughly mixed and heated to 80 ℃ in a water bath for 15 minutes;

4. slowly cooling to room temperature;

5. after 48 hours (storage at room temperature), mangiferin concentration was analyzed by 0.22um membrane filtration.

The results are shown in table 8.

TABLE 8

Stevia leaf extract (%)	Licorice root extract (%)	Total alcohol	Mangiferin (%)
				0%	0%	30%	0.12
0%	0%	45%	0.27
				4%	0%	30%	0.33
4%	0%	45%	0.53
				0%	4%	30%	0.60
4%	0%	60%	0.79
				4%	4%	30%	0.84
0%	4%	45%	0.89
				4%	4%	45%	1.04
4%	4%	60%	1.28
				0%	4%	60%	1.35

The results shown in table 8 above indicate that stevia leaf extract together with licorice root extract has an excellent and robust ability to solubilize mangiferin.

Example 5 stability of Mangiferin

The scheme comprises the following steps.

1. The formulation according to table 9 below (unit:%) was prepared;

TABLE 9

Components	Phase (C)	Formulation 1	Formulation 2	Formulation 3
					Glycerol	A	1.	1.	1.
Water (W)	A	QS to 100	QS to 100	QS to 100
					Mangiferin	A5	0.5	0.5	0.5
Ascorbic acid	A	15.	15.	15.
					Pentanediol	A	5.	5.	5.
Propylene glycol	A	7.8	7.8	7.8
					Caffeine	A	1.	1.	1.
Ferulic acid	A2	0.5	0.5	0.5
					Panthenol	A2	1.	1.	1.
Hydroxypropyl methylcellulose	A3	0.5	0.5	0.5
					Salicylic acid	B	0.5	0.5	0.5
Cyclodextrin	A4	0.5	0.5	0.5
					Citric acid sodium salt	C	0.	0.	0.
Alcohol(s)	A5	12.	12.	12.
					Stevia leaf extract	A5	8.	6.	4.

2. These formulations were placed under different conditions and analyzed for mangiferin content.

The mangiferin content was stabilized at 0.5% under different conditions and the results are shown in table 10.

TABLE 10

And (4) a formula NO.	T0	T1M-4	T1M-RT	T1M-45	T2M-4	T2M-RT	T2M-45
								Formulation 1	0.47	0.51	0.53	0.52	0.48	0.48	0.46
Formulation 2	0.48	0.52	0.52	0.52	0.48	0.49	0.5
								Formulation 3	0.49	0.53	0.53	0.51	0.53	0.52	0.5

The results in table 10 indicate that the inventive composition comprising mangiferin, stevia leaf extract and licorice root extract has excellent stability.

In this example, the raw materials are as follows.

Scutellaria root extract (containing >90% baicalin), trade name: (ii) Scutellaria Root Extract Baicalin 90%, supplier LAYN;

polygonum cuspidatum root extract (containing >98% polydatin), trade name: POLYGONUM CUSPIDATUM ROOT EXTRACT, supplier LAYN;

mango (mango) leaf extract (containing >80% mangiferin), trade name: MANGO LEAF EXTRACT 80, supplier LAYN;

-luo han guo extract, trade name: MONK FRUIT EXTRACT MV40, supplier LAYN;

licorice root extract, trade name: DIOTASSIUM GLYCYRRHIZINATE, supplier QINGDAO TAITONG PHARMACEUTICAL;

STEVIA LEAF EXTRACT including STEVIA LEAF EXTRACT RA98, STEVIA LEAF EXTRACT STV95, and STEVIA LEAF EXTRACT RA40.

The articles "a" and "an" as used herein mean one or more when applied to any feature in embodiments of the present invention described in the specification and claims. The use of "a" and "an" does not limit the meaning to a single feature unless such a limit is specifically indicated. The article "the" preceding singular or plural nouns or noun phrases denotes a particular specified feature or particular specified features and may have a singular or plural connotation depending upon its context of use. The adjective "any" means one, some, or all, with no distinction being made between quantities.

As used herein, "at least one" means one or more and thus includes single components as well as mixtures/combinations.

The transitional terms "comprising," "consisting essentially of and" consisting of 8230303030, when used in the appended claims in original and modified form, define the scope of the claims with respect to which additional claim elements or steps, if any, not recited are excluded from the scope of the claims. The term "comprising" means inclusive or open-ended and does not exclude any additional, unrecited elements, methods, steps, or materials. The term "consisting of" excludes any element, step, or material other than the elements, steps, or materials specified in the claims (and in the case of materials, impurities typically associated with the specified materials). The term "consisting essentially of 8230A" limits the scope of the claims to the specified elements, steps or materials and those that do not materially affect the basic and novel characteristics of the claimed invention. All of the materials and methods embodying the invention described herein may be more specifically defined in alternative embodiments by any of the transitional terms "comprising," "consisting essentially of, and" consisting of, 823030a composition.

All percentages and ratios are by weight unless otherwise indicated. All percentages are calculated on the total composition unless otherwise indicated. Generally, unless expressly stated otherwise herein, "weight" or "amount" as used herein with respect to a percentage amount of an ingredient refers to the amount of the raw material that comprises the ingredient, where the raw material may be described herein as comprising less than and up to 100% active of the ingredient. Thus, "wt%" of an active agent in a composition is expressed as the amount of raw material used containing the active agent, and may or may not reflect the final percentage of the active agent, where the final percentage of active agent depends on the wt% of the active agent in the raw material.

All ranges and amounts given herein are intended to include subranges and amounts using any of the disclosed points as endpoints. Thus, a range of "1 to 10 weight percent," such as 2 to 8 weight percent, such as 3 to 5 weight percent, "is intended to encompass ranges of" 1 to 8 weight percent, "1 to 5 weight percent," "2 to 10 weight percent," and the like. Other than in the operating examples, or where otherwise indicated, all numbers, amounts, ranges, etc. are intended to be modified by the term "about", whether or not explicitly stated. Similarly, a given range of "about 1 to 10 weight%" is intended to modify the endpoints of 1 weight% and 10 weight% by the term "about," meaning within 10 weight% of the indicated number (e.g., "about 10 weight%" means 9-11 weight%, and "about 2 weight%" means 1.8-2.2 weight%). Further, it is understood that when amounts of components are given, it is intended to refer to the amount of active material unless specifically stated otherwise.

Notwithstanding that the numerical ranges and parameters setting forth the broad scope of the disclosure are approximations, the numerical values set forth in the specific examples are reported as precisely as possible unless otherwise indicated. Any numerical value, however, inherently contains certain errors necessarily resulting from the standard deviation found in their respective testing measurements. The following examples are intended to illustrate embodiments of the present disclosure, but are not intended to be limiting.

While the invention has been described with reference to a preferred embodiment, it will be understood by those skilled in the art that various changes may be made and equivalents may be substituted for elements thereof without departing from the scope of the invention. In addition, many modifications may be made to adapt a particular material to the teachings of the invention without departing from the essential scope thereof. Therefore, it is intended that the invention not be limited to the particular embodiment disclosed as the best mode contemplated for carrying out this invention, but that the invention will include all embodiments falling within the scope of the appended claims.

Claims

1. A composition comprising:

(A) A phenolic compound;

(B) At least one hydrotrope selected from

(1) The saccharification of the triterpenoid is carried out,

(2) The saccharification of the diterpenoid compounds is carried out,

or mixtures thereof.

2. The composition of claim 1, wherein the glycated triterpenoid is a compound having the following formula (I) or a derivative thereof:

wherein, the first and the second end of the pipe are connected with each other,

r1 represents a polyphenol group, and the compound has a structure shown in the specification,

r2 represents H or an OH group or a C1-6 alkyl group,

r3 and R4 independently represent H or C1-6 alkyl,

x is a number from 0 to 5,

y is 1 to 6.

3. The composition of claim 1, wherein the saccharified diterpenoid is a compound having the following formula (II):

wherein the content of the first and second substances,

r5 and R6 independently represent H or C1-6 alkyl,

r7 represents a polyphenol group, wherein R represents a polyphenol group,

n is a number from 1 to 5,

m is 0 to 5.

4. The composition of claim 2 wherein R1 represents the group- (O-Gal- (O-Gal) a) b, gal is a galactose residue, a is from 0 to 5 and b is from 1 to 5.

5. A composition according to claim 2, wherein R2 represents H or an OH group or a methyl group.

6. A composition according to claim 2, wherein R3 and R4 independently represent H or methyl.

7. A composition according to claim 3, wherein R5 and R6 independently represent H or methyl.

8. A composition according to claim 3, wherein R7 represents the group- (O-Gal- (O-Gal) c) d, gal is a galactose residue, c is from 0 to 5 and d is from 1 to 5.

9. The composition of claim 1, wherein the hydrotrope is selected from mogroside, stevioside, rebaudioside a, or mixtures thereof.

10. The composition of claim 1, wherein the phenolic compound is used in an amount of 0.01 to 10 weight percent based on the total weight of the composition.

11. The composition of claim 1, wherein the hydrotrope is used in an amount of 0.01 wt% to 25 wt%, preferably 4 wt% to 20 wt%, based on the total weight of the composition.

12. The composition of claim 1, wherein the phenolic compound is mangiferin.

13. The composition of claim 1, wherein the composition comprises

-a mangiferin-containing compound selected from the group consisting of mangiferin,

-a mixture of stevioside and rebaudioside a; and/or mogroside.

14. Method of caring for and/or making up keratin materials, in particular the skin, comprising the step of applying a composition as claimed in any one of the preceding claims 1 to 13.

15. Use of a hydrotrope as claimed in any one of claims 1 to 13 for stabilising phenolic compounds.