CN111575330B - Method for hydrolyzing epimedium extract by plant-derived enzyme - Google Patents
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Abstract
The invention discloses a method for hydrolyzing epimedium extract by plant source enzyme, which comprises the following steps: A. preparing epimedium extract; B. preparing a plant enzyme solution; C. mixing the herba Epimedii extractive solution and plant enzyme solution, hydrolyzing, and drying to obtain herba Epimedii extract. The method has the characteristics of simple process, easy operation, industrial production, high icariin yield, low cost, low energy consumption, small environmental pollution and the like.
Description
Technical Field
The invention relates to a method and a composition for hydrolyzing epimedium extract by plant-derived enzyme.
Background
Epimedium brevicornum Maxim, perennial herb, is distributed in Shaanxi, Gansu, Shanxi, Sichuan, Guizhou, etc. of China. The whole herb is used for medicine. Can be used for treating sexual impotence, premature ejaculation, soreness of waist, skelalgia, numbness of limbs, hemiplegia, neurasthenia, and amnesia.
There are about 50 species of epimedium herb in the world and about 41 species in China. The pharmacopoeia stipulates about 5 kinds of dry leaves which are respectively Epimedium brevicomu Maxim, Epimedium sagittatum arrow (sieb. etzucc.) Maxim, Epimedium pubescens Maxim or Epimedium koreanum Nakai and Epimedium wushanense wushunnese T.S.ying.
The epimedium is used as a medicine by whole grass, and the farmer adopts the whole plant digging mode when digging. Such mining causes the destruction of resource structures; the environment is seriously damaged, and soil erosion is easily caused; the quality and quantity of downstream products are affected, and the quality of medicinal materials has great difference. At present, wild epimedium resources are gradually rare, and the wild resources are required to be fully utilized and artificially cultivated and propagated by using a new technology.
At present, wild epimedium resources are gradually rare, and the wild resources are required to be fully utilized and artificially cultivated and propagated.
Herba Epimedii mainly contains flavonoids, and its chemical components also include phenolic glycosides, polysaccharides, microelements, organic acid, inositol, ionone, volatile oil and phenethyl alcohol glycosides. Modern researches show that epimedium contains components such as flavonoids, phenolic glycosides, polysaccharides, trace elements, organic acids, inositol, ionones, volatile oil, phenylethanoid glycosides and the like. Wherein the flavonoid glycoside is a main component, and UPLC-MS detection analysis shows that the epimedium contains 15 main flavonoid components (wengohua glycoside E, kaempferol-3-O-rhamnoside, wengohua glycoside F, epimedin A, epimedin B, epimedin C, icariin C, baohuoside II, baohuoside C, baohuoside VII, agastache glycoside A, agastache glycoside B, rhamnosyl icariside II and baohuoside I) as shown in the following table one:
TABLE-Epimedium herb Main chemical composition table
| No. | Name of Chinese | English name | Molecular formula | Molecular weight | CASNo. |
| 1 | Vancouver glycoside E | HexandrasideE | C32H38O16 | 678.63 | 139955-75-2 |
| 2 | Kaempferol-3-O-rhamnoside | Kaempferol-3-O-rhamnoside | C21H20O10 | 432.4 | 20196-89-8 |
| 3 | Vancouver glycoside F | HexandrasideF | C39H50O20 | 880.8 | 128988-54-5 |
| 4 | Epimedin A | EpimedinA | C39H50O20 | 838.80 | 110623-72-8 |
| 5 | Epimedin B | EpmedinB | C38H48O19 | 808.78 | 110623-73-9 |
| 6 | Epimedin C | EpimedinC | C39H50O19 | 822.8 | 110642-44-9 |
| 7 | Icariin | Icariin | C33H40O15 | 676.66 | 489-32-7 |
| 8 | Icariin C | EpimedosideC | C26H28O11 | 516.5 | |
| 9 | Baohuoside II | BaohuosideⅡ | C26H28O10 | 500.49 | 55395-07-8 |
| 10 | Epimedin C | CaohuosideC | C45H56O23 | 964.9 | 164178-23-8 |
| 11 | Baohuoside VII | BaohuosideⅦ | C33H40O15 | 676.66 | 119730-89-1 |
| 12 | Jianhuogan A | SagittatosideA | C33H40O15 | 676.66 | 118525-35-2 |
| 13 | Jianhuogan B | SagittatosideB | C32H38O14 | 646.63 | 118525-36-3 |
| 14 | Rhamnosyl icariside II | 2”-O-rhamnosylicarisideⅡ | C33H40O14 | 660.7 | 135293-13-9 |
| 15 | Baohuoside I | BaohuosideI | C27H30O10 | 514.52 | 113558-15-9 |
The conventional extraction and separation method of herba Epimedii comprises alcohol extraction or water extraction, or auxiliary ultrasonic extraction, etc., and refining with macroporous resin, silica gel, polyamide, etc. to obtain high content icariin, or extracting and enriching with organic solvent such as ethyl acetate and n-butanol, etc., and refining and separating.
On the one hand, the method can not directionally convert the epimedin c into the icariin, has long process flow and great environmental protection pressure. On the other hand, the waste of epimedium raw materials is caused.
The Efficient bioconversion of epimin C to caricin by a glycosidase from Aspergillus nidulans (Bioresource Technology, 289 (2019)) discloses that epimedin C can be selectively transformed using recombinant alpha-L-rhamnosidase; the rich Xin and others adopt Aspy fungal enzyme to convert epimedin C and the like into icariin; CN201810477709.9 discloses a method for producing rhamnolipid biosurfactant by solid state fermentation, which can specifically hydrolyze epimedin C into icariin by cloning and recombining rhamnosidase expressing specificity. Research progress of alpha-L-rhamnosidase (total No. 223 of No. 10 in 2010, P11-15, Wang Yanjun, etc.) discloses that alpha-L-rhamnosidase comes from bacteria and fungi in the nature, alpha-L-rhamnosidase from different sources has different structures and different catalytic hydrolysis characteristics, and a pen experiment shows that naringinase containing rhamnosidase hydrolyzes epimedin C and cannot effectively generate hydrolysis reaction, thus explaining that the difference of rhamnose structures and the like causes the difference of hydrolysis performance. At present, due to the limitation of various conditions, no industrially produced enzyme suitable for hydrolyzing the epimedin C exists.
Besides the enzymatic hydrolysis method, inorganic acid and the like can be adopted to hydrolyze the epimedin C into the icariin, but the icariin is all non-directional conversion, the yield is low, and the method is not environment-friendly.
Disclosure of Invention
Aiming at the defects, the invention provides a method for hydrolyzing an epimedium extract by using plant-derived enzyme, the composition obtained by the method contains not only icariin, but also epimedin C, and the method has the characteristics of simple process, easy operation, industrial production, high icariin yield, low cost, low energy consumption, small environmental pollution and the like.
The technical scheme is as follows: a method for hydrolyzing herba Epimedii extract with plant-derived enzyme comprises the following steps:
A. preparing epimedium extract;
B. preparing a plant enzyme solution;
C. mixing the herba Epimedii extractive solution and plant enzyme solution, hydrolyzing, and drying to obtain herba Epimedii extract.
The method comprises the steps of mixing and hydrolyzing epimedium extract and plant enzyme liquid, and directionally converting epimedin C.
The invention also provides an epimedium extract.
An epimedium extract prepared by the method for hydrolyzing the epimedium extract by plant-derived enzymes.
The composition obtained by the method not only contains icariin, but also contains epimedin C, and the method has the characteristics of simple process, easy operation, industrial production, high icariin yield, low cost, low energy consumption, small environmental pollution and the like.
The invention provides a new source of enzyme, which is cheap and completely suitable for industrial production.
Explanation and glossary of terms
In the present invention,% means mass% unless otherwise specified.
Tween 80, polyoxyethylene sorbitan monooleate, polysorbate-80 for short.
Flos Sophorae Immaturus, traditional Chinese medicine, is flower bud of Leguminosae plant flos Sophorae Immaturus.
In the present invention, unless otherwise specified, all the articles used are commercially available.
Detailed Description
The present invention will be further explained below.
A method for extracting herba Epimedii extract by plant-derived enzyme hydrolysis comprises the following steps:
A. and (5) preparing an epimedium extract. Mixing alcohol solution and potassium acetate solution, and extracting herba Epimedii to obtain herba Epimedii extractive solution.
B. Extracting with plant enzyme solution. Extracting flos Sophorae Immaturus with halogen-containing saline water (dissolving halogen-containing salt in purified water) to obtain flos Sophorae Immaturus enzyme solution.
C. Hydrolyzing herba Epimedii extractive solution and flos Sophorae Immaturus enzyme solution, concentrating, and drying to obtain herba Epimedii extract.
Example 1
A. Pulverizing herba Epimedii into 200g, extracting with 50% ethanol and 0.5% potassium acetate solution for 3 times to obtain primary extractive solution, concentrating under reduced pressure to remove ethanol, concentrating to about 200ml, diluting with water to about 400ml, adding 20ml 1% methyl chitosan flocculant, filtering to remove impurities, and collecting filtrate as herba Epimedii extractive solution. The detection shows that the extract contains BRIX 10%, epimedin C9.4 mg/ml, and icariin 2.8 mg/ml.
B. Extracting flos Sophorae Immaturus with 0.05% potassium chloride purified water 200g to obtain flos Sophorae Immaturus extractive solution, controlling extraction temperature at 30 deg.C, loading onto D101 resin column, and concentrating D101 resin lost solution (lost solution refers to partial solution not adsorbed by resin) to 400ml by molecular distillation to obtain rutin enzyme solution.
C. Mixing 400ml of herba Epimedii extractive solution and 200ml of rutin enzyme solution, adding 10ml of Tween 80, controlling temperature at 40 deg.C, and performing enzymolysis for 8 hr. Adsorbing the liquid after enzymolysis with macroporous resin EVR-1, eluting with 55% ethanol, concentrating the eluate under reduced pressure, and drying to obtain herba Epimedii extract 15.7 g.
In this embodiment, the liquid after enzymatic hydrolysis is detected: the epimedin content is 1.25mg/ml, and the icariin content is 6 mg/ml.
In this example, the epimedium extract was tested: the icariin content is 20.6%, and the epimedin C content is 4.3%.
In this example, the conversion of epimedin C was 80% and the yield of epimedium extract was 7.8%.
Example 2
A. Pulverizing herba Epimedii into 200g, extracting with 60% ethanol and 0.5% potassium acetate solution for 3 times to obtain primary extractive solution, concentrating under reduced pressure to remove ethanol, concentrating to about 200ml, diluting with water to about 400ml, adding 25ml 1% methyl chitosan 5 flocculant, filtering to remove impurities, and collecting filtrate as herba Epimedii extractive solution 400 ml. The herba Epimedii extract solution is detected to contain BRIX 9%, epimedin C9.3 mg/ml, and icariin 2.7 mg/ml.
B. Extracting flos Sophorae Immaturus with 0.05% potassium chloride purified water 200g to obtain flos Sophorae Immaturus extractive primary solution, controlling extraction temperature at 35 deg.C, loading the flos Sophorae Immaturus extractive primary solution on D101 resin column, and concentrating the D101 resin lost solution to 400ml by molecular distillation to obtain rutin enzyme solution.
C. Mixing 400ml of herba Epimedii extractive solution and 300ml of rutin enzyme solution, adding 10ml of Tween 80, controlling temperature at 45 deg.C, and performing enzymolysis for 8 hr. Adsorbing the liquid after enzymolysis with macroporous resin EVR-1, eluting with 55% ethanol, concentrating the eluate under reduced pressure, and drying to obtain herba Epimedii extract 15.3 g.
In this embodiment, the liquid after enzymatic hydrolysis is detected: the content of epimedin C is 0.96mg/ml, and the content of icariin is 5.1 mg/ml.
In this example, the epimedium extract was tested: the icariin content is 21%, and the epimedin C content is 3.94%.
In this example, the conversion of epimedin C was 82% and the yield of epimedium extract was 7.65%.
Example 3
A. Pulverizing herba Epimedii into 200g, extracting with 50% ethanol and 0.5% potassium acetate solution for 3 times to obtain primary extractive solution, concentrating under reduced pressure to remove ethanol, concentrating to about 200ml, diluting with water to about 400ml, adding 30ml 1% methyl chitosan flocculant, filtering to remove impurities, and collecting filtrate as herba Epimedii extractive solution. Through detection, the epimedium extract contains 8.9 percent of solid BRIX, 9.12mg/ml of epimedin C and 2.73mg/ml of icariin.
B. Extracting flos Sophorae Immaturus with 0.05% potassium chloride purified water 200g to obtain flos Sophorae Immaturus extractive primary solution, controlling extraction temperature at 35 deg.C, loading the flos Sophorae Immaturus extractive primary solution on D101 resin column, and concentrating the D101 resin lost solution to 400ml by molecular distillation to obtain rutin enzyme solution.
C. Mixing herba Epimedii extractive solution and rutin enzyme solution 400ml, adding 15ml Tween 80, controlling temperature at 40-45 deg.C, and performing enzymolysis for 9 h. Adsorbing the liquid after enzymolysis with macroporous resin EVR-1, eluting with 50% ethanol, concentrating the eluate under reduced pressure, and drying to obtain herba Epimedii extract 15.84.
In this embodiment, the liquid after enzymatic hydrolysis is detected: the content of epimedin C is 0.68mg/ml, and the content of icariin is 5.32 mg/ml.
In this example, the epimedium extract was tested: the icariin content is 23.1%, and the epimedin C content is 2.97%.
In this example, the conversion of epimedin C was 85% and the yield of icariin was 7.92%.
Example 4
A. Pulverizing herba Epimedii into 200g, extracting with 50% ethanol and 0.5% potassium acetate solution for 3 times to obtain primary extractive solution, concentrating the primary extractive solution to remove ethanol, concentrating to about 200ml, diluting with water to about 400ml, adding 1% methyl chitosan to flocculate 20ml, filtering to remove impurities, and collecting filtrate as herba Epimedii extractive solution. And detecting the epimedium extract, wherein the solid content of the BRIX is 10 percent, the epimedin C content is 9.4mg/ml, and the icariin content is 2.8 mg/ml.
B. Extracting flos Sophorae Immaturus with 0.05% potassium chloride purified water 200g to obtain flos Sophorae Immaturus extractive primary solution, controlling extraction temperature at 35 deg.C, loading the flos Sophorae Immaturus extractive primary solution on D101 resin column, and concentrating the D101 resin lost solution to 400ml by molecular distillation to obtain rutin enzyme solution.
C. Mixing herba Epimedii extractive solution and rutin enzyme solution 400ml, adding 20ml Tween 80, controlling temperature at 45 deg.C, and performing enzymolysis for 10 hr. Adsorbing the liquid after enzymolysis with macroporous resin EVR-1, eluting with 60% ethanol, concentrating the eluate under reduced pressure, and drying to obtain herba Epimedii extract 18.8 g.
In this embodiment, the liquid after enzymatic hydrolysis is detected: the content of epimedin C is 0.68mg/ml, and the content of icariin is 5.32 mg/ml.
In this example, the epimedium extract was tested: the icariin content is 20.7%, and the epimedin C content is 2.90%.
In this example, the conversion of epimedin C was 83.7% and the yield of icariin was 9.4%.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (4)
1. A method for hydrolyzing herba Epimedii extract with plant-derived enzyme comprises the following steps:
A. preparing epimedium extract;
B. preparing a plant enzyme solution;
C. mixing the herba Epimedii extractive solution and plant enzyme solution, adding Tween 80, hydrolyzing, and drying to obtain herba Epimedii extract;
in the step B, the plant enzyme solution is a sophora flower bud extracting solution; the preparation method of the sophora flower bud extracting solution comprises the following steps:
extracting flos Sophorae Immaturus with halogen-containing saline water to obtain initial extractive solution, wherein the halogen-containing saline water is obtained by dissolving halogen-containing salt in purified water;
and (3) after the primary extract of the sophora flower buds is put on a D101 resin column, the lost liquid which is not absorbed by the resin on the column is concentrated by molecular distillation to obtain the sophora flower bud extract.
2. The method for the enzymatic hydrolysis of epimedium extract from plant sources according to claim 1, characterized in that: in the A, the epimedium extract is epimedium extracted by alcohol solution.
3. The method for the enzymatic hydrolysis of epimedium extract from plant sources according to claim 2, characterized in that: the method for extracting the alcohol solution comprises the following steps:
extracting herba Epimedii with mixed solution of ethanol and potassium acetate to obtain primary extractive solution;
concentrating the primary extract, removing ethanol, and diluting with water;
adding a flocculating agent into the diluent for flocculation;
filtering to remove impurities to obtain herba Epimedii extractive solution.
4. The method for the enzymatic hydrolysis of epimedium extract from plant sources according to claim 1, characterized in that: and in the step C, mixing the epimedium extract and the plant enzyme solution, performing enzymolysis for 8 hours at 40-45 ℃, enriching the hydrolyzed liquid by using macroporous resin, enriching, and drying to obtain the epimedium extract.
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