CN104311522B - A kind of method that EGCG is prepared in separation from Folium Camelliae sinensis - Google Patents
A kind of method that EGCG is prepared in separation from Folium Camelliae sinensis Download PDFInfo
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- CN104311522B CN104311522B CN201410455555.5A CN201410455555A CN104311522B CN 104311522 B CN104311522 B CN 104311522B CN 201410455555 A CN201410455555 A CN 201410455555A CN 104311522 B CN104311522 B CN 104311522B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
Abstract
The present invention relates to a kind of method extracting epigallocatechin gallate (EGCG) (EGCG) from tea raw material, the method comprises the following steps: tea raw material warm water extracts, macroporous resin column crossed by lixiviating solution, go up polyamide resin column again, the liquid concentration that obtains, crystallization, sucking filtration, washing, vacuum drying, to obtain final product.Present invention uses tea raw material and use warm water soaking, and utilize the water being higher than soaking temperature to carry out spray extraction, it is purified by continuous column chromatography, will load after pillar by macroporous resin resin, 15 30% ethanol desorbed solutions that macroporous resin obtains by pillar pass through polyamide resin column to allow feed liquid flow through, the ethanol selecting 70 85% carries out eluting, it is thus achieved that the eluent of EGCG.Eluent removes ethanol further condensing crystallizing, final EGCG product.Its content reaches more than 98%, and yield reaches more than 80%.
Description
Technical field
The present invention relates to processing field of tea leaves, be specifically related to a kind of separation from Folium Camelliae sinensis and prepare
The method of EGCG.
Background technology
Folium Camelliae sinensis refers to Theaceae Camellia Plants tea (Camellia sinensis (Linn.) O.
Kuntze) leaf.China is Folium Camelliae sinensis original producton location.Catechin belongs to Flavan-3-ol, is
Main active in Folium Camelliae sinensis.Wherein, in Summer-autumn tea leaf, catechin content is higher.
Folium Camelliae sinensis mainly includes 4 kinds of catechin compounds, respectively epicatechins
(Epicatechin, EC), L-Epicatechin gallate (Epicatechin-3-gallate,
ECG), epigallo catechin (Epigallocatechin, EGC) and epi-nutgall catechu
Element epicatechol gallate (Epigallocatechin-3-gallate, EGCG).
EGCG, is the component that in catechin, content is the highest, accounts for the 9%-13% of green tea gross weight,
Because having special stereochemical structure, there is defying age, antiallergic, anti-inflammatory, anti-spoke
Penetrate and a series of biological activitys such as antibacterial.Epidemiological study shows, EGCG contributes to treatment
With prevent some chronic diseases, such as cancer, cardiovascular disease, fat, neurodegenerative diseases,
Arthritis and osteoporosis etc..
Document is reported or EGCG technology of preparing disclosed in patent is more at present, as follows:
About with the report of flooding:
CN201210276564.9 (CN102763743A) discloses a kind of raising instant tea ester type
The processing technique of catechin content, processes including water, extracts, filters, concentrates, is dried, its
In leach extraction method be: extraction temperature 20-40 DEG C, extraction time 15min, tea ratio 1:
8-1:12, retains tea grounds after filtration, tea grounds carries out three stage countercurrent extractions.
About with the report of macroporous adsorbent resin:
CN200810033018.6 (CN101492440A) discloses major catechin in tea polyphenols
Composition isolation and purification method, the method comprises the following steps: tea polyphenol extract thing is added times amount
Water is allowed to dissolve, after upper nonpolar or low pole polystyrene type macroporous adsorptive resins, successively
It is that 10-40% ethanol solution carries out eluting, according to silica gel thin-layer layer by water and weight percent concentration
Analysis testing result, collects EGCG and flows part, the most again by this stream part decompression recycling ethanol to dry,
With chromatography polyamide column on water dissolution, by water and weight percent concentration it is the most successively
The ethanol elution of 10-30%, collects eluent, and evaporated under reduced pressure, then with the ethanol of 10-20%
Dissolving, upper chromatography, with anti-phase C18 filled column, uses 10-20% ethanol elution.This patent needs many
Secondary post excessively repeatedly, can be only achieved effective ingredient.
CN200810072019.1 (Publication No. CN101386614A) discloses resin absorption
Method prepares the method for epigallocatechin gallate (EGCG), particularly as follows: with 30-40% ethanol water
Solution dissolves tea polyphenol extract thing, obtains deep congo red color tea polyphenols solution, and under normal temperature and pressure, tea is many
Phenol solution takes off, through super high cross-linked adsorbing resin adsorption chromatography, the EGCG receipts that other catechin obtains
Liquid collecting；Concentrate through polar macroporous adsorption resin decolouring, nanofiltration, cross polydextran gel Sephadex
LH-20 chromatography purification, lyophilization and get final product.
Report about by flooding and macroporous resin adsorption:
CN200910055663.2 (CN101986855A) discloses a kind of low-caffeine, high tea
The preparation method of polyphenol tea powder, first mixes tea with water, and the weight of water is tea raw material weight
8-15 times, being heated to 50-90 DEG C, 20-60min is extracted in stirring, centrifugal, upper macroporous resin adsorption
Post, collects the composition of 90% ethanol elution.
CN201010178251.0 (CN101921253B) discloses a kind of employing and chromatographs and film skill
Art is the method for extracting epigallocatechin gallic acid ester from oolong tea, including: by oolong
Aqua Folium Camelliae sinensis raises tea liquid, uses organic polymer rolled film to carry out remove impurity and discolors, then continuous extraction
Removing tea polysaccharide, then selecting volume is 250cm3, a height of 70-100cm post, insert polarity tree
Fat, particle mean size is about 50 mesh, then sample liquid is inserted pillar, cleans with water, to effluent
Colourless, then with the ethanol elution of 70-80%, then pump in membrane separation plant, use macromolecule
Film separates, and collects liquid, be concentrated in vacuo, low temperature crystallization after separation, and rinsing obtains EGCG
Crystal.
But said method there is problems in that (1) is with oolong tea even Green Tea Polyphenols for manufacturing
Raw material, these Tea Processing cause cost of material the most higher with the production process of tea polyphenols, system
Rate is relatively low, forms EGCG holistic cost higher；(2) technique uses in a large number slaine, three
The organic reagents such as chloromethanes, bring that to easily cause environmental pollution congruence uneasy with operation a series of
Safety problem, and EGCG product is deposited in the residual potential safety hazard such as exceed standard of solvent, is unfavorable for
The popularization of the industries such as food and medicine.
Summary of the invention
For above-mentioned technical deficiency, the invention provides one separation from tea raw material and prepare table
Nutgall catechin gallic acid ester safely prepare technology.
The one that the present invention provides extracts EGCG from tea raw material
The method of ester, the method comprises the following steps: tea raw material warm water extracts, and lixiviating solution is excessive
Hole resin column, upper polyamide resin column, the liquid concentration obtained, crystallization, sucking filtration, washing,
Vacuum drying, to obtain final product.
In said method:
Described tea raw material refers to the fresh leaf picked Camellia sinensis when summer or autumn, or not
Processed by tradition and the tea product formed that directly completes, or do not processed by tradition and straight
Connecing completes is dried the tea product formed, or conventional green tea；
The extraction of described tea raw material warm water comprises the following steps: by tea fresh leaves first by its weight
The warm water 1 of 2-5 times amount soaks 30-60min, sprays into the warm water of the 3-4 times amount of its weight the most again
2,.
The temperature of described warm water 1 is 40-70 DEG C, and the temperature of warm water 2 is 60-85 DEG C, and comparatively warm water 1
Water temperature want high 10-20 DEG C；
Preferably, the temperature of described warm water 1 is 40-60 DEG C, and the temperature of warm water 2 is 60-80 DEG C,
And water temperature height 10-20 DEG C of comparatively warm water 1；
Described after letting cool, refer to that temperature drops to less than 25 DEG C, preferably 10-25 DEG C.
Described macroporous resin column of crossing comprises the following steps: the consumption volume (L) of post and tea raw material
Weight (kg) ratio for 0.5-2 times, the flow velocity of upper prop be 0.5-1.5 times of column volume/hour, use cylinder
The water elution of long-pending 2-6 times amount, then resolves with the 15%-30% ethanol of column volume 1.5-3 times, receives
Collection desorbed solution.
Described polyamide resin column of crossing comprises the following steps: the consumption volume (L) of post is former with Folium Camelliae sinensis
Material weight (kg) ratio for 0.5-2 times, on desorbed solution column flow rate be 0.5-1 times of column volume/hour, use
The 15-30% ethanol elution of column volume 0.5-2 times, then with 1.5-2.5 times of volume of column volume
The ethanol of 70-85% resolves, and collects desorbed solution.
Described concentration, is desorbed solution to be concentrated into solid content be: 20-45%.
Described macroporous resin is the HP-20 of MIT, Rhom and Hass of the U.S.
Amberlite XAD-4 or China D101 and AB-8.
The present invention provides the side extracting epigallocatechin gallate (EGCG) from tea raw material
Method has the advantage that
1, compared with prior art, the invention have the advantages that
1) tea fresh leaves can be used or do not processed and the Folium Camelliae sinensis system formed that directly completes by tradition
Product or the dry tea product formed that directly do not completed by traditional processing are as raw material, favorably
In reducing cost of material；It is also beneficial to reduce Folium Camelliae sinensis fall of EGCG in the course of processing such as kneading
Solve；
2) use warm water or hot-water soak, and utilization carries out spray higher than the water of soaking temperature and carries
Take, be conducive to saving Extraction solvent, be also beneficial to reduce stripping property impurity；Result of study shows,
The water with a fixed difference difference is utilized to carry out soaking and extracting and can more fully and effectively extract
EGCG；
3) use macroporous adsorbent resin eluting and combine the mode of gradient elution, being greatly enhanced
The content of EGCG in eluent, thus reduce other compositions in crystallisation step to EGCG
Interference, beneficially EGCG rapid crystallization in aqueous；
4) use continuous post technique excessively, both saved the upper prop time, and decreased mistake for the first time
The enrichment process of post desorbed solution, effectively reduces cost.
2, the method whole production technology green of present invention offer, environmental protection, product does not exist molten
Agent is residual the potential safety hazard such as to exceed standard.
3, the whole production technology of method that the present invention provides is simple, and production cost is relatively low, has
The strongest operability, beneficially industrialized production.
4, yield of the present invention is high, and yield reaches more than 80%.
Detailed description of the invention
Following example are used for illustrating the present invention, but are not limited to the scope of the present invention.
Embodiment 1
The dry tea product formed that directly do not completed by traditional processing by 30kg is put into
Volume is in the extraction pot of 0.5T, uniformly sprays into the pure water that temperature is 40 DEG C from extraction pot top
90L, soaks 40min.The pure water 90L of 60 DEG C is uniformly sprayed into the most again with the flow velocity of 30L/h, with
Time start blowing with the flow velocity of 30L/h, feed liquid is cooled to less than 25 DEG C through apparatus for supercooling, one
Limit blowing is while with AMBERLITE XAD4 post on the flow velocity of 30L/h, column volume is 60L.
Treat that all material upper props are complete, with 180L pure water eluting, then use 120L20% ethanol water
Resolve, with polyamide on the flow velocity of 60L/h when liquid stream to be resolved goes out with the flow velocity of 60L/h
Post, column volume is 60L.Upper prop is complete, with 60L30% ethanol water eluting PA post,
Resolving with 120L80% ethanol afterwards, collect 80% ethanol desorbed solution, desorbed solution is concentrated into solid content
For: 30-35%, concentrated solution places crystallization under conditions of 5 DEG C.After filtering and washing being crystallized,
Vacuum drying.Obtaining EGCG, content is 98.5%, and yield is 82.3%.
Embodiment 2
The Folium Camelliae sinensis that 30kg plucks is put in the extraction pot that volume is 0.5T, from extraction pot top
Uniformly spray into the pure water 75L that temperature is 70 DEG C, soak 30min.The most again with the flow velocity of 25L/h
Uniformly spraying into the pure water 100L of 85 DEG C, start blowing with the flow velocity of 25L/h (feed liquid is passed through simultaneously
Chiller is cooled to less than 25 DEG C), blowing is while with on the flow velocity of 25L/h
AMBERLITE XAD4 post, column volume is 20L.Treat that all material upper props are complete, use 80L
Pure water eluting, then resolve with the flow velocity of 20L/h with 40L 25% ethanol water, liquid stream to be resolved
With polyamide resin column on the flow velocity of 20L/h when going out, column volume is 20L.Upper prop is complete, uses 20L
25% ethanol water eluting, finally resolves with 40L85% ethanol, collects 85% ethanol and resolves
Liquid, desorbed solution is concentrated into solid content and is: 35-40%, and concentrated solution places knot under conditions of 5 DEG C
Brilliant.After filtering and washing being crystallized, vacuum drying.Obtaining EGCG, content is 98.2%, yield
It is 81.6%.
Embodiment 3
The tea product formed that directly do not completed by traditional processing by 25kg puts into volume
For in the extraction pot of 0.5T, uniformly spray into the pure water 75L that temperature is 60 DEG C from extraction pot top,
Soak 60min.Uniformly spray into the pure water 80L of 80 DEG C the most again with the flow velocity of 25L/h, simultaneously with
The flow velocity of 25L/h starts blowing (feed liquid is cooled to less than 25 DEG C through apparatus for supercooling), puts
Material is while with AMBERLITE XAD4 post on the flow velocity of 25L/h, column volume is 18L.Treat institute
There is material upper prop complete, with 60L pure water eluting, then with 50L25% ethanol water with 20L/h
Flow velocity resolve, with polyamide resin column on the flow velocity of 20L/h, cylinder when liquid stream to be resolved goes out
Amass as 20L.Upper prop is complete, with 40L30% ethanol water eluting, finally uses 50L75% second
Alcohol resolves, and collects 75% ethanol desorbed solution, and desorbed solution is concentrated into solid content and is: 30-35%, dense
Contracting liquid places crystallization under conditions of 5 DEG C.After filtering and washing being crystallized, vacuum drying.?
EGCG, content is 98.4%, and yield is 83.8%.
Comparative example 1:
Embodiment 1 and embodiment 4 with reference to CN200910055663.2 (CN101986855A)
(unique extracting method and the high separation method of EGCG content), method particularly includes:
1,200kg green tea adds 2000ml pure water, is heated to 80 DEG C, stirs (rotating speed 20r/min)
Extracting 35min, filter, filtrate is cooled to 38 DEG C through heat exchange, and filtering residue adds 1000L pure water,
Elution 30min, united extraction liquid, 1000r/min continuous centrifugal are stirred at room temperature, obtain green tea and extract
Liquid；
2, green tea extractive liquor use macroporous resin ADS-F8 adsorb, according to 1kg Folium Camelliae sinensis
The amount loading of 1.5L resin is adsorbed, and loading is complete, after 2 times of column volumes washed by 20% ethanol,
With four column volumes of 90% ethanol elution, dilute, it is concentrated into without alcohol taste, is spray-dried,
Obtain low-caffeine, the tea powder of high tea polyphenols.
Comparative example 2:
With reference to the embodiment 3 (yield is the highest) of CN201010178251.0 (CN101921253B),
Particularly as follows:
1, extract: oolong water is carried out water and carries and obtain tea liquid；
2, membrane filtration membrance concentration: room temperature, uses organic polymer rolled film to carry out remove impurity and discolors,
Tea polysaccharide is gone out in continuous extraction again, obtain purer tea polyphenols sample liquid (TP >=98%, EGCG >=
50%)；
3, chromatography: by 200ml tea polyphenols sample liquid, its tea polyphenols component is about 20g,
Under normal temperature and pressure, tea polyphenols solution being pumped into resin absorbing column, its volume is 250cm3, i.e. 1
Times column volume, equal to 250ml, selects polar macroporous resin, particle mean size about 50 mesh, its
Effluent is caffeine and pigment, and color from depth to shallow, is adsorbed complete；Clean with 2BV water again,
Flow velocity is 1BV/h, colourless to effluent, then with 80% ethanol elution, flow velocity is 1BV/h,
Collect effluent；
4, membrance separation: by effluent at normal temperatures, pumps in membrane separation plant, uses high score
Sub-ceramic membrane separates, and collecting liquid is EGCG solution；
5, crystallization: EGCG solution is concentrated in vacuo at 70 DEG C, to solid content 45%, juxtaposition
Crystallize under 5-10 DEG C of environment, after completing, rinse with water, obtain EGCG crystal, freezing dry
Dry, obtain solid EGCG, purity 98.2%, yield 42.6%.
Although, used general explanation, detailed description of the invention and test, to this
Bright make detailed description, but on the basis of the present invention, it can have been made some modifications or improvements,
This will be apparent to those skilled in the art.Therefore, without departing from present invention spirit
On the basis of these modifications or improvements, belong to the scope of protection of present invention.
Claims (3)
1. the method extracting epigallocatechin gallate (EGCG) from tea raw material,
The method comprises the following steps: tea raw material warm water extracts, and macroporous resin column crossed by lixiviating solution,
Go up polyamide resin column again, the liquid concentration that obtains, crystallization, sucking filtration, washing, vacuum drying,
Obtain；
The extraction of described tea raw material warm water comprises the following steps: by tea fresh leaves first by its weight
The warm water 1 of 2-5 times amount soaks 30-60min, sprays into the temperature of the 3-4 times amount of its weight the most again
Water 2,；
The temperature of described warm water 1 is 40-70 DEG C, and the temperature of warm water 2 is 60-85 DEG C, and warmer
The water temperature of water 1 wants height；
Described macroporous resin column of crossing comprises the following steps: the consumption volume (L) of post and tea raw material
Weight (kg) ratio for 0.5-2 times, the flow velocity of upper prop be 0.5-1.5 times of column volume/hour, use post
The water elution of volume 2-6 times amount, then resolves with the 15%-25% ethanol of column volume 1.5-3 times,
Collect desorbed solution；
Described polyamide resin column of crossing comprises the following steps: the consumption volume (L) of post is former with Folium Camelliae sinensis
Material weight (kg) ratio for 0.5-2 times, on desorbed solution column flow rate be 0.5-1 times of column volume/hour,
With the 20-30% ethanol elution of column volume 0.5-2 times, then with 1.5-2.5 times of volume of column volume
70-85% ethanol resolve, collect desorbed solution；
Described concentration, is desorbed solution to be concentrated into solid content be: 20-45%.
Method the most according to claim 1, it is characterised in that described tea raw material refers to
The fresh leaf picked Camellia sinensis when summer or autumn, or do not processed by tradition and direct
Complete the tea product formed, or do not processed by tradition and directly complete and be dried the tea formed
Leaf products, or conventional green tea.
Method the most according to claim 1, it is characterised in that the temperature of described warm water 1
Degree is for 40-60 DEG C, and the temperature of warm water 2 is 60-80 DEG C, and water temperature height 10-20 DEG C of comparatively warm water 1.
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| CN104820059B (en) * | 2015-04-22 | 2016-07-06 | 湖南农业大学 | A kind of " the method for Me Resources of Tea Plant that rapid screening contains EGCG3 |
| CN105166199A (en) * | 2015-10-10 | 2015-12-23 | 浙江长兴随易茶叶科技有限公司 | Resourceful treatment technology for tea waste |
| CN107518112A (en) * | 2016-06-20 | 2017-12-29 | 勐海茶业有限责任公司 | A kind of method for separating Pu'er tea component |
| CN106212804B (en) * | 2016-07-25 | 2023-09-15 | 统一企业(中国)投资有限公司昆山研究开发中心 | Lactic acid bacteria flavor tea beverage and preparation method thereof |
| CN106946837A (en) * | 2017-03-17 | 2017-07-14 | 宁波金昉生物科技有限公司 | The method that ester catechin is separated from green tea |
| CN107897427A (en) * | 2017-10-31 | 2018-04-13 | 中华全国供销合作总社杭州茶叶研究所 | A kind of separated method of more product synchronization moduleizations of tealeaves |
| CN108926635A (en) * | 2018-08-14 | 2018-12-04 | 铜仁学院 | A kind of technique that Flavonoids by Macroporous Adsorption Resin isolates and purifies Mount Fanjing Tea Polyphenols |
| CN110663788A (en) * | 2019-10-06 | 2020-01-10 | 杏辉天力（杭州）药业有限公司 | Tea extract and industrial preparation method and application thereof |
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| ATE346059T1 (en) * | 1999-08-16 | 2006-12-15 | Dsm Ip Assets Bv | METHOD FOR PRODUCING EPIGALLOCATECHIN GALLATE |
| CN101492440B (en) * | 2008-01-24 | 2012-10-03 | 上海新康制药厂 | Separation purification process for main catechin component in tea polyphenol and glycosidase activity |
| CN101921253B (en) * | 2010-05-14 | 2012-05-09 | 陈森全 | Method for extracting epigallocatechin gallic acid ester from oolong tea by chromatography and membrane technology |
| CN103819444B (en) * | 2014-02-26 | 2015-12-02 | 成都华高生物制品有限公司 | A kind of method extracting monomer EGCG from fresh tea leaf in its |
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