CN115417847A - Method for separating quercetin and kaempferol from waste liquid generated by regeneration of mogroside decoloration resin - Google Patents
Method for separating quercetin and kaempferol from waste liquid generated by regeneration of mogroside decoloration resin Download PDFInfo
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- CN115417847A CN115417847A CN202211159685.5A CN202211159685A CN115417847A CN 115417847 A CN115417847 A CN 115417847A CN 202211159685 A CN202211159685 A CN 202211159685A CN 115417847 A CN115417847 A CN 115417847A
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- China
- Prior art keywords
- kaempferol
- quercetin
- mogroside
- waste liquid
- resin
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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 150
- 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 148
- 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 title claims abstract description 146
- 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 75
- 235000008777 kaempferol Nutrition 0.000 title claims abstract description 75
- 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 75
- 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 title claims abstract description 73
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- 235000005875 quercetin Nutrition 0.000 title claims abstract description 73
- 229960001285 quercetin Drugs 0.000 title claims abstract description 73
- 239000007788 liquid Substances 0.000 title claims abstract description 67
- 239000011347 resin Substances 0.000 title claims abstract description 52
- 229920005989 resin Polymers 0.000 title claims abstract description 52
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- 229930189775 mogroside Natural products 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims abstract description 43
- 230000008929 regeneration Effects 0.000 title claims abstract description 11
- 238000011069 regeneration method Methods 0.000 title claims abstract description 11
- 239000012043 crude product Substances 0.000 claims abstract description 38
- 239000000047 product Substances 0.000 claims abstract description 36
- TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 claims abstract description 27
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- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 claims abstract description 27
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- 241001409321 Siraitia grosvenorii Species 0.000 claims abstract description 11
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- DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 claims description 2
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- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 description 3
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- 150000002211 flavins Chemical class 0.000 description 1
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- TVJXHJAWHUMLLG-UHFFFAOYSA-N mogroside V Natural products CC(CCC(OC1OC(COC2OC(CO)C(O)C(O)C2OC3OC(CO)C(O)C(O)C3O)C(O)C(O)C1O)C(C)(C)O)C4CCC5(C)C6CC=C7C(CCC(OC8OC(COC9OC(CO)C(O)C(O)C9O)C(O)C(O)C8O)C7(C)C)C6(C)C(O)CC45C TVJXHJAWHUMLLG-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
-
- 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
- C07D311/40—Separation, e.g. from natural material; Purification
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Saccharide Compounds (AREA)
Abstract
A method for separating quercetin and kaempferol from waste liquid generated by regeneration of mogroside decolorization resin comprises the following steps: (1) pH value adjustment and acid hydrolysis; (2) washing the crude product of the mogroside aglycone; (3) separating the quercetin from the kaempferol; and (4) recrystallizing. The method separates the quercetin and kaempferol monomer products from the waste liquid generated by regenerating the momordica grosvenori dulcoside decolorizing resin, changes waste into valuable, recycles the waste liquid and improves the economic benefit of the momordica grosvenori; the purity of the obtained quercetin product and kaempferol product reaches more than 95 percent, and the yield is higher than 80 percent; the process is simple, the silica gel resin and the solvent used in the process can be reused, the process cost is low, and the method is suitable for industrial production; the regenerated waste liquid is alkaline, and if the waste liquid is directly discharged, the environment is seriously polluted; the invention reduces the treatment pressure of the sewage treatment station and is environment-friendly.
Description
Technical Field
The invention relates to a method for separating and extracting quercetin and kaempferol, in particular to a method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decolorizing resin.
Background
The momordica grosvenori is a perennial plant of the cucurbitaceae family, is mainly distributed in the areas of the two Guangdong provinces, the Yunnan provinces, the Jiangxi provinces, the south of the Hunan provinces and the like, and the main production area is in the counties of Yongfu, lingui, longsheng and the like in Guangxi provinces. The whole body of the momordica grosvenori is treasure: fresh fructus Siraitiae Grosvenorii contains abundant sweet glycoside, flavonoid glycoside, protein and polysaccharide, wherein the flavonoid glycoside is mainly quercetin and kaempferol. The flavonoid glycoside has remarkable pharmacological and physiological activities, can expand blood vessels, increase blood circulation, inhibit thrombosis, and has the effects of resisting inflammation, resisting cancer, inhibiting bacteria, reducing blood sugar, reducing blood fat and the like.
Quercetin is a flavonol compound with multiple biological activities, and has chemical formula C 15 H 10 O 7 The pharmaceutical effects of antioxidation, antitumor, anti-inflammation, antibiosis, cardiovascular protection and the like can be achieved by reducing oxidative stress, interfering a renin-angiotensin-aldosterone system, reducing a downstream signal path mediated by active oxygen and the like.
Kaempferol is a flavonol compound with the chemical formula of C 15 H 10 O 6 The compound biological preparation has multiple biological functions of oxidation resistance, inflammation resistance, cancer resistance and the like, is safe and nontoxic, and is mainly used for resisting cancer, inhibiting fertility, resisting epilepsy, resisting inflammation, resisting an antioxidant, relieving spasm, resisting ulcer, promoting bile flow, promoting urination and relieving cough.
CN106866759A discloses a process for producing fructus momordicae flavone from waste liquid discharged from a fructus momordicae sweet glycoside decolorizing resin column, which comprises the following steps: waste liquid discharged by a mogroside decoloration resin column → pH adjustment → solution stability improvement → macroporous adsorption resin chromatography → low-temperature cooling → 0.45um ceramic membrane clarification → molecular weight ultrafiltration separation → reverse osmosis membrane concentration → vacuum concentration paste preparation → spray drying; although the process can obtain the product with the content of the fructus momordicae flavone of 60-70% (UV) and the content of the fructus momordicae flavone of 20-25%, the obtained product is a mixed product of various flavones and flavins, and the product of quercetin and kaempferol monomers cannot be obtained.
At present, the existing production technology of quercetin and kaempferol monomer products mainly takes momordica grosvenori leaves and roots as raw materials to carry out targeted extraction and separation preparation. No report that waste liquid generated by regenerating a decolorizing resin column in the production process of fresh fructus momordicae is produced into fructus momordicae quercetin and kaempferol monomers by adopting an autonomous core technology is provided for enterprises.
Disclosure of Invention
The technical problem to be solved by the invention is to overcome the defects in the prior art and provide a method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decolorizing resin.
The technical scheme adopted by the invention for solving the technical problems is as follows: a method for separating quercetin and kaempferol from waste liquid generated by regeneration of mogroside decolorization resin comprises the following steps:
(1) pH adjustment and acid hydrolysis
Adding hydrochloric acid into the regenerated waste liquid to adjust the pH value to acidity, heating the liquid, cooling, standing until the precipitation amount is not changed, and performing solid-liquid separation to obtain a crude product of the mogroside aglycone;
(2) Washing the crude product of the mogroside aglycone
Washing the crude product of the mogroside aglycone with warm water until the washing liquid is neutral, and carrying out solid-liquid separation to obtain the mogroside aglycone;
(3) Quercetin and kaempferol separation
Mixing the mogroside aglycone with silica gel by dry method, loading into column, and eluting twice with chloroform/methanol solvent; collecting a first section of eluent as kaempferol eluent, collecting a second section of eluent as quercetin eluent, and concentrating the kaempferol eluent and the quercetin eluent respectively to obtain a kaempferol crude product and a quercetin crude product;
(4) Recrystallization
Recrystallizing the crude quercetin product and the crude kaempferol product respectively; heating the crude quercetin product in an ethanol water solution until the crude quercetin product is completely dissolved; cooling and crystallizing, separating out crystals, and drying to obtain quercetin; heating the crude kaempferol product in an ethanol water solution until the kaempferol product is completely dissolved, cooling and crystallizing, separating out crystals, and drying to obtain the kaempferol.
Preferably, the momordica grosvenori decolorization resin which decolorizes the momordica grosvenori sweet glycosides is eluted by sodium hydroxide solution, and the eluent is collected to obtain the regenerated waste liquid. The purpose of the elution is to regenerate the decolorizing resin, so that the decolorizing resin can be decolorized again, and after the elution, the momordica grosvenori flavonoid substances remained in the decolorizing resin enter the regenerated waste liquid.
More preferably, the sodium hydroxide solution has a concentration of 1 to 3wt%.
More preferably, the volume of sodium hydroxide solution used is 2 to 3 times the volume of the resin.
Preferably, in step (1), the pH is adjusted to a value of 2 to 4.
Preferably, in the step (1), the feed liquid is heated to 90-100 ℃ for 2-4 h.
Preferably, in the step (1), the standing time is 3-5h.
The temperature and the pH value in the step (1) can accelerate the hydrolysis of the flavonoid compound to form flavonoid aglycone and sugar on the one hand and promote the precipitation of the flavonoid aglycone on the other hand.
Preferably, in the step (2), the temperature of the warm water is 30-40 ℃. The impurities such as saccharides, salts and the like can be further removed by washing the crude flavonoid aglycone product with warm water.
Preferably, in the step (3), the silica gel resin is 200-400 mesh.
Preferably, in step (3), the first-stage elution solvent is chloroform: methanol =80:20 to 70:30.
preferably, in step (3), the second-stage elution solvent is chloroform: methanol =60:40 to 50:50.
preferably, in the ethanol water solution used for the recrystallization of the quercetin, the volume fraction of the ethanol is 75-85%, and the ratio of the usage amount of the ethanol water solution to the usage amount of the crude quercetin is 2-3L: 1kg.
Preferably, in the ethanol water solution used for the kaempferol recrystallization, the volume fraction of the ethanol is 80-90%, and the ratio of the using amount of the ethanol water solution to the using amount of the kaempferol crude product is 2-3L: 1kg.
Preferably, the heating temperature for recrystallizing quercetin and kaempferol is 60-70 deg.C, and the cooling crystallization temperature is-10-0 deg.C.
Compared with the prior art, the invention at least has the following beneficial effects:
(1) Separate quercetin and kaempferol monomer products from the waste liquid regenerated from the mogroside decolorizing resin, change waste into valuable, recycle the waste liquid, and improve the economic benefit of the grosvenor momordica;
(2) The purity of the quercetin product and the kaempferol product obtained by the method is more than 95 percent, and the yield is higher than 80 percent;
(3) The process is simple, the silica gel resin and the solvent used in the process can be reused, the process cost is low, and the method is suitable for industrial production;
(4) The regenerated waste liquid is alkaline, and if the waste liquid is directly discharged, the environment is seriously polluted; the invention reduces the treatment pressure of the sewage treatment station and is environment-friendly.
Drawings
FIG. 1 is a test spectrum of a quercetin product obtained in example 1 of the present invention.
FIG. 2 is a detection spectrum of kaempferol product obtained in example 1 of the present invention.
Detailed Description
The following are specific examples of the present invention, and the technical solutions of the present invention will be further described with reference to the examples, but the present invention is not limited to the examples.
The decolorization resin regeneration waste liquid used in the embodiment of the invention is derived from waste liquid generated by regeneration of decolorization resin (anion exchange resin) after 50% mogroside V is decolorized by using fresh fructus momordicae, wherein the content of quercetin in the waste liquid is 0.20-0.31%, and the content of kaempferol in the waste liquid is 0.15-0.25%.
The silica gel resin used in the embodiment of the invention is purchased from new scientific and technological materials, inc. of Xian lan and Xiao province; the starting materials or chemicals used in the examples of the present invention are, unless otherwise specified, commercially available in a conventional manner.
In the embodiment of the invention, the content of kaempferol and quercetin is detected by adopting a high performance liquid chromatography external standard method.
Example 1
The method for regenerating the grosvenor momordica decolorization resin to obtain the regenerated waste liquid comprises the following steps: and eluting 250L of momordica grosvenori decolorization resin by 500L of 2% sodium hydroxide solution, and collecting eluent to obtain 500L of decolorization resin regeneration waste liquid.
The method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decolorization resin comprises the following steps of:
(1) pH adjustment and acid hydrolysis
Adding concentrated hydrochloric acid into the regenerated waste liquid to adjust pH value to 3, heating the liquid to 90 deg.C, keeping the temperature for 2h, cooling, standing for 5h, and performing solid-liquid separation to obtain crude product of mogroside aglycone;
(2) Washing the crude product of the mogroside aglycone
Washing the crude product of the mogroside aglycone with warm water at 30 ℃ until the pH value of the washing liquid is neutral, and carrying out solid-liquid separation to obtain the mogroside aglycone;
(3) Quercetin and kaempferol separation
Mixing the mogroside aglycone with silica gel dry method, loading into column, wherein the silica gel resin is 200 mesh, and chloroform: methanol =80, chloroform: methanol = 60; chloroform: methanol =80, and concentrating under reduced pressure to obtain a crude kaempferol product; chloroform: the eluent of methanol =60 is quercetin eluent, and the crude product of quercetin is obtained by decompression and concentration;
(4) Recrystallization
Heating the crude quercetin product with 75% ethanol water solution in an amount of 2 times the weight (kg) of the crude product to 70 deg.C for completely dissolving, cooling at-10 deg.C for crystallizing, separating out crystal, drying to obtain 1.33kg of quercetin product, detecting quercetin purity of 96.14% by high performance liquid chromatography external standard method (see figure 1), and calculating to obtain quercetin yield of 82.49%;
the method comprises the steps of heating a kaempferol crude product to 70 ℃ by adopting 80% ethanol water solution with the dosage of 2 times of the volume (L) of the weight (kg) of the crude product to be completely dissolved, placing the solution at the temperature of minus 10 ℃ for cooling crystallization, separating out crystals, drying to obtain 1.07kg of kaempferol product, detecting the purity of the kaempferol to be 96.88% by using a high performance liquid chromatography external standard method (shown in figure 2), and calculating the yield of the kaempferol to be 82.82%.
Example 2
The method for regenerating the grosvenor momordica decolorization resin to obtain the regenerated waste liquid comprises the following steps: 250L of fructus Siraitiae Grosvenorii decolorization resin is eluted with 750L of 1% sodium hydroxide solution, and the eluate is collected to obtain 750L of decolorization resin regeneration waste liquid.
The method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decolorization resin comprises the following steps of:
(1) pH adjustment and acid hydrolysis
Adding concentrated hydrochloric acid into the regenerated waste liquid to adjust pH value to 4, heating the liquid to 90 deg.C, keeping the temperature for 2h, cooling, standing for 4h, and performing solid-liquid separation to obtain crude product of mogroside aglycone;
(2) Washing the crude product of mogroside aglycon
Washing the crude product of the mogroside aglycone with warm water at 40 ℃ until the pH value of the washing liquid is neutral, and carrying out solid-liquid separation to obtain the mogroside aglycone;
(3) Quercetin and kaempferol separation
The mogroside aglycone is mixed and loaded into a column through a silica gel dry method, the used silica gel resin is 300 meshes, and chloroform: methanol =70, chloroform: methanol =55, and the solvent of the system 45 is eluted; chloroform: the eluent of methanol =70 is kaempferol eluent, and a kaempferol crude product is obtained by decompression and concentration; chloroform: the eluent of methanol =55 is quercetin eluent, and the crude product of quercetin is obtained by decompression and concentration;
(4) Recrystallization
Heating the crude quercetin product with 80% ethanol water solution in an amount of 2 times the weight (kg) of the crude product to 70 deg.C for complete dissolution, cooling at-5 deg.C for crystallization, separating out crystal, and drying to obtain 1.28kg quercetin product with purity of 95.85% and quercetin yield of 82.01%.
The method comprises the steps of heating a kaempferol crude product to 70 ℃ by adopting 85% ethanol water solution with the dosage of 2 times of the volume (L) of the weight (kg) of the crude product to be completely dissolved, placing the solution at the temperature of minus 5 ℃ for cooling and crystallizing, separating out crystals, and drying to obtain 0.95kg of kaempferol product, wherein the purity is 96.24% through inspection, and the yield of the kaempferol obtained through calculation is 81.42%.
Example 3
The method for regenerating the grosvenor momordica decolorization resin to obtain the regenerated waste liquid comprises the following steps: and eluting 250L of momordica grosvenori decolorization resin by 500L of 2% sodium hydroxide solution, and collecting eluent to obtain 500L of decolorization resin regeneration waste liquid.
The method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decolorization resin comprises the following steps of:
(1) pH adjustment and acid hydrolysis
Adding concentrated hydrochloric acid into the regenerated waste liquid to adjust pH value to 2, heating the liquid to 100 deg.C, keeping the temperature for 2h, cooling, standing for 3h, and performing solid-liquid separation to obtain crude product of mogroside aglycone;
(2) Washing the crude product of the mogroside aglycone
Washing the crude product of the mogroside aglycone with warm water at 30 ℃ until the pH value of the washing liquid is neutral, and carrying out solid-liquid separation to obtain the mogroside aglycone;
(3) Quercetin and kaempferol separation
Mixing the mogroside aglycone with silica gel dry method, loading into column, wherein the silica gel resin is 400 meshes, and sequentially adopting chloroform: methanol =70, chloroform: methanol =50, and the elution is carried out by using a solvent of a system; chloroform: the eluent of methanol =70 is kaempferol eluent, and the kaempferol eluent is concentrated under reduced pressure to obtain a crude kaempferol product; chloroform: the eluent with methanol =50 is quercetin eluent, and the quercetin crude product is obtained by decompression and concentration;
(4) Recrystallization
Heating the crude product of quercetin to 60 deg.C with 85% ethanol water solution with the amount of 3 times of the weight (kg) of the crude product, dissolving completely, cooling and crystallizing at 0 deg.C, separating out crystal, drying to obtain 1.05kg of quercetin product, checking to obtain purity of 95.10%, and calculating to obtain quercetin yield of 80.04%.
The method comprises the steps of heating a kaempferol crude product to 60 ℃ by adopting 90% ethanol water solution with the amount of 3 times of the weight (kg) of the crude product, completely dissolving the kaempferol crude product, cooling and crystallizing the kaempferol crude product at 0 ℃, separating crystals, and drying the crystals to obtain 0.84kg of kaempferol product, wherein the purity is 95.33% through inspection, and the yield of the kaempferol obtained through calculation is 80.32%.
Claims (10)
1. A method for separating quercetin and kaempferol from waste liquid generated by regeneration of mogroside decoloration resin is characterized by comprising the following steps:
(1) pH adjustment and acid hydrolysis
Adding hydrochloric acid into the regenerated waste liquid to adjust the pH value to acidity, heating the liquid, cooling, standing until the precipitation amount is not changed, and performing solid-liquid separation to obtain a crude product of the mogroside aglycone;
(2) Washing the crude product of mogroside aglycon
Washing the crude product of the mogroside aglycone with warm water until the washing liquid is neutral, and carrying out solid-liquid separation to obtain the mogroside aglycone;
(3) Quercetin and kaempferol separation
Mixing the mogroside aglycone with silica gel by dry method, loading into column, and eluting twice with chloroform/methanol system solvent; collecting a first section of eluent as kaempferol eluent, collecting a second section of eluent as quercetin eluent, and concentrating the kaempferol eluent and the quercetin eluent respectively to obtain a kaempferol crude product and a quercetin crude product;
(4) Recrystallization
Recrystallizing the crude quercetin product and the crude kaempferol product respectively; heating the crude quercetin product in an ethanol water solution until the crude quercetin product is completely dissolved; cooling and crystallizing, separating out crystals, and drying to obtain quercetin; heating the crude kaempferol product in an ethanol water solution until the crude kaempferol product is completely dissolved, cooling and crystallizing, separating out crystals, and drying to obtain the kaempferol.
2. The method of claim 1, wherein the decolorized Momordica grosvenori resin from which mogroside has been decolorized is eluted with sodium hydroxide solution, and the eluate is collected to obtain the regenerated waste solution.
3. The method of claim 2, wherein the concentration of the sodium hydroxide solution is 1-3wt% in the step of separating quercetin and kaempferol from the waste solution obtained by regenerating mogroside decolorization resin; the volume of the sodium hydroxide solution used is 2-3 times of the volume of the resin.
4. The method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decoloration resin according to any one of claims 1 to 3, wherein in the step (1), the pH value is adjusted to 2-4; heating the feed liquid to 90-100 ℃, and heating for 2-4h; the standing time is 3-5h.
5. The method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decoloration resin according to any one of claims 1 to 3, wherein in the step (2), the temperature of the warm water is 30-40 ℃.
6. The method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decoloration resin according to claim 4, wherein in the step (2), the temperature of the warm water is 30-40 ℃.
7. The method for separating quercetin and kaempferol from the waste liquid generated by regenerating the mogroside decoloration resin according to any one of claims 1-3, wherein in the step (3), the silica gel resin is 200-400 meshes; the first-stage elution solvent is chloroform: methanol =80:20 to 70:30, of a nitrogen-containing gas; the second-stage elution solvent is chloroform: methanol =60:40 to 50:50.
8. the method for separating quercetin and kaempferol from a waste liquid generated from the regeneration of mogroside decolorizing resin of claim 4, wherein in step (3), the silica gel resin is 200-400 mesh; the first-stage elution solvent is chloroform: methanol =80:20 to 70:30; the second-stage elution solvent is chloroform: methanol =60:40 to 50:50.
9. the method for separating quercetin and kaempferol from a waste liquid regenerated from mogroside decoloration resin according to claim 5, wherein in the step (3), the silica gel resin is 200-400 mesh; the first-stage elution solvent is chloroform: methanol =80:20 to 70:30, of a nitrogen-containing gas; the second-stage elution solvent is chloroform: methanol =60:40 to 50:50.
10. the method for separating quercetin and kaempferol from waste liquid generated by regenerating mogroside decolorizing resin according to any one of claims 1 to 9, characterized in that, in the ethanol aqueous solution used for recrystallizing quercetin, the volume fraction of ethanol is 75-85%, and the ratio of the usage amount of the ethanol aqueous solution to the usage amount of the crude quercetin is 2-3L: 1kg; in an ethanol water solution used for the recrystallization of the kaempferol, the volume fraction of the ethanol is 80-90%, and the ratio of the usage amount of the ethanol water solution to the usage amount of the kaempferol crude product is 2-3L: 1kg; the heating temperature for recrystallizing quercetin and kaempferol is 60-70 ℃, and the cooling crystallization temperature is-10-0 ℃.
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