CN109053574A - A kind of extracting method of huperzine - Google Patents
A kind of extracting method of huperzine Download PDFInfo
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- CN109053574A CN109053574A CN201811093539.0A CN201811093539A CN109053574A CN 109053574 A CN109053574 A CN 109053574A CN 201811093539 A CN201811093539 A CN 201811093539A CN 109053574 A CN109053574 A CN 109053574A
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- huperzine
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- 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
- C07D221/22—Bridged ring systems
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Abstract
The invention belongs to technical field of plant extraction, it is related to a kind of extracting method of huperzine, the following steps are included: (1) extraction: after serrate clubmoss herb pulverizes, acid solution infiltration, after being hit by gas, liquid, solid three-phase flow ultra high pressure and supersonic jet, it adds acid solution and continues heating stirring, obtain acid solution mixture, (2) it separates: acid solution mixture being taken to be centrifuged, supernatant and sediment are obtained after centrifugation, take supernatant and sediment that alkaline ethanol soaking and stirring is added respectively, merging obtains mixed liquor;(3) extract: mixed liquor is added ethyl acetate and extracts collection extract liquor repeatedly by concentration;(4) purify: extract liquor concentration obtains finished product after purification.The present invention is hit by gas, liquid, solid three-phase flow ultra high pressure and supersonic jet, substantially increases cell-wall breaking ratio, is further purified, be can be improved the extraction of huperzine effective component, while the yield of huperzine and purity are higher.
Description
Technical field
The invention belongs to technical field of plant extraction, more particularly it relates to a kind of extracting method of huperzine.
Background technique
Huperzine is that have many advantages, such as less toxic, efficient, reversible and highly selective acetylcholinesterase inhibitor, for
Treating myasthenia gravis, person in middle and old age's dementia and improving memory has good curative effect, and has one to inhibition organic phosphoric acid poisoning
Fixed effect.Due to its unique medical value, huperzine is just being increasingly subject to the extensive attention of domestic and international market.
Traditional huperzine extracting method has diluted acid extraction, hydrochloric acid seepage flow, refluxing extraction, silica gel column chromatography repeatedly
Deng for these methods the disadvantage is that yield is not high, purity is not high.
Summary of the invention
The problems such as preparation method yield that the present invention is directed to existing huperzine is not high, and purity is not high, provides one
The extracting method of kind huperzine.
The technical scheme is that a kind of extracting method of huperzine, comprises the following steps that:
(1) extraction: serrate clubmoss herb is cleaned, drying, and after ultramicro grinding, the 0.8- for being equivalent to 1-2 times of quality of serrate clubmoss herb is added
The wetting of 1% acid solution is infiltrated duration 1 ~ 2 hour, is then hit by gas, liquid, solid three-phase flow ultra high pressure and supersonic jet,
Pressure condition is 400-500Mpa, and holding the pressure time is 10-20min, obtains mixture, the 0.8- of 5-6 times of quality is added in mixture
1% acid solution heating stirring, heating temperature are 50-80 DEG C, and the time is 1-3 hours, obtain acid solution mixture;
(2) it separates: gained acid solution mixture in step (1) is centrifuged, obtain supernatant and sediment after centrifugation, supernatant and heavy
Starch is separately added into alkaline ethanol immersion, wherein the volume ratio of supernatant and alkaline ethanol is 1:(5 ~ 6), 30-45min is impregnated,
Obtain soak;The volume ratio of sediment and alkaline ethanol is 1:(1 ~ 3), 30-45min is impregnated in stirring, then is centrifuged, and is centrifuged
Liquid merges centrifugate and soak, obtains mixed liquor;
(3) it extracts: mixed liquor in step (2) is concentrated, 4-5 times of ethyl acetate is added and extracts 4-5 times repeatedly, collects extraction
Liquid;
(4) it purifies: extract liquor obtained by step (3) is concentrated, until being evaporated, obtain dry powder, organic solvent is added and makes it dissolve, ties
It is dry after crystalline substance, obtain huperzine sterling.
Preferably, step (1) the serrate clubmoss herb drying temperature is 50-60 DEG C.
Serrate clubmoss herb drying temperature is 50-60 DEG C, and moisture content is being less than or equal to 5%, and the serrate clubmoss herb after drying is conducive to next
The operation of disintegrating process is walked, and moisture is less than or equal to 5%, the more preferable activity for protecting serrate clubmoss herb active material.
Preferably, the mesh number that step (1) serrate clubmoss herb pulverizes is more than or equal to 400 mesh
Serrate clubmoss herb after drying makes mesh number be more than or equal to 100 mesh, then is pulverized by Ordinary pulverization, and mesh number is greater than etc.
In 400 mesh, make breaking-wall cell, is more advantageous to active principle dissolution.
Preferably, step (1) the gas, liquid, solid three-phase flow liquid pressure is 500Mpa.
Serrate clubmoss herb acid solution mixture after acid soak heating stirring flows under liquid pressure in gas, liquid, solid three-phase 500Mpa
Cooperate supersonic jet percussion device broken wall, promotes huperzine sporoderm-broken rate greatly.
Percussion flow method uses special fluidal texture, i.e., 3 strands very close to the gas-liquid-solid 3 phase stream of equivalent along coaxial opposite
It flows and is simultaneously hit in midpoint, accelerated in high-pressure fluid by nozzle the basic principle is that making to be mixed with solid material, formed at a high speed
Jet stream drives solid particle therein to make high-speed motion, then with target plate (superhard material, such as diamond or jewel) or
Another strand of fluidic vectoring thrust high speed of opposite direction is strong to hit, and the result of jet stream collision causes to generate narrow high pressure, a height
Fast turbulent area, the extruding force and shearing force that collision, friction between alternate in this area or particle generate make consolidating in fluid
Body material is refined.
Preferably, step (1) acid solution is one of sulfuric acid, hydrochloric acid, phosphoric acid, glacial acetic acid, tartaric acid or citric acid
Or it is several.
Preferably, the revolving speed 10000-30000r/min of step (2) centrifugation.
Preferably, the pH value of step (2) alkaline ethanol is 8~10, and adjusting pH value alkali is sodium hydroxide, ammonium hydroxide, hydrogen
One or more of potassium oxide, sodium bicarbonate or sodium carbonate.
Preferably, the volumetric concentration of step (2) alkaline ethanol is 40-50%.
Preferably, step (4) organic solvent is acetic acid, acetone, butanol, one kind of chloroform or methanol.
Compared with the existing technology, the present invention has the advantage that and effect:
Serrate clubmoss herb is extracted through breaking-wall cell, is further separated, and purifying, the huperzine yield of acquisition, purity all can be improved, and is passed through
HPLC detection, content is 99% or more, 90% or more yield.
Specific embodiment
Further illustrate the present invention below in conjunction with specific embodiment, but embodiment the present invention is not done it is any type of
It limits.Unless stated otherwise, the present invention uses reagent, method and apparatus is the art conventional reagents, method and apparatus.
Embodiment 1
(1) extraction: weighing the cleaning of 10Kg serrate clubmoss herb, and temperature is 55 DEG C of drying, so that serrate clubmoss herb moisture is less than or equal to 5%, passes through
Ordinary pulverization makes mesh number be more than or equal to 100 mesh, then is pulverized, and mesh number is more than or equal to 400 mesh after ultramicro grinding, and phase is added
When infiltrating duration 1.5 hours in the 1% sulfuric acid wetting of 1.5 times of quality of raw material, by gas, liquid, solid three-phase flow ultra high pressure and
Supersonic jet is hit, pressure condition 450Mpa, and holding the pressure time is 15min, obtains mixture, said mixture is taken out, add
Enter the 1% sulfuric acid heating stirring of 6 times of quality, heating temperature is 65 DEG C, and the time is 2 hours, acid solution mixture is obtained, wherein 0.9% sulphur
Acid solution is that 38% concentrated sulfuric acid of mass fraction configures.
(2) it separating: gained acid solution mixture in step (1) is centrifuged, the revolving speed of centrifugation is 20000r/min, after centrifugation
To supernatant and sediment, supernatant and sediment are separately added into alkaline ethanol immersion, wherein the body of supernatant and alkaline ethanol
Product impregnates 40min, obtains soak than being 1:6;The volume ratio of sediment and alkaline ethanol is 1:2, stirs and impregnates 40min, then from
The heart, the revolving speed of centrifugation are 20000r/min, obtain centrifugate, merge centrifugate and soak, obtain mixed liquor, wherein alkaline second
The volumetric concentration of alcohol is 50%, and alkaline ethanol pH value is 9, and adjusting pH value alkali is sodium hydroxide.
(3) it extracts: by mixed liquor in step (2) by being concentrated into paste, 5 times of ethyl acetate is added and extracts 5 repeatedly
It is secondary, collect extract liquor.
(4) it purifies: extract liquor obtained by step (3) is concentrated, until being evaporated, obtain dry powder, 1L acetic acid is added and makes it dissolve,
It is crystallized, it is dry after recrystallization, obtain huperzine sterling.
It is detected through HPLC, content is 99.5%, yield 91.2%.
Embodiment 2
(1) extraction: weighing the cleaning of 10Kg serrate clubmoss herb, and temperature is 50 DEG C of drying, so that serrate clubmoss herb moisture is less than or equal to 5%, passes through
Ordinary pulverization makes mesh number be more than or equal to 100 mesh, then is pulverized, and mesh number is more than or equal to 400 mesh after ultramicro grinding, and phase is added
When in the 1% sulfuric acid wetting of 1.5 times of quality of raw material, infiltration duration 1 hour by gas, liquid, solid three-phase flow ultra high pressure and surpasses
Velocity of sound impinging jet, pressure condition 400Mpa, holding the pressure time is 10mins, obtains mixture, said mixture is taken out, and is added
1% sulfuric acid heating stirring of 5 times of quality, heating temperature are 50 DEG C, and the time is 1 hour, acid solution mixture are obtained, wherein 0.8% sulfuric acid
Solution is that 38% concentrated sulfuric acid of mass fraction configures.
(2) it separating: gained acid solution mixture in step (1) is centrifuged, the revolving speed of centrifugation is 10000r/min, after centrifugation
To supernatant and sediment, supernatant and sediment are separately added into alkaline ethanol immersion, wherein the body of supernatant and alkaline ethanol
Product impregnates 30min, obtains soak than being 1:5;The volume ratio of sediment and alkaline ethanol is 1:1, stirs and impregnates 30min, then from
The heart, the revolving speed of centrifugation are 10000r/min, obtain centrifugate, merge centrifugate and soak, obtain mixed liquor, wherein alkaline second
The volumetric concentration of alcohol is 40%, and alkaline ethanol pH value is 8, and adjusting pH value alkali is sodium hydroxide.
(3) it extracts: by mixed liquor in step (2) by being concentrated into paste, 4 times of ethyl acetate is added and extracts 4 repeatedly
It is secondary, collect extract liquor.
(4) it purifies: extract liquor obtained by step (3) is concentrated, until being evaporated, obtain dry powder, 1L acetic acid is added and makes it dissolve,
It is crystallized, it is dry after recrystallization, obtain huperzine sterling.
It is detected through HPLC, content is 99.2%, yield 91.8%.
Embodiment 3
(1) extraction: weighing the cleaning of 10Kg serrate clubmoss herb, and temperature is 60 DEG C of drying, so that serrate clubmoss herb moisture is less than or equal to 5%, passes through
Ordinary pulverization makes mesh number be more than or equal to 100 mesh, then is pulverized, and mesh number is more than or equal to 400 mesh after ultramicro grinding, and phase is added
When in the 1% sulfuric acid wetting of 2 times of quality of raw material, infiltration duration 2 hours passes through gas, liquid, solid three-phase flow ultra high pressure and Supersonic
Fast impinging jet, pressure condition 500Mpa, holding the pressure time is 15min, obtains mixture, said mixture is taken out, and is added 5 times
1% sulfuric acid heating stirring of quality, heating temperature are 80 DEG C, and the time is 3 hours, acid solution mixture are obtained, wherein 1% sulfuric acid solution is
98% concentrated sulfuric acid of mass fraction configures.
(2) it separating: gained acid solution mixture in step (1) is centrifuged, the revolving speed of centrifugation is 10000r/min, after centrifugation
To supernatant and sediment, supernatant and sediment are separately added into alkaline ethanol immersion, wherein the body of supernatant and alkaline ethanol
Product impregnates 45min, obtains soak than being 1:6;The volume ratio of sediment and alkaline ethanol is 1:1, stirs and impregnates 45min, then from
The heart, the revolving speed of centrifugation are 30000r/min, obtain centrifugate, merge centrifugate and soak, obtain mixed liquor, wherein alkaline second
The volumetric concentration of alcohol is 50%, and alkaline ethanol pH value is 10, and adjusting pH value alkali is sodium hydroxide.
(3) it extracts: by mixed liquor in step (2) by being concentrated into paste, 5 times of ethyl acetate is added and extracts 5 repeatedly
It is secondary, collect extract liquor.
(4) it purifies: extract liquor obtained by step (3) is concentrated, until being evaporated, obtain dry powder, 1L acetic acid is added and makes it dissolve,
It is crystallized, it is dry after recrystallization, obtain huperzine sterling.
It is detected through HPLC, content is 99.6%, yield 91.6%.
Comparative example 1
(1) extraction: weighing the cleaning of 10Kg serrate clubmoss herb, and temperature is 55 DEG C of drying, so that serrate clubmoss herb moisture is less than or equal to 5%, passes through
Ordinary pulverization makes mesh number be more than or equal to 100 mesh, and the 1% sulfuric acid wetting for being equivalent to 1.5 times of quality of raw material is added, and infiltration duration 1.5 is small
When, by gas, liquid, solid three-phase flow super-pressure, pressure condition 450Mpa, holding the pressure time is 15min, obtains mixture, will be above-mentioned
Mixture takes out, and the 1% sulfuric acid heating stirring of 5 times of quality is added, and heating temperature is 65 DEG C, and the time is 2 hours, obtains acid solution mixing
Object, wherein 1% sulfuric acid solution is that 38% concentrated sulfuric acid of mass fraction configures.
(2) it separating: gained acid solution mixture in step (1) is centrifuged, the revolving speed of centrifugation is 20000r/min, after centrifugation
To supernatant and sediment, supernatant and sediment are separately added into alkaline ethanol immersion, wherein the body of supernatant and alkaline ethanol
Product impregnates 40min, obtains soak than being 1:5;The volume ratio of sediment and alkaline ethanol is 1:1, stirs and impregnates 40min, then from
The heart, the revolving speed of centrifugation are 20000r/min, obtain centrifugate, merge centrifugate and soak, obtain mixed liquor, wherein alkaline second
The volumetric concentration of alcohol is 50%, and alkaline ethanol pH value is 9, and adjusting pH value alkali is sodium hydroxide.
(3) it extracts: mixed liquor in step (2) is concentrated into paste, 4 times of ethyl acetate is added and extracts repeatedly 4 times, receives
Collect extract liquor.
(4) it purifies: extract liquor obtained by step (3) is concentrated, until being evaporated, obtain dry powder, 1L acetic acid is added and makes it dissolve,
It is crystallized, it is dry after recrystallization, obtain huperzine.
It is detected through HPLC, content is 60.2%, yield 71.8%.
Comparative example 2
(1) extraction: weighing the cleaning of 10Kg serrate clubmoss herb, and temperature is 55 DEG C of drying, so that serrate clubmoss herb moisture is less than or equal to 5%, passes through
Ordinary pulverization makes mesh number be more than or equal to 100 mesh, then is pulverized, and mesh number is more than or equal to 400 mesh after ultramicro grinding, and phase is added
When in the 1% sulfuric acid wetting of 1.5 times of quality of raw material, infiltration duration 1.5 hours obtains mixture, said mixture is taken out, addition 5
1% sulfuric acid heating stirring of times quality, heating temperature are 65 DEG C, and the time is 2 hours, acid solution mixture are obtained, wherein 1% sulfuric acid solution
It is configured for 38% concentrated sulfuric acid of mass fraction.
(2) it separating: gained acid solution mixture in step (1) is centrifuged, the revolving speed of centrifugation is 20000r/min, after centrifugation
To supernatant and sediment, supernatant and sediment are separately added into alkaline ethanol immersion, wherein the body of supernatant and alkaline ethanol
Product impregnates 40min, obtains soak than being 1:5;The volume ratio of sediment and alkaline ethanol is 1:1, stirs and impregnates 40min, then from
The heart, the revolving speed of centrifugation are 20000r/min, obtain centrifugate, merge centrifugate and soak, obtain mixed liquor, wherein alkaline second
The volumetric concentration of alcohol is 50%, and alkaline ethanol pH value is 9, and adjusting pH value alkali is sodium hydroxide.
(3) it extracts: mixed liquor in step (2) is concentrated into paste, 4 times of ethyl acetate is added and extracts repeatedly 4 times, receives
Collect extract liquor.
(4) it purifies: extract liquor obtained by step (3) is concentrated, until being evaporated, obtain dry powder, 1L acetic acid is added and makes it dissolve,
It is crystallized, it is dry after recrystallization, obtain huperzine.
It is detected through HPLC, content is 56.2%, yield 74.5%.
Claims (9)
1. a kind of extracting method of huperzine, it is characterised in that: the following steps are included:
(1) extraction: serrate clubmoss herb is cleaned, drying, and after ultramicro grinding, the 0.8- for being equivalent to 1-2 times of quality of serrate clubmoss herb is added
The wetting of 1% acid solution is infiltrated duration 1 ~ 2 hour, is then hit by gas, liquid, solid three-phase flow ultra high pressure and supersonic jet,
Pressure condition is 400-500Mpa, and holding the pressure time is 10-20min, obtains mixture, the 0.8- of 5-6 times of quality is added in mixture
1% acid solution heating stirring, heating temperature are 50-80 DEG C, and the time is 1-3 hours, obtain acid solution mixture;
(2) it separates: gained acid solution mixture in step (1) is centrifuged, obtain supernatant and sediment after centrifugation, supernatant and heavy
Starch is separately added into alkaline ethanol immersion, wherein the volume ratio of supernatant and alkaline ethanol is 1:(5 ~ 6), 30-45min is impregnated,
Obtain soak;The volume ratio of sediment and alkaline ethanol is 1:(1 ~ 3), 30-45min is impregnated in stirring, then is centrifuged, and is centrifuged
Liquid merges centrifugate and soak, obtains mixed liquor;
(3) it extracts: mixed liquor in step (2) is concentrated, 4-5 times of ethyl acetate is added and extracts 4-5 times repeatedly, collects extraction
Liquid;
(4) it purifies: extract liquor obtained by step (3) is concentrated, until being evaporated, obtain dry powder, organic solvent is added and makes it dissolve, ties
It is dry after crystalline substance, obtain huperzine sterling.
2. a kind of extracting method of huperzine according to claim 1, which is characterized in that step (1) the serrate clubmoss herb drying temperature
Degree is 50-60 DEG C.
3. a kind of extracting method of huperzine according to claim 1, which is characterized in that step (1) the serrate clubmoss herb Ultramicro-powder
Broken mesh number is more than or equal to 400 mesh.
4. a kind of extracting method of huperzine according to claim 1, which is characterized in that step (1) the gas, liquid, solid three-phase
Stream liquid pressure is 450-500 Mpa.
5. a kind of extracting method of huperzine according to claim 1, which is characterized in that step (1) acid solution is sulfuric acid, salt
One or more of acid, phosphoric acid, glacial acetic acid, tartaric acid or citric acid.
6. the extracting method of huperzine according to claim 1, which is characterized in that the revolving speed 10000- of step (2) centrifugation
30000r/min。
7. a kind of extracting method of huperzine according to claim 1, which is characterized in that the pH of step (2) alkaline ethanol
Value is 8~10, and adjusting pH value alkali is one or more of sodium hydroxide, ammonium hydroxide, potassium hydroxide, sodium bicarbonate or sodium carbonate.
8. a kind of extracting method of huperzine according to claim 1, which is characterized in that the body of step (2) alkaline ethanol
Product concentration is 40-50%.
9. a kind of extracting method of huperzine according to claim 1, which is characterized in that step (4) organic solvent is second
One kind of acid, acetone, butanol, chloroform or methanol.
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Cited By (1)
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CN113631503A (en) * | 2019-03-27 | 2021-11-09 | 西门子能源环球有限责任两合公司 | Method for producing gaseous products |
Citations (2)
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CN104262251A (en) * | 2014-09-19 | 2015-01-07 | 湖南华诚生物资源有限公司 | Method for extracting huperzine A from serrate clubmoss herb |
CN104351761A (en) * | 2014-10-17 | 2015-02-18 | 无锡许仙草灵芝农民专业合作社 | Ultrahigh-pressure jet flow reishi shell-broken spore powder and oral liquid process unit |
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2018
- 2018-09-19 CN CN201811093539.0A patent/CN109053574A/en not_active Withdrawn
Patent Citations (2)
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CN104262251A (en) * | 2014-09-19 | 2015-01-07 | 湖南华诚生物资源有限公司 | Method for extracting huperzine A from serrate clubmoss herb |
CN104351761A (en) * | 2014-10-17 | 2015-02-18 | 无锡许仙草灵芝农民专业合作社 | Ultrahigh-pressure jet flow reishi shell-broken spore powder and oral liquid process unit |
Non-Patent Citations (1)
Title |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN113631503A (en) * | 2019-03-27 | 2021-11-09 | 西门子能源环球有限责任两合公司 | Method for producing gaseous products |
CN113631503B (en) * | 2019-03-27 | 2024-04-19 | 西门子能源环球有限责任两合公司 | Method for producing gaseous products |
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Application publication date: 20181221 |