CN104311530A - Method for extracting high-purity piperine with low pollution - Google Patents
Method for extracting high-purity piperine with low pollution Download PDFInfo
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- CN104311530A CN104311530A CN201410553065.9A CN201410553065A CN104311530A CN 104311530 A CN104311530 A CN 104311530A CN 201410553065 A CN201410553065 A CN 201410553065A CN 104311530 A CN104311530 A CN 104311530A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a method for extracting piperine with low pollution, and in particular relates to a method for extracting and purifying piperine by using low-toxic organic solvents including ethanol and acetone. The method comprises the steps of extracting piperine by adopting a reflux method and using nontoxic ethanol as a solvent, adjusting the pH value through hydrochloric acid, removing piperic acid, neutralizing redundant acid by using sodium hydroxide, adding distilled water, sufficiently cooling to obtain crude piperine, performing re-crystallization purification by using low-toxic acetone as a solvent, and performing vacuum drying to obtain high-purity piperine. The method overcomes the defects of common toxic solvents such as methanol and chloroform in traditional extraction methods and the defect of pollution to a water environment in an acid extraction method. Moreover, the method has the advantages of high extraction rate, high purity, low production cost, low pollution, simple production process and the like, and the obtained piperine product is high in activity, purely natural and high in medical value.
Description
Technical field
The invention discloses a kind of low stain and extract the method for high-purity piperine, particularly relate to and a kind ofly utilize low toxicity organic solvent ethanol, the method for extraction purification piperine that acetone is solvent.
Background technology
Piperine is owing to having antibacterial desinsection, anti-oxidant, diarrhoea, depression, enhancing immunity and the unique effects such as anticancer, and active strong, and pharmaceutical use is large.And the main component in pepper fruit is alkaloid, volatility grease, protein-based, sylvic oil lipid, mineralogical composition and starch, so the method for extracting and developing high-content, high reactivity piperine composition is studied widely from pepper.The method of current extraction piperine has solvent-extraction process, acid extraction method, ultrasonic extraction, microwave loss mechanisms, supercritical fluid carbon dioxide extraction method and ultrasonic wave ionic liquid extract method etc.Wherein solvent-extraction process and acid extraction method simple, easy to operate due to principle, be the method for the extraction piperine of main flow always.But the organic solvent that the methyl alcohol that solvent-extraction process in the past uses solvability strong, chloroform etc. are poisonous, to the injury of human body and the pollution of environment very serious.A kind of method that low stain extracts high purity piperine uses ethanol to extract for solvent, acetone is that solvent carries out recrystallization purifying, instead of the weak point of conventional organic solvent (as methyl alcohol, chloroform etc. are toxic) in traditional extraction process, also overcome the pollution of acid extraction method to water surrounding.And there is the advantages such as the little and production technique of high extraction, high purity, lower production cost, pollution is simple.
Summary of the invention
The object of the present invention is to provide a kind of high extraction, high purity, the method for green oligosaprobic extraction piperine.
The technical scheme solving the problems of the technologies described above employing is: adopt nontoxic ethanol to extract piperine as the circumfluence method of solvent, by salt acid for adjusting pH value removing piperinic acid, and with in sodium hydroxide and unnecessary acid, adding distil water and fully cooling obtain thick piperine, carry out recrystallization purifying with low toxicity acetone as solvent again, obtain highly purified piperine through vacuum-drying.
The further processing step of the present invention: pepper fruit is ground to form 60 order pepper powder by (1), and join 95% ethanolic soln, solid-to-liquid ratio is 1: 4, it is the 2h that refluxes at 80 DEG C that immersion 0.5h is placed on bath temperature, carries out collected by suction filtrate, filter residue;
(2) carry out underpressure distillation to the filtrate obtained to concentrate, filtrate is concentrated into the 1/5-1/4 of original solution volume;
(3) to the filter residue obtained 95% alcohol immersion 0.5h, solid-to-liquid ratio is 1: 3, and refluxes again and collected by suction filtrate, and reflux conditions is identical with step (1);
(4) merging of two parts of filtrates is carried out underpressure distillation to concentrate, the 1/5-1/4 that filtrate is concentrated into original solution volume obtains enriched material;
(5) in enriched material, add the hydrochloric acid of appropriate 6.0mol/L, regulate pH=4, leave standstill 4h, leave standstill under 1200r/min after centrifugal 10min, removing insolubles (being insoluble to the piperinic acid of acid), obtains filtrate;
(6) filtrate regulates pH=11 with 10% sodium hydroxide solution, the acid that object removing is residual;
(7) in hot water bath, slowly add distilled water until have yellow mercury oxide to separate out in filtrate, then continue adding distil water and separate out to no longer including yellow mercury oxide, the distilled water added is about 2 times of filtrate, then solution one is placed in frozen water fully cools 4h;
(8) gained mixed solution centrifugal 10min under 1200r/min obtains yellow powder solid, i.e. thick piperine;
(9) in thick piperine, add acetone and make saturated solution under low-grade fever condition, then filtered while hot cannot be dissolved if any solid, if thick piperine all dissolves, add the distilled water with acetone equivalent, treat that a large amount of solid is separated out, carry out centrifugal, filter and obtain solid, then in filtrate, add the distilled water with acetone equivalent, treat that solid is separated out, centrifugal, filtration obtains solid again, repeats this step 2-3 time;
(10) the solid equal-volume washed with diethylether twice will obtained, remove lipid-soluble substance, vacuum-drying obtains the pale yellow powder piperine of higher degree.
The invention has the beneficial effects as follows: a kind of low stain extracts high-purity piperine method and adopts ethanol to be that solvent extracts, acetone is that solvent carries out recrystallization purifying, overcome the weak point of conventional organic solvent (as methyl alcohol, chloroform etc. are toxic) in traditional extraction process, also overcome the pollution of acid extraction method to water surrounding.And there is the advantages such as the little and production technique of high extraction, high purity, lower production cost, pollution is simple, the piperine Product Activity obtained is high, pure natural, medical value high.
Embodiment
Below in conjunction with case study on implementation, the present invention is described in more detail.
(1) pepper fruit is ground to form 60 order pepper powder, join 95% ethanolic soln, solid-to-liquid ratio is 1: 4, and it is the 2h that refluxes at 80 DEG C that immersion 0.5h is placed on bath temperature, carries out collected by suction filtrate, filter residue;
(2) carry out underpressure distillation to the filtrate obtained to concentrate, filtrate is concentrated into the 1/5-1/4 of original solution volume;
(3) to the filter residue obtained 95% alcohol immersion 0.5h, solid-to-liquid ratio is 1: 3, and refluxes again and collected by suction filtrate, and reflux conditions is identical with step (1);
(4) merging of two parts of filtrates is carried out underpressure distillation to concentrate, the 1/5-1/4 that filtrate is concentrated into original solution volume obtains enriched material;
(5) in enriched material, add the hydrochloric acid of appropriate 6.0mol/L, regulate pH=4, leave standstill 4h, leave standstill under 1200r/min after centrifugal 10min, removing insolubles (being insoluble to the piperinic acid of acid), obtains filtrate;
(6) filtrate regulates pH=11 with 10% sodium hydroxide solution, the acid that object removing is residual;
(7) in hot water bath, slowly add distilled water until have yellow mercury oxide to separate out in filtrate, then continue adding distil water and separate out to no longer including yellow mercury oxide, the distilled water added is about 2 times of filtrate, then solution is placed in frozen water fully cools 4h;
(8) gained mixed solution centrifugal 10min under 1200r/min obtains yellow powder solid, i.e. thick piperine;
(9) in thick piperine, add acetone and make saturated solution under low-grade fever condition, then filtered while hot cannot be dissolved if any solid, if thick piperine all dissolves, add the distilled water with acetone equivalent, treat that a large amount of solid is separated out, carry out centrifugal, filter and obtain solid, then in filtrate, add the distilled water with acetone equivalent, treat that solid is separated out, centrifugal, filtration obtains solid again, repeats this step 2-3 time;
(10) the solid equal-volume washed with diethylether twice will obtained, remove lipid-soluble substance, vacuum-drying obtains the pale yellow powder piperine of higher degree, and content is 98.9%, and purity is 99.96%.
Claims (2)
1. the method for a low stain extraction high-purity piperine, it is characterized in that: adopt nontoxic ethanol to extract piperine as the circumfluence method of solvent, by salt acid for adjusting pH value removing piperinic acid, and with in sodium hydroxide and unnecessary acid, adding distil water and fully cool and obtain thick piperine.Carry out recrystallization purifying with low toxicity acetone as solvent again, obtain highly purified piperine through vacuum-drying.
2. low stain as claimed in claim 1 extracts the method for high-purity piperine, it is characterized in that comprising the steps:
(1) pepper fruit is ground to form 60 order pepper powder, join 95% ethanolic soln, solid-to-liquid ratio is 1: 4, and it is the 2h that refluxes at 80 DEG C that immersion 0.5h is placed on bath temperature, carries out collected by suction filtrate, filter residue;
(2) carry out underpressure distillation to the filtrate obtained to concentrate, filtrate is concentrated into the 1/5-1/4 of original solution volume;
(3) to the filter residue obtained 95% alcohol immersion 0.5h, solid-to-liquid ratio is 1: 3, and refluxes again and collected by suction filtrate, and reflux conditions is identical with step (1);
(4) merging of two parts of filtrates is carried out underpressure distillation to concentrate, the 1/5-1/4 that filtrate is concentrated into original solution volume obtains enriched material;
(5) in enriched material, add the hydrochloric acid of appropriate 6.0mol/L, regulate pH=4, leave standstill 4h, leave standstill under 1200r/min after centrifugal 10min, removing insolubles (being insoluble to the piperinic acid of acid), obtains filtrate;
(6) filtrate regulates pH=11 with 10% sodium hydroxide solution, the acid that object removing is residual;
(7) in hot water bath, slowly add distilled water until have yellow mercury oxide to separate out in filtrate, then continue adding distil water and separate out to no longer including yellow mercury oxide, the distilled water added is about 2 times of filtrate, then solution is placed in frozen water fully cools 4h;
(8) gained mixed solution centrifugal 10min under 1200r/min obtains yellow powder solid, i.e. thick piperine;
(9) in thick piperine, add acetone and make saturated solution under low-grade fever condition, then filtered while hot cannot be dissolved if any solid, if thick piperine all dissolves, add the distilled water with acetone equivalent, treat that a large amount of solid is separated out, carry out centrifugal, filter and obtain solid, then in filtrate, add the distilled water with acetone equivalent, treat that solid is separated out, centrifugal, filtration obtains solid again, repeats this step 2-3 time;
(10) the solid equal-volume washed with diethylether twice will obtained, remove lipid-soluble substance, vacuum-drying obtains the pale yellow powder piperine of higher degree.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201410553065.9A CN104311530A (en) | 2014-10-09 | 2014-10-09 | Method for extracting high-purity piperine with low pollution |
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| CN201410553065.9A CN104311530A (en) | 2014-10-09 | 2014-10-09 | Method for extracting high-purity piperine with low pollution |
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| CN104311530A true CN104311530A (en) | 2015-01-28 |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019073491A1 (en) | 2017-10-14 | 2019-04-18 | Cipla Limited | Process for the preparation of piperine |
| CN113372322A (en) * | 2021-05-28 | 2021-09-10 | 海南省农垦科学院集团有限公司 | Preparation method of high-purity piperine |
| CN115052592A (en) * | 2019-12-10 | 2022-09-13 | 布莱特西德公司 | Composition and method for producing deodorized peppers |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1294127A (en) * | 2000-11-03 | 2001-05-09 | 海南绿田园高新技术发展有限公司 | Process for preparing piperine |
| CN101985440A (en) * | 2010-10-30 | 2011-03-16 | 暨南大学 | Method for producing piperine |
| CN102503928A (en) * | 2011-12-01 | 2012-06-20 | 晨光生物科技集团股份有限公司 | Production method of high-purity piperine |
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2014
- 2014-10-09 CN CN201410553065.9A patent/CN104311530A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1294127A (en) * | 2000-11-03 | 2001-05-09 | 海南绿田园高新技术发展有限公司 | Process for preparing piperine |
| CN101985440A (en) * | 2010-10-30 | 2011-03-16 | 暨南大学 | Method for producing piperine |
| CN102503928A (en) * | 2011-12-01 | 2012-06-20 | 晨光生物科技集团股份有限公司 | Production method of high-purity piperine |
Non-Patent Citations (2)
| Title |
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| 侯文洁等: "胡椒中胡椒碱的提取工艺研究", 《中国调味品》 * |
| 朱静平: "《化学材料合成与制备技术实训》", 31 July 2014, 北京理工大学出版社 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019073491A1 (en) | 2017-10-14 | 2019-04-18 | Cipla Limited | Process for the preparation of piperine |
| CN111615511A (en) * | 2017-10-14 | 2020-09-01 | 西普拉有限公司 | Process for preparing piperine |
| US11267798B2 (en) | 2017-10-14 | 2022-03-08 | Cipla Limited | Process for the preparation of piperine |
| CN115052592A (en) * | 2019-12-10 | 2022-09-13 | 布莱特西德公司 | Composition and method for producing deodorized peppers |
| CN113372322A (en) * | 2021-05-28 | 2021-09-10 | 海南省农垦科学院集团有限公司 | Preparation method of high-purity piperine |
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Application publication date: 20150128 |