CN102659882A - Method for extracting tartaric acid acetylisovaleryl tylosion - Google Patents
Method for extracting tartaric acid acetylisovaleryl tylosion Download PDFInfo
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- CN102659882A CN102659882A CN2012101449860A CN201210144986A CN102659882A CN 102659882 A CN102659882 A CN 102659882A CN 2012101449860 A CN2012101449860 A CN 2012101449860A CN 201210144986 A CN201210144986 A CN 201210144986A CN 102659882 A CN102659882 A CN 102659882A
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- acetylisovaleryl
- acetylisovaleryl tylosin
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Abstract
The invention belongs to the technical field of extraction of fermentation produced antibiotics, and in particular discloses a method for extracting tartaric acid acetylisovaleryl tylosion. The method comprises the following steps of: regulating the pH value of a fermentation solution or a water body containing acetylisovaleryl tylosion to 3.0-5.5, and fully dissolving the acetylisovaleryl tylosion; performing solid-liquid separation to obtain a clear solution, adding sodium hydroxide or potassium hydroxide into the clear solution to regulate the pH value to 6-9.5, heating to the temperature of 80 DEG C to separate the acetylisovaleryl tylosion from the solution, and performing solid-liquid separation to obtain a solid crude extract of the acetylisovaleryl tylosion, wherein the yield of the crude extract is more than 97 percent; and dissolving the crude extract and tartaric acid in an aqueous solution with the pH value of 2.5 to 4.5 to form salts, performing solid-liquid separation to obtain a clear solution, drying the clear solution to remove moisture, and thus obtaining a high-quality product of the tartaric acid acetylisovaleryl tylosion, wherein the purity of the product is more than 90 percent, and the yield is more than 94 percent.
Description
Technical field
The present invention relates to fermentative prodn microbiotic extractive technique field, be specifically related to a kind of process for extracting of tartrate acetylisovaleryl tylosin, is a kind of novel method of extracting the tartrate acetylisovaleryl tylosin with acid-base method.
Background technology
Acetylisovaleryl tylosin is a kind of new and effective macrolide antibiotics, is a kind of animal specific antibiotic medicine, at home and abroad is widely used at present.The mode that the suitability for industrialized production of present acetylisovaleryl tylosin bulk drug is based on microbial fermentation generates acetylisovaleryl tylosin through tylosin being carried out bio-transformation.
As far back as the end of the seventies in last century, Okamoto etc. just find that streptomycete can be to the 3-OH and 4 of tylosin "-the OH position is carried out selectively acylating and is modified and be converted into acetylisovaleryl tylosin.The acidylate function that streptomycete has is to provide through intracellular enzyme acyA and acyB1-B2 that three genetic expressions produce; Wherein acyA mainly is responsible for the ethanoyl function; And acyB1-B2 is responsible for isoamyl acidylate function, and the acyB2 gene is the positive regulating gene of acyBl gene.React in two steps, the first step reaction is that tylosin is converted into the acetyl tylosin through intracellular enzyme acyA; The reaction of second step is to be converted into acetylisovaleryl tylosin to the acetyl tylosin by another intracellular enzyme acyB1-B2.
With streptomycete aerobic culture in the liquid nutrient medium of starch-containing, yeast powder, soyflour, yeast extract paste and inorganic salt; Treat that thalli growth continues to add the finite concentration tylosin aqueous solution behind certain phase in nutrient solution; Continue to cultivate; Tylosin is converted into acetylisovaleryl tylosin under the intracellular enzyme effect that streptomycete produces, promptly obtain containing the fermented liquid of acetylisovaleryl tylosin after 100-150 hour.Fermented liquid through extracting the preparation process of purifying, can be obtained highly purified tartrate acetylisovaleryl tylosin.Equally, be not only fermented liquid, the acetylisovaleryl tylosin sample of other low levelss also can obtain highly purified tartrate acetylisovaleryl tylosin through the preparation process of extracting purifying.
In fermentation industry, from fermented liquid, extract title product, the process that obtains finished product again through the aftertreatment purifying is the important ring in producing.In the acetylisovaleryl tylosin industrial production, what traditional extraction process adopted is organic solvent extractionprocess.Organic solvent extractionprocess will be with an organic solvent like alcohols, ketone etc.; Because these organic kind solvents often have strong volatility, characteristics such as inflammable and explosive and expensive; And relate to the problem such as storage, recovery of solvent in process of production; Produce to consume with the equipment input very greatly, have that production cost is high, environmental pollution seriously and shortcoming such as potential safety hazard.
Summary of the invention
To the deficiency that exists in the traditional organic solvent extraction process; The objective of the invention is to guarantee the high yield and the highly purified while of finished product, a kind of, cost lower, environmental pollution few tartrate method for extracting acetylisovaleryl tylosin safer than traditional extraction technique is provided.
The technical conceive of the inventive method is following: regulate the pH value that contains the fermented liquid of acetylisovaleryl tylosin or contain the water body of acetylisovaleryl tylosin; Acetylisovaleryl tylosin fully is dissolved in the water; Pass through solid-liquid separation again, obtain the clarifying acetylisovaleryl tylosin aqueous solution.In the acetylisovaleryl tylosin aqueous solution, add sodium hydroxide or Pottasium Hydroxide; Regulate pH value of water solution; Acetylisovaleryl tylosin is separated out from the aqueous solution,, obtain the solid-state crude extract of acetylisovaleryl tylosin through solid-liquid separation; Crude extract and tartrate is salify in the aqueous solution again, again through filtration, the dry tartrate acetylisovaleryl tylosin elaboration that obtains.
To achieve these goals, the present invention has taked following technical measures:
A kind of process for extracting of tartrate acetylisovaleryl tylosin, its step is following:
(1) regulates the fermented liquid contain acetylisovaleryl tylosin or water pH value to 3.0-5.5 with sulfuric acid, acetylisovaleryl tylosin fully is dissolved in the water, carry out solid-liquid separation again, obtain the clarifying acetylisovaleryl tylosin aqueous solution;
(2) in the clarifying acetylisovaleryl tylosin aqueous solution, add sodium hydroxide or potassium hydroxide solution, regulate the pH value, be warming up to 80 ℃ (this moment, acetylisovaleryl tylosin can be separated out) then from the aqueous solution, get suspension liquid to 6-9.5;
(3) suspension liquid is carried out solid-liquid separation, obtain the solid-state crude extract of acetylisovaleryl tylosin;
(4) acetylisovaleryl tylosin crude extract and the tartrate mol ratio with 2:1-2:1.2 fully is dissolved in the water under the condition of pH value 2.5-4.5; Use the sulphur acid for adjusting pH value in the dissolution process; Process the tartrate acetylisovaleryl tylosin aqueous solution of 5-15m/v% (g/100mL); Carry out solid-liquid separation then, obtain the clarifying secondary aqueous solution;
(5) clarifying secondary aqueous solution drying treatment is removed moisture and obtain tartrate acetylisovaleryl tylosin highly finished product.
The present invention with water as solvent, through regulating acetylisovaleryl tylosin fermented liquid or pH value of aqueous solution, make acetylisovaleryl tylosin from fermented liquid or liquid, aqueous fully separate out again after the dissolving, come purifying to extract through solid-liquid separation.The crude extract yield is greater than 97%; With warp filtration after the tartrate salify, the dry tartrate acetylisovaleryl tylosin that obtains, purity is greater than 90%, and yield is greater than 94%.Therefore, extract high, low, safer, the less contamination of cost of tartrate acetylisovaleryl tylosin yield with technology of the present invention.
Embodiment
Following applicant will combine concrete embodiment that method of the present invention is specified, so that those skilled in the art has understanding further to the present invention, but following examples are interpreted as the restriction to protection domain of the present invention never in any form.
The research and development department that embodiment 1 and the embodiment 3 used fermented liquids that contain acetylisovaleryl tylosin are the vast Sheng bio tech ltd in applicant Hubei is through (preserving number is CCTCC NO:M2010261 to Hawaii streptomycete Wuhan mutation at volume on the experiment fermentation unit of 30L; On the books among the one Chinese patent application CN102168035A) liquid submerged aerobic fermentation, the intracellular enzyme that utilizes streptomycete to produce carries out bio-transformation to tylosin and the fermented liquid that contains acetylisovaleryl tylosin that obtains.Wherein, the composition proportion of fermention medium is Zulkovsky starch 5%, soyflour 3%, yeast powder 1%, yeast extract paste 0.1%, inorganic salt (MgCl
2) 0.2%, insufficient section is with the water polishing.At pH7.0; Under 30 ℃ of conditions of temperature; Inoculum size 5% (bacterial classification is the seed liquor that Hawaii streptomycete Wuhan mutation preservation strain CCTCC NO:M201026 obtained through shake-flask culture in 24 hours, and the culture medium prescription of shake-flask culture is identical with aforementioned fermentative medium formula), aerobic culture 50 hours; Continue to mend the tylosin aqueous solution of 9m/v% then with fed-batch mode, continue to cultivate the fermented liquid that promptly obtains containing acetylisovaleryl tylosin after 60-80 hour.
Embodiment 1:
A kind of process for extracting of tartrate acetylisovaleryl tylosin, its step is following:
(1) gets the fermented liquid that 500mL contains acetylisovaleryl tylosin; Measuring wherein through HPLC, acetylisovaleryl tylosin content is 12187ppm; Down the pH value of this fermented liquid is transferred to 4.5 at 25 ℃ with the sulfuric acid of 0.5mol/L; Filter, obtain clarifying acetylisovaleryl tylosin aqueous solution 427mL.
(2) potassium hydroxide solution with 0.5mol/L transfers to 9.0 with the clarifying acetylisovaleryl tylosin pH value of aqueous solution that step (1) obtains, and is warming up to 80 ℃ then, gets suspension liquid.
(3) suspension liquid obtains the solid-state crude extract of acetylisovaleryl tylosin after filtering, is weighed as 6.78g after the oven dry, and measuring its purity through HPLC is 87.4%, and yield is 97.3%.
(4) acetylisovaleryl tylosin crude extract that step (3) is obtained and 0.43g tartrate (acetylisovaleryl tylosin and tartrate mol ratio are 2:1.05) are in pH value 2.5; Fully be dissolved in the 70ml water under 25 ℃ of conditions of temperature; In the dissolution process with the sulphur acid for adjusting pH value of 0.5mol/L; Dissolve after-filtration, got the clarifying secondary aqueous solution.
(5) the spray-dried moisture of removing of the clarifying secondary aqueous solution is obtained tartrate acetylisovaleryl tylosin highly finished product 6.73g, measuring its purity through HPLC is 92.1%, and yield is 97.6%, total recovery 95.0%.
Embodiment 2
A kind of process for extracting of tartrate acetylisovaleryl tylosin, its step is following:
(1) gets the acetylisovaleryl tylosin solid powder appearance 28g that purity is 40%-50%; Be dissolved in and get turbidity solution in the 1000mL water; Measuring its acetylisovaleryl tylosin content through HPLC is 12292ppm; Down with the sulfuric acid of 0.5mol/L the pH value of this turbidity solution is transferred to 5.0 at 20 ℃, filtration obtains clarifying acetylisovaleryl tylosin aqueous solution 885mL.
(2) potassium hydroxide solution with 0.5mol/L transfers to 8.0 with the clarifying acetylisovaleryl tylosin pH value of aqueous solution that step (1) obtains, and is warming up to 80 ℃ then, gets suspension liquid.
(3) suspension liquid obtains the solid-state crude extract of acetylisovaleryl tylosin after filtering, is weighed as 13.87g after the oven dry, and measuring its purity through HPLC is 86.5%, and yield is 97.6%.
(4) acetylisovaleryl tylosin crude extract that step (3) is obtained and 0.9g tartrate (acetylisovaleryl tylosin and tartrate mol ratio are 2:1.09) are in pH value 3.5; Fully be dissolved in the 120ml water under 20 ℃ of conditions of temperature; In the dissolution process with the sulphur acid for adjusting pH value of 0.5mol/L; Dissolve after-filtration, got the clarifying secondary aqueous solution.
(5) the spray-dried moisture of removing of the clarifying secondary aqueous solution is obtained tartrate acetylisovaleryl tylosin highly finished product 13.82g, measuring its purity through HPLC is 91.3%, and yield is 98.1%, total recovery 95.7%.
Embodiment 3
A kind of process for extracting of tartrate acetylisovaleryl tylosin, its step is following:
(1) gets the fermented liquid that 1000mL contains acetylisovaleryl tylosin; Measuring wherein through HPLC, acetylisovaleryl tylosin content is 11487ppm; Down the pH value of this fermented liquid is transferred to 4.8 at 18 ℃ with the sulfuric acid of 0.5mol/L; Filter, obtain clarifying acetylisovaleryl tylosin aqueous solution 902mL.
(2) sodium hydroxide solution with 0.5mol/L transfers to 7.0 with the clarifying acetylisovaleryl tylosin pH value of aqueous solution that step (1) obtains, and is warming up to 80 ℃ then, gets suspension liquid.
(3) suspension liquid obtains the solid-state crude extract of acetylisovaleryl tylosin after filtering, is weighed as 13.22g after the oven dry, and measuring its purity through HPLC is 84.3%, and yield is 97.0%.
(4) acetylisovaleryl tylosin crude extract that step (3) is obtained and 0.85g tartrate (acetylisovaleryl tylosin and tartrate mol ratio are 2:1.11) are in pH value 3.7; Fully be dissolved in the 130ml water under 18 ℃ of conditions of temperature; In the dissolution process with the sulphur acid for adjusting pH value of 0.2mol/L; Dissolve after-filtration, got the clarifying secondary aqueous solution.
(5) the spray-dried moisture of removing of the clarifying secondary aqueous solution is obtained tartrate acetylisovaleryl tylosin highly finished product 12.85g, measuring its purity through HPLC is 90.4%, and yield is 97.2%, total recovery 94.3%.
Claims (1)
1. the process for extracting of a tartrate acetylisovaleryl tylosin, its step is following:
(1) regulates the fermented liquid contain acetylisovaleryl tylosin or water pH value to 3.0-5.5 with sulfuric acid, acetylisovaleryl tylosin fully is dissolved in the water, carry out solid-liquid separation again, obtain the clarifying acetylisovaleryl tylosin aqueous solution;
(2) in the clarifying acetylisovaleryl tylosin aqueous solution, add sodium hydroxide or potassium hydroxide solution, regulate the pH value, be warming up to 80 ℃ then, get suspension liquid to 6-9.5;
(3) suspension liquid is carried out solid-liquid separation, obtain the solid-state crude extract of acetylisovaleryl tylosin;
(4) acetylisovaleryl tylosin crude extract and the tartrate mol ratio with 2:1-2:1.2 fully is dissolved in the water under the condition of pH value 2.5-4.5; Use the sulphur acid for adjusting pH value in the dissolution process; Process the tartrate acetylisovaleryl tylosin aqueous solution of 5-15m/v%; Carry out solid-liquid separation then, obtain the clarifying secondary aqueous solution;
(5) the clarifying secondary aqueous solution is removed moisture through drying treatment and obtain tartrate acetylisovaleryl tylosin highly finished product.
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103275154A (en) * | 2013-06-28 | 2013-09-04 | 宁夏泰瑞制药股份有限公司 | Preparation method of crystalline particles of acetyl isovaleryl tylosin salt |
| CN103408623A (en) * | 2013-08-27 | 2013-11-27 | 宁夏泰瑞制药股份有限公司 | Extraction process of acetylisovaleryltylosin |
| CN103923140A (en) * | 2014-04-14 | 2014-07-16 | 宁夏泰瑞制药股份有限公司 | Preparation method of acetylisovaleryltylosin tartrate |
| CN104447919A (en) * | 2014-11-28 | 2015-03-25 | 武汉回盛生物科技有限公司 | Refining method of 20,23-dipiperidinyl-5-O-mycaminose-tylonolide bulk drug |
| CN104610403A (en) * | 2015-01-23 | 2015-05-13 | 中牧实业股份有限公司 | Acetylisovaleryltylosin tartrate purifying method |
| CN104693255A (en) * | 2015-01-14 | 2015-06-10 | 宁夏泰瑞制药股份有限公司 | Method for recovering acetylisovaleryltylosin tartrate from acetylisovaleryltylosin tartrate crystallization mother liquor |
| CN104961784A (en) * | 2015-06-11 | 2015-10-07 | 宁夏泰瑞制药股份有限公司 | Method for recovery of acetylisovaleryl tylosin from aivlosin tartrate crystallization mother liquid |
| CN107936073A (en) * | 2017-12-26 | 2018-04-20 | 湖北回盛生物科技有限公司 | One kind improves the water miscible method of tartaric acid acetylisovaleryl tylosin |
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103275154A (en) * | 2013-06-28 | 2013-09-04 | 宁夏泰瑞制药股份有限公司 | Preparation method of crystalline particles of acetyl isovaleryl tylosin salt |
| CN103408623A (en) * | 2013-08-27 | 2013-11-27 | 宁夏泰瑞制药股份有限公司 | Extraction process of acetylisovaleryltylosin |
| CN103408623B (en) * | 2013-08-27 | 2015-07-15 | 宁夏泰瑞制药股份有限公司 | Extraction process of acetylisovaleryltylosin |
| CN103923140A (en) * | 2014-04-14 | 2014-07-16 | 宁夏泰瑞制药股份有限公司 | Preparation method of acetylisovaleryltylosin tartrate |
| CN103923140B (en) * | 2014-04-14 | 2016-06-15 | 宁夏泰瑞制药股份有限公司 | The preparation method of a kind of tartrate acetylisovaleryl tylosin |
| CN104447919A (en) * | 2014-11-28 | 2015-03-25 | 武汉回盛生物科技有限公司 | Refining method of 20,23-dipiperidinyl-5-O-mycaminose-tylonolide bulk drug |
| CN104693255A (en) * | 2015-01-14 | 2015-06-10 | 宁夏泰瑞制药股份有限公司 | Method for recovering acetylisovaleryltylosin tartrate from acetylisovaleryltylosin tartrate crystallization mother liquor |
| CN104693255B (en) * | 2015-01-14 | 2017-05-24 | 宁夏泰瑞制药股份有限公司 | Method for recovering acetylisovaleryltylosin tartrate from acetylisovaleryltylosin tartrate crystallization mother liquor |
| CN104610403A (en) * | 2015-01-23 | 2015-05-13 | 中牧实业股份有限公司 | Acetylisovaleryltylosin tartrate purifying method |
| CN104961784A (en) * | 2015-06-11 | 2015-10-07 | 宁夏泰瑞制药股份有限公司 | Method for recovery of acetylisovaleryl tylosin from aivlosin tartrate crystallization mother liquid |
| CN107936073A (en) * | 2017-12-26 | 2018-04-20 | 湖北回盛生物科技有限公司 | One kind improves the water miscible method of tartaric acid acetylisovaleryl tylosin |
| CN107936073B (en) * | 2017-12-26 | 2021-08-10 | 湖北回盛生物科技有限公司 | Method for improving water solubility of acetylisovaleryltylosin tartrate |
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Address after: 432400, Hubei, Xiaogan province Yingcheng City South Development Zone, all the way Patentee after: Hubei Hui Sheng Biotechnology Co., Ltd. Address before: 432400, Hubei, Xiaogan province Yingcheng City South Development Zone, all the way Patentee before: Hubei Yangsheng Biotechnology Co., Ltd. |