CN106588929A - Method for extracting and purifying oxysophocarpine from subprostrate sophora - Google Patents
Method for extracting and purifying oxysophocarpine from subprostrate sophora Download PDFInfo
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- CN106588929A CN106588929A CN201611268244.3A CN201611268244A CN106588929A CN 106588929 A CN106588929 A CN 106588929A CN 201611268244 A CN201611268244 A CN 201611268244A CN 106588929 A CN106588929 A CN 106588929A
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- oxysophocarpine
- radix sophorae
- sophorae tonkinensiss
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed systems contains four or more hetero rings
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- Medicines Containing Plant Substances (AREA)
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Abstract
The invention discloses a method for extracting and purifying oxysophocarpine from subprostrate sophora. The method includes the following steps of extraction, specifically, the subprostrate sophora medicinal material is crushed, heated with an aqueous hydrochloric acid solution and subjected to reflux extraction, an extracting solution is subjected to diethyl ether extraction, filtering and ultrafiltration, and subprostrate sophora total alkaloid extractive is obtained after ultrafiltrate is concentrated; and separation, specifically, the alkaloid extractive is subjected to adsorption separation through macroporous resin, recrystallization is carried out, and the oxysophocarpine is obtained. The oxysophocarpine obtained through extraction and purification with the method is high in purity, the material used during separation is easy to recycle and low in toxicity and pollution, and the method is suitable for industrial production.
Description
Technical field
The present invention relates to Chemistry for Chinese Traditional Medicine field, and in particular to a kind of side of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss
Method.
Background technology
Radix Sophorae Tonkinensiss, call root of subprostrate sophora, are the dry root of leguminous plant Sophora tonkinensis Gagnep. Sophora tonkinensis Gagnep.
And rhizome, it is China's Chinese medicine.The effect of with heat-clearing and toxic substances removing, relieving sore throat and diminishing swelling, pent up for treating fire-toxin, laryngopharynx swelling and pain,
Gingivitises, the disease such as jaundice due to damp-heat and arrhythmia, hepatitis, hepatocarcinoma.In Radix Sophorae Tonkinensiss containing abundant alkaloid, flavone, three
The various active composition such as terpenoid.
N-oxysophocarpine is a kind of alkaloid component in Radix Sophorae Tonkinensiss, and its molecular formula is C15H24N2O2, molecular weight is
262.35.N-oxysophocarpine has leukocyte increasing number, strengthens immunity of organisms, plays anti-dysentery bacterium, dermatophytess, ameba
The infection such as protozoon, infusorian and diuresis, relieving asthma, hypnosis, the effect such as arrhythmia.
Yet there are no the relevant report of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss.
The content of the invention
It is an object of the invention to provide a kind of purity is high, it is adaptable to the extraction purification oxygen from Radix Sophorae Tonkinensiss of industrialized production
The method for changing sophocarpine.
The technical solution adopted in the present invention is as follows：
A kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss, comprises the following steps：
(1) the always extraction of raw alkali in Radix Sophorae Tonkinensiss：Radix Sophorae Tonkinensiss medical material is weighed, plus 10-20 times is measured aqueous hydrochloric acid solution, is heated to reflux
Extract 2-3 time, each 3-5 hours, filtration, merging filtrate, filtrate adds the ether of equal volume to extract 2 times, and aqueous are through 0.8 μm
Filtering with microporous membrane, again through ultrafiltration, it is 10 that more filtrate adjusts pH with 2mol/LNaOH to filtrate, then with chloroform extraction 4 times,
Merge chloroform extraction liquid, be evaporated to dry, obtain total alkaloids of subprostrate sophora root extract；
(2) using macroporous resin post separation：Take the extract obtained by step (1), plus with chloroform-methanol-ammonia (5:0.6:
0.09) solution makes to be dissolved to concentration for 0.1-0.2g/mL, standing adsorption 30-50min in macroporous resin column is added to, with 5-10 times
Chloroform-methanol-the ammonia (5 of amount column volume:0.6:0.09) solution carries out eluting, collects eluent, is evaporated to dry, must consolidate
Body；
(3) recrystallization：The solid that step (2) is obtained solvent recrystallization repeatedly, obtains final product.
Radix Sophorae Tonkinensiss medicine described in the method for the above extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss, wherein step (1)
Material is crushed to the fine powder of 40-60 mesh；The pH value of the aqueous hydrochloric acid solution is poly- for hydrophilic for the filter membrane described in 0.5-1 used by ultrafiltration
Sulfone ultrafilter membrane PS1, pressure is 0.12Mpa, and temperature is 25 DEG C, and the time is 45min.
Macroporous resin described in the method for the above extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss, wherein step (2)
For DA201-D, D201 or D315 macroporous resin；The elution speed is 1-2ml/min.
Solvent described in the method for the above extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss, wherein step (3) is second
Alcohol, ether or acetone；Solid is 1g with the amount ratio of solvent：(1-10)ml.
Beneficial effects of the present invention：
What the 1st, the present invention was provided separates the material regeneration for using from Radix Sophorae Tonkinensiss in the method for extraction purification N-oxysophocarpine
Simply, small toxicity pollution is little, is adapted to industrialized great production.
2nd, the N-oxysophocarpine purity obtained by the inventive method extraction purification is high, more than 98.0%.
Specific embodiment
With reference to specific embodiment, the invention will be further described, but do not limit the scope of the invention and apply
Scope：
Embodiment 1
Radix Sophorae Tonkinensiss medical material 50g is weighed, 40 mesh sieves were crushed, plus 10 times of amount pH value are 0.5 aqueous hydrochloric acid solution, are heated to reflux carrying
Take 2 times, 5 hours every time, filtration, merging filtrate, filtrate added the ether of equal volume to extract 2 times, micropore of the aqueous through 0.8 μm
Membrane filtration, filtrate again through hydrophilic polysulphones hyperfiltration membrane PS1 at a temperature of 0.12Mpa pressure, 25 DEG C ultrafiltration 45min, more filter
It is 10 that liquid 2mol/LNaOH adjusts pH, then with chloroform extraction 4 times, merges chloroform extraction liquid, is evaporated to dry, is obtained
To total alkaloids of subprostrate sophora root extract；Take extract, plus with chloroform-methanol-ammonia (5:0.6:0.09) solution makes to be dissolved to dense
Spend for 0.1g/mL, add to standing adsorption 30 minutes in D2015 macroporous resin column, with the chloroform-methanol-ammonia of 5 times of amount column volumes
(5:0.6:0.09) solution carries out eluting, and elution speed is 1mL/min, collects eluent, is evaporated to dry, obtains solid, uses
Ethanol dissolves, and solid is 1g with the amount ratio of ethanol:1ml, repeatedly recrystallization is complete to N-oxysophocarpine crystallization, must aoxidize Chinese scholartree fruit
Alkali 0.36g, content is 99.81%.
Embodiment 2
Radix Sophorae Tonkinensiss medical material 100g is weighed, 50 mesh sieves were crushed, plus 15 times of amount pH value are 0.7 aqueous hydrochloric acid solution, are heated to reflux
Extract 3 times, 4 hours every time, filtration, merging filtrate, filtrate added the ether of equal volume to extract 2 times, and aqueous are micro- through 0.8 μm
Hole membrane filtration, filtrate again through hydrophilic polysulphones hyperfiltration membrane PS1 at a temperature of 0.12Mpa pressure, 25 DEG C ultrafiltration 45min, more
It is 10 that filtrate adjusts pH with 2mol/LNaOH, then with chloroform extraction 4 times, merges chloroform extraction liquid, be evaporated to it is dry,
Obtain total alkaloids of subprostrate sophora root extract；Take extract, plus with chloroform-methanol-ammonia (5:0.6:0.09) solution makes to be dissolved to
Concentration is 0.15g/mL, adds to standing adsorption 40 minutes in DA201-D macroporous resin column, with 8 times amount volume chloroform-methanol-
Ammonia (5:0.6:0.09) solution carries out eluting, and elution speed is 1.5mL/min, collects eluent, is evaporated to dry, must consolidate
Body, with ether dissolution, solid is 1g with the amount ratio of ether:5ml, repeatedly recrystallization is complete to N-oxysophocarpine crystallization, obtains oxygen
Change sophocarpine 0.73g, content is 99.84%.
Embodiment 3
Radix Sophorae Tonkinensiss medical material 200g is weighed, 60 mesh sieves were crushed, plus 20 times of amount pH value are 1 aqueous hydrochloric acid solution, are heated to reflux carrying
Take 3 times, 3 hours every time, filtration, merging filtrate, filtrate added the ether of equal volume to extract 2 times, micropore of the aqueous through 0.8 μm
Membrane filtration, filtrate again through hydrophilic polysulphones hyperfiltration membrane PS1 at a temperature of 0.12Mpa pressure, 25 DEG C ultrafiltration 45min, more filter
It is 10 that liquid 2mol/LNaOH adjusts pH, then with chloroform extraction 4 times, merges chloroform extraction liquid, is evaporated to dry, is obtained
To total alkaloids of subprostrate sophora root extract；Take extract, plus with chloroform-methanol-ammonia (5:0.6:0.09) solution makes to be dissolved to dense
Spend for 0.2g/mL, add to standing adsorption 50 minutes in D315 macroporous resin column, with the chloroform-methanol-ammonia of 10 times of amount volumes
(5:0.6:0.09) solution carries out eluting, and elution speed is 2mL/min, collects eluent, is evaporated to dry, obtains solid, uses
Acetone solution, solid is 1g with the amount ratio of acetone:10ml, repeatedly recrystallization is complete to N-oxysophocarpine crystallization, must aoxidize Chinese scholartree
Fruit alkali 1.45g, content is 99.86%.
Above content is with reference to specific/preferred embodiment further description made for the present invention, it is impossible to
Assert the present invention be embodied as be confined to these explanations.For general technical staff of the technical field of the invention comes
Say, without departing from the inventive concept of the premise, it can also make some replacements or modification to the embodiment that these have been described,
And these are substituted or variant should all be considered as belonging to protection scope of the present invention.
Claims (10)
1. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss, it is characterised in that comprise the following steps：
(1) the always extraction of raw alkali in Radix Sophorae Tonkinensiss：Radix Sophorae Tonkinensiss medical material is weighed, plus 10-20 times is measured aqueous hydrochloric acid solution, heating and refluxing extraction
2-3 time, each 3-5 hours, filtration, merging filtrate, filtrate adds the ether of equal volume to extract 2 times, and aqueous are micro- through 0.8 μm
Hole membrane filtration, again through ultrafiltration, it is 10 that more filtrate adjusts pH with 2mol/LNaOH to filtrate, then with chloroform extraction 4 times, is merged
Chloroform extraction liquid, is evaporated to dry, obtains total alkaloids of subprostrate sophora root extract；
(2) using macroporous resin post separation：Take the extract obtained by step (1), plus chloroform-methanol-ammonia (5:0.6:0.09)
Solution makes to be dissolved to concentration for 0.1-0.2g/mL, adds to standing adsorption 30-50min in macroporous resin column, and with 5-10 times cylinder is measured
Long-pending chloroform-methanol-ammonia (5:0.6:0.09) solution carries out eluting, collects eluent, is evaporated to dry, obtains solid；
(3) recrystallization：The solid that step (2) is obtained solvent recrystallization repeatedly, obtains final product.
2. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(1) fine powder of Radix Sophorae Tonkinensiss pulverizing medicinal materials described in 40-60 mesh.
3. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(1) pH value of aqueous hydrochloric acid solution described in is 0.5-1.
4. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(1) filter membrane described in used by ultrafiltration is hydrophilic polysulphones hyperfiltration membrane PS1.
5. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(1) pressure of ultrafiltration described in is 0.12Mpa.
6. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(1) temperature of ultrafiltration described in is 25 DEG C.
7. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(1) time of ultrafiltration described in is 45min.
8. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(2) macroporous resin described in is DA201-D, D201 or D315 macroporous resin.
9. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
(2) elution speed described in is 1-2ml/min.
10. a kind of method of the extraction purification N-oxysophocarpine from Radix Sophorae Tonkinensiss according to claim 1, it is characterised in that step
Suddenly solvent described in (3) is ethanol, ether or acetone；Solid is 1g with the amount ratio of solvent：(1-10)ml.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201611268244.3A CN106588929B (en) | 2016-12-31 | 2016-12-31 | A method of the extraction purification N-Oxysophocarpine from subprostrate sophora |
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| CN201611268244.3A CN106588929B (en) | 2016-12-31 | 2016-12-31 | A method of the extraction purification N-Oxysophocarpine from subprostrate sophora |
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Citations (6)
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|---|---|---|---|---|
| US20050095306A1 (en) * | 2001-10-09 | 2005-05-05 | Fong Andy A. | Method of using geranium oil and sophora root extracts as a supporting composition in cancer treatments |
| CN1834096A (en) * | 2006-04-19 | 2006-09-20 | 中国医学科学院放射医学研究所 | Process of preparing sophoridine, oxidized sophoridine and salts from sophora alopecuroide |
| WO2009109496A1 (en) * | 2008-03-05 | 2009-09-11 | Unilever Plc | Process for the purification of sophora alkaloids |
| CN102772483A (en) * | 2012-07-24 | 2012-11-14 | 广东药学院 | Microwave-assisted aqueous two-phase/reversed micelles extraction method of Sophora flavescens alkaloids |
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|---|---|---|---|---|
| US20050095306A1 (en) * | 2001-10-09 | 2005-05-05 | Fong Andy A. | Method of using geranium oil and sophora root extracts as a supporting composition in cancer treatments |
| CN1834096A (en) * | 2006-04-19 | 2006-09-20 | 中国医学科学院放射医学研究所 | Process of preparing sophoridine, oxidized sophoridine and salts from sophora alopecuroide |
| WO2009109496A1 (en) * | 2008-03-05 | 2009-09-11 | Unilever Plc | Process for the purification of sophora alkaloids |
| CN102772483A (en) * | 2012-07-24 | 2012-11-14 | 广东药学院 | Microwave-assisted aqueous two-phase/reversed micelles extraction method of Sophora flavescens alkaloids |
| CN103630630A (en) * | 2013-12-16 | 2014-03-12 | 广西大学 | Method for measuring content of matrine in medicinal material of subprostrate sophora |
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Effective date of registration: 20210908 Address after: 530100 No. 22, District D, dingluo District, biaoying community, Wuming District, Nanning City, Guangxi Zhuang Autonomous Region Patentee after: Nanning Chengtai Biotechnology Co.,Ltd. Address before: 530199 Room 202, unit 1, building 1, Fengqi Dongfang, Xiangshan Avenue, Wuming County, Nanning City, Guangxi Zhuang Autonomous Region Patentee before: WUMING XINYI RONGNIU DALI TRADITIONAL HERBAL MEDICINE PLANTING PROFESSIONAL COOPERATIVE |