CN116920007A - Method for extracting lettuce leaf flavone by eutectic solvent - Google Patents
Method for extracting lettuce leaf flavone by eutectic solvent Download PDFInfo
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- CN116920007A CN116920007A CN202310978723.8A CN202310978723A CN116920007A CN 116920007 A CN116920007 A CN 116920007A CN 202310978723 A CN202310978723 A CN 202310978723A CN 116920007 A CN116920007 A CN 116920007A
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- lettuce leaf
- eutectic solvent
- lettuce
- extracting
- flavone
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- 235000003228 Lactuca sativa Nutrition 0.000 title claims abstract description 81
- 241000208822 Lactuca Species 0.000 title claims abstract description 80
- 239000002904 solvent Substances 0.000 title claims abstract description 77
- 230000005496 eutectics Effects 0.000 title claims abstract description 65
- 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 title claims abstract description 51
- 229930003944 flavone Natural products 0.000 title claims abstract description 51
- 150000002212 flavone derivatives Chemical class 0.000 title claims abstract description 51
- 235000011949 flavones Nutrition 0.000 title claims abstract description 51
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 title claims abstract description 51
- 238000000034 method Methods 0.000 title claims abstract description 23
- 238000000605 extraction Methods 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000012153 distilled water Substances 0.000 claims abstract description 19
- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000843 powder Substances 0.000 claims abstract description 13
- OHDRQQURAXLVGJ-HLVWOLMTSA-N azane;(2e)-3-ethyl-2-[(e)-(3-ethyl-6-sulfo-1,3-benzothiazol-2-ylidene)hydrazinylidene]-1,3-benzothiazole-6-sulfonic acid Chemical compound [NH4+].[NH4+].S/1C2=CC(S([O-])(=O)=O)=CC=C2N(CC)C\1=N/N=C1/SC2=CC(S([O-])(=O)=O)=CC=C2N1CC OHDRQQURAXLVGJ-HLVWOLMTSA-N 0.000 claims abstract description 11
- 230000003647 oxidation Effects 0.000 claims abstract description 8
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 8
- 239000000284 extract Substances 0.000 claims description 42
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 31
- 229930003935 flavonoid Natural products 0.000 claims description 25
- 235000017173 flavonoids Nutrition 0.000 claims description 25
- 239000001763 2-hydroxyethyl(trimethyl)azanium Substances 0.000 claims description 23
- 235000019743 Choline chloride Nutrition 0.000 claims description 23
- SGMZJAMFUVOLNK-UHFFFAOYSA-M choline chloride Chemical group [Cl-].C[N+](C)(C)CCO SGMZJAMFUVOLNK-UHFFFAOYSA-M 0.000 claims description 23
- 229960003178 choline chloride Drugs 0.000 claims description 23
- 150000002215 flavonoids Chemical class 0.000 claims description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 11
- 239000001257 hydrogen Chemical group 0.000 claims description 11
- 229910052739 hydrogen Chemical group 0.000 claims description 11
- 238000002156 mixing Methods 0.000 claims description 11
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 7
- 230000007760 free radical scavenging Effects 0.000 claims description 6
- 238000012216 screening Methods 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 5
- 238000002798 spectrophotometry method Methods 0.000 claims description 5
- 239000004202 carbamide Substances 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 238000002474 experimental method Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000004310 lactic acid Substances 0.000 claims description 4
- 235000014655 lactic acid Nutrition 0.000 claims description 4
- 229960004063 propylene glycol Drugs 0.000 claims description 4
- 238000007873 sieving Methods 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 238000009210 therapy by ultrasound Methods 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 235000013772 propylene glycol Nutrition 0.000 claims description 3
- 238000000967 suction filtration Methods 0.000 claims description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 238000004108 freeze drying Methods 0.000 claims description 2
- 238000007789 sealing Methods 0.000 claims description 2
- 238000000638 solvent extraction Methods 0.000 claims description 2
- 239000006228 supernatant Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 5
- 230000007613 environmental effect Effects 0.000 abstract description 4
- 238000012795 verification Methods 0.000 abstract description 3
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- 239000000706 filtrate Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000002835 absorbance Methods 0.000 description 13
- 239000000243 solution Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- 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 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 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 6
- 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 6
- 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 6
- 235000005493 rutin Nutrition 0.000 description 6
- 229960004555 rutoside Drugs 0.000 description 6
- -1 flavonoid compounds Chemical class 0.000 description 5
- 230000036541 health Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 244000207867 Pistia stratiotes Species 0.000 description 3
- 235000006440 Pistia stratiotes Nutrition 0.000 description 3
- 230000003064 anti-oxidating effect Effects 0.000 description 3
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- 238000006243 chemical reaction Methods 0.000 description 3
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- 230000002292 Radical scavenging effect Effects 0.000 description 2
- ZTOJFFHGPLIVKC-CLFAGFIQSA-N abts Chemical compound S/1C2=CC(S(O)(=O)=O)=CC=C2N(CC)C\1=N\N=C1/SC2=CC(S(O)(=O)=O)=CC=C2N1CC ZTOJFFHGPLIVKC-CLFAGFIQSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- MGJZITXUQXWAKY-UHFFFAOYSA-N diphenyl-(2,4,6-trinitrophenyl)iminoazanium Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1N=[N+](C=1C=CC=CC=1)C1=CC=CC=C1 MGJZITXUQXWAKY-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 241000208838 Asteraceae Species 0.000 description 1
- 101100322245 Caenorhabditis elegans des-2 gene Proteins 0.000 description 1
- 101100119767 Caenorhabditis elegans fat-4 gene Proteins 0.000 description 1
- 101100468762 Caenorhabditis elegans ric-3 gene Proteins 0.000 description 1
- 101000952227 Drosophila melanogaster Sphingolipid delta(4)-desaturase DES1 Proteins 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 102100037416 Sphingolipid delta(4)-desaturase DES1 Human genes 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
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- 238000004090 dissolution Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 229940093476 ethylene glycol Drugs 0.000 description 1
- 229960005150 glycerol Drugs 0.000 description 1
- 235000008216 herbs Nutrition 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002398 materia medica Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000027939 micturition Effects 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 230000036542 oxidative stress Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
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- 210000001519 tissue Anatomy 0.000 description 1
- 238000002137 ultrasound extraction Methods 0.000 description 1
- 210000001835 viscera Anatomy 0.000 description 1
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Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
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- 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
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/805—Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/82—Preparation or application process involves sonication or ultrasonication
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- General Health & Medical Sciences (AREA)
- Botany (AREA)
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- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Biotechnology (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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- Gerontology & Geriatric Medicine (AREA)
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Abstract
The invention relates to a method for extracting lettuce leaf flavone by using a eutectic solvent, which specifically comprises the following steps: (1) preparing a eutectic solvent; (2) preparing lettuce leaf powder; (3) Extracting lettuce leaf flavone, filtering the extracted solution, and collecting filtrate to obtain different types of lettuce leaf flavone extracting solutions. Through double verification of the total flavone content of different types of extracting solutions, DPPH free radicals and the oxidation resistance of ABTS free radicals, the method provided by the invention can be used for obtaining the total flavone content of the lettuce leaves which is up to 24.41mg/g, which is far higher than the total flavone content of the lettuce leaves obtained by using distilled water as an extracting solvent, and the method has the advantages of simple preparation, good safety, environmental protection, short time, high extraction rate and the like, and meets the requirement of modern processing on environmental protection.
Description
Technical Field
The invention relates to the technical field of plant extraction, in particular to a method for extracting lettuce leaf flavone by using a eutectic solvent.
Background
Lettuce (Lactuca sativa l.), annual or biennial herbs of the genus lettuce of the family compositae, native to the mediterranean coast, also have a long history of planting worldwide. According to the description of the 'compendium of materia medica', lettuce has cool and bitter taste, is beneficial to five viscera, dredging channels and collaterals, opening chest and diaphragm, benefiting qi, strengthening bones and muscles, whitening teeth, improving eyes, facilitating urination and the like, and integrates edible, medicinal and health care functions.
Lettuce contains a large amount of active substances, wherein flavonoid compounds can reduce the level of oxidative stress, have remarkable free radical removal and antioxidation effects, and have wide application in the fields of medicines, foods, cosmetics, health care products and the like; besides preventing cell degeneration, aging and cancer, the flavonoid can inhibit exudation of inflammatory biological enzyme, relieve pain and promote wound healing.
For extraction of plants, most of the traditional means employ organic reagents (e.g., methanol, ethanol, and propanol) for extraction. However, organic solvents have the disadvantages of flammability, volatility, inhalation poisoning, and the like, and a great deal of use can destroy natural environment and even threaten human health. Therefore, it is significant to find a green solvent which is easy to operate, high in efficiency and low in energy consumption to extract the flavone.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provide a method for extracting lettuce leaf flavonoids by using a eutectic solvent, so as to improve the extraction efficiency of the lettuce leaf total flavonoids. The invention adopts spectrophotometry to preliminarily verify that the extraction effect of the eutectic solvent (choline chloride: 1, 4-butanediol) is best, and uses DPPH and ABTS free radical clearance to verify that the eutectic solvent (choline chloride: 1, 4-butanediol) extract has higher antioxidation effect, and the results double verify that the eutectic solvent (choline chloride: 1, 4-butanediol) has higher extraction rate for flavonoid compounds in lettuce leaves.
The aim of the invention can be achieved by the following technical scheme:
the first object of the invention is to provide an extraction method of lettuce leaf flavone, which adopts ultrasonic auxiliary eutectic solvent to extract the flavone in lettuce leaf, and determines the content of lettuce leaf total flavone in different extracting solutions by spectrophotometry, and preliminarily determines the extracting solvent which enables the extraction rate of lettuce leaf total flavone to reach the maximum, and the extraction method comprises the following steps:
s1, preparing a eutectic solvent: preparation of the eutectic solvent: mixing choline chloride and a hydrogen bond donor according to the mol ratio of 1:2, heating and stirring to be colorless and transparent, cooling, adding a proper volume fraction of water to obtain the eutectic solvent, and finally sealing and preserving;
s2, preparing lettuce leaf powder: freeze-drying lettuce leaves, crushing and sieving with a 50-mesh sieve to obtain lettuce leaf powder;
s3, extracting lettuce leaf flavone: drying, crushing and sieving lettuce leaves, mixing the sieved lettuce leaf powder with eutectic solvent and water, carrying out ultrasonic treatment, and carrying out centrifugal suction filtration to obtain supernatant, namely the lettuce leaf flavone extract.
S4, screening an optimal eutectic solvent: and (3) measuring the total flavone content in the eutectic solvent extract and the distilled water extract by utilizing a spectrophotometry method, and further screening out the optimal eutectic solvent with the highest flavone content in the lettuce leaves.
S5, measuring oxidation resistance of the eutectic solvent lettuce leaf flavone extract and distilled water lettuce leaf flavone extract: the oxidation resistance of the eutectic solvent extract and the distilled water extract is measured by DPPH and ABTS free radical scavenging experiments, so that the content of lettuce leaf flavone is verified.
Further, in step S1, the volume fraction of water added after cooling was 30%. .
Further, in step S1, the mass-to-volume ratio of the lettuce leaf powder to the eutectic solvent is 1 g/25 mL.
Further, in step S1, the hydrogen bond donor is selected from one of ethylene glycol, 1, 2-propylene glycol, glycerol, 1, 4-butanediol, urea, and lactic acid.
Further, in step S3, the ultrasonic treatment condition is ultrasonic time of 30min, ultrasonic temperature of 50 ℃ and ultrasonic power of 250W.
Further, in step S3, the centrifugation condition is a centrifugation speed of 10000rpm for 10min.
The second purpose of the invention is to provide an application method of lettuce leaf flavone, and the lettuce leaf flavone obtained by the method has an antioxidation effect, can obviously remove free radicals, and can be used in the fields of medicines, foods, cosmetics, health care products and the like.
Compared with the prior art, the invention has the following beneficial effects:
1) The extraction method of lettuce leaf flavone adopts an ultrasonic auxiliary eutectic solvent extraction method to safely and effectively extract flavonoid compounds from lettuce leaves. The eutectic solvent is a novel green solvent, and can easily generate intermolecular hydrogen bonds with flavone, phenols, alkaloids and the like in natural products during extraction, so that the extraction efficiency is greatly improved, and the ultrasonic auxiliary extraction technology can better destroy cell tissues, thereby being beneficial to dissolution and diffusion of active substances in cells. In the fields of food, medicine and cosmetics, in order to ensure the safety of raw materials, a plurality of enterprises prefer to use distilled water as an extraction solvent in plant extraction, the total flavone content of lettuce leaves obtained by using a eutectic solvent (choline chloride: 1, 4-butanediol) as the extraction solvent is far higher than the total flavone content of lettuce leaves obtained by using distilled water as the extraction solvent by 24.41mg/g, and the method has the advantages of simplicity in preparation, good safety, environmental protection, short time, high extraction rate and the like, and meets the requirement of modern processing on environmental protection.
2) The invention utilizes a double verification mode, and firstly adopts a spectrophotometry to preliminarily screen out the optimal extraction solvent for extracting lettuce leaf flavone. The clearance experiments using DPPH and ABTS demonstrated that the clearance of the extract of the eutectic solvent (choline chloride: 1, 4-butanediol) was the highest, and further verified that the eutectic solvent (choline chloride: 1, 4-butanediol) was the optimal solvent for extracting lettuce leaf flavonoids.
Drawings
FIG. 1 is a rutin standard curve;
FIG. 2 is a graph showing the total flavonoids content of lettuce leaves extracted by different extraction solvents;
FIG. 3 shows DPPH radical scavenging ability profiles of lettuce leaf flavonoid extract extracted with different extraction solvents;
FIG. 4 is an ABTS free radical scavenging profile of lettuce leaf flavonoid extract extracted with different extraction solvents.
Detailed Description
The invention will now be described in detail with reference to the drawings and specific examples. The following examples will assist those skilled in the art in further understanding the present invention, but are not intended to limit the invention in any way. It should be noted that variations and modifications could be made by those skilled in the art without departing from the inventive concept. These are all within the scope of the present invention.
In the technical scheme, the characteristics of preparation means, materials, structures or composition ratios and the like which are not explicitly described are regarded as common technical characteristics disclosed in the prior art.
In the present invention, the raw materials used in the present invention are preferably commercially available products unless otherwise specified.
Examples
Preparation of the eutectic solvent:
all chemical reagents, including choline chloride, ethylene glycol, 1, 2-propanediol, glycerol, 1, 4-butanediol, urea, lactic acid, follow the hydrogen bond acceptor: after a fixed molar ratio of hydrogen bond donor=1:2 (as shown in table 1) was weighed and mixed in a beaker, the beaker was placed in a magnetic stirrer and heated in a water bath at a temperature of 80 ℃ and magnetically stirred for about 40min to give a homogeneous transparent liquid which was cooled by standing without crystallization or other anomalies.
Table 1 different types of eutectic solvents.
| Sequence number | Hydrogen Bond Acceptor (HBA) | Hydrogen Bond Donor (HBD) | Molar ratio of | Moisture content (%) |
| DES-1 | Choline chloride | Ethylene glycol | 1:2 | 30 |
| DES-2 | Choline chloride | 1, 2-propanediol | 1:2 | 30 |
| DES-3 | Choline chloride | Glycerol | 1:2 | 30 |
| DES-4 | Choline chloride | 1, 4-butanediol | 1:2 | 30 |
| DES-5 | Choline chloride | Urea | 1:2 | 30 |
| DES-6 | Choline chloride | Lactic acid | 1:1 | 30 |
The eutectic solvent prepared above is put into a conical flask for standby.
Establishing a rutin standard curve:
rutin standard (purchased from Shanghai Seiya Biotechnology Co., ltd., model B20771, HPLC +.98%) was diluted with 70% ethanol aqueous solution to a concentration of 0.02mg/mL, 0.04mg/mL, 0.06mg/mL, 0.08mg/mL, 0.10mg/mL, 0.12mg/mL, 0.14mg/mL, 0.20mg/mL, respectively, and after the color development by NaNO2-Al (NO 3) 3-NaOH was completed, the ultraviolet absorbance was measured at 510 nm. Drawing a standard curve (shown in fig. 1) of the rutin reference substance by taking the rutin concentration as an abscissa and the absorbance as an ordinate, wherein the standard curve equation is as follows: y=1.535 x-0.001288 8.6095x+0.0008 (R 2 ＝0.9991)。
In the embodiment, in order to establish a rutin standard curve, a judgment standard is provided for determining the content of lettuce leaf flavone in the extracting solution, so that the optimal eutectic solvent for extracting the lettuce leaf flavone is primarily screened out.
6, preparing a eutectic solvent lettuce leaf flavone extract and a distilled water lettuce leaf flavone extract:
accurately weighing 1.0g of sieved lettuce leaf powder, wherein the mass volume ratio of the lettuce leaf powder to the eutectic solvent is 1g to 25mL, the water content of the eutectic solvent is 30% (V/V), and choline chloride is as follows: uniformly mixing lettuce leaf powder, prepared 6 eutectic solvents and distilled water under the condition of a hydrogen bond donor molar ratio of 1:2, and carrying out ultrasonic-assisted extraction at 50 ℃ for 30min with ultrasonic power of 250W; and after the reaction is finished, centrifuging to obtain 6 eutectic solvent lettuce leaf flavone extracts and distilled water lettuce leaf flavone extracts respectively.
Screening of eutectic solvents:
precisely sucking 1ml of the above different extracts, placing in a 25ml volumetric flask, adding 0.5ml of 5% NaNO2 solution, shaking, and standing for 6min; adding 0.5ml of 10% Al (NO 3) 3 solution, shaking uniformly, and standing for 6min; adding 2ml of 4% NaOH solution, shaking, standing for 15min, and treating with NaNO 2 -Al(NO 3 ) 3 After the development of NaOH, the UV absorbance at 510nm was measured. And calculating the concentration of total flavonoids in the extracting solution according to the obtained standard curve, and further calculating the total flavonoids yield Y (mg/g) according to a formula. The total flavone yield is calculated as follows:
Y＝(C×V×n)/M
wherein, C is the flavone mass concentration obtained according to a standard curve; v is the volume after suction filtration; n is dilution multiple; m is the mass of lettuce leaf powder.
As shown in figure 2, the 6 eutectic solvent extracts have higher extraction effect on lettuce leaf flavonoids than the water extract, and the DES-4 (choline chloride/1, 4-butanediol) has the best extraction effect, and the total flavone content reaches 24.42mg/g, which is far higher than the total flavone content of lettuce leaves obtained by using distilled water as an extraction solvent, which is 7.1mg/g. Therefore, in the investigation of the eutectic solvent type composition, the extraction effect of the choline chloride/1, 4-butanediol system is optimal.
DPPH radical scavenging Rate determination:
taking 2.3mg DPPH, fixing the volume with ethanol in a 50mL volumetric flask, preserving in dark, and measuring the absorbance value of the solution at 517nm to be 1.2-1.3 for later use.
The prepared eutectic solvent extract and distilled water extract are respectively diluted by 100 times, then 2mL of each extract diluted by 100 times is accurately absorbed, the extracts are added into 2mL of DPPH solution, the mixture is fully and uniformly mixed, the mixture is subjected to light-proof reaction for 30min after oscillation, the absorbance value of the extract is detected by an enzyme-labeled instrument at 517nm wavelength, and the clearance rate formula is as follows:
A 1 absorbance after mixing the sample with DPPH; a is that 2 Absorbance after mixing the sample with distilled water; a is that 3 The absorbance after mixing of distilled water and DPPH.
As shown in FIG. 3, the lettuce leaf extract extracted by the eutectic solvent has better DPPH clearance effect, and the clearance rate of the eutectic solvent (choline chloride/1, 4-butanediol) extract to DPPH is the highest and is as high as 87.64%. In addition, all the eutectic solvent combined extracts were significantly better in free radical scavenging capacity than the aqueous extracts. The results show that the eutectic solvent extract has stronger in vitro oxidation resistance, wherein the eutectic solvent (choline chloride/1, 4-butanediol) extract has the highest DPPH scavenging capacity.
ABTS radical clearance assay:
96.02mg of ABTS+ and 16.56mg of potassium persulfate are taken and respectively put into a 25mL volumetric flask to be fixed in volume by distilled water, and the two are reacted for 12 hours to obtain an ABTS+ solution. The absorbance value is between 0.7 and 0.8 measured at 734nm for standby.
Accurately sucking 0.25mL of the prepared eutectic solvent extract and distilled water extract, adding into 1mL of ABTS+ solution, fully mixing, oscillating, performing light-shielding reaction for 6min, detecting absorbance value of the extract by using an enzyme-labeling instrument at 734nm wavelength, and adopting the following formula:
a1 is absorbance of the sample after mixing with abts+; a2 is absorbance after the sample and distilled water are mixed; a3 is absorbance after mixing distilled water and abts+.
The results are shown in FIG. 4, in which the ABTS+ -radical scavenging ability of the eutectic solvent (choline chloride: 1, 4-butanediol) is optimal, the scavenging rate can reach 66.74%, and all the eutectic solvent extracts show a stronger oxidation resistance in vitro than the distilled water extract. These conclusions can be mutually corroborated with previous experimental results.
Verification of the correlation between lettuce leaf flavone content and free radical scavenging ability:
to further verify the correlation between the content of lettuce leaf flavonoids extracted by different extraction solvents and the free radical scavenging capacity, data analysis was performed using statistical software SPSS23.0, using a bivariate Pearson test. The analysis results are shown in Table 2, the clearance of ABTS+ and DPPH shows a positive correlation rule, and the total flavone content shows a remarkable correlation with the clearance of DPPH and the clearance of ABTS+. The result of the experiment is reliable, the positive correlation between the antioxidant capacity and the total flavone content and the correlation between the flavone content in the lettuce leaf extract and the free radical clearance can be verified to a certain extent, meanwhile, the best extraction effect of the eutectic solvent (choline chloride: 1, 4-butanediol) and the highest total flavone content can be further verified, and the lettuce leaf extract combined by the eutectic solvent types has the best external antioxidant effect.
Table 2 correlation between total flavone content and radical clearance.
The previous description of the embodiments is provided to facilitate a person of ordinary skill in the art in order to make and use the present invention. It will be apparent to those skilled in the art that various modifications can be readily made to these embodiments and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present invention is not limited to the above-described embodiments, and those skilled in the art, based on the present disclosure, should make improvements and modifications without departing from the scope of the present invention.
Claims (10)
1. A method for extracting lettuce leaf flavonoid by using a eutectic solvent, which is characterized by comprising the following steps:
s1, preparing a eutectic solvent: mixing choline chloride and a hydrogen bond donor according to the mol ratio of 1:2, heating and stirring to obtain a colorless transparent solution, cooling, adding a proper volume fraction of water to obtain the eutectic solvent, and finally sealing and preserving;
s2, preparing lettuce leaf powder: freeze-drying lettuce leaves, crushing and sieving with a 50-mesh sieve to obtain lettuce leaf powder;
s3, extracting lettuce leaf flavone: drying, crushing and sieving lettuce leaves, mixing the sieved lettuce leaf powder with a eutectic solvent, performing ultrasonic treatment, and performing centrifugal suction filtration to obtain a supernatant, namely a lettuce leaf flavone extract;
s4, screening an optimal eutectic solvent;
s5, measuring the oxidation resistance of the lettuce leaf flavone extract.
2. The method for extracting lettuce leaf flavonoid by using the eutectic solvent as claimed in claim 1, wherein in the step S1, the molar ratio of the choline chloride to the hydrogen bond donor is 1:2;
in step S1, the conditions of heating and stirring are: heating and stirring at 70-90deg.C for 1-3 hr.
3. The method for extracting lettuce leaf flavonoid by using the eutectic solvent according to claim 1, wherein in the step S1, the volume fraction of the water added after cooling is 30%.
4. The method according to claim 1, wherein in step S1, the hydrogen bond donor is selected from one of ethylene glycol, 1, 2-propanediol, glycerol, 1, 4-butanediol, urea, and lactic acid.
5. The method for extracting lettuce leaf flavonoids by using the eutectic solvent according to claim 1, wherein in the step S3, the mass-volume ratio of the lettuce leaf powder to the eutectic solvent is 1g to 25mL.
6. The method for extracting lettuce leaf flavonoids by using the eutectic solvent according to claim 1, wherein in the step S3, the ultrasonic treatment condition is ultrasonic time of 30min, ultrasonic temperature of 50 ℃ and ultrasonic power of 250W.
7. The method for extracting lettuce leaf flavonoids by eutectic solvents according to claim 1, wherein in the step S3, the centrifugation condition is a centrifugation speed of 10000rpm for 10min.
8. The method for extracting lettuce leaf flavonoids by using the eutectic solvent according to claim 1, wherein in the step S4, the process of screening the optimal eutectic solvent is as follows: and (3) measuring the total flavone content in the eutectic solvent extract and the distilled water extract by utilizing a spectrophotometry method, and further screening out the optimal eutectic solvent with the highest flavone content in the lettuce leaves.
9. The method for extracting lettuce leaf flavonoids by eutectic solvents according to claim 1, wherein in the step S5, the process of determining the oxidation resistance of lettuce leaf flavonoids is as follows: the oxidation resistance of the lettuce leaf flavone extract is measured by DPPH and ABTS free radical scavenging rate experiments, so that the content of lettuce leaf flavone is verified.
10. Lettuce leaf flavonoid extract obtained by extraction with the method of eutectic solvent extraction of lettuce leaf flavonoid as claimed in any one of the claims 1-9.
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| US20200255851A1 (en) * | 2019-01-23 | 2020-08-13 | Spogen Biotech Inc. | Compositions for treating citrus disease and promoting yield increase in row crops |
| CN115089995A (en) * | 2022-06-22 | 2022-09-23 | 河池学院 | Guava leaf total flavone, extraction method and application |
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| US20200255851A1 (en) * | 2019-01-23 | 2020-08-13 | Spogen Biotech Inc. | Compositions for treating citrus disease and promoting yield increase in row crops |
| CN110623988A (en) * | 2019-07-31 | 2019-12-31 | 湖州耕香生物科技有限公司 | Method for extracting and preparing total flavonoids of cotton rose leaves |
| CN115089995A (en) * | 2022-06-22 | 2022-09-23 | 河池学院 | Guava leaf total flavone, extraction method and application |
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