CN109608321A - A kind of preparation method of natural origin rheum emodin - Google Patents
A kind of preparation method of natural origin rheum emodin Download PDFInfo
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- CN109608321A CN109608321A CN201910031150.1A CN201910031150A CN109608321A CN 109608321 A CN109608321 A CN 109608321A CN 201910031150 A CN201910031150 A CN 201910031150A CN 109608321 A CN109608321 A CN 109608321A
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- C07—ORGANIC CHEMISTRY
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Abstract
The present invention relates to a kind of preparation methods of natural origin rheum emodin, including by wild spinach root clean dry after, pulverize and sieve, lower part of screen taken to be divided into spare medicinal material；Glycolic acid aqueous solution and spare medicinal material are collectively disposed in extractor, extracting solution is extracted to obtain, is recycled to no ethanol flavor, obtain no alcohol extract；Raffinate will be concentrated without alcohol extract petroleum ether extraction；Concentration raffinate is centrifuged later, takes upper liquid stand-by, discards precipitating；With gel LH‑20Column is filled after deionized water swelling overnight, along with sample chromatographs after sedimentation, elution flow rate is 0.2~0.25 bed volume per hour, after rinsing 1~1.5 bed volume eluent, elution flow rate is adjusted as 0.3~0.5 bed volume per hour, collects 3~4 bed volume eluents；Finally the eluent of collection is concentrated to dryness to get crude product rheum emodin is arrived.The preparation method of natural origin rheum emodin of the present invention can effectively solve the problem that existing rheum emodin sample cleanup degree is inadequate, extraction process is complicated and experiment condition is more demanding.
Description
Technical field
The present invention relates to field of medicine preparing technology, and in particular to a kind of preparation method of natural origin rheum emodin.
Background technique
Rheum emodin is a kind of orange-yellow long acicular crystal, is one of important activity ingredient of Chinese herb rhubarb, has and inhibits swollen
Tumor cell proliferation and apoptosis-induced, anti-inflammatory, anti-fibrosis, contraction smooth muscle, are depressured, subtract antitumor, prevention and treatment cardiovascular and cerebrovascular disease
The effects of few fat accumulation, is widely used in the research and development such as clinical, drug and health care product.
But at present there are following several respects in the preparation of rheum emodin: firstly, existing rheum emodin natural origin is main
It is that two kinds of pharmacopeia of rheum officinale and polygonum cuspidate include medicinal material, and there are also Chrysophanol, Rhein, rheum emodin first other than rheum emodin in rheum officinale
Ether and aloe-emodin, and these ingredients mainly exist in the form of glycosides in medicinal material, lead to the rheum emodin therefrom extracted
Sample purity is inadequate；Secondly, existing rheum emodin extracting method step is more, complex process, the rate of recovery are low；In addition, present rheum emodin
Extracting method experiment condition is more demanding.Therefore, it needs to design a kind of new technical solution, be deposited in the prior art with comprehensive solution
The problem of.
Summary of the invention
The object of the present invention is to provide a kind of preparation methods of natural origin rheum emodin, can effectively solve in background technique
The problem that existing rheum emodin sample cleanup degree is inadequate, extraction process is complicated and experiment condition is more demanding.
In order to solve the above technical problems, the invention adopts the following technical scheme:
A kind of preparation method of natural origin rheum emodin, comprising the following steps:
S1. medicinal material is handled, and wild spinach root is cleaned after drying, be crushed 60~80 meshes, lower part of screen is taken to be divided into spare medicine
Material；
S2. it extracts, glycolic acid aqueous solution is collectively disposed in extractor by solid-liquid ratio 1:10~15 and spare medicinal material, is extracted
3~4 times, 1~1.5 hour every time, combined extract was placed at 45~50 DEG C and is recycled to Alcohol degree lower than 5 degree, obtains no alcohol
Extracting solution；
S3. it extracts, by extracting 4~6 times without alcohol extract petroleum ether in 60~90 DEG C in step S2, raffinate is placed in
It is concentrated into the 0.2~0.3 of original volume at 45~50 DEG C, obtains concentration raffinate；
S4. it is centrifuged, the concentration raffinate in step S3 is centrifuged 15~25min in 3500~4500rpm, upper liquid is taken to wait for
With discarding precipitating；
S5. column chromatographs, and takes the hydroxypropyl sephadex LH of 200~300 mesh-20Column is filled after deionized water swelling overnight, is sunk
Drop 12h or more along with layer liquid layer is analysed, wherein loading volume: bed volume is 1:30~40, elution flow rate for per hour 0.2~
0.25 bed volume, after rinsing 1~1.5 bed volume eluent, adjustment elution flow rate is 0.3~0.5 bed volume per hour,
Collect 3~4 bed volume eluents；
S6. it dries, the step S5 eluent collected is placed at 45~50 DEG C and is concentrated to dryness to get crude product rheum emodin is arrived.
Glycolic acid aqueous solution in step S2 is the mixed solution of ethyl alcohol and the sour water of pH3.5~4.5, wherein ethyl alcohol and sour water
Volume ratio be 90:10；And sour water is hydrochloric acid solution, sulfuric acid solution, one of three kinds of trifluoroacetic acid solution.
Petroleum ether and the volume ratio without alcohol extract are 1:1~1.5 in step S3.
The preparation method of the natural origin rheum emodin provided in above-mentioned technical proposal is enriched and is easy to get using raw material sources
Wild spinach root carries out the extraction of rheum emodin, and production cost can be effectively reduced；Using glycolic acid aqueous solution as Extraction solvent, wherein
The use of sour water can effectively improve the content of rheum emodin in extracting solution；And it is few, time-consuming shorter using its extraction process step,
It can be realized the fast enriching of rheum emodin；Purity inspection is carried out using high performance liquid chromatography using the rheum emodin that the above method extracts
It surveys more than 90%.
Detailed description of the invention
Fig. 1 is rheum emodin standard items HPLC figure；
Fig. 2 is 90% ethyl alcohol acid water extracting liquid HPLC figure；
Fig. 3 is petroleum ether extraction liquid HPLC figure；
Fig. 4 is raffinate HPLC figure；
Fig. 5 is 1.0 times of column volume eluent HPLC figures；
Fig. 6 is 1.3 times of column volume eluent HPLC figures；
Fig. 7 is crude product rheum emodin HPLC figure；
Fig. 8 is 90% ethanol extract HPLC figure.
Specific embodiment
In order to which objects and advantages of the present invention are more clearly understood, the present invention is carried out specifically with reference to embodiments
It is bright.It should be appreciated that following text is only used to describe one or more of specific embodiments of the invention, not to the present invention
The protection scope specifically requested carries out considered critical.
Embodiment 1
A kind of preparation method of natural origin rheum emodin, comprising the following steps:
Wild spinach root is cleaned after drying, crushed 70 meshes, lower part of screen is taken to be divided into spare medicinal material；By glycolic acid aqueous solution
(volume ratio of ethyl alcohol and the trifluoroacetic acid solution of pH3.5~4.5 is 90:10), which is collectively disposed at by solid-liquid ratio 1:12 with spare medicinal material, to be mentioned
It takes in tank, extracts 3 times, 1.5 hours every time, combined extract was placed at 45~50 DEG C and is recycled to no ethanol flavor, obtained no alcohol extracting
Take liquid；It will extract 5 times, extract at 75 DEG C without alcohol extract petroleum ether (petroleum ether is 1:1 with the volume ratio without alcohol extract)
Extraction raffinate, which is placed at 45~50 DEG C, is concentrated into the 0.25 of original volume, obtains concentration raffinate；Raffinate will be concentrated later in 4000rpm
It is centrifuged 20min, takes upper liquid stand-by, discards precipitating；Take the gel LH of 200~300 mesh-20Column is filled after deionized water swelling overnight,
Sedimentation 12h is analysed along with layer liquid layer, wherein loading volume: bed volume 1:35, and elution flow rate is 0.2 column bed body per hour
Product, after rinsing 1 bed volume eluent, adjustment elution flow rate is 0.4 bed volume per hour, collects 4 bed volumes elutions
Liquid；Finally the eluent of collection is placed at 45~50 DEG C and is concentrated to dryness to get crude product rheum emodin is arrived.
Wherein, above-mentioned 90% ethyl alcohol acid water extracting liquid, petroleum ether extraction liquid, raffinate, 1 bed volume eluent are distinguished
Carry out HPLC analysis, obtain HPLC figure as shown in Figure 2-5, and HPLC analysis is carried out to obtained crude product rheum emodin, obtain as
HPLC figure shown in Fig. 7.
Embodiment 2
A kind of preparation method of natural origin rheum emodin, comprising the following steps:
Wild spinach root is cleaned after drying, crushed 70 meshes, lower part of screen is taken to be divided into spare medicinal material；By glycolic acid aqueous solution
(volume ratio of ethyl alcohol and the trifluoroacetic acid solution of pH3.5~4.5 is 90:10), which is collectively disposed at by solid-liquid ratio 1:12 with spare medicinal material, to be mentioned
It takes in tank, extracts 3 times, 1.5 hours every time, combined extract was placed at 45~50 DEG C and is recycled to no ethanol flavor, obtained no alcohol extracting
Take liquid；It will extract 5 times, extract at 75 DEG C without alcohol extract petroleum ether (petroleum ether is 1:1 with the volume ratio without alcohol extract)
Extraction raffinate, which is placed at 45~50 DEG C, is concentrated into the 0.25 of original volume, obtains concentration raffinate；Raffinate will be concentrated later in 4000rpm
It is centrifuged 20min, takes upper liquid stand-by, discards precipitating；Take the gel LH of 200~300 mesh-20Column is filled after deionized water swelling overnight,
Sedimentation 12h is analysed along with layer liquid layer, wherein loading volume: bed volume 1:35, and elution flow rate is 0.2 column bed body per hour
Product, after rinsing 1.3 bed volume eluents, adjustment elution flow rate is 0.4 bed volume per hour, collects 4 bed volumes and washes
De- liquid；Finally the eluent of collection is placed at 45~50 DEG C and is concentrated to dryness to get crude product rheum emodin is arrived.
Wherein Fig. 6 is the HPLC figure of 1.3 times of column volume eluents, compared with Fig. 5 in embodiment 1, as elution carries out,
Impurity content reduces in eluent, and emodin content significantly improves.
Embodiment 3
A kind of preparation method of natural origin rheum emodin, comprising the following steps:
Wild spinach root is cleaned after drying, crushed 60 meshes, lower part of screen is taken to be divided into spare medicinal material；By glycolic acid aqueous solution
(volume ratio of ethyl alcohol and the hydrochloric acid solution of pH3.5~4.5 is 90:10) is collectively disposed at extractor by solid-liquid ratio 1:10 and spare medicinal material
It is interior, extract 4 times, 1 hour every time, combined extract, be placed at 45~50 DEG C be recycled to alcohol meter show be lower than 5 degree, obtain nothing
Alcohol extract；6 will be extracted at 60 DEG C with petroleum ether (petroleum ether is 1:1.5 with the volume ratio without alcohol extract) without alcohol extract
Secondary, raffinate, which is placed at 45~50 DEG C, is concentrated into the 0.3 of original volume, obtains concentration raffinate；Concentration raffinate is existed later
4500rpm is centrifuged 15min, takes upper liquid stand-by, discards precipitating；Take the gel LH of 200~300 mesh-20Deionized water swelling is overnight
After fill column, sedimentation 13h is analysed along with layer liquid layer, wherein loading volume: bed volume 1:30, and elution flow rate is per hour 0.2
Bed volume, after rinsing 1 bed volume eluent, adjustment elution flow rate is 0.3 bed volume per hour, collects 3 column bed bodies
Product eluent；Finally the eluent of collection is placed at 45~50 DEG C and is concentrated to dryness to get crude product rheum emodin is arrived.
Embodiment 4
A kind of preparation method of natural origin rheum emodin, comprising the following steps:
Wild spinach root is cleaned after drying, crushed 80 meshes, lower part of screen is taken to be divided into spare medicinal material；By glycolic acid aqueous solution
(volume ratio of ethyl alcohol and the sulfuric acid solution of pH3.5~4.5 is 90:10) is collectively disposed at extractor by solid-liquid ratio 1:15 and spare medicinal material
It is interior, extract 4 times, 1 hour every time, combined extract, be placed at 45~50 DEG C be recycled to alcohol meter show be lower than 5 degree, obtain nothing
Alcohol extract；4 will be extracted at petroleum ether (petroleum ether is 1:1 with the volume ratio without alcohol extract) and 90 DEG C without alcohol extract
Secondary, raffinate, which is placed at 45~50 DEG C, is concentrated into the 0.2 of original volume, obtains concentration raffinate；Concentration raffinate is existed later
3500rpm is centrifuged 25min, takes upper liquid stand-by, discards precipitating；Take the gel LH of 200~300 mesh-20Deionized water swelling is overnight
After fill column, sedimentation 14h is analysed along with layer liquid layer, wherein loading volume: bed volume 1:40, and elution flow rate is per hour 0.25
Bed volume, after rinsing 1.5 bed volume eluents, adjustment elution flow rate is 0.5 bed volume per hour, collects 4 column beds
Volume eluent；Finally the eluent of collection is placed at 45~50 DEG C and is concentrated to dryness to get crude product rheum emodin is arrived.
Comparative example
A kind of preparation method of natural origin rheum emodin, comprising the following steps:
Wild spinach root is cleaned after drying, crushed 70 meshes, lower part of screen is taken to be divided into spare medicinal material；90% ethyl alcohol is water-soluble
Liquid is collectively disposed in extractor by solid-liquid ratio 1:12 and spare medicinal material, is extracted 3 times, 1.5 hours every time, combined extract was placed in
It is recycled to no ethanol flavor at 45~50 DEG C, obtains no alcohol extract；It will be without alcohol extract petroleum ether (petroleum ether and no alcohol extracting
The volume ratio of liquid is 1:1) it is extracted 5 times at 75 DEG C, raffinate, which is placed at 45~50 DEG C, is concentrated into the 0.25 of original volume, obtains dense
Contracting raffinate；Raffinate will be concentrated later and be centrifuged 220min in 4000rpm, take upper liquid stand-by, discard precipitating；Take 200~300
Purpose gel LH-20Column is filled after deionized water swelling overnight, sedimentation 12h is analysed along with layer liquid layer, wherein loading volume: column bed body
Product is 1:35, and elution flow rate is 0.2 bed volume per hour, and after rinsing 1 bed volume eluent, adjustment elution flow rate is per small
When 0.4 bed volume, collect 4 bed volume eluents；Finally the eluent of collection is placed at 45~50 DEG C and is concentrated to dryness,
Obtain rheum emodin.
Wherein Fig. 8 is the HPLC figure of 90% ethanol water extracting solution, compared with Fig. 2 in embodiment 1, is tied in extracting solution
Mould assembly anthraquinone component content is significantly higher, and the sequestereds anthraquinone content such as rheum emodin is lower, illustrates that the use of sour water can be
Combined anthraquinone is hydrolyzed in extraction process, releases sequestered anthraquinone, to significantly improve emodin content in extracting solution.
Above in conjunction with embodiment, the embodiments of the present invention are described in detail, but the present invention is not limited to above-mentioned realities
Mode is applied, for those skilled in the art, in knowing the present invention after contents, is not departing from this hair
Under the premise of bright principle, several same transformation and substitution can also be made to it, these convert and substitute on an equal basis and also should be regarded as belonging to
In protection scope of the present invention.
Claims (5)
1. a kind of preparation method of natural origin rheum emodin, which comprises the following steps:
S1. medicinal material is handled, and wild spinach root is cleaned after drying, be crushed 60~80 meshes, lower part of screen is taken to be divided into spare medicinal material；
S2. it extracts, glycolic acid aqueous solution is collectively disposed in extractor by solid-liquid ratio 1:10~15 and spare medicinal material, extracts 3~4
Secondary, 1~1.5 hour every time, combined extract was placed at 45~50 DEG C and is recycled to Alcohol degree lower than 5 degree, obtains no alcohol extracting
Liquid；
S3. it extracting, will be extracted without alcohol extract petroleum ether in 60~90 DEG C in step S2 for 4~6 times, raffinate is placed in 45~
It is concentrated into the 0.2~0.3 of original volume at 50 DEG C, obtains concentration raffinate；
S4. it is centrifuged, the concentration raffinate in step S3 is centrifuged 15~25min in 3500~4500rpm, takes upper liquid stand-by,
Discard precipitating；
S5. column chromatographs, and takes the hydroxypropyl sephadex LH of 200~300 mesh-20Column is filled after deionized water swelling overnight, is settled
12h or more is analysed along with layer liquid layer, wherein loading volume: bed volume is 1:30~40, elution flow rate be per hour 0.2~
0.25 bed volume, after rinsing 1~1.5 bed volume eluent, adjustment elution flow rate is 0.3~0.5 bed volume per hour,
Collect 3~4 bed volume eluents；
S6. it dries, the step S5 eluent collected is placed at 45~50 DEG C and is concentrated to dryness to get crude product rheum emodin is arrived.
2. the preparation method of natural origin rheum emodin according to claim 1, it is characterised in that: the glycolic in step S2
Aqueous solution is the mixed solution of ethyl alcohol and the sour water of pH3.5~4.5, and the volume ratio of ethyl alcohol and sour water is 90:10.
3. the preparation method of natural origin rheum emodin according to claim 2, it is characterised in that: the sour water is that hydrochloric acid is molten
Liquid, sulfuric acid solution, one of three kinds of trifluoroacetic acid solution.
4. the preparation method of natural origin rheum emodin according to claim 3, it is characterised in that: the sour water is trifluoro second
Acid solution.
5. the preparation method of natural origin rheum emodin according to claim 1, it is characterised in that: in step S3 petroleum ether with
The volume ratio of no alcohol extract is 1:1~1.5.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN113603579A (en) * | 2021-08-06 | 2021-11-05 | 康美华大基因技术有限公司 | Method for separating polydatin and emodin from rhizoma Polygoni Cuspidati water extract residue |
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| CN113603579A (en) * | 2021-08-06 | 2021-11-05 | 康美华大基因技术有限公司 | Method for separating polydatin and emodin from rhizoma Polygoni Cuspidati water extract residue |
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Application publication date: 20190412 |