CN115414269A - Cosmetic supramolecular solution containing sesamol and preparation method and application thereof - Google Patents

Cosmetic supramolecular solution containing sesamol and preparation method and application thereof Download PDF

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Publication number
CN115414269A
CN115414269A CN202210929250.8A CN202210929250A CN115414269A CN 115414269 A CN115414269 A CN 115414269A CN 202210929250 A CN202210929250 A CN 202210929250A CN 115414269 A CN115414269 A CN 115414269A
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cyclodextrin
sesamol
solution
supramolecular
derivatives
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Inventor
传雅萍
王永亮
严嘉
刘蕊
甄文超
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Shaanxi Changxiang Pharmaceutical Co ltd
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Shaanxi Changxiang Pharmaceutical Co ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/738Cyclodextrins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/005Preparations for sensitive skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/008Preparations for oily skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers
    • A61K2800/522Antioxidants; Radical scavengers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/56Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/82Preparation or application process involves sonication or ultrasonication

Abstract

The invention discloses a cosmetic supramolecular solution containing sesamol and a preparation method and application thereof, wherein the supramolecular solution further comprises cyclodextrin and/or a cyclodextrin derivative, and the sesamol is included by the cyclodextrin and/or the cyclodextrin derivative. According to the technical scheme, the problem that the sesamol is difficult to apply in the field of cosmetics is solved by modifying the sesamol with cyclodextrin or cyclodextrin derivatives. The supermolecular solution not only keeps the original antioxidant performance of sesamol, but also has various effects of resisting inflammation, inhibiting bacteria, controlling oil, repairing and the like, and the additional effects also enable the purposes of the supermolecular solution to be more diversified, such as: can be used for preparing anti-inflammatory acne-removing skin care products, antibacterial skin care products, oil-controlling skin care products or repairing skin care products.

Description

Cosmetic supramolecular solution containing sesamol and preparation method and application thereof
Technical Field
The invention relates to the technical field of cosmetics, in particular to a supermolecular solution containing sesamol for cosmetics and a preparation method and application thereof.
Background
Sesamol is a natural fat-soluble lignan compound and has the chemical name of 3, 4-methylenedioxyphenol. Sesamol is an important component of aroma in sesame oil, and is a natural compound having antioxidant activity. Sesamol has very strong excellent bacteriostatic and antioxidant effects and is widely applied to the aspects of medicines, foods and the like, the antioxidant activity of sesamol is also shown in the aspect of obviously inhibiting the thermal degradation of lecithin hydrogen peroxide, and experiments show that only sesamol shows the antioxidant activity by respectively adding sesamol, tocopherol, BHT and ascorbic acid into lecithin hydrogen peroxide.
Oxidative stress is a condition in which the steady state in both the oxide and antioxidant is disturbed so that the amount of oxide present is greater than the amount of antioxidant present in the defense. The unstable appearance of cosmetics and the potential for the generation of excessive free radicals during food spoilage. In nature, these radicals are charged, unstable and highly active; these free radicals can cause cell damage and induce various diseases by oxidizing substances such as proteins, lipids and DNA, while natural antioxidants are useful for scavenging these free radicals, and have high safety and few side effects.
Sesamol is used as a natural antioxidant and has the function of eliminating excessive free radicals; however, the fat solubility of sesamol greatly reduces the application concentration of sesamol in different formulations, so that the sesamol cannot be added into a pure water formulation and an oil-free system, and the application of sesamol in cosmetics is limited.
The above is only for the purpose of assisting understanding of the technical solutions of the present invention, and does not represent an admission that the above is the prior art.
Disclosure of Invention
The invention mainly aims to provide a sesamol-containing supramolecular solution for cosmetics and a preparation method and application thereof, and aims to solve the problem that sesamol is difficult to apply to the field of cosmetics.
In order to achieve the purpose, the cosmetic supramolecular solution containing sesamol provided by the invention further comprises cyclodextrin and/or a cyclodextrin derivative, and the cyclodextrin and/or the cyclodextrin derivative is used for including the sesamol.
In one embodiment, the cyclodextrin derivative is selected from one or more of hydroxyethyl-cyclodextrin, hydroxypropyl-cyclodextrin, methyl-cyclodextrin, glucose-cyclodextrin.
In one embodiment, the supramolecular solution further includes a stabilizer selected from one or more of sodium bisulfite, citric acid, tartaric acid, ferulic acid, ascorbic acid, gallic acid, trans-p-tert-butylcyclohexanol, tert-butyl-4-hydroxyanisole, 2, 6-di-tert-butyl-p-cresol, tert-butylhydroquinone.
In one embodiment, the supramolecular solution further includes auxiliary additives other than water, selected from one or more of antioxidants, humectants, preservatives, antimicrobials, anti-irritants, skin lightening agents, whitening agents, cooling agents, emollients, skin rejuvenating agents, skin soothing agents, skin nutrients, epidermal growth promoters, surfactants, uv screeners, thickeners, dispersants, fragrances.
In one embodiment, the inclusion compound of sesamol and cyclodextrin and/or the inclusion compound of sesamol and a cyclodextrin derivative in the supramolecular solution is 25-60wt%, and the auxiliary additive is 5-50wt%.
In one embodiment, the antioxidant is selected from one or a combination of amino acids and derivatives thereof, imidazole and derivatives thereof, peptides and derivatives thereof, carotenoids, carotenes and derivatives thereof, chlorogenic acid and derivatives thereof, liponic acids and derivatives thereof, thiol compounds, tocopherols and derivatives thereof, vitamin a and derivatives thereof, vitamin E, tea polyphenols.
In an embodiment, the content of the antioxidant in the supramolecular solution is 0.2-5wt%.
The invention also provides a preparation method of the supramolecular solution, which is characterized by comprising the following steps:
s1: taking 10-30 parts by weight of sesamol, and dissolving and dispersing the sesamol by using 1-10 parts by weight of organic solvent to obtain sesamol dispersion liquid;
s2: taking 20-50 parts by weight of cyclodextrin and/or cyclodextrin derivatives, adding 50-70 parts by weight of water to dissolve and disperse the cyclodextrin and/or the cyclodextrin derivatives to obtain cyclodextrin dispersion liquid;
s3: mixing the sesamol dispersion liquid and the cyclodextrin dispersion liquid, carrying out ultrasonic treatment, and then removing the organic solvent to obtain a sesamol-cyclodextrin inclusion compound and/or a sesamol-cyclodextrin derivative inclusion compound.
In an embodiment, the method for preparing the supramolecular solution further includes the following steps: and (2) dissolving 1-3 parts by weight of stabilizer in 1-3 parts by weight of water, adding the dissolved stabilizer into the sesamol-cyclodextrin inclusion compound and/or the sesamol-cyclodextrin derivative inclusion compound obtained in the step (S3), and performing ultrasonic treatment until the solution is in a transparent or light brown solution state.
The invention also provides the use of the supramolecular solution described above for the preparation of cosmetics including, but not limited to: anti-inflammatory skin care products, antibacterial skin care products, oil control skin care products or anti-aging skin care products.
According to the technical scheme, the sesame phenol is modified by adopting the cyclodextrin or the cyclodextrin derivative, so that the problem that the sesame phenol is difficult to apply in the field of cosmetics is solved. Firstly, the water solubility of sesamol is improved by utilizing the inclusion performance and the hydrophilic performance of cyclodextrin or cyclodextrin derivatives, so that a water-soluble homogenized supramolecular solution is obtained, and the supramolecular solution can be applied to numerous dosage form systems of cosmetics; secondly, the supermolecule solution of the invention not only keeps the original oxidation resistance of sesamol, but also has a plurality of efficacies of anti-inflammation, bacteriostasis, oil control, repair and the like, and the additional efficacies also enable the purposes of the supermolecule solution of the invention to be more diversified, such as: can be used for preparing anti-inflammatory acne removing skin care products, antibacterial skin care products, oil control skin care products or repairing skin care products.
Drawings
In order to more clearly illustrate the embodiments or technical solutions of the present invention, the drawings used in the embodiments or technical solutions of the prior art will be briefly described below, it is obvious that the drawings in the following description are only some embodiments of the present invention, and for those skilled in the art, other drawings can be obtained according to the structures shown in the drawings without creative efforts.
Fig. 1 is a diagram of the state of the dosage form of the supramolecular solution of the invention after standing for 90 days at different temperatures;
fig. 2 is a skin purple test chart of volunteers in the oil control pore test of the present invention before applying the emulsion made of the supramolecular solution of the present invention;
FIG. 3 is a graph of a skin purple test of volunteers after 15 days of applying the emulsion made of the supramolecular solution of the present invention in an oil control pore test of the present invention;
FIG. 4 is a test chart of the skin red zone of volunteers in the oil control pore test of the present invention before applying the emulsion made of the supramolecular solution of the present invention;
FIG. 5 is a test chart of skin red zone after 15 days of volunteers applying the emulsion made of the supramolecular solution of the present invention in the oil control pore test of the present invention;
fig. 6 is a skin pore test pattern of volunteers applying the emulsion made of the supramolecular solution of the present invention in an oil control pore test of the present invention;
fig. 7 is a skin pore test pattern of volunteers after 15 days of applying the emulsion made of the supramolecular solution of the present invention in an oil control pore test of the present invention.
The reference numbers indicate:
the implementation, functional features and advantages of the present invention will be further described with reference to the accompanying drawings.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
It should be noted that, if the meaning of "and/or" is presented throughout, three parallel schemes are included, taking "a and/or B" as an example, and including the scheme a, or the scheme B, or the scheme that a and B satisfy simultaneously. In addition, technical solutions between various embodiments may be combined with each other, but must be realized by a person skilled in the art, and when the technical solutions are contradictory or cannot be realized, such a combination should not be considered to exist, and is not within the protection scope of the present invention.
The use of "including," "comprising," "containing," "having," or other variations thereof herein, is meant to encompass the non-exclusive inclusion, as such terms are not to be construed. The term "comprising" means that other steps and ingredients can be added which do not affect the end result. The term "comprising" also includes the terms "consisting essentially of and" consisting essentially of 82303030A ". The compositions and methods/processes of the present invention comprise, consist of, and consist essentially of the essential elements and limitations described herein, as well as any of the additional or optional ingredients, components, steps, or limitations described herein. All numbers or expressions referring to quantities of ingredients, process conditions, etc. used in the specification and claims are to be understood as modified in all instances by the term "about". All ranges directed to the same component or property are inclusive of the endpoints, and the endpoints are independently combinable. Because these ranges are continuous, they include every value between the minimum and maximum values. It should also be understood that any numerical range recited herein is intended to include all sub-ranges within that range. As used herein, "parts by weight," "parts by mass," or "parts by mass" are used interchangeably and can be any fixed weight expressed in milligrams, grams, or kilograms (e.g., 1mg, 1g, 2g, 5g, or 1kg, etc.). For example, a composition consisting of 1 part by weight of component a and 9 parts by weight of component b may be a composition consisting of 1g of component a +9 g of component b, or 10 g of component a +90 g of component b.
The raw materials and equipment used in the invention are common raw materials and equipment in the field if not specified; the methods used in the present invention are conventional in the art unless otherwise specified. Unless otherwise defined, terms used in the present specification have the same meaning as those generally understood by those skilled in the art, but in case of conflict, the definitions in the present specification shall control.
Cyclodextrin (CD) is a generic name for a series of cyclic oligosaccharides produced by amylose under the action of Cyclodextrin glucosyltransferase produced by Bacillus, and generally contains 6-12D-glucopyranose units. Cyclodextrin has a hydrophobic inner cavity and a hydrophilic surface, has unique inclusion performance, and can form an inclusion compound with various guest molecules through weak interaction, so that the physicochemical properties of the guest molecules are changed.
The invention provides a cosmetic supramolecular solution containing sesamol.
In an embodiment of the present invention, the supramolecular solution includes sesamol and cyclodextrin and/or a cyclodextrin derivative, the cyclodextrin and/or the cyclodextrin derivative includes sesamol, the formed sesamol-cyclodextrin inclusion compound is a supramolecular structure with sesamol as a guest molecule and cyclodextrin as a host molecule, and the formed sesamol-cyclodextrin derivative inclusion compound is a supramolecular structure with sesamol as a guest molecule and cyclodextrin derivative as a host molecule. It is understood that the supramolecular solution further comprises a hydrophilic solvent, and the formed inclusion compound is uniformly dispersed in the hydrophilic solvent, wherein the hydrophilic solvent can be water and/or polyol.
From a technical point of view, supramolecules are molecular aggregates formed on the basis of non-covalent intermolecular interactions. In the invention, due to the cavity structure of the cyclodextrin and/or the cyclodextrin derivative, the sesamol is just in the cavity, and the structure formed by the two is a structural molecule which is not combined by a covalent bond; therefore, the structure obtained in the process of clathrating sesamol by cyclodextrin and/or cyclodextrin derivative is supramolecule, and the obtained solution is also called supramolecule solution. The obtained supramolecular solution not only can embody the performance of single molecules of sesamol, cyclodextrin and/or cyclodextrin derivatives, but also can show the unique properties which the single molecules do not have.
According to the technical scheme, the problem that the sesamol is difficult to apply in the field of cosmetics is solved by modifying the sesamol with cyclodextrin or cyclodextrin derivatives. Firstly, the water solubility of sesamol is improved by utilizing the inclusion performance and the hydrophilic performance of cyclodextrin or cyclodextrin derivatives, so that a water-soluble homogenized supramolecular solution is obtained, and the supramolecular solution can be applied to a plurality of dosage form systems of cosmetics; secondly, the supramolecular solution disclosed by the invention not only keeps the original oxidation resistance of sesamol, but also has various effects of resisting inflammation, inhibiting bacteria, controlling oil, repairing and the like, and the additional effects enable the applications of the supramolecular solution disclosed by the invention to be more diversified, for example: can be used for preparing anti-inflammatory acne-removing skin care products, antibacterial skin care products, oil-controlling skin care products or repairing skin care products.
According to the supramolecular solution disclosed by the invention, the sesamol can be directly extracted from sesame; or the piperlongumine is obtained by full synthesis starting from piperylamine, or is obtained by semi-synthesis starting from heliotropin; the above extraction or synthesis method can adopt the extraction method and synthesis method commonly used by those skilled in the art, and will not be detailed here. In one embodiment, a first acquisition method is employed; as the sesame oil contains sesamin, sesamolin and other compounds besides sesamol, wherein both the sesamolin and the sesamolin have antioxidant effect, and the sesamolin also has antiviral, bactericidal and other effects, the sesamol extract directly extracted from sesame inevitably contains a small amount of sesamol, sesamolin and other components besides sesamol, and the sesamol, the sesamolin and other components are compounded together and are wrapped with cyclodextrin/cyclodextrin derivatives, so that the supermolecular solution has more effects, and the application range of the supermolecular solution is wider.
In the above embodiments, the cyclodextrin is selected from one or more of alpha-cyclodextrin, beta-cyclodextrin, and gamma-cyclodextrin. The cyclodextrin derivative is selected from one or more of cyclodextrin ether derivatives, cyclodextrin ester derivatives, bridged cyclodextrin, cyclodextrin cross-linked polymer and functional group embedding modified cyclodextrin, preferably, the cyclodextrin derivative is selected from functional group embedding modified cyclodextrin, and particularly, the cyclodextrin derivative is selected from one or more of hydroxyethyl-cyclodextrin, hydroxypropyl-cyclodextrin, methyl-cyclodextrin and glucose-cyclodextrin. The water solubility of the derivative formed by introducing glucose, hydroxypropyl, hydroxyethyl or methyl into the cyclodextrin molecule is obviously improved, and the solubility of the corresponding inclusion compound in water is also obviously improved.
The source of the cyclodextrin and the cyclodextrin derivative is not particularly limited in the present invention, and the cyclodextrin derivative can be prepared by a known method or can be purchased commercially.
Further, the supramolecular solution further comprises a stabilizer, wherein the stabilizer is used for stabilizing the dosage form of the supramolecular solution and playing a role in light stabilization; the stabilizer is one or more selected from sodium bisulfite, citric acid, tartaric acid, ferulic acid, ascorbic acid, gallic acid, trans-p-tert-butylcyclohexanol, tert-butyl-4-hydroxyanisole, 2, 6-di-tert-butyl-p-cresol, and tert-butylhydroquinone.
The source of the stabilizer in the present invention is not particularly limited, and it can be prepared by a known method or commercially available.
Still further, the supramolecular solution may include additional additives other than water, selected from one or more of antioxidants, antioxidant synergists, moisturizers, preservatives, antimicrobials, anti-irritants, skin lightening agents, whitening agents, cooling agents, emollients, skin rejuvenating agents, skin soothing agents, skin nutrients, epidermal growth promoters, surfactants, UV filters, UV screeners, thickeners, dispersants, fragrances.
The content of the sesamol-cyclodextrin inclusion compound and/or the sesamol-cyclodextrin derivative inclusion compound in the supramolecular solution is 25-60wt%, namely the content of the sesamol-cyclodextrin and/or the sesamol-cyclodextrin derivative inclusion compound is 25wt%, 40wt%, 60wt% or any value therebetween, and the content of the auxiliary additive is 5-50wt%, namely the content of the auxiliary additive is 5wt%, 25wt%, 50wt% or any value therebetween.
It will be appreciated that the additive adjuvants of the embodiments of the present invention may include, but are not limited to, one or more of the components listed above, as well as other components not listed in the present embodiment but known to those skilled in the art, and those skilled in the art may formulate other components depending on the particular product being prepared from the supramolecular solution.
In one embodiment, the supramolecular solution further comprises a thickening agent, a surfactant, a preservative, an antioxidant, and an antioxidant synergist in addition to the inclusion compound of sesamol and cyclodextrin/cyclodextrin derivative, the hydrophilic solvent, and the stabilizer.
Wherein the antioxidant is selected from one or a combination of amino acids and derivatives thereof, imidazole and derivatives thereof, peptides and derivatives thereof, carotenoids, carotenes and derivatives thereof, chlorogenic acid and derivatives thereof, liponic acid and derivatives thereof, thiol compounds, tocopherol and derivatives thereof, vitamin A and derivatives thereof, vitamin E, and tea polyphenols.
The content of the antioxidant in the supramolecular solution is 0.01-20wt%; further, the content of the antioxidant in the supramolecular solution is 0.05-10wt%; more preferably, the content of the antioxidant in the supramolecular solution is 0.2-5wt%, i.e. the content of the antioxidant is 0.2wt%, 2wt%, 5wt% or any value in between.
The antioxidant synergist is one or more selected from citric acid, tartaric acid, ascorbic acid and sodium thiosulfate.
In addition, the surfactant, the preservative, the antioxidant, and the thickener are not particularly limited in the present invention, and may be prepared by a known method or may be commercially available, as long as the surfactant, the preservative, the antioxidant, and the thickener are known to those skilled in the art.
The invention also provides a preparation method of the supermolecule solution, which comprises the following steps:
s1: taking 10-30 parts by weight of sesamol, and dissolving and dispersing the sesamol by using 1-10 parts by weight of organic solvent to obtain sesamol dispersion liquid;
s2: taking 20-50 parts by weight of cyclodextrin and/or cyclodextrin derivative, adding 50-70 parts by weight of water to dissolve and disperse the cyclodextrin and/or the cyclodextrin derivative to obtain cyclodextrin dispersion liquid;
s3: mixing the sesamol dispersion liquid and the cyclodextrin dispersion liquid, carrying out ultrasonic treatment, and then removing the organic solvent under the reduced pressure condition to obtain the sesamol-cyclodextrin inclusion compound and/or the sesamol-cyclodextrin derivative inclusion compound. In one embodiment, the organic solvent is ethanol.
More specifically, the method for preparing the supramolecular solution further comprises the following steps, namely step S4: taking 1-3 parts by weight of stabilizer, dissolving in 1-3 parts by weight of water dispersion, adding into the sesamol-cyclodextrin and/or the sesamol-cyclodextrin derivative inclusion compound obtained in S3, and performing ultrasonic treatment until the solution is in a transparent or light brown solution state.
It should be noted that, when other component auxiliaries or additives are required to be compounded into the supramolecular solution system, the other component auxiliaries or additives may be added to the sesamol-cyclodextrin or cyclodextrin derivative inclusion compound obtained in S3 together with the stabilizer in the operation of step S4.
The invention also proposes the use of the supramolecular solution described above for the preparation of cosmetics including, but not limited to, those with the following effects: anti-inflammatory skin care products, antibacterial skin care products, oil control skin care products or anti-aging skin care products.
Because the skin care product has one or more of facial cleanser, toner, emulsion, essence, cream and sunscreen cream, the basic formula and the functional raw materials of different skin care products are different. Alternative combination elements include, but are not limited to, the following components:
the facial cleanser comprises cetyl alcohol, isopropyl fatty acid ester, glycerol, sodium lauryl sulfate, glyceryl monostearate and deionized water.
The toner comprises propylene glycol, polyethylene glycol 400, butanediol, polyoxyethylene sorbitan monolaurate, polyoxyethylene polyoxypropylene block copolymer, ethanol and deionized water.
The essence comprises xanthan gum, disodium ethylene diamine tetraacetate, glycerol, butanediol, trehalose, water-soluble jojoba oil, rose hydrosol and deionized water.
The emulsion comprises caprylic/capric triglyceride, isopropyl palmitate, stearic acid, cetyl alcohol, glyceryl stearate, glycerol, 1, 3-butylene glycol, allantoin and deionized water.
The cream comprises glyceryl monostearate, hexadecanol-octadecanol, lanolin, white mineral oil 18, tween-80, tween-60, mel, glycerol and deionized water.
The sunscreen cream comprises carbomer 940, glycerol, triethanolamine (99%), PVP (polyvinylpyrrolidone), tetrasodium ethylenediamine tetraacetate, benzophenone-4 and deionized water.
Of course, the skin care product in the embodiment of the present invention may also be a product not mentioned above, but existing in the prior art, and is not limited herein.
The properties and applications of the supramolecular solution of the present invention will be further illustrated with reference to the following examples. It is to be understood that the following description is only exemplary, and not restrictive of the invention. Unless otherwise indicated, the starting materials and reagents used in the examples are all commercially available materials or prepared by known methods.
Example 1
The formulation of the supramolecular solution is as follows:
Figure BDA0003780929760000091
Figure BDA0003780929760000101
the preparation steps of the supramolecular solution are as follows:
s1: at normal temperature and pressure, 30 parts of sesamol is taken, and 5 parts of ethanol is used for dissolving and dispersing the sesamol to obtain a sesamol dispersion liquid.
S2: taking 50 parts of methyl-cyclodextrin, adding 60 parts of water to dissolve and disperse the methyl-cyclodextrin to obtain cyclodextrin dispersion liquid;
s3: and (3) mixing the sesamol dispersion liquid obtained in the step (S1) and the cyclodextrin dispersion liquid obtained in the step (S2), performing ultrasonic treatment for 2 hours at the ultrasonic frequency of 20.5kHz, and removing ethanol under the reduced pressure condition after the ultrasonic treatment is finished to obtain the sesamol-cyclodextrin derivative inclusion compound.
S4: taking 2 parts of sodium bisulfite, dispersing and dissolving with 2 parts of pure water, adding the sodium bisulfite and 5 parts of 1, 3-propylene glycol into the sesamol-cyclodextrin derivative inclusion compound obtained in S3, and carrying out ultrasonic treatment until the solution is in a transparent or light brown solution state.
Application efficacy testing
(1) Stability test
Referring to FIG. 1, 5 aliquots of the above prepared supramolecular solution were added to 5 tubes of 10ml, and the resulting mixture was allowed to stand at-15 deg.C, 4 deg.C, 45 deg.C (without light), and-15 deg.C/45 deg.C (gradually increasing the temperature from low to high) for 90 days.
Observing the color of each test tube in figure 1, the supramolecular solution disclosed by the invention is placed at the temperature of-15-45 ℃ for 90 days, the solution is always clear, and the stability of the dosage form can be maintained.
(2) Free radical (DPPH) scavenging Capacity test
The experimental principle is as follows: 1, 1-diphenyl-2-trinitrophenylhydrazine (DPPH for short) is a stable long-life free radical, and the ethanol solution of the free radical is dark purple and has strong absorption near 517 nm. In the presence of the free radical scavenger, the DPPH ethanol solution absorbs less light due to its one-electron pairing. The degree of discoloration of the DPPH ethanol solution is linear with the number of electrons it receives, and thus the ability of the test sample to scavenge free radicals, i.e., the magnitude of antioxidant activity, can be evaluated.
The instrument comprises the following steps: an analytical balance, a liquid-transfering gun, a timer, an ultrasonic cleaner and an ultraviolet-visible spectrophotometer.
Experimental reagent: 0.12mg/mL DPPH ethanol solution (prepared from 1, 1-diphenyl-2-trinitrophenylhydrazine, 95% ethanol), supramolecular solution (prepared in example 1), vitamin E, blueberry procyanidins.
Wherein, 0.12mg/mL DPPH ethanol solution needs to be prepared as before, and the preparation method is as follows: weighing 1.2mg of 1, 1-diphenyl-2-trinitrophenylhydrazine in a 10mL volumetric flask, adding a proper amount of 95% ethanol, performing ultrasonic treatment for 5min to fully dissolve the 1, 1-diphenyl-2-trinitrophenylhydrazine, then performing constant volume to 10mL by using 95% ethanol, and storing the solution in a dark place for 4h as an effective period.
The experimental method comprises the following steps:
diluting the test substance (supramolecular solution, vitamin E and blueberry procyanidine) into sample solutions with a plurality of concentration gradients by using water; sequentially adding the reaction solution into a test tube, shaking up gently, and standing at room temperature for 5min; each reaction solution was then transferred to a cuvette and the absorbance was measured at 517 nm.
Table 1: component distribution ratio of each measurement item in measurement process
Figure BDA0003780929760000111
And (4) calculating a result:
Figure BDA0003780929760000112
in the formula:
t-light absorption value of the sample tube, namely the light absorption value of the solution after the sample reacts with DPPH;
T 0 -sample background absorbance;
C-DPPH tube light absorption value, namely the light absorption value of DPPH solution when no sample is added;
C 0 -background absorbance of solvent.
The supramolecular solution prepared in example 1 was used as an experimental group, vitamin E and blueberry procyanidin were used as a control group 1 and a control group 2, respectively, and the free radical scavenging ability of the experimental group, the control group 1 and the control group 2 was measured according to the above experimental method, and the test results were as follows:
table 2: free radical clearance rate of sample solutions of experimental group, control group 1 and control group 2 under different concentration gradients
Figure BDA0003780929760000121
As can be seen from table 2, the free radical scavenging rate of the sample solution of the experimental group is higher than that of the sample solutions of the control group 1 and the control group 2 under the same concentration gradient, i.e. compared with vitamin E and blueberry procyanidin, the free radical scavenging efficiency of the supramolecular solution of the present invention is higher, which also reflects that the supramolecular solution of the present invention has more excellent antioxidant capacity compared to common natural antioxidants.
(3) Test for bacteriostatic Activity
The present invention adopts the supramolecular solution obtained in example 1 to respectively treat 5 cosmetic spoilage bacteria according to cosmetic detection specifications and according to the test standards of inhibition zone, MIC (minimum inhibitory concentration) and MBC (minimum bactericidal concentration): the tests of bacteriostasis experiments on aspergillus niger, escherichia coli, staphylococcus aureus, staphylococcus albus and pseudomonas aeruginosa are carried out. The test results are shown in the following table:
table 3: bacteriostatic performance test of supramolecular solution of example 1
Figure BDA0003780929760000131
As can be seen from Table 3, the supramolecular solution disclosed by the invention has certain antibacterial effect on Aspergillus niger, escherichia coli, staphylococcus aureus, staphylococcus albus and Pseudomonas aeruginosa: the MBC of 5 putrefying bacteria is 2.5mg/mL; the MIC for escherichia coli and pseudomonas aeruginosa is 1.25mg/mL, and the MIC for other 3 putrefying bacteria is 2.5mg/mL; the supermolecule solution has the most obvious bacteriostatic effect on escherichia coli, and the bacteriostatic zone is as high as 24.7mm.
(4) Oil control capillary testing
The supramolecular solution prepared in example 1 was formulated into an emulsion formulation, wherein the content of supramolecular solution was 4-6wt%.
The oil control and pore reduction efficacy of the emulsion prepared from the supramolecular solution is evaluated by selecting 25 volunteers with different ages and sexes, each volunteer is smeared once in the morning and at the evening every day, the evaluation of each volunteer is summarized after 15 days, and the average value result of the skin color data of the emulsion prepared from the supramolecular solution is shown in fig. 2-7.
Referring to fig. 2 and 3, fig. 2 and 3 are comparison graphs of the condition of the skin purpurin before and after the emulsion of the present invention is applied to volunteers, and the values of the purpurin in fig. 2 and 3 are 438 and 200, respectively, so that the skin care product prepared by the supramolecular solution of the present invention has significant effects of improving skin inflammation and controlling oil.
With reference to fig. 4 and 5, fig. 4 and 5 are graphs comparing the red color zone of the skin of the volunteer before and after using the emulsion of the present invention, and the numerical values of the red color zone of fig. 4 and 5 are 156 and 103, respectively, and fig. 4 and 5 further prove that the skin care product made of the supramolecular solution of the present invention has the effects of improving skin inflammation and controlling oil.
Referring to fig. 6 and 7, fig. 6 and 7 are comparison graphs of skin pores before and after the emulsion of the present invention is applied to volunteers, respectively, and the pore values of fig. 6 and 7 are 904 and 714, respectively, so that the skin care product prepared by the supramolecular solution of the present invention has the effect of pore refinement.
The foregoing examples are merely illustrative and serve to explain some of the features of the method of the present invention. The appended claims are intended to claim as broad a scope as is contemplated, and the examples presented herein are merely illustrative of selected implementations in accordance with all possible combinations of examples. Accordingly, it is applicants' intention that the appended claims are not to be limited by the choice of examples illustrating features of the invention. Also, where numerical ranges are used in the claims, subranges therein are included, and variations in these ranges are also to be construed as possible being covered by the appended claims.

Claims (10)

1. The cosmetic supramolecular solution containing sesamol is characterized by further comprising cyclodextrin and/or a cyclodextrin derivative, wherein the cyclodextrin and/or the cyclodextrin derivative is used for including the sesamol.
2. The supramolecular solution as claimed in claim 1, wherein said cyclodextrin derivative is selected from one or more of hydroxyethyl-cyclodextrin, hydroxypropyl-cyclodextrin, methyl-cyclodextrin, glucose-cyclodextrin.
3. The supramolecular solution as claimed in claim 1, further comprising a stabilizer selected from one or more of sodium bisulfite, citric acid, tartaric acid, ferulic acid, ascorbic acid, gallic acid, trans-p-tert-butylcyclohexanol, tert-butyl-4-hydroxyanisole, 2, 6-di-tert-butyl-p-cresol, tert-butylhydroquinone.
4. The supramolecular solution as claimed in claim 1, further comprising auxiliary additives other than water, selected from one or more of antioxidants, humectants, preservatives, antimicrobials, anti-irritants, skin lightening agents, whitening agents, cooling agents, emollients, skin rejuvenating agents, skin soothing agents, skin nutrients, epidermal growth promoters, surfactants, uv screening agents, thickeners, dispersants, fragrances.
5. The supramolecular solution as claimed in claim 4, wherein the inclusion compound of sesamol and cyclodextrin and/or the inclusion compound of sesamol and a cyclodextrin derivative is present in an amount of 25-60wt% and the auxiliary additive is present in an amount of 5-50wt%.
6. The supramolecular solution as claimed in claim 4 or 5, wherein said antioxidant is selected from one or a combination of amino acids and derivatives thereof, imidazoles and derivatives thereof, peptides and derivatives thereof, carotenoids, carotenes and derivatives thereof, chlorogenic acids and derivatives thereof, liponic acids and derivatives thereof, thiol compounds, tocopherols and derivatives thereof, vitamin A and derivatives thereof, vitamin E, tea polyphenols.
7. The supramolecular solution as claimed in claim 6, wherein said antioxidant is present in said supramolecular solution in an amount of from 0.2 to 5% by weight.
8. A method of preparing supramolecular solution as claimed in any of claims 1 to 7, characterized by comprising the steps of:
s1: taking 10-30 parts by weight of sesamol, and dissolving and dispersing the sesamol by using 1-10 parts by weight of organic solvent to obtain sesamol dispersion liquid;
s2: taking 20-50 parts by weight of cyclodextrin and/or cyclodextrin derivative, adding 50-70 parts by weight of water to dissolve and disperse the cyclodextrin and/or the cyclodextrin derivative to obtain cyclodextrin dispersion liquid;
s3: mixing the sesamol dispersion liquid and the cyclodextrin dispersion liquid, carrying out ultrasonic treatment, and then removing the organic solvent to obtain the sesamol-cyclodextrin inclusion compound and/or the sesamol-cyclodextrin derivative inclusion compound.
9. The method for preparing supramolecular solutions as claimed in claim 8, further comprising the steps of: taking 1-3 parts by weight of stabilizer, dissolving in 1-3 parts by weight of water dispersion, adding into the sesamol-cyclodextrin inclusion compound and/or the sesamol-cyclodextrin derivative inclusion compound obtained in S3, and performing ultrasonic treatment until the solution is in a transparent or light brown solution state.
10. Use of the supramolecular solution as claimed in any one of claims 1 to 7 for the preparation of cosmetic products including but not limited to the following: anti-inflammatory skin care products, antibacterial skin care products, oil control skin care products or anti-aging skin care products.
CN202210929250.8A 2022-08-03 2022-08-03 Cosmetic supramolecular solution containing sesamol and preparation method and application thereof Pending CN115414269A (en)

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