CN1824321A - Yanhuning freeze dried powder for injection and its preparation method - Google Patents
Yanhuning freeze dried powder for injection and its preparation method Download PDFInfo
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- CN1824321A CN1824321A CN 200510135601 CN200510135601A CN1824321A CN 1824321 A CN1824321 A CN 1824321A CN 200510135601 CN200510135601 CN 200510135601 CN 200510135601 A CN200510135601 A CN 200510135601A CN 1824321 A CN1824321 A CN 1824321A
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Abstract
A freeze-dried powder injection of Yanhuning with higher chemical stability and its preparing process are disclosed.
Description
Technical field
The invention belongs to technical field of Chinese medicines, be specifically related to a kind of Yanhuning freeze dried powder for injection and preparation method thereof.
Background technology
The succinic anhydride derivant of the raw material sources of Yanhuning freeze dried powder for injection andrographolide in acanthaceous plant Herba Andrographis: andrographolide.Andrographolide has anti-inflammation, and heat-clearing and toxic substances removing promotes adrenal cortex function and sedation, is one of medicine comparatively commonly used in the present tcm emergency.The chemical constitution of andrographolide is shown in following structural formula:
The structural stability of andrographolide is relatively poor, and reason is: at first be lactone ring five membered open loop easily under acidity or alkali condition of 12 connections, and especially unstable under the alkali condition; As a same reason, 3 also unstable under acid-base condition with 19 ester groups that are connected; The condensed ring reaction also takes place in two keys of 11,12 and 13,14 easily under the catalysis of light or heat; 13,14 two keys are induced at carbonyl additive reaction are taken place down easily.The description of test of Wang Defeng etc. andrographolide degraded easily [the HPLC method is measured the content and the related substance of andrographolide injection,, journal of Shandong university (medicine) 43 (9): 873-874 page or leaf in 2005] under acidity or alkalescence or oxidant condition.
If Yanhuning freeze dried powder for injection is degraded in preparation process or storage process, this is easy to cause drug failure even anaphylactoid generation, the stability that guarantees andrographolide all has important practical sense in preparation production and clinical practice, and based on the reason of the chemical constitution of andrographolide own, the stability problem that solves its freeze-dried powder has suitable difficulty.
Chinese patent 200410039522.9, patent name is andrographolide succinic acid half-ester natrium potassium salt and preparation thereof, discloses the technology of preparing of relevant dosage form, its claim has been protected the preparation method of freeze-dried powder injection.Its preparation technology is the conventional process of present powder pin substantially, still can't resolve present stability problem according to the technology of this patent.
Summary of the invention
An object of the present invention is to disclose a kind of Yanhuning freeze dried powder for injection.
Another purpose of the present invention is the preparation method that discloses above-mentioned Yanhuning freeze dried powder for injection.
Specifically, the inventor has reached and has improved Yanhuning freeze dried powder for injection stability ground purpose by composite with andrographolide and manganese salt, and wherein the part by weight of andrographolide and manganese salt is 1000: 1-10; The preferred weight ratio is 1000: 1-5.
The preparation method of above-mentioned Yanhuning freeze dried powder for injection is:
Get andrographolide, add the dissolving of injection water, add antioxidant and manganese salt, stirring and dissolving, the pH value with the hydrochloric acid solution regulator solution adds active carbon, stir, take off charcoal, add injection water standardize solution, use the filtering with microporous membrane degerming, and make the solution clarification, by every bottle of 2.5ml medicinal liquid is divided in the cillin bottle, with ventilation plug false add plug, transfer to and carry out lyophilization in the freezer dryer, promptly.
Invent described antioxidant and be selected from sodium sulfite and sodium bicarbonate.
The aperture of inventing described microporous filter membrane is 0.22-0.45 μ m.
The scope of inventing the pH value of described hydrochloric acid solution regulator solution is 5.5 ± 0.4.
Inventing described manganese salt is manganous salt, preferred manganese chloride or manganese sulfate.
Invent described andrographolide and can adopt the raw material that meets medicinal standard.
The inventor studies Yanhuning freeze dried powder for injection, make the inventor that unexpected the discovery is, add manganese salt in above-mentioned invention after, the unit formulation content and the chemical stability of the finished product of Yanhuning freeze dried powder for injection are significantly improved, and this is that prior art can not be instructed.Confirm by experiment, adopt other materials such as alanine, glycine and copper sulfate to substitute manganese salt, all can not reach effect of the present invention, illustrate that the manganese salt that the present invention selects for use has specificity, irreplaceable.
The specific embodiment
Further describe the present invention with embodiment below, help understanding, but described embodiment only is used to illustrate the present invention rather than restriction the present invention the present invention and advantage thereof, better effects if.
Embodiment 1
Prescription:
Andrographolide 160g sodium bisulfate 16g manganese chloride 0.16g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium sulfite and the manganese chloride of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Embodiment 2
Prescription:
Andrographolide 32g sodium bicarbonate 3.2g manganese chloride 0.15g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium bicarbonate and the manganese chloride of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Embodiment 3
Prescription:
Andrographolide 64g sodium bicarbonate 6.4g manganese chloride 0.3g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium bicarbonate and the manganese chloride of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 1
Prescription:
Andrographolide 160g sodium sulfite 16g alanine 2g
Active carbon 5g water for injection 2000m1
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium sulfite and the alanine of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 2
Prescription:
Andrographolide 32g sodium bicarbonate 3.2g alanine 2g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium bicarbonate and the alanine of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 3
Prescription:
Andrographolide 64g sodium bicarbonate 6.4g alanine 2g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium sulfite and the alanine of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 4
Prescription:
Andrographolide 160g sodium bisulfate 16g glycine 2g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium bicarbonate and the glycine of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 5
Prescription:
Andrographolide 32g sodium bicarbonate 3.2g glycine 2g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium sulfite and the glycine of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 6
Prescription:
Andrographolide 64g sodium bicarbonate 6.4g glycine 2g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium bicarbonate and the glycine of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 7
Prescription:
Andrographolide 160g sodium sulfite 16g copper sulfate 0.16g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium bicarbonate and the copper sulfate of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 8
Prescription:
Andrographolide 32g sodium bicarbonate 3.2g copper sulfate 0.15g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium sulfite and the copper sulfate of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Reference examples 9
Prescription:
Andrographolide 64g sodium bicarbonate 6.4g copper sulfate 0.3g
Active carbon 5g water for injection 2000ml
Method for making: the andrographolide of getting recipe quantity, add the dissolving of 1000ml water for injection, add the sodium bicarbonate and the copper sulfate of recipe quantity, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution is 5.5 ± 0.4, add active carbon, stir 10min, take off charcoal, add the injection water to 2000ml, with 0.22 μ m filtering with microporous membrane degerming, and make the solution clarification, check the content of each principal agent in the medicinal liquid.By every bottle of 2.5ml medicinal liquid is divided in the cillin bottle,, transfers to and carry out lyophilization in the freezer dryer, promptly with ventilation plug false add plug.
Experimental example 1
1. test specimen: embodiment 1-3, reference examples 1-9, andrographolide reference substance (dehydrorographolide succinic acid half-ester, Chinese pharmaceutical biological product is identified institute).
2. working sample is handled: every kind of sample got 10 bottles, adds the suitable quantity of water dissolving respectively, and transfers to fully in the measuring bottle of suitable size, thin up is to scale, shake up, make the concentration that contains andrographolide and be about 0.5-5 μ g/ml, promptly can be used as the need testing solution of measuring andrographolide.Same method, water is prepared the reference substance solution that the concentration that contains the andrographolide reference substance is about 0.5-5 μ g/ml.
3. assay method: each composition in the sample is measured according to high performance liquid chromatography (two appendix VD of Chinese Pharmacopoeia version in 2005).Chromatographic condition: chromatographic column is C18 reversed phase chromatographic column (150 * 4.6mm, 5 μ m); Mobile phase is methanol-0.05% potassium dihydrogen phosphate (with phosphoric acid adjust pH be 3.0 at 60: 40); The detection wavelength is 25lnm, and column temperature is 30 ℃, and flow velocity is 1.0 ml/min, and sample size is 20 microlitres.
4. result processing method: multiply by 1.1466 by external standard method with the content of dehydrorographolide succinic acid half-ester in the calculated by peak area test sample, promptly get andrographolide weight.
5. result of the test: each embodiment is relative with the sign amount, and percentage composition the results are shown in Table 1.
The relative percentage composition (%) of table 1 embodiment
| Embodiment 1 | 99.8% (the sign amount is the 0.2g/ bottle) |
| Embodiment 2 | 99.7% (the sign amount is the 0.04g/ bottle) |
| Embodiment 3 | 99.6% (the sign amount is the 0.08g/ bottle) |
| Reference examples 1 | 92.3% (the sign amount is the 0.2g/ bottle) |
| Reference examples 2 | 90.5% (the sign amount is the 0.04g/ bottle) |
| Reference examples 3 | 93.0% (the sign amount is the 0.08g/ bottle) |
| Reference examples 4 | 91.9% (the sign amount is the 0.2g/ bottle) |
| Reference examples 5 | 94.4% (the sign amount is the 0.04g/ bottle) |
| Reference examples 6 | 91.5% (the sign amount is the 0.08g/ bottle) |
| Reference examples 7 | 93.7% (the sign amount is the 0.2g/ bottle) |
| Reference examples 8 | 92.9% (the sign amount is the 0.04g/ bottle) |
| Reference examples 9 | 92.5% (the sign amount is the 0.08g/ bottle) |
As seen the result compares with the sample of reference examples 1-9 from table, identical feed intake and the prerequisite of technology under, the content of the Yanhuning freeze dried powder for injection of invention is the highest, this is that prior art can not be instructed.
Experimental example 2
1. test method: the sample of getting each EXAMPLE l-3 and reference examples 1-9 places 40 ℃ calorstat to place 6 months, respectively at the content of andrographolide in 0 month, March, June sampling and measuring sample.
2. working sample is handled: every kind of sample got 10 bottles, adds the suitable quantity of water dissolving respectively, and transfers to fully in the measuring bottle of suitable size, thin up is to scale, shake up, make the concentration that contains andrographolide and be about 0.5-5 μ g/ml, promptly can be used as the need testing solution of measuring andrographolide.Same method, water is prepared the reference substance solution that the concentration that contains andrographolide is about 0.5-5 μ g/ml.
3. assay method: each composition in the sample is measured according to high performance liquid chromatography (two appendix VD of Chinese Pharmacopoeia version in 2005).Chromatographic condition: chromatographic column is C18 reversed phase chromatographic column (150 * 4.6mm, 5 μ m); Mobile phase is methanol-0.05% potassium dihydrogen phosphate (with phosphoric acid adjust pH be 3.0 at 60: 40); The detection wavelength is 251nm, and column temperature is 30 ℃, and flow velocity is 1.0 ml/min, and sample size is 20 microlitres.
4. result processing method: measure the andrographolide amount in the sample of each embodiment and reference examples in order to last method, calculate every bottle in the average absolute content (milligram/bottle) of each composition.With 0 month absolute content was the relative percentage composition of benchmark 100%, with the absolute content in March or the June absolute content divided by 0 month, was the relative percentage composition (%) in March or June.
5. result of the test: the sample of each embodiment and reference examples places 40 ℃ calorstat to place 6 months, and the relative percentage composition of andrographolide when March, June the results are shown in Table 2.
The sample of table 2 embodiment and reference examples is at 40 ℃
*March, 40 ℃
*The relative percentage composition (%) in June
| Sample | The andrographolide changes of contents | |
| 40℃ *March (%) | 400℃ *June (%) | |
| Embodiment 1 | 98.6 | 96.9 |
| Embodiment 2 | 98.4 | 96.7 |
| Embodiment 3 | 97.0 | 95.5 |
| Reference examples 1 | 91.1 | 85.1 |
| Reference examples 2 | 92.1 | 89.0 |
| Reference examples 3 | 88.1 | 80.5 |
| Reference examples 4 | 90.7 | 82.3 |
| Reference examples 5 | 72.1 | 65.1 |
| Reference examples 6 | 79.9 | 72.8 |
| Reference examples 7 | 80.7 | 82.3 |
| Reference examples 8 | 82.6 | 75.2 |
| Reference examples 9 | 85.9 | 80.8 |
As seen the result compares with the sample of reference examples from table, and the stability of the Yanhuning freeze dried powder for injection of invention is significantly improved, and this is that prior art can not be instructed.
Claims (8)
1. Yanhuning freeze dried powder for injection, the part by weight that it is characterized in that andrographolide and manganese salt is 1000: 1-10.
2. according to the described Yanhuning freeze dried powder for injection of claim 1, the part by weight that it is characterized in that described andrographolide and manganese salt is 1000: 1-5.
3. Yanhuning freeze dried powder for injection according to claim 1 and 2, the preparation method that it is characterized in that Yanhuning freeze dried powder for injection is: get andrographolide, add the dissolving of injection water, add antioxidant and manganese salt, stirring and dissolving, pH value with the hydrochloric acid solution regulator solution adds active carbon, stirs, take off charcoal, add injection water standardize solution, use the filtering with microporous membrane degerming, and make the solution clarification, by every bottle of 2.5ml medicinal liquid is divided in the cillin bottle, with ventilation plug false add plug, transfer to and carry out lyophilization in the freezer dryer, promptly.
4. Yanhuning freeze dried powder for injection according to claim 3 is characterized in that described manganese salt is manganous salt.
5. Yanhuning freeze dried powder for injection according to claim 3 is characterized in that described antioxidant is selected from sodium sulfite and sodium bicarbonate.
6. Yanhuning freeze dried powder for injection according to claim 3, the aperture that it is characterized in that described microporous filter membrane are 0.22-0.45 μ m.
7. Yanhuning freeze dried powder for injection according to claim 3, the scope that it is characterized in that the pH value of described hydrochloric acid solution regulator solution is 5.5 ± 0.4.
8. Yanhuning freeze dried powder for injection according to claim 4 is characterized in that described manganous salt is manganese chloride or manganese sulfate.
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| Application Number | Priority Date | Filing Date | Title |
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| CN 200510135601 CN1824321A (en) | 2005-12-31 | 2005-12-31 | Yanhuning freeze dried powder for injection and its preparation method |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510135601 CN1824321A (en) | 2005-12-31 | 2005-12-31 | Yanhuning freeze dried powder for injection and its preparation method |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102552183A (en) * | 2012-02-02 | 2012-07-11 | 武汉长联来福制药股份有限公司 | Preparation method of potassium sodium dehydroaadroandrographolide succinate freeze-dried powder injection |
| CN107184556A (en) * | 2017-06-13 | 2017-09-22 | 成都万维优方科技有限公司 | A kind of andrographolide lyophilized formulations and preparation method thereof |
-
2005
- 2005-12-31 CN CN 200510135601 patent/CN1824321A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102552183A (en) * | 2012-02-02 | 2012-07-11 | 武汉长联来福制药股份有限公司 | Preparation method of potassium sodium dehydroaadroandrographolide succinate freeze-dried powder injection |
| CN107184556A (en) * | 2017-06-13 | 2017-09-22 | 成都万维优方科技有限公司 | A kind of andrographolide lyophilized formulations and preparation method thereof |
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