CN113214904A - Preparation method of plant essential oil with tyrosinase activity inhibition function - Google Patents

Preparation method of plant essential oil with tyrosinase activity inhibition function Download PDF

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CN113214904A
CN113214904A CN202110674320.5A CN202110674320A CN113214904A CN 113214904 A CN113214904 A CN 113214904A CN 202110674320 A CN202110674320 A CN 202110674320A CN 113214904 A CN113214904 A CN 113214904A
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extraction
essential oil
plant essential
oil
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刘文锋
游宗霖
曹樱凡
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Wuyi University
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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/02—Recovery or refining of essential oils from raw materials
    • C11B9/025—Recovery by solvent extraction
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/02—Recovery or refining of essential oils from raw materials
    • C11B9/022—Refining

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Cosmetics (AREA)

Abstract

The invention provides a preparation method of plant essential oil with tyrosinase activity inhibition function, which comprises supercritical CO2Extraction method, ethanol extraction method, and supercritical CO extraction method2The flow of carbon dioxide for the extraction method is 5-40L/h, the extraction temperature is 30-50 ℃, the extraction pressure is 10-30 Mpa, the extraction time is 60-120 min, and the extraction rate is 3.5-6.0%; the reflux extraction frequency of the ethanol extraction method is 1-5 times, the reflux extraction temperature is 40-120 ℃, the reflux extraction time of each time is 30-80 min, and the extraction rate is 2.0-6.0%. The plant essential oil prepared by the invention can obviously inhibit tyrosinase in vitro. By supercritical CO2The extracted plant essential oil has tyrosinase inhibiting effect. The inhibition effect of the ganoderma lucidum spore oil, the ligusticum chuanxiong hort oil, the rose oil, the cinnamon essential oil, the magnolia officinalis oil, the argy wormwood leaf essential oil, the carnation oil, the green tea seed essential oil and the laurel essential oil on tyrosinase is good.

Description

Preparation method of plant essential oil with tyrosinase activity inhibition function
Technical Field
The invention relates to the technical field of plant essential oil, in particular to a preparation method of plant essential oil with tyrosinase activity inhibition function.
Background
Tyrosinase, also known as polyphenol oxidase, is a multifunctional copper-containing oxidoreductase that is ubiquitous in mammals, plants, microorganisms and insects. Under the action of tyrosinase, tyrosine is converted into L-dopamine (3, 4-dihydroxyphenylalanine), dopamine is converted into dopaquinone, and the dopaquinone is continuously accumulated and polymerized into melanin after a series of reactions. Although human skin melanin appears largely due to the human body's response to UV light, excessive accumulation of melanin causes a number of skin problems, such as: chloasma, sunburn and black nevi, etc. The amount of melanin production is proportional to the expression and activity of tyrosinase, with lower tyrosinase activity resulting in less melanin formation in the skin and vice versa. Therefore, tyrosinase inhibitors are becoming increasingly popular for use in medicine and cosmetics, for treating pigmentation disorders in medicine, and for removing spots in cosmetics.
Tyrosinase inhibitors are available from a very wide variety of sources, including natural products and organic synthetic compounds, with organic compounds being the major component. At present, the tyrosinase inhibitors which are most researched in the pharmaceutical and cosmetic industries are benzenediol, hydroquinone, kojic acid and the like, but the substances have certain disadvantages, such as certain irritation and cytotoxicity to human bodies, easy skin damage, and even certain carcinogenic risks. These drawbacks have prompted us to search for safer, more effective and stable tyrosinase inhibitors from natural sources. Therefore, the development of plant whitening agents is an important direction for the research of whitening active agents.
Chinese patent document CN201611173195.5 discloses a rose lemon whitening and beautifying essential oil, which consists of rose oil and lemon oil. The essential oil can be applied to various skin external cosmetics such as gel, face cleaning cream, lotion, etc. However, the tyrosinase inhibitory activity of rose oil and lemon oil was not strong.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a preparation method of plant essential oil with tyrosinase activity inhibition function, and the plant essential oil can effectively inhibit tyrosinase and has a whitening effect.
The technical scheme of the invention is as follows: a method for preparing plant essential oil with tyrosinase inhibiting activity comprises supercritical CO2Extraction methods and ethanol extraction methods.
Preferably, the supercritical CO is2The extraction method comprises the following steps:
s11), weighing 100g of dried plant powder in a supercritical extraction kettle, and adding CO2At high pressureInjecting the mixture into an extraction kettle; and measuring CO with a carbon dioxide flowmeter2The dosage, and in the supercritical extraction process, the extraction temperature and pressure are controlled by an adjusting valve;
s21), after extraction, decompressing the extraction kettle and collecting the volatile oil in the container, removing the solvent by using a rotary vacuum evaporator, and treating the extract by using nitrogen to remove residual solvent;
s31), weighing the collected volatile oil, and calculating the extraction rate;
preferably, in step S11), supercritical CO is used2The method for extracting the plant essential oil comprises the steps of performing supercritical extraction on the plant essential oil;
preferably, in step S11), the plant is one or more of ganoderma lucidum spore, magnolia bark, chuanxiong rhizome, rose and cinnamon.
Preferably, in the step S11), the flow rate of the carbon dioxide is 5-40L/h, the extraction temperature is 30-50 ℃, the extraction pressure is 10-30 Mpa, and the extraction time is 60-120 min.
More preferably, in the step S11), the flow rate of the carbon dioxide is 25L/h, the extraction temperature is 40 ℃, the extraction pressure is 20MPa, and the extraction time is 90 min.
Preferably, in the step S21), the rotating speed of the rotary vacuum evaporation apparatus is 10-100 rpm/min, the vacuum degree is 0.1-1MPa, the evaporation temperature is 35-55 ℃, the distillation time is 20-60 min, and the flow rate of nitrogen is 15-25L/h.
More preferably, in the step S21), the rotation speed of the rotary vacuum evaporation apparatus is 60rpm/min, the vacuum degree is 0.2MPa, the evaporation temperature is 40 ℃, the distillation time is 40min, and the flow rate of nitrogen is 20L/h.
Preferably, in step S31), the extraction rate of the plant essential oil is 3.5% to 6.0%, and the calculation formula of the extraction rate is as follows: the essential oil extraction rate (%) × 100% (mass of extracted essential oil/mass of plant powder).
Preferably, the ethanol extraction method comprises the following steps:
s201), weighing 100g of dried plant powder into an extractor, adding a solvent, and performing reflux extraction;
s202), after filtering, combining the extracting solutions, and concentrating under reduced pressure to obtain a concentrated solution, namely the corresponding plant essential oil;
s203), weighing the collected volatile oil, and calculating the extraction rate.
Preferably, in step S201), the ethanol extraction method is used to extract plant essential oil, and the solvent is ethanol.
Preferably, in step S201), the plants are artemisia leaves, carnation, green tea seeds and laurel.
Preferably, in the step S201), the reflux extraction frequency is 1-5 times, the reflux extraction temperature is 40-120 ℃, and the reflux extraction time is 30-80 min each time.
More preferably, in step S201), the number of times of the stream extraction is 3, the temperature of the reflux extraction is 80 ℃, and the time of each reflux extraction is 60 min.
Preferably, in the step S202), the rotating speed of the rotary vacuum evaporation instrument is 10-100 rpm/min, the vacuum degree is 0.1-1MPa, the evaporation temperature is 35-55 ℃, and the distillation time is 20-60 min.
More preferably, in step S202), the rotation speed of the rotary vacuum evaporation apparatus is 60rpm/min, the vacuum degree is 0.2MPa, the evaporation temperature is 40 ℃, and the distillation time is 40 min.
Preferably, in step S203), the extraction rate of the plant essential oil is 2.0% to 6.0%.
The invention has the beneficial effects that:
1. the invention adopts supercritical CO2The extraction method and the ethanol extraction method for preparing the plant essential oil have the advantages of simple and convenient operation and higher extraction rate;
2. the essential oil prepared by the invention can effectively inhibit the activity of tyrosinase;
3. the essential oil composition prepared by the invention widens the application range of the essential oil, and the preparation process is simple, convenient to operate and suitable for industrial production.
Detailed Description
The following further illustrates embodiments of the invention:
example 1
This example provides a method for preparing plant essential oils with tyrosinase inhibiting activity using supercritical CO2The extraction method comprises the following steps:
s11), weighing 100g of dried plant powder in a supercritical extraction kettle, and adding CO2Injecting the mixture into an extraction kettle under high pressure; and measuring CO with a carbon dioxide flowmeter2The dosage, and in the supercritical extraction process, in order to ensure the extraction rate to be maximum, the extraction temperature and pressure are controlled by regulating valves. Wherein the flow rate of carbon dioxide is 5-40L/h, the extraction temperature is 30-50 ℃, the extraction pressure is 10-30 Mpa, and the extraction time is 60-120 min;
s21), after extraction, adjusting the rotating speed of a rotary vacuum evaporation instrument to 60rpm/min, the vacuum degree to 0.2MPa, the evaporation temperature to 42 ℃, and the distillation time to 40min, and removing the solvent; decompressing the extraction kettle, collecting the volatile oil in the container, and treating with nitrogen (flow rate is 20L/h) to remove residual solvent;
s31), weighing the collected volatile oil, and calculating the extraction rate, wherein the extraction rate of the extracted plant essential oil is 3.5-6.0%.
Example 2
The embodiment provides a preparation method of plant essential oil with tyrosinase activity inhibition, which adopts an ethanol extraction method and comprises the following steps:
s201), weighing 100g of dried plant powder into an extractor, adding ethanol, carrying out reflux extraction, filtering, combining extracting solutions, and carrying out reduced pressure concentration to obtain a concentrated solution. Wherein the reflux extraction frequency is 1-5 times, the reflux extraction temperature is 40-120 ℃, and the reflux extraction time is 30-80 min each time;
s202) after extraction is finished, adjusting the rotating speed of a rotary vacuum evaporation instrument to be 60rpm/min, the vacuum degree to be 0.2MPa, the evaporation temperature to be 40 ℃ and the distillation time to be 40 min;
s203), weighing the collected volatile oil, and calculating the extraction rate, wherein the extraction rate of the extracted plant essential oil is 2.0-6.0%.
Example 3
Experiment for inhibiting tyrosinase activity in vitro by essential oil composition
First, a tyrosinase solution was prepared using 0.05mol/L phosphate buffer, 0.05mol/L phosphate buffer was added to each well of a 96-well plate in an amount of 85. mu.L, and the PBS solution was added to create a suitable environment for the reaction, then 10. mu.L tyrosinase solution was added, followed by 5. mu.L essential oil sample solution (DMSO or acetone was selected depending on the degree of dissolution of essential oil), and the negative control group replaced the sample solution with 5. mu.L DMMSO or acetone solution, and the procedure was repeated 4 times per well. The 96-well plate was then quickly shaken for 30s and incubated at 37 ℃ for 9min30 s.
Then, after the incubation was completed, the plate was taken out, 100. mu.L of a 2 mmol/L-DOPA solution was added to the plate by a gun, the reaction was initiated, the plate was quickly returned to the microplate reader, the absorbance values at 0s and 60s were measured, respectively, and the reaction was shaken for 60s in the middle.
Finally, the calculation formula of the inhibition ratio is as follows:
Figure BDA0003120097780000061
calculating the inhibition rate of each sample, and performing linear fitting on the relationship between the inhibitor concentration and the inhibition effect by using origin2017 to obtain the half inhibition concentration IC of different plant essential oils on tyrosinase from the curve50The value is obtained.
Wherein A is1、A2OD values for negative controls 60s, 0s, respectively; b is1、B2OD values of 60s and 0s in the sample groups, respectively.
The test was performed by first testing the same concentration (25. mu.g/mL) of plant essential oil for tyrosinase inhibition, the results of which are shown in Table 1.
TABLE 1 Effect of essential oils on tyrosinase Activity
Figure BDA0003120097780000062
Then IC for 9 essential oils50The tests were carried out and the results are shown in Table 2.
TABLE 2 IC of essential oils50
Figure BDA0003120097780000063
It can be seen from tables 1 and 2 that plant essential oils can significantly inhibit tyrosinase in vitro. Thus, the data indicate transcritical CO2The extracted plant essential oil has tyrosinase inhibiting effect. In conclusion, the inhibition effect of the ganoderma lucidum spore oil, the ligusticum chuanxiong hort oil, the rose oil, the cinnamon essential oil, the magnolia bark oil, the folium artemisiae argyi essential oil, the carnation oil, the green tea seed essential oil and the laurel essential oil on tyrosinase is good.
The foregoing embodiments and description have been presented only to illustrate the principles and preferred embodiments of the invention, and various changes and modifications may be made therein without departing from the spirit and scope of the invention as hereinafter claimed.

Claims (10)

1. A method for preparing plant essential oil with tyrosinase activity inhibiting effect comprises supercritical CO2An extraction method and an ethanol extraction method, wherein,
the supercritical CO2The flow of carbon dioxide for the extraction method is 5-40L/h, the extraction temperature is 30-50 ℃, the extraction pressure is 10-30 Mpa, the extraction time is 60-120 min, and the extraction rate is 3.5-6.0%;
the reflux extraction frequency of the ethanol extraction method is 1-5 times, the reflux extraction temperature is 40-120 ℃, the reflux extraction time is 30-80 min each time, and the extraction rate is 2.0-6.0%.
2. The method of claim 1, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the following steps: the supercritical CO2The extraction method comprises the following steps:
s11), weighing 100g of dried plant powder in a supercritical extraction kettle, and adding CO2Injecting the mixture into an extraction kettle under high pressure; and measuring CO with a carbon dioxide flowmeter2The dosage, and in the supercritical extraction process, the extraction temperature and pressure are controlled by an adjusting valve;
s21), after extraction, decompressing the extraction kettle and collecting the volatile oil in the container, removing the solvent by using a rotary vacuum evaporator, and treating the extract by using nitrogen to remove residual solvent;
s31), weighing the collected volatile oil, and calculating the extraction rate.
3. The method of claim 2, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the following steps: in step S11), the plant is one or more of Ganoderma spore, cortex Magnolia officinalis, rhizoma Ligustici Chuanxiong, flos Rosae Rugosae and cortex Cinnamomi.
4. The method of claim 2, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the following steps: in the step S11), the flow rate of the carbon dioxide is 25L/h, the extraction temperature is 40 ℃, the extraction pressure is 20MPa, and the extraction time is 90 min.
5. The method of claim 2, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the following steps: in the step S21), the rotating speed of the rotary vacuum evaporation instrument is 10-100 rpm/min, the vacuum degree is 0.1-1MPa, the evaporation temperature is 35-55 ℃, the distillation time is 20-60 min, and the flow rate of nitrogen is 15-25L/h.
6. The method of claim 2, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the following steps: in the step S21), the rotating speed of the rotary vacuum evaporation instrument is 60rpm/min, the vacuum degree is 0.2MPa, the evaporation temperature is 40 ℃, the distillation time is 40min, and the flow rate of nitrogen is 20L/h.
7. The method of claim 1, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the following steps: the ethanol extraction method comprises the following steps:
s201), weighing 100g of dried plant powder into an extractor, adding a solvent, and performing reflux extraction;
s202), after filtering, combining the extracting solutions, and concentrating under reduced pressure to obtain a concentrated solution, namely the corresponding plant essential oil;
s203), weighing the collected volatile oil, and calculating the extraction rate.
8. The method of claim 7, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the steps of: in the step S201), the solvent is ethanol, and the plants are folium artemisiae argyi, carnation, green tea seeds and laurel.
9. The method of claim 7, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the steps of: in step S201), the number of times of flow extraction is 3, the temperature of reflux extraction is 80 ℃, and the time of each reflux extraction is 60 min.
10. The method of claim 7, wherein the plant essential oil has tyrosinase inhibitory activity, and the method comprises the steps of: the rotating speed of the rotary vacuum evaporation instrument is 10-100 rpm/min, the vacuum degree is 0.1-1MPa, the evaporation temperature is 35-55 ℃, and the distillation time is 20-60 min.
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CN111454774A (en) * 2020-04-26 2020-07-28 五邑大学 Method for extracting plant essential oil with hypoglycemic activity

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015086187A (en) * 2013-10-31 2015-05-07 株式会社トロピカルテクノセンター Tyrosinase inhibitors and external preparations for skin whitening
CN108201522A (en) * 2016-12-18 2018-06-26 闫战军 A kind of rose lemon beauty face-whitening-nourishing essential oil and preparation method thereof
CN106821803A (en) * 2017-02-09 2017-06-13 四川新绿色药业科技发展有限公司 A kind of Ligusticum wallichii essential oil composition and its production and use
CN111454774A (en) * 2020-04-26 2020-07-28 五邑大学 Method for extracting plant essential oil with hypoglycemic activity

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