CN106749433B - 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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- CN106749433B CN106749433B CN201610993192.XA CN201610993192A CN106749433B CN 106749433 B CN106749433 B CN 106749433B CN 201610993192 A CN201610993192 A CN 201610993192A CN 106749433 B CN106749433 B CN 106749433B
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- 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
The present invention relates to manninotriose technical field of traction and preparation, in particular to the extracting method of manninotriose in a kind of fresh rehmannia root: fresh rehmannia root high temperature process processes；The preparation of manninotriose sample liquid；Alcohol precipitation；Removal of impurities decoloration concentration；Chromatographic isolation.High temperature process processing is directly carried out to fresh rehmannia root, and without the operation of radix rehmanniae recen, it greatly reduced the processing step of fresh rehmannia root processing, also, in terms of yield data, it may have active influence；Temperature is 70-80 DEG C when flooding, rather than the boiling water extraction usually used, has on raising yield and significantly affects；It is combined to obtain manninotriose through resin and gel after steaming using high temperature, total recovery reaches 4.0% or more, and purity is higher than 98.0%, provides an environmental protection, convenient and economic method for the preparation of high-purity manninotriose.
Description
Technical field
The present invention relates to manninotriose technical field of traction and preparation, in particular to the extraction of manninotriose in a kind of fresh rehmannia root
Method.
Background technique
Manninotriose (English name: manninotriose, molecular formula C18H32O16), it is a kind of natural functional oligosaccharide,
Can profitable strain (Bifidobacterium and lactic acid bacteria etc.) in potent proliferation human body intestinal canal, there is good physiological function.It is especially heavy
It wants, manninotriose is the processed highest chemical component of content after being processed into Rehmannia glutinosa of fresh rehmannia root, 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 become a kind of original new drug with exploitation after further study, and provides for the control of the quality of glutinous rehmannia
With reference to.
CN104059111B disclose it is a kind of use Radix Rehmanniae for raw material, obtain the side of manninotriose with Activated carbon separation
Case.Manninotriose content is relatively low inclined so as to cause recovery rate (because content of stachyose is higher than manninotriose several times) in used raw material
It is low, it be easy to cause absorption to which recovery rate further decreases using Activated carbon separation manninotriose.
Guo Wei etc. is in Shanghai Univ. of Traditional Chinese Medicine's journal, and 2007,21 (6): " active constituent manninotriose mentions 70-72. in glutinous rehmannia
Using Rehmannia glutinosa as raw material in taking technique research ", boiling water extracting technology, such as time, number, amount of water are optimized, but it is used
Be boiling water extraction, energy consumption is big, and recovery rate is not high.
It is raw after being processed in the master thesis " research of fresh rehmannia root postpartum processing mechanism " of Shandong University Zhao Yu with fresh rehmannia root
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, is existed for control glutinous rehmannia
The degradation mode of stachyose provides beneficial reference during Processing methods, but is not referred in paper how by manninotriose
Greatly extract.
Summary of the invention
The height of energy consumption present in the technique of manninotriose, recovery rate are extracted to solve the above prior art from fresh rehmannia root
Not high problem, this application discloses a kind of extracting methods processed from fresh rehmannia root until the manninotriose for extracting, purifying.
What the present invention was obtained through the following steps:
The extracting method of manninotriose in a kind of fresh rehmannia root, comprising the following steps:
(1) fresh rehmannia root high temperature process processes: fresh rehmannia root is sliced after cleaning, and airtight heating to 90-95 DEG C of holding 5-6h carries out
It processes；
(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
0.5-1 h is extracted, residue continues extraction 1 time by aforesaid operations, merges leaching liquor, is concentrated in vacuo to get manninotriose sample liquid is arrived；
(3) alcohol precipitation: being added manninotriose sample liquid for ethyl alcohol, and Temperature fall is stood, and obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decoloration concentration: the alcohol precipitation part that step (3) obtains is diluted with water, with 0.5% active carbon or macropore
Resin decolorization is adsorbed, is concentrated to give concentrate after filtering；
(5) chromatographic isolation: concentrate is diluted, and by gel LH20 column chromatography with 25% ethanol elution, is detected with TLC
Merge the fraction containing manninotriose, is concentrated or is freeze-dried and to obtain manninotriose.
The extracting method, the mass ratio of fresh rehmannia root Preparata and water is 1:2 in preferred steps (2).
The extracting method, ethyl alcohol and manninotriose sample liquid volume ratio are 1:2 in preferred steps (3).
The extracting method, sample solution weight and resin volume ratio are 450g/L when decoloration in preferred steps (4).
Manninotriose sample liquid is added in preferred steps (3) in ethyl alcohol by the extracting method, is kept the temperature at 80 DEG C of temperature
30min, Temperature fall are stood for 24 hours.
The extracting method, the manninotriose purity that preferred steps (5) obtain are greater than 98%, total recovery >=4%.
The extracting method, preferred steps (2) are middle to merge leaching liquor, is concentrated in vacuo to 60 ° of Brix to get sweet dew three is arrived
Sugar-like liquid.
Sample liquid is concentrated to 60 ° of Brix in the extracting method under the conditions of 60 DEG C after the middle filtering of preferred steps (4)；
Concentrate is diluted to 10 ° of Brix in preferred steps (5), then after chromatographic column by the extracting method.
The alcohol precipitation part that step (3) obtains is diluted with water 10 times in preferred steps (4) by the extracting method.
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, it greatly reduced freshly
The processing step of Huang processing, manninotriose rich content after processing, also, in terms of yield data, it may have active influence；
2) temperature is 70-80 DEG C when flooding, rather than the boiling water extraction usually used, has significant shadow to yield is improved
It rings；
3) it is combined to obtain manninotriose through resin and gel after steaming using high temperature, total recovery reaches 4.0% or more, purity
Higher than 98.0%, an environmental protection, convenient and economic method are provided for the preparation of high-purity manninotriose；
4) preparation process is succinct and solvent for use environmental protection and economy, stable product quality are controllable.
Detailed description of the invention
Fig. 1: fresh rehmannia root,
Fig. 2: fresh rehmannia root HPLC,
Fig. 3: Jinan Jian Lian pharmacy radix rehmanniae recen HPLC,
Fig. 4: Jinan Jian Lian pharmacy Rehmannia glutinosa HPLC,
Fig. 5 is the HPLC of the radix rehmanniae recen in comparative example 1,
Fig. 6 is the HPLC of the Rehmannia glutinosa in comparative example 1,
Fig. 7 is HPLC of the fresh rehmannia root after high temperature process processes in embodiment 1,
Fig. 8: high-purity manninotriose monomer HPLC.
Specific embodiment
Invention is further explained combined with specific embodiments below:
A kind of method by fresh rehmannia root preparation high-purity manninotriose of embodiment 1, is made of following steps:
(1) fresh rehmannia root high temperature process processes: the fresh rehmannia root 25.0g after taking harvesting discards mildew and rot position, is sliced after cleaning,
It is cut into the slice with a thickness of 3cm, airtight heating to 90 DEG C of holding 6h；
(2) prepared by manninotriose sample liquid: the fresh rehmannia root Processing methods in mass ratio obtaining step (1) for the ratio of 1:2
Product, which are added in 70 DEG C of water, extracts 0.5h, and residue continues extraction 1 time by above-mentioned technique, merges leaching liquor, is concentrated in vacuo to 60 °
The liquid glucose of Brix to get arrive manninotriose sample liquid.
(3) alcohol precipitation obtains manninotriose sample liquid alcohol precipitation part: manninotriose sample is added in ethyl alcohol for the ratio of 1:2 by volume
Liquid, in 80 DEG C of heat preservation 30min of temperature, Temperature fall is stood for 24 hours, obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decoloration is concentrated to give manninotriose sample liquid: the obtained alcohol precipitation manninotriose sample liquid of step 3 is diluted with water
10 times, with 0.5% active carbon or macroporous absorbent resin (sample solution weight and resin volume ratio be 450g/L) decoloration, filtering
Sample liquid is concentrated under the conditions of 60 DEG C afterwards to 60 ° of Brix；
(5) gel LH20 pillar layer separation obtains manninotriose: manninotriose sample liquid being diluted to 10 ° of Brix, by solidifying
Glue LH20 column chromatography is with 25% ethanol elution, and fraction with TLC combining data detection containing manninotriose is concentrated or is freeze-dried
Manninotriose is concentrated and dried to obtain manninotriose 1.1g, purity 98.5%, total recovery 4.4%.
A kind of method by fresh rehmannia root preparation high-purity manninotriose of embodiment 2, is made of following steps:
(1) fresh rehmannia root high temperature process processes: the fresh rehmannia root 50.0g after taking harvesting discards mildew and rot position, is sliced after cleaning,
It is cut into the slice with a thickness of 4cm, airtight heating to 95 DEG C of holding 5h；
(2) prepared by manninotriose sample liquid: the fresh rehmannia root in mass ratio obtaining step (1) for the ratio of 1:2.5 processes big gun
Product, which is added in 80 DEG C of water, extracts 1h, and residue continues extraction 1 time by above-mentioned technique, merges leaching liquor, is concentrated in vacuo to 60 °
The liquid glucose of Brix to get arrive manninotriose sample liquid.
(3) alcohol precipitation obtains manninotriose sample liquid alcohol precipitation part: manninotriose sample is added in ethyl alcohol for the ratio of 1:2 by volume
Liquid, in 80 DEG C of heat preservation 30min of temperature, Temperature fall is stood for 24 hours, obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decoloration is concentrated to give manninotriose sample liquid: the obtained alcohol precipitation manninotriose sample liquid of step 3 is diluted with water
10 times, with 1% active carbon or macroporous absorbent resin (sample solution weight and resin volume ratio be 450g/L) decoloration, after filtering
Sample liquid is concentrated under the conditions of 60 DEG C to 60 ° of Brix；
(5) gel LH20 pillar layer separation obtains manninotriose: manninotriose sample liquid being diluted to 10 ° of Brix, by solidifying
Glue LH20 column chromatography is with 20% ethanol elution, and fraction with TLC combining data detection containing manninotriose is concentrated to give manninotriose, dense
Contract dry manninotriose 2.0g, purity 98.1%, total recovery 4.0%.
A kind of method by fresh rehmannia root preparation high-purity manninotriose of embodiment 3, is made of following steps:
(1) fresh rehmannia root high temperature process processes: the fresh rehmannia root 100.0g after taking harvesting discards mildew and rot position, is sliced after cleaning,
It is cut into the slice with a thickness of 3cm, airtight heating to 90 DEG C of holding 6h；
(2) prepared by manninotriose sample liquid: the fresh rehmannia root Processing methods in mass ratio obtaining step (1) for the ratio of 1:2
Product, which are added in 80 DEG C of water, extracts 1h, and residue continues extraction 1 time by above-mentioned technique, merges leaching liquor, is concentrated in vacuo to 60 ° of Brix
Liquid glucose to get arrive manninotriose sample liquid.
(3) alcohol precipitation obtains manninotriose sample liquid alcohol precipitation part: manninotriose sample is added in ethyl alcohol for the ratio of 1:2 by volume
Liquid, in 80 DEG C of heat preservation 30min of temperature, Temperature fall is stood for 24 hours, obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decoloration is concentrated to give manninotriose sample liquid: the obtained alcohol precipitation manninotriose sample liquid of step 3 is diluted with water
10 times, with 1% active carbon or macroporous absorbent resin (sample solution weight and resin volume ratio be 450g/L) decoloration, after filtering
Sample liquid is concentrated under the conditions of 60 DEG C to 60 ° of Brix；
(5) gel LH20 pillar layer separation obtains manninotriose: manninotriose sample liquid being diluted to 10 ° of Brix, by solidifying
Glue LH20 column chromatography is with 20% ethanol elution, and fraction with TLC combining data detection containing manninotriose is concentrated to give manninotriose, dense
Contract dry manninotriose 4.3g, purity 98.3%, total recovery 4.3%.
Comparative example 1
It is radix rehmanniae recen that 60 DEG C, which bake, in fresh rehmannia root in step (1), carries out step 2 behaviour after steaming 16 hours in radix rehmanniae recen steamer
Make, subsequent operation is identical with embodiment 3.Purity 98.4%, total recovery 0.9%.
Comparative example 2
Compared with embodiment 3, water is boiling water in the flooding operation in step (2), 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 method is as follows:
1200 high performance liquid chromatograph of U.S. Agilent, including quaternary pump, autosampler, column oven and Agilent
Chem Station work station.Evaporative light scattering detector is Alltech ELSD 2000ES.Acetonitrile (chromatographically pure) is purchased from
Honeywell Burdick&Jackson, experimental water are prepared by the ultrapure hydrotreater of Milli-Q Integral 3.Chromatography
Column: Thermo Aps-2 Hypersil NH2(4.6mm × 250mm, 5 μm), mobile phase: acetonitrile-water (75:25), flow velocity: 1
mL/min.Evaporative light scattering detector drift tube temperature be 94 DEG C, carrier gas air velocity be 2.2L/min, 25 DEG C of column temperature, sample introduction
Measure 10 μ L.Sample is accurately weighed, and appropriate amount of water is added to be dissolved into 1mg/mL solution.
Fig. 3 and 4 is respectively the HPLC of the radix rehmanniae recen and Rehmannia glutinosa bought from Jinan Jian Lian pharmacy, and Figures 5 and 6 are respectively to compare
The HPLC of radix rehmanniae recen and Rehmannia glutinosa in example 1, Fig. 7 are the fresh rehmannia root HPLC after high temperature process processes, Fig. 8 in embodiment 1
For high-purity manninotriose monomer HPLC.It can be seen that from the radix rehmanniae recen and Rehmannia glutinosa conveniently bought on the market from Fig. 2-8
The content of manninotriose is all relatively low, the content of manninotriose in the radix rehmanniae recen and Rehmannia glutinosa that concocting method obtains in comparative example 1
Also relatively low, and in the Rehmannia glutinosa that the concocting method in the embodiment of the present application 1 obtains, manninotriose content is higher, receives to improve
Rate provides material base.
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by the limit of embodiment
System, other any changes made without departing from the spirit and principles of the present invention, modification, combination, substitution, simplification should be
Equivalence replacement mode, is included within the scope of the present invention.
Claims (10)
1. the extracting method of manninotriose in a kind of fresh rehmannia root, it is characterised in that the following steps are included:
(1) fresh rehmannia root high temperature process processes: fresh rehmannia root is sliced after cleaning, and airtight heating to 90-95 DEG C of holding 5-6h is processed；
(2) prepared by manninotriose sample liquid: the fresh rehmannia root Preparata that step (1) obtains being added in 70-80 DEG C of water and is extracted
0.5-1h, residue continue extraction 1 time by aforesaid operations, merge leaching liquor, are concentrated in vacuo to get manninotriose sample liquid is arrived；
(3) alcohol precipitation: being added manninotriose sample liquid for ethyl alcohol, and Temperature fall is stood, and obtains manninotriose sample liquid alcohol precipitation part；
(4) removal of impurities decoloration concentration: the alcohol precipitation part that step (3) obtains is diluted with water, active 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 chromatography with 25% ethanol elution, with TLC combining data detection
Fraction containing manninotriose is concentrated or is freeze-dried and to 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 ethyl alcohol and manninotriose sample liquid volume ratio in step (3)
For 1:2.
4. extracting method according to claim 1, it is characterised in that sample solution weight and resinite when decolourizing in step (4)
Product ratio is 450g/L.
5. extracting method according to claim 1, it is characterised in that manninotriose sample liquid is added in ethyl alcohol in step (3),
In 80 DEG C of heat preservation 30min of temperature, Temperature fall is stood for 24 hours.
6. extracting method according to claim 1, it is characterised in that the manninotriose purity that step (5) obtains is greater 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 to get arrive manninotriose sample liquid.
8. extracting method according to claim 1, it is characterised in that sample is concentrated 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)
It is diluted with water 10 times.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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)
| Publication number | Priority date | Publication date | Assignee | Title |
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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 |
| 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 |
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| 熟地黄中活性成分甘露三糖提取工艺研究;郭威等;《上海中医药大学学报》;20071130;第21卷(第6期);第70-72页 * |
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