Method for extracting selenium-containing perillaldehyde from selenium-rich murraya tetraphylla

Abstract

The invention belongs to the technical field of extraction, and mainly relates to a method for extracting selenium-containing perillaldehyde from selenium-rich murraya tetraphylla. Comprising the following steps: (1) drying the roots of the selenium-rich murraya tetraphylla; (2) pretreating the roots of the selenium-rich murraya tetraphylla; (3) pretreating the root powder of the selenium-rich murraya tetraphylla; (4) coarsely extracting the selenium-containing perillaldehyde in the roots of the selenium-rich murraya tetraphylla, and (5) purifying the selenium-containing perillaldehyde in the roots of the selenium-rich murraya tetraphylla. By adopting the method disclosed by the invention, the selenium-containing perillaldehyde in the roots of the selenium-rich murraya tetraphylla can be effectively extracted, and the extraction rate is also remarkably improved.

Description

Technical Field

[0001] The invention relates to the technical field of extraction, and in particular to a method for extracting selenium-containing perillaldehyde from selenium-rich osmanthus sinensis. Background Art

[0002] Murraya tetramera CCHuang, scientifically known as Murraya tetramera CCHuang, is clearly classified as a plant of the genus Murraya in the Rutaceae family1. This classification information is based on a combination of factors such as the plant's morphological characteristics, genetic relationships, and ecological habits. Rutaceae is a family that includes many plants, and Murraya is an important genus among them, including many plants with medicinal and economic value. It is rich in various active ingredients, including aldehydes, phenols, and flavonoids, and there are currently various methods for extracting its active ingredients.

[0003] Perilla aldehyde is an important monoterpene compound, mainly found in the volatile oil of Perilla (Perilla frutescens L.Britt.), accounting for about 50% of the volatile oil. It is a colorless or light yellow oily transparent liquid with an aroma similar to cinnamaldehyde, a molecular weight of 150.22, a boiling point of 235-237°C (750mmHg), soluble in organic solvents such as ethanol, ethyl acetate, chloroform, benzene, etc., and difficult to dissolve in water.

[0004] Perillaldehyde, as an important monoterpene compound, has multiple biological activities and broad application prospects. By improving the extraction method, the extraction rate and stability of perillaldehyde can be effectively improved. In the fields of food, medicine and agriculture, perillaldehyde has broad application prospects, and future research and development will help to further explore its potential value.

[0005] However, there is no research on extracting selenium-containing perillaldehyde from the roots of selenium-rich Osmanthus fragrans. The applicant has conducted in-depth research on this topic: how to effectively extract selenium-containing perillaldehyde from the roots of Osmanthus fragrans. Summary of the invention

[0006] The object of the present invention is to provide a method for extracting selenium-containing perillaldehyde from selenium-rich Osmanthus fragrans, which method can not only effectively extract selenium-containing perillaldehyde from the roots of selenium-rich Osmanthus fragrans, but also significantly improve the extraction rate.

[0007] In order to achieve the above object, the technical solution adopted by the present invention is:

[0008] A method for extracting selenium-containing perillaldehyde from selenium-rich osmanthus sinensis, comprising the following steps:

[0009] (1) Drying the roots of selenium-rich Myrica ovata: removing impurities from the roots of selenium-rich Myrica ovata, washing them and then drying them;

[0010] (2) Pretreatment of selenium-rich osmanthus root: slice the dried selenium-rich osmanthus root, soak it in ice water for 1-2 minutes, take it out, dry it at low temperature and freeze it for 5-8 hours, take it out and grind it into powder for later use;

[0011] (3) Pretreatment of selenium-rich root powder of Psoralea corylifolia: Add the powder obtained in the previous step to the treatment solution, stir and mix for 10-30 seconds, and set aside;

[0012] (4) Crude extraction of selenium-rich perillaldehyde from the roots of Selenium-rich Osmanthus fragrans: Add 20-30 times the volume of 75% ethanol solution to the powder pretreated in the previous step, extract for 30-40 minutes under ultrasonic assistance, filter, and obtain the selenium-rich Osmanthus fragrans root liquid;

[0013] (5) Purification of selenium-containing perillaldehyde from the roots of selenium-rich Myrica ovata: The selenium-rich Myrica ovata root liquid is passed through a macroporous adsorption resin, filtered, and then distilled at atmospheric pressure. The fractions are collected to obtain pure selenium-containing perillaldehyde.

[0014] It is further described in the present invention that the drying is carried out in a constant temperature drying oven at 60-70° C. until the moisture content is 5-8%.

[0015] It is further described in the present invention that the thickness of the selenium-rich Rhizoma Cibotii root slices is 0.3-0.5 cm.

[0016] It is further described in the present invention that the temperature of the low-temperature drying and freezing is -8°C to -5°C.

[0017] The present invention further states that the treatment solution is a mixed solution of phytic acid, tea polyphenols, vitamin C and deionized water; the concentration of phytic acid in the mixed solution is 0.1%-0.2%, the concentration of tea polyphenols is 0.05%-0.1%, and the concentration of vitamin C is 0.2%-0.3%.

[0018] The present invention further states that in step (3), the amount of the treatment liquid added is 20-30% of the total weight of the powder.

[0019] It is further described in the present invention that the condition for ultrasonic assistance is that the ultrasonic power is 500W-1000W.

[0020] Due to the adoption of the above technical solution, the present invention has the following beneficial effects:

[0021] The technical solution of the present application can effectively extract selenium-containing perillaldehyde from the roots of selenium-rich ophiopogon and significantly improve the extraction rate. First, the present application creates favorable conditions for extracting selenium-containing perillaldehyde through specific pretreatment steps. The roots of selenium-rich ophiopogon are dried to a moisture content of 5-8%. This step is not only convenient for slicing, but also by controlling the moisture content, it can ensure that the root slices will not affect the extraction effect due to excessive or insufficient water in subsequent processing. Then, after soaking in ice water at a thickness of 0.3-0.5cm, the selenium-rich ophiopogon root slices are soaked 2 / 3. Such a soaking operation can not only allow the root slice fibers to be stretched under the blessing of water, but also will not cause the fibers to oxidize rapidly due to excessively high temperatures, thereby ensuring the subsequent extraction rate. Secondly, when crushing the roots of selenium-rich ophiopogon, the present application considers the relationship between the powdering effect and the viscosity of the powder. By avoiding overly viscous soaking operations and adopting specific technical solutions, good conditions are provided for crushing. In this way, the root powder after crushing not only has uniform particle size, but also does not need to be specially sieved, and can directly enter the next step of processing, thereby simplifying the process flow and improving the extraction efficiency. Finally, the present application adds a mixed solution of phytic acid, tea polyphenols, vitamin C and deionized water to the roots of the crushed selenium-rich osmanthus fragrans. This step can further reduce the possibility of oxidation of the root powder, thereby protecting effective ingredients such as selenium-containing perillaldehyde from damage. Through this measure, the extraction rate of selenium-containing perillaldehyde in the later stage can be significantly improved.

[0022] In summary, the technical solution of the present application not only effectively extracts selenium-containing perillaldehyde from the roots of selenium-rich Osmanthus fragrans through specific pretreatment, crushing and antioxidant treatment steps, but also significantly improves the extraction rate. This technical solution is innovative, practical and efficient, and provides strong support for the development and utilization of selenium-rich Osmanthus fragrans resources. DETAILED DESCRIPTION

[0023] In order to make the purpose, technical solution and advantages of the present invention more clearly understood, the present invention is further described in detail below in conjunction with the embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not used to limit the present invention.

[0024] Embodiment 1:

[0025] A method for extracting selenium-containing perillaldehyde from selenium-rich osmanthus sinensis, comprising the following steps:

[0026] (1) Drying the roots of selenium-rich osmanthus fragrans: The roots of selenium-rich osmanthus fragrans are cleaned and dried at 60° C. until the moisture content is 5%.

[0027] (2) Pretreatment of selenium-rich osmanthus root: slice the dried selenium-rich osmanthus root into slices with a thickness of 0.3 cm, soak in ice water for 1 minute, take out and dry at -8°C for 5 hours, take out and grind into powder for later use;

[0028] (3) Pretreatment of selenium-rich root powder of Osmanthus fragrans: add the powder obtained in the previous step to a treatment solution of 20% of the total weight of the powder, stir and mix for 10 seconds, and set aside; the treatment solution is a mixed solution of phytic acid, tea polyphenols, vitamin C and deionized water; the concentration of phytic acid in the mixed solution is 0.1%, the concentration of tea polyphenols is 0.05%, and the concentration of vitamin C is 0.2%;

[0029] (4) Crude extraction of selenium-rich perillaldehyde from the roots of Selenium-rich Osmanthus fragrans: Add 20 volumes of 75% ethanol solution to the powder pretreated in the previous step, perform ultrasonic extraction for 30 min at 500 W, filter, and obtain the selenium-rich Osmanthus fragrans root liquid;

[0030] (5) Purification of selenium-containing perillaldehyde from the roots of selenium-rich Myrica ovata: The selenium-rich Myrica ovata root liquid is passed through a macroporous adsorption resin, filtered, and then distilled at atmospheric pressure. The fractions are collected to obtain pure selenium-containing perillaldehyde.

[0031] Embodiment 2:

[0032] A method for extracting selenium-containing perillaldehyde from selenium-rich osmanthus sinensis, comprising the following steps:

[0033] (1) Drying the roots of selenium-rich osmanthus fragrans: The roots of selenium-rich osmanthus fragrans are cleaned and dried at 70° C. until the moisture content is 8%.

[0034] (2) Pretreatment of selenium-rich osmanthus root: slice the dried selenium-rich osmanthus root into slices with a thickness of 0.5 cm, soak in ice water for 2 minutes, take out and dry at -5°C for 8 hours, take out and grind into powder for later use;

[0035] (3) Pretreatment of selenium-rich root powder of Osmanthus fragrans: add the powder obtained in the previous step to a treatment solution that accounts for 30% of the total weight of the powder, stir and mix for 30 seconds, and set aside; the treatment solution is a mixed solution of phytic acid, tea polyphenols, vitamin C and deionized water; the concentration of phytic acid in the mixed solution is 0.2%, the concentration of tea polyphenols is 0.1%, and the concentration of vitamin C is 0.3%;

[0036] (4) Crude extraction of selenium-rich perillaldehyde from the roots of Selenium-rich Osmanthus fragrans: Add 30 times the volume of 75% ethanol solution to the powder pretreated in the previous step, perform ultrasonic extraction for 40 min under 1000W conditions, filter, and obtain the selenium-rich Osmanthus fragrans root liquid;

[0037] (5) Purification of selenium-containing perillaldehyde from the roots of selenium-rich Myrica ovata: The selenium-rich Myrica ovata root liquid is passed through a macroporous adsorption resin, filtered, and then distilled at atmospheric pressure. The fractions are collected to obtain pure selenium-containing perillaldehyde.

[0038] Embodiment 3:

[0039] A method for extracting selenium-containing perillaldehyde from selenium-rich osmanthus sinensis, comprising the following steps:

[0040] (1) Drying the roots of selenium-rich osmanthus fragrans: The roots of selenium-rich osmanthus fragrans are cleaned and dried at 65° C. until the moisture content is 6%.

[0041] (2) Pretreatment of selenium-rich osmanthus root: slice the dried selenium-rich osmanthus root into slices with a thickness of 0.4 cm, soak them in ice water for 1.5 minutes, take them out and dry them at -7°C for 6 hours, take them out and grind them into powder for later use;

[0042] (3) Pretreatment of selenium-rich root powder of Osmanthus fragrans: add the powder obtained in the previous step to a treatment solution of 25% of the total weight of the powder, stir and mix for 20 seconds, and set aside; the treatment solution is a mixed solution of phytic acid, tea polyphenols, vitamin C and deionized water; the concentration of phytic acid in the mixed solution is 0.15%, the concentration of tea polyphenols is 0.08%, and the concentration of vitamin C is 0.25%;

[0043] (4) Crude extraction of selenium-rich perillaldehyde from the roots of Selenium-rich Myrica oleifera: Add 25 times the volume of 75% ethanol solution to the powder pretreated in the previous step, perform ultrasonic extraction for 35 min under 800W conditions, filter, and obtain the selenium-rich Myrica oleifera root liquid;

[0044] (5) Purification of selenium-containing perillaldehyde from the roots of selenium-rich Myrica ovata: The selenium-rich Myrica ovata root liquid is passed through a macroporous adsorption resin, filtered, and then distilled at atmospheric pressure. The fractions are collected to obtain pure selenium-containing perillaldehyde.

[0045] Test example:

[0046] Experiment 1: Comparison of the effects of different treatment methods on the extraction of perillaldehyde from the roots of Selenium-rich Osmanthus fragrans

[0047] The applicant found in the experiment that when the root (fresh) of the selenium-rich osmanthus fragrans was directly crushed to extract the perillaldehyde in the root, the extraction effect was poor and the extraction rate was low. Combined with the experience of the researchers of this team, the process of directly crushing the root of the selenium-rich osmanthus fragrans may cause oxidation problems. Therefore, a design scheme is needed to avoid it. The applicant made the following scheme to study how to improve the extraction effect. 14 treatment groups were made, each of which used 500g of the root of the selenium-rich osmanthus fragrans as raw material.

[0048] Group 1: The selenium-containing perillaldehyde was extracted using the scheme of Example 3, but the selenium-enriched root powder pretreatment of Step (3) was not performed.

[0049] Group 2: Basically the same as Group 1, except that the roots of the selenium-rich Osmanthus fragrans were cleaned and soaked in ice water for 1.5 minutes, then taken out and dried and frozen at -7°C for 6 hours, taken out and crushed into powder before proceeding to the next step.

[0050] Group 3: Basically the same as Group 1, except that: Step (1): The roots of the selenium-rich Osmanthus fragrans were cleaned and dried at 65°C until the moisture content was 4%.

[0051] Group 4: Basically the same as Group 1, except that: Step (1): The roots of the selenium-rich Osmanthus fragrans were cleaned and dried at 65°C until the moisture content was 9%.

[0052] Group 5: Basically the same as Group 1, except that in step (2), the thickness of the slices of the selenium-rich Rhizoma Cibotii roots was 0.1 cm.

[0053] Group 6: basically the same as Group 1, except that in step (2), the thickness of the slices of selenium-rich Rhizoma Cibotii roots was 0.7 cm.

[0054] Group 7: Basically the same as Group 1, except that in step (2), the selenium-rich root slices of the Herba Lycopodii were soaked in ice water for 4 minutes.

[0055] Group 8: Basically the same as Group 1, except that the low-temperature drying and freezing was performed for 4 h in step (2).

[0056] Group 9: basically the same as Group 1, except that the low-temperature drying and freezing was performed for 9 h in step (2).

[0057] Group 10: Basically the same as Group 1, except that: Step (2): Pretreatment of the selenium-rich roots of Osmanthus fragrans: Slice the dried selenium-rich roots of Osmanthus fragrans into slices with a thickness of 0.4 cm, soak them in ice water for 1.5 minutes, and take them out for later use.

[0058] Group 11: Basically the same as Group 1, except that: Step (2) Pretreatment of the selenium-rich roots of Osmanthus fragrans: Slice the dried selenium-rich roots of Osmanthus fragrans into slices with a thickness of 0.4 cm, soak them in ice water for 1.5 minutes, take them out and dry them at -10°C for 6 hours, then crush them into powder for later use.

[0059] Group 12: Basically the same as Group 1, except that: Step (2) Pretreatment of the selenium-rich roots of Osmanthus fragrans: Slice the dried selenium-rich roots of Osmanthus fragrans into slices with a thickness of 0.4 cm, soak them in ice water for 1.5 minutes, take them out and dry them at -4°C for 6 hours, then grind them into powder for later use.

[0060] Group 13: The selenium-containing perillaldehyde was extracted using the scheme of Example 1, but the selenium-enriched root powder pretreatment of Step (3) was not performed.

[0061] Group 14: The selenium-containing perillaldehyde was extracted using the scheme of Example 2, but the selenium-enriched root powder pretreatment of Step (3) was not performed.

[0062] The extraction rates of selenium-containing perillaldehyde obtained from the above 14 groups of experiments were calculated, as shown in Table 1.

[0063] Table 1

[0064] Experimental Group Selenium-rich root of osmanthus sinensis / g Amount of selenium-containing perillaldehyde / g Extraction rate of selenium-containing perillaldehyde / % 1 group 500 25.2 5.04 2 groups 500 17.3 3.46 3 groups 500 19.3 3.86 4 groups 500 18.8 3.76 5 groups 500 16.6 3.32 6 groups 500 16.1 3.22 7 groups 500 16.5 3.3 8 groups 500 20.2 4.04 9 groups 500 18.6 3.72 10 groups 500 15.4 3.08 11 groups 500 15.8 3.16 12 groups 500 15.3 3.06 13 groups 500 22.1 4.42 14 groups 500 22.9 4.58

[0065] From the data in the above table, we can know that the factors that affect the extraction rate of selenium-containing perillaldehyde from the roots of selenium-rich Osmanthus fragrans are crushing, slicing, slice thickness, ice water soaking time, and low-temperature drying and freezing temperature and duration. From the extraction rate, the temperature of low-temperature drying and freezing has the greatest impact, followed by whether low-temperature drying and freezing are performed. This shows that the extraction effect is not the best when superimposed pretreatment methods are used. If the conditions are not well controlled, there will be a reverse effect. All conditions have an impact. Comprehensive research has found that the best extraction effect can be achieved by using specific slice thickness, ice water soaking time, low-temperature drying and freezing temperature and duration.

[0066] The above experiments show that the extraction rate is not high. Therefore, the applicant team believes that it may be due to oxidation during the extraction process. From the above experiments, further experimental design can only be carried out from the extraction.

[0067] Experiment 1: The scheme of Example 1 was used to extract selenium-containing perillaldehyde.

[0068] Experiment 2: The scheme of Example 2 was used to extract selenium-containing perillaldehyde.

[0069] Experiment 3: The scheme of Example 3 was used to extract selenium-containing perillaldehyde.

[0070] Experiment 4: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that: the treatment solution is a mixed solution of tea polyphenols and deionized water; and the concentration of phytic acid in the mixed solution is 0.15%.

[0071] Experiment 5: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that: the treatment solution is a mixed solution of vitamin C and deionized water; and the concentration of phytic acid in the mixed solution is 0.15%.

[0072] Experiment 6: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the treatment solution is a mixed solution of phytic acid, tea polyphenols and deionized water; the concentration of phytic acid in the mixed solution is 0.15%, and the concentration of tea polyphenols is 0.08%.

[0073] Experiment 7: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the treatment solution is a mixed solution of phytic acid, vitamin C and deionized water; the concentration of phytic acid in the mixed solution is 0.15%, and the concentration of vitamin C is 0.25%.

[0074] Experiment 8: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the concentration of phytic acid in the mixed solution is 0.3%.

[0075] Experiment 9: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the concentration of tea polyphenols in the mixed solution is 0.15%.

[0076] Experiment 10: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the concentration of vitamin C in the mixed solution is 0.35%.

[0077] Experiment 11: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the concentration of phytic acid in the mixed solution is 0.05%.

[0078] Experiment 12: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the concentration of tea polyphenols in the mixed solution is 0.02%.

[0079] Experiment 13: The scheme for extracting selenium-containing perillaldehyde is basically the same as that of Example 3, except that the concentration of vitamin C in the mixed solution is 0.15%.

[0080] The above 13 test groups all used 500 g of selenium-rich roots of Osmanthus fragrans as raw materials for experiments, and the extraction rates of selenium-containing perillaldehyde obtained from the above 7 test groups were calculated, as shown in Table 2.

[0081] Table 2

[0082] Experimental Group Selenium-rich root of osmanthus sinensis / g Amount of selenium-containing perillaldehyde / g Extraction rate of selenium-containing perillaldehyde / % Test 1 500 34.6 6.92 Test 2 500 35.2 7.04 Test 3 500 36.4 7.28 Test 4 500 30.2 6.04 Test 5 500 29.8 5.96 Test 6 500 32.4 6.48 Test 7 500 31.7 6.34 Test 8 500 32.4 6.48 Test 9 500 32.6 6.52 Test 10 500 32.8 6.56 Test 11 500 32.6 6.52 Test 12 500 31.5 6.3 Test 13 500 32.1 6.42

[0083] From the data in the above table, it can be seen that pre-treatment of the selenium-rich root powder of the osmanthus fragrans before extraction can effectively improve the extraction rate of selenium-containing perillaldehyde. Through experimental comparison, it can be seen that the use of the treatment solution designed in this application (the treatment solution is a mixed solution of phytic acid, tea polyphenols, vitamin C and deionized water; the concentration of phytic acid in the mixed solution is 0.1%-0.2%, the concentration of tea polyphenols is 0.05%-0.1%, and the concentration of vitamin C is 0.2%-0.3%) can effectively improve the extraction rate of selenium-containing perillaldehyde.

[0084] The above description is a detailed description of the preferred embodiments of the present invention, but the embodiments are not intended to limit the scope of the patent application of the present invention. All equivalent changes or modifications completed under the technical concept suggested by the present invention should fall within the scope of the patent covered by the present invention.

Claims

1. A method for extracting selenium-containing perillaldehyde from selenium-rich osmanthus sinensis, characterized in that: The following steps are involved: (1) Drying the roots of selenium-rich Myrica ovata: removing impurities from the roots of selenium-rich Myrica ovata, washing them and then drying them; (2) Pretreatment of selenium-rich osmanthus root: slice the dried selenium-rich osmanthus root, soak it in ice water for 1-2 minutes, take it out, dry it at low temperature and freeze it for 5-8 hours, take it out and grind it into powder for later use; (3) Pretreatment of selenium-rich root powder of Psoralea corylifolia: Add the powder obtained in the previous step to the treatment solution, stir and mix for 10-30 seconds, and set aside; (4) Crude extraction of selenium-rich perillaldehyde from the roots of Selenium-rich Osmanthus fragrans: Add 20-30 times the volume of 75% ethanol solution to the powder pretreated in the previous step, extract for 30-40 minutes under ultrasonic assistance, filter, and obtain the selenium-rich Osmanthus fragrans root liquid; (5) Purification of selenium-containing perillaldehyde from the roots of selenium-rich Myrica ovata: The selenium-rich Myrica ovata root liquid is passed through a macroporous adsorption resin, filtered, and then distilled at atmospheric pressure. The fractions are collected to obtain pure selenium-containing perillaldehyde.

2. A method for extracting selenium-containing perillaldehyde from selenium-rich Myrica chinensis according to claim 1, characterized in that: The drying is carried out in a constant temperature drying oven at 60-70° C. until the moisture content is 5-8%.

3. A method for extracting selenium-containing perillaldehyde from selenium-rich Myrica chinensis according to claim 1, characterized in that: The thickness of the selenium-rich Rhizoma Cibotii root slices is 0.3-0.5 cm.

4. A method for extracting selenium-containing perillaldehyde from selenium-rich Myrica chinensis according to claim 3, characterized in that: The temperature of the low-temperature drying and freezing is -8°C to -5°C.

5. A method for extracting selenium-containing perillaldehyde from selenium-rich Myrica chinensis according to claim 1, characterized in that: The treatment liquid is a mixed solution of phytic acid, tea polyphenols, vitamin C and deionized water; the concentration of phytic acid in the mixed solution is 0.1%-0.2%, the concentration of tea polyphenols is 0.05%-0.1%, and the concentration of vitamin C is 0.2%-0.3%.

6. A method for extracting selenium-containing perillaldehyde from selenium-rich Myrica chinensis according to claim 1, characterized in that: In step (3), the amount of the treatment liquid added is 20-30% of the total weight of the powder.

7. A method for extracting selenium-containing perillaldehyde from selenium-rich Myrica chinensis according to claim 1, characterized in that: The ultrasonic-assisted condition is that the ultrasonic power is 500W-1000W.