CN112268974A - HPLC (high Performance liquid chromatography) content determination method for naringenin in preparation for strengthening body resistance and removing blood stasis - Google Patents
HPLC (high Performance liquid chromatography) content determination method for naringenin in preparation for strengthening body resistance and removing blood stasis Download PDFInfo
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Abstract
The invention relates to a method for measuring naringenin HPLC content in a preparation for strengthening body resistance and removing blood stasis, which establishes a method for measuring the content of naringenin component in the preparation for strengthening body resistance and removing blood stasis, and measures the content of naringenin in a plurality of batches of preparations for strengthening body resistance and removing blood stasis, the measured chromatographic peak has better separation degree and peak purity, and has good linear relation with peak area in a larger concentration range.
Description
Technical Field
The invention belongs to the field of quality control of a preparation for strengthening body resistance and removing blood stasis, and particularly relates to a method for measuring the content of naringenin in the preparation for strengthening body resistance and removing blood stasis by HPLC.
Background
The prescription of the preparation for strengthening body resistance and removing blood stasis comprises six medicinal materials of pine pollen, fermented cordyceps sinensis powder, peach kernel, salvia miltiorrhiza, gynostemma pentaphylla and schisandra chinensis. The capsule (tablet) is mainly used for treating hepatitis B hepatic fibrosis with blood stasis obstruction of collaterals, liver and kidney deficiency, symptoms of hypochondriac lump, hypochondriac pain, dark complexion or red-thread erythema, soreness and weakness of waist and knees, fatigue and hypodynamia, dizziness and dryness of eyes, dark red tongue or ecchymosis, thin or yellowish fur and wiry and thready pulse.
RightingThe stasis-resolving capsule (tablet) has been used in China for many years and has complex components. The quality standard of the capsule for strengthening body resistance and removing blood stasis is the national drug standard: WS3-459(Z-79) -2005Z, the quality standard of the tablet for strengthening body resistance and removing blood stasis is the national drug standard: YBZ 19332995-2009Z. In the standard, the content of index components of the salvia miltiorrhiza and the fermented cordyceps sinensis powder is measured, and the content of specific chemical components in the pine pollen is not controlled and characterized. After the LC-MS researches on the components of the pine pollen and the preparation for strengthening the body resistance and removing the blood stasis, the naringenin is one of the main and specific components of the pine pollen and can be detected in the preparation for strengthening the body resistance and removing the blood stasis. Naringenin (C)15H12O5) Is flavanone compound, has various pharmacological activities of anti-inflammation, antioxidation, anticancer, antitumor, antivirus, anti-fibrosis and the like, and has good medicinal value. Therefore, a method for measuring the content of naringenin is needed to be established so as to improve the quality control standard of the preparation for strengthening body resistance and removing blood stasis.
Disclosure of Invention
The invention aims to solve the technical problem of providing an HPLC (high performance liquid chromatography) content determination method for naringenin in a preparation for strengthening body resistance and removing blood stasis, which has the characteristics of simple and convenient operation, rapidness, strong specificity and good repeatability.
The invention provides a method for measuring the HPLC content of naringenin in a preparation for strengthening the body resistance and removing blood stasis, which comprises the following steps:
(1) dissolving the sample in ethanol solution, ultrasonic extracting or heating under reflux, filtering, and collecting filtrate to obtain sample solution;
(2) dissolving naringenin control in methanol to obtain control solution;
(3) respectively sucking a test solution and a reference solution, and performing HPLC (high performance liquid chromatography) determination; wherein, the chromatographic conditions are as follows: the chromatographic column is a C18 chromatographic column; the mobile phase is methanol-0.05 percent phosphoric acid solution; the column temperature is 20-40 ℃; the detection wavelength is 285-303 nm; the flow rate is 0.5-2.0 ml/min; the sample amount is 1-20 mul; the theoretical plate number is not less than 3000 calculated according to naringenin peak.
The ethanol concentration in the step (1) is 60-80%.
The ultrasonic extraction or heating reflux time in the step (1) is 0.5-1 h.
And (2) filtering in the step (1), and selecting the pore diameter of the microporous filter membrane according to conventional conditions. It is generally from 0.22 μm to 0.8. mu.m, preferably 0.45. mu.m. Or centrifuging at 6000-12000 r/min for 5-15 min.
The concentration of the methanol in the step (2) is 80-100%.
The size of the C18 chromatographic column in the step (3) is 4.6mm multiplied by 150mm or 4.6mm multiplied by 250mm, and the grain diameter of the filler is 5 μm.
The volume ratio of the methanol to the 0.05% phosphoric acid solution in the step (3) is 42:58, the mobile phase methanol can be adjusted within the range of the relative value +/-30%, and the 0.05% phosphoric acid solution is adjusted accordingly.
The detection wavelength in the step (3) is 288nm +/-3 nm.
The flow rate in the step (3) is preferably 0.8 to 1.2ml/min, and most preferably 1.0 ml/min.
The optimal sample injection amount in the step (3) is 10 mu l.
Diluting naringenin reference substances into 7 mass concentrations of different grades of 2.84, 4.74, 7.90, 13.17, 21.95, 36.59 and 60.98 mu g/ml step by step, respectively measuring peak areas, and performing linear regression by taking the mass concentration of naringenin as abscissa and the peak area of naringenin as ordinate.
Advantageous effects
The method has the characteristics of simple and convenient operation, rapidness, strong specificity, good repeatability and the like; the naringenin has stable content in the preparation for strengthening body resistance and removing blood stasis, can be used as an index component for controlling the quality of the preparation for strengthening body resistance and removing blood stasis, has important significance for the research of the preparation for strengthening body resistance and removing blood stasis, and is beneficial to the follow-up quality control research of the preparation for strengthening body resistance and removing blood stasis.
Drawings
FIG. 1 is HPLC chromatogram of naringenin in Fuzheng Huayu capsule; wherein A is a solvent blank; b is negative control; c is naringenin reference substance; and D is a test sample of the body resistance strengthening and blood stasis removing capsule.
FIG. 2 is HPLC chromatogram of naringenin in the tablet for strengthening body resistance and removing blood stasis; wherein A is a solvent blank; b is negative control; c is naringenin reference substance; and D is a test sample of the body resistance strengthening and blood stasis removing tablet.
Fig. 3 is the maximum absorption wavelength of naringenin solution.
FIG. 4 shows the LC-MS positive and negative ion extraction fragment peak of naringenin in pollen Pini.
FIG. 5 shows the LC-MS positive and negative ion extraction fragment peak of naringenin in the Fuzheng Huayu capsule.
FIG. 6 shows the LC-MS positive and negative ion extraction fragment peak of naringenin in the tablet for strengthening body resistance and removing blood stasis.
Detailed Description
The invention will be further illustrated with reference to the following specific examples. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention. Further, it should be understood that various changes or modifications of the present invention may be made by those skilled in the art after reading the teaching of the present invention, and such equivalents may fall within the scope of the present invention as defined in the appended claims.
Example 1
1. Materials and methods
1.1 Experimental materials
The preparation sample for strengthening body resistance and removing blood stasis is provided by Shanghai Huanghai pharmaceutical Limited liability company (the capsule batch number for strengthening body resistance and removing blood stasis: 190701; the tablet batch number for strengthening body resistance and removing blood stasis: S190701). Naringenin reference, lot number: 3597, purity: 98% of the total weight of the product, purchased from Shanghai Shidan Dermart Standard technology service, Inc.; HPLC grade methanol and 96% phosphoric acid were purchased from Shanghai' an spectral science and technology, Inc.
1.2 Experimental instruments
Agilent1260 high performance liquid chromatograph (Agilent corporation); HWS24 model electric heating constant temperature water bath (shanghai-constant technology ltd); XP-105 electronic balance (Mettler-Toriledo); diamonsil C18Chromatography column (4.6 mm. times.150 mm or 4.6 mm. times.250 mm, 5 μm, Shanghaineco horse analytical technique, Ltd.).
1.3 naringenin content determination method
1.3.1 chromatographic conditions
Mobile phase: methanol-0.05% phosphoric acid solution (42: 58); column temperature: 30 ℃; the detection wavelength is 288 nm; the flow rate is 1.0 ml/min; the sample amount is 10 mul; the theoretical plate number is not less than 3000 calculated according to naringenin peak.
1.3.2 solution preparation
1) Preparation of control solutions
Taking a proper amount of naringenin reference substance, precisely weighing, placing in a volumetric flask, and adding 90% methanol to prepare a solution containing 20 μ g of naringenin reference substance per 1 ml.
2) Preparation of test solution
Taking 10 capsules (10 tablets of the tablet for strengthening body resistance and removing blood stasis, grinding), taking about 1.2g, precisely weighing, placing in a conical flask with a plug, precisely adding 25ml of 70% ethanol, sealing the plug, weighing, performing ultrasonic treatment for 30min or refluxing for 30min, cooling, weighing again, supplementing the lost weight with 70% ethanol, shaking uniformly, filtering, and taking the subsequent filtrate.
3) Preparation of blank solution
According to the treatment method of 2), the body resistance strengthening and blood stasis removing extract powder without the pine pollen sample is added with auxiliary materials and then is tableted to obtain tablets or prepared into capsules to be used as a test sample, and 70 percent ethanol solution is used for preparing negative.
1.4 System suitability Studies
1.4.1 specificity
And (4) determining the negative sample, wherein no corresponding chromatographic peak appears at the same retention time of the control naringenin and the negative sample.
1.4.2 Linear relationship
Diluting naringenin reference substance into 7 mass concentrations of different grades of 2.84, 4.74, 7.90, 13.17, 21.95, 36.59 and 60.98 μ g/ml, respectively measuring peak area, and performing linear regression with naringenin mass concentration as (X) abscissa and naringenin peak area as (Y) ordinate.
1.4.3 precision test
Precisely sucking 10 mu l of naringenin reference substance, continuously injecting 5 needles, calculating naringenin peak area RSD to be less than or equal to 2%, and inspecting the precision of the instrument.
1.4.4 stability test
Taking the same sample solution (Fuzheng Huayu capsule batch No. 190701; Fuzheng Huayu tablet batch No. S190701), standing at room temperature for 0, 2, 4, 8, 12, 24, 48h, sampling and measuring, calculating naringenin content, and the RSD of the dry extract powder for strengthening the body resistance and dissolving the stasis is less than or equal to 6%; the RSD of the tablet for strengthening body resistance and removing blood stasis is less than or equal to 6 percent.
1.4.5 repeatability test
Taking 6 parts of the same batch of test solution (the number of the capsule for strengthening body resistance and removing blood stasis is 190701; the number of the capsule for strengthening body resistance and removing blood stasis is S190701; the content of naringenin is calculated, and the RSD of the capsule for strengthening body resistance and removing blood stasis is less than or equal to 6 percent; the RSD of the tablet for strengthening body resistance and removing blood stasis is less than or equal to 6 percent.
1.4.6 accuracy test
Precisely taking 9 parts of the same batch of samples (strengthening body resistance and removing blood stasis capsule batch number 190701; strengthening body resistance and removing blood stasis tablet batch number S190701), precisely adding low, medium and high 3 concentration levels of reference substance solutions respectively, measuring the stock solution and the added standard test solution, and calculating the recovery rate and RSD value. The recovery rate of the capsule for strengthening body resistance and removing blood stasis is 80-115 percent, and the RSD is less than or equal to 6 percent; the recovery rate of the tablet for strengthening body resistance and removing blood stasis is 80-115%, and the RSD is less than or equal to 6%.
1.5 extraction and analysis methods
1.5.1 full wavelength scan was performed using an Agilent1260II liquid chromatograph DAD detector to determine the naringenin maximum wavelength range.
1.5.2 different extraction methods
Taking 10 capsules (10 tablets of Fuzheng Huayu tablets, grinding), taking about 1.2g, adding 25ml of 70% ethanol, carrying out ultrasonic treatment or reflux for 30min, and measuring the content.
1.5.3 different extraction times
Collecting the capsule powder (10 tablets, grinding) of FUZHENGHUAYU Capsule, collecting 1.2g, adding 70% ethanol 25ml, refluxing at different time points, and measuring content.
1.5.4 selecting different batches of preparation for strengthening body resistance and removing blood stasis to measure naringenin content.
2. Results
2.1 specificity
The HPLC retention time of the test sample and the naringenin control sample are the same, the chromatographic peak separation degree of naringenin and other components is good, and no corresponding chromatographic peak appears at the same retention time of the control naringenin and the negative sample (figure 1).
2.2 precision test
The peak areas of the naringenin reference solution are respectively as follows: 11.60, 11.58, 11.62, 11.67, 11.41, average peak area: 311.58, RSD is 0.9% (≦ 2%), indicating good instrument precision.
2.3 examination of the Linear relationship
The regression equation is calculated to be Y which is 0.6321X + 0.1715, and the correlation coefficient r which is 1.0000, and the result shows that the naringenin has better linear relation in the range of 3.0-61.0 mug/ml.
2.4 repeatability test
The result of the repeatability test shows that the method has good repeatability, and the RSD is 0.5 percent (less than or equal to 6 percent) (tables 1 and 2).
TABLE 1 repeatability test results of naringenin in FUZHENGHUAYU Capsule
TABLE 2 repeatability test results of naringenin in FUZHENGHUAYU tablet
2.5 stability test
Capsules for strengthening body resistance and removing blood stasis: the naringenin content measured when the tea is placed at room temperature for different time is respectively as follows: 0.057mg/g, 0.056mg/g, 0.055mg/g, 0.056mg/g, 0.057mg/g, 0.055mg/g, RSD 1.5% (≦ 6%). The test solution is stable within 48 h.
Tablet for strengthening body resistance and removing blood stasis: the naringenin content measured when the tea is placed at room temperature for different time is respectively as follows: 0.092mg/g, 0.089mg/g, 0.090mg/g, 0.091mg/g, 0.089mg/g, 0.088mg/g, RSD 1.5% (≦ 6%). The test solution is stable within 48 h.
2.6 accuracy test
The naringenin recovery rate in the capsule for strengthening body resistance and removing blood stasis is in the range of 95-101%, the average recovery rate is 95%, and the RSD is 2.5%; the naringenin recovery rate in the tablet for strengthening body resistance and removing blood stasis is 97-101%, the average recovery rate is 99%, and the RSD is 1.3%. Meets the requirements of the four guiding principles <9101> in the year 2015 of Chinese pharmacopoeia (tables 3 and 4).
TABLE 3 Naringin recovery test in FUZHENGHUAYU Capsule
TABLE 4 Naringin recovery test for strengthening body resistance and removing blood stasis
2.7 full wavelength scanning with Agilent1260II liquid chromatograph DAD detector, naringenin maximum wavelength is about 289.8 nm. Therefore, better accuracy can be obtained by detecting at the wavelength of 289 +/-3 nm.
2.8 comparison of different extraction methods
10 capsules for strengthening body resistance and removing blood stasis are taken, about 1.2g of capsules are taken, 25ml of 70% ethanol is added, ultrasonic treatment and reflux are selected for 30min, and naringenin content is measured, and the result shows that the naringenin content in the ultrasonic treatment and the content in the reflux are not greatly different (Table 5).
TABLE 5 different extraction methods of naringenin content from FUZHENGHUAYU Capsule
| Concentration of solvent | Reflux content mg/g | Ultrasonic content mg/g |
| 70% ethanol | 0.059 | 0.061 |
The tablet for strengthening body resistance and removing blood stasis 10 tablets is ground into fine powder, about 1.2g of the tablet is taken, 25ml of 70% ethanol is added, ultrasonic treatment and reflux are selected for 30min, and the content of naringenin is measured, so that the content of the naringenin in the ultrasonic treatment and the content of the naringenin in the reflux treatment are not greatly different (Table 6).
TABLE 6 naringenin content extracted from tablet for strengthening body resistance and removing blood stasis
| Concentration of solvent | Reflux content mg/g | Ultrasonic content mg/g |
| 70% ethanol | 0.088 | 0.089 |
2.10 comparison of different extraction times
Taking 10 capsules for strengthening body resistance and removing blood stasis, taking about 1.2g, adding 25ml of 70% ethanol, selecting ultrasonic waves at different time points, and measuring the naringenin content, wherein the result shows that the naringenin content can be completely extracted within 30 min.
TABLE 7 naringenin content of FUZHENGHUAYU Capsule at different extraction times
| Time of day | Naringenin content mg/g |
| 0.5h | 0.060 |
| 1h | 0.059 |
| 1.5h | 0.060 |
Taking 10 tablets of the tablets for strengthening body resistance and removing blood stasis, grinding, taking about 1.2g, adding 25ml of 70% ethanol, and selecting different times to perform ultrasonic measurement on the naringenin content, wherein the result shows that the naringenin content can be completely extracted within 30 min.
TABLE 8 naringenin content of FUZHENGHUAYU tablet at different extraction times
| Time of day | Naringenin content mg/g |
| 0.5h | 0.089 |
| 1h | 0.089 |
| 1.5h | 0.088 |
2.12 measurement of naringenin content in preparation for strengthening body resistance and removing blood stasis
Respectively taking 10 batches of the capsule and the tablet for strengthening the body resistance and removing the blood stasis of different batches to carry out content measurement, wherein the average content is between 0.04 and 0.09mg/g and 0.06 and 0.25 mg/g. The naringenin chromatographic peak has symmetrical peak shape and good separation effect.
Claims (8)
1. An HPLC content determination method of naringenin in a preparation for strengthening body resistance and removing blood stasis comprises the following steps:
(1) dissolving the sample in ethanol solution, ultrasonic extracting or heating under reflux, filtering, and collecting filtrate to obtain sample solution;
(2) dissolving naringenin control in methanol to obtain control solution;
(3) respectively sucking a test solution and a reference solution, and performing HPLC (high performance liquid chromatography) determination; wherein, the chromatographic conditions are as follows: the chromatographic column is a C18 chromatographic column; the mobile phase is methanol-0.05 percent phosphoric acid solution; the column temperature is 20-40 ℃; the detection wavelength is 285-303 nm; the flow rate is 0.5-2.0 ml/min; the sample amount is 1-20 mul; the theoretical plate number is not less than 3000 calculated according to naringenin peak.
2. The method of claim 1, wherein: the ethanol concentration in the step (1) is 60-80%.
3. The method of claim 1, wherein: the ultrasonic extraction or heating reflux time in the step (1) is 0.5-1 h.
4. The method of claim 1, wherein: the concentration of the methanol in the step (2) is 80-100%.
5. The method of claim 1, wherein: the size of the C18 chromatographic column in the step (3) is 4.6mm multiplied by 150mm or 4.6mm multiplied by 250mm, and the grain diameter of the filler is 5 μm.
6. The method of claim 1, wherein: the volume ratio of the methanol to the 0.05% phosphoric acid solution in the step (3) is 42: 58.
7. The method of claim 1, wherein: the detection wavelength in the step (3) is 288nm +/-3 nm.
8. The method of claim 1, wherein: diluting naringenin reference substances into 7 mass concentrations of different grades of 2.84, 4.74, 7.90, 13.17, 21.95, 36.59 and 60.98 mu g/ml step by step, respectively measuring peak areas, and performing linear regression by taking the mass concentration of naringenin as abscissa and the peak area of naringenin as ordinate.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101040879A (en) * | 2007-04-27 | 2007-09-26 | 上海现代中医药技术发展有限公司 | Method for controlling the quality of pine pollen fingerprinting in the resistance-strengthening and stasis-dispersing plant medicine |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101040879A (en) * | 2007-04-27 | 2007-09-26 | 上海现代中医药技术发展有限公司 | Method for controlling the quality of pine pollen fingerprinting in the resistance-strengthening and stasis-dispersing plant medicine |
Non-Patent Citations (3)
| Title |
|---|
| 宋玉鹏等: "不同采收期江枳壳中柚皮素和橙皮素HPLC含量测定", 《井冈山大学学报(自然科学版)》 * |
| 徐鹏程: "沙田柚幼果中柚皮素的含量测定研究", 《内蒙古医学杂志》 * |
| 颜美秋等: "RP-HPLC法测定铁皮枫斗颗粒中柚皮素含量", 《中华中医药学刊》 * |
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