CN111631986B - Method for purifying plant active ingredients and application of plant active ingredients in cosmetics - Google Patents

Method for purifying plant active ingredients and application of plant active ingredients in cosmetics Download PDF

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CN111631986B
CN111631986B CN202010581504.2A CN202010581504A CN111631986B CN 111631986 B CN111631986 B CN 111631986B CN 202010581504 A CN202010581504 A CN 202010581504A CN 111631986 B CN111631986 B CN 111631986B
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不公告发明人
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Hexi (Guangzhou) Biotechnology Co.,Ltd.
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/592—Mixtures of compounds complementing their respective functions
    • A61K2800/5922—At least two compounds being classified in the same subclass of A61K8/18
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
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Abstract

The invention provides a method for purifying plant active ingredients, which comprises the following steps: s1, pretreatment: adding NaOH solution into Augusman resin, adjusting pH, stirring, mixing, standing, separating, washing organic phase with water, and drying; s2, supercritical fluid extraction, wherein the extraction conditions are as follows: extraction pressure: 6-12 MPa; the extraction temperature is as follows: 32-40 ℃; CO 22Flow rate: 7-12L/h; extraction time: 1.5-2.5 h; the entrainer is 1-butyl-3-methylimidazole hexafluorophosphate, and the addition amount of the entrainer is 1-5 wt% of the Augusman resin; s3, purifying the extract: adding the extract obtained in the step S2 into ionic liquid, and introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, drying and filtering to obtain the Oregamann resin extract. The cosmetic has good anti-aging, anti-oxidation and wrinkle-removing effects.

Description

Method for purifying plant active ingredients and application of plant active ingredients in cosmetics
Technical Field
The invention relates to the technical field of cosmetics, in particular to a method for purifying plant active ingredients and application of the plant active ingredients in cosmetics.
Background
The ancient trees, namely the red walnut, are called as sandalwood, belong to the olive family (Burseraceae), the genus Aucoumaea (Aucoumaea), are mainly distributed in the countries of the middle Africa, the West Africa and the southeast Asia, the wooden pipe holes of the red walnut are fine and uniform in structure, the wood is warm and smooth in color and luster, bright in color, soft in luster, fine and smooth like jade, strong in deformation resistance, light wood fragrance exists on the newly-cut red walnut, the wood grains are natural straight grains, flawless, knotless, traceless and smooth in hand feeling. The growth speed of the red walnut wood is slow and reaches 25-35 m, and the diameter reaches 2-2.5 m.
The Oregaman resin contains abundant volatile oil, contains carene as main component, accounts for above 70% of the volatile oil, and comprises p-cymene, limonene, terpinolene, etc.; the non-volatile material is a phenolic material.
Ionic liquids have become a research hotspot in the chemical and chemical industries, and have attracted extensive interest. Because of their excellent physical and chemical properties, they are highly promising as alternative solvents to overcome the drawbacks of conventional organic solvents. The ionic liquid is organic salts which are completely composed of anions and cations and are in liquid state at room temperature or close to room temperature, has strong dissolving capacity and wide range, and is an excellent solvent of a plurality of polar or nonpolar organic matters and inorganic matters; has negligible vapor pressure and does not volatilize at higher temperatures; has suitable density and viscosity; no combustion, no oxidation and good thermal stability; the physicochemical properties can be designed by replacing anions and cations and changing the length of an alkyl chain. Ionic liquids based on imidazolyl cations are particularly attractive due to their stability to air and water and their wide liquid range (about 300 ℃ C. and 400 ℃ C.).
Supercritical fluid extraction refers to a separation operation in which a supercritical fluid is used as a solvent to extract soluble components from a solid or liquid. When natural products are extracted by supercritical extraction, CO is generally used2Used as an extracting agent. This is because: a) the critical temperature and critical pressure are low (Tc is 31.1 ℃, Pc is 7.38MPa), the operation condition is mild, and the damage to the effective components is less, so the method is particularly suitable for processing high-boiling-point heat-sensitive substances, such as essence, spice, grease, vitamin and the like; b) CO 22Can be regarded as a non-toxic, cheap organic solvent similar to water; c) CO 22The product is stable, nontoxic, non-combustible, safe and environment-friendly in the using process, and can avoid the oxidation of the product; d) CO 22The extract of (A) contains no nitrate and harmful heavy metals, and has no residue of harmful solvent; e) in supercritical CO2During extraction, the extracted substance can be separated out by reducing the pressure or increasing the temperature of the supercritical fluid extractor without repeated extraction operation, so that the supercritical CO is obtained2The extraction process is simple. At present, the extractant CO is generally increased or decreased by adding corresponding entrainers according to the polarity of the extracted substances2Thereby increasing the polarity of the natural product in CO2Solubility in (c). The entrainer commonly used at present comprises water, petroleum ether, ethyl acetate, ethanol and the like, and a precedent that ionic liquid is adopted as the entrainer of the supercritical fluid extraction technology is not provided for a while.
Disclosure of Invention
In view of the above-mentioned drawbacks of the prior art, one of the technical problems to be solved by the present invention is to provide a method for purifying plant active ingredients; secondly, providing the Augustine tree resin extract prepared by the method; thirdly, provides a wrinkle-removing and anti-aging emulsion which comprises the above Oregamann resin extract.
When natural products are extracted by supercritical extraction, CO is generally used2Used as an extracting agent. Because of mild operation conditions and little damage to effective components, the method is particularly suitable for processing high-boiling-point heat-sensitive substances, and CO2Non-toxic and cheap organic solvent similar to water, stable, non-toxic, non-combustible, safe and non-polluting in use, and can avoid oxidation of product, CO2The extract of (A) contains no nitrate and harmful heavy metals, and has no harmful solvent residue. At present, the extractant CO is generally increased or decreased by adding corresponding entrainers according to the polarity of the extracted substances2Of (c) is used. The ionic liquid is organic salts which are completely composed of anions and cations and are liquid at room temperature or close to room temperature, the organic salts have strong dissolving capacity and wide range, the organic salts and the inorganic salts are excellent solvents of a plurality of polar or nonpolar organic matters, the imidazolyl ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate is a typical dialkyl ionic liquid, has good solubility on polar substances or nonpolar substances, and can increase CO as an entrainer2The extraction efficiency of the solvent on the Augusman resin; the 1-propyl-3-methylimidazole tetrafluoroborate is another common imidazole ionic liquid, the polarity of the imidazole ionic liquid can be obviously improved by introducing carbon dioxide into the imidazole ionic liquid, polar impurities such as salts and the like in the Oregaman resin extract are extracted, the Oregaman resin extract is further purified, and meanwhile, the introduction of the carbon dioxide is stopped, and the 1-propyl-3-methylimidazole tetrafluoroborate ionic liquid is heated to return to the common ionic liquid, so that the imidazole tetrafluoroborate ionic liquid is separated from water, can be repeatedly used, and is environment-friendly.
The technical scheme of the invention is realized as follows:
the invention provides a method for purifying plant active ingredients, namely a method for preparing an Ouguman resin extract, which comprises the following steps:
s1, pretreatment: adding NaOH solution into Augusman resin, adjusting pH to 8-10, stirring, mixing, standing, separating, washing organic phase with water, and drying;
s2, supercritical fluid extraction, wherein the extraction conditions are as follows: extraction pressure: 6-12 MPa; the extraction temperature is as follows: 32-40 ℃; CO 22Flow rate: 7-12L/h; extraction time: 1.5-2.5 h; entrainersIs 1-butyl-3-methylimidazolium hexafluorophosphate, and the addition amount is 1-5 wt% of the Oregaman resin;
s3, purifying the extract: adding the extract obtained in the step S2 into ionic liquid, and introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, drying and filtering to obtain the Oregamann resin extract.
Preferably, the preparation method of the augustum resin extract comprises the following steps:
s1, pretreatment: adding NaOH solution into Augusman resin, adjusting pH to 8-10, stirring, mixing, standing, separating, washing organic phase with water, adding desiccant, and drying;
s2, supercritical fluid extraction: extracting the Auguman resin treated in the step S1 by adopting a supercritical fluid extraction technology;
extraction conditions are as follows: extraction pressure: 6-12 MPa; the extraction temperature is as follows: 32-40 ℃; CO 22Flow rate: 7-12L/h; extraction time: 1.5-2.5 h; the entrainer is 1-butyl-3-methylimidazole hexafluorophosphate, and the addition amount of the entrainer is 1-5 wt% of the Augusman resin;
s3, purifying the extract: adding 10mL of the extract obtained in the step S2 into 30-70mL of ionic liquid, and introducing CO2，CO2Introducing at a speed of 1-2mL/min for 3-10min, oscillating, and stopping introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, adding a drying agent, drying and filtering to obtain the Oregamann resin extract.
As a further improvement of the invention, the NaOH solution in step S1 has a concentration of 1-2 mol/L.
As a further improvement of the present invention, the extraction conditions in step S2 are: extraction pressure: 10 MPa; the extraction temperature is as follows: 36 ℃; CO 22Flow rate: 10L/h; extraction time: 2 h; the entrainer is 1-butyl-3-methylimidazole hexafluorophosphate, and the addition amount is 3 wt%.
As a further improvement of the invention, the ionic liquid in step S3 is treated by adding into the high-polarity ionic liquidAdding water, heating to 45-55 deg.C, returning high-polarity ionic liquid to common ionic liquid, fully oscillating, standing for layering, separating liquid, removing water layer, adding desiccant, drying, and filtering to obtain the final product; the ionic liquid is 1-propyl-3-methylimidazole tetrafluoroborate; the CO is2The amount of the catalyst is 1-2 mL/min.
As a further improvement of the invention, the drying agent is one or a mixture of more of magnesium sulfate, sodium sulfate and anhydrous copper sulfate.
When the anhydrous copper sulfate is mixed with other drying agents, the mixture can be dried to be used as an indicator, and if the drying agent does not turn blue, the surface liquid can be dried and can be directly obtained after filtration.
The invention further protects the Augustan resin extract prepared by the preparation method.
The invention further protects the application of the Augustine tree resin extract in cosmetics.
The invention further provides a wrinkle-removing and anti-aging emulsion, which comprises the above Oregamann resin extract as raw material.
As a further improvement of the invention, the addition amount of the Oregamann resin extract is 1-10 wt%.
As a further improvement of the invention, the raw materials also comprise 1-3 wt% of macadamia nut seed oil.
The raw materials of the wrinkle-removing and anti-aging emulsion comprise 4-8 wt% of Augusta resin extract and 1-3 wt% of macadamia nut seed oil.
The invention has the following beneficial effects: firstly, carrying out alkali liquor soaking and washing on the Augusman resin to remove alkali-soluble impurities in the Augusman resin, and laying a foundation for subsequent extraction work;
the invention is to supercritical CO2Entrainer imidazolyl ionic liquid 1-butyl-3-methylimidazole hexafluorophosphate is added into fluid extraction liquid to enhance supercritical CO2The fluid has solubility for effective components in the resin, so as to extract most effective components of Orumann resin, including carene, p-cymene, limonene, terpinolene, terpineol, and phenolsThe extraction efficiency of the supercritical fluid extraction technology is greatly improved, the extraction time is shortened, and the cost is saved;
the invention can adjust the polarity of the ionic liquid by introducing carbon dioxide to extract polar substances in the extraction liquid, thereby extracting water-soluble impurities in the extraction liquid, heating the extracted high-polarity ionic liquid to return to the common ionic liquid, adding water, oscillating, and extracting the polar substances dissolved in the ionic liquid to a water layer, thereby realizing the reuse of the ionic liquid;
the Augusman resin extract prepared by the invention has good effects of resisting aging, resisting oxidation, removing wrinkles, resisting bacteria and diminishing inflammation, can be used as a raw material to be applied to cosmetics, and has a synergistic effect after being added with macadamia nut seed oil.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all 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.
1-propyl-3-methylimidazolium tetrafluoroborate, the structural formula is as follows:
Figure GDA0002987770430000071
the preparation method is shown in the following documents: ionic liquids of imidazole like Yuanzhi, Cai Yuan, Huangdeying [ PMIm ]]Synthesis and characterization of BF4]，Science&Technology Information，2010,35：68,91。
1-butyl-3-methylimidazolium hexafluorophosphate, the structural formula is as follows:
Figure GDA0002987770430000072
the preparation method is shown in the following documents: ionic liquid [ Bmim ] of Sinkiang Phoebia, Deng Tianlong, Liuming Ming, etc]Br and [ Bmim ]]PF6Synthesis of (1) and study of physicochemical Properties thereof [ J]University of Tianjin science, 2014,29 (5): 42-47.
Magnesium sulfate CAS No.: 7487-88-9; anhydrous copper sulfate CAS no: 2758-98-7; sodium sulfate CAS no: 7757-82-6;
macadamia nut seed oil CAS no: 128497-20-1.
Example 1A method for preparing an Ouguman resin extract
The method comprises the following steps:
s1, pretreatment: adding 1mol/L NaOH solution into Orumann resin, adjusting pH value to 8, stirring, mixing, standing, separating, washing organic phase with water, adding desiccant, and drying;
s2, supercritical fluid extraction: extracting the Auguman resin treated in the step S1 by adopting a supercritical fluid extraction technology;
extraction conditions are as follows: extraction pressure: 6 MPa; the extraction temperature is as follows: at 32 ℃; CO 22Flow rate: 7L/h; extraction time: 1.5 h; entrainer: 1-butyl-3-methylimidazole hexafluorophosphate serving as imidazole-based ionic liquid, wherein the addition amount is 1 wt%;
s3, purifying the extract: adding 10mL of the extract obtained in step S2 into 50mL of ionic liquid (the ionic liquid is 1-propyl-3-methylimidazolium tetrafluoroborate), and introducing CO into the ionic liquid2Increasing the polarity of the ionic liquid, CO2Introducing at a speed of 1mL/min for 5min, oscillating, and stopping introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, adding a drying agent, drying and filtering to obtain the Augusman resin extract. The high-polarity ionic liquid can be reused after being treated.
The ionic liquid treatment method comprises the steps of adding water into the high-polarity ionic liquid, heating to 45 ℃, returning the high-polarity ionic liquid to the common ionic liquid, fully oscillating, standing for layering, separating liquid, removing a water layer, adding a drying agent, drying and filtering to obtain the ionic liquid.
In the embodiment, the drying agent is a mixture of magnesium sulfate and anhydrous copper sulfate, and the mass ratio is 5: 1.
Example 2A method for preparing August Tree resin extract
The method comprises the following steps:
s1, pretreatment: adding 2mol/L NaOH solution into Orumann resin, adjusting pH value to 10, stirring, mixing, standing, separating, washing organic phase with water, adding desiccant, and drying;
s2, supercritical fluid extraction: extracting the Auguman resin treated in the step S1 by adopting a supercritical fluid extraction technology;
extraction conditions are as follows: extraction pressure: 12 MPa; the extraction temperature is as follows: 40 ℃; CO 22Flow rate: 12L/h; extraction time: 2.5 h; entrainer: imidazole-based ionic liquid 1-butyl-3-methylimidazole hexafluorophosphate with the addition amount of 5 wt%;
s3, purifying the extract: adding 10mL of the extract obtained in step S2 into 50mL of ionic liquid (the ionic liquid is 1-propyl-3-methylimidazolium tetrafluoroborate), and introducing CO into the ionic liquid2Increasing the polarity of the ionic liquid, CO2The introducing speed is 2mL/min, the introducing time is 5min, the oscillation is carried out, and the introduction of CO is stopped2And standing to stratify, separating liquid, collecting an organic layer, washing with water, adding a drying agent, drying and filtering to obtain the Augusman resin extract. The high-polarity ionic liquid can be reused after being treated. The ionic liquid treatment method comprises the steps of adding water into the high-polarity ionic liquid, heating to 55 ℃, returning the high-polarity ionic liquid to the common ionic liquid, fully oscillating, standing for layering, separating liquid, removing a water layer, adding a drying agent, drying and filtering to obtain the ionic liquid.
The drying agent used in this example was magnesium sulfate.
Example 3A method for preparing August Tree resin extract
The method comprises the following steps:
s1, pretreatment: adding 1.5mol/L NaOH solution into Augusman resin, adjusting pH to 9, stirring, mixing, standing, separating, washing organic phase with water, adding desiccant, and drying;
s2, supercritical fluid extraction: extracting the Auguman resin treated in the step S1 by adopting a supercritical fluid extraction technology to obtain an extract liquid;
extraction conditions are as follows: extraction pressure: 10 MPa; the extraction temperature is as follows: 36 ℃; CO 22Flow rate: 10L/h; extraction time: 2 h; the entrainer is imidazolyl ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate, and the addition amount of the entrainer is 3% of the weight of the Augusman resin;
s3, purifying the extract: adding 10mL of the extract obtained in step S2 into 50mL of ionic liquid (the ionic liquid is 1-propyl-3-methylimidazolium tetrafluoroborate), and introducing CO into the ionic liquid2Increasing the polarity of the ionic liquid, CO2Introducing at a speed of 1.5mL/min for 5min, oscillating, and stopping introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, adding a drying agent, drying and filtering to obtain the Augusman resin extract. The high-polarity ionic liquid can be reused after being treated.
The drying agent used in this example was sodium sulfate. The post-treatment method of the high-polarity ionic liquid comprises the following steps: adding water into the high-polarity ionic liquid, heating to 50 ℃, returning the high-polarity ionic liquid to the common ionic liquid, fully oscillating, standing for layering, separating liquid, removing a water layer, adding a drying agent, drying, and filtering to obtain the high-polarity ionic liquid.
Comparative example 1
In contrast to example 3, the entrainer was water.
The method comprises the following steps:
s1, pretreatment: adding 1.5mol/L NaOH solution into Augusman resin, adjusting pH to 9, stirring, mixing, standing, separating, washing organic phase with water, adding desiccant, and drying;
s2, supercritical fluid extraction: extracting the Auguman resin treated in the step S1 by adopting a supercritical fluid extraction technology;
extraction conditions are as follows: extraction pressure: 10 MPa; the extraction temperature is as follows: 36 ℃; CO 22Flow rate: 10L/h; extraction time: 2 h; entrainer: water, the addition amount is 3 wt%;
s3, purifying the extract: adding 10mL of the extract obtained in step S2 into 50mL of ionic liquid (the ionic liquid is 1-propyl-3-methylimidazolium tetrafluoroborate), and introducing CO into the ionic liquid2Increasing the polarity of the ionic liquid, CO2The feeding speed is 1.5mL/min, the feeding time is 5min, the oscillation is carried out,stopping the introduction of CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, adding a drying agent, drying and filtering to obtain the Augusman resin extract. The high-polarity ionic liquid can be reused after being treated. The ionic liquid treatment method comprises the steps of adding water into the high-polarity ionic liquid, heating to 50 ℃, returning the high-polarity ionic liquid to the common ionic liquid, fully oscillating, standing for layering, separating liquid, removing a water layer, adding a drying agent, drying and filtering to obtain the ionic liquid.
The drying agent used in this example was sodium sulfate.
Comparative example 2
In contrast to example 3, the entrainer was ethyl acetate.
The method comprises the following steps:
s1, pretreatment: adding 1.5mol/L NaOH solution into Augusman resin, adjusting pH to 9, stirring, mixing, standing, separating, washing organic phase with water, adding desiccant, and drying;
s2, supercritical fluid extraction: extracting the Auguman resin treated in the step S1 by adopting a supercritical fluid extraction technology;
extraction conditions are as follows: extraction pressure: 10 MPa; the extraction temperature is as follows: 36 ℃; CO 22Flow rate: 10L/h; extraction time: 2 h; entrainer: ethyl acetate, the addition amount is 3 wt%;
s3, purifying the extract: adding 10mL of the extract obtained in step S2 into 50mL of ionic liquid (the ionic liquid is 1-propyl-3-methylimidazolium tetrafluoroborate), and introducing CO into the ionic liquid2Increasing the polarity of the ionic liquid, CO2Introducing at a speed of 1.5mL/min for 5min, oscillating, and stopping introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, adding a drying agent, drying and filtering to obtain the Augusman resin extract. The high-polarity ionic liquid can be reused after being treated.
The ionic liquid treatment method comprises the steps of adding water into the high-polarity ionic liquid, heating to 50 ℃, returning the high-polarity ionic liquid to the common ionic liquid, fully oscillating, standing for layering, separating liquid, removing a water layer, adding a drying agent, drying and filtering to obtain the ionic liquid.
The drying agent used in this example was sodium sulfate.
EXAMPLE 4 wrinkle-removing and anti-aging emulsion
The raw materials comprise (by weight percent): poloxamer 2.5%, glycerol 5%, carbomer 1.5%, sodium alginate 3%, triethanolamine 1.2%, 10% disodium ethylene diamine tetraacetate solution 0.3%, 20% methyl hydroxybenzoate solution 0.15%, Augusman resin extract prepared in example 3 6%, synthetic squalane 2%, Tween-800.5%, and water in balance.
The preparation method comprises the following steps:
a) weighing sodium alginate, adding 1/3 distilled water, heating in water bath to 70 deg.C under stirring, mixing, standing to swell completely to obtain transparent gel;
b) weighing carbomer, adding 1/3 distilled water, heating in water bath to 70 deg.C, rapidly stirring, standing for swelling, adding dropwise triethanolamine for neutralization, stirring while measuring pH, and making into transparent gel when pH is 7;
c) adding tween-80 into the synthetic squalane, heating in water bath at 75 deg.C while stirring to obtain oil phase of O/W type emulsion;
d) weighing poloxamer, adding 1/3 distilled water, heating in 75 deg.C water bath while stirring to dissolve completely to obtain water phase in O/W type emulsion;
e) weighing the Oregaman resin extract prepared in example 3, and uniformly stirring the Oregaman resin extract to be used as a main functional component of the emulsion;
f) respectively weighing 10% disodium ethylene diamine tetraacetate solution and 20% methyl paraben alcohol solution, adding glycerol, stirring to mix them uniformly as preservative and humectant in the emulsion;
g) and (3) in a water bath at 75 ℃, slowly adding the oil phase prepared in the step c) into the water phase prepared in the step d) along the wall of the beaker in a trickle shape when the oil phase and the water phase reach the same temperature, heating and uniformly stirring along the same side, after 20min, completing emulsification to obtain O/W type emulsion, after the emulsion is stirred and cooled to room temperature, adding the uniformly mixed Ouguman tree resin extract prepared in the step e), the preservative and the humectant prepared in the step f), the sodium alginate gel prepared in the step a) and the carbomer gel prepared in the step b), and uniformly stirring.
EXAMPLE 5 wrinkle-removing and anti-aging emulsion
The raw materials comprise (by weight percent): poloxamer 2.5%, glycerol 5%, carbomer 1.5%, sodium alginate 3%, triethanolamine 1.2%, 10% disodium ethylene diamine tetraacetate solution 0.3%, 20% methyl paraben alcohol solution 0.15%, augustum resin extract prepared in example 3 6%, macadamia nut seed oil 2%, synthetic squalane 2%, tween-800.5%, and the balance water.
The preparation method comprises the following steps:
a) weighing sodium alginate, adding 1/3 distilled water, heating in water bath to 70 deg.C under stirring, mixing, standing to swell completely to obtain transparent gel;
b) weighing carbomer, adding 1/3 distilled water, heating in water bath to 70 deg.C, rapidly stirring, standing for swelling, adding dropwise triethanolamine for neutralization, stirring while measuring pH, and making into transparent gel when pH is 7;
c) adding tween-80 into the synthetic squalane, heating in water bath at 75 deg.C while stirring to obtain oil phase of O/W type emulsion;
d) weighing poloxamer, adding 1/3 distilled water, heating in 75 deg.C water bath while stirring to dissolve completely to obtain water phase in O/W type emulsion;
e) respectively measuring the Auguman resin extract prepared in the example 3 and the macadamia nut seed oil, and uniformly stirring the Auguman resin extract and the macadamia nut seed oil to obtain main functional components of the emulsion;
f) respectively weighing 10% disodium ethylene diamine tetraacetate solution and 20% methyl paraben alcohol solution, adding glycerol, stirring to mix them uniformly as preservative and humectant in the emulsion;
g) and (3) in a water bath at 75 ℃, slowly adding the oil phase prepared in the step c) into the water phase prepared in the step d) along the wall of the beaker in a fine flow state when the oil phase and the water phase reach the same temperature, heating and uniformly stirring along the same side, after 20min, completing emulsification to obtain O/W type emulsion, after the emulsion is stirred and cooled to room temperature, adding the uniformly mixed Ougumann resin extract and macadamia nut seed oil prepared in the step e), the preservative and the humectant prepared in the step f), the sodium alginate gel prepared in the step a) and the carbomer gel prepared in the step b), and uniformly stirring.
Comparative example 3
Compared to example 5, no macadamia nut seed oil was added.
The raw materials comprise (by weight percent): poloxamer 2.5%, glycerol 5%, carbomer 1.5%, sodium alginate 3%, triethanolamine 1.2%, 10% disodium ethylene diamine tetraacetate solution 0.3%, 20% methyl hydroxybenzoate solution 0.15%, Augusman resin extract prepared in example 3 8%, synthetic squalane 2%, Tween-800.5%, and water in balance.
The preparation method comprises the following steps:
a) weighing sodium alginate, adding 1/3 distilled water, heating in water bath to 70 deg.C under stirring, mixing, standing to swell completely to obtain transparent gel;
b) weighing carbomer, adding 1/3 distilled water, heating in water bath to 70 deg.C, rapidly stirring, standing for swelling, adding dropwise triethanolamine for neutralization, stirring while measuring pH, and making into transparent gel when pH is 7;
c) adding tween-80 into the synthetic squalane, heating in water bath at 75 deg.C while stirring to obtain oil phase of O/W type emulsion;
d) weighing poloxamer, adding 1/3 distilled water, heating in 75 deg.C water bath while stirring to dissolve completely to obtain water phase in O/W type emulsion;
e) weighing the Oregaman resin extract prepared in example 3, and uniformly stirring the Oregaman resin extract to be used as a main functional component of the emulsion;
f) respectively weighing 10% disodium ethylene diamine tetraacetate solution and 20% methyl paraben alcohol solution, adding glycerol, stirring to mix them uniformly as preservative and humectant in the emulsion;
g) and (3) in a water bath at 75 ℃, slowly adding the oil phase prepared in the step c) into the water phase prepared in the step d) along the wall of the beaker in a trickle shape when the oil phase and the water phase reach the same temperature, heating and uniformly stirring along the same side, after 20min, completing emulsification to obtain O/W type emulsion, and adding the Augusmann resin extract prepared in the step e), the preservative and the humectant prepared in the step f), the sodium alginate gel prepared in the step a) and the carbomer gel prepared in the step b) into the mixture after the emulsion is stirred and cooled to room temperature and uniformly stirring.
Comparative example 4
In comparison with example 5, the augsman resin extract prepared in example 3 was not added.
The raw materials comprise (by weight percent): poloxamer 2.5%, glycerol 5%, carbomer 1.5%, sodium alginate 3%, triethanolamine 1.2%, 10% disodium ethylene diamine tetraacetate solution 0.3%, 20% methyl hydroxybenzoate solution 0.15%, macadamia nut seed oil 8%, synthetic squalane 2%, tween-800.5%, and water in balance.
The preparation method comprises the following steps:
a) weighing sodium alginate, adding 1/3 distilled water, heating in water bath to 70 deg.C under stirring, mixing, standing to swell completely to obtain transparent gel;
b) weighing carbomer, adding 1/3 distilled water, heating in water bath to 70 deg.C, rapidly stirring, standing for swelling, adding dropwise triethanolamine for neutralization, stirring while measuring pH, and making into transparent gel when pH is 7;
c) adding tween-80 into the synthetic squalane, heating in water bath at 75 deg.C while stirring to obtain oil phase of O/W type emulsion;
d) weighing poloxamer, adding 1/3 distilled water, heating in 75 deg.C water bath while stirring to dissolve completely to obtain water phase in O/W type emulsion;
e) measuring macadamia nut seed oil, and uniformly stirring the macadamia nut seed oil to be used as a main functional component of the emulsion;
f) respectively weighing 10% disodium ethylene diamine tetraacetate solution and 20% methyl paraben alcohol solution, adding glycerol, stirring to mix them uniformly as preservative and humectant in the emulsion;
g) and (3) in a water bath at 75 ℃, slowly adding the oil phase prepared in the step c) into the water phase prepared in the step d) along the wall of the beaker in a fine flow state when the oil phase and the water phase reach the same temperature, heating and uniformly stirring along the same side, after 20min, completing emulsification to obtain O/W type emulsion, and adding the macadamia nut seed oil prepared in the step e), the preservative and the humectant prepared in the step f), the sodium alginate gel prepared in the step a) and the carbomer gel prepared in the step b) into the mixture after the emulsion is stirred and cooled to room temperature and uniformly stirring.
Comparative example 5
As the augsman resin extract, the augsman resin extract prepared in comparative example 1 was used, in comparison with example 5.
The raw materials comprise (by weight percent): poloxamer 2.5%, glycerol 5%, carbomer 1.5%, sodium alginate 3%, triethanolamine 1.2%, 10% disodium ethylene diamine tetraacetate solution 0.3%, 20% methyl hydroxybenzoate solution 0.15%, Augusman resin extract prepared in comparative example 1 6%, macadamia nut seed oil 2%, synthetic squalane 2%, Tween-800.5%, and water in balance.
The preparation method comprises the following steps:
a) weighing sodium alginate, adding 1/3 distilled water, heating in water bath to 70 deg.C under stirring, mixing, standing to swell completely to obtain transparent gel;
b) weighing carbomer, adding 1/3 distilled water, heating in water bath to 70 deg.C, rapidly stirring, standing for swelling, adding dropwise triethanolamine for neutralization, stirring while measuring pH, and making into transparent gel when pH is 7;
c) adding tween-80 into the synthetic squalane, heating in water bath at 75 deg.C while stirring to obtain oil phase of O/W type emulsion;
d) weighing poloxamer, adding 1/3 distilled water, heating in 75 deg.C water bath while stirring to dissolve completely to obtain water phase in O/W type emulsion;
e) respectively measuring the Auguman resin extract and the macadimia nut seed oil prepared in the comparative example 1, and uniformly stirring the Auguman resin extract and the macadimia nut seed oil to be used as main functional components of the emulsion;
f) respectively weighing 10% disodium ethylene diamine tetraacetate solution and 20% methyl paraben alcohol solution, adding glycerol, stirring to mix them uniformly as preservative and humectant in the emulsion;
g) and (3) in a water bath at 75 ℃, slowly adding the oil phase prepared in the step c) into the water phase prepared in the step d) along the wall of the beaker in a fine flow state when the oil phase and the water phase reach the same temperature, heating and uniformly stirring along the same side, after 20min, completing emulsification to obtain O/W type emulsion, after the emulsion is stirred and cooled to room temperature, adding the uniformly mixed Ougumann resin extract and macadamia nut seed oil prepared in the step e), the preservative and the humectant prepared in the step f), the sodium alginate gel prepared in the step a) and the carbomer gel prepared in the step b), and uniformly stirring.
Comparative example 6
As the augsman resin extract, the augsman resin extract prepared in comparative example 2 was used, in comparison with example 5.
The raw materials comprise (by weight percent): poloxamer 2.5%, glycerol 5%, carbomer 1.5%, sodium alginate 3%, triethanolamine 1.2%, 10% disodium ethylene diamine tetraacetate solution 0.3%, 20% methyl hydroxybenzoate solution 0.15%, Augusman resin extract prepared in comparative example 2 6%, macadamia nut seed oil 2%, synthetic squalane 2%, Tween-800.5%, and water in balance.
The preparation method comprises the following steps:
a) weighing sodium alginate, adding 1/3 distilled water, heating in water bath to 70 deg.C under stirring, mixing, standing to swell completely to obtain transparent gel;
b) weighing carbomer, adding 1/3 distilled water, heating in water bath to 70 deg.C, rapidly stirring, standing for swelling, adding dropwise triethanolamine for neutralization, stirring while measuring pH, and making into transparent gel when pH is 7;
c) adding tween-80 into the synthetic squalane, heating in water bath at 75 deg.C while stirring to obtain oil phase of O/W type emulsion;
d) weighing poloxamer, adding 1/3 distilled water, heating in 75 deg.C water bath while stirring to dissolve completely to obtain water phase in O/W type emulsion;
e) respectively measuring the Auguman resin extract and the macadimia nut seed oil prepared in the comparative example 2, and uniformly stirring the Auguman resin extract and the macadimia nut seed oil to be used as main functional components of the emulsion;
f) respectively weighing 10% disodium ethylene diamine tetraacetate solution and 20% methyl paraben alcohol solution, adding glycerol, stirring to mix them uniformly as preservative and humectant in the emulsion;
g) and (3) in a water bath at 75 ℃, slowly adding the oil phase prepared in the step c) into the water phase prepared in the step d) along the wall of the beaker in a fine flow state when the oil phase and the water phase reach the same temperature, heating and uniformly stirring along the same side, after 20min, completing emulsification to obtain O/W type emulsion, after the emulsion is stirred and cooled to room temperature, adding the uniformly mixed Ougumann resin extract and macadamia nut seed oil prepared in the step e), the preservative and the humectant prepared in the step f), the sodium alginate gel prepared in the step a) and the carbomer gel prepared in the step b), and uniformly stirring.
Test example 1 skin texture improvement assay
Skin quality measurements were made using the wrinkle-removing and anti-aging emulsions prepared in inventive example 5 and comparative examples 3-6, respectively, and using commercially available wrinkle-removing and anti-aging emulsions. Firstly, 60 female testees with healthy skin are selected, the left half face of the testee is coated with the emulsion prepared by the invention to form an experimental group, and the other half face of the testee is not coated with any substance to form a blank group. The experiment is 8 weeks, the skin of the testee is detected and analyzed by various instruments at 1 week, 4 weeks and 8 weeks respectively, the improvement effect of the emulsion on the skin moisture content, the skin elasticity, the fine lines, the skin roughness, the sebum secretion amount and the number of coarse and large pores is evaluated, and the average value of three tests at 1 week, 4 weeks and 8 weeks is shown in table 2.
TABLE 2
Figure GDA0002987770430000191
Figure GDA0002987770430000201
Note: "+" is increasing and "-" is decreasing.
The results show (see table 1) that the emulsion of the invention has different degrees of reduction on the fine lines, roughness, sebum secretion and coarse and large pore number of the skin, has obvious effect of improving the moisture content and the elasticity of the skin, and shows that the product of the invention has the effect of improving the skin quality of the skin.
In comparative example 3 and comparative example 4, no macadimia nut seed oil or augustum tree resin extract was added, respectively, and the skin-improving ability was significantly reduced, and macadimia nut seed oil contained abundant nutrients including minerals, proteins, and polyunsaturated fatty acids. It can be used for regulating aging or dry skin, softening skin, and treating wound, and can be used for treating sunburn skin. Moisten skin and have good permeability; the addition of the orguman tree resin extract and the macadamia nut seed oil supplements most of nutrients required by the skin, including minerals, proteins, multiple unsaturated compounds, fatty acids, carene, p-cymene, limonene, iso-terpinolene, terpinolene and phenolic substances, and has obvious promotion effects on the formation and the vitality recovery of collagen, so that the addition of the two substances has a synergistic effect.
The emulsions prepared in comparative examples 5 and 6 respectively used the augustor resin extract prepared in comparative example 1 or 2, and since the augustor resin extract prepared in comparative example 1 or 2 respectively used water or ethyl acetate as an entrainer, the extraction rate of the effective components of the augustor resin extract was not high, the prepared emulsions had less significant effects on the reduction of fine lines, roughness, sebum secretion, and number of large pores of the skin, and on the improvement of the moisture content and skin elasticity of the skin.
Test example 2 measurement of anti-radical ability
The anti-DPPH and free radical capacity of the anti-wrinkle and anti-aging emulsion prepared in example 5 of the present invention and the anti-wrinkle and anti-aging emulsion commercially available were measured, respectively. First, 20mg of DPPH (1, 1-dimethylbenzyl phenylhydrazine, C) was accurately weighed18H12N5O6)Dissolving in 250mL volumetric flask with absolute ethanol, and the DPPH concentration is 2X 10-4mol/L. Several test tubes were numbered and the reagents were added according to Table 3. Mixing, standing in dark at room temperature for 30min, and measuring absorbance at 517 nm. The same assay was repeated 3 times. DPPH.radical scavenging ratio (%) [ (1-A)Sample (I)-ABlank space)/AControl]×100％
ASample (I): absorbance of the sample at a wavelength of 517 nm.
ABlank space: absorbance of the blank at a wavelength of 517 nm.
AControl: comparison of the absorbance values at a wavelength of 517nm
TABLE 3
Figure GDA0002987770430000211
Figure GDA0002987770430000221
The activity detection finds that: the emulsion of the invention has excellent anti-free radical capability and good scavenging effect on DPPH & free radical, and is shown in Table 4.
TABLE 4
Group of DPPH.Rate of removal (%)
Example 5 98.73
Comparative example 3 85.11
Comparative example 4 78.53
Comparative example 5 84.56
Comparative example 6 82.26
Commercially available emulsions 78.15
Test example 3 anti-aging ability measurement
The anti-aging capacity of the anti-wrinkle and anti-aging emulsion prepared in example 5 and comparative examples 3 to 6 of the invention and the anti-wrinkle and anti-aging emulsion sold in the market are measured by using SOD activity as an index.
Grouping and administration of experimental animals:
70 Kunming clean-grade mice, half male and female, with weight (20 +/-4) g, provided by the experimental animal center of Zhejiang university, were randomly divided into 7 groups (control group, sample group), 10 mice each. The experimental intervention was performed on the groups of samples, respectively, of the wrinkle-removing and anti-aging emulsions prepared in example 5 and comparative examples 3 to 6 and the commercially available wrinkle-removing and anti-aging emulsions by gavage daily from 8:00 a morning on the first day, and the mice were weighed 1 time every 1 day, and the gavage amount (10g/kg) was adjusted accordingly according to the body weight. The control group was also perfused with an equal amount of saline. After 1 month, the patient is killed by cutting off the head, the brain is washed with cold physiological saline, and the cerebral cortex is peeled off for later use.
Index measurement:
the cerebral cortex is taken to be prepared into homogenate of 10 percent (mass percentage), and each index is measured according to the specification of an SOD test box.
The result of the detection
SOD activity detection results show that (see Table 5): the emulsion prepared by the invention can obviously improve the SOD activity of the mouse cerebral cortex, enhances the capability of an organism for removing free radicals and lightens the attack of the free radicals on macromolecules of a biological membrane by improving the SOD activity of the cerebral cortex, thereby weakening the damage of excessive free radicals to the biological membrane, ensuring the integrity of the structure and the function of the cell membrane, delaying the occurrence of apoptosis and showing that the emulsion prepared by the invention has excellent anti-aging effect.
TABLE 5
Figure GDA0002987770430000231
Figure GDA0002987770430000241
Note that: p <0.05 compared to placebo.
Although the emulsions prepared in comparative examples 3 and 4 also have a certain anti-aging effect, the emulsions are obviously lower than the products of the invention, the products of the invention are obviously higher than the blank control group, the addition of the auguma resin extract and the macadamia nut seed oil has a good synergistic effect, and the wrinkle-removing anti-aging emulsion prepared by the invention has a good anti-aging effect.
The emulsion prepared in comparative examples 5 and 6, in which the augustum resin extract prepared in comparative example 1 or comparative example 2 was used, respectively, had an anti-aging effect significantly lower than that of example 5, and it can be seen that the augustum resin extract prepared in comparative example 1 or comparative example 2 had a lower effective component, so that its anti-aging effect was significantly reduced.
Compared with the prior art, the method has the advantages that the Oregamann resin is soaked and washed by alkali liquor, alkali-soluble impurities in the Oregamann resin are removed, and a foundation is laid for subsequent extraction;
the invention is to supercritical CO2Entrainer imidazolyl ionic liquid 1-butyl-3-methylimidazole hexafluorophosphate is added into fluid extraction liquid to enhance supercritical CO2The solubility of the fluid to the effective components in the resin can extract most of the effective components of the Orumann resin, including carene, p-cymene, limonene, terpinolene, terpineol, phenols and the like, thereby greatly improving the extraction efficiency of the supercritical fluid extraction technology, shortening the extraction time and saving the cost;
the invention can adjust the polarity of the ionic liquid by introducing carbon dioxide to extract polar substances in the extraction liquid, thereby extracting water-soluble impurities in the extraction liquid, heating the extracted high-polarity ionic liquid to return to the common ionic liquid, adding water, oscillating, and extracting the polar substances dissolved in the ionic liquid to a water layer, thereby realizing the reuse of the ionic liquid;
the Ougman resin extract prepared by the method has good effects of resisting aging, resisting oxidation, removing wrinkles, resisting bacteria and diminishing inflammation, can be used as a raw material to be applied to cosmetics, the macadimia nut seed oil is rich in various nutrient components and can quickly and effectively supply skin nutrition, and the Ougman resin extract and the macadimia nut seed oil have a synergistic effect after being added simultaneously.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that fall within the spirit and principle of the present invention are intended to be included therein.

Claims (10)

1. A method for purifying plant active ingredients comprises the following steps:
s1, pretreatment: adding NaOH solution into Augusman resin, adjusting pH to 8-10, stirring, mixing, standing, separating, washing organic phase with water, and drying;
s2, supercritical fluid extraction, wherein the extraction conditions are as follows: extraction pressure: 6-12 MPa; the extraction temperature is as follows:
32-40℃；CO2flow rate: 7-12L/h; extraction time: 1.5-2.5 h; the entrainer is 1-butyl-3-methylimidazole hexafluorophosphate, and the addition amount of the entrainer is 1-5 wt% of the Augusman resin;
s3, purifying the extract: adding the extract obtained in the step S2 into ionic liquid, and introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, drying and filtering to obtain the Oregamann resin extract.
2. The method of purifying a plant active ingredient as claimed in claim 1, comprising the steps of:
s1, pretreatment: adding NaOH solution into Augusman resin, adjusting pH to 8-10, stirring, mixing, standing, separating, washing organic phase with water, adding desiccant, and drying;
s2, supercritical fluid extraction: extracting the Auguman resin treated in the step S1 by adopting a supercritical fluid extraction technology;
extraction conditions are as follows: extraction pressure: 6-12 MPa; the extraction temperature is as follows: 32-40 ℃; CO 22Flow rate:
7-12L/h; extraction time: 1.5-2.5 h; the entrainer is 1-butyl-3-methylimidazole hexafluorophosphate, and the addition amount of the entrainer is 1-5 wt% of the Augusman resin;
s3, purifying the extract: adding 10mL of the extract obtained in the step S2 into 30-70mL of ionic liquid, and introducing CO2，CO2Introducing at a speed of 1-2mL/min for 3-10min, oscillating, and stopping introducing CO2And standing to stratify, separating liquid, collecting an organic layer, washing with water, adding a drying agent, drying and filtering to obtain the Oregamann resin extract.
3. The method for purifying plant active ingredients as claimed in claim 2, wherein the substance amount concentration of the NaOH solution in the step S1 is 1-2 mol/L.
4. The method for purifying plant active ingredients as claimed in claim 2, wherein the extraction conditions in step S2 are: extraction pressure: 10 MPa; the extraction temperature is as follows: 36 ℃; CO 22Flow rate: 10L/h; extraction time: 2 h; the entrainer is 1-butyl-3-methylimidazole hexafluorophosphate, and the addition amount is 3 wt%.
5. The method for purifying plant active ingredients as claimed in claim 2, wherein the drying agent is one or more selected from magnesium sulfate, sodium sulfate, and anhydrous copper sulfate.
6. An orguman resin extract prepared by the method of any one of claims 1 to 5.
7. Use of the orguman resin extract of claim 6 in cosmetics.
8. An emulsion for removing wrinkles and resisting aging, characterized in that the raw material comprises the orgeman resin extract of claim 6.
9. The emulsion of claim 8, wherein the amount of the augustum resin extract added is 1-10 wt%.
10. The emulsion of claim 9, wherein the raw materials further comprise macadamia nut seed oil.
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