CN110642824A - Method for preparing antioxidant ingredient kaempferol from cortex cinnamomi by hydrolysis technology - Google Patents
Method for preparing antioxidant ingredient kaempferol from cortex cinnamomi by hydrolysis technology Download PDFInfo
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- IYRMWMYZSQPJKC-UHFFFAOYSA-N kaempferol Chemical compound C1=CC(O)=CC=C1C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 IYRMWMYZSQPJKC-UHFFFAOYSA-N 0.000 title claims abstract description 99
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 title claims abstract description 51
- UBSCDKPKWHYZNX-UHFFFAOYSA-N Demethoxycapillarisin Natural products C1=CC(O)=CC=C1OC1=CC(=O)C2=C(O)C=C(O)C=C2O1 UBSCDKPKWHYZNX-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 235000008777 kaempferol Nutrition 0.000 title claims abstract description 50
- UXOUKMQIEVGVLY-UHFFFAOYSA-N morin Natural products OC1=CC(O)=CC(C2=C(C(=O)C3=C(O)C=C(O)C=C3O2)O)=C1 UXOUKMQIEVGVLY-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 238000000034 method Methods 0.000 title claims abstract description 29
- 230000007062 hydrolysis Effects 0.000 title claims abstract description 25
- 238000006460 hydrolysis reaction Methods 0.000 title claims abstract description 25
- 239000003963 antioxidant agent Substances 0.000 title description 3
- 230000003078 antioxidant effect Effects 0.000 title description 3
- 235000006708 antioxidants Nutrition 0.000 title description 3
- 239000004615 ingredient Substances 0.000 title description 3
- 238000005516 engineering process Methods 0.000 title description 2
- 238000000605 extraction Methods 0.000 claims abstract description 43
- 239000000284 extract Substances 0.000 claims abstract description 37
- 244000037364 Cinnamomum aromaticum Species 0.000 claims abstract description 26
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 claims abstract description 26
- 235000021511 Cinnamomum cassia Nutrition 0.000 claims abstract description 26
- 239000002904 solvent Substances 0.000 claims abstract description 22
- 239000000413 hydrolysate Substances 0.000 claims abstract description 19
- 239000000126 substance Substances 0.000 claims abstract description 16
- 238000001914 filtration Methods 0.000 claims abstract description 9
- 230000002378 acidificating effect Effects 0.000 claims abstract description 8
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 5
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 4
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- 241000605072 Cinnamomum verum Species 0.000 claims abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 26
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 2
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 229940045872 sodium percarbonate Drugs 0.000 claims description 2
- 239000007788 liquid Substances 0.000 abstract description 13
- 238000005406 washing Methods 0.000 abstract description 4
- 239000012634 fragment Substances 0.000 abstract description 3
- 239000004480 active ingredient Substances 0.000 abstract 1
- PUPKKEQDLNREIM-UHFFFAOYSA-N Kaempferitin Natural products OC1C(O)C(O)C(C)OC1OC1=CC(O)=C2C(=O)C(OC3C(C(O)C(O)C(C)O3)O)=C(C=3C=CC(O)=CC=3)OC2=C1 PUPKKEQDLNREIM-UHFFFAOYSA-N 0.000 description 10
- SOSLMHZOJATCCP-PADPQNGGSA-N afzelin Natural products O([C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](C)O1)C1=C(c2ccc(O)cc2)Oc2c(c(O)cc(O)c2)C1=O SOSLMHZOJATCCP-PADPQNGGSA-N 0.000 description 10
- SQFSKOYWJBQGKQ-UHFFFAOYSA-N kaempferide Chemical compound C1=CC(OC)=CC=C1C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 SQFSKOYWJBQGKQ-UHFFFAOYSA-N 0.000 description 10
- ZMGSKTZDVIZXJS-UHFFFAOYSA-N kaempferitrin Natural products CC1OC(OC2C(Oc3cc(OC4OC(C)C(O)C(O)C4O)cc(O)c3C2=O)c5ccc(O)cc5)C(O)C(O)C1O ZMGSKTZDVIZXJS-UHFFFAOYSA-N 0.000 description 10
- PUPKKEQDLNREIM-QNSQPKOQSA-N kaempferol 3,7-di-O-alpha-L-rhamnoside Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC1=CC(O)=C2C(=O)C(O[C@H]3[C@@H]([C@H](O)[C@@H](O)[C@H](C)O3)O)=C(C=3C=CC(O)=CC=3)OC2=C1 PUPKKEQDLNREIM-QNSQPKOQSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000004128 high performance liquid chromatography Methods 0.000 description 8
- 241000196324 Embryophyta Species 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 108010009736 Protein Hydrolysates Proteins 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 244000080208 Canella winterana Species 0.000 description 3
- 235000008499 Canella winterana Nutrition 0.000 description 3
- 229940017545 cinnamon bark Drugs 0.000 description 3
- -1 flavonoid compound Chemical class 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 229930182486 flavonoid glycoside Natural products 0.000 description 2
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- 235000011299 Brassica oleracea var botrytis Nutrition 0.000 description 1
- 235000004221 Brassica oleracea var gemmifera Nutrition 0.000 description 1
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- 240000003259 Brassica oleracea var. botrytis Species 0.000 description 1
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- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
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- 241000202296 Delphinium Species 0.000 description 1
- 241000208680 Hamamelis mollis Species 0.000 description 1
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- IKMDFBPHZNJCSN-UHFFFAOYSA-N Myricetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC(O)=C(O)C(O)=C1 IKMDFBPHZNJCSN-UHFFFAOYSA-N 0.000 description 1
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- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
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- 229940046836 anti-estrogen Drugs 0.000 description 1
- 230000001833 anti-estrogenic effect Effects 0.000 description 1
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- 230000003262 anti-osteoporosis Effects 0.000 description 1
- 239000003472 antidiabetic agent Substances 0.000 description 1
- 239000002249 anxiolytic agent Substances 0.000 description 1
- 230000000949 anxiolytic effect Effects 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
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- 239000012267 brine Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
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- 235000020230 cinnamon extract Nutrition 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000000328 estrogen antagonist Substances 0.000 description 1
- 238000003810 ethyl acetate extraction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
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- 239000012530 fluid Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hcl hcl Chemical compound Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 201000005202 lung cancer Diseases 0.000 description 1
- 208000020816 lung neoplasm Diseases 0.000 description 1
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- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PCOBUQBNVYZTBU-UHFFFAOYSA-N myricetin Natural products OC1=C(O)C(O)=CC(C=2OC3=CC(O)=C(O)C(O)=C3C(=O)C=2)=C1 PCOBUQBNVYZTBU-UHFFFAOYSA-N 0.000 description 1
- 235000007743 myricetin Nutrition 0.000 description 1
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- 230000000144 pharmacologic effect Effects 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention provides a method for obtaining an active ingredient kaempferol from cinnamomum cassia through a hydrolysis mode, wherein the extraction step is divided into six steps. The method comprises the following steps of extracting cinnamomum zeylanicum fragments with a first solvent at high temperature, filtering to obtain an extraction liquid, concentrating the extraction liquid in vacuum to obtain a concentrated extraction liquid, adding an acidic substance into the concentrated extraction liquid, hydrolyzing at 40-60 ℃ for 6-10 hours, standing for 15.5-16.5 hours, adding an alkaline substance for neutralization to obtain a hydrolysis liquid, filtering the hydrolysis liquid, washing filter residues with a second solvent, and concentrating in vacuum to obtain an extract, thus obtaining a hydrolysate containing kaempferol components.
Description
Technical Field
The invention relates to the technical field of plant extraction, in particular to a method for extracting kaempferol from cortex cinnamomi.
Background
Kaempferol (Kaempferol) is a natural flavonoid compound, and exists in plant-derived substances of tea, broccoli, delphinium, witch hazel, grapefruit, brussels sprouts, apples and the like. Pathological studies have found a positive correlation between kaempferol uptake and a reduced incidence of many diseases, such as cancer and cardiovascular disease. A number of preclinical studies have shown that kaempferol and some kaempferol glycosides have a wide range of pharmacological activities, including antioxidant, anti-inflammatory, antibacterial, anticancer, cardioprotective, neuroprotective, antidiabetic, antiosteoporosis, antiestrogen, anxiolytic, analgesic, and antiallergic effects (j.m. Calderon-Montano, e.burgos-Moron, c.perez-guerreo, m.lopez-Lazaro, 2011). Further research shows that kaempferol, quercetin and myricetin can reduce the risk of pancreatic cancer of smokers and reduce the incidence rate of lung cancer.
However, there are still many ways to improve the kaempferol extraction technology. Chinese patent CN101845467A discloses a method for extracting kaempferol, in which enzyme is used to convert the components in the raw material into kaempferol, and then high-volatility organic solvent (ethyl acetate) is used for extraction, however, the organic solvent is harmful to human body, and may cause long-term harm to the body of the extractors during the extraction process; taiwan patent No. TWI352611 discloses a method for extracting leaves of cinnamomum cassia presl flavonoid glycoside, wherein supercritical carbon dioxide fluid extraction, brine extraction and salt removal are used, although flavonoid glycoside contains kaempferol, and the former case does not use ethyl acetate extraction, whether the extracted components actually contain kaempferol cannot be known, and the extraction process is complicated and may consume a lot of time and money cost.
Therefore, it is an object of the present invention to provide a method for extracting kaempferol, which is simple and safe.
Disclosure of Invention
In view of the above, the present invention aims to provide a simple and safe extraction method for converting kaempferide into kaempferol by extracting from cinnamomum cassia via hydrolysis.
In order to achieve the above objects, the present invention provides a method for extracting kaempferol from cinnamomum cassia presl, comprising the following steps. Adding the cinnamomum zeylanicum fragments into a first solvent for high-temperature extraction, filtering and vacuum concentrating to obtain concentrated extract, adding an acidic substance into the concentrated extract, hydrolyzing at 40-60 ℃ for 6-10 hours, standing for 14-18 hours, adding an alkaline substance for neutralization to obtain a hydrolysate, filtering the hydrolysate, washing filter residues with a second solvent, and vacuum concentrating to obtain an extract, thereby obtaining the kaempferol-containing hydrolysate.
As a further improvement of the invention, the first solvent is ethanol with the concentration of 40-60% by volume.
As a further improvement of the invention, the first solvent is ethanol with a concentration of 48-52% by volume.
As a further improvement of the invention, the weight volume ratio of the cinnamomum cassia presl to the first solvent is 1: 5-1: 20.
As a further improvement of the present invention, the preferred high temperature extraction temperature of step one is 70 ℃.
As a further improvement of the invention, the high-temperature extraction time in the first step is 2-6 hours.
As a further improvement of the invention, the preferred high-temperature extraction time in the first step is 3.5 to 4.5 hours.
As a further improvement of the present invention, wherein the acidic substance is selected from the group consisting of hydrochloric acid, acetic acid and sulfuric acid.
As a further improvement of the present invention, wherein the alkaline substance is selected from the group consisting of sodium bicarbonate, sodium percarbonate and sodium carbonate.
As a further improvement of the invention, the preferred hydrolysis time of the second step is 7.5 to 8.5 hours.
As a further improvement of the invention, the standing time of the second step is 14-18 hours.
As a further improvement of the invention, the second step preferably has a standing time of 15.5 to 16.5 hours.
As a further improvement of the invention, the second solvent is ethanol with the concentration of 70-100% by volume.
As a further improvement of the invention, the second solvent is preferably ethanol with a volume percentage concentration of 92-98%.
As a further improvement of the invention, the ratio of the hydrolysate to the second solvent is 1: 5-1: 20.
As a further improvement of the invention, the extract can be further freeze-dried in the third step.
In order to achieve the above object, the present invention provides a cinnamomum cassia presl extract, wherein the cinnamomum cassia presl extract contains 5 to 10mg/g of kaempferol.
Drawings
FIG. 1 is a flow chart of a process for extracting kaempferol from Cinnamomum cassia bark;
FIG. 2 is an HPLC chromatogram of kaempferide and kaempferol as standard substances;
FIG. 3 is an HPLC chromatogram before hydrolysis of the Cinnamomum cassia extract;
FIG. 4 is a HPLC chromatogram of a hydrolyzed cinnamon extract.
Detailed Description
All technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs, unless otherwise defined.
As used herein, the term "extract" refers to the product produced by extraction. The extract may be presented as a solution dissolved in a solvent, or the extract may be presented as a concentrate or serum free or substantially free of solvent. The extract may also be formulated in a pharmaceutical composition or food product, as described further below. The term extract may be a single extract obtained from a particular extraction step or a series of extraction steps, or the extracts may also be a combination of extracts obtained from separate extraction steps. Thus, the combined extracts are also encompassed by the term "extract".
As used herein, "feedstock" generally refers to a plant raw material, including an individual whole plant or a combination of one or more components of a plant, including leaves, roots (including but not limited to main roots, tail roots, and fibrous roots), stems, bark, berries, seeds, and flowers, wherein the plant or component may comprise raw, dried, cooked, heated, or otherwise physically processed to facilitate processing, which may further comprise material that is intact, chopped, diced, milled, ground, or otherwise processed to affect the size and physical integrity of the plant material. The term "feedstock" may be used to refer to the extraction product of a source of material for an additional extraction process.
The present invention is illustrated by the following examples, but the present invention is not limited by the following examples. The materials used in the present invention are readily available commercially and the following are merely exemplary of the available conduits.
Example 1 hydrolysis of Cinnamomum cassia
To extract kaempferol, wherein the extraction step is shown in figure 1. S1, preparing cortex cinnamomi, wherein the cortex cinnamomi is native cortex cinnamomi japonici (Taiwan); adding a first solvent in the step S2, and extracting at high temperature to obtain an extract; then concentrating in vacuum in the step S3 to obtain concentrated extract; s4, adding an acidic substance for hydrolysis, and adding an alkaline substance to obtain a hydrolysate; s5, filtering the hydrolysate and washing the filter residue with a second solvent; and concentrating in vacuum in the step of S6 to obtain extractum, and obtaining the hydrolysate containing kaempferol.
In a preferred embodiment, a cinnamon bark is prepared, the cinnamon bark fragments are added with ethanol with the volume percentage concentration of 40-60% for high-temperature extraction, the selected high-temperature is 60-90 ℃, an extraction liquid is obtained after filtration, a concentrated extraction liquid is obtained after vacuum concentration of the extraction liquid, an acidic substance is added into the concentrated extraction liquid, hydrolysis is carried out for 6-10 hours at the temperature of 40-60 ℃, an alkaline substance is added for neutralization after standing for a period of time, a hydrolysate is obtained, the hydrolysate is filtered, filter residue is washed by the ethanol with the volume percentage concentration of 70-100%, and then vacuum concentration is carried out to obtain an extract, so that a hydrolysate with kaempferol components is prepared.
In a best embodiment, cinnamomum cassia branches and leaves are prepared, 1 kg of cinnamomum cassia branches and leaves are weighed, ethanol is added, 10L of ethanol (EtOH) with the volume percentage of 50% is taken, extraction is carried out at 70 ℃ for 4 hours to obtain extraction liquid, the extraction liquid is filtered to remove filter residues, and the filtered filtrate is concentrated to 1L in vacuum to obtain concentrated extraction liquid.
Taking 1L of the concentrated extract, adding 43.75mL of hydrochloric acid as an acidic substance, hydrolyzing at 50 ℃ for 8 hours, standing at room temperature for 16 hours, adding an alkaline substance for neutralization, neutralizing hydrochloric acid (HCl) with 44.1g of sodium bicarbonate to obtain a hydrolysate, filtering the hydrolysate, washing filter residue with 95% ethanol by volume percentage concentration, concentrating the filtered hydrolysate in vacuum to obtain an extract, and freeze-drying the extract to obtain a hydrolysate containing kaempferol.
Example 2 analysis of Kaempferol content of Cinnamomum cassia hydrolysate
In order to know whether the cinnamomum cassia hydrolysate extracted by the cinnamomum cassia extraction method contains kaempferol, the kaempferol content of the cinnamomum cassia hydrolysate is analyzed by a high-performance liquid chromatography (HPLC).
Before HPLC, the sample was treated, 102.4mg of cinnamomum cassia hydrolyzate was dissolved in anhydrous methanol, quantified to 100mL, and filtered through a 0.45 μm filter.
In HPLC analysis, the column was inertsil (250X 4mm,5 μm) and the column temperature was 35 ℃; while the mobile phase was eluted with a gradient of water (0.1% TFA), acetonitrile (AeCN) and methanol (MeOH) (the mobile phase gradient is shown in table one); the flow rate is 0.5 mL/min; the wavelength is 342 nm; the amount of the sample was 10. mu.L.
TABLE I, HPLC mobile phase gradiometer
FIG. 2 shows HPLC chromatograms of the standard kaempferitrin (kaempferitrin) and kaempferol (kaempferol) with a Residence Time (RT) of 42.095 minutes; kaempferol residence time was 61.952 minutes. FIG. 3 shows that kaempferitrin has a residence time of 41.777 minutes before hydrolysis of the cinnamon bark extract, and kaempferol is not detected; however, as shown in fig. 4, the kaempferol reaction occurs after the cinnamomum cassia presl extract is hydrolyzed, and the kaempferol retention time is 41.917 minutes, whereas the kaempferol retention time is 61.940 minutes, and it can be seen from the results shown in fig. 3 and 4 that kaempferol is not originally present in the natural ingredients of cinnamomum cassia presl, and the kaempferol is converted into kaempferol by the cinnamomum cassia presl extraction method in this case in a hydrolysis manner. And the hydrolysis rate and the conversion rate are calculated by the following formulas:
wherein W1The content (mg/g) of kaempferitrin after hydrolysis; w0The content of kaempferitrin before hydrolysis (mg/g);
wherein W0The content of kaempferitrin before hydrolysis (mg/g); w2The content (mg/g) of the kaempferol after hydrolysis; 286.23 is kaempferol molecular weight; 578.52 is kaempferide molecular weight.
According to experimental results, 1 kg of cinnamomum cassia presl (branches and leaves) is extracted to obtain 55.03 g of dry weight of product, and the dry weight of product is hydrolyzed to obtain 57.48 g of dry weight of product. As shown in Table two, the kaempferitrin content before hydrolysis of cortex Cinnamomi is 26.1mg/g, and the kaempferitrin content after hydrolysis is 5.9 mg/g. Kaempferol content after hydrolysis was 6.52 mg/g. Through the calculation of the formula, after the cinnamomum cassia presl extract is hydrolyzed, the hydrolysis rate of kaempferitrin is 77.3%; the kaempferol conversion was 50.4%.
Analysis results of kaempferitrin, kaempferol and cortex cinnamomi extract before and after hydrolysis
In conclusion, the extraction method converts kaempferide which is not originally present in the cinnamomum cassia kaempferide extract into kaempferol through a hydrolysis step, further conversion is not needed by using enzyme in the process, an organic solvent ethyl acetate is not needed for extraction, and the extraction step is safer and simpler than that of the existing kaempferol extraction method.
The above-mentioned embodiments are merely illustrative of the technical spirit and features of the present invention, and the object of the present invention is to enable those skilled in the art to understand the content of the present invention and to implement the same, and the scope of the present invention should not be limited by the above-mentioned embodiments, i.e. all equivalent changes and modifications made in the spirit of the present invention should be covered in the scope of the present invention.
Claims (17)
1. The method for extracting kaempferol from cinnamomum zeylanicum is characterized by comprising the following steps:
the method comprises the following steps: preparing cortex cinnamomi;
step two: adding a first solvent to perform high-temperature extraction at 60-90 ℃, and filtering to obtain an extract;
step three: concentrating the extract in vacuum to obtain a concentrated extract;
step four: adding an acidic substance into the concentrated extract, hydrolyzing at 40-60 ℃ for 6-10 hours, standing for a period of time, and adding an alkaline substance for neutralization to obtain a hydrolysate;
step five: filtering the hydrolysate to wash the filter residue with a second solvent;
step six: vacuum concentrating the hydrolysate to obtain extract, and making into hydrolysate containing kaempferol.
2. The method of claim 1, wherein the first solvent is ethanol at a concentration of 40% to 60% by volume.
3. The method of claim 2, wherein the first solvent is 48-52% ethanol by volume.
4. The method of claim 1, wherein the weight to volume ratio of the cinnamomum cassia presl to the first solvent is 1:5 to 1: 20.
5. The method of claim 1, wherein the preferred high temperature extraction temperature of step one is 70 ℃.
6. The method of claim 1, wherein the high temperature extraction time of step one is 2 to 6 hours.
7. The method of claim 1, wherein the preferred high temperature extraction time in step one is 3.5 to 4.5 hours.
8. The method of claim 1, wherein the acidic material is selected from the group consisting of hydrochloric acid, acetic acid, and sulfuric acid.
9. The method of claim 1, wherein the alkaline material is selected from the group consisting of sodium bicarbonate, sodium percarbonate, and sodium carbonate.
10. The method of claim 1, wherein the second step preferably comprises hydrolysis for a period of 7.5 to 8.5 hours.
11. The method of claim 1, wherein the standing time in step two is 14 to 18 hours.
12. The method of claim 11, wherein the preferred standing time in step two is 15.5 to 16.5 hours.
13. The method of claim 1, wherein the second solvent is ethanol at a concentration of 70% to 100% by volume.
14. The method of claim 13, wherein the second solvent is preferably ethanol with a concentration of 92-98% by volume.
15. The method of claim 1, wherein the ratio of the hydrolysate to the second solvent is 1:5 to 1: 20.
16. The method of claim 1, wherein in step three the extract is further freeze dried.
17. The cinnamomum cassia extract obtained by the method according to any one of claims 1 to 16, wherein the cinnamomum cassia extract contains 5 to 10mg/g of kaempferol.
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