Method for preparing rutin and rose acid
By efficiently processing Rosa laevigata seeds, including deburring, enzymatic hydrolysis, alkaline precipitation, and macroporous resin chromatography, the problem of low utilization rate of Rosa laevigata seeds has been solved, and the efficient preparation of rosinic acid and rutin has been achieved, reducing production costs and improving product purity.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- SHAANXI UNIV OF CHINESE MEDICINE
- Filing Date
- 2025-12-25
- Publication Date
- 2026-04-28
AI Technical Summary
In the current technology, the utilization rate of Rosa laevigata seeds is low during the processing of Rosa laevigata slices, resulting in high production costs for functional components such as rosolic acid and rutin, and easy generation of waste, leading to serious resource waste.
By collecting fresh Rosa laevigata fruits, removing the thorns and separating the pulp and seeds, and employing steps such as crushing, enzymatic hydrolysis, centrifugation, alkali precipitation, ethanol extraction, activated carbon decolorization, and macroporous resin chromatography, rosinic acid and rutin are efficiently prepared. Combined with alkali dissolution method for rapid separation, the purity is improved.
It effectively reduces the production costs of rosin and rutin, improves the utilization rate of Rosa laevigata resources, and obtains high-value-added Rosa laevigata seed oil and compound amino acids, while also improving product purity and profitability.
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Figure CN121930288A_ABST
Abstract
Description
Technical Field
[0001] This invention specifically relates to a method for efficiently preparing rutin and rosinic acid from the seeds of Rosa laevigata produced after processing fresh Rosa laevigata slices, belonging to the field of natural product processing technology. Background Technology
[0003] Existing literature reports that Rosa laevigata contains vitamin C, carotene, gallic acid, ellagic acid, rosmarinic acid, catechin, quercetin, rutin, and other components, which have been identified as having whitening effects by inhibiting tyrosinase activity. Rosa laevigata extract, tannins, polysaccharides, and flavonoids all possess strong antioxidant functions. Rosa laevigata seed oil is also rich in various nutrients, with an unsaturated fatty acid content as high as 86%, mainly linoleic acid and α-linolenic acid, exhibiting strong antioxidant activity. Polysaccharides extracted from natural products have nutritional and excellent moisturizing effects, such as hyaluronic acid, Polygonatum odoratum polysaccharide, Bletilla striata polysaccharide, and Poria cocos polysaccharide. Rosa laevigata is also rich in polysaccharides, which also have excellent moisturizing properties.
[0004] CN101036711 discloses an extraction process for polysaccharides from Rosa laevigata, including a crude extraction process, a deproteinization process, and a fractionation process. The fractionation process involves using an ion exchange resin as a filler, with a mass ratio of ion exchange resin to the sample obtained in the deproteinization process of 10–25:1. Gradient elution is performed with a neutral salt solution with an ionic strength of 0–5 mol / L. The sample is then collected, concentrated under reduced pressure, dialyzed, and freeze-dried. The resulting polysaccharide from Rosa laevigata has an average molecular weight of 18,000–20,000 and exhibits a significant lipid-lowering effect.
[0005] CN102219865A discloses a method for preparing a polysaccharide derivative of Rosa laevigata with antitumor activity. The method involves first crushing Rosa laevigata fruit, defatting, removing oligosaccharides, extracting twice with hot water, combining the extracts, filtering, concentrating, precipitating, and drying to obtain crude Rosa laevigata polysaccharide. DEAE-cellulose 52 is then added for static adsorption for 30 min, followed by rinsing with distilled water, filtering, and collecting the filtrate to obtain decolorized crude Rosa laevigata polysaccharide. The crude polysaccharide solution is deproteinized using a combination of enzymatic and Sevag methods. DEAE-52 is then used to further separate the crude Rosa laevigata polysaccharide, which is then collected, dialyzed, and freeze-dried to obtain the final polysaccharide. Finally, the polysaccharide is subjected to sulfation, carboxylation, hydrochloric acid degradation, and carboxylation of the degradation products.
[0006] CN106046186A discloses a method for preparing Rosa laevigata polysaccharide. The method involves drying Rosa laevigata at 60℃ and pulverizing it. The crude powder and 2-4% (by weight) of a biological enzyme are placed in an ultrasonic-microwave apparatus. 5-7 times the volume of distilled water is added to adjust the pH to 5.5-6.5. The ultrasonic power is set to 500W (continuously on) and the microwave power to 600-800W. Extraction is performed at 50-60℃ for 2-3 hours. The extract is centrifuged, the supernatant is collected, concentrated under reduced pressure, precipitated with ethanol at 4℃, filtered, and the precipitate is collected. The precipitate is washed twice with an organic solvent and dried to obtain Rosa laevigata polysaccharide.
[0007] CN109157447A discloses the application of Rosa laevigata extract in whitening, moisturizing, and anti-aging skincare products. The method involves drying the whole Rosa laevigata fruit, separating the pulp and seeds, grinding them into powder and sieving them separately, then adding 10-20 times the amount of 60-80% ethanol to the seeds and pulp respectively, extracting them using a water bath reflux, and finally vacuum drying to obtain Rosa laevigata seed extract and Rosa laevigata pulp extract. The method for preparing Rosa laevigata seed oil involves adding 10 times the amount of petroleum ether to Rosa laevigata seeds... Extracted using a Soxhlet extractor, vacuum filtered, solvent recovered, and vacuum dried to constant weight to obtain virgin Rosa laevigata seed oil. Finally, the virgin Rosa laevigata seed oil was subjected to hydration degumming, alkali deacidification, activated carbon decolorization, and vacuum deodorization to obtain Rosa laevigata seed oil. Preparation method of Rosa laevigata polysaccharide: Rosa laevigata pulp was added to 20 times deionized water, sonicated, and the operation was repeated three times. The filtrates were combined, concentrated under reduced pressure, cooled, and then 3 times the amount of anhydrous ethanol was added. After alcohol precipitation, centrifugation, precipitation, and drying, Rosa laevigata polysaccharide was obtained.
[0008] CN110760012A discloses a method for preparing crude polysaccharide from Rosa laevigata fruit with antibacterial activity. The method involves pulverizing and sieving dried Rosa laevigata fruit using a pulverizer, then refluxing it with petroleum ether and ethanol to remove lipids and interfering chemical components such as monosaccharides, oligosaccharides, and saponins. The polysaccharide is then extracted using microwave power of 450-550W, extraction time of 10-20 min, extraction times of 1-5 times, and a material-to-liquid ratio of 1:40-1:60 g / mL. The extract is then concentrated and dried under reduced pressure to obtain crude polysaccharide from the Rosa laevigata fruit.
[0009] CN112759661A discloses a polysaccharide from Rosa laevigata, its preparation method, identification method, and applications. Using Rosa laevigata fruit as raw material, crude polysaccharide was obtained by water extraction and alcohol precipitation. The extracted crude polysaccharide was then deproteinized, and subsequently purified using ion exchange chromatography and gel molecular sieve column chromatography. This yielded the first pure Rosa laevigata polysaccharide with a relative molecular weight of 1.26 × 10⁻⁶. 4 Da.
[0010] CN113754787A discloses a selenized Rosa laevigata polysaccharide that enhances immunomodulatory and antioxidant activity, its preparation method, and its application. The method involves using Rosa laevigata pulp as raw material, followed by crushing, defatting, water extraction, decolorization, protein removal using the Sevag method, alcohol precipitation, dialysis, and drying to obtain crude Rosa laevigata polysaccharide. After elution with a 0-0.5M gradient NaCl by anion exchange chromatography and gel permeation chromatography, acidic Rosa laevigata polysaccharide is separated. This polysaccharide is then obtained by adjusting the pH using the HNO3-Na2SeO3 method, centrifugation, dialysis, and lyophilization.
[0011] Existing literature research results mainly involve the processing of Rosa laevigata slices, the extraction and utilization of polysaccharides from Rosa laevigata slices, etc. However, there is very little research literature on the production waste (seeds) in the processing of Rosa laevigata slices, resulting in relatively high production costs for functional components such as rosolic acid and rutin, which fails to achieve the goal of cost reduction and efficiency improvement. Summary of the Invention
[0012] To address the aforementioned problems, the present invention aims to provide a method for efficiently preparing rutin and rosinic acid using the seeds of Rosa laevigata produced after processing fresh Rosa laevigata slices. This method will effectively solve the problems of high cost of obtaining Rosa laevigata seeds and low utilization rate of Rosa laevigata, avoid high production costs and large amounts of waste generated from Rosa laevigata slices, and also avoid the waste of Rosa laevigata resources.
[0013] To achieve the above-mentioned technical objectives, the technical solution adopted by the present invention is a method for preparing rutin and rosinic acid, which includes the following specific steps:
[0014] (1) Collecting the pulp of Rosa laevigata: Collect fresh Rosa laevigata, put it directly into an automatic deburring device to remove burrs, and then use a squeezing device to only break the Rosa laevigata fruit (without breaking the seeds). Then add a certain amount of water and use a filtration device to separate the pulp from the seeds.
[0015] (2) Crushing and enzymatic hydrolysis: Fresh Rosa laevigata seeds were crushed with water using a crusher, and low-temperature protease was added at room temperature to a final concentration of 50-100 U / mL. Hydrolysis was carried out for 3-6 hours, and then heated to 70-90℃ for 10-30 minutes. The ratio of the volume of water added (L) to the weight of fresh Rosa laevigata seeds (kg) was 1-3:1.
[0016] (3) Degreasing and extraction: Centrifuge at 5000-8000 rpm for 10-30 min to obtain supernatant and precipitate. After placing at 2-6℃ for 5-10 h, collect the upper layer of Rosa laevigata seed oil and the lower layer of supernatant. Add ethanol solution to the precipitate and heat to 60-80℃ for 2-3 h to extract. Filter to obtain filtrate I, in which the volume L of ethanol solution added is 3-5:1 to the weight kg of fresh Rosa laevigata seeds.
[0017] (4) Alkali precipitation: After the filtrate I is concentrated under reduced pressure until there is no ethanol odor, it is mixed with the lower clear liquid, the pH is adjusted to 7.5-8 with sodium hydroxide solution, and after being placed at a low temperature of 2-6℃ for 5-15 hours, it is filtered once with a ceramic membrane to obtain filter residue II and filtrate II.
[0018] (5) Acid neutralization and decolorization concentration: Filtrate II is adjusted to pH 5.5-6 with hydrochloric acid solution, concentrated under reduced pressure to 1 / 5-1 / 10 of the original volume, activated carbon is added for decolorization for 20-50 min, activated carbon is filtered out, filtrate is obtained, and further concentrated under reduced pressure to 1 / 10-1 / 15 of the original volume to obtain concentrated solution I.
[0019] (6) Rutin crystallization: Dissolve filter residue II in 95% ethanol, add ethanol solution with a final concentration of 15% to 20%, and crystallize overnight at room temperature to obtain rutin product;
[0020] (7) Macroporous resin chromatography: The concentrate I was subjected to ADS-7 macroporous resin chromatography, washed with two to four column volumes of water, and then eluted with three to five column volumes of 20% to 30% ethanol solution to obtain eluent I.
[0021] (8) Crystallization of rosinic acid: Eluent I was concentrated under reduced pressure to 1 / 20 to 1 / 25 of its original volume, the pH was adjusted to 5 to 5.5 with 0.01 mol / L hydrochloric acid solution, and then 95% ethanol was added to a final concentration of 45%. The product was obtained by recrystallization at room temperature in the dark overnight.
[0022] The above ethanol solution is prepared by mixing ethanol with a certain amount of water. The 70% ethanol solution is prepared by adding 30 mL of water to 70 mL of anhydrous ethanol and mixing.
[0023] The above filtration refers to ceramic membrane filtration, and the vacuum concentration is carried out at a temperature of 50-60℃.
[0024] In one specific implementation, the ratio of the volume L of water added in step (1) to the weight kg of fresh rosehips is 3 to 8:1.
[0025] In one specific implementation, the concentration of the ethanol solution added in step (3) is 65-80% aqueous ethanol solution.
[0026] In one embodiment, the amount of granular activated carbon added in step (5) is in the ratio of g to the volume L of filtrate II as 10 to 100:1.
[0027] Technical effect
[0028] 1. This invention makes full use of the waste (Rosa laevigata seeds) generated during the processing of Rosa laevigata to produce functional components such as rosin acid and rutin on a large scale, effectively saving Rosa laevigata resources and reducing the production cost of rutin and rosin acid;
[0029] 2. By processing the waste of Rosa laevigata, functional components such as rutin and rosinic acid can be obtained, as well as a large amount of edible high-quality compound amino acid raw materials and high-value-added Rosa laevigata seed oil.
[0030] 3. By making full use of the alkali dissolution method to quickly separate rosinic acid and rutin, and combining chromatography with crystallization, the purity of rutin and rosinic acid is effectively improved, thereby increasing product yield. Attached Figure Description
[0031] Figure 1 HPLC chromatogram of rosmarinic acid reference standard;
[0032] Figure 2 HPLC chromatogram of rosinic acid in a Rosa laevigata sample;
[0033] Figure 3 HPLC chromatogram of rosmarinic acid product;
[0034] Figure 4 HPLC chromatogram of rutin reference standard;
[0035] Figure 5 HPLC chromatogram of rutin in a Rosa laevigata sample;
[0036] Figure 6 HPLC chromatogram of rutin product. Detailed Implementation
[0037] The present invention will now be further described in conjunction with embodiments, but it is not limited to any one of these embodiments or similar instances.
[0038] Example 1: Collection of Rosa laevigata seeds
[0039] Collecting Rosa laevigata seeds: Fresh Rosa laevigata seeds are collected and directly placed into an automatic deburring device to achieve a deburring rate of over 90%. Then, they are transferred to an extrusion device to destroy only the Rosa laevigata fruit, achieving a breakage rate of over 95%, while ensuring that the Rosa laevigata seeds are not damaged. A certain amount of water is then added, and a filtration device is used to separate the pulp from the seeds. The Rosa laevigata seeds are used in the experiments of Example 2 or 3, while the Rosa laevigata pulp is used for the preparation of Rosa laevigata polysaccharides.
[0040] Example 2: Extraction and processing of Rosa laevigata seeds
[0041] Crushing and enzymatic hydrolysis: 100 kg of fresh Rosa laevigata seeds were crushed with 300 L of water using a crusher, and low-temperature protease was added at room temperature to a final concentration of 80 U / mL. Hydrolysis was carried out for 5 h, and then heated to 80 °C for 30 min.
[0042] Degreasing and extraction: Centrifuge at 7000 rpm for 20 min to obtain supernatant and precipitate. After standing at 2-6℃ for 8 h, collect the upper layer of Rosa laevigata seed oil and the lower layer of supernatant. Add 400 L of ethanol solution to the precipitate, heat to 70℃ for 3 h, and filter to obtain filtrate I.
[0043] Alkali precipitation: After filtrate I is concentrated under reduced pressure until there is no ethanol odor, it is mixed with the lower clear liquid, the pH is adjusted to 7.8 with sodium hydroxide solution, and after being placed at a low temperature of 2-6℃ for 10 hours, it is filtered once with a ceramic membrane to obtain filter residue II and filtrate II.
[0044] Acid neutralization and decolorization concentration: Filtrate II was adjusted to pH 5.5 with hydrochloric acid solution, concentrated under reduced pressure to 1 / 10 of its original volume, decolorized with activated carbon for 30 min, filtered to remove activated carbon, and the filtrate was further concentrated under reduced pressure to 1 / 15 of its original volume to obtain concentrate I.
[0045] Rutin crystallization: Filter residue II was dissolved in 95% ethanol, and then an ethanol solution with a final concentration of 20% was added. The mixture was crystallized overnight at room temperature to obtain 358g of rutin product.
[0046] Macroporous resin chromatography: Concentrate I was subjected to ADS-7 macroporous resin chromatography, washed with four column volumes of water, and then eluted with five column volumes of 30% ethanol solution to obtain eluent I.
[0047] Rosic acid crystallization: Eluent I was concentrated under reduced pressure to 1 / 25 of its original volume, the pH was adjusted to 5.5 with 0.01 mol / L hydrochloric acid solution, and then 95% ethanol was added to a final concentration of 45%. The product was crystallized and recrystallized overnight at room temperature in the dark to obtain 264 g of rosic acid product.
[0048] The detection equipment was a Shimadzu LC-20AD high-performance liquid chromatograph, and the chromatographic column was a Boston-C1000C10. 18 (150mm × 4.6mm, 5μm) Detection conditions for rosinic acid: mobile phase: methanol-water (70:30, V / V); detection wavelength: 210nm; flow rate: 1ml / min; injection volume: 20μL. The purity of the rosinic acid sample was 97.36%. See [link to relevant documentation]. Figure 3 The detection conditions for rutin were as follows: mobile phase: acetonitrile-0.2% phosphoric acid aqueous solution (20:80, V / V); detection wavelength: 255 nm; flow rate: 1 ml / min; injection volume: 20 μL. The purity of the rutin sample was 98.47%. Figure 6 .
[0049] Comparative Example 1
[0050] 100 kg of fresh Rosa laevigata seeds were crushed with 300 L of water using a crusher, then 400 L of ethanol solution was added, and the mixture was heated to 70 °C for 3 h. The resulting filtrate was filtered to obtain filtrate I. Filtrate I was concentrated under reduced pressure until no ethanol odor remained, then mixed with the lower supernatant. The pH was adjusted to 7.8 with sodium hydroxide solution, and the mixture was kept at 2–6 °C for 10 h. The mixture was then filtered once through a ceramic membrane to obtain residue II and filtrate II. Filtrate II was adjusted to pH 5.5 with hydrochloric acid solution, concentrated under reduced pressure to 1 / 10 of its original volume, decolorized with activated carbon for 30 min, filtered to remove the activated carbon, and the resulting filtrate was further concentrated under reduced pressure to 1 / 10 of its original volume. 15. Concentrate I was obtained; filter residue II was dissolved in 95% ethanol, and a final concentration of 20% ethanol solution was added. Crystallization was carried out overnight at room temperature to obtain 285g of rutin product. Concentrate I was subjected to ADS-7 macroporous resin chromatography, washed with four column volumes of water, and then eluted with five column volumes of 30% ethanol solution to obtain eluent I. Eluent I was concentrated under reduced pressure to 1 / 25 of its original volume, the pH was adjusted to 5.5 with 0.01mol / L hydrochloric acid solution, and then 95% ethanol was added to a final concentration of 45%. Crystallization and recrystallization were carried out overnight at room temperature in the dark to obtain 205g of rosinic acid product. The rutin and rosinic acid were tested according to the detection method of Example 1, with the rutin sample content being 97.84% and the rosinic acid sample content being 96.25%.
[0051] Comparative Example 2
[0052] 100 kg of fresh Rosa laevigata seeds were crushed with 300 L of water using a crusher. Low-temperature protease was added at room temperature to a final concentration of 80 U / mL, and hydrolysis was carried out for 5 h. The mixture was then heated to 80 °C for 30 min. After centrifugation at 7000 rpm for 20 min, the supernatant and precipitate were obtained. After standing at 2–6 °C for 8 h, the upper layer of Rosa laevigata seed oil and the lower layer of supernatant were collected. 400 L of ethanol solution was added to the precipitate, and extraction was carried out at 70 °C for 3 h. The mixture was filtered to obtain filtrate I. Filtrate I was concentrated under reduced pressure until no ethanol odor remained. It was then mixed with the lower layer of supernatant, and activated carbon was added for decolorization for 30 min. The activated carbon was removed by filtration, and the filtrate was further concentrated under reduced pressure to 1 / 3 of its original volume. 25. Concentrate I was obtained. Concentrate I was subjected to ADS-7 macroporous resin chromatography, eluted with four column volumes of water (70°C) to obtain eluent I. Eluent I was concentrated under reduced pressure to 1 / 20 of its original volume, and 20% ethanol solution was added. Crystallization was carried out overnight at room temperature to obtain 143g of rutin product. Then, elution was carried out with five column volumes of 30% ethanol solution to obtain eluent II. Eluent II was concentrated under reduced pressure to 1 / 25 of its original volume, and the pH was adjusted to 5.5 with 0.01mol / L hydrochloric acid solution. 95% ethanol was added to a final concentration of 45%, and crystallization was carried out overnight at room temperature in the dark to obtain 182g of rosinic acid product. Rutin and rosinic acid were detected according to the detection method of Example 1, wherein the content of rutin sample was 97.29% and the content of rosinic acid sample was 95.67%.
[0053] Example 3: Extraction and processing of Rosa laevigata seeds
[0054] Crushing and enzymatic hydrolysis: 200 kg of fresh Rosa laevigata seeds were crushed with 500 L of water using a crusher, and low-temperature protease was added at room temperature to a final concentration of 100 U / mL. Hydrolysis was carried out for 5 h, and then heated to 80 °C for 30 min.
[0055] Degreasing and extraction: Centrifuge at 7000 rpm for 20 min to obtain supernatant and precipitate. After standing at 2-6℃ for 7 h, collect the upper layer of Rosa laevigata seed oil and the lower layer of supernatant. Add 850 L of ethanol solution to the precipitate, heat to 70℃ for 3 h, and filter to obtain filtrate I.
[0056] Alkali precipitation: After filtrate I is concentrated under reduced pressure until there is no ethanol odor, it is mixed with the lower clear liquid, the pH is adjusted to 7.5 with sodium hydroxide solution, and after being placed at a low temperature of 2-6℃ for 10 hours, it is filtered once with a ceramic membrane to obtain filter residue II and filtrate II.
[0057] Acid neutralization and decolorization concentration: Filtrate II was adjusted to pH 6 with hydrochloric acid solution, concentrated under reduced pressure to 1 / 10 of its original volume, decolorized with activated carbon for 30 min, filtered to remove activated carbon, and the filtrate was further concentrated under reduced pressure to 1 / 15 of its original volume to obtain concentrate I.
[0058] Rutin crystallization: Filter residue II was dissolved in 95% ethanol, and then an ethanol solution with a final concentration of 20% was added. The mixture was crystallized overnight at room temperature to obtain 741g of rutin product.
[0059] Macroporous resin chromatography: Concentrate I was subjected to ADS-7 macroporous resin chromatography, washed with four column volumes of water, and then eluted with five column volumes of 30% ethanol solution to obtain eluent I.
[0060] Rosic acid crystallization: Eluent I was concentrated under reduced pressure to 1 / 25 of its original volume, the pH was adjusted to 5.5 with 0.01 mol / L hydrochloric acid solution, and then 95% ethanol was added to a final concentration of 45%. The mixture was crystallized and recrystallized overnight at room temperature in the dark to obtain 536 g of rosic acid product.
[0061] The rutin and rosinic acid were tested according to the detection method of Example 1, wherein the rutin content of the sample was 98.51% and the rosinic acid content of the sample was 97.43%.
[0062] The above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention in any way. Although the present invention has been disclosed above with reference to preferred embodiments, it is not intended to limit the present invention. Any person skilled in the art can make some modifications or alterations to the above-disclosed technical content to create equivalent embodiments without departing from the scope of the present invention. Any simple modifications, equivalent changes, and alterations made to the above embodiments based on the technical essence of the present invention without departing from the scope of the present invention shall still fall within the scope of the present invention.
Claims
1. A method for preparing rutin and rosinic acid, characterized in that... The specific steps are as follows: (1) Collecting Rosa laevigata seeds: Collect fresh Rosa laevigata seeds, put them directly into an automatic deburring device to remove burrs, then use a squeezing device to break the Rosa laevigata fruit, add a certain amount of water, and at the same time use a filtration device to separate the pulp from the seeds. (2) Crushing and enzymatic hydrolysis: Fresh Rosa laevigata seeds were crushed with water using a crusher, and low-temperature protease was added at room temperature to a final concentration of 50-100 U / mL. Hydrolysis was carried out for 3-6 hours, and then heated to 70-90℃ for 10-30 minutes. The ratio of the volume of water added (L) to the weight of fresh Rosa laevigata seeds (kg) was 1-3:
1. (3) Degreasing and extraction: Centrifuge at 5000-8000 rpm for 10-30 min to obtain supernatant and precipitate. After placing at 2-6℃ for 5-10 h, collect the upper layer of Rosa laevigata seed oil and the lower layer of supernatant. Add ethanol solution to the precipitate and heat to 60-80℃ for 2-3 h to extract. Filter to obtain filtrate I, in which the volume L of ethanol solution added is 3-5:1 to the weight kg of fresh Rosa laevigata seeds. (4) Alkali precipitation: After the filtrate I is concentrated under reduced pressure until there is no ethanol odor, it is mixed with the lower clear liquid, the pH is adjusted to 7.5-8 with sodium hydroxide solution, and after being placed at a low temperature of 2-6℃ for 5-15 hours, it is filtered once with a ceramic membrane to obtain filter residue II and filtrate II. (5) Acid neutralization and decolorization concentration: Filtrate II is adjusted to pH 5.5-6 with hydrochloric acid solution, concentrated under reduced pressure to 1 / 5-1 / 10 of the original volume, activated carbon is added for decolorization for 20-50 min, activated carbon is filtered out, filtrate is obtained, and further concentrated under reduced pressure to 1 / 10-1 / 15 of the original volume to obtain concentrated solution I. (6) Rutin crystallization: Dissolve filter residue II in 95% ethanol, add ethanol solution with a final concentration of 15% to 20%, and crystallize overnight at room temperature to obtain rutin product; (7) Macroporous resin chromatography: The concentrate I was subjected to ADS-7 macroporous resin chromatography, washed with two to four column volumes of water, and then eluted with three to five column volumes of 20% to 30% ethanol solution to obtain eluent I. (8) Crystallization of rosinic acid: Eluent I was concentrated under reduced pressure to 1 / 20 to 1 / 25 of its original volume, the pH was adjusted to 5 to 5.5 with 0.01 mol / L hydrochloric acid solution, and 95% ethanol was added to a final concentration of 45%. The product was crystallized and recrystallized overnight at room temperature in the dark to obtain rosinic acid product.
2. The method for preparing rutin and rosinic acid according to claim 1, characterized in that... The filtration mentioned refers to ceramic membrane filtration, and the vacuum concentration is carried out at a temperature of 50-60°C.
3. The method for preparing rutin and rosinic acid according to claim 1, characterized in that... The ratio of the volume L of water added in step (1) to the weight kg of fresh rosehips is 3 to 8:
1.
4. The method for preparing rutin and rosinic acid according to claim 2, characterized in that... The ratio of the volume L of water added in step (1) to the weight kg of fresh rosehips is 3 to 8:
1.
5. A method for preparing rutin and rosinic acid according to claim 1, 2, 3, or 4, characterized in that... The concentration of the ethanol solution added in step (3) is 65-80% aqueous ethanol solution.
6. A method for preparing rutin and rosinic acid according to claim 1, 2, 3, or 4, characterized in that... The amount of granular activated carbon added in step (5) is in g, and the volume ratio of granular activated carbon to filtrate II is 10-100:
1.
7. The method for preparing rutin and rosinic acid according to claim 5, characterized in that... The amount of granular activated carbon added in step (5) is in g, and the volume ratio of granular activated carbon to filtrate II is 10-100:1.
Citation Information
Patent Citations
Preparation method of cherokee rose polysaccharide derivatives with antitumor activity
CN102219865A
A cherokee rose fruit polysaccharide preparing method
CN106046186A
Application of fructus rosae laevigatae extract in whitening, moisturizing and anti-aging skin care product and preparation method thereof
CN109157447A
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CN110760012A
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CN112759661A