CN111346398A - Method for extracting scopoletin and total flavonoids from sunflower disc - Google Patents
Method for extracting scopoletin and total flavonoids from sunflower disc Download PDFInfo
- Publication number
- CN111346398A CN111346398A CN202010162342.9A CN202010162342A CN111346398A CN 111346398 A CN111346398 A CN 111346398A CN 202010162342 A CN202010162342 A CN 202010162342A CN 111346398 A CN111346398 A CN 111346398A
- Authority
- CN
- China
- Prior art keywords
- extraction
- scopoletin
- sunflower
- total flavonoids
- extracting
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- RODXRVNMMDRFIK-UHFFFAOYSA-N scopoletin Chemical compound C1=CC(=O)OC2=C1C=C(OC)C(O)=C2 RODXRVNMMDRFIK-UHFFFAOYSA-N 0.000 title claims abstract description 166
- XEHFSYYAGCUKEN-UHFFFAOYSA-N Dihydroscopoletin Natural products C1CC(=O)OC2=C1C=C(OC)C(O)=C2 XEHFSYYAGCUKEN-UHFFFAOYSA-N 0.000 title claims abstract description 82
- FWYIBGHGBOVPNL-UHFFFAOYSA-N scopoletin Natural products COC=1C=C2C=CC(OC2=C(C1)O)=O FWYIBGHGBOVPNL-UHFFFAOYSA-N 0.000 title claims abstract description 82
- 235000003222 Helianthus annuus Nutrition 0.000 title claims abstract description 64
- 238000000034 method Methods 0.000 title claims abstract description 40
- 229930003935 flavonoid Natural products 0.000 title claims abstract description 32
- 150000002215 flavonoids Chemical class 0.000 title claims abstract description 32
- 235000017173 flavonoids Nutrition 0.000 title claims abstract description 32
- 241000208818 Helianthus Species 0.000 title claims abstract description 15
- 238000000605 extraction Methods 0.000 claims abstract description 123
- 238000000194 supercritical-fluid extraction Methods 0.000 claims abstract description 9
- 238000005516 engineering process Methods 0.000 claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 42
- 239000002994 raw material Substances 0.000 claims description 29
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 4
- 238000012545 processing Methods 0.000 claims description 4
- 229930014626 natural product Natural products 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract description 2
- 244000020551 Helianthus annuus Species 0.000 description 50
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 description 29
- 229930003944 flavone Natural products 0.000 description 29
- 150000002212 flavone derivatives Chemical class 0.000 description 29
- 235000011949 flavones Nutrition 0.000 description 29
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 description 29
- 239000000284 extract Substances 0.000 description 28
- 238000012360 testing method Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 6
- 238000005303 weighing Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000012530 fluid Substances 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000013558 reference substance Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 241000208838 Asteraceae Species 0.000 description 2
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241001438908 Erycibe obtusifolia Species 0.000 description 2
- 206010061218 Inflammation Diseases 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 235000013402 health food Nutrition 0.000 description 2
- 230000004054 inflammatory process Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 description 2
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 2
- 235000005493 rutin Nutrition 0.000 description 2
- 229960004555 rutoside Drugs 0.000 description 2
- 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 description 1
- 241000213006 Angelica dahurica Species 0.000 description 1
- 241000208173 Apiaceae Species 0.000 description 1
- 235000001405 Artemisia annua Nutrition 0.000 description 1
- 240000000011 Artemisia annua Species 0.000 description 1
- 235000008658 Artemisia capillaris Nutrition 0.000 description 1
- 241000092668 Artemisia capillaris Species 0.000 description 1
- PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 description 1
- 241000207782 Convolvulaceae Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 201000005569 Gout Diseases 0.000 description 1
- 244000131360 Morinda citrifolia Species 0.000 description 1
- 235000008898 Morinda citrifolia Nutrition 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 241001107098 Rubiaceae Species 0.000 description 1
- 241000133134 Saussurea Species 0.000 description 1
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000004775 coumarins Chemical class 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004770 neurodegeneration Effects 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- 235000017524 noni Nutrition 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- YTJSFYQNRXLOIC-UHFFFAOYSA-N octadecylsilane Chemical compound CCCCCCCCCCCCCCCCCC[SiH3] YTJSFYQNRXLOIC-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000013102 re-test Methods 0.000 description 1
- 239000012088 reference solution Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0203—Solvent extraction of solids with a supercritical fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/28—Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
-
- 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
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/37—Extraction at elevated pressure or temperature, e.g. pressurized solvent extraction [PSE], supercritical carbon dioxide extraction or subcritical water extraction
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Microbiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Mycology (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Extraction Or Liquid Replacement (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a method for extracting scopoletin and total flavonoids from a sunflower disc, belonging to the technical field of natural product separation. The method comprises the following steps of extracting by adopting a supercritical fluid extraction technology under the following conditions: extraction pressure: 26-32MPa, extraction temperature: the extraction time is 30-75min at 40-50 ℃, and the dosage proportion of entrainer is 0-1500ml per 300L of extractant. The method provided by the invention can be used for extracting scopoletin and total flavonoids from sunflower discs, and the extraction rates of the scopoletin and the total flavonoids are respectively up to more than 95%.
Description
Technical Field
The invention belongs to the field of natural product separation, and particularly relates to a method for extracting scopoletin and total flavonoids from a sunflower disc.
Background
Sunflower (Helianthus annuus L.) also called sunflower belongs to Helianthus of Compositae, and is one of the main oil crops in China in North America as the primary product, the oil yield is second to soybean, and the sunflower seed as the fruit can be eaten for a long time.
The sunflower head refers to the flower disc of sunflower, which is one of the main byproducts of the sunflower industry and has edible and medicinal values, but the research on the active substances such as phenols, flavonoids and the like contained in the sunflower head is not sufficient, and the sunflower head is often used as firewood or discarded and cannot be effectively utilized.
The sunflower head powder particles prepared from the sunflower heads reported at present contain components with the functions of diminishing inflammation, reducing swelling, reducing uric acid and relieving pain, such as total flavonoids, sunflower head alkaloids, polysaccharides and the like, so that gout can be effectively prevented and treated.
Scopoletin, also known as scopoletin (scopoletin), scopoletin and scopoletin, belongs to coumarin compounds and has a chemical name of 6-methoxy-7-hydroxycoumarin. Scopoletin is widely distributed in plants, and has high content in plants such as Erycibe obtusifolia and Erycibe obtusifolia belonging to Convolvulaceae, Artemisia annua and Artemisia capillaris belonging to Compositae, Angelica dahurica belonging to Umbelliferae, and Morinda citrifolia belonging to Rubiaceae. Scopoletin has various pharmacological activities of resisting tumor, resisting inflammation, reducing blood sugar, reducing blood pressure, resisting neurodegenerative diseases and the like.
At present, the preparation of scopoletin mainly comprises synthesis and extraction, and the common extraction raw materials are tobacco leaves, herba Erodii seu Geranii, saussurea involucrate and olive leaves, but no relevant report of extracting scopoletin from sunflower discs is found in the field; meanwhile, the existing method for extracting flavone from sunflower discs also has the defects of low extraction rate and the like. At present, a method for simultaneously extracting flavone and scopoletin from sunflower discs is lacked in the field, and the problem to be solved in the field is to simultaneously extract the flavone and the scopoletin from the sunflower discs with high efficiency.
Disclosure of Invention
Based on the above defects and needs in the art, the present invention provides a method for extracting scopoletin and total flavonoids from sunflower discs, which has the advantage of high extraction rate. The technical problem to be solved by the invention is realized by adopting the following technical scheme:
a method for extracting scopoletin and total flavonoids from sunflower discs is characterized by comprising the following steps: comprises the following steps of extracting by adopting a supercritical fluid extraction technology: extraction pressure: 26-32MPa, extraction temperature: the extraction time is 30-75min at 40-50 ℃, and the dosage proportion of entrainer is 0-1500ml per 300L of extractant.
The extraction of scopoletin and total flavone from sunflower disc with the technological parameters in the above range can obtain the effect of extraction rate of scopoletin of 97.1% and total flavone of 98.8% respectively.
The extraction pressure is selected from 26MPa, 27MPa, 28MPa, 29MPa, 30MPa, 31MPa, or 32 MPa.
The extraction temperature is selected from 40 deg.C, 41 deg.C, 42 deg.C, 42.5 deg.C, 43 deg.C, 44 deg.C, 45 deg.C, 46 deg.C, 47 deg.C, 47.5 deg.C, 48 deg.C, 49 deg.C, and 50 deg.C.
The extraction time is selected from 30min, 31min, 32min, 33min, 34min, 35min, 36min, 37min, 38min, 39min, 40min, 41min, 42min, 43min, 44min, 45min, 46min, 47min, 48min, 49min, 50min, 51min, 52min, 53min, 54min, 55min, 56min, 57min, 58min, 59min, 60min, 61min, 62min, 63min, 64min, 65min, 66min, 67min, 68min, 69min, 70min, 71min, 72min, 73min, 74min, or 75 min.
The entrainer is selected from: ethanol, methanol, acetone, n-hexane;
preferably the extractant is CO2。
According to the invention, whether the entrainer is added or not and the influence of the addition amount of the entrainer on the experimental result are examined through experimental data. The result shows that the extraction rate of the scopoletin and the flavone can be improved by adding the entrainer as the entrainer; considering that the sunflower disc extract can be further developed as a raw material of food, health food, medicine and the like, ethanol is preferred in the invention to meet the requirements of the food and the health food on the raw material.
CO2Is the most commonly used extractant of supercritical fluid extraction technology and has the advantage of CO2Is an inactive gas, does not generate chemical reaction in the extraction process, belongs to a non-combustible gas, and has no smell, no odor, no toxicity, good safety and the like. Other extractants are rare in practical use.
The method for extracting scopoletin and total flavonoids from sunflower discs further comprises the step of processing the raw materials of the sunflower discs before extraction.
The raw material processing refers to crushing and low-temperature drying of sunflower discs.
The drying means that the water content of the crushed sunflower discs is below 5%.
According to the inventor's experience, the lower the moisture content of the material, the more beneficial the extraction. The extraction rate of the extract is improved, and the extraction pertinence of the lipophilic target is improved, which is shown in that the extraction rate of the lipophilic target is improved (both scopoletin and flavonoid aglycone belong to lipophilic target), so that the extraction rate of scopoletin and flavonoid substances can be effectively improved by controlling the water content of the sunflower disc raw material to be less than 5%.
The extraction method of the invention has the following calculation process of the extraction rate of scopoletin:
the content of scopoletin in the sunflower disc raw material is 0.0052%, which means that 100g of the sunflower disc raw material contains 0.0052g (i.e. 5.2mg) of scopoletin;
the content of total flavone in the raw material of the sunflower disc is 39.4mg/100g, which means that the raw material of the sunflower disc contains 39.4mg of scopoletin in 100g of the raw material of the sunflower disc;
the content of scopoletin in the extract obtained by extracting the sunflower disc with the supercritical fluid is 0.069 percent, which means that the extract obtained by extracting 100g of the sunflower disc with the supercritical fluid contains 0.069g (69 mg) of scopoletin;
subjecting the sunflower disc to supercritical fluid extraction to obtain extract with total flavone content of 532mg/100g, which means that the extract obtained after subjecting 100g of sunflower disc to supercritical fluid extraction contains 532mg of total flavone;
mass m is taken1The content of scopoletin in the raw material of the sunflower disc is detected to be 0.0052 percent, so the raw material of the sunflower disc contains m2(m2＝0.0052％*m1) Scopoletin of (1). The sunflower disc raw material is extracted by supercritical fluid technology to obtain the sunflower disc raw material with mass m3The content of scopoletin in the sunflower disc extract is detected to be 0069%, so the sunflower disc extract should contain m4(m4＝0.069％*m3) Scopoletin of (1).
The extraction rate of the sunflower disc extract is m3/m1
The extraction rate of scopoletin from sunflower disc is m4/m2
The extraction rate of total flavonoids is calculated in the same way as scopoletin.
In conclusion, the invention has the beneficial effects that:
according to the analysis of the obtained test data, the optimized optimal process comprises the following steps: the optimum process is that the extraction pressure is 26-32MPa, the extraction temperature is 40-50 ℃, the extraction time is 30-75min, and the proportion of ethanol entrainer is 0-1500 mL/300L/h.
Under the process condition, the extraction rates of the scopoletin and the total flavonoids in the sunflower disc can respectively reach: 97.1 percent and 98.8 percent, basically realizing the complete extraction of the scopoletin and the total flavone in the sunflower disc, wherein the content of the scopoletin and the total flavone in the extract is respectively 0.069 percent (69mg/100g, which means that each 100g of the extract contains 69mg of scopoletin) and 0.532 percent (532mg/100g, which means that each 100g of the extract contains 532mg of scopoletin).
Detailed Description
The present invention is further illustrated below with reference to specific examples, which are intended to be illustrative only and not to limit the scope of the invention.
The reagents and raw materials adopted in the embodiment of the invention can be obtained commercially.
The following table 1 of the present invention shows specific reaction parameters and corresponding extraction effects of the supercritical fluid extraction technology used in the method for extracting scopoletin and total flavonoids from sunflower discs according to some specific examples of the present invention:
TABLE 1
As can be seen from table 1 above, the following process parameters were used: the extraction pressure is 26-32MPa, the extraction temperature is 40-50 ℃, the extraction time is 30-75min, and the proportion of ethanol entrainer is 0-1500mL/300L/h, so that the scopoletin and the total flavone can be efficiently extracted from the sunflower disc, the extraction rates of the scopoletin and the total flavone are respectively higher than 95.5% and 96.9%, the highest extraction rate of the scopoletin can reach 98.2%, and the extraction rate of the total flavone is 99.1%.
The present invention illustrates a part of the experimental procedures for determining the optimum reaction parameters according to the present invention by the following experimental examples:
experimental examples, part of the Experimental procedures of the present invention
1. Raw materials
Pulverizing receptaculum Helianthi, and drying at low temperature until water content is below 5%.
The scopoletin reference substance and the rutin reference substance (provided by Chinese food and drug identification research institute) are purchased.
2. Extraction method
The method comprises the steps of taking about 5 kg of sunflower disc raw materials, and researching supercritical fluid extraction technologies such as extraction pressure, extraction temperature, extraction time, ethanol entrainer proportion and the like by adopting a single-factor test method to obtain extracts under different processes.
The set levels of the extraction pressure parameters are 26, 28, 30 and 32 MPa.
The extraction temperature parameters are set at levels of 40, 42.5, 45, 47.5 and 50 ℃.
The extraction time parameter setting levels are 30, 45, 60 and 75 min.
The setting level of the ethanol entrainer proportion parameter is 0, 500, 1000, 1500ml/300L/h (EtOH/CO)2/h)。
Recording the extraction rate of the extract under each extraction process, and measuring the content of scopoletin and total flavonoids in each extract and the sunflower disc raw material.
In addition to the specific reaction parameter conditions of the present invention described above, the specific procedures and equipment used in connection with the supercritical fluid extraction techniques of the present invention are those known to those skilled in the art, for example, the procedures and equipment described in patent application 201510055248.2.
3. Scopoletin content determination
The measurement is carried out according to the standard operating procedure of high performance liquid chromatography test for scopoletin in Chinese pharmacopoeia.
Octadecylsilane chemically bonded silica is used as a filler in chromatographic conditions and system applicability tests; methanol-0.3% phosphoric acid solution (30:70) is used as a mobile phase; the detection wavelength was 344 nm. The theoretical plate number is not less than 4000 in terms of scopoletin peak.
Preparation of control solutions: taking a proper amount of scopoletin reference substance, precisely weighing, and adding methanol to prepare a solution containing 16 mug of scopoletin per 1 mL.
Preparation of a test solution: weighing about 0.5g of the powder (passing through a third sieve), precisely weighing, placing in a conical flask with a plug, precisely adding 25mL of methanol, sealing the plug, weighing, standing for l hours, shaking constantly, ultrasonically treating (with the power of 300W and the frequency of 40kHz) for 1 hour, cooling, weighing again, supplementing the lost weight with methanol, shaking uniformly, and filtering. And taking the subsequent filtrate to obtain the final product.
The determination method comprises the following steps: precisely sucking 10 μ L of each of the reference solution and the sample solution, and injecting into a liquid chromatograph for measurement. The content of scopoletin was calculated as dry product.
4. Determination of total flavone content
Weighing 0.5g (liquid sample 5mL) of sample, adding 70% ethanol, heating in 60 deg.C water bath for 60min, taking out, cooling, diluting to 25mL, standing, sucking 1.0mL of supernatant, adding 1g of polyamide powder in an evaporation dish, adsorbing, volatilizing ethanol in water bath, and transferring to a chromatographic column. The evaporation dish is washed by methanol, and the solution is transferred to a chromatographic column for elution, washed to about 100mL, and subjected to constant volume. The absorbance of this solution was measured at a wavelength of 360 nm. And simultaneously, measuring a standard curve by using rutin as a standard substance, solving a regression equation, and calculating the content of the total flavonoids in the sample.
5. Best process repeatability test
From four single-factor tests of extraction pressure, extraction temperature, extraction time, proportion of ethanol entrainer and the like, and taking the extraction rate of scopoletin and total flavonoids as indexes, the test result shows that the optimal process is that the extraction pressure is 26-32MPa, the extraction temperature is 40-50 ℃, the extraction time is 30-75min, the proportion of the ethanol entrainer is 0-1500mL/300L/h, and the expression is that the amount of the entrainer added per 300L of the extractant per hour is 0-1500 mL. And (5) extracting and re-testing the sunflower disc raw material according to the process parameters.
TABLE 2 extraction of scopoletin and total flavonoids in optimal process
The extraction pressure is studied by adopting a single-factor test method under the process parameters of extraction temperature of 45 ℃, extraction time of 60min and ethanol entrainer ratio of 0:
TABLE 3 Effect of extraction pressure on extraction of scopoletin
| Pressure of extraction | Extraction rate of the extract | The extract contains scopoletin | Extraction rate of scopoletin |
| 26MPa | 5.18％ | 0.030％ | 29.9％ |
| 28MPa | 5.43％ | 0.039％ | 40.7％ |
| 30MPa | 6.09％ | 0.048％ | 56.3％ |
| 32MPa | 6.64％ | 0.057％ | 72.8％ |
Note: the content of scopoletin in the raw material is 0.0052%
TABLE 4 Effect of extraction pressure on Total Flavonoids extraction
| Pressure of extraction | Extraction rate of the extract | The total flavone content in the extract | Extraction rate of total flavone |
| 26MPa | 5.18％ | 502mg/100g | 66.0％ |
| 28MPa | 5.43％ | 551mg/100g | 76.0％ |
| 30MPa | 6.09％ | 516mg/100g | 79.8％ |
| 32MPa | 6.64％ | 536mg/100g | 90.3％ |
Note: the total flavone content in the raw material is 39.4mg/100g
According to the experimental data, the extraction rates of the scopoletin and the total flavone are the highest, namely 72.8% and 90.3% respectively when the extraction pressure is 32 MPa.
The extraction temperature is researched by adopting a single-factor test method under the process parameters of 30Mpa of extraction pressure, 60min of extraction time and 0 proportion of ethanol entrainer:
TABLE 5 influence of extraction temperature on extraction of scopoletin
| Temperature of extraction | Extraction rate of the extract | The extract contains scopoletin | Extraction rate of scopoletin |
| 40℃ | 5.08％ | 0.031％ | 30.3％ |
| 42.5℃ | 5.24％ | 0.036％ | 36.3％ |
| 45℃ | 6.09％ | 0.048％ | 56.3％ |
| 47.5℃ | 6.01％ | 0.043％ | 49.7％ |
| 50℃ | 6.44％ | 0.040％ | 49.5％ |
Note: the content of scopoletin in the raw material is 0.0052%.
TABLE 6 influence of extraction temperature on the extraction of Total Flavonoids
Note: the total flavone content in the raw material is 39.4mg/100 g.
According to the test data, when the extraction temperature is 45 ℃, the extraction rate of the scopoletin is the highest and is 56.3 percent; when the extraction temperature is 50 ℃, the extraction rate of the total flavone is the highest and is 86.7 percent.
The extraction time is studied by adopting a single-factor test method under the process parameters of 30Mpa of extraction pressure, 45 ℃ of extraction temperature and 0 proportion of ethanol entrainer:
TABLE 7 Effect of extraction time on extraction of scopoletin
| Time of extraction | Extraction rate of the extract | The extract contains scopoletin | Extraction rate of scopoletin |
| 30min | 3.23％ | 0.039％ | 24.2％ |
| 45min | 5.88％ | 0.041％ | 46.4％ |
| 60min | 6.09％ | 0.048％ | 56.3％ |
| 75min | 6.45％ | 0.055％ | 68.2％ |
Note: the content of scopoletin in the raw material is 0.0052%
TABLE 8 Effect of extraction time on Total Flavonoids extraction
| Time of extraction | Extraction rate of the extract | The total flavone content in the extract | Extraction rate of total flavone |
| 30min | 3.23％ | 547mg/100g | 44.8％ |
| 45min | 5.88％ | 518mg/100g | 77.3％ |
| 60min | 6.09％ | 516mg/100g | 79.8％ |
| 75min | 6.45％ | 510mg/100g | 83.4％ |
Note: the total flavone content in the raw material is 39.4mg/100g
According to the test data, when the extraction time is 75min, the extraction rates of the scopoletin and the total flavone are the highest, namely 68.2% and 83.4% respectively.
The ethanol entrainer is researched by adopting a single-factor test method under the process parameters of 30Mpa of extraction pressure, 45 ℃ of extraction temperature and 60min of extraction time:
TABLE 9 influence of ethanol entrainer on extraction of scopoletin
Note: the content of scopoletin in the raw material is 0.0052%
TABLE 10 influence of ethanol entrainer on extraction of Total Flavonoids
| Proportion of ethanol entrainer | Extraction rate of the extract | The total flavone content in the extract | Extraction rate of total flavone |
| 0 | 6.09％ | 516mg/100g | 79.8％ |
| 500mL/300L/h | 6.51％ | 521mg/100g | 86.1％ |
| 1000mL/300L/h | 7.36％ | 511mg/100g | 95.4％ |
| 1500mL/300L/h | 7.06％ | 551mg/100g | 98.8％ |
Note: the total flavone content in the raw material is 39.4mg/100g
According to experimental data, when the proportion of the ethanol entrainer is 1500mL/300L/h, the extraction rates of the scopoletin and the total flavone are highest, and are 69.2% and 98.8% respectively.
Claims (8)
1. A method for extracting scopoletin and total flavonoids from sunflower discs is characterized by comprising the following steps: comprises the following steps of extracting by adopting a supercritical fluid extraction technology: extraction pressure: 26-32MPa, extraction temperature: the extraction time is 30-75min at 40-50 ℃, and the dosage proportion of entrainer is 0-1500ml per 300L of extractant.
2. The method of claim 1, wherein the extraction of scopoletin and total flavonoids from sunflower discs comprises: the extraction pressure is selected from 26MPa, 27MPa, 28MPa, 29MPa, 30MPa, 31MPa, or 32 MPa.
3. The method of claim 1, wherein the extraction of scopoletin and total flavonoids from sunflower discs comprises: the extraction temperature is selected from 40 deg.C, 41 deg.C, 42 deg.C, 42.5 deg.C, 43 deg.C, 44 deg.C, 45 deg.C, 46 deg.C, 47 deg.C, 47.5 deg.C, 48 deg.C, 49 deg.C, and 50 deg.C.
4. The method of claim 1, wherein the extraction of scopoletin and total flavonoids from sunflower discs comprises: the extraction time is selected from 30min, 31min, 32min, 33min, 34min, 35min, 36min, 37min, 38min, 39min, 40min, 41min, 42min, 43min, 44min, 45min, 46min, 47min, 48min, 49min, 50min, 51min, 52min, 53min, 54min, 55min, 56min, 57min, 58min, 59min, 60min, 61min, 62min, 63min, 64min, 65min, 66min, 67min, 68min, 69min, 70min, 71min, 72min, 73min, 74min, or 75 min.
5. The method of claim 1, wherein the extraction of scopoletin and total flavonoids from sunflower discs comprises: the entrainer is selected from: ethanol, methanol, acetone, n-hexane;
preferably the extractant is CO2。
6. The method for extracting scopoletin and total flavonoids from sunflower discs according to any one of claims 1 to 5, wherein the method comprises the following steps: also comprises processing the sunflower disc before extraction.
7. The method of claim 6, wherein the extraction of scopoletin and total flavonoids from sunflower discs comprises: the raw material processing refers to crushing and low-temperature drying of sunflower discs.
8. The method of claim 7, wherein the extraction of scopoletin and total flavonoids from sunflower discs comprises: the drying means that the water content of the crushed sunflower discs is below 5%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010162342.9A CN111346398B (en) | 2020-03-10 | 2020-03-10 | Method for extracting scopoletin and total flavonoids from sunflower disc |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010162342.9A CN111346398B (en) | 2020-03-10 | 2020-03-10 | Method for extracting scopoletin and total flavonoids from sunflower disc |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111346398A true CN111346398A (en) | 2020-06-30 |
| CN111346398B CN111346398B (en) | 2022-08-12 |
Family
ID=71192591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010162342.9A Active CN111346398B (en) | 2020-03-10 | 2020-03-10 | Method for extracting scopoletin and total flavonoids from sunflower disc |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111346398B (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008122990A1 (en) * | 2007-04-04 | 2008-10-16 | Almet Corporation Limited | Compacting upflow extractor and method of using it |
| CN104689599A (en) * | 2015-02-03 | 2015-06-10 | 中国农业科学院兰州畜牧与兽药研究所 | Extraction method of total flavonoids in sunflower discs at flowering stage using supercritical CO2 |
| CN106074773A (en) * | 2016-07-01 | 2016-11-09 | 济南星懿医药技术有限公司 | A kind of pharmaceutical composition treating diabetes constipation and preparation method thereof |
| CN107429259A (en) * | 2015-02-04 | 2017-12-01 | 巴斯夫植物科学有限公司 | By increasing scopoletin content, increase the method for Soybean rust resistant in genetically modified plants |
-
2020
- 2020-03-10 CN CN202010162342.9A patent/CN111346398B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008122990A1 (en) * | 2007-04-04 | 2008-10-16 | Almet Corporation Limited | Compacting upflow extractor and method of using it |
| CN104689599A (en) * | 2015-02-03 | 2015-06-10 | 中国农业科学院兰州畜牧与兽药研究所 | Extraction method of total flavonoids in sunflower discs at flowering stage using supercritical CO2 |
| CN107429259A (en) * | 2015-02-04 | 2017-12-01 | 巴斯夫植物科学有限公司 | By increasing scopoletin content, increase the method for Soybean rust resistant in genetically modified plants |
| CN106074773A (en) * | 2016-07-01 | 2016-11-09 | 济南星懿医药技术有限公司 | A kind of pharmaceutical composition treating diabetes constipation and preparation method thereof |
Non-Patent Citations (3)
| Title |
|---|
| ELENA PRATS ET AL.: "Antifungal Activity of a New Phenolic Compound from Capitulum of a Head Rot-resistant Sunflower Genotype", 《JOURNAL OF CHEMICAL ECOLOGY》 * |
| STELA JOKIC ET AL.: "upercritical Extraction of Scopoletin from Helichrysum italicum (Roth) G. Don Flowers", 《PHYTOCHEMICAL ANALYSIS》 * |
| 张东方等主编: "《中药现代分离技术》", 31 May 2006, 沈阳：辽宁大学出版社 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN111346398B (en) | 2022-08-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US9770479B2 (en) | Extract of Rehmannia glutinasa Libosch for reducing blood sugar, reducing blood fat, treating leukemia, and preparation method and uses thereof | |
| CN113150867B (en) | Preparation method of ganoderma lucidum extract oil rich in ganoderma lucidum triterpenes | |
| CN103702675B (en) | With lacquer tree extract of active flavonoids for increasing content and preparation method thereof | |
| CN101336987A (en) | A kind of preparation method of Hovenia dulcis total flavonoids | |
| CN112791126B (en) | Peony stamen extract and its preparation method and application | |
| CN103193832B (en) | Method for extracting and separating high-purity tea polyphenol from tea leaves | |
| US20190022159A1 (en) | Novel method for preparing purified extracts of harpagophytum procumbens | |
| CN109400741B (en) | Separation and purification method of ganoderma lucidum spore polysaccharide | |
| CN111117773B (en) | Method for separating nervonic acid from garlic oil and application thereof | |
| CN102068478B (en) | Safflower injection and preparation method thereof | |
| KR20200055407A (en) | Preparation method of black Platycodon grandiflorus having increased crude saponin and reduced Platycodin D, inhibiting production of benzopyrene | |
| CN111346398B (en) | Method for extracting scopoletin and total flavonoids from sunflower disc | |
| CN107365285B (en) | Ring neolignan and its preparation method and application | |
| CN106916065B (en) | Method for preparing high-purity chlorogenic acid from burdock roots | |
| CN111849606B (en) | Method for preparing hemp oil and hemp oil prepared thereby | |
| CN112263625A (en) | Camellia oleifera concentrated solution and preparation method and application thereof | |
| WO2013172693A1 (en) | Process for preparing of highly pure dihydroquercetin | |
| CN108164572B (en) | Method for extracting tannic acid by using dendrobe | |
| CN113072650B (en) | Preparation method of jackfruit polysaccharide | |
| CN111748024A (en) | Preparation method of periplaneta americana polypeptide | |
| CN109965049A (en) | A kind of preparation method of the separation and Extraction effective component from green tea | |
| CN107550923A (en) | A kind of pharmaceutical composition for treating cardiovascular and cerebrovascular disease and its application and the injection formed by its preparation | |
| Niawanti et al. | Modeling of tannin mass transfer on the Averrhoa bilimbi leaf extraction using Box-Behnken Design. | |
| CN110934899A (en) | A kind of extraction method and application of coagulation and hemostatic active components of Eclipta chinensis | |
| CN110393774A (en) | A kind of extraction process of fresh bamboo sap |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |