CN114315948B - Method for extracting hyodeoxycholic acid from pig gall paste - Google Patents
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Abstract
A method for extracting hyodeoxycholic acid from pig gall paste, which comprises the following steps: firstly, adding sodium hydroxide and water into pig gall paste, heating to 100-110 ℃, stirring and refluxing for 18-20h, standing and cooling to room temperature, and removing an upper layer solution; step two, regulating the pH value of the lower layer solution obtained in the step one to 8.2-8.3, adding magnesium salt, stirring and crystallizing for 4-6h, filtering, and collecting solids; adding water into the solid collected in the step two, heating to 40-50 ℃, adding an acidic solution to adjust the pH to 6.2-6.3, stirring, and filtering to obtain a crude product; adding water and sodium carbonate into the crude product prepared in the step three, stirring, heating to 90-100 ℃, refluxing for 1h, standing to room temperature, and collecting filtrate; and fifthly, regulating the pH value of the filtrate obtained in the step four to 3.3-3.4, press-filtering, then washing with sodium bicarbonate solution until the pH value is 6.5-6.6, drying and crushing to obtain hyodeoxycholic acid, wherein the yield of the hyodeoxycholic acid prepared by the method is up to 35%, the melting point is up to 200 ℃, the preparation steps are simple, and the organic solvent is not adopted for extraction, so that the cost is low.
Description
Technical Field
The invention belongs to the field of preparation of hyodeoxycholic acid, and particularly relates to a method for extracting hyodeoxycholic acid from pig gall paste.
Background
Hyodeoxycholic acid (HDCA) is a hypolipidemic agent that inhibits the formation of cholic acid and dissolves fat, lowers cholesterol and triglycerides in blood, and is suitable for hyperlipidemia type Ia or Ib, atherosclerosis. Hyodeoxycholic acid is an important raw material of the artificial bezoar formula, and the hyodeoxycholic acid with the purity of more than or equal to 99.0% is required in actual work production. In the traditional method for extracting hyodeoxycholic acid, a large amount of organic solvent ethyl acetate is adopted for extraction and then is decolorized by active carbon, but the organic solvent ethyl acetate is easy to decompose under the action of heat due to the volatility of the organic solvent ethyl acetate, so that the quality of the hyodeoxycholic acid is greatly affected in the extraction process; the traditional extraction method is complex in operation and high in production cost; at the same time, the volatilization of the ethyl acetate can affect the environmental quality
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a method for extracting hyodeoxycholic acid from pig gall paste.
The invention adopts the following technical scheme:
a method for extracting hyodeoxycholic acid from pig gall paste, which comprises the following steps:
firstly, adding sodium hydroxide and water into pig gall paste, heating to 100-110 ℃, stirring and refluxing for 18-20h, standing and cooling to room temperature, and removing an upper layer solution;
step two, regulating the pH value of the lower layer solution obtained in the step one to 8.2-8.3, adding magnesium salt, stirring and crystallizing for 4-6h, filtering, and collecting solids;
adding water into the solid collected in the step two, heating to 40-50 ℃, adding an acidic solution to adjust the pH to 6.2-6.3, stirring, and filtering to obtain a crude product;
adding water and sodium carbonate into the crude product prepared in the step three, stirring, heating to 90-100 ℃, refluxing for 1h, standing to room temperature, and collecting filtrate;
and fifthly, regulating the pH value of the filtrate obtained in the step four to 3.3-3.4, performing filter pressing, then washing with sodium bicarbonate solution until the pH value is 6.5-6.6, drying and crushing to obtain hyodeoxycholic acid.
Preferably, in the second step, the magnesium salt is added in an amount of 2-3g/L.
Preferably, the magnesium salt consists of magnesium chloride and magnesium sulfate according to the mass ratio of 1:1.2-1.5.
Preferably, in the fourth step, 1% of active carbon by mass of the crude product is also added before heating and refluxing.
Preferably, in the fourth step, the addition amount of sodium carbonate is 3-5% of the mass of the crude product.
Preferably, in the second step, the pH of the solution is adjusted to 4.2-4.5 by dilute hydrochloric acid, and then the pH of the solution is adjusted to 8.2-8.3 by ammonia water.
Preferably, in step three, the acidic solution is prepared from acetic acid: carbonic acid: the lactic acid is composed according to the volume ratio of 1:2-3:0.5-1, and the concentration of acetic acid, carbonic acid and lactic acid is 1mol/L.
Preferably, in the fifth step, drying is performed by using a drying oven for 10 hours, and the drying time is gradually increased at 10 ℃ per hour based on room temperature.
Preferably, in the first step, the adding amount of the sodium hydroxide is 80-90% of the weight of the pig gall paste.
Preferably, in the fifth step, the filtrate obtained in the fourth step is adjusted to pH 3.3-3.4 by dilute sulfuric acid.
As can be seen from the above description of the present invention, compared with the prior art, the present invention has the following beneficial effects:
the yield of the hyodeoxycholic acid prepared by the method is up to 35%, the melting point is up to 200 ℃, the whole preparation steps are simple, the organic solvent is not adopted for extraction, the cost is low, the influence of volatilization of the organic solvent on the quality of the hyodeoxycholic acid is effectively prevented, and the pollution caused by the environment of the organic solvent is avoided;
and fifthly, washing the filter cake after filter pressing with sodium bicarbonate to pH 6.5-6.6 to ensure the melting point of the finally prepared hyodeoxycholic acid.
Detailed Description
The invention is further described below by means of specific embodiments.
A method for extracting hyodeoxycholic acid from pig gall paste, which comprises the following steps:
firstly, adding sodium hydroxide and water into pig gall paste, heating to 100-110 ℃, stirring and refluxing for 18-20h, standing and cooling to room temperature, and removing an upper layer solution;
step two, regulating the pH value of the lower layer solution obtained in the step one to 8.2-8.3, adding magnesium salt, stirring and crystallizing for 4-6h, filtering, and collecting solids;
adding water into the solid collected in the step two, heating to 40-50 ℃, adding an acidic solution to adjust the pH to 6.2-6.3, stirring, and filtering to obtain a crude product;
adding water, sodium carbonate and active carbon into the crude product prepared in the step three, stirring, heating to 90-100 ℃, refluxing for 1h, standing to room temperature, and collecting filtrate;
and fifthly, regulating the pH value of the filtrate obtained in the step four to 3.3-3.4, performing filter pressing, then washing with sodium bicarbonate solution until the pH value is 6.5-6.6, drying and crushing to obtain hyodeoxycholic acid.
Wherein, in the first step, the adding amount of sodium hydroxide is 80-90% of the weight of the pig gall paste.
In the second step, the adding amount of the magnesium salt is 2-3g/L; specifically, the magnesium salt consists of magnesium chloride and magnesium sulfate according to the mass ratio of 1:1.2-1.5; further, in the pH adjustment, the pH of the solution is adjusted to 4.2-4.5 by dilute hydrochloric acid, and then the pH of the solution is adjusted to 8.2-8.3 by ammonia water.
In the third step, the acid solution is prepared from acetic acid: carbonic acid: the lactic acid is composed according to the volume ratio of 1:2-3:0.5-1, and the concentration of acetic acid, carbonic acid and lactic acid is 1mol/L.
In the fourth step, the adding amount of sodium carbonate is 3-5% of the mass of the crude product; the addition amount of the activated carbon is 1% of the mass of the crude product.
In the fifth step, the filter cake is dried by a drying oven, the drying time is 10 hours, and the temperature is gradually increased by 10 ℃ per hour based on room temperature; specifically, the filtrate obtained in the step four is adjusted to pH 3.3-3.4 by dilute sulfuric acid.
Example 1
A method for extracting hyodeoxycholic acid from pig gall paste, which comprises the following steps:
adding sodium hydroxide and water into the pig gall paste, heating to 100 ℃, stirring and refluxing for 20 hours, standing and cooling to room temperature, and removing an upper layer solution;
step two, regulating the pH value of the lower layer solution obtained in the step one to 8.2, adding magnesium salt, stirring and crystallizing for 6 hours, filtering, and collecting solids;
adding water into the solid collected in the step two, heating to 40 ℃, adding an acidic solution to adjust the pH to 6.2, stirring, and filtering to obtain a crude product;
adding water, sodium carbonate and active carbon into the crude product prepared in the step three, stirring, heating to 90 ℃, refluxing for 1h, standing to room temperature, and collecting filtrate;
and fifthly, regulating the pH value of the filtrate obtained in the step four to 3.3, press-filtering, then washing with sodium bicarbonate solution until the pH value is 6.5, drying and crushing to obtain hyodeoxycholic acid.
In the first step, the adding amount of sodium hydroxide is 80% of the weight of the pig gall paste.
In the second step, the adding amount of the magnesium salt is 2g/L; specifically, the magnesium salt consists of magnesium chloride and magnesium sulfate according to the mass ratio of 1:1.2; further, in the pH adjustment, the pH of the solution is adjusted to 4.2 by dilute hydrochloric acid and then adjusted to 8.2 by ammonia water.
In the third step, the acid solution is prepared from acetic acid: carbonic acid: lactic acid is composed according to the volume ratio of 1:2:0.5, and the concentration of acetic acid, carbonic acid and lactic acid is 1mol/L.
In the fourth step, the adding amount of sodium carbonate is 3% of the mass of the crude product; the addition amount of the activated carbon is 1% of the mass of the crude product.
In the fifth step, the filter cake is dried by a drying oven, the drying time is 10 hours, and the temperature is gradually increased by 10 ℃ per hour based on room temperature; specifically, the filtrate obtained in the fourth step is adjusted to pH 3.3 by dilute sulfuric acid.
The melting point of the hyodeoxycholic acid obtained by detection is 192 ℃, and the yield is 30%.
Example 2
A method for extracting hyodeoxycholic acid from pig gall paste, which comprises the following steps:
firstly, adding sodium hydroxide and water into pig gall paste, heating to 110 ℃, stirring and refluxing for 18 hours, standing and cooling to room temperature, and removing an upper layer solution;
step two, regulating the pH value of the lower layer solution obtained in the step one to 8.3, adding magnesium salt, stirring and crystallizing for 4 hours, filtering, and collecting solids;
adding water into the solid collected in the step two, heating to 50 ℃, adding an acidic solution to adjust the pH to 6.3, stirring, and filtering to obtain a crude product;
adding water, sodium carbonate and active carbon into the crude product prepared in the step three, stirring, heating to 100 ℃, refluxing for 1h, standing to room temperature, and collecting filtrate;
and fifthly, regulating the pH value of the filtrate obtained in the step four to 3.4, press-filtering, then washing with sodium bicarbonate solution until the pH value is 6.6, drying and crushing to obtain hyodeoxycholic acid.
Wherein, in the first step, the adding amount of the sodium hydroxide is 90 percent of the weight of the pig gall paste.
In the second step, the adding amount of the magnesium salt is 3g/L; specifically, the magnesium salt consists of magnesium chloride and magnesium sulfate according to the mass ratio of 1:1.5; further, in the pH adjustment, the pH of the solution is adjusted to 4.5 by dilute hydrochloric acid and then adjusted to 8.3 by ammonia water.
In the third step, the acid solution is prepared from acetic acid: carbonic acid: lactic acid is composed according to the volume ratio of 1:3:1, and the concentration of acetic acid, carbonic acid and lactic acid is 1mol/L.
In the fourth step, the adding amount of sodium carbonate is 5% of the mass of the crude product; the addition amount of the activated carbon is 1% of the mass of the crude product.
In the fifth step, the filter cake is dried by a drying oven, the drying time is 10 hours, and the temperature is gradually increased by 10 ℃ per hour based on room temperature; specifically, the filtrate obtained in the fourth step is adjusted to pH 3.4 by dilute sulfuric acid.
The melting point of the hyodeoxycholic acid obtained by detection is 195 ℃, and the yield is 32%.
Example 3
A method for extracting hyodeoxycholic acid from pig gall paste, which comprises the following steps:
firstly, adding sodium hydroxide and water into pig gall paste, heating to 105 ℃, stirring and refluxing for 19h, standing and cooling to room temperature, and removing an upper layer solution;
step two, regulating the pH value of the lower layer solution obtained in the step one to 8.2, adding magnesium salt, stirring and crystallizing for 5 hours, filtering, and collecting solids;
adding water into the solid collected in the step two, heating to 45 ℃, adding an acidic solution to adjust the pH to 6.3, stirring, and filtering to obtain a crude product;
adding water, sodium carbonate and active carbon into the crude product prepared in the step three, stirring, heating to 95 ℃, refluxing for 1h, standing to room temperature, and collecting filtrate;
and fifthly, regulating the pH value of the filtrate obtained in the step four to 3.3, press-filtering, then washing with sodium bicarbonate solution until the pH value is 6.5, drying and crushing to obtain hyodeoxycholic acid.
In the first step, the adding amount of sodium hydroxide is 85% of the weight of the pig gall paste.
In the second step, the adding amount of the magnesium salt is 2.5g/L; specifically, the magnesium salt consists of magnesium chloride and magnesium sulfate according to the mass ratio of 1:1.3; further, in the pH adjustment, the pH of the solution is adjusted to 4.3 by dilute hydrochloric acid and then adjusted to 8.2 by ammonia water.
In the third step, the acid solution is prepared from acetic acid: carbonic acid: lactic acid is composed according to the volume ratio of 1:2.5:0.8, and the concentration of acetic acid, carbonic acid and lactic acid is 1mol/L.
In the fourth step, the adding amount of sodium carbonate is 4% of the mass of the crude product; the addition amount of the activated carbon is 1% of the mass of the crude product.
In the fifth step, the filter cake is dried by a drying oven, the drying time is 10 hours, and the temperature is gradually increased by 10 ℃ per hour based on room temperature; specifically, the filtrate obtained in the fourth step is adjusted to pH 3.3 by dilute sulfuric acid.
The melting point of the hyodeoxycholic acid obtained by detection is 200 ℃, and the yield is 35%.
The yield of the hyodeoxycholic acid prepared by the method is up to 35%, the melting point is up to 200 ℃, the whole preparation steps are simple, the organic solvent is not adopted for extraction, the cost is low, the influence of volatilization of the organic solvent on the quality of the hyodeoxycholic acid is effectively prevented, and the pollution caused by the environment of the organic solvent is avoided.
The foregoing description is only illustrative of the preferred embodiments of the present invention and is not to be construed as limiting the scope of the invention, i.e., the invention is not to be limited to the details of the claims and the description, but rather is to cover all modifications which are within the scope of the invention.
Claims (9)
1. A method for extracting hyodeoxycholic acid from pig gall paste is characterized by comprising the following steps: the method comprises the following steps:
firstly, adding sodium hydroxide and water into pig gall paste, heating to 100-110 ℃, stirring and refluxing for 18-20h, standing and cooling to room temperature, and removing an upper layer solution;
step two, regulating the pH value of the lower layer solution obtained in the step one to 8.2-8.3, adding magnesium salt, stirring and crystallizing for 4-6h, filtering, and collecting solids;
adding water into the solid collected in the step two, heating to 40-50 ℃, adding an acidic solution to adjust the pH to 6.2-6.3, stirring, and filtering to obtain a crude product;
adding water and sodium carbonate into the crude product prepared in the step three, stirring, heating to 90-100 ℃, refluxing for 1h, standing to room temperature, and collecting filtrate;
regulating the pH of the filtrate obtained in the step four to 3.3-3.4, press-filtering, then washing with sodium bicarbonate solution until the pH is 6.5-6.6, drying, and pulverizing to obtain hyodeoxycholic acid;
in the third step, the acid solution is prepared from acetic acid: carbonic acid: the lactic acid is composed according to the volume ratio of 1:2-3:0.5-1, and the concentration of acetic acid, carbonic acid and lactic acid is 1mol/L.
2. The method for extracting hyodeoxycholic acid from pig gall paste according to claim 1, which is characterized in that: in the second step, the adding amount of the magnesium salt is 2-3g/L.
3. A method for extracting hyodeoxycholic acid from pig gall paste according to claim 2, which is characterized in that: the magnesium salt consists of magnesium chloride and magnesium sulfate according to the mass ratio of 1:1.2-1.5.
4. The method for extracting hyodeoxycholic acid from pig gall paste according to claim 1, which is characterized in that: in the fourth step, 1% of active carbon by mass of the crude product is also added before heating and refluxing.
5. The method for extracting hyodeoxycholic acid from pig gall paste according to claim 1, which is characterized in that: in the fourth step, the adding amount of sodium carbonate is 3-5% of the mass of the crude product.
6. The method for extracting hyodeoxycholic acid from pig gall paste according to claim 1, which is characterized in that: in the second step, the pH value of the solution is adjusted to 4.2-4.5 by dilute hydrochloric acid, and then the pH value of the solution is adjusted to 8.2-8.3 by ammonia water.
7. The method for extracting hyodeoxycholic acid from pig gall paste according to claim 1, which is characterized in that: in the fifth step, drying is carried out by adopting a drying oven, wherein the drying time is 10 hours, and the drying time is gradually increased at 10 ℃ per hour based on room temperature.
8. The method for extracting hyodeoxycholic acid from pig gall paste according to claim 1, which is characterized in that: in the first step, the adding amount of sodium hydroxide is 80-90% of the weight of the pig gall paste.
9. The method for extracting hyodeoxycholic acid from pig gall paste according to claim 1, which is characterized in that: and step five, regulating the pH value of the filtrate obtained in the step four to 3.3-3.4 by adopting dilute sulfuric acid.
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| CN103012534B (en) * | 2012-12-19 | 2015-03-18 | 四川大熊生物技术有限公司 | Method for extracting hyodeoxycholic acid from pig bile |
| CN104370989A (en) * | 2014-09-01 | 2015-02-25 | 安徽科宝生物工程有限公司 | Process for preparing hyodeoxy cholic acid from pig bile paste by calcium salt method |
| CN110790805B (en) * | 2019-11-14 | 2022-08-30 | 湖南九典制药股份有限公司 | Method for extracting chenodeoxycholic acid from pig bile paste |
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