CN106749433A - The extracting method of manninotriose in a kind of fresh rehmannia root - Google Patents
The extracting method of manninotriose in a kind of fresh rehmannia root Download PDFInfo
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- CN106749433A CN106749433A CN201610993192.XA CN201610993192A CN106749433A CN 106749433 A CN106749433 A CN 106749433A CN 201610993192 A CN201610993192 A CN 201610993192A CN 106749433 A CN106749433 A CN 106749433A
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- manninotriose
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
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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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Abstract
Preparing technical field, the extracting method of manninotriose in more particularly to a kind of fresh rehmannia root are extracted the present invention relates to manninotriose：Fresh rehmannia root high temperature process is processed；It is prepared by manninotriose sample liquid；Alcohol precipitation；Removal of impurities decolourizes to concentrate；Chromatographic isolation.High temperature process processing is directly carried out to fresh rehmannia root, and without the operation of radix rehmanniae recen, greatly reducing the processing step of fresh rehmannia root processing, also, from terms of yield data, it may have active influence；Temperature is 70 80 DEG C during flooding, is extracted rather than the boiling water for usually using, and has on raising yield and significantly affects；Manninotriose is obtained through resin and gel combination after being steamed using high temperature, total recovery reaches more than 4.0%, and purity is higher than 98.0%, for the preparation of high-purity manninotriose provides an environmental protection, convenient and economic method.
Description
Technical field
Preparing technical field, the extraction of manninotriose in more particularly to a kind of fresh rehmannia root are extracted the present invention relates to manninotriose
Method.
Background technology
Manninotriose (English name：Manninotriose, molecular formula C18H32O16), it is a kind of natural functional oligosaccharide,
Can be with profitable strain (Bifidobacterium and lactic acid bacteria etc.) in potent propagation human body intestinal canal, with good physiological function.Particularly weigh
Want, manninotriose is that fresh rehmannia root is processed is processed into content highest chemical composition after prepared rhizome of rehmannia, and content is up to 30% (folding
Dry meter), therefore consider from economic benefit and safety perspective, it is necessary to exploitation prepares high-purity manninotriose from fresh rehmannia root
Method, to make manninotriose turn into a class original new drug with exploitation after further study, and for the quality control of glutinous rehmannia is provided
With reference to.
It is raw material that CN104059111B discloses one kind and uses Radix Rehmanniae, and the side of manninotriose is obtained with Activated carbon separation
Case.Manninotriose content relatively low (because content of stachyose is higher than manninotriose several times) is so as to cause recovery rate inclined in used raw material
It is low, absorption is easily caused so as to recovery rate is further reduced using Activated carbon separation manninotriose.
Guo Wei etc. is in Shanghai Univ. of Traditional Chinese Medicine's journal, 2007,21 (6):" active component manninotriose is carried 70-72. in glutinous rehmannia
With prepared rhizome of rehmannia as raw material in taking technique research ", boiling water extracting technology, such as time, number of times, amount of water are optimized, but it is used
Be boiling water extraction, energy resource consumption is big, and recovery rate is not high.
The master thesis of Shandong University Zhao Yu《Fresh rehmannia root postpartum processing mechanism is studied》In processed with fresh rehmannia root after it is raw
Glutinous rehmannia is raw material, determines the changes of contents of the manninotriose under the influence of the factors such as different temperatures and time, for control glutinous rehmannia exists
The degraded mode of stachyose provides beneficial reference during Processing methods, but how is not referred in paper by manninotriose
Greatly extract.
The content of the invention
High energy consumption, recovery rate present in the technique of manninotriose are extracted from fresh rehmannia root in order to solve above prior art
Problem not high, processes until the extracting method of the manninotriose for extracting, purifying this application discloses a kind of from fresh rehmannia root.
What the present invention was obtained through the following steps：
The extracting method of manninotriose, comprises the following steps in a kind of fresh rehmannia root：
(1) fresh rehmannia root high temperature process is processed：Fresh rehmannia root is cut into slices after cleaning, and airtight heating to 90-95 DEG C of holding 5-6h is carried out
Process；
(2) prepared by manninotriose sample liquid：The fresh rehmannia root Preparata that step (1) is obtained is added in 70-80 DEG C of water
Extraction 0.5-1h, residue presses aforesaid operations and continues to extract 1 time, merges leaching liquor, and vacuum concentration obtains manninotriose sample liquid；
(3) alcohol precipitation：Ethanol is added into manninotriose sample liquid, Temperature fall stands, and obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decolourizes to concentrate：The alcohol precipitation part dilute with water that step (3) is obtained, with 0.5% activated carbon or macropore
Polymeric adsorbent is decolourized, and concentrate is concentrated to give after filtering；
(5) chromatographic isolation：Concentrate is diluted, by gel LH20 column chromatographys with 25% ethanol elution, is detected with TLC
Merge the cut containing manninotriose, concentration or freeze-drying obtain manninotriose.
Described extracting method, fresh rehmannia root Preparata and the mass ratio of water are 1 in preferred steps (2):2.
Described extracting method, ethanol and manninotriose sample liquid volume ratio are 1 in preferred steps (3):2.
Sample solution weight and resin volume ratio are 450g/L when being decolourized in described extracting method, preferred steps (4).
Described extracting method, manninotriose sample liquid is added in preferred steps (3) by ethanol, in 80 DEG C of insulations of temperature
30min, Temperature fall stands 24h.
Described extracting method, the manninotriose purity that preferred steps (5) are obtained is more than 98%, total recovery >=4%.
Merge leaching liquor in described extracting method, preferred steps (2), be concentrated in vacuo to 60。Brix, that is, obtain sweet dew three
Sugar-like liquid.
Concentrate sample liquid to 60 in described extracting method, preferred steps (4) after filtering under the conditions of 60 DEG C。Brix；
Concentrate is diluted to 10 by described extracting method, preferred steps in (5)。Brix, then after chromatographic column.
Described extracting method, 10 times of alcohol precipitation part dilute with water for obtaining step (3) in preferred steps (4).
Beneficial effects of the present invention：
1) high temperature process processing is directly carried out to fresh rehmannia root, and without the operation of radix rehmanniae recen, is greatly reducing freshly
The processing step of Huang processing, manninotriose rich content after processing, also, from terms of yield data, it may have active influence；
2) temperature is 70-80 DEG C during flooding, is extracted rather than the boiling water for usually using, and has notable shadow to improving yield
Ring；
3) manninotriose is obtained through resin and gel combination after being steamed using high temperature, total recovery reaches more than 4.0%, purity
Higher than 98.0%, for the preparation of high-purity manninotriose provides an environmental protection, convenient and economic method；
4) preparation technology is succinct and solvent for use environmental protection and economy, and product quality is stablized controllable.
Brief description of the drawings
Fig. 1：Fresh rehmannia root,
Fig. 2：Fresh rehmannia root HPLC,
Fig. 3：Jinan Jian Lian pharmacies radix rehmanniae recen HPLC,
Fig. 4：Jinan Jian Lian pharmacies prepared rhizome of rehmannia HPLC,
Fig. 5 is the HPLC of the radix rehmanniae recen in comparative example 1,
Fig. 6 is the HPLC of the prepared rhizome of rehmannia in comparative example 1,
Fig. 7 be embodiment 1 in fresh rehmannia root through high temperature process process after HPLC,
Fig. 8：High-purity manninotriose monomer HPLC.
Specific embodiment
The present invention is further described with reference to specific embodiment：
A kind of method that high-purity manninotriose is prepared by fresh rehmannia root of embodiment 1, is made up of following steps：
(1) fresh rehmannia root high temperature process is processed：The fresh rehmannia root 25.0g after harvesting is taken, mildew and rot position is discarded, cut into slices after cleaning,
It is cut into the section that thickness is 3cm, airtight heating to 90 DEG C of holding 6h；
(2) prepared by manninotriose sample liquid：In mass ratio it is 1:The fresh rehmannia root Processing methods that 2 ratio obtains step (1)
0.5h is extracted in the water of 70 DEG C of product addition, residue is continued to extract 1 time by above-mentioned technique, merges leaching liquor, is concentrated in vacuo to 60。
The liquid glucose of Brix, that is, obtain manninotriose sample liquid.
(3) alcohol precipitation obtains manninotriose sample liquid alcohol precipitation part：It is by volume 1:Ethanol is added manninotriose sample by 2 ratio
Liquid, in 80 DEG C of insulation 30min of temperature, Temperature fall stands 24h, obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decolourizes to be concentrated to give manninotriose sample liquid：By the alcohol precipitation manninotriose sample liquid dilute with water obtained by step 3
10 times, decolourized with 0.5% activated carbon or macroporous absorbent resin (sample solution weight and resin volume ratio are 450g/L), filtering
Sample liquid to 60 is concentrated under the conditions of 60 DEG C afterwards。Brix；
(5) gel LH20 pillar layer separations obtain manninotriose：Manninotriose sample liquid is diluted to 10。Brix, by solidifying
With 25% ethanol elution, with cut of the TLC combining data detections containing manninotriose, concentration or freeze-drying obtain sweet to glue LH20 column chromatographys
Dew trisaccharide, concentrate drying obtains manninotriose 1.1g, purity 98.5%, total recovery 4.4%.
A kind of method that high-purity manninotriose is prepared by fresh rehmannia root of embodiment 2, is made up of following steps：
(1) fresh rehmannia root high temperature process is processed：The fresh rehmannia root 50.0g after harvesting is taken, mildew and rot position is discarded, cut into slices after cleaning,
It is cut into the section that thickness is 4cm, airtight heating to 95 DEG C of holding 5h；
(2) prepared by manninotriose sample liquid：In mass ratio it is 1:The fresh rehmannia root processing big gun that 2.5 ratio obtains step (1)
1h is extracted in the water of 80 DEG C of product addition, residue is continued to extract 1 time by above-mentioned technique, merges leaching liquor, is concentrated in vacuo to 60。
The liquid glucose of Brix, that is, obtain manninotriose sample liquid.
(3) alcohol precipitation obtains manninotriose sample liquid alcohol precipitation part：It is by volume 1:Ethanol is added manninotriose sample by 2 ratio
Liquid, in 80 DEG C of insulation 30min of temperature, Temperature fall stands 24h, obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decolourizes to be concentrated to give manninotriose sample liquid：By the alcohol precipitation manninotriose sample liquid dilute with water obtained by step 3
10 times, decolourized with 1% activated carbon or macroporous absorbent resin (sample solution weight and resin volume ratio are 450g/L), after filtering
Sample liquid to 60 is concentrated under the conditions of 60 DEG C。Brix；
(5) gel LH20 pillar layer separations obtain manninotriose：Manninotriose sample liquid is diluted to 10。Brix, by solidifying
Glue LH20 column chromatographys, with cut of the TLC combining data detections containing manninotriose, are concentrated to give manninotriose with 20% ethanol elution, dense
Contracting dry manninotriose 2.0g, purity 98.1%, total recovery 4.0%.
A kind of method that high-purity manninotriose is prepared by fresh rehmannia root of embodiment 3, is made up of following steps：
(1) fresh rehmannia root high temperature process is processed：The fresh rehmannia root 100.0g after harvesting is taken, mildew and rot position is discarded, cut into slices after cleaning,
It is cut into the section that thickness is 3cm, airtight heating to 90 DEG C of holding 6h；
(2) prepared by manninotriose sample liquid：In mass ratio it is 1:The fresh rehmannia root Processing methods that 2 ratio obtains step (1)
1h is extracted in the water of 80 DEG C of product addition, residue is continued to extract 1 time by above-mentioned technique, merges leaching liquor, is concentrated in vacuo to 60.Brix
Liquid glucose, that is, obtain manninotriose sample liquid.
(3) alcohol precipitation obtains manninotriose sample liquid alcohol precipitation part：It is by volume 1:Ethanol is added manninotriose sample by 2 ratio
Liquid, in 80 DEG C of insulation 30min of temperature, Temperature fall stands 24h, obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decolourizes to be concentrated to give manninotriose sample liquid：By the alcohol precipitation manninotriose sample liquid dilute with water obtained by step 3
10 times, decolourized with 1% activated carbon or macroporous absorbent resin (sample solution weight and resin volume ratio are 450g/L), after filtering
Sample liquid to 60 is concentrated under the conditions of 60 DEG C。Brix；
(5) gel LH20 pillar layer separations obtain manninotriose：Manninotriose sample liquid is diluted to 10。Brix, by solidifying
Glue LH20 column chromatographys, with cut of the TLC combining data detections containing manninotriose, are concentrated to give manninotriose with 20% ethanol elution, dense
Contracting dry manninotriose 4.3g, purity 98.3%, total recovery 4.3%.
Comparative example 1
It is radix rehmanniae recen that 60 DEG C bakee in fresh rehmannia root in step (1), and the 2nd step behaviour is carried out after being steamed in radix rehmanniae recen steamer 16 hours
Make, subsequent operation is identical with embodiment 3.Purity 98.4%, total recovery 0.9%.
Comparative example 2
Compared with embodiment 3, the flooding operation reclaimed water in step (2) is boiling water, and remaining operation is identical with embodiment 3.
Purity 98.2%, total recovery 2.5%.
Fig. 1 is the picture of fresh rehmannia root, and Fig. 2 is the HPLC of fresh rehmannia root, and HPLC detection methods are as follows：
The high performance liquid chromatographs of U.S. Agilent 1200, including quaternary pump, automatic sampler, column oven and Agilent
Chem Station work stations.EISD is Alltech ELSD 2000ES.Acetonitrile (chromatographically pure) is purchased from
Honeywell Burdick＆Jackson, experimental water is prepared by the ultrapure hydrotreaters of Milli-Q Integral 3.Chromatogram
Post:Thermo Aps-2 Hypersil NH2(4.6mm × 250mm, 5 μm), mobile phase:Acetonitrile-water (75:25), flow velocity:
1mL/min.EISD drift tube temperature is 94 DEG C, and carrier gas air velocity is 2.2L/min, 25 DEG C of column temperature, sample introduction
Measure 10 μ L.Sample is accurately weighed, adds water and be dissolved into 1mg/mL solution in right amount.
Fig. 3 and 4 is respectively the HPLC of the radix rehmanniae recen and prepared rhizome of rehmannia from the purchase of Jinan Jian Lian pharmacies, and Fig. 5 and 6 is respectively and contrasts
The HPLC of radix rehmanniae recen and prepared rhizome of rehmannia in example 1, Fig. 7 are the HPLC after fresh rehmannia root processes through high temperature process in embodiment 1, and Fig. 8 is
High-purity manninotriose monomer HPLC.As can be seen that sweet from the radix rehmanniae recen and prepared rhizome of rehmannia conveniently bought on the market from Fig. 2-8
Reveal the content of trisaccharide all than relatively low, the content of manninotriose in concocting method is obtained in comparative example 1 radix rehmanniae recen and prepared rhizome of rehmannia
Than relatively low, and in the prepared rhizome of rehmannia that the concocting method in the embodiment of the present application 1 is obtained, manninotriose content is higher, is to improve yield
There is provided material base.
Above-described embodiment is not limited for the present invention preferably implementation method, but embodiments of the present invention by embodiment
System, other it is any without departing from Spirit Essence of the invention and the change, modification made under principle, combine, substitute, simplify and should be
Equivalence replacement mode, is included within protection scope of the present invention.
Claims (10)
1. in a kind of fresh rehmannia root manninotriose extracting method, it is characterised in that comprise the following steps：
(1) fresh rehmannia root high temperature process is processed：Fresh rehmannia root is cut into slices after cleaning, and airtight heating to 90-95 DEG C of holding 5-6h is processed；
(2) prepared by manninotriose sample liquid：Extracted in the water of 70-80 DEG C of the fresh rehmannia root Preparata addition that step (1) is obtained
0.5-1h, residue presses aforesaid operations and continues to extract 1 time, merges leaching liquor, and vacuum concentration obtains manninotriose sample liquid；
(3) alcohol precipitation：Ethanol is added into manninotriose sample liquid, Temperature fall stands, and obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decolourizes to concentrate：The alcohol precipitation part dilute with water that step (3) is obtained, activated carbon or macroporous absorption with 0.5%
Resin decolorization, is concentrated to give concentrate after filtering；
(5) chromatographic isolation：Concentrate is diluted, by gel LH20 column chromatographys with 25% ethanol elution, with TLC combining data detections
Cut containing manninotriose, concentration or freeze-drying obtain manninotriose.
2. extracting method according to claim 1, it is characterised in that the matter of fresh rehmannia root Preparata and water in step (2)
Amount is than being 1:2.
3. extracting method according to claim 1, it is characterised in that ethanol and manninotriose sample liquid volume ratio in step (3)
It is 1:2.
4. extracting method according to claim 1, it is characterised in that sample solution weight and resinite when being decolourized in step (4)
Product ratio is 450g/L.
5. extracting method according to claim 1, it is characterised in that ethanol is added into manninotriose sample liquid in step (3),
In 80 DEG C of insulation 30min of temperature, Temperature fall stands 24h.
6. extracting method according to claim 1, it is characterised in that the manninotriose purity that step (5) is obtained is more than
98%, total recovery >=4%.
7. extracting method according to claim 1, it is characterised in that merge leaching liquor in step (2), be concentrated in vacuo to 60 °
Brix, that is, obtain manninotriose sample liquid.
8. extracting method according to claim 1, it is characterised in that concentrate sample under the conditions of 60 DEG C after filtering in step (4)
Liquid is to 60 ° of Brix.
9. extracting method according to claim 1, it is characterised in that concentrate is diluted to 10 ° of Brix in step (5), so
Afterwards after chromatographic column.
10. extracting method according to claim 1, it is characterised in that the alcohol precipitation part for obtaining step (3) in step (4)
10 times of dilute with water.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113476525A (en) * | 2021-08-11 | 2021-10-08 | 江苏省中医药研究院 | Traditional Chinese medicine glucoside composition with lipid-lowering and weight-losing effects and preparation method and application thereof |
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| CN102784233A (en) * | 2012-08-01 | 2012-11-21 | 亳州市国一堂中药饮片有限公司 | Processing technology for decoction pieces of prepared rehmannia root |
| CN104059111A (en) * | 2014-05-19 | 2014-09-24 | 邱建国 | Method for extracting manninotriose monomer from rehmannia by virtue of activated carbon gradient elution |
| KR20150015987A (en) * | 2013-08-02 | 2015-02-11 | 재단법인 산청한방약초연구소 | Method for preparing Rehmanniae Radix Preparata |
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Patent Citations (3)
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| CN102784233A (en) * | 2012-08-01 | 2012-11-21 | 亳州市国一堂中药饮片有限公司 | Processing technology for decoction pieces of prepared rehmannia root |
| KR20150015987A (en) * | 2013-08-02 | 2015-02-11 | 재단법인 산청한방약초연구소 | Method for preparing Rehmanniae Radix Preparata |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113476525A (en) * | 2021-08-11 | 2021-10-08 | 江苏省中医药研究院 | Traditional Chinese medicine glucoside composition with lipid-lowering and weight-losing effects and preparation method and application thereof |
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