CN110437152A - The extraction separation method of magnoflorine in a kind of slenderstalk dicranostigma herb - Google Patents
The extraction separation method of magnoflorine in a kind of slenderstalk dicranostigma herb Download PDFInfo
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- 238000000605 extraction Methods 0.000 title claims abstract description 65
- YLRXAIKMLINXQY-ZDUSSCGKSA-O (S)-magnoflorine Chemical compound C1=C(OC)C(O)=C2C3=C(O)C(OC)=CC=C3C[C@@H]3[N+](C)(C)CCC1=C23 YLRXAIKMLINXQY-ZDUSSCGKSA-O 0.000 title claims abstract description 44
- KYEAXNAYHSCLMT-CVVGWEDFSA-N Magnoflorine Natural products C[C@H]1OC=C2[C@@H]3[C@@H]1CN4CCc5c([nH]c6ccccc56)[C@@H]4[C@@H]3OC2=O KYEAXNAYHSCLMT-CVVGWEDFSA-N 0.000 title claims abstract description 44
- 241000557108 Dicranostigma Species 0.000 title claims abstract description 25
- 238000000926 separation method Methods 0.000 title claims abstract description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 38
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 72
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 50
- 239000002904 solvent Substances 0.000 claims description 39
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 36
- 239000000284 extract Substances 0.000 claims description 28
- 239000007788 liquid Substances 0.000 claims description 22
- 239000003208 petroleum Substances 0.000 claims description 18
- 238000000638 solvent extraction Methods 0.000 claims description 13
- WITLAWYGGVAFLU-UHFFFAOYSA-N 3-(6-methoxy-1,3-benzodioxol-5-yl)-8,8-dimethylpyrano[2,3-f]chromen-4-one Chemical compound C1=CC(C)(C)OC2=CC=C(C(C(C3=CC=4OCOC=4C=C3OC)=CO3)=O)C3=C21 WITLAWYGGVAFLU-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 239000003513 alkali Substances 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 12
- GPTFURBXHJWNHR-UHFFFAOYSA-N protopine Chemical compound C1=C2C(=O)CC3=CC=C4OCOC4=C3CN(C)CCC2=CC2=C1OCO2 GPTFURBXHJWNHR-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 241000223218 Fusarium Species 0.000 claims description 7
- 229930013930 alkaloid Natural products 0.000 claims description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 6
- XDVZNDLANFJOQR-UHFFFAOYSA-N Coptisine Natural products O=Cc1c2OCOc2ccc1C=C3/NCCc4cc5OCOc5cc34 XDVZNDLANFJOQR-UHFFFAOYSA-N 0.000 claims description 6
- 150000003797 alkaloid derivatives Chemical class 0.000 claims description 6
- 239000000908 ammonium hydroxide Substances 0.000 claims description 6
- 239000011260 aqueous acid Substances 0.000 claims description 6
- 230000001174 ascending effect Effects 0.000 claims description 6
- 239000003153 chemical reaction reagent Substances 0.000 claims description 6
- 239000002026 chloroform extract Substances 0.000 claims description 6
- XYHOBCMEDLZUMP-UHFFFAOYSA-N coptisine Chemical compound C1=C2C=C(C3=C(C=C4OCOC4=C3)CC3)[N+]3=CC2=C2OCOC2=C1 XYHOBCMEDLZUMP-UHFFFAOYSA-N 0.000 claims description 6
- 238000001514 detection method Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 239000003480 eluent Substances 0.000 claims description 6
- 238000010828 elution Methods 0.000 claims description 6
- 239000000469 ethanolic extract Substances 0.000 claims description 6
- 239000000706 filtrate Substances 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- 238000011068 loading method Methods 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 6
- 238000010898 silica gel chromatography Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 241000196324 Embryophyta Species 0.000 claims description 5
- 230000001717 pathogenic effect Effects 0.000 claims description 4
- 235000007688 Lycopersicon esculentum Nutrition 0.000 claims description 3
- 244000061456 Solanum tuberosum Species 0.000 claims description 3
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 3
- 244000052769 pathogen Species 0.000 claims description 3
- 244000000004 fungal plant pathogen Species 0.000 claims description 2
- 238000005192 partition Methods 0.000 claims description 2
- 241000227653 Lycopersicon Species 0.000 claims 2
- 241000218378 Magnolia Species 0.000 claims 2
- 239000004599 antimicrobial Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 5
- 244000053095 fungal pathogen Species 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 4
- 238000003912 environmental pollution Methods 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 abstract description 3
- 241000218394 Magnolia liliiflora Species 0.000 description 4
- 230000036407 pain Effects 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 244000117040 Dactylicapnos scandens Species 0.000 description 2
- INVGWHRKADIJHF-UHFFFAOYSA-N Sanguinarin Chemical compound C1=C2OCOC2=CC2=C3[N+](C)=CC4=C(OCO5)C5=CC=C4C3=CC=C21 INVGWHRKADIJHF-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- LLEJIEBFSOEYIV-UHFFFAOYSA-N chelerythrine Chemical compound C1=C2OCOC2=CC2=CC=C3C4=CC=C(OC)C(OC)=C4C=[N+](C)C3=C21 LLEJIEBFSOEYIV-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 241000411851 herbal medicine Species 0.000 description 2
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 206010000087 Abdominal pain upper Diseases 0.000 description 1
- 244000205574 Acorus calamus Species 0.000 description 1
- 241000198596 Alternaria tomatophila Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 206010007247 Carbuncle Diseases 0.000 description 1
- 241000223208 Curvularia Species 0.000 description 1
- 241001361205 Dactylicapnos Species 0.000 description 1
- 241000557105 Dicranostigma franchetianum Species 0.000 description 1
- RATMHCJTVBHJSU-UHFFFAOYSA-N Dihydrochelerythrine Natural products C1=C2OCOC2=CC2=C(N(C)C(O)C=3C4=CC=C(C=3OC)OC)C4=CC=C21 RATMHCJTVBHJSU-UHFFFAOYSA-N 0.000 description 1
- FCEXWTOTHXCQCQ-UHFFFAOYSA-N Ethoxydihydrosanguinarine Natural products C12=CC=C3OCOC3=C2C(OCC)N(C)C(C2=C3)=C1C=CC2=CC1=C3OCO1 FCEXWTOTHXCQCQ-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000218164 Menispermaceae Species 0.000 description 1
- 240000002853 Nelumbo nucifera Species 0.000 description 1
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 1
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 1
- 206010068319 Oropharyngeal pain Diseases 0.000 description 1
- 241000218180 Papaveraceae Species 0.000 description 1
- 201000007100 Pharyngitis Diseases 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 241000029464 Stephania kwangsiensis Species 0.000 description 1
- 241001369613 Stephania tetrandra Species 0.000 description 1
- 206010043866 Tinea capitis Diseases 0.000 description 1
- 230000036592 analgesia Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 210000000748 cardiovascular system Anatomy 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 208000001848 dysentery Diseases 0.000 description 1
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 210000003128 head Anatomy 0.000 description 1
- 230000023597 hemostasis Effects 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000036737 immune function Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 244000039328 opportunistic pathogen Species 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 229940084560 sanguinarine Drugs 0.000 description 1
- YZRQUTZNTDAYPJ-UHFFFAOYSA-N sanguinarine pseudobase Natural products C1=C2OCOC2=CC2=C3N(C)C(O)C4=C(OCO5)C5=CC=C4C3=CC=C21 YZRQUTZNTDAYPJ-UHFFFAOYSA-N 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 208000009189 tinea favosa Diseases 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/18—Ring systems of four or more rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a kind of extraction separation methods of magnoflorine in slenderstalk dicranostigma herb to prevent high temperature from changing the structure and property of substance using 95% EtOH Sonicate extraction method, simplifies extraction process, reduces environmental pollution, purifying rate is high.Extraction separation method of the invention respectively obtains magnoflorine after separation, rather than the mixture containing multiple effective components based on magnoflorine, purifying rate are high.Meanwhile the present invention also has found that magnoflorine has the activity of anti-plant pathogenic fungi for the first time.
Description
Technical field
The present invention relates to a kind of extraction separation sides of magnoflorine in technical field of plant extraction more particularly to slenderstalk dicranostigma herb
Method.
Background technique
Slenderstalk dicranostigma herb (Dicranostigma leptopodum) also known as red cyclopentadienyl grass, Tu Zihua, plant for Papaveraceae convex combination algorithm
Object is distributed mainly on to the north of China Qinling Mountains, and Gansu and Loess Plateau of Shaanxi Province area, herb have clearing heat and detoxicating, swelling and pain relieving, desinsection
And other effects (Liu Junxi, slenderstalk dicranostigma herb alkaloids chemical constitution study, Chinese herbal medicine, 2011,8,1505-1508.).Radix dactylicapni
(Dactylicapnos scandens (D.Don)) Hutch, also known as string branch lotus, Peas seven etc., plant for Papaveraceae Dactylicapnos
Object is distributed mainly on the ground such as Yunnan, Sichuan, Guangxi, Tibet, and root, which is used as medicine, the effect of analgesia, hemostasis, anti-inflammatory, decompression, can control
A variety of pain are treated, are that Yunnan Province of China Bai nationality tradition commonly uses Chinese herbal medicine (money gold Fu, the research of constituents in Dactylicapnos scandens Hutch, northwest
Pharmaceutical journal, 2000,15,57-58.).Kwangsi stephania root (Stephania kwangsiensis H.S.Lo) is Menispermaceae thousand
Golden Calamus plant is distributed mainly on Central Guangxi to the west and south, South of Guizhou and Yunnan mountain of papers area；Root tuber cures mainly flu head
Bitterly, stomachache, sore-throat, dysentery, sore, carbuncle and painful swelling, trauma pain.
Magnoflorine is also known as thalictrine, magnoflorine, Magnoflorine etc..Its iodide crystalline solid (by methanol+acetone),
248~249 DEG C of decomposition point.+ 220.1 ° of optical activity (methanol).It being confirmed in existing research, magnoflorine is protecting cardiovascular system,
It adjusts immune function and anti-oxidant etc. there is good effect.Therefore the medicinal and health value research of magnoflorine, by
Gradually become the popular domain studied both at home and abroad.
Chinese invention patent CN 106565724A discloses a kind of favus of the scalp flower extract and its extracting method, but the extraction
What method obtained is the mixture containing multiple effective components based on magnoflorine, rather than the magnoflorine of high-purity,
Therefore it is studied it is necessary to the extraction and separation technology to magnoflorine in slenderstalk dicranostigma herb is further.
Summary of the invention
The present invention provides a kind of extraction separation and purification technology paths of magnoflorine in slenderstalk dicranostigma herb, are mentioned using EtOH Sonicate
It follows the example of, prevents high temperature from changing the structure and property of substance, simplify extraction process, reduce environmental pollution, purifying rate is high.
The extraction separation method of magnoflorine in a kind of slenderstalk dicranostigma herb, comprising the following steps:
A, slenderstalk dicranostigma herb herb medicinal material drying crushes, and takes its dry powder, with ethanol solution ultrasonic wave extraction 3-4 times, temperature 42-
48 DEG C, each 45-75min, filtering, merging filtrate, 60-70 DEG C is recovered under reduced pressure solvent, and ethanol extract is made；
B, after being sufficiently suspended, then different solvents extraction successively ascending with polarity: equivalent petroleum ether solvent is used first
Continuous extraction 3-4 times, hybrid extraction liquid, and it is evaporated under reduced pressure removing petroleum ether solvent, obtain petroleum ether extraction phase medicinal extract；Remaining water
Phase is added 1.5-2.5% hydrochloric acid and is acidified, and being adjusted to pH is 1-2, then uses equal amounts of chloroform solvent extraction 3-4 times, merges
Extract liquor, and chloroform removed under pressure solvent must be acidified chloroform phase medicinal extract；Remaining aqueous acid 20-30% ammonium hydroxide is alkalized, is adjusted
To pH be 9-10, then use equal amounts of chloroform solvent extraction, merging chloroform extract liquor, must alkalize chloroform phase；Remaining aqueous alkali is used again
The butanol solvent partition of equivalent 3 times, combining extraction liquid again, and n-butanol solvent is removed under reduced pressure, obtain n-butanol phase medicinal extract；
C, n-butanol phase medicinal extract, dry method loading are taken, silica gel column chromatography successively uses eluant, eluent CHCl3:CH3OH=6:1,4:1,
The ratio gradient elution of 1:1,1:2, TCL detection, Dragendorff's reagent detect alkaloid, get Biflorine, jamaicin, lily magnolia
Flower alkali, coptisine.
Preferably, in the step A, the ethanol solution is the ethanol solution that volume fraction is 95%.
Preferably, in the step A, the quality of the ethanol solution is that 4-6 times of medicinal material is measured, i.e., solid under normal pressure
Liquor ratio (g/mL) is 1:(4-6).
The invention has the beneficial effects that: the extraction separation method of magnoflorine in slenderstalk dicranostigma herb of the invention, using 95%
EtOH Sonicate extraction method prevents high temperature from changing the structure and property of substance, simplifies extraction process, reduces environmental pollution, purifying rate
It is high.The extraction separation method of magnoflorine in slenderstalk dicranostigma herb of the invention, respectively obtains magnoflorine after separation, rather than containing with
The mixture of multiple effective components based on magnoflorine, purifying rate are high.Meanwhile also discovery magnoflorine has the present invention for the first time
The activity of anti-plant pathogenic fungi.
Specific embodiment
Embodiment 1:
The extraction separation method of magnoflorine in a kind of slenderstalk dicranostigma herb, comprising the following steps:
A, slenderstalk dicranostigma herb herb medicinal material drying crushes, its dry powder 400g is taken, with 95% ethanol solution 2000mL ultrasonic wave extraction 3
Secondary, temperature is 45 DEG C, each 60min, and filtering, merging filtrate, 65 DEG C are recovered under reduced pressure solvent, and ethanol extract is made；
B, after being sufficiently suspended, then different solvents extraction successively ascending with polarity: equivalent petroleum ether solvent is used first
Continuous extraction 3 times, hybrid extraction liquid, and it is evaporated under reduced pressure removing petroleum ether solvent, obtain petroleum ether extraction phase medicinal extract；Remaining water phase,
2.0% hydrochloric acid is added to be acidified, and being adjusted to pH is 1.5, is then used equal amounts of chloroform solvent extraction 3 times, combining extraction liquid, and
Chloroform removed under pressure solvent must be acidified chloroform phase medicinal extract；25% ammonium hydroxide of remaining aqueous acid is alkalized, being adjusted to pH is 9.4, then
With equal amounts of chloroform solvent extraction, merge chloroform extract liquor, must alkalize chloroform phase；Remaining aqueous alkali uses the n-butanol of equivalent molten again
Agent extracts 3 times, combining extraction liquid again, and n-butanol solvent is removed under reduced pressure, and obtains n-butanol phase medicinal extract；
C, n-butanol phase medicinal extract, dry method loading are taken, silica gel column chromatography successively uses eluant, eluent CHCl3:CH3OH=6:1,4:1,
The ratio gradient elution of 1:1,1:2, TCL detection, Dragendorff's reagent detect alkaloid, get Biflorine, jamaicin, lily magnolia
Flower alkali, coptisine.
In the step A, the quality of the ethanol solution is 5 times of amounts of medicinal material, i.e., solid-to-liquid ratio (g/ under normal pressure
It mL) is 1:5.
Embodiment 2:
The extraction separation method of magnoflorine in a kind of slenderstalk dicranostigma herb, comprising the following steps:
A, slenderstalk dicranostigma herb herb medicinal material drying crushing takes its dry powder 400g, with 95% ethanol solution 2000mL ultrasonic wave extraction 3
Secondary, temperature is 48 DEG C, each 45min, and filtering, merging filtrate, 70 DEG C are recovered under reduced pressure solvent, and ethanol extract is made；
B, after being sufficiently suspended, then different solvents extraction successively ascending with polarity: equivalent petroleum ether solvent is used first
Continuous extraction 3 times, hybrid extraction liquid, and it is evaporated under reduced pressure removing petroleum ether solvent, obtain petroleum ether extraction phase medicinal extract；Remaining water phase,
2.5% hydrochloric acid is added to be acidified, and being adjusted to pH is 1.0, is then used equal amounts of chloroform solvent extraction 4 times, combining extraction liquid, and
Chloroform removed under pressure solvent must be acidified chloroform phase medicinal extract；20% ammonium hydroxide of remaining aqueous acid is alkalized, being adjusted to pH is 10.0,
Equal amounts of chloroform solvent extraction is used again, merges chloroform extract liquor, must alkalize chloroform phase；Remaining aqueous alkali uses the n-butanol of equivalent again
Solvent extraction 4 times, combining extraction liquid again, and n-butanol solvent is removed under reduced pressure, obtain n-butanol phase medicinal extract；
C, n-butanol phase medicinal extract, dry method loading are taken, silica gel column chromatography successively uses eluant, eluent CHCl3:CH3OH=6:1,4:1,
The ratio gradient elution of 1:1,1:2, TCL detection, Dragendorff's reagent detect alkaloid, get Biflorine, jamaicin, lily magnolia
Flower alkali, coptisine.
In the step A, the quality of the ethanol solution is 4 times of amounts of medicinal material, i.e., solid-to-liquid ratio (g/ under normal pressure
It mL) is 1:4.
Embodiment 3:
The extraction separation method of magnoflorine in a kind of slenderstalk dicranostigma herb, comprising the following steps:
A, slenderstalk dicranostigma herb herb medicinal material drying crushes, its dry powder 400g is taken, with 95% ethanol solution 2000mL ultrasonic wave extraction
3-4 times, temperature is 42 DEG C, each 75min, and filtering, merging filtrate, 60 DEG C are recovered under reduced pressure solvent, and ethanol extract is made；
B, after being sufficiently suspended, then different solvents extraction successively ascending with polarity: equivalent petroleum ether solvent is used first
Continuous extraction 4 times, hybrid extraction liquid, and it is evaporated under reduced pressure removing petroleum ether solvent, obtain petroleum ether extraction phase medicinal extract；Remaining water phase,
1.5% hydrochloric acid is added to be acidified, and being adjusted to pH is 2.0, is then used equal amounts of chloroform solvent extraction 3 times, combining extraction liquid, and
Chloroform removed under pressure solvent must be acidified chloroform phase medicinal extract；30% ammonium hydroxide of remaining aqueous acid is alkalized, being adjusted to pH is 9.0, then
With equal amounts of chloroform solvent extraction, merge chloroform extract liquor, must alkalize chloroform phase；Remaining aqueous alkali uses the n-butanol of equivalent molten again
Agent extracts 3 times, combining extraction liquid again, and n-butanol solvent is removed under reduced pressure, and obtains n-butanol phase medicinal extract；
C, n-butanol phase medicinal extract, dry method loading are taken, silica gel column chromatography successively uses eluant, eluent CHCl3:CH3OH=6:1,4:1,
The ratio gradient elution of 1:1,1:2, TCL detection, Dragendorff's reagent detect alkaloid, get Biflorine, jamaicin, lily magnolia
Flower alkali, coptisine.
In the step A, the quality of the ethanol solution is 6 times of amounts of medicinal material, i.e., solid-to-liquid ratio (g/ under normal pressure
It mL) is 1:6.
Through detecting, in the embodiment of the present invention 1, magnoflorine accounts for n-butanol phase 0.6%.
In the present invention, magnoflorine is also the activity for being found to have anti-plant pathogenic fungi for the first time.Through detecting, magnoflorine
Antibacterial EC50, wherein magnoflorine is to early blight of tomato opportunistic pathogen (9.28 μ g/ml；27.09 μM) and Curvularia pathogen
(16.18μg/mL；47.24 μM) EC50 be below positive control probenazole (78.91 μ g/mL, 391.60 μM；81.1 μ g/mL,
403.40 μM) EC50.Although magnoflorine is to gibberella saubinetii (3.25 μ g/mL, 9.49 μM) and apple decay (12.27 μ g/
ML, 35.82 μM) EC50 be higher than probenazole (0.60 μ g/mL, 2.96 μM；2.40 μ g/mL, 11.66 μM), but be also respectively lower than
Sanguinarine that this laboratory is surveyed (16.4 μ g/mL, 35.8 μM) and Chelerythrine (11.1 μ g/mL, 23.4 μM).
Through detecting, magnoflorine to gibberella saubinetii, potato dry rot, 3 kinds of plant pathogenic fungis of tomato early epidemic bacteriostasis rate
More than 90%, 100% is reached to the bacteriostasis rate of gibberella saubinetii pathogen, this is that discovery magnoflorine has to pathogenic for the first time
The killing activity of fungi.
According to this, natural active matter one of of the magnoflorine as slenderstalk dicranostigma herb plant anti-plant pathogenic fungi, needs into one
Step research and development, it is expected that becoming green, natural, environmentally friendly novel antibacterial botanical medicine.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention and its
Inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (7)
1. the extraction separation method of magnoflorine in a kind of slenderstalk dicranostigma herb, which comprises the following steps:
A, slenderstalk dicranostigma herb herb medicinal material drying crushes, and takes its dry powder, with ethanol solution ultrasonic wave extraction 3-4 times, temperature 42-48
DEG C, each 45-75min, filtering, merging filtrate, 60-70 DEG C is recovered under reduced pressure solvent, and ethanol extract is made；
B, after being sufficiently suspended, then different solvents extraction successively ascending with polarity: it is continuous with equivalent petroleum ether solvent first
Extraction 3-4 times, hybrid extraction liquid, and it is evaporated under reduced pressure removing petroleum ether solvent, obtain petroleum ether extraction phase medicinal extract；Remaining water phase, adds
Enter 1.5-2.5% hydrochloric acid to be acidified, and being adjusted to pH is 1-2, then uses equal amounts of chloroform solvent extraction 3-4 times, merges extraction
Liquid, and chloroform removed under pressure solvent must be acidified chloroform phase medicinal extract；Remaining aqueous acid 20-30% ammonium hydroxide is alkalized, pH is adjusted to
For 9-10, then with equal amounts of chloroform solvent extraction, merge chloroform extract liquor, must alkalize chloroform phase；Remaining aqueous alkali uses equivalent again
Butanol solvent partition 3 times, combining extraction liquid again, and n-butanol solvent is removed under reduced pressure obtains n-butanol phase medicinal extract；
C, n-butanol phase medicinal extract, dry method loading are taken, silica gel column chromatography successively uses eluant, eluent CHCl3:CH3OH=6:1,4:1,1:1,
The ratio gradient elution of 1:2, TCL detection, Dragendorff's reagent detect alkaloid, get Biflorine, jamaicin, magnolia
Alkali, coptisine.
2. the extraction separation method of magnoflorine in slenderstalk dicranostigma herb as described in claim 1, which is characterized in that the step A
In, the ethanol solution is the ethanol solution that volume fraction is 95%.
3. the extraction separation method of magnoflorine in slenderstalk dicranostigma herb as described in claim 1, which is characterized in that the step A
In, the quality of the ethanol solution is that 4-6 times of medicinal material is measured, i.e., solid-to-liquid ratio (g/mL) is 1:(4-6 under normal pressure).
4. the extraction separation method of magnoflorine in slenderstalk dicranostigma herb as described in claim 1, which is characterized in that including following step
It is rapid:
A, slenderstalk dicranostigma herb herb medicinal material drying crushes, and takes its dry powder 400g, with 95% ethanol solution 2000mL ultrasonic wave extraction 3 times,
Temperature is 45 DEG C, each 60min, and filtering, merging filtrate, 65 DEG C are recovered under reduced pressure solvent, and ethanol extract is made；
B, after being sufficiently suspended, then different solvents extraction successively ascending with polarity: it is continuous with equivalent petroleum ether solvent first
Extraction 3 times, hybrid extraction liquid, and it is evaporated under reduced pressure removing petroleum ether solvent, obtain petroleum ether extraction phase medicinal extract；Remaining water phase is added
2.0% hydrochloric acid is acidified, and being adjusted to pH is 1.5, is then used equal amounts of chloroform solvent extraction 3 times, combining extraction liquid, and depressurize
Chloroform solvent is removed, chloroform phase medicinal extract must be acidified；25% ammonium hydroxide of remaining aqueous acid is alkalized, being adjusted to pH is 9.4, then with etc.
Chloroform solvent extraction is measured, merges chloroform extract liquor, must alkalize chloroform phase；Remaining aqueous alkali uses the n-butanol solvent of equivalent to extract again
It takes 3 times, again combining extraction liquid, and n-butanol solvent is removed under reduced pressure, obtain n-butanol phase medicinal extract；
C, n-butanol phase medicinal extract, dry method loading are taken, silica gel column chromatography successively uses eluant, eluent CHCl3:CH3OH=6:1,4:1,1:1,
The ratio gradient elution of 1:2, TCL detection, Dragendorff's reagent detect alkaloid, get Biflorine, jamaicin, magnolia
Alkali, coptisine；
In the step A, the quality of the ethanol solution is 5 times of amounts of medicinal material, i.e., solid-to-liquid ratio (g/mL) is under normal pressure
1:5.
5. the application of the magnoflorine as described in claim 1-4 is any, which is characterized in that the magnoflorine is as preparation
The application of plants antimicrobial drug.
6. the application of magnoflorine as claimed in claim 5, which is characterized in that magnoflorine is dry to gibberella saubinetii, potato
Rotten, tomato early epidemic and gibberella saubinetii pathogen have significant inhibitory activity.
7. the application of magnoflorine as claimed in claim 6, which is characterized in that magnoflorine is dry to gibberella saubinetii, potato
Rotten, 3 kinds of plant pathogenic fungis of tomato early epidemic bacteriostasis rate is more than 90%, reaches 100% to the bacteriostasis rate of gibberella saubinetii pathogen.
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| CN110780020A (en) * | 2019-12-06 | 2020-02-11 | 郑州铁路职业技术学院 | Detection method for simultaneously determining ten alkaloids in tinea capitis flowers by HPLC |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106565724A (en) * | 2016-11-01 | 2017-04-19 | 西北农林科技大学 | Dicranostigma leptopodum extract and extraction method and application thereof |
-
2019
- 2019-09-03 CN CN201910827351.2A patent/CN110437152A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106565724A (en) * | 2016-11-01 | 2017-04-19 | 西北农林科技大学 | Dicranostigma leptopodum extract and extraction method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| JANA GREGOROVÁ ET AL.,: "Extractions of isoquinoline alkaloids with butanol and octanol", 《FITOTERAPIA》 * |
| 刘大护: "秃疮花化学成分研究", 《硕士学位论文》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110780020A (en) * | 2019-12-06 | 2020-02-11 | 郑州铁路职业技术学院 | Detection method for simultaneously determining ten alkaloids in tinea capitis flowers by HPLC |
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