CN106831758B - A kind of extracting method of high-purity coptisine - Google Patents
A kind of extracting method of high-purity coptisine Download PDFInfo
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- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
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Abstract
The invention discloses a kind of extracting methods of high-purity coptisine, the coptis is first heated into immersion treatment in sulfuric acid solution, heating is then proceeded to extract, it is filtered by first time filtering and second, hydrochloric acid and sodium chloride solution is added, carries out third time filtering again after handling a period of time, is then precipitated out coptisine with sulfuric acid solution and potassium sulfate solution, recrystallization purification finally is carried out with ethanol-water-acetic acid ethyl ester mixed solution, the coptisine of high-purity can be obtained in high yield.
Description
Technical field
The present invention relates to a kind of Traditional Chinese medicine extraction methods, and in particular to a kind of extracting method of high-purity coptisine.In belonging to
Medicine extractive technique field.
Background technique
Coptisine is the characteristic chemical constituent of Chinese Drug Rhizomes of Coptis, is a kind of pale yellow needles crystallization (ethyl alcohol), and pole is slightly dissolved in water,
It is slightly soluble in ethyl alcohol.Coptisine has antimicrobial acivity, and the effect of anti-saccharomyces carlsbergensis bacterium is more anti-than jamaicin, palmatine and Africa
Own alkali is all strong, and there are also insecticidal activities, inducing nerve cell differentiation, has protective effect, antitumaous effect, smooth muscle pine to gastric mucosa
Relaxation effect and the effect of anti-ephritis etc..Clinical practice discovery, the coptisine safety of high-purity is higher, and general coptisine is thick
Product are likely to result in the safety issues such as liver function raising.
But existing coptisine extraction process technology is complicated, the purity of gained coptisine is also undesirable.
Summary of the invention
The purpose of the present invention is to overcome above-mentioned the deficiencies in the prior art, provide a kind of extraction side of high-purity coptisine
Method.
To achieve the above object, the present invention adopts the following technical solutions:
A kind of extracting method of high-purity coptisine, the specific steps are as follows:
(1) the pretreated coptis is added and is extracted in kettle, 0.1mol/L sulfuric acid solution is then added, is warming up to 35~45
DEG C, immersion treatment 12~24 hours, the mass volume ratio of the coptis and sulfuric acid solution was 1g:8~10mL；
(2) 50~80 DEG C are warming up to, heat preservation is extracted 2~3 hours, is extracted 2~3 times, combined extract, it filters for the first time,
The first filtrate of gained is adjusted to pH=5~6 with calcium hydroxide, then carries out second of filtering, obtains the second filtrate and the second filter residue, after
Person is washed with water 2~3 times, obtains the second cleaning solution, and the second cleaning solution is merged with the second filtrate, is concentrated under reduced pressure into original volume
1/10~1/15, obtain concentrate；
(3) hydrochloric acid of 0.2mol/L and the sodium chloride solution of 5~10g/mL, 10~20 DEG C of placements are added into concentrate
50~80 hours, third time filtered, and obtains third filtrate and third filter residue, and the latter is washed with water 2~3 times, obtained third cleaning solution, and
Third cleaning solution and third filtrate are merged；
(4) 0.1mol/L sulfuric acid solution and 15~20w.t.% potassium sulfate solution is added, after being sufficiently stirred, 10~20 DEG C are put
It sets 50~100 hours, the 4th filtering obtains the 4th filtrate and the 4th filter residue, the latter is washed with water 2~3 times, and as coptisine is thick
Product；
(5) coptisine crude product is dissolved in the ethanol-water-acetic acid ethyl ester mixed solution that volume ratio is 1:2~3:0.4~0.6
In, it is heated to reflux 20~30 minutes, is then cooled to -5~-8 DEG C, stand crystallization, filter, washing is dry to get high-purity Huang
Even alkali, wherein the mass volume ratio of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution is 1g:5~8mL.
Preferably, the pretreatment of the coptis includes removing silt, crushing or chopping in step (1).
Preferably, the time that crystallization is stood in step (5) is 5~8 hours.
Preferably, the drying condition in step (5) is 60~80 DEG C 12~24 hours dry.
Beneficial effects of the present invention:
The coptis is first heated immersion treatment by the present invention in sulfuric acid solution, is then proceeded to heating and is extracted, by first time mistake
Filter and second of filtering, are added hydrochloric acid and sodium chloride solution, carry out third time filtering again after handling a period of time, then use sulphur
Coptisine is precipitated out by acid solution and potassium sulfate solution, is finally carried out recrystallization with ethanol-water-acetic acid ethyl ester mixed solution and is mentioned
It is pure, the coptisine of high-purity can be obtained in high yield.
Specific embodiment
Below with reference to embodiment, the present invention will be further elaborated, it should explanation, following the description merely to
It explains the present invention, its content is not defined.
Embodiment 1:
A kind of extracting method of high-purity coptisine, the specific steps are as follows:
(1) coptis removes silt, crushing or chopping, is added and extracts in kettle, and 0.1mol/L sulfuric acid solution is then added, and rises
For temperature to 35 DEG C, immersion treatment 12 hours, the mass volume ratio of the coptis and sulfuric acid solution is 1g:8mL；
(2) 50 DEG C are warming up to, heat preservation is extracted 2 hours, is extracted 2 times, combined extract, is filtered for the first time, and gained first is filtered
Liquid is adjusted to pH=5 with calcium hydroxide, then carries out second of filtering, obtains the second filtrate and the second filter residue, and the latter is washed with water 2
It is secondary, the second cleaning solution is obtained, and the second cleaning solution is merged with the second filtrate, is concentrated under reduced pressure into the 1/10 of original volume, obtains concentrate；
(3) hydrochloric acid of 0.2mol/L and the sodium chloride solution of 5g/mL are added into concentrate, 10 DEG C are placed 50 hours,
Third time filters, and obtains third filtrate and third filter residue, and the latter is washed with water 2 times, obtains third cleaning solution, and by third cleaning solution and
Third filtrate merges；
(4) 0.1mol/L sulfuric acid solution and 15w.t.% potassium sulfate solution is added, after being sufficiently stirred, 10 DEG C of placements 50 are small
When, the 4th filtering obtains the 4th filtrate and the 4th filter residue, 2 times, as coptisine crude product are washed with water in the latter；
(5) coptisine crude product is dissolved in the ethanol-water-acetic acid ethyl ester mixed solution that volume ratio is 1:2:0.4, is heated back
Stream 20 minutes, is then cooled to -5 DEG C, stands crystallization 5 hours, filters, washing, 60 DEG C drying 12 hours to get the high-purity coptis
Alkali, wherein the mass volume ratio of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution is 1g:5mL.
Embodiment 2:
A kind of extracting method of high-purity coptisine, the specific steps are as follows:
(1) coptis removes silt, crushing or chopping, is added and extracts in kettle, and 0.1mol/L sulfuric acid solution is then added, and rises
For temperature to 45 DEG C, immersion treatment 24 hours, the mass volume ratio of the coptis and sulfuric acid solution is 1g:10mL；
(2) 80 DEG C are warming up to, heat preservation is extracted 3 hours, is extracted 3 times, combined extract, is filtered for the first time, and gained first is filtered
Liquid is adjusted to pH=6 with calcium hydroxide, then carries out second of filtering, obtains the second filtrate and the second filter residue, and the latter is washed with water 3
It is secondary, the second cleaning solution is obtained, and the second cleaning solution is merged with the second filtrate, is concentrated under reduced pressure into the 1/15 of original volume, obtains concentrate；
(3) hydrochloric acid of 0.2mol/L and the sodium chloride solution of 10g/mL are added into concentrate, 20 DEG C are placed 80 hours,
Third time filters, and obtains third filtrate and third filter residue, and the latter is washed with water 3 times, obtains third cleaning solution, and by third cleaning solution and
Third filtrate merges；
(4) 0.1mol/L sulfuric acid solution and 20w.t.% potassium sulfate solution is added, after being sufficiently stirred, 20 DEG C of placements 100 are small
When, the 4th filtering obtains the 4th filtrate and the 4th filter residue, 3 times, as coptisine crude product are washed with water in the latter；
(5) coptisine crude product is dissolved in the ethanol-water-acetic acid ethyl ester mixed solution that volume ratio is 1:3:0.6, is heated back
Stream 30 minutes, is then cooled to -8 DEG C, stands crystallization 8 hours, filters, washing, 80 DEG C drying 24 hours to get the high-purity coptis
Alkali, wherein the mass volume ratio of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution is 1g:8mL.
Embodiment 3:
A kind of extracting method of high-purity coptisine, the specific steps are as follows:
(1) coptis removes silt, crushing or chopping, is added and extracts in kettle, and 0.1mol/L sulfuric acid solution is then added, and rises
For temperature to 35 DEG C, immersion treatment 24 hours, the mass volume ratio of the coptis and sulfuric acid solution is 1g:8mL；
(2) 80 DEG C are warming up to, heat preservation is extracted 2 hours, is extracted 3 times, combined extract, is filtered for the first time, and gained first is filtered
Liquid is adjusted to pH=5 with calcium hydroxide, then carries out second of filtering, obtains the second filtrate and the second filter residue, and the latter is washed with water 3
It is secondary, the second cleaning solution is obtained, and the second cleaning solution is merged with the second filtrate, is concentrated under reduced pressure into the 1/10 of original volume, obtains concentrate；
(3) hydrochloric acid of 0.2mol/L and the sodium chloride solution of 10g/mL are added into concentrate, 10 DEG C are placed 80 hours,
Third time filters, and obtains third filtrate and third filter residue, and the latter is washed with water 2 times, obtains third cleaning solution, and by third cleaning solution and
Third filtrate merges；
(4) 0.1mol/L sulfuric acid solution and 20w.t.% potassium sulfate solution is added, after being sufficiently stirred, 10 DEG C of placements 100 are small
When, the 4th filtering obtains the 4th filtrate and the 4th filter residue, 2 times, as coptisine crude product are washed with water in the latter；
(5) coptisine crude product is dissolved in the ethanol-water-acetic acid ethyl ester mixed solution that volume ratio is 1:3:0.4, is heated back
Stream 30 minutes, is then cooled to -5 DEG C, stands crystallization 8 hours, filters, washing, 60 DEG C drying 24 hours to get the high-purity coptis
Alkali, wherein the mass volume ratio of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution is 1g:5mL.
Embodiment 4:
A kind of extracting method of high-purity coptisine, the specific steps are as follows:
(1) coptis removes silt, crushing or chopping, is added and extracts in kettle, and 0.1mol/L sulfuric acid solution is then added, and rises
For temperature to 45 DEG C, immersion treatment 12 hours, the mass volume ratio of the coptis and sulfuric acid solution is 1g:10mL；
(2) 50 DEG C are warming up to, heat preservation is extracted 3 hours, is extracted 2 times, combined extract, is filtered for the first time, and gained first is filtered
Liquid is adjusted to pH=6 with calcium hydroxide, then carries out second of filtering, obtains the second filtrate and the second filter residue, and the latter is washed with water 2
It is secondary, the second cleaning solution is obtained, and the second cleaning solution is merged with the second filtrate, is concentrated under reduced pressure into the 1/15 of original volume, obtains concentrate；
(3) hydrochloric acid of 0.2mol/L and the sodium chloride solution of 5g/mL are added into concentrate, 20 DEG C are placed 50 hours,
Third time filters, and obtains third filtrate and third filter residue, and the latter is washed with water 3 times, obtains third cleaning solution, and by third cleaning solution and
Third filtrate merges；
(4) 0.1mol/L sulfuric acid solution and 15w.t.% potassium sulfate solution is added, after being sufficiently stirred, 20 DEG C of placements 50 are small
When, the 4th filtering obtains the 4th filtrate and the 4th filter residue, 3 times, as coptisine crude product are washed with water in the latter；
(5) coptisine crude product is dissolved in the ethanol-water-acetic acid ethyl ester mixed solution that volume ratio is 1:2:0.6, is heated back
Stream 20 minutes, is then cooled to -8 DEG C, stands crystallization 5 hours, filters, washing, 80 DEG C drying 12 hours to get the high-purity coptis
Alkali, wherein the mass volume ratio of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution is 1g:8mL.
Embodiment 5:
A kind of extracting method of high-purity coptisine, the specific steps are as follows:
(1) coptis removes silt, crushing or chopping, is added and extracts in kettle, and 0.1mol/L sulfuric acid solution is then added, and rises
For temperature to 40 DEG C, immersion treatment 18 hours, the mass volume ratio of the coptis and sulfuric acid solution is 1g:9mL；
(2) 60 DEG C are warming up to, heat preservation is extracted 2.5 hours, is extracted 2 times, combined extract, is filtered for the first time, gained first
Filtrate is adjusted to pH=5 with calcium hydroxide, then carries out second of filtering, obtains the second filtrate and the second filter residue, and the latter is washed with water 2
It is secondary, the second cleaning solution is obtained, and the second cleaning solution is merged with the second filtrate, is concentrated under reduced pressure into the 1/12 of original volume, obtains concentrate；
(3) hydrochloric acid of 0.2mol/L and the sodium chloride solution of 8g/mL are added into concentrate, 15 DEG C are placed 60 hours,
Third time filters, and obtains third filtrate and third filter residue, and the latter is washed with water 2 times, obtains third cleaning solution, and by third cleaning solution and
Third filtrate merges；
(4) 0.1mol/L sulfuric acid solution and 18w.t.% potassium sulfate solution is added, after being sufficiently stirred, 15 DEG C of placements 80 are small
When, the 4th filtering obtains the 4th filtrate and the 4th filter residue, 3 times, as coptisine crude product are washed with water in the latter；
(5) coptisine crude product is dissolved in the ethanol-water-acetic acid ethyl ester mixed solution that volume ratio is 1:2.5:0.5, heating
Reflux 25 minutes, is then cooled to -6 DEG C, stands crystallization 6 hours, filters, washing, 70 DEG C drying 18 hours it is yellow to get high-purity
Even alkali, wherein the mass volume ratio of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution is 1g:6mL.
Comparative example 1
A kind of method of extracting method of coptisine, step (5) is: it is 1:2.5 that coptisine crude product, which is dissolved in volume ratio,
It in alcohol-water mixed solution, is heated to reflux 25 minutes, is then cooled to -6 DEG C, stand crystallization 6 hours, filter, washing, 70 DEG C
Dry 18 hours to get, wherein the mass volume ratio of coptisine crude product and alcohol-water mixed solution is 1g:6mL.Remaining is the same as real
Apply example 5.
Comparative example 2
A kind of method of extracting method of coptisine, step (5) is: it is 1:2.5:1 that coptisine crude product, which is dissolved in volume ratio,
Ethanol-water-acetic acid ethyl ester mixed solution in, be heated to reflux 25 minutes, be then cooled to -6 DEG C, stand crystallization 6 hours, mistake
Filter, washing, 70 DEG C of dryings 18 hours are to get, wherein the mass body of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution
Product is than being 1g:6mL.Remaining is the same as embodiment 5.
Comparative example 3
A kind of method of extracting method of coptisine, step (5) is: it is 1:2.5 that coptisine crude product, which is dissolved in volume ratio:
It in 0.4 ethanol-water-acetic acid ethyl ester mixed solution, is heated to reflux 25 minutes, is then cooled to -6 DEG C, stand crystallization 6 hours,
Filtering, washing, 70 DEG C of dryings 18 hours are to get, wherein the quality of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution
Volume ratio is 1g:6mL.Remaining is the same as embodiment 5.
Comparative example 4
A kind of method of extracting method of coptisine, step (1) is: the coptis removes silt, crushing or chopping, addition and mentions
It takes in kettle, then addition 0.1mol/L sulfuric acid solution, immersion treatment 18 hours, the mass volume ratio of the coptis and sulfuric acid solution is
1g:9mL.Remaining is the same as embodiment 5.
Test example
As HPLC detect Examples 1 to 5 and comparative example 1~4 it is final obtained by the coptis alkali product coptisine reality
Content, i.e. product purity, and coptisine yield is calculated, it the results are shown in Table 1.
1. coptisine product purity of table
As it can be seen from table 1 the coptisine high income of Examples 1 to 5, coptis alkali content is also high in product, and comparative example 1
Alcohol-water mixed solution has been used to be recrystallized, the ethanol-water-acetic acid ethyl ester mixing that comparative example 2 and comparative example 3 use is molten
The content difference of ethyl acetate is higher or relatively low in liquid, and the purity of products obtained therefrom is obviously relatively low, illustrates the knot again that the present invention uses
Brilliant solvent purifications better effect；Comparative example 4 directly impregnates (not heating) with sulfuric acid solution, and the yield of products obtained therefrom is obviously relatively low,
It is insufficient to illustrate that effective component is extracted.
Above-mentioned, although specific embodiments of the present invention have been described, not to the limit of the scope of the present invention
System, based on the technical solutions of the present invention, those skilled in the art do not need to make the creative labor can make it is each
Kind modification or deformation are still within protection scope of the present invention.
Claims (4)
1. a kind of extracting method of high-purity coptisine, which is characterized in that specific step is as follows:
(1) the pretreated coptis is added and is extracted in kettle, 0.1mol/L sulfuric acid solution is then added, be warming up to 35~45 DEG C, leaching
The mass volume ratio of bubble processing 12~24 hours, the coptis and sulfuric acid solution is 1g:8~10mL；
(2) 50~80 DEG C are warming up to, heat preservation is extracted 2~3 hours, is extracted 2~3 times, combined extract, is filtered for the first time, gained
First filtrate is adjusted to pH=5~6 with calcium hydroxide, then carries out second of filtering, obtains the second filtrate and the second filter residue, Hou Zheyong
Water washing 2~3 times, the second cleaning solution is obtained, and the second cleaning solution is merged with the second filtrate, be concentrated under reduced pressure into the 1/10 of original volume
~1/15, obtain concentrate；
(3) sodium chloride solution of the hydrochloric acid of addition 0.2mol/L and 5~10g/mL into concentrate, 10~20 DEG C of placements 50~
80 hours, third time filtered, and obtains third filtrate and third filter residue, and the latter is washed with water 2~3 times, obtained third cleaning solution, and by the
Three cleaning solutions and third filtrate merge；
(4) 0.1mol/L sulfuric acid solution and 15~20w.t.% potassium sulfate solution is added, after being sufficiently stirred, 10~20 DEG C are placed 50
~100 hours, the 4th filtering obtained the 4th filtrate and the 4th filter residue, 2~3 times, as coptisine crude product are washed with water in the latter；
(5) coptisine crude product is dissolved in the ethanol-water-acetic acid ethyl ester mixed solution that volume ratio is 1:2~3:0.4~0.6, is added
Heat reflux 20~30 minutes, is then cooled to -5~-8 DEG C, stands crystallization, filters, washing, dry to get high-purity coptisine,
Wherein, the mass volume ratio of coptisine crude product and ethanol-water-acetic acid ethyl ester mixed solution is 1g:5~8mL.
2. a kind of extracting method of high-purity coptisine according to claim 1, which is characterized in that the coptis in step (1)
Pretreatment include removing silt, crushing or chopping.
3. a kind of extracting method of high-purity coptisine according to claim 1, which is characterized in that stood in step (5)
The time of crystallization is 5~8 hours.
4. a kind of extracting method of high-purity coptisine according to claim 1, which is characterized in that dry in step (5)
Dry condition is 60~80 DEG C 12~24 hours dry.
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| CN104418852B (en) * | 2013-08-30 | 2016-08-17 | 西南大学 | A kind of high-purity coptisine extracting method and application |
| CN104644793A (en) * | 2015-03-20 | 2015-05-27 | 西南大学 | Efficient extraction method of total coptis alkaloids |
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