WO2023036167A1 - Torreya grandis compound oil, manufacturing method therefor and application thereof - Google Patents

Abstract

Disclosed are a Torreya grandis compound oil, a manufacturing method therefor and an application thereof, which reduce allergic reactions to cosmetics. The present invention has advantages such as environmental protection, high safety and easy absorption due to using an essential oil of Torreya grandis as a preservative and a fragrance agent, and not using chemical components such as artificial fragrances, pigments and preservatives. Natural Torreya grandis seed oil, essential oil of Torreya grandis twigs, etc. impart elasticity to the skin, reduce wrinkles and reduce pigmentation, and have effects such as perfuming, moistening, whitening, and resisting free radicals.

Description

A kind of torreya compound oil, preparation method and application

Cross References to Related Applications

This application claims the benefit of Chinese application number 2021110565130 filed on September 9, 2021. Said application number 2021110565130 is hereby incorporated by reference in its entirety.

technical field

The invention belongs to the technical field of natural medicines and skin care products, and in particular relates to a compound oil of Torreya torreya, its preparation method and its application.

Background technique

Torreya grandis (Torreya grandis Fort. et Lindl. Merrillii), also known as Chinese torreya, is a tree of the genus Torreya in the family Taxaceae. It is a unique tree species in my country and is produced in Zhejiang, Anhui and other places. According to literature records, the current medicinal part of Torreya torreya is the seed, and it has been included in the 2020 edition of "Chinese Pharmacopoeia". Modern studies have shown that Torreya seeds are rich in nutrients and bioactive components, and have many biological functions, including anti-atherosclerosis, anti-tumor, anti-inflammatory, anti-bacterial, anti-virus, anti-worm, etc., especially with very strong Antioxidant and tyrosinase inhibitory activities (Tian Xin, et al., 2021; Cui, et al., 2018; Zhu, et al., 2019). Therefore, torreya seed can not only be used as traditional Chinese medicine, but also an important raw material for functional food and high-end cosmetics. It is worth noting that the unsaturated fatty acids (>80%) of Chinese torreya seeds mainly contain oleic acid (>30%), linoleic acid (>40%), and special polyethylenic unsaturated fatty acids, namely sciadonicacid (all- cis-5,11,14-eicosatrienoic acid) (>8%), and vitamin E, etc., have a very good health care effect on human skin; Torreya seed oil rich in auronic acid can significantly inhibit phosphodiesterase-5 and Lipoxygenase activity (Zhou, et al., 2019), has obvious anti-inflammatory effect.

A large number of studies have shown that linoleic acid is an essential fatty acid in human and animal nutrition, has the function of vitamin F, and is mainly used as an anti-inflammatory agent and nutritional aid in cosmetics. Studies have found that lack of linoleic acid will cause skin lipid synthesis disorders, abnormal epidermal differentiation at the opening of the sebaceous glands, and easily cause acne and acne, so linoleic acid can be added for prevention and treatment. At present, the patent (CN109394663A) discloses a kind of torreya oil skin care milk and its preparation method, which contains the Chinese medicine Chuanxiong and natural preservative gallica extract and lemon eucalyptus oil for freckle removing and beautifying; The application of essential oil in the preparation of anti-inflammatory drugs and cosmetics reduces the allergic reaction of cosmetics, and the patent (CN 105769941 B) discloses the application of Torreya aril essential oil in the preparation of anti-dermatophyte cosmetics and drugs.

Plant essential oils have a variety of physiological activities, including antibacterial, anti-inflammatory, antiviral, analgesic, anti-tumor, mosquito repellent, penetration enhancement, and anti-oxidation. Torreya aril contains many kinds of aromatic components (Hu Liuyan, et al., 2011), which are raw materials for processing high-grade aromatic oils and have extremely high economic value. However, the branches and leaves of Torreya torreya are the waste in the process of pruning Torreya torreya, which are rich in essential oils and have not been well studied and utilized. Therefore, in order to find the new application of Chinese Torreya branch leaf essential oil, the present invention has carried out relevant research. In the prior art, there is no application in cosmetics of an additive combining Torreya seed oil and Torreya twig essential oil.

references:

Hu Liuyan, Dai Miaomiao, Zhang Yunbin. Extraction technology and antibacterial properties of essential oil from Torreya husk[J]. China Food Additives, 2011, (3): 127-132.

Tian Xin, Mu Wenbi, Zhang Jianyong. Research progress on chemical constituents and pharmacological activities of different parts of Torreya torreya [J]. Natural Product Research and Development, 2021, 33(4):691-715.

Wang Hao, Hao Mimi, Liu Yuanyuan, etc. Inhibitory effect of oxidized resveratrol on tyrosinase [J]. Modern Medicine and Clinic, 2018, 44(3):717-722.

Cui HX,Duan FF,Jia SS,et al.Antioxidant and Tyrosinase Inhibitory Activities of Seed Oils from TorreyagrandisFort.exLindl.[J].Biomed ResInt.2018;2018:5314320.

Zhu MF,Tu ZC,Zhang L,et al.Antioxidant,metabolic enzymes inhibitoryability of Torreyagrandis kernels,and phytochemical profiling identified by HPLC-QTOF-MS/MS[J].JFoodBiochem.2019,43(12):e13043.

Zhou X,Shang J,Qin M,et al.Fractionated Antioxidant and Anti-inflammatory Kernel Oil from Torreyafargesii[J].Molecules.2019,24(18):3402.

Contents of the invention

The purpose of the present invention is to provide a compound oil of Torreya torreya, its preparation method and application, which not only has good fragrance and smell, but also has whitening and anti-inflammatory effects.

In order to solve the problems of the technologies described above, the technical solution adopted in the present invention is:

A torreya compound oil is composed of torreya seed oil and torreya branch and leaf essential oil, the mass ratio of which is 1.0-5.0:0.03-0.075.

Optionally, the torreya seed oil is a fatty oil prepared from the seed kernels of torreya torreya by supercritical extraction of carbon dioxide; in terms of mass percentage, the sum of the fatty acid content in the torreya torreya seed oil is ≥98%, and the content of aureusic acid is ≥7% %.

Optionally, the Torreya twig essential oil is a volatile oil prepared from Torreya twig leaves by steam distillation; in terms of mass percentage, the sum of limonene and α-pinene in the Torreya twig leaf essential oil is greater than 50%.

The Torreya compound oil described in the invention is used for the preparation of cosmetics.

Optionally, the cosmetics include but not limited to gel, essence, face cream or lotion.

Optionally, the content of the Torreya compound oil in the cosmetics ranges from 10.64% to 50.75%.

A torreya compound oil jelly contains 10% to 20% of torreya seed oil and 0.3% to 0.75% of torreya branch leaf essential oil in terms of mass percentage.

The Chinese torreya compound oil essence contains 30% to 50% of torreya seed oil and 0.4% to 0.75% of torreya branch and leaf essential oil in the torreya compound oil essence in terms of mass percentage.

A torreya compound oil face cream, in terms of mass percentage, the torreya torreya compound oil face cream contains 8% to 11.3% of torreya seed oil and 0.3% to 0.56% of torreya branch and leaf essential oil.

A torreya compound oil emulsion, in terms of mass percent, the torreya compound oil emulsion contains 10.08% of torreya seed oil and 0.3% to 0.56% of torreya branch and leaf essential oil.

The cosmetics prepared by using the Torreya compound oil provided by the invention can have a good fragrance and smell without using artificial fragrances, pigments and other components, and have the advantages of natural environmental protection, high safety, and easy absorption; meanwhile, Torreya branch and leaf essential oil has a good effect on the large intestine. Bacillus, Staphylococcus aureus, Staphylococcus epidermidis, Candida albicans, skin repair and skin inflammation all have good inhibitory effects, and at the same time have the effect of flavoring and moisturizing; Torreya seed oil has the ability to inhibit tyrosinase activity and is a natural whitening agent It is effective in treating acne and skin whitening.

Description of drawings

The accompanying drawings are used to provide a further understanding of the present disclosure, and constitute a part of the description, together with the following specific embodiments, are used to explain the present disclosure, but do not constitute a limitation to the present disclosure. In the attached picture:

Figure 1 is a GC-MS chromatogram of the essential oil of Torreya twigs and leaves.

Detailed ways

The technical solutions in the embodiments of the present invention will be described in detail below with reference to the drawings in the embodiments of the present invention. The following examples of the present invention are used to further illustrate the substantive content of the present invention, and the present invention is not limited thereto.

The Torreya compound oil of the present invention takes skin whitening and anti-free radical repair as the main entry point, and for the current skin free radical damage caused by environmental factors, for the first time uses Torreya seed oil and Torreya branch and leaf essential oil in Yuexi County, Anhui Province as the main anti-free radical Active ingredients, completed the component design, preparation method, tyrosinase inhibitory activity and anti-free radical activity determination of a series of Torreya compound oil anti-free radical emulsions, so as to solve the above-mentioned defects caused by the prior art. Torreya essential oil has a good inhibitory effect on Escherichia coli, Staphylococcus aureus, Staphylococcus epidermidis, and Candida albicans, and it also has the effects of flavoring and moisturizing.

Specifically, the Torreya compound oil of the present invention is composed of Torreya seed oil and Torreya branch leaf essential oil, and the mass ratio of the two is 1.0-5.0:0.03-0.075.

In the present invention, the torreya seed oil is a fatty oil prepared from the seed kernel of the torreya seed by a carbon dioxide supercritical extraction method; in terms of mass percentage, the sum of the fatty acid content in the torreya seed oil is ≥ 98%, and the content of aureoleic acid is ≥ 7%.

In the present invention, the essential oil of Torreya twigs and leaves is the volatile oil prepared from the leaves of Torreya twigs by steam distillation; in terms of mass percentage, the sum of limonene and α-pinene in the essential oil of Torreya twigs and leaves is greater than 50%.

The Torreya compound oil of the invention is used for the preparation of cosmetics.

In the present invention, cosmetics include but not limited to gel, essence, face cream or lotion. The content range of the torreya compound oil in the cosmetic is 10.64%-50.75%.

A torreya compound oil jelly contains 10% to 20% of torreya seed oil and 0.3% to 0.75% of torreya branch and leaf essential oil in the torreya compound oil gel in terms of mass percentage.

The Chinese torreya compound oil essence contains 30% to 50% of torreya seed oil and 0.4% to 0.75% of torreya branch and leaf essential oil in the torreya compound oil essence in terms of mass percentage.

The torreya compound oil face cream contains 8% to 11.3% of torreya seed oil and 0.3% to 0.56% of torreya branch and leaf essential oil in the torreya compound oil face cream.

The invention discloses a torreya compound oil emulsion, which contains 10.08% of torreya seed oil and 0.3% to 0.56% of torreya branch and leaf essential oil in the torreya compound oil emulsion in terms of mass percentage.

The technical solutions of the present invention will be specifically described below in conjunction with specific embodiments.

Example 1:

Distillation extraction of essential oil from fresh Torreya branches and leaves: To extract essential oil from fresh Torreya branches and leaves, first cut the branches into small pieces, add 2 to 3 times of water to distill in water for 2 to 4 hours, collect the fractions, and then separate the distillate through an oil-water separator to obtain Essential oil of fresh Torreya sprigs and leaves. The oil yield of Torreya essential oil obtained from fresh Torreya branches and leaves is 0.25-0.40% (w/w, wet basis weight).

The chemical constituents of the obtained Torreya essential oil were studied, and the main constituents were identified. Wherein the highest content is α-pinene and limonene, the total is greater than 79% (Fig. 1, Table 1).

Table 1 Main volatile components of Torreya twig essential oil

Example 2:

Production process of Torreya essence jelly

The formula is shown in Table 2:

Table 2

Preparation:

1. Add Phase 1 raw materials into the emulsification pot.

2. Add No. 2 raw material to the emulsification pot, turn on the emulsification pot to stir, the stirring frequency is 15Hz, and stir for 3 minutes.

3. Add raw material No. 3 into the emulsification pot and stir for 3 minutes.

4. Add raw material No. 4 into the emulsification pot and stir well.

5. Sampling for microbial testing, and then filling after the microbial testing results are qualified.

Example 3:

Torreya essential oil production process

The formula is shown in Table 3:

table 3

serial number	raw material name	Proportion 100g
1	Torreya seed oil	50
2	Torreya essential oil	0.75
3	Dimethicone 1cs	49.00
4	bisabolol	0.2
5	VE	0.05

Preparation:

1. Add Phase 1 raw materials into the emulsification pot.

2. Add No. 2 raw material to the emulsification pot, turn on the emulsification pot to stir, the stirring frequency is 15Hz, and stir for 3 minutes.

3. Add raw material No. 3 into the emulsification pot and stir for 3 minutes.

4. Add raw material No. 4 into the emulsification pot and stir well.

5. Sampling for microbial testing, and then filling after the microbial testing results are qualified.

Example 4:

Torreya oil face cream production process

The formula is shown in Table 4:

Table 4

Preparation:

1. Add raw material No. 1 of phase A into the water phase pot;

2. Weigh the No. 2 and No. 3 raw materials of phase A together, stir them evenly and sprinkle them into the water phase pot;

3. Weigh raw materials No. 4, 5, and 6 together, stir evenly and pour into the water phase pot, turn on heating and stirring, and set the heating temperature to 80-85°C;

4. Weigh raw materials No. 7, 8, 10, 12, and 13 together and pour them into the emulsification pot;

5. Weigh raw materials No. 9 and No. 12 together and pour them into the emulsification pot;

6. Turn on the heating and stirring, raise the temperature to 80-85°C, and stir at a speed of 20Hz;

7. When the temperature of the water phase pot and the emulsification pot rises to the preset temperature, pump the raw materials in the water phase pot into the emulsification pot, stir for 10 minutes, and the stirring speed is 20Hz;

8. Turn on homogenization, homogenize for 10 minutes, homogenize speed 40Hz, stirring speed 25Hz, turn on cooling and stirring after homogenization, stirring speed 25Hz;

9. Lower the temperature of the emulsification pot to below 45°C, add raw materials No. 14-15 of phase C into the emulsification pot, and stir at 25Hz for 10 minutes;

10. Add raw materials No. 16-17 of phase C into the emulsification pot in turn, and stir at 25Hz for 10min;

11. After the emulsification pot cools down to 25-35°C, check the pH, viscosity and state of the material body, and discharge the material after passing the inspection.

Example 5:

Torreya oil emulsion production process

The formula is shown in Table 5:

table 5

Preparation:

1. Weigh 2-6 and 9# raw materials in a clean container, stir evenly for later use, weigh 7-8# raw materials in a clean container, stir evenly for later use;

2. Weigh water in the emulsification pot, sprinkle in the weighed phase A powder raw material, add in homogeneously at 15-20Hz, stop stirring after adding, and then add the phase A liquid raw material;

3. Set the temperature of the emulsification pot to 80°C, start to heat up, start stirring at 15Hz, and continue stirring for 10 minutes when it reaches 80°C;

4. Add B phase 10-13# raw materials in sequence to the oil phase pot, and continue to stir for 10 minutes when it reaches 80°C;

5. Pump the raw materials in the oil phase pot to the emulsification pot, stir at 20Hz for 10 minutes, homogenize at 25Hz, stir at 20Hz for 5 minutes, turn on the vacuum, turn on the emulsification pot and cool down to 40°C;

6. Weigh the raw materials of phase C at room temperature and put them in a clean container for later use, add phase C, and stir at 20Hz for 10 minutes;

7. Weigh the raw materials of phase D separately at room temperature and put them in a clean container for later use, add phase D in turn, and stir at 20Hz for 10min;

8. When the temperature of the material is cooled to about 40°C, measure the pH and viscosity, observe the state, discharge the material, take a sample for microbial testing, and wait until the microbial test results are qualified before filling.

Determination of tyrosinase inhibitory activity: The tyrosinase inhibitory activity was determined by the reported method with slight modifications (Wang Hao et al., 2018). Preparation of mushroom tyrosinase (EC 1.14.18.1) solution: prepare 30U/ml with phosphate buffer solution. 40 microliters of L-dopamine (10 mM) and 80 microliters of phosphate buffer (0.1 M, pH 6.8) were added to a 96-well plate, and incubated at 37° C. for 10 min. Then 40 microliters of sample (200 mg/mL in 50% DMSO) and 40 microliters of mushroom tyrosinase (250 U/mL in PBS) were added to each well. Under the condition of λ=475nm, the data were collected every 60s by enzyme-linked immunofluorescence method, and the data were collected continuously for 120 minutes. PBS was used instead of samples as the blank group, and kojic acid (50 μg/mL) was used as the positive control group. The inhibition rate for each enzyme assay was calculated as follows:

Determination of inhibitory activity of lipopolysaccharide-induced NO production: mouse mononuclear macrophage RAW 264.7 cells (ATCC TIB-71) were purchased from the Chinese Academy of Sciences. RPMI 1640 medium, penicillin, streptomycin and fetal bovine serum were purchased from Invitrogen (New York). Lipopolysaccharide (LPS), dimethyl sulfoxide (DMSO), 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide (MTT), indomethacin Acine and hydrocortisone were purchased from Sigma. RAW 264.7 cells were cultured in RPMI 1640 medium supplemented with penicillin (100 U/mL), streptomycin (100 μg/mL) and 10% heat-inactivated fetal bovine serum. Cells were harvested with trypsin and diluted into suspension in fresh medium.

Cells were seeded in 96-well plates at 1×105 cells/well and adhered to the wall for 2 hours at 37°C and 5% CO 2 . Cells were then treated with 1 μg/mL LPS for 24 hours, with or without the addition of various concentrations of test samples. DMSO was used as a solvent for the test samples, which was applied to the cell culture supernatant at a final concentration of 0.2% (v/v). NO production was determined by measuring the accumulation of nitrite in the culture supernatant using Griess reagent. Briefly, 100 μL of the supernatant from the medium was mixed with an equal volume of Griess reagent (0.1% N-[1-naphthyl]ethylenediamine and 1% sulfonamide in 5% H3PO4). The concentration of NO was calculated from the standard curves of 0, 1, 2, 5, 10, 20, 50, and 100 μM sodium nitrite solutions, and the inhibition rate of LPS-induced NO production was calculated from the NO levels as follows:

Determination of DPPH free radical scavenging activity: samples were determined by 96-well plate method. The seed oil was made up as a 1 mg/mL stock solution in DMSO. Gradient configuration 0 ~ 2.5mM Trolox standard solution. 200 μL of test solutions were added to 96-well plates, and then 50 μL of DPPH solution (1 mM, 50% ethanol) was added, and the resulting mixture was reacted in the dark for 45 min at room temperature. Then measure the absorbance at λ=517nm with a microplate reader. The DPPH radical scavenging capacity was calculated using the following formula:

In the formula, Ap is the absorbance of the sample, Ac is the absorbance of the solution, and Amax is the absorbance of the DPPH solution. Each sample was tested three times (n=3). The concentration of DPPH was calculated using a Trolox standard curve and expressed as Trolox Equivalent Antioxidant Capacity (TEAC) in mmol Trolox Equivalent/g.

Table 6 Sample biological function evaluation results

The results of the determination of tyrosinase inhibitory activity showed that all the tested samples showed inhibitory effect (Table 6), indicating that all the samples had whitening effect. The tyrosinase inhibitory activity of the oil complex was better than that of the individual oils, due to the synergistic effect.

The assay of lipopolysaccharide-induced NO production inhibitory activity showed that all the tested samples showed inhibitory effect (Table 6), indicating that the samples had anti-inflammatory effect. The anti-inflammatory activity of the oil complex is greater than that of the individual oils due to the synergistic effect.

The determination of DPPH free radical scavenging activity showed that all samples tested showed free radical scavenging ability (Table 6), indicating that the samples had antioxidant effect. Due to the synergistic effect, the anti-free radical ability of the complex oil is better than that of the individual oils.

In addition, from the content of the main components of the essential oil of the present invention, the amount of Torreya seed oil added is more than that of Torreya branch leaf essential oil, and the cooperation of the two contents not only achieves synergistic whitening, anti-inflammatory and anti-aging effects, but also This kind of essential oil has a good fragrance smell under the condition of this proportion, no need to add additional spices to adjust the fragrance, and has the natural fresh lemon and citrus fragrance of 1R-α-pinene and d-limonene.

Microorganism detection: take 10g of sample and add 90mL of physiological saline to a beaker to prepare a diluted test solution with a ratio of 1:10. Use a sterilized pipette to draw 2mL of the 1:10 diluted test solution and inject it into two test pieces for the total number of bacteria, 1mL for each piece. Take another 1mL and pour it into a 9mL sterilized saline test tube (be careful not to let the straw touch the liquid surface), replace a straw, and mix well to make a 1:100 test solution. Aspirate 2mL and inject into two total bacterial count test pieces respectively, each 1mL. Take another test piece of the total number of bacteria without samples as a blank control. Place in a 36±1°C incubator for 24±2h. Observe the color change of the test piece and record the number of points with color. The operation of Escherichia coli and Staphylococcus aureus is the same as the above steps. Microbiological testing results showed that the total number of colonies of Escherichia coli, mold and Staphylococcus aureus were not detected in the additive, and the colonies of Escherichia coli, mold and Staphylococcus aureus were not detected.

The preferred embodiments of the present disclosure have been described in detail above in conjunction with the accompanying drawings. However, the present disclosure is not limited to the specific details of the above embodiments. Within the scope of the technical concept of the present disclosure, various simple modifications can be made to the technical solutions of the present disclosure. These simple modifications all belong to the protection scope of the present disclosure.

In addition, it should be noted that the various specific technical features described in the above specific embodiments can be combined in any suitable manner if there is no contradiction. The combination method will not be described separately.

In addition, various implementations of the present disclosure can be combined arbitrarily, as long as they do not violate the idea of the present disclosure, they should also be regarded as the content disclosed in the present disclosure.

Claims (10)

1. A torreya compound oil is characterized in that it is composed of torreya seed oil and torreya branch leaf essential oil, and the mass ratio of the two is 1.0-5.0:0.03-0.075.
2. Torreya torreya compound oil according to claim 1, is characterized in that, described torreya torreya seed oil is the fatty oil that adopts carbon dioxide supercritical extraction method to prepare from the seed kernel of torreya torreya seed; The sum is more than or equal to 98%, and the content of auronic acid is more than or equal to 7%.
3. Torreya torreya compound oil according to claim 1, is characterized in that, described torreya branch leaf essential oil is the volatile oil that adopts steam distillation method to prepare from Torreya branch leaf essential oil; and greater than 50%.
4. The application of the Torreya torreya compound oil described in any one of claims 1-3 for preparing cosmetics.
5. The application according to claim 4, wherein the cosmetics include but not limited to jelly, essence, face cream or lotion.
6. The application according to claim 4, characterized in that the content range of the Torreya compound oil in the cosmetic is 10.64%-50.75%.
7. A torreya compound oil gel is characterized in that, in terms of mass percentage, the torreya compound oil gel contains 10% to 20% of torreya seed oil and 0.3% to 0.75% of torreya branch and leaf essential oil.
8. A torreya compound oil essence is characterized in that, in terms of mass percentage, the torreya compound oil essence contains 30% to 50% of torreya seed oil and 0.4% to 0.75% of torreya branch and leaf essential oil.
9. A torreya compound oil face cream, characterized in that, in terms of mass percentage, the torreya compound oil face cream contains 8% to 11.3% of torreya seed oil and 0.3% to 0.56% of torreya branch and leaf essential oil.
10. A torreya compound oil emulsion is characterized in that, in terms of mass percentage, the torreya compound oil emulsion contains 10.08% of torreya seed oil and 0.3% to 0.56% of torreya branch and leaf essential oil.

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