CN111658577A - Antibacterial volatile oil and preparation method thereof, antibacterial volatile oil freeze-dried powder, antibacterial agent and application - Google Patents
Antibacterial volatile oil and preparation method thereof, antibacterial volatile oil freeze-dried powder, antibacterial agent and application Download PDFInfo
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- CN111658577A CN111658577A CN202010735810.7A CN202010735810A CN111658577A CN 111658577 A CN111658577 A CN 111658577A CN 202010735810 A CN202010735810 A CN 202010735810A CN 111658577 A CN111658577 A CN 111658577A
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- volatile oil
- antibacterial
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Classifications
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- A—HUMAN NECESSITIES
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- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
- A01N65/08—Magnoliopsida [dicotyledons]
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- A—HUMAN NECESSITIES
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Abstract
The invention discloses a preparation method of antibacterial volatile oil, which comprises the following steps: extracting volatile oil material liquid from the air-dried and crushed raw materials by adopting a distillation method, and drying the volatile oil material liquid to obtain antibacterial volatile oil; the raw materials are selected from any one or at least two of celery seeds, fennel, ajowan and cumin. The invention takes any one or at least two of celery seeds, fennel, ajuga and cumin as raw materials, extracts volatile oil feed liquid from the crushed raw materials, and dries the volatile oil feed liquid to obtain the antibacterial volatile oil, the antibacterial volatile oil belongs to a natural antibacterial agent, has no side effects of sensitization, inflammation, neurotoxicity, carcinogenesis and the like of a chemical antibacterial agent, can be widely applied to the fields of cosmetics, health care products and environmental sanitation, and has good antibacterial effect. The method has the advantages of high extraction speed, high purity, high yield, extraction rate of more than 5 percent, convenient operation, realization of separation in the extraction process, safety and reliability, and high efficiency and energy conservation.
Description
Technical Field
The invention relates to the technical field of antibiosis, in particular to a preparation method of antibacterial volatile oil, the antibacterial volatile oil prepared by the preparation method, antibacterial volatile oil freeze-dried powder prepared from the antibacterial volatile oil, an antibacterial agent containing the antibacterial volatile oil or the antibacterial volatile oil freeze-dried powder, and application of the antibacterial volatile oil or the antibacterial volatile oil freeze-dried powder in the fields of cosmetics, health care products and environmental sanitation.
Background
The search for safe and efficient natural antibacterial drugs is always an important subject in the biological field and the traditional Chinese medicine. The plant resources of China are very rich, and particularly in Xinjiang areas of China, due to the unique geographical position and climatic characteristics of the plants and the complex and various landforms and soils, the special product resources are very rich, and a plurality of special vegetation to be developed are distributed. Such as celery seed, semen fermi, fennel, cumin, ephedra, etc. The plant volatile oil has good taste, rich nutrition, more health care functions, low toxicity, and safe, efficient, economic and nutritional development of natural antibacterial drugs, and is the main direction for future development of the antibacterial drug field in China.
The oil extracted from aromatic plant or herb root, bark, stem, leaf, flower, fruit or seed is called essential oil, which is also called volatile oil. The volatile oil from different sources has strong antibacterial spectrum and has certain inhibition effect on bacteria, fungi, viruses, prokaryotes, insects and the like. Generally, the composition, structure and functional groups of the essential oils determine their antimicrobial capacity. The terpenoids, alcohols and phenols contained in the volatile oil endow the volatile oil with strong antibacterial ability.
Celery seeds are extracted from seeds of a two-year-old plant celery of the parsley family, have very fine shapes, are in ovoid shapes and light brown colors, are slightly pungent and fragrant in taste, contain multiple effective components, have the effect of relieving rheumatism, rheumatoid arthritis, gout, hyperuricemia and the like, are excellent diuretics, have the effect of calming the central nervous system, and can soothe nerves, relieve flatulence and dyspepsia. No patent application related to celery seeds is found at present.
Semen Trachyspermi Ammi, the name of Chinese medicine. Is mature fruit of Trachyspermi Ammi belonging to genus Apium of family Umbelliferae. Is distributed in the areas of Xinjiang Hotan and Kashi, etc. The ripe fruits are warm in nature and pungent and bitter in taste, and have the effects of dispelling cold and removing dampness, regulating qi and stimulating appetite and relieving pain. It is commonly used for paralysis, convulsion, stomach cold, abdominal pain, dyspepsia, and urinary calculus. No patent application relating to ajowan nut has been found at present.
Fructus Foeniculi, a name of Chinese medicine, is dried mature fruit of Foeniculum vulgare of Umbelliferae. Also named as fennel (herb Property treatise), fennel (New repair materia Medica), fennel (Kaibao materia Medica), fennel, aniseed (Ben Cao Tu Jing), wild fennel (Caterpillar rock materia Medica), aniseed (Zhu's collective proved prescription), Gu Miao Xiang, Gu Xiang (modern practical traditional Chinese medicine), and Xiang Zi (Chinese medicinal plant material). Has effects of dispelling cold, relieving pain, regulating qi-flowing and regulating stomach. The surface is yellowish green or yellowish, the two ends are slightly sharp, the top is provided with a column base with yellowish brown protrusions, and the base is sometimes provided with small fruit stalks. Fennel is used for cold hernia with abdominal pain, testicular tenesmus, dysmenorrhea, cold pain in the lower abdomen, abdominal distention and pain, poor appetite, vomiting and diarrhea. Has special fragrance, slightly sweet and pungent taste. Chinese patent application No. CN104946462B describes a preparation method of fennel wine, which is prepared by mixing fennel and sorghum and fermenting and brewing, and has health preserving and health care effects. Chinese patent application No. CN105267262A provides a food, medicine and health care product composition consisting of fennel volatile oil, which is used for promoting small intestine movement and increasing pepsin activity. However, at present, no document or patent reports the antibacterial effect of the fennel volatile oil.
Cumin is also called as benzoin, called as Cumin in Uygur nationality, comes from Zhongya and Yilang and is only produced in Xinjiang in China. It is mainly used for flavouring, extracting perfume, etc., and is a superior flavouring material necessary for cooking and roasting food, and its taste and flavour are very unique, rich in oiliness and aromatic and strong in smell. The high-quality cumin is mostly yellow green, and has strong spicy taste, no mildew and no impurities. Chinese patent application publication No. CN101358159A discloses a method for extracting cumin essential oil, which comprises the steps of freezing cumin, crushing, mixing with water, soaking, irradiating and heating with microwave, distilling and extracting, and separating oil from water after standing to obtain the cumin essential oil. Chinese patent application publication No. CN104257741A discloses a compound mint-cumin volatile oil hard capsule for treating functional dyspepsia. The functions of the cumin volatile oil are widely accepted, but the cumin volatile oil is not patented for an antibacterial agent.
Disclosure of Invention
The invention aims to provide the antibacterial volatile oil and the preparation method thereof, the natural antibacterial agent can be extracted from the fruits or seeds of plants by adopting the preparation method, the antibacterial volatile oil has no side effects of sensitization, inflammation, neurotoxicity, carcinogenesis and the like of chemical antibacterial agents, can be widely applied to the fields of cosmetics, health care products and environmental sanitation, and has good antibacterial effect. The method has the advantages of high extraction speed, high purity, high yield, extraction rate of more than 5 percent, convenient operation, realization of separation in the extraction process, safety and reliability, and high efficiency and energy conservation.
The invention also aims to provide the antibacterial volatile oil freeze-dried powder which is convenient to store at low temperature.
The invention also aims to provide application of the antibacterial volatile oil or the antibacterial volatile oil freeze-dried powder in the fields of cosmetics, health products and environmental sanitation.
The antibacterial volatile oil is particularly suitable for local application of mouth, skin and the like.
In order to achieve the purpose, the invention adopts the following technical scheme:
on the one hand, the preparation method of the antibacterial volatile oil is provided, and comprises the following steps:
extracting volatile oil material liquid from the air-dried and crushed raw materials by adopting a distillation method, and drying the volatile oil material liquid to obtain antibacterial volatile oil;
the raw materials are selected from any one or at least two of celery seeds, fennel, ajowan and cumin.
Further, drying the volatile oil feed liquid by adopting anhydrous sodium sulfate.
Further, crushing the air-dried raw materials by using a grinder for 30-120 s, and sieving the crushed raw materials by using a 12-40-mesh sieve.
Further, the distillation time is 3-8 hours, and the material-liquid ratio of the distilled volatile oil material liquid is 1: 4-1: 16.
On the other hand, the antibacterial volatile oil is prepared by the preparation method.
On the other hand, the antibacterial volatile oil freeze-dried powder is obtained by freeze-drying the antibacterial volatile oil.
In another aspect, an antibacterial agent is provided, which comprises the antibacterial volatile oil or the antibacterial volatile oil freeze-dried powder.
Also provides the application of the antibacterial volatile oil or the antibacterial volatile oil freeze-dried powder in cosmetics. The essential oil of celery seeds, fennel, ajowan and cumin has an inhibition effect on various bacteria (including gram-positive bacteria and gram-negative bacteria) and fungi (including yeast and the like), so that the essential oil has broad-spectrum antibacterial activity. In addition, the essential oil of celery seeds, fennel, ajuga and cumin does not have negative influence on the physical properties of beauty/cosmetics and health care products, and has safety to human bodies. Meanwhile, the method is suitable for the fields of environmental sanitation and the like.
Specifically, the cosmetic may be a cosmetic or make-up composition comprising the above volatile oil of celery seed, fennel, ajuga microwave or cumin; preferably, the cosmetic or makeup composition is a cosmetic or makeup composition made by mixing water with a special emulsifier, such as a lotion (skin lotion), an emulsion (e.g., moisturizing emulsion), a serum, and the like. The water-based cosmetic or toiletry compositions are relatively susceptible to contamination by microorganisms and the antimicrobial agents of the present invention are therefore particularly suitable for use in such compositions.
According to some embodiments, the cosmetic or make-up composition is in any form used in conventional external skin preparations, including but not limited to facial cosmetics such as lotions (lotions), lotions, creams or pack cosmetics; make-up cosmetics such as pre-make-up, foundation, cheek color, lipstick, lip cream, eye shadow, eyeliner, mascara, or sunscreen; beautifying body; fragrance is used for beauty treatment; skin cleansers such as makeup removers, facial cleansers, or body shampoos; aerosols, pressed powders, creams, ointments, creams, essences, foams, gels, lotions, mousses, pastes, ointments (patches), pens, serum, solutions, towelettes, masks, body films or sprays. For example, the cosmetic or toiletry composition may be a solution or suspension, such as an aqueous-based solution or suspension.
It is also contemplated that the celery seed, fennel, ajowan or cumin volatile oil of the present invention may be used in other topically applied, dermally applied or oral compositions in addition to cosmetic or cosmetic compositions, such as topically or dermally applied medicaments, including for example topical solutions, lotions, liniments, ointments, plasters, pastes or patches and the like; and for example, oral cleaning products or dental cleaning products including toothpaste, tooth powder, mouthwash, mouth spray, dental floss, or the like.
Also provides the application of the antibacterial volatile oil or the antibacterial volatile oil freeze-dried powder in health care products. Preferably, the nutraceutical is based on a liquid volatile oil or a lyophilized powder volatile oil, such as capsules, sprays, tablets and the like. The health care product can also be capsules, sprays, tablets and the like containing the antibacterial volatile oil.
Also provides the application of the antibacterial volatile oil or the antibacterial volatile oil freeze-dried powder in the field of environmental sanitation, such as spraying, antibacterial liquid and the like.
The term "antibacterial agent" as used herein refers to a substance having an inhibitory effect on the growth and reproduction of microorganisms such as bacteria, yeast and mold, or even killing the microorganisms. Bacteria that can be inhibited or killed by the antibacterial agent of the present invention include: gram-positive bacteria such as Staphylococcus aureus and Bacillus subtilis, and gram-negative bacteria such as Klebsiella pneumoniae, Escherichia coli, and Pseudomonas aeruginosa. Yeasts that can be inhibited or killed by the antibacterial agent of the present invention include Candida albicans. Mold species that can be inhibited or killed by the antimicrobial agents of the present invention include Aspergillus niger.
The essential oils of celery seed, fennel, ajowan or cumin described herein may also be used as preservatives. The "preservative" as used herein refers to a substance used for incorporation into foods, health products, particularly cosmetics/cosmetics and the like, to retard spoilage caused by microbial growth in these industrial products. When used as a preservative, it is desirable that such preservatives have a broad spectrum of inhibitory effects against a variety of microorganisms, including bacteria, yeasts and molds.
The invention has the beneficial effects that: the invention takes any one or at least two of celery seeds, fennel, ajuga and cumin as raw materials, extracts volatile oil feed liquid from the crushed raw materials, and dries the volatile oil feed liquid to obtain the antibacterial volatile oil, the antibacterial volatile oil belongs to a natural antibacterial agent, has no side effects of sensitization, inflammation, neurotoxicity, carcinogenesis and the like of a chemical antibacterial agent, can be widely applied to the fields of cosmetics, health care products and environmental sanitation, and has good antibacterial effect. The method has the advantages of high extraction speed, high purity, high yield, high volatile oil extraction rate of more than 5%, convenient operation, realization of separation in the extraction process, safety and reliability, and high efficiency and energy conservation.
Detailed Description
Unless otherwise defined, all scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. Example methods and materials are described below, and equivalents thereof may be used. All publications and other references mentioned herein are incorporated by reference in their entirety.
The technical solution of the present invention is further explained by the following embodiments.
Unless otherwise specified, various starting materials of the present invention are commercially available or prepared according to conventional methods in the art.
Example 1
Preparing the celery seed volatile oil:
1. taking 1kg of air-dried celery seeds, crushing for 60s by using a mechanical grinder, sieving by using a 20-mesh sieve, and carrying out steam distillation for 6h to obtain volatile oil feed liquid with the feed-liquid ratio of 1: 10.
2. Collecting the obtained volatile oil solution, and drying with anhydrous sodium sulfate to obtain volatile oil of semen Apii graveolentis (extraction rate of 5.86%).
3. Storing the obtained volatile oil of semen Apii graveolentis in refrigerator at 4 deg.C.
The celery seed volatile oil obtained through the steps can be further freeze-dried to obtain the celery seed volatile oil freeze-dried powder.
Example 2
Preparing fennel volatile oil:
1. taking 1kg of air-dried fennel, crushing the fennel for 30s by using a mechanical grinder, sieving the fennel with a 40-mesh sieve, and carrying out steam distillation for 3.5h to obtain volatile oil feed liquid with the feed-liquid ratio of 1: 5.
2. Collecting the obtained volatile oil material liquid, and drying with anhydrous sodium sulfate to obtain fructus Foeniculi volatile oil (extraction rate is 5.52%).
3. Storing the obtained fructus Foeniculi volatile oil in a refrigerator at 4 deg.C.
The fennel volatile oil obtained by the steps can be further freeze-dried to obtain freeze-dried powder of the fennel volatile oil.
Example 3
Preparing ajuga fern fruit volatile oil:
1. taking 1kg of air-dried semen Trachyspermi Ammi, pulverizing for 90s with a mechanical grinder, sieving with a 20 mesh sieve, and steam distilling for 6h to obtain volatile oil feed liquid with feed-liquid ratio of 1: 15.
2. Collecting the volatile oil, and drying with anhydrous sodium sulfate to obtain semen Trachyspermi Ammi volatile oil (extraction rate of 5.26%).
3. Storing the obtained volatile oil of semen Trachyspermi Ammi in a refrigerator at 4 deg.C.
The volatile oil of semen Trachyspermi Ammi obtained by the above steps can be further lyophilized to obtain lyophilized powder of volatile oil of semen Trachyspermi Ammi.
Example 4
Preparing cumin volatile oil:
1. taking 1kg of air-dried cumin, crushing the cumin for 60s by using a mechanical grinder, sieving the cumin by using a 20-mesh sieve, and carrying out steam distillation for 5h to obtain volatile oil feed liquid with the feed-liquid ratio of 1: 8.
2. Collecting the obtained volatile oil material liquid, and drying the volatile oil material liquid through anhydrous sodium sulfate to obtain the cumin volatile oil (the extraction rate is 5.18%).
3. And storing the obtained cumin volatile oil in a refrigerator at 4 ℃.
The cumin volatile oil obtained by the steps can be further freeze-dried to obtain the freeze-dried powder of the cumin volatile oil.
Component detection assay
The components identified by adopting the gas chromatography-mass spectrometry combined technology respectively account for 99.61%, 99.8%, 99.75% and 98.94% of the total peak area of the volatile oil chromatogram. The cumin comprises the following main chemical components: α -Terphin-7-al, phenylhexanol, cumic aldehyde, β -pinene, γ -terpinene, o-isopropylbenzene, o-cymene, cresal, 4-isopropylbenzyl alcohol, etc.; the fennel comprises the following main chemical components: anethole, limonene, gamma-terpinene, fenchone, p-cymene, carene, alpha-thujene, beta-myrcene, trans-ocimene, and the like; the main chemical components of the ajowan are as follows: p-cymene, gamma-terpinene, thymol, beta-myrcene, alpha-thujene, etc.; the celery seeds mainly comprise the following chemical components: limonene, (+) -camphene, beta-cineole, beta-myrcene, alpha-butyl benzyl alcohol, beta-pinene and the like, accounting for 85-95% of the total volatile oil components.
The method has the advantages of high extraction speed, high purity, high yield, extraction rate of more than 5 percent, convenient operation, realization of separation in the extraction process, safety and reliability, and high efficiency and energy conservation.
Antimicrobial Activity detection
The bacteriostatic effect of the test drug was observed and compared according to the diameter of the transparent zone around the filter paper/oxford cup. The antimicrobial agent diffuses around after the addition of the microorganism, resulting in the microorganism becoming non-viable. The diameter of the transparent bacteriostatic zone added with the test medicament is compared with that of the blank control group, so that the inhibition effect of the test medicament on the microorganisms can be known.
The celery seed, the fennel, the ferula ajava and the cumin volatile oil prepared in the examples 1 to 4 are respectively used for detecting the inhibition effect on staphylococcus aureus, klebsiella pneumoniae, escherichia coli, pseudomonas aeruginosa, bacillus subtilis, candida albicans and aspergillus niger, and petroleum ether is used as a blank control, and the results are as follows.
TABLE 1 diameter of bacteriostatic circle of Chinese medicinal essential oil (mm)
Note:
in the table, "-" indicates that bacteria grow on the filter paper sheets and have no bacteriostatic effect;
the number of the dotted line indicates that the inhibition zone is transparent and the bacteria in the range are killed;
the absence of a "+" number indicates that the colony density decreased, the growth of the bacteria was inhibited, and no clear circles appeared.
The antibacterial activity detection method comprises the following steps:
1. experimental strains
The experimental strains included: staphylococcus aureus, Klebsiella pneumoniae, Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis, Candida albicans, and Aspergillus niger.
2. The steps of the antibacterial activity test are as follows:
A. preparing a culture medium: deionized water is added into each culture medium according to the proportion written in the product specification for dissolution (40 g/L of LB nutrient agar culture medium, 36.6g/L of Bengal culture medium, 25g/L of LB broth culture medium, 50g/L of YPD liquid culture medium and 21.6g/L of mould liquid culture medium). Wrapping with waterproof membrane, and sterilizing at 121 deg.C for 15min (injecting: sterilizing Bengal red culture medium for 20 min). And naturally cooling the liquid culture medium to room temperature for later use after sterilization, pouring the solid culture medium into culture dishes after sterilization while the solid culture medium is hot, pouring 5-10 ml of culture medium into each culture dish, and paving the culture medium by shaking the culture dishes. Naturally cooling to room temperature, and storing in a refrigerator at 4 deg.C.
B. Activating strains: the powder in the ampoules was dissolved in the indicated liquid medium (LB broth for bacteria, YPD liquid medium for Candida albicans, mould liquid medium for Aspergillus niger). Selecting bacteria liquid with inoculating loop, streaking, separating and culturing in solid culture medium, culturing bacteria at 36 deg.C for 18 hr, and culturing mould at 28 deg.C for 48 hr. Then single colony on the solid culture medium is picked and inoculated to the corresponding culture medium, and cultured for 18h/48h at the constant temperature of 36 ℃/28 ℃.
C. And (3) strain preservation: the flame-burned inoculating loop picks up 1 loop from the liquid medium with bacteria, and streaks each bacteria on the corresponding solid medium. Placing the culture dish after the marking into an incubator for constant temperature wet culture (bacteria is at 36 ℃ for 24 h; fungi is at 30 ℃ for 48h), sealing after the culture is finished, and placing into a refrigerator at 4 ℃ for storage. Every 2 months or so, 200 mul of bacteria liquid in the liquid culture medium is taken, 200 mul of sterile glycerol with the concentration of 30 percent is added, and the mixture is evenly mixed and put into a refrigerator with the temperature of 20 ℃ below zero for freezing storage.
D. And (3) strain multiplication: taking a sterile test tube with a cover, adding 5mL of corresponding liquid culture medium into the test tube, and picking 1-2 colonies (more colonies can be picked to shorten the culture time) from a solid plate preserved before to the corresponding liquid culture medium by using an inoculating loop. The test tube cover is tightly covered, the test tube is placed into a constant-temperature gas bath shaking table, the temperature is adjusted to 30 ℃, the frequency is 150r/min, and the test tube is cultured for about 12 hours. Taking out and measuring OD600, if the OD is more than 0.3, putting the mixture into a refrigerator at 4 ℃ for storage, and otherwise, continuing to culture.
E. And (3) microbial inoculation: adjusting the OD595 of the liquid culture medium containing the bacteria to be 0.30-0.35 (the density of the bacteria is 108 cfu). Diluted 100-fold with sterile physiological saline (106 cfu). Each bacterium was pipetted 100. mu.L and applied well on LB nutrient agar medium. The fungi were counted on a hemocytometer, diluted to 105cfu, and 100. mu.L of each fungus was aspirated and added to Bengal red medium for plating.
F. Sample preparation: diluting the mixture to a required concentration by using normal saline, absolute ethyl alcohol (alcohol extract) and petroleum ether (volatile oil) according to different experimental samples in proportion, adding a sterilized and dried filter paper sheet, and soaking for 3-4 h. If the sample size is large (>10mL), the oxford cup method can be used without soaking the filter paper sheet.
G. Sample addition: the soaked filter paper sheet (Oxford cup) is placed on a culture medium inoculated with the bacteria, 200 mu L of the sample is added into the Oxford cup, the mixture is kept still for 30min, and then the mixture is placed into an incubator for constant temperature wet culture (the bacteria is at 36 ℃, 24 h; the fungi is at 30 ℃, 24 h).
H. And (3) detecting the antibacterial activity: the plate reaching the culture time was taken out, and the diameter of the transparent zone surrounding the filter paper/oxford cup was measured with a vernier caliper and recorded.
I. Sterilizing, namely filling the measured culture medium, putting the culture medium into an autoclave, and sterilizing for 20min at 121 ℃.
The above examples are only intended to illustrate the detailed process of the present invention, and the present invention is not limited to the above detailed process, i.e., it is not intended that the present invention necessarily depends on the above detailed process for its implementation. It is understood by those skilled in the art that any modification of the present invention, equivalent substitutions of the raw materials of the product of the present invention and the addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.
Claims (10)
1. The preparation method of the antibacterial volatile oil is characterized by comprising the following steps:
extracting volatile oil material liquid from the air-dried and crushed raw materials by adopting a distillation method, and drying the volatile oil material liquid to obtain antibacterial volatile oil;
the raw materials are selected from any one or at least two of celery seeds, fennel, ajowan and cumin.
2. The method for preparing antibacterial volatile oil according to claim 1, wherein the volatile oil solution is dried by anhydrous sodium sulfate.
3. The preparation method of the antibacterial volatile oil as claimed in claim 1, characterized in that the air-dried raw materials are crushed by a grinder for 30-120 s and sieved by a 12-40 mesh sieve after crushing.
4. The preparation method of the antibacterial volatile oil according to claim 1, wherein the distillation time is 3-8 h, and the feed-liquid ratio of the volatile oil solution after distillation is 1: 4-1: 16.
5. An antibacterial volatile oil, which is prepared by the preparation method of any one of claims 1 to 4.
6. An antibacterial volatile oil freeze-dried powder, which is characterized by being obtained by freeze-drying the antibacterial volatile oil of claim 5.
7. An antibacterial agent, characterized by comprising the antibacterial volatile oil of claim 5 or the antibacterial volatile oil lyophilized powder of claim 6.
8. The application of the antibacterial volatile oil of claim 5 or the antibacterial volatile oil freeze-dried powder of claim 6 in cosmetics.
9. An application of the antibacterial volatile oil of claim 5 or the antibacterial volatile oil freeze-dried powder of claim 6 in health care products.
10. The application of the antibacterial volatile oil of claim 5 or the antibacterial volatile oil freeze-dried powder of claim 6 in the field of environmental sanitation.
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| US20110008474A1 (en) * | 2009-07-08 | 2011-01-13 | Boegli Charles J | Topical Antifungal Composition |
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| CN111315229A (en) * | 2017-11-09 | 2020-06-19 | 高砂香料工业株式会社 | Oil and fat composition and method for producing same |
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2020
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| US20110008474A1 (en) * | 2009-07-08 | 2011-01-13 | Boegli Charles J | Topical Antifungal Composition |
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Application publication date: 20200915 |