CN110283115A - A method of extracting 1-DNJ from ramulus mori - Google Patents
A method of extracting 1-DNJ from ramulus mori Download PDFInfo
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- CN110283115A CN110283115A CN201910660067.0A CN201910660067A CN110283115A CN 110283115 A CN110283115 A CN 110283115A CN 201910660067 A CN201910660067 A CN 201910660067A CN 110283115 A CN110283115 A CN 110283115A
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- dnj
- ramulus mori
- eluent
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
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- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The present invention relates to the methods that 1-DNJ is extracted from ramulus mori, using ramulus mori as raw material, including (1), with alcohol solution ramulus mori is extracted, obtain crude extract；(2), ungrease treatment is carried out to crude extract, obtains semi-finished product；(3), semi-finished product are dissolved with ethanol-water solution, the load solution that turbidity is lower than 0.5 ° is made, using macroreticular resin D101 splitter, after wet process loading, it stands, until resin reaches adsorption equilibrium, using ethanol-water solution as eluent, carry out gradient elution or isocratic stepwise elution, the eluent that 1-DNJ mass fraction is greater than 20% is collected, is merged, concentration, it is dry, obtain crude product；(4), the purification of step (3) is repeated to crude product, collects the eluent that 1-DNJ mass fraction is more than or equal to 95%, is merged, concentration, it is dry to get the 1-DNJ.The present invention being capable of high efficiency extraction 1-DNJ, easy to operate, low in cost, suitable large-scale production from ramulus mori.
Description
Technical field
A kind of method that 1-DNJ is extracted from ramulus mori of the present invention.
Background technique
1-DNJ is a kind of glycosidase inhibitor, has the function of hypoglycemic, antiviral and anti-tumor metastasis.
Research finds all to contain 1-DNJ in mulberry leaf, ramulus mori, mulberries and silkworm excrement.But mulberry leaf are the important originals bred silkworms
Material.And ramulus mori is the spray of moraceae plants mulberry, ramulus mori accounts for 64% or so that amount of dry matter is produced in mulberry field per year, is raw in silkworm and mulberry resource
The highest substance of object amount occupation ratio.However, small part is used as fuel, most of mulberry branch quilt in traditional Sericultural production
Discarded, not only its resource value is not developed very well, also polluted environment.
It is known that ramulus mori contains the 1-DNJ of different content with the difference in the place of production.The present invention is provided from ramulus mori
The method of middle high efficiency extraction 1-DNJ will be with important economy and environmental benefit.
Summary of the invention
The side of technical problem to be solved by the invention is to provide a kind of from ramulus mori high efficiency extraction 1-DNJ
Method.
In order to solve the above technical problems, the present invention adopts the following technical scheme that:
A method of 1-DNJ is extracted from ramulus mori, using ramulus mori as raw material, including the following step successively carried out
It is rapid:
(1), ramulus mori is extracted with the alcohol solution that alcohol volume content is 65wt% ~ 75wt%, concentrated extracting solution, it is dry,
Obtain crude extract；
(2), ungrease treatment is carried out to crude extract obtained by step (1) with petroleum ether, is repeatedly extracted using ethyl acetate later, merged
Acetic acid ethyl acetate extract, vacuum decompression recycling design obtain flow-like substance, and 40 DEG C or less are dried in vacuo to obtain semi-finished product；
(3), semi-finished product obtained by step (2) are dissolved with ethanol-water solution, the load solution that turbidity is lower than 0.5 ° is made, adopts
With macroreticular resin D101 splitter, after wet process loading, stand, until resin reaches adsorption equilibrium, it is to wash with ethanol-water solution
De- liquid, carries out gradient elution or isocratic stepwise elution, collects the eluent that 1-DNJ mass fraction is greater than 20%, closes
And be concentrated, it is dry, obtain crude product；
(4), the purification of step (3) is repeated to crude product obtained by step (3), is collected 1-DNJ mass fraction and is more than or equal to
95% eluent merges, concentration, dry to get the 1-DNJ.
Preferably, the ramulus mori as raw material is dry Mulberry Twig.Size of powder particles can be such as 30 ~ 100 mesh.
Preferably, in step (1), alcohol can be the alcohol that methanol, ethyl alcohol etc. are usually used in plant extract, but preferably ethyl alcohol.
The extraction can carry out at normal temperature.
Preferably, in step (2), the vacuum drying temperature is 25 DEG C ~ 30 DEG C.
One according to the present invention specific and preferred aspect in step (3), carries out gradient elution.
Another specific and preferred aspect according to the present invention in step (4), carries out gradient elution, and by the 1- of collection
1-Deoxynojirimycin mass fraction is that the eluent more than or equal to 95% merges, and is concentrated, dry.
Another specific and preferred aspect according to the present invention in step (3) and (4), carries out isocratic stepwise elution, with 10%
Concentration difference be a spacer, every section of elution volume is 2 ~ 3 column volumes, eluent flow rate be 1 ~ 2 column volume/
Hour.
In step (3), the standing carries out at room temperature, and the time of standing is 0.5 ~ 1h.
According to the present invention, in step (1), the dosage of alcohol solution is generally 10 ~ 15 times (V/G) of ramulus mori.
Due to the implementation of above technical scheme, the invention has the following advantages over the prior art:
(1) preparation process is simple, easily operated；
(2) low in cost, it is suitble to large-scale production, there is application potential.
Specific embodiment
Below in conjunction with specific embodiment, the present invention will be further described in detail, but the present invention is not limited to following realities
Apply example.
Embodiment 1
A method of extracting 1-DNJ from ramulus mori comprising the following steps successively carried out:
(1), ramulus mori (Hunan, Huang Lutou old branch) shady place dries (moisture content 10%), weighs after pulverizing and sieving (40 mesh)
Powder 500kg, 70% ethanol-water solution room temperature extract 3 (4000L × 1,2500L × 2,12hr × 3, every 2hr solution
Circulation/agitation 10min), merge 3 ethanol extracts, 55 DEG C of vacuum-concentrcteds to 100L fluid.
(2), by after 100L fluid petroleum ether degreasing obtained by step (1), ethyl acetate extracts 3 times (100L × 3),
Merge acetic acid ethyl acetate extract, vacuum decompression recycling design three times, obtains flow-like substance, be dried in vacuo at 30 DEG C, consolidate
4.7 kg of body powder.
(3), 30% ethanol water that 4.7 kg of step (2) obtained solid powder is added to 35 DEG C, is made clarification or summary
The load solution of muddy (turbidity is lower than 0.5 °), uses macroreticular resin D101 for separating medium, after wet process loading, places
(about 0.5 ~ 1 hour) for a period of time, so that resin reaches adsorption equilibrium to chemical component；Using ethanol-water solution as eluent,
The eluent that 1-DNJ mass fraction is greater than 20% is collected, merges, is concentrated, it is dry, obtain powdered thick of 153g
Product.
(4), to step (3) crude product, repeat the purification of step (3), collect 1-DNJ mass fraction be greater than
Eluent equal to 95% merges, and concentration is dried in vacuo 72 hours, obtains 25 grams of 1-DNJ crystal, purity
To be 95%.
Embodiment 2
A method of extracting 1-DNJ from ramulus mori, substantially with embodiment 1, unlike, step (3) and
(4) elution is using isocratic stepwise elution, and with 10% concentration difference for a spacer, every section of elution volume is 2
Column volume, eluent flow rate are 1 column volume/hour.25 grams of 1-DNJ crystal are finally obtained, through HPLC
Detection, 1-DNJ content are 95%.
The present invention is described in detail above, its object is to allow the personage for being familiar with this field technology that can understand this
The content of invention is simultaneously implemented, and it is not intended to limit the scope of the present invention, all Spirit Essence institutes according to the present invention
The equivalent change or modification of work, should be covered by the scope of protection of the present invention.
Claims (7)
1. it is a kind of from ramulus mori extract 1-DNJ method, it is characterised in that: using ramulus mori as raw material, including successively into
Capable following steps:
(1), ramulus mori is extracted with the alcohol solution that alcohol volume content is 65% ~ 75%, concentrated extracting solution, it is dry, it obtains slightly
Extract；
(2), ungrease treatment is carried out to crude extract obtained by step (1) with petroleum ether, is repeatedly extracted using ethyl acetate later, merged
Acetic acid ethyl acetate extract, vacuum decompression recycling design obtain flow-like substance, and 40 DEG C or less are dried in vacuo to obtain semi-finished product；
(3), semi-finished product obtained by step (2) are dissolved with ethanol-water solution, the load solution that turbidity is lower than 0.5 ° is made, adopts
With macroreticular resin D101 splitter, after wet process loading, stand, until resin reaches adsorption equilibrium, it is to wash with ethanol-water solution
De- liquid, carries out gradient elution or isocratic stepwise elution, collects the eluent that 1-DNJ mass fraction is greater than 20%, closes
And be concentrated, it is dry, obtain crude product；
(4), the purification of step (3) is repeated to crude product obtained by step (3), is collected 1-DNJ mass fraction and is more than or equal to
95% eluent merges, concentration, dry to get the 1-DNJ.
2. according to the method described in claim 1, it is characterized by: the ramulus mori as raw material is dry Mulberry Twig.
3. according to the method described in claim 1, it is characterized by: the alcohol is ethyl alcohol, described to extract in step (1)
It is carried out under room temperature.
4. according to the method described in claim 1, it is characterized by: in step (2), the vacuum drying temperature is 25 DEG C ~
30℃。
5. according to the method described in claim 1, it is characterized by: carrying out gradient elution in step (3).
6. according to the method described in claim 1, it is characterized by: carry out isocratic stepwise elution in step (3) and (4), with
10% concentration difference is a spacer, and every section of elution volume is 2 ~ 3 column volumes, and eluent flow rate is 1 ~ 2 column
Volume/hour.
7. according to the method described in claim 1, standing it is characterized by: the standing carries out at room temperature in step (3)
Time be 0.5 ~ 1h.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201910660067.0A CN110283115A (en) | 2019-07-22 | 2019-07-22 | A method of extracting 1-DNJ from ramulus mori |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201910660067.0A CN110283115A (en) | 2019-07-22 | 2019-07-22 | A method of extracting 1-DNJ from ramulus mori |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101671294A (en) * | 2009-09-22 | 2010-03-17 | 广东太阳神集团有限公司 | Method for continuously extracting and separating 1-deoxynojirimycin (DNJ) and flavone from folium mori |
| CN102351782A (en) * | 2011-08-16 | 2012-02-15 | 向华 | Method for extracting 1-deoxynojirimycin and resveratrol from mulberry leaf |
| CN102370707A (en) * | 2010-08-25 | 2012-03-14 | 上海辉文生物技术有限公司 | Method for preparing mulberry leaf and/or mulberry twig extract, obtained product thereof and application thereof |
| CN102491938A (en) * | 2011-12-16 | 2012-06-13 | 北京贯虹科技集团有限公司 | Purification method of deoxynojirimycin |
| CN107162956A (en) * | 2017-06-30 | 2017-09-15 | 江苏耐雀生物工程技术有限公司 | A kind of method that 1 DNJ is extracted from mulberry leaf |
-
2019
- 2019-07-22 CN CN201910660067.0A patent/CN110283115A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101671294A (en) * | 2009-09-22 | 2010-03-17 | 广东太阳神集团有限公司 | Method for continuously extracting and separating 1-deoxynojirimycin (DNJ) and flavone from folium mori |
| CN102370707A (en) * | 2010-08-25 | 2012-03-14 | 上海辉文生物技术有限公司 | Method for preparing mulberry leaf and/or mulberry twig extract, obtained product thereof and application thereof |
| CN102351782A (en) * | 2011-08-16 | 2012-02-15 | 向华 | Method for extracting 1-deoxynojirimycin and resveratrol from mulberry leaf |
| CN102491938A (en) * | 2011-12-16 | 2012-06-13 | 北京贯虹科技集团有限公司 | Purification method of deoxynojirimycin |
| CN107162956A (en) * | 2017-06-30 | 2017-09-15 | 江苏耐雀生物工程技术有限公司 | A kind of method that 1 DNJ is extracted from mulberry leaf |
Non-Patent Citations (2)
| Title |
|---|
| 刘树兴，等: "树脂法纯化1-脱氧野尻霉素(DNJ)的研究", 《食品科技》 * |
| 赵行，等: "脱氧野尻霉素提取精制工艺的研究", 《广东化工》 * |
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Application publication date: 20190927 |