CN106565422A - Extraction process for hydroxytyrosol from olive leaf - Google Patents
Extraction process for hydroxytyrosol from olive leaf Download PDFInfo
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- CN106565422A CN106565422A CN201610883391.5A CN201610883391A CN106565422A CN 106565422 A CN106565422 A CN 106565422A CN 201610883391 A CN201610883391 A CN 201610883391A CN 106565422 A CN106565422 A CN 106565422A
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- hydroxytyrosol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
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- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The invention discloses an extraction process for hydroxytyrosol from an olive leaf, belonging to the technical field of extraction of active components from medicinal plants. The extraction process comprises the following steps: crushing the olive leaf into coarse powder, carrying out percolation extraction by using ethanol with a concentration of 80%, subjecting liquid extract to adsorption with D101 resin, then carrying out elution by using ethanol with a concentration of 60% and carrying out concentration and drying on eluate so as to obtain oleuropein with a concentration of 45 to 55%; and hydrolyzing oleuropein with a sodium hydroxide solution, adding acid for neutralization after complete hydrolysis, carrying out precipitation and centrifugation, subjecting obtained centrifugate to adsorption with D101 resin and elution with hot ethanol, concentrating eluate, then repeatedly carrying out extraction with ethyl acetate four times, and carrying out concentration and drying on ethyl acetate-layer liquid so as to obtain hydroxytyrosol with a concentration of 80 to 90%. The extraction process for hydroxytyrosol from the olive leaf is high in the utilization rate of raw materials, and the prepared oleuropein and hydroxytyrosol can greatly meet market demands.
Description
【Technical field】
The invention belongs to the extractive technique field of medicinal plants active ingredient, and in particular to a kind of Folium olive hydroxytyrosol
Extraction process.
【Background technology】
Fructus Canarii albi is famous subtropical zones special product fruit tree, belongs to magaphanerophytes, and it really can eat raw or stain system, medicinal to control larynx
The diseases such as inflammation, hemoptysis, excessive thirst, enteritis, diarrhea, are provided simultaneously with medicine-food two-purpose function.Effectiveness aldehydes matter-hydroxyl in Folium olive
Base butyl alcohol has the multiple biological activities such as non-oxidizability, antiplatelet aggregation, atherosclerosiss, anticancer and antibacterial, by
To industries such as food, health product, cosmetics and medical treatment, its demand increases year by year extensive utilization.In recent years, research is from Folium olive
In isolate and purify out hydroxytyrosol method it is not within minority, but most of extraction processes and method are only limitted to laboratory operation, difficult
To realize the target of scale, industrialized production hydroxytyrosol product, therefore, study a kind of suitable hydroxytyrosol industrialization production
Technical method into the task of top priority.
【The content of the invention】
The invention discloses a kind of extraction process of Folium olive hydroxytyrosol, using percolation Fructus Canarii albi is extracted from Folium olive
Bitter glycoside product, by hydrolyzing oleuropein to extract hydroxytyrosol, to solve existing extraction process in technology of preparing is complicated, raw material
The problems such as high cost is difficult to industrialization production.The extraction process of the present invention, is hydrolyzed using sodium hydroxide, simplifies hydroxyl
The extraction process of base butyl alcohol；Using resin absorption, the method for hot ethanol eluting, the purity of hydroxytyrosol is improve；Work of the present invention
Skill can simultaneously prepare two kinds of products of cleupin and hydroxytyrosol, greatly meet the market demand, be conducive to improving economic effect
Benefit.
To solve above technical problem, the present invention is employed the following technical solutions：
A kind of extraction process of Folium olive hydroxytyrosol, comprises the following steps：
S1：It is coarse powder shape that Folium olive is crushed, and 60 mesh sieves is crossed, by 1:Than adding, 80% ethanol is closed to swell 1 weight
2h, by the alcohol solvent that the Fructus Canarii albi leaf coarse powder for fully having expanded adds 80% seepage pressure effects are carried out, and extracting solution is obtained；
S2：By the extracting solution in step S1 by D101 macroporous resin adsorption, the ethanol elution of Jing 60%, eluting is obtained
Liquid, the de- liquid of gained is by concentration, dry, the cleupin of prepared 45-55%；
S3：Cleupin product in step S2 is hydrolyzed by sodium hydroxide solution, in acid adding and after, precipitate from
The heart, after D101 macroporous resin adsorption, the ethanol of Jing 60% eluting at 60-65 DEG C is obtained eluent to gained centrifugal liquid；
S4：After by the eluent concentration in step S3, extracted repeatedly 4 times using the ethyl acetate of equivalent, by ethyl acetate
Layer liquid is concentrated, is dried, and the hydroxytyrosol of 80-90% is obtained.
Preferably, described in step S1 during seepage pressure effects, before flowing out should solvent submergence Fructus Canarii albi leaf coarse powder all the time, percolate
Dipping Folium olive 24h.
It is highly preferred that the flow velocity of the percolate is 2-3mL/min.
Preferably, described in step S2 be dried temperature be 55-65 DEG C, when a length of 2-3h.
Preferably, the flow velocity of ethanol elution described in step S2, S3 be 3BV/h, when a length of 20-30min.
Preferably, eluent described in step S3 is by concentration, dry, the hydroxytyrosol of prepared 25-40%.
Preferably, described in step S3, S4 be dried temperature be 60-70 DEG C, when a length of 4-6h.
The invention has the advantages that：
(1) hydroxytyrosol extraction process of the invention is simple to operate, and raw materials used low cost can simultaneously prepare cleupin
With two kinds of products of hydroxytyrosol, the market demand is greatly met；
(2) extraction process of Folium olive hydroxytyrosol provided by the present invention, is obtained by sodium hydroxide hydrolysis oleuropein
To hydroxytyrosol, the extraction process of hydroxytyrosol is simplified；Using resin absorption, the method for hot ethanol eluting, hydroxyl is improve
The purity of butyl alcohol, raw material utilization rate is high and is easy to amplify production, for hydroxytyrosol product industrialized production provide technology according to
According to.
【Specific embodiment】
It is specifically described with reference to specific embodiment.
Embodiment 1
S1：It is coarse powder shape that Folium olive is crushed, and 60 mesh sieves is crossed, by 1:Than adding, 80% ethanol is closed to swell 1 weight
2h, the Fructus Canarii albi leaf coarse powder for fully having expanded is fitted in percolation bucket, and uniform compaction, the alcohol solvent for plus 80% carries out percolation and carries
Take.When carrying out seepage pressure effects, should constantly add solvent makes the submergence all the time of Fructus Canarii albi leaf coarse powder in a solvent, and before percolate flows out
Dipping coarse powder 24h.When percolate flows out, the rate of outflow should be controlled in 2mL/min；It is intended to the 75% of preparation amount and oozes when collects
Filter liquid when, stop percolation, squeezing medicinal residues simultaneously merge pressed liquor with percolate, the required extracting solution of acquisition；
S2：By the extracting solution obtained by step S1 by D101 macroporous resin adsorption, eluting is carried out using 60% ethanol, washed
The separation of flow speed be 3BV/h, when a length of 30min, after eluting is complete, then eluent is concentrated, gained concentrated solution is dried 3h at 55 DEG C,
49% cleupin is obtained；
S3：Cleupin in step S2 is hydrolyzed by sodium hydroxide solution, after hydrolysis completely, plus in hydrochloric acid
With it is 6.5 to adjust pH.Solution is put into again in the centrifuge of 1200r/min carries out pelleting centrifugation, and gained centrifugal liquid passes through D101
Macroporous resin adsorption, using 60% ethanol at 60 DEG C eluting, elution flow rate is 3BV/h, when a length of 30min, eluent is entered
Row concentration, gained concentrated solution is dried 6h at 60 DEG C, and 31% hydroxytyrosol is obtained；
S4：After by the eluent concentration in step S3, extracted repeatedly 4 times using the ethyl acetate of equivalent, by ethyl acetate
Layer liquid is concentrated, and gained concentrated solution is dried 6h at 60 DEG C, and 82% hydroxytyrosol is obtained.
Embodiment 2
S1：It is coarse powder shape that Folium olive is crushed, and 60 mesh sieves is crossed, by 1:Than adding, 80% ethanol is closed to swell 1 weight
2h, the Fructus Canarii albi leaf coarse powder for fully having expanded is fitted in percolation bucket, and uniform compaction, the alcohol solvent for plus 80% carries out percolation and carries
Take.When carrying out seepage pressure effects, should constantly add solvent makes the submergence all the time of Fructus Canarii albi leaf coarse powder in a solvent, and before percolate flows out
Dipping coarse powder 24h.When percolate flows out, the rate of outflow should be controlled in 2mL/min；It is intended to the 75% of preparation amount and oozes when collects
Filter liquid when, stop percolation, squeezing medicinal residues simultaneously merge pressed liquor with percolate, the required extracting solution of acquisition；
S2：By the extracting solution obtained by step S1 by D101 macroporous resin adsorption, eluting is carried out using 60% ethanol, washed
The separation of flow speed be 3BV/h, when a length of 20min, after eluting is complete, then eluent is concentrated, gained concentrated solution at 60 DEG C be dried
2.5h, is obtained 47% cleupin；
S3：Cleupin in step S2 is hydrolyzed by sodium hydroxide solution, after hydrolysis completely, plus in hydrochloric acid
With it is 7 to adjust pH.Solution is put into again in the centrifuge of 1200r/min carries out pelleting centrifugation, and gained centrifugal liquid is big by D101
Hole resin absorption, using 60% ethanol at 62 DEG C eluting, elution flow rate is 3BV/h, when a length of 20min, eluent is carried out
Concentration, gained concentrated solution is dried 5h at 65 DEG C, and 35% hydroxytyrosol is obtained；
S4：After by the eluent concentration in step S3, extracted repeatedly 4 times using the ethyl acetate of equivalent, by ethyl acetate
Layer liquid is concentrated, and gained concentrated solution is dried 5h at 65 DEG C, and 86% hydroxytyrosol is obtained.
Embodiment 3
S1：It is coarse powder shape that Folium olive is crushed, and 60 mesh sieves is crossed, by 1:Than adding, 80% ethanol is closed to swell 1 weight
2h, the Fructus Canarii albi leaf coarse powder for fully having expanded is fitted in percolation bucket, and uniform compaction, the alcohol solvent for plus 80% carries out percolation and carries
Take.When carrying out seepage pressure effects, should constantly add solvent makes the submergence all the time of Fructus Canarii albi leaf coarse powder in a solvent, and before percolate flows out
Dipping coarse powder 24h.When percolate flows out, the rate of outflow should be controlled in 3mL/min；It is intended to the 75% of preparation amount and oozes when collects
Filter liquid when, stop percolation, squeezing medicinal residues simultaneously merge pressed liquor with percolate, the required extracting solution of acquisition；
S2：By the extracting solution obtained by step S1 by D101 macroporous resin adsorption, eluting is carried out using 60% ethanol, washed
The separation of flow speed be 3BV/h, when a length of 25min, after eluting is complete, then eluent is concentrated, gained concentrated solution is dried 2h under 65, system
Obtain 50% cleupin；
S3：Cleupin product in step S2 is hydrolyzed by sodium hydroxide solution, after hydrolysis completely, salt adding
Acid neutralization, it is 8 to adjust pH.Solution is put into again in the centrifuge of 1200r/min carries out pelleting centrifugation, and gained centrifugal liquid passes through
D101 macroporous resin adsorption, using 60% ethanol at 65 DEG C eluting, elution flow rate is 3BV/h, when a length of 25min, by eluting
Liquid is concentrated, and gained concentrated solution is dried 4h at 70 DEG C, and 35% hydroxytyrosol is obtained；
S4：After by the eluent concentration in step S3, extracted repeatedly 4 times using the ethyl acetate of equivalent, by ethyl acetate
Layer liquid is concentrated, and gained concentrated solution is dried 4h at 70 DEG C, and 88.6% hydroxytyrosol is obtained.
Above content is to combine specific preferred implementation further description made for the present invention, it is impossible to assert
The present invention be embodied as be confined to these explanation, for person of an ordinary skill in the technical field, without departing from
On the premise of present inventive concept, some simple deduction or replace can also be made, should all be considered as belonging to the present invention by being submitted to
Claims determine scope of patent protection.
Claims (7)
1. a kind of extraction process of Folium olive hydroxytyrosol, it is characterised in that：Comprise the following steps：
S1：It is coarse powder shape that Folium olive is crushed, and 60 mesh sieves is crossed, by 1:1 weight swell 2h more closed than the ethanol of addition 80%, will
The alcohol solvent that the Fructus Canarii albi leaf coarse powder for fully having expanded adds 80% carries out seepage pressure effects, and extracting solution is obtained；
S2：By the extracting solution in step S1 by D101 macroporous resin adsorption, the ethanol elution of Jing 60%, eluent, institute is obtained
Liquid must be taken off by concentration, dry, the cleupin of prepared 45-55%；
S3：Cleupin in step S2 is hydrolyzed by sodium hydroxide solution, in acid adding with after, pelleting centrifugation, gained
After D101 macroporous resin adsorption, the ethanol of Jing 60% eluting at 60-65 DEG C is obtained eluent to centrifugal liquid；
S4：After by the eluent concentration in step S3, extracted repeatedly 4 times using the ethyl acetate of equivalent, by ethyl acetate layer liquid
Concentrated, be dried, the hydroxytyrosol of 80-90% is obtained.
2. the extraction process of Folium olive hydroxytyrosol according to claim 1, it is characterised in that：Percolation described in step S1
During extraction, dipping Folium olive 24h before flowing out should solvent submergence Fructus Canarii albi leaf coarse powder all the time, percolate.
3. the extraction process of Folium olive hydroxytyrosol according to claim 2, it is characterised in that：The flow velocity of the percolate
For 2-3mL/min.
4. the extraction process of Folium olive hydroxytyrosol according to claim 1, it is characterised in that：It is dried described in step S2
Temperature be 55-65 DEG C, when a length of 2-3h.
5. the extraction process of Folium olive hydroxytyrosol according to claim 1, it is characterised in that：Described in step S2, S3
The flow velocity of ethanol elution be 3BV/h, when a length of 20-30min.
6. the extraction process of Folium olive hydroxytyrosol according to claim 1, it is characterised in that：Eluting described in step S3
Liquid is by concentration, dry, the hydroxytyrosol of prepared 25-40%.
7. the extraction process of Folium olive hydroxytyrosol according to claim 1, it is characterised in that：Described in step S3, S4
Dry temperature be 60-70 DEG C, when a length of 4-6h.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610883391.5A CN106565422A (en) | 2016-10-10 | 2016-10-10 | Extraction process for hydroxytyrosol from olive leaf |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610883391.5A CN106565422A (en) | 2016-10-10 | 2016-10-10 | Extraction process for hydroxytyrosol from olive leaf |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108314607A (en) * | 2018-05-08 | 2018-07-24 | 广西大学 | A kind of purification process of high-purity solid hydroxytyrosol |
| CN110343031A (en) * | 2019-06-26 | 2019-10-18 | 杨凌睿奈生物技术有限公司 | A kind of production technology preparing hydroxytyrosol using olive growing leaves as raw material |
| CN111481962A (en) * | 2020-04-23 | 2020-08-04 | 兰州海关技术中心 | Method for extracting salmonella-inhibiting substance from olive pomace and application |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102093170A (en) * | 2010-12-09 | 2011-06-15 | 天津市尖峰天然产物研究开发有限公司 | Method for purifying hydroxytyrosol |
| CN102228514A (en) * | 2011-05-05 | 2011-11-02 | 陕西禾博天然产物有限公司 | Method for extracting oleuropein from olive leaves |
| CN102701914A (en) * | 2012-06-21 | 2012-10-03 | 桂林三宝药业有限公司 | Method for extracting hydroxytyrosol from olive leaves |
-
2016
- 2016-10-10 CN CN201610883391.5A patent/CN106565422A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102093170A (en) * | 2010-12-09 | 2011-06-15 | 天津市尖峰天然产物研究开发有限公司 | Method for purifying hydroxytyrosol |
| CN102228514A (en) * | 2011-05-05 | 2011-11-02 | 陕西禾博天然产物有限公司 | Method for extracting oleuropein from olive leaves |
| CN102701914A (en) * | 2012-06-21 | 2012-10-03 | 桂林三宝药业有限公司 | Method for extracting hydroxytyrosol from olive leaves |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108314607A (en) * | 2018-05-08 | 2018-07-24 | 广西大学 | A kind of purification process of high-purity solid hydroxytyrosol |
| CN110343031A (en) * | 2019-06-26 | 2019-10-18 | 杨凌睿奈生物技术有限公司 | A kind of production technology preparing hydroxytyrosol using olive growing leaves as raw material |
| CN111481962A (en) * | 2020-04-23 | 2020-08-04 | 兰州海关技术中心 | Method for extracting salmonella-inhibiting substance from olive pomace and application |
| CN111481962B (en) * | 2020-04-23 | 2021-12-07 | 兰州海关技术中心 | Method for extracting salmonella-inhibiting substance from olive pomace and application |
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Application publication date: 20170419 |