CN113773909A - Antifungal herba Artemisiae Annuae essential oil, white tea essential oil and their composition - Google Patents

Antifungal herba Artemisiae Annuae essential oil, white tea essential oil and their composition Download PDF

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CN113773909A
CN113773909A CN202111159908.3A CN202111159908A CN113773909A CN 113773909 A CN113773909 A CN 113773909A CN 202111159908 A CN202111159908 A CN 202111159908A CN 113773909 A CN113773909 A CN 113773909A
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essential oil
white tea
temperature
sweet wormwood
extraction
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汤凯
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Fanshenlan Technology Shanghai Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/28—Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
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    • 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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61Q17/00—Barrier 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
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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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    • C11B9/00—Essential oils; Perfumes
    • C11B9/02—Recovery or refining of essential oils from raw materials
    • C11B9/022—Refining
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    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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    • 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
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    • C11B9/00—Essential oils; Perfumes
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    • C11B9/027—Recovery of volatiles by distillation or stripping
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    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/30—Extraction of the material
    • A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
    • A61K2236/331—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using water, e.g. cold water, infusion, tea, steam distillation, decoction
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    • A61K2236/37—Extraction at elevated pressure or temperature, e.g. pressurized solvent extraction [PSE], supercritical carbon dioxide extraction or subcritical water extraction
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
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Abstract

The invention relates to an antifungal sweet wormwood essential oil, white tea essential oil and a composition thereof. The sweet wormwood essential oil is prepared by the following method: collecting fresh herba Artemisiae Annuae tender seedling, collecting leaves, drying, cutting into pieces, soaking, and distilling at a material-liquid ratio of 1 (0.5-2) for 60-90 min. The white tea essential oil is prepared by the following method: collecting freshnessWithering white tea tender shoot in a backlight room at 30-35 deg.C and 50-60% humidity until weight loss is 40-60%, drying, and supercritical CO2And (4) fluid extraction. The invention further analyzes the components of the obtained essential oil by GC-MS. The inhibition effect of the sweet wormwood herb essential oil, the white tea essential oil and the composition thereof on candida albicans and trichophyton rubrum is also detected, and the two have remarkable inhibition effects on two skin fungi and have synergistic effect when used together.

Description

Antifungal herba Artemisiae Annuae essential oil, white tea essential oil and their composition
Technical Field
The invention relates to essential oil extraction of plants, in particular to antifungal sweet wormwood essential oil, white tea essential oil and a composition thereof.
Background
The herba Artemisiae Annuae essential oil is volatile oil extracted from herba Artemisiae Annuae (Artemisia annua L.). Modern researches have proved that the volatile oil of sweet wormwood has the activities of antibiosis, anticancer, antivirus, anti-inflammatory, mosquito repellent, insect killing, antioxidation and the like. The main uses are acne treatment, influenza virus inhibition, inflammation diminishing, ulcer resistance, local stimulation and heart strengthening, fever relieving, cough relieving, phlegm eliminating, asthma relieving and pain easing, and can be used as a health food and can also be used for mosquito and insect repelling.
The white tea is a special treasure in Chinese tea, belongs to micro-fermented tea, and is prepared by withering leaves and buds of white tea tree in tea (Camellia sinensis (L.) O.Ktze.), baking (or drying in the shade), picking out, and annealing through a special process. The white tea essential oil is volatile oil extracted from tea leaves and buds of white tea. At present, the research on the efficacy of white tea essential oil is less.
A journal paper (li ling. artemisia apiacea essential oil extraction and bacteriostatic performance research [ J ] university of Guizhou university, Nature science edition, 2020, (5):9-13.) discloses that essential oil in leaves and buds of Artemisia annua is extracted by a steam distillation method, and the extraction process of the Artemisia annua essential oil is optimized by a single-factor test and an orthogonal test, and 5 representative microorganisms are used: staphylococcus aureus (Staphylococcus aureus) CICC 10384, Escherichia coli (Escherichia coli) CICC 23657, Bacillus subtilis CICC 10275, Aspergillus niger CICC 2487 and Saccharomyces cerevisiae (Saccharomyces cerevisiae) CICC 33032 are used as indicator bacteria, the bacteriostatic activity of the sweet wormwood essential oil is detected by a filter method, and the minimum bacteriostatic concentration of the sweet wormwood essential oil to the 5 indicator bacteria is further determined by a liquid medium dilution method. The results show that: the optimal process conditions for extracting the essential oil from the leaves and the buds of the artemisia apiacea by the steam distillation method are as follows: soaking time is 1.5h, distilling time is 3h, and the material-liquid ratio is 1: 8; the sweet wormwood essential oil extracted under the condition has certain bacteriostatic activity on 5 indicator bacteria. Journal papers (Zhaoliyong, Linximei, war, etc.; different methods for extracting volatile oil of Artemisia annua component analysis and antibacterial activity comparison [ J ]. J. China J. Experimental formulary, 2011,17(22):60-63.) disclose that the volatile oil of Artemisia annua is extracted by Soxhlet extraction and direct distillation, respectively, antibacterial experimental studies are performed, the volatile oil of Artemisia annua obtained by Soxhlet extraction is Artemisia oil-1, the volatile oil of Artemisia annua obtained by direct distillation is Artemisia annua oil-2, the Minimal Inhibitory Concentration (MIC) of Artemisia annua oil-1 to Aspergillus niger is 1.25%, the Minimal Inhibitory Concentration (MIC) of Arisaema is 1.25%, the Minimal Inhibitory Concentration (MIC) of Penicillium margaricum is 1.25%, the Minimal Inhibitory Concentration (MIC) of Artemisia annua oil-2 to 4 bacteria is 0.0235% of Corynebacterium pekinensis, and 0.0235% of Bacillus subtilis, 0.0059% of tetracoccus and 3.75% of Proteus vulgaris. And (5) drawing a conclusion that: the antifungal effect of the sweet wormwood oil-1 is better than the antibacterial effect, and is probably related to the stronger antifungal effect of ketones, ethers and organic acids in the sweet wormwood oil-1; the alkene is an important antibacterial component in the volatile oil, the antibacterial effect of the sweet wormwood oil-2 is better than that of the sweet wormwood oil-1, and the alkene content (alkene 65.42%) of the sweet wormwood oil-2 is probably related to the fact that the alkene content (alkene 65.42%) of the sweet wormwood oil-2 is far higher than that of the sweet wormwood oil-1 (26.49%). Patent document CN112842942A discloses a method for preparing a pet skin cleanser by using sweet wormwood essential oil, which comprises the following formula components in parts by mass: the anti-mite agent comprises 1-3 parts of anionic surfactant, 2-3 parts of amphoteric surfactant, 2-3 parts of hair protecting agent, 3-5 parts of natural source miticide, 6-9 parts of salt lake water concentrate, 3-5 parts of sodium xylene sulfonate, 3-5 parts of biomass carbon, 2-5 parts of antifungal agent, 3-6 parts of conditioner and 6-9 parts of sweet wormwood herb essential oil. And indicates that the anti-fungal capability of the skin cleanser is increased by adding the sweet wormwood essential oil. Patent document CN108042661B discloses a white tea extract, which contains dihydromyricetin, and the amount of dihydromyricetin accounts for 60-90% of the total weight of the extract. The ampelopsin is pointed out as a typical flavonoid compound in the extract of the leaves (commonly called white tea) of ampelopsis plants such as ampelopsis grossedentata, ampelopsis megalophylla and the like, has excellent physiological functions such as antibacterial effect, has different inhibition effects on staphylococcus aureus, bacillus subtilis, aspergillus niger, aspergillus flavus, penicillium and streptomyces alternata, has the minimum inhibition concentrations of 0.7 percent and 1.1 percent on the aspergillus niger and the aspergillus flavus respectively, and has the minimum inhibition concentration of less than 0.07 percent on the staphylococcus aureus and the bacillus subtilis.
At present, the sweet wormwood essential oil, the white tea essential oil and the composition thereof with remarkable antifungal effect are not available.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and provides an antifungal sweet wormwood essential oil, an antifungal white tea essential oil, a composition of the antifungal sweet wormwood essential oil and the antifungal white tea essential oil, a preparation method and application of the antifungal sweet wormwood essential oil and the antifungal white tea essential oil.
In a first aspect, the invention provides an application of sweet wormwood essential oil in preparing an antifungal product, wherein the sweet wormwood essential oil is prepared by adopting the following method: collecting fresh herba Artemisiae Annuae young seedling, collecting leaves, drying, cutting into pieces, placing into distillation equipment, adding distilled water at a material-liquid ratio of 1 (0.5-2), soaking, distilling for 60-90min to obtain pure distillate mixture of essential oil, and separating with separator to obtain herba Artemisiae Annuae essential oil.
Preferably, the drying mode is drying at 60 ℃ or below for 2-5 hours, the size of the fragments is 4-6mm, and the soaking time is 1-2 hours.
Preferably, the parameters of the distillation are: the extraction temperature is 90-96 ℃, and the temperature of the condensation pipe is 15-25 ℃.
Preferably, the sweet wormwood herb is produced in Henan.
Preferably, the fungus is candida albicans or trichophyton rubrum.
Preferably, the product is a cosmetic, a pharmaceutical, or a daily necessity or clothing having an antibacterial effect.
In a second aspect, the present invention provides the use of a white tea essential oil for the manufacture of an antifungal product, the white tea essential oil being prepared by the process of: collecting tender shoots of fresh white tea, regularly spreading in a backlight room until the thickness is 3-5cm, controlling the temperature at 30-35 ℃, controlling the humidity at 50-60%, withering until the weight loss rate is 50-60%, and then placing in a dryer for drying at the temperature of 100 ℃ and 120 ℃ for 20-40 min; pulverizing dried leaves of white tea, and supercritical CO2Fluid extraction is carried out to obtain the white tea essential oil.
Preferably, the supercritical CO2The parameters of the fluid extraction were: CO 22The flow rate of the fluid is 0.5-2L/min, the extraction temperature is 42-50 ℃, the extraction pressure is 20-25 MPa, and the separation temperature isThe temperature is 50-60 ℃, the separation pressure is 4.5-5.5 MPa, and the extraction time is 1.5-2.5 h.
Preferably, the supercritical CO2The fluid extraction is pre-soaked for 5-20min at the beginning.
Preferably, the dried white tea leaves are crushed into 10-20 meshes of coarse powder.
Preferably, the fungus is candida albicans or trichophyton rubrum.
Preferably, the product is a cosmetic, a pharmaceutical, or a daily necessity or clothing having an antibacterial effect.
In a third aspect, the invention provides the use of a plant essential oil composition comprising an essential oil of artemisia annua as described above and an essential oil of white tea as described above in the manufacture of an antifungal product.
Preferably, the ratio of the sweet wormwood essential oil to the white tea essential oil is 1 (0.01-20).
Preferably, the fungus is candida albicans or trichophyton rubrum.
Preferably, the product is a cosmetic, a pharmaceutical, or a daily necessity or clothing having an antibacterial effect.
The sweet wormwood essential oil is extracted from Artemisia annua L of Compositae. The white tea essential oil is extracted from Camellia sinensis (L.) Siemens of Theaceae.
The invention has the advantages that:
1. according to the invention, the extraction method of the sweet wormwood essential oil is researched, the inhibition effect on two skin fungi (candida albicans and trichophyton rubrum) is considered, the sweet wormwood essential oil is proved to have a remarkable inhibition effect on the two fungi, and the sweet wormwood essential oil prepared by the method has a more prominent inhibition effect.
2. According to the invention, the extraction method of the white tea essential oil is researched, the inhibition effect on two skin fungi (candida albicans and trichophyton rubrum) is considered, the white tea essential oil is proved to have a remarkable inhibition effect on the two fungi, and the white tea essential oil prepared by the method has a more prominent inhibition effect.
3. The invention inspects the antifungal effect of the sweet wormwood essential oil and white tea essential oil composition, and the result shows that the combination of the sweet wormwood essential oil and the white tea essential oil shows synergistic effect, can obviously improve the antifungal effect, and has better application prospect clinically.
Drawings
FIG. 1: and (3) carrying out a total ion flow diagram of GC-MS analysis on the sweet wormwood herb essential oil.
FIG. 2: and (3) performing GC-MS analysis on the white tea essential oil to obtain a total ion flow diagram.
Detailed Description
The following detailed description of the present invention will be made with reference to the accompanying drawings.
Example 1 Artemisia apiacea essential oil of the invention and preparation thereof
Tender seedlings of sweet wormwood in Henan province are taken as materials.
The instrument comprises the following steps: the water seal type distillation still comprises the following equipment:
a distillation kettle: the whole appearance is cylindrical, the bottom of the spherical crown type kettle is provided with an opening at the upper part as a charging hole;
a gooseneck: a conical cover with an upper opening of the distillation kettle is connected with a condenser;
a condenser: an aluminum tube-in-tube condenser to condense the steam and cool the distillate;
an oil-water separator: is made of aluminum material, and is a container for receiving distillate and a separator for essential oil and water.
The process flow for extracting the essential oil comprises the following steps: batch charging → water adding → distillation → cooling → oil-water separation → essential oil → packaging.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding equal volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and distilling. Extracting at 90 deg.C and 15-25 deg.C in a condenser tube for 75min to obtain mixed liquid of essential oil and hydrosol, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Example 2 Artemisia apiacea essential oil of the invention and preparation thereof
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding 0.8-time volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and then distilling. Extracting at 90 deg.C and 15-25 deg.C in a condenser tube for 75min to obtain mixed liquid of essential oil and hydrosol, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Example 3 Artemisia annua essential oil of the invention and preparation thereof
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding 2 times of volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and then distilling. Extracting at 90 deg.C and 15-25 deg.C in a condenser tube for 75min to obtain mixed liquid of essential oil and hydrosol, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Example 4 Artemisia apiacea essential oil of the invention and preparation thereof (IV)
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding equal volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and distilling. Extracting at 90 deg.C, condensing at 15-25 deg.C for 60min to obtain pure distillate, and separating with separator to obtain herba Artemisiae Annuae essential oil.
Example 5 Artemisia apiacea essential oil of the invention and preparation thereof (V)
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding equal volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and distilling. Extracting at 90 deg.C, cooling at 15-25 deg.C in a condenser tube, distilling for 90min to obtain pure distillate of essential oil, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Example 6 Artemisia annua essential oil of the invention and preparation thereof (VI)
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 5 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding equal volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 2h, and distilling. Extracting at 90 deg.C and 15-25 deg.C in a condenser tube for 75min to obtain mixed liquid of essential oil and hydrosol, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Example 7 Artemisia apiacea essential oil of the invention and preparation thereof (seven)
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in electrothermal constant temperature drying oven at temperature below 60 deg.C for 2 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding equal volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1h, and distilling. Extracting at 96 deg.C and 15-25 deg.C in a condenser tube for 75min to obtain mixed liquid of essential oil and hydrosol, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Example 8 white tea essential oil of the invention and its preparation
The large-leaf white tea in Pu' er tea area of Yunnan is used as a material.
The instrument comprises the following steps: the main equipment is an extractor consisting of
Figure BDA0003289657090000061
The stainless steel tube is made, the pressurizing buffer is of a double-layer structure, the inner cylinder is made of stainless steel, and the outer cylinder is made of brass and is tightly matched with the inner cylinder and the outer cylinder. The equipment comprises: CO 22A steel cylinder, a dryer, a condensed ice water bath, a plunger pump, a pressurizing buffer bottle, a thermostatic bath, a preheating pipe, an extractor, an ice water beaker, a sedimentation separator, a buffer and a wet flowmeter.
The method comprises the following specific steps:
picking tender leaves of one heart and two hearts with equal size by hand at 6-9 am, spreading in a backlight room to 3-5cm thickness, controlling temperature at 35 deg.C and humidity55-60 percent, withering until the weight loss rate is 50-55 percent, and then drying in a dryer at 110 ℃ for 30 min. Then crushing the white tea leaves, sieving the crushed white tea leaves by a sieve of 10 meshes to obtain coarse powder, bagging the weighed coarse tea powder by abrasive cloth, putting the coarse tea powder into an extractor, and sealing a top cover. And starting a power supply of the thermostatic bath. The carbon dioxide cylinder valve was opened and the gas was passed through the dryer along the line, the cooling condenser (immersed in an ice-water bath), the plunger pump, and into the booster buffer bottle. Opening valve V1 when the pressure of the pressurizing buffer bottle greatly exceeds the experimental pressure, increasing the pressure of the extractor to the experimental pressure, closing valve V1, pre-soaking the tea for 10min, and performing supercritical CO2And (4) fluid extraction. CO 22The flow rate of the fluid is 1L/min, the extraction temperature is 50 ℃, the extraction pressure is 25MPa, the separation temperature is 50 ℃, the separation pressure is 5.0MPa, and the extraction time is 2h, so that the white tea essential oil is obtained.
Example 9 white tea essential oil of the invention and its preparation (II)
The materials and apparatus were the same as in example 8.
The method comprises the following specific steps:
picking tender leaves of the same size of the first heart and the second heart by hand at 6 to 9 points in the morning, neatly spreading the tender leaves in a backlight room until the thickness is 3-5cm, controlling the temperature at 35 ℃, the humidity at 55-60%, withering until the weight loss rate is 55-60%, and then placing the tender leaves in a dryer for drying at 110 ℃ for 30 min. Then crushing the white tea leaves, sieving the crushed white tea leaves by a sieve of 10 meshes to obtain coarse powder, bagging the weighed coarse tea powder by abrasive cloth, putting the coarse tea powder into an extractor, and sealing a top cover. And starting a power supply of the thermostatic bath. The carbon dioxide cylinder valve was opened and the gas was passed through the dryer along the line, the cooling condenser (immersed in an ice-water bath), the plunger pump, and into the booster buffer bottle. Opening valve V1 when the pressure of the pressurizing buffer bottle greatly exceeds the experimental pressure, increasing the pressure of the extractor to the experimental pressure, closing valve V1, pre-soaking the tea for 10min, and performing supercritical CO2And (4) fluid extraction. CO 22The flow rate of the fluid is 1L/min, the extraction temperature is 50 ℃, the extraction pressure is 25MPa, the separation temperature is 50 ℃, the separation pressure is 5.0MPa, and the extraction time is 2h, so that the white tea essential oil is obtained.
Example 10 white tea essential oil of the invention and its preparation (III)
The materials and apparatus were the same as in example 8.
The method comprises the following specific steps:
picking tender leaves of the same size of the first heart and the second heart by hand at 6 to 9 points in the morning, neatly spreading the tender leaves in a backlight room until the thickness is 3-5cm, controlling the temperature at 30 ℃, the humidity at 50-55%, withering until the weight loss rate is 50-55%, and then placing the tender leaves in a dryer for drying at 120 ℃ for 20 min. Then crushing the white tea leaves, sieving the crushed white tea leaves by a sieve of 10 meshes to obtain coarse powder, bagging the weighed coarse tea powder by abrasive cloth, putting the coarse tea powder into an extractor, and sealing a top cover. And starting a power supply of the thermostatic bath. The carbon dioxide cylinder valve was opened and the gas was passed through the dryer along the line, the cooling condenser (immersed in an ice-water bath), the plunger pump, and into the booster buffer bottle. Opening valve V1 when the pressure of the pressurizing buffer bottle greatly exceeds the experimental pressure, increasing the pressure of the extractor to the experimental pressure, closing valve V1, pre-infiltrating the tea for 5min, and performing supercritical CO2And (4) fluid extraction. CO 22The flow rate of the fluid is 2L/min, the extraction temperature is 42 ℃, the extraction pressure is 20MPa, the separation temperature is 60 ℃, the separation pressure is 5.5MPa, and the extraction time is 1.5h, so that the white tea essential oil is obtained.
Example 11 white tea essential oil of the invention and its preparation (IV)
The materials and apparatus were the same as in example 8.
The method comprises the following specific steps:
picking tender leaves of the same size of the first heart and the second heart by hand at 6 to 9 points in the morning, neatly spreading the tender leaves in a backlight room until the thickness is 3-5cm, controlling the temperature at 32 ℃, the humidity at 50-55 percent, withering until the weight loss rate is 50-55 percent, and then placing the tender leaves in a dryer for drying for 40min at 110 ℃. Then crushing the white tea leaves, sieving the crushed white tea leaves by a sieve of 10 meshes to obtain coarse powder, bagging the weighed coarse tea powder by abrasive cloth, putting the coarse tea powder into an extractor, and sealing a top cover. And starting a power supply of the thermostatic bath. The carbon dioxide cylinder valve was opened and the gas was passed through the dryer along the line, the cooling condenser (immersed in an ice-water bath), the plunger pump, and into the booster buffer bottle. Opening valve V1 when the pressure of the pressurizing buffer bottle greatly exceeds the experimental pressure, increasing the pressure of the extractor to the experimental pressure, closing valve V1, pre-soaking the tea for 20min, and performing supercritical CO2And (4) fluid extraction. CO 22The fluid flow rate is 1.5L/min, the extraction temperature is 42 ℃, the extraction pressure is 20MPa, the separation temperature is 60 ℃, the separation pressure is 5.5MPa, and the extraction time is 1.5h, thus obtaining the extractWhite tea essential oil.
Comparative example 1 Artemisia apiacea essential oil control I and preparation thereof
The plant of southernwood in bud stage in Henan province is used as the material.
The apparatus is as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae whole plant of 7 months in Henan, removing stem and useless parts, cleaning leaves, filtering to remove water, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding equal volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and distilling. Extracting at 90 deg.C and 15-25 deg.C in a condenser tube for 75min to obtain mixed liquid of essential oil and hydrosol, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Comparative example 2 Artemisia apiacea essential oil control two and preparation thereof
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding 3 times of volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and then distilling. Extracting at 90 deg.C and 15-25 deg.C in a condenser tube for 75min to obtain mixed liquid of essential oil and hydrosol, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Comparative example 3 Artemisia apiacea essential oil control III and preparation thereof
The materials and apparatus were the same as in example 1.
The method comprises the following specific steps:
collecting fresh herba Artemisiae Annuae young seedling of 5 months in Henan, removing stem and useless parts, cleaning leaves, draining, and drying in an electrothermal constant temperature drying oven at temperature below 60 deg.C for 3 hr. Cutting dried herba Artemisiae Annuae into 4-6mm pieces with a cutting machine to facilitate volatilization of essential oil molecules. Placing the smashed sweet wormwood leaves into a distillation inner tank, adding equal volume of Drech distilled water, injecting into an outer distillation tank, placing the distillation tank on a water tank, sealing the outer distillation tank, soaking for 1.5h, and distilling. Extracting at 90 deg.C, cooling at 15-25 deg.C in a condenser tube, distilling for 120min to obtain pure distillate of essential oil, and separating with a separator to obtain herba Artemisiae Annuae essential oil.
Comparative example 4 white tea essential oil control one and preparation thereof
The materials and apparatus were the same as in example 8.
The method comprises the following specific steps:
picking tender leaves of the same size as the first heart and the second heart by hand at 6 to 9 o' clock in the morning, airing the tender leaves in the daylight locally in the daytime, airing the tender leaves in a shady and cool place indoors at night for 3 days continuously, and then placing the tender leaves into a dryer to dry the tender leaves for 30min at 110 ℃. Then crushing the white tea leaves, sieving the crushed white tea leaves by a sieve of 10 meshes to obtain coarse powder, bagging the weighed coarse tea powder by abrasive cloth, putting the coarse tea powder into an extractor, and sealing a top cover. And starting a power supply of the thermostatic bath. The carbon dioxide cylinder valve was opened and the gas was passed through the dryer along the line, the cooling condenser (immersed in an ice-water bath), the plunger pump, and into the booster buffer bottle. Opening valve V1 when the pressure of the pressurizing buffer bottle greatly exceeds the experimental pressure, increasing the pressure of the extractor to the experimental pressure, closing valve V1, pre-soaking the tea for 10min, and performing supercritical CO2And (4) fluid extraction. CO 22The flow rate of the fluid is 1L/min, the extraction temperature is 50 ℃, the extraction pressure is 25MPa, the separation temperature is 50 ℃, the separation pressure is 5.0MPa, and the extraction time is 2h, so that the white tea essential oil is obtained.
Comparative example 5 white tea essential oil control two and preparation thereof
The materials and apparatus were the same as in example 8.
The method comprises the following specific steps:
picking tender leaves of one heart and two hearts with the same size by hand at 6-9 am, spreading in a backlight room to 3-5cm thickness, controlling the temperature at 35 deg.C,the humidity is 55 to 60 percent, the mixture is withered until the weight loss rate is 65 to 70 percent, and then the mixture is placed into a dryer for drying for 30min at the temperature of 110 ℃. Then crushing the white tea leaves, sieving the crushed white tea leaves by a sieve of 10 meshes to obtain coarse powder, bagging the weighed coarse tea powder by abrasive cloth, putting the coarse tea powder into an extractor, and sealing a top cover. And starting a power supply of the thermostatic bath. The carbon dioxide cylinder valve was opened and the gas was passed through the dryer along the line, the cooling condenser (immersed in an ice-water bath), the plunger pump, and into the booster buffer bottle. Opening valve V1 when the pressure of the pressurizing buffer bottle greatly exceeds the experimental pressure, increasing the pressure of the extractor to the experimental pressure, closing valve V1, pre-soaking the tea for 10min, and performing supercritical CO2And (4) fluid extraction. CO 22The flow rate of the fluid is 1L/min, the extraction temperature is 50 ℃, the extraction pressure is 25MPa, the separation temperature is 50 ℃, the separation pressure is 5.0MPa, and the extraction time is 2h, so that the white tea essential oil is obtained.
Example 12 GC-MS analysis of Artemisia annua essential oil
Reagent and material
Essential oil of sweet wormwood prepared in example 1.
Diethyl ether, analytically pure.
Second, experimental instrument
Agilent 7000B triple quadrupole gas phase mass spectrometer (Agilent).
Analysis of three components
1 GC-MS analysis conditions
(1) Chromatographic conditions chromatographic column: HP-5ms (30m 0.25mm 0.25 μm); carrier gas: high-purity He; flow rate: 1 ml. min-1(ii) a Sample inlet temperature: 250 ℃; the split ratio is as follows: 10: 1; temperature rising procedure: the initial temperature is 60 deg.C, and the temperature is maintained for 3min, and then the temperature is raised to 300 deg.C at the speed of 5 deg.C/min, and the temperature is maintained for 20 min.
(2) Mass spectrum condition mode: full scanning; the temperature of the adapter: 250 ℃; ion source temperature: 230 ℃; electron energy: -70 ev; scanning range: 30-400 m/e; solvent retardation: and 4 min.
2 preparation of test solution
Precisely sucking 1 μ l of essential oil sample, adding diethyl ether to desired volume of 1ml, and making into sample solution.
3 assay method
Precisely sucking 1 μ l of the sample solution, injecting into a gas phase mass spectrometer, and measuring.
4 data analysis
Analyzing the obtained GC/MS original file of the sample by MassHunter Workstation Software (Version B.04.00) to obtain the corresponding retention time and peak area percentage of each component, and comparing by a database (NIST11.0) to obtain a qualitative identification result.
5 results of measurement
The total ion flow pattern is shown in figure 1. The results of the main component analysis are shown in Table 1.
TABLE 1 GC-MS analysis results of the chemical components of Artemisia annua L.oil
Figure BDA0003289657090000101
Example 13 GC-MS analysis of white tea essential oil
Reagent and material
White tea essential oil prepared in example 8.
Diethyl ether (analytical grade).
Second, experimental instrument
Agilent 7000B triple quadrupole gas phase mass spectrometer (Agilent).
Analysis of three components
1 GC-MS analysis conditions
(1) Chromatographic conditions chromatographic column: HP-5ms (30m 0.25mm 0.25 μm); carrier gas: high-purity He; flow rate: 1 ml. min-1(ii) a Sample inlet temperature: 250 ℃; the split ratio is as follows: 10: 1; temperature rising procedure: the initial temperature is 60 deg.C, and the temperature is maintained for 3min, and then the temperature is raised to 300 deg.C at the speed of 5 deg.C/min, and the temperature is maintained for 20 min.
(2) Mass spectrum condition mode: full scanning; the temperature of the adapter: 250 ℃; ion source temperature: 230 ℃; electron energy: -70 ev; scanning range: 30-400 m/e; solvent retardation: and 4 min.
2 preparation of test solution
Precisely sucking 1 μ l of essential oil sample, adding diethyl ether to desired volume of 1ml, and making into sample solution.
3 assay method
Precisely sucking 1 μ l of the sample solution, injecting into a gas phase mass spectrometer, and measuring.
4 data analysis
Analyzing the obtained GC/MS original file of the sample by MassHunter Workstation Software (Version B.04.00) to obtain the corresponding retention time and peak area percentage of each component, and comparing by a database (NIST11.0) to obtain a qualitative identification result.
5 results of measurement
The total ion flow pattern is shown in figure 2. The results of the main component analysis are shown in Table 2.
TABLE 2 GC-MS analysis results of the chemical components of the white tea essential oil
Figure BDA0003289657090000111
Example 14 study of the inhibitory Effect of Artemisia annua essential oil, white tea essential oil and composition on dermatophytes
1 materials of the experiment
1.1 test strains
Candida Albicans (candida Albicans) SC 5314; trichophyton rubrum (Trichophyton rubrum).
1.2 reagents and reagents
Compositions of the sweet wormwood essential oil prepared in examples 1-5, comparative examples 1-3, the white tea essential oil prepared in examples 8-9, comparative examples 4-5, the sweet wormwood essential oil of example 1 and the white tea essential oil of example 8.
Amphotericin B (Amphotericin B, from Sigma).
The self-made Sabouraud agar medium (SDA) has the following formula: each 1000ml of the culture medium contains 40g of glucose, 10g of peptone and 20g of agar (solid medium is added), and the pH value is 6.0.
1.3 instruments and devices
An ultra-clean workbench, a constant-temperature biochemical incubator, a culture dish, a sterilization filter paper sheet, guns, gun heads and straight rulers with different specifications of 1000 mul, 200 mul, 10 mul and the like.
2 method of experiment
2.1 preparation of the bacterial suspension
Culturing the above fungi in SDA liquid medium at 25 deg.C for 5 days, activating twice, counting coated plates, and adjusting concentration to 1 × 105cfu/mL。
2.2 pharmaceutical preparation
Single essential oil: the sweet wormwood essential oil and the white tea essential oil are respectively diluted by 2 times of DMSO.
The formula of the essential oil is as follows: artemisia apiacea essential oil and white tea essential oil, 400 mu L of 250 mu g/mL Artemisia apiacea essential oil and 100 mu L of 250 mu g/mL white tea essential oil are mixed and diluted by 2 times of DMSO.
Amphotericin B: dissolved in DMSO and diluted to working concentration with SDA broth.
2.3 zone of inhibition experiment
Sucking the prepared bacterial suspension by a 1000-microliter gun head, coating the bacterial suspension on an SDA solid culture medium, putting a circular sterile filter paper sheet with the diameter of 7mm, pasting the circular sterile filter paper sheet on the surface of the culture medium, and dropwise adding 5 microliter of single-component essential oil or 2-time diluent of the component essential oil on the filter paper sheet. A negative control in which only DMSO was added dropwise and a positive control in which 5. mu.l of 0.1mg/ml amphotericin B was added dropwise were placed in each dish. The culture was carried out at 25 ℃ for 8 days. And measuring the size of the inhibition zone after the culture is finished. 10 dishes were made for each treatment.
2.4 statistical analysis
Statistical analysis of the data was performed using SPSS 20.0 software, data are presented as mean ± standard deviation, and pairwise comparisons were analyzed using One-way ANOVA test in combination with Bonferroni correction for multiple group comparisons. The difference is statistically significant when P is less than 0.05.
3 results of the experiment
The diameters of the inhibition zones in the candida albicans culture plates of the treatment groups are measured, and statistical results show that the diameters of the inhibition zones of the artemisia apiacea essential oil treatment group and the positive control group are larger than the diameter of the filter paper sheet, so that the artemisia apiacea essential oil extracted by each preparation method has a certain inhibition effect on the candida albicans. Compared with the positive drug amphotericin B, the inhibition zone diameters of the essential oil treatment groups of examples 1-5 are larger, the difference is significant (P <0.01), and the inhibition zone diameters of the essential oil treatment groups of comparative examples 1-3 are slightly larger than that of the amphotericin B treatment group, but the difference has no statistical significance (P > 0.05). Compared with the treatment groups of comparative examples 1-3, the diameter of the inhibition zone of the treatment groups of examples 1-5 is significantly larger than that of the comparative treatment groups, and the difference has statistical significance (P <0.05, P < 0.01). The diameter of inhibition zone of the essential oil of artemisia apiacea in example 1 is the largest in all treatment groups, which shows that the essential oil of artemisia apiacea extracted according to the method in example 1 has the strongest inhibition effect on candida albicans.
The diameters of the inhibition zones in the trichophyton rubrum culture plates of the treatment groups are measured, and the statistical result shows that the diameters of the inhibition zones of the sweet wormwood herb essential oil treatment group and the positive control group are both larger than the diameter of the filter paper sheet, so that the sweet wormwood herb essential oil extracted by each preparation method has a certain inhibition effect on the trichophyton rubrum. Compared with the positive drug amphotericin B, the diameters of inhibition zones of the essential oil treatments of examples 1 to 5 are larger, the difference is significant (P <0.01), and the diameters of inhibition zones of the essential oil treatments of comparative examples 1 to 3 are slightly larger than those of the amphotericin B treatment group, but the difference has no statistical significance (P > 0.05). Compared with the treatment groups of comparative examples 1 to 3 respectively, the inhibition zone diameters of the treatment groups of examples 1 to 5 are all significantly larger than those of the comparative treatment groups, and the differences have statistical significance (P <0.01 and P < 0.05). The diameter of the inhibition zone of the essential oil of artemisia apiacea in the example 1 is the largest in all the treatment groups, which shows that the essential oil of artemisia apiacea extracted by the method in the example 1 has the strongest inhibition effect on trichophyton rubrum.
TABLE 3 inhibition of dermatophytes by essential oil of Artemisia annua
Figure BDA0003289657090000131
Figure BDA0003289657090000132
Note: p <0.05, P <0.01 compared to amphotericin B; compared with the artemisia apiacea essential oil group of the comparative example 1, the # P is less than 0.01; compared with the artemisia apiacea essential oil group of the comparative example 2, the delta P is less than 0.05, and the delta P is less than 0.01; compared with the refined sweet wormwood oil in the comparative example 3, P is less than 0.05, P is less than 0.01.
The diameters of the inhibition zones in the Candida albicans culture plates of the treatment groups are measured, and the statistical result shows that the diameters of the inhibition zones of the white tea essential oil treatment group and the positive control group are both larger than the diameter of the filter paper sheet, so that the white tea essential oil extracted by each preparation method has a certain inhibition effect on Candida albicans. Compared with the positive drug amphotericin B, the diameters of the inhibition zones of the white tea essential oil treatment groups of examples 8-9 and comparative example 5 are larger, the difference is significant (P <0.01), and the diameter of the inhibition zone of the essential oil treatment group of comparative example 4 is not significant (P >0.05) compared with the amphotericin B treatment group. Compared with the treatment groups of comparative examples 4 to 5 respectively, the inhibition zone diameters of the white tea essential oil treatment groups of examples 8 to 9 are all significantly larger than those of the white tea essential oil treatment groups of each comparative example, and the difference has statistical significance (P < 0.01). The diameter of the inhibition zone of the white tea essential oil of example 8 was the largest in all treatment groups, indicating that the white tea essential oil extracted according to the method of example 8 has the strongest inhibitory effect on candida albicans.
The diameters of the inhibition zones in the trichophyton rubrum culture plates of the treatment groups are measured, and the statistical result shows that the diameters of the inhibition zones of the white tea essential oil treatment group and the positive control group are larger than the diameter of the filter paper sheet, so that the white tea essential oil extracted by each preparation method has a certain inhibition effect on the trichophyton rubrum. Compared with the positive drug amphotericin B, the diameters of inhibition zones of the essential oil treatments of examples 8-9 are larger, the difference is significant (P <0.01), and the diameters of inhibition zones of the essential oil treatments of comparative examples 4-5 have no statistical significance (P >0.05) compared with the amphotericin B treatment group. Compared with the treatment groups of comparative examples 4-5, the inhibition zone diameters of the treatment groups of examples 8-9 are all significantly larger than those of the comparative treatment groups, and the difference has statistical significance (P < 0.01). The diameter of the inhibition zone of the white tea essential oil of example 8 was the largest in all the treatment groups, indicating that the white tea essential oil extracted by the method of example 8 has the strongest inhibitory effect on trichophyton rubrum.
TABLE 4 inhibition of dermatophytes by white tea essential oil
Figure BDA0003289657090000141
Figure BDA0003289657090000142
Note: p <0.01 compared to amphotericin B; compared with the white tea essential oil group of the comparative example 4, # # P is less than 0.01; compared with the white tea essential oil group of the comparative example 5, the delta P is less than 0.01.
Comparing the bacteriostatic action of the sweet wormwood essential oil, the white tea essential oil and the composition thereof with the best bacteriostatic effect, the result shows that the bacteriostatic action of the mixture of the two essential oils on the candida albicans and the trichophyton rubrum is obviously improved compared with that of the mixture used alone (P is less than 0.01).
TABLE 5 comparison of the inhibitory effects of the single essential oil and the formulated essential oil on dermatophytes
Figure BDA0003289657090000143
Figure BDA0003289657090000144
Figure BDA0003289657090000151
Note: p <0.01 compared to amphotericin B; compared with the essential oil group of the formula, the # P is less than 0.01.
The above description is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, several modifications and additions can be made without departing from the method of the present invention, and these modifications and additions should also be regarded as the protection scope of the present invention.

Claims (16)

1. The application of the sweet wormwood essential oil in preparing antifungal products is characterized in that the sweet wormwood essential oil is prepared by the following method: collecting fresh herba Artemisiae Annuae young seedling, collecting leaves, drying, cutting into pieces, placing into distillation equipment, adding distilled water at a material-liquid ratio of 1 (0.5-2), soaking, distilling for 60-90min to obtain pure distillate mixture of essential oil, and separating with separator to obtain herba Artemisiae Annuae essential oil.
2. The use according to claim 1, wherein the drying is carried out at a temperature below 60 ℃ for 2-5 hours, the size of the fragments is 4-6mm, and the soaking time is 1-2 hours.
3. Use according to claim 1, wherein the parameters of the distillation are: the extraction temperature is 90-96 ℃, and the temperature of the condensation pipe is 15-25 ℃.
4. The use as claimed in claim 1, wherein the southernwood is produced from Henan.
5. The use of claim 1, wherein the fungus is candida albicans or trichophyton rubrum.
6. Use according to claim 1, characterized in that the product is a cosmetic, a pharmaceutical or a daily article or clothing with antibacterial action.
7. The application of the white tea essential oil in preparing antifungal products is characterized in that the white tea essential oil is prepared by the following method: collecting tender shoots of fresh white tea, regularly spreading in a backlight room until the thickness is 3-5cm, controlling the temperature at 30-35 ℃, controlling the humidity at 50-60%, withering until the weight loss rate is 50-60%, and then placing in a dryer for drying at the temperature of 100 ℃ and 120 ℃ for 20-40 min; pulverizing dried leaves of white tea, and supercritical CO2Fluid extraction is carried out to obtain the white tea essential oil.
8. Use according to claim 7, wherein the supercritical CO is2The parameters of the fluid extraction were: CO 22The flow rate of the fluid is 0.5-2L/min, the extraction temperature is 42-50 ℃, the extraction pressure is 20-25 MPa, the separation temperature is 50-60 ℃, the separation pressure is 4.5-5.5 MPa, and the extraction time is 1.5-2.5 h.
9. Use according to claim 7, wherein the supercritical CO is2The fluid extraction is pre-soaked for 5-20min at the beginning.
10. The use according to claim 7, wherein the dried leaves of white tea are ground to a 10-20 mesh coarse powder.
11. The use of claim 7, wherein the fungus is Candida albicans or Trichophyton rubrum.
12. Use according to claim 7, characterized in that the product is a cosmetic, pharmaceutical or antibacterial commodity or clothing.
13. Use of a plant essential oil composition comprising the essential oil of artemisia annua as claimed in any one of claims 1 to 6 and the essential oil of white tea as claimed in any one of claims 7 to 12 in the manufacture of an antifungal product.
14. The use as claimed in claim 13, wherein the ratio of the sweet wormwood essential oil and the white tea essential oil is 1 (0.01-20).
15. The use of claim 13, wherein the fungus is candida albicans or trichophyton rubrum.
16. Use according to claim 13, characterized in that the product is a cosmetic, pharmaceutical or antibacterial commodity or clothing.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114736735A (en) * 2021-12-22 2022-07-12 河南天源药物研究有限公司 Method for extracting sweet wormwood essential oil and researching bacteriostatic property of essential oil
CN115558554A (en) * 2022-11-01 2023-01-03 鄂尔多斯市德古乐乐香草科技发展有限责任公司 Method for extracting sweet wormwood essential oil

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114736735A (en) * 2021-12-22 2022-07-12 河南天源药物研究有限公司 Method for extracting sweet wormwood essential oil and researching bacteriostatic property of essential oil
CN115558554A (en) * 2022-11-01 2023-01-03 鄂尔多斯市德古乐乐香草科技发展有限责任公司 Method for extracting sweet wormwood essential oil

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