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CN114252548A - Method for simultaneously detecting multiple components in large seven-li preparation - Google Patents

Method for simultaneously detecting multiple components in large seven-li preparation Download PDF

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CN114252548A
CN114252548A CN202210194754.XA CN202210194754A CN114252548A CN 114252548 A CN114252548 A CN 114252548A CN 202210194754 A CN202210194754 A CN 202210194754A CN 114252548 A CN114252548 A CN 114252548A
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mobile phase
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acid
carbonyl
multiple components
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CN114252548B (en
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吴良发
姜军华
任琦
许妍
王欢
张利群
郑盈莹
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Jiangxi Institute For Drug Control
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    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
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    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/88Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
    • G01N2030/8809Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample
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Abstract

The invention belongs to the field of quality detection of traditional Chinese medicines, and particularly relates to a method for simultaneously detecting multiple components in a large seven centimetre preparation, which adopts an HPLC method to respectively carry out content determination and result judgment on a mixed reference substance solution and a test substance solution, uses octadecylsilane chemically bonded silica as a chromatographic column filler, uses acetonitrile as a mobile phase A and a 0.1% formic acid solution as a mobile phase B to carry out gradient elution, and the number of theoretical plates is not less than 4000 according to the calculation of a rhapontin peak; the reference solution contains abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid. The method for simultaneously detecting the multiple components in the large seven centimetre preparation is established, has the advantages of good separation effect, good repeatability, low detection limit, rapidness, accuracy, simplicity, convenience, high efficiency and low cost, and can be used as a technical means for controlling the irregular feeding of the large seven centimetre preparation in adulteration.

Description

Method for simultaneously detecting multiple components in large seven-li preparation
Technical Field
The invention belongs to the field of quality detection of traditional Chinese medicines, and particularly relates to a method for simultaneously detecting multiple components in a large seven-centimeter preparation.
Background
The preparation comprises four dosage forms of DAQILI powder, DAQILI tablet, DAQILI Capsule and DAQILI pill, and the prescription comprises radix et rhizoma Rhei, sanguis Draxonis, Olibanum, Myrrha, Eupolyphaga Seu Steleophaga, Pyritum, rhizoma Drynariae, radix Angelicae sinensis tail, Borax, Notoginseng radix and Borneolum Syntheticum, and is prepared from raw powder. In recent years, driven by commercial interest, many counterfeit traditional Chinese medicines appear in the market, wherein the counterfeit traditional Chinese medicines are rhubarb with large use amount and wide use range, and frankincense, myrrh and dragon blood which are consistently imported and lack of medicines in history. The dry roots and rhizomes of Rheum palmatum L., Rheum tanguticum Maxim. or Rheum officinale Baill. of Polygonaceae are certified Rheum officinale prescribed in Chinese pharmacopoeia, while Rheum palmatum L., Rheum tanguticum Maxim. and the like of the same genus of Rheum are counterfeit Rheum officinale, which are low in price and are often used as certified Rheum officinale in the market. Research shows that the genuine rhubarb does not contain rhapontin, while the counterfeit rhubarb contains rhapontin, in the thin-layer chromatography inspection of the genuine rhubarb in the 2020 edition of Chinese pharmacopoeia, the rhapontin is required not to be detected and is a characteristic component which is different from the genuine rhubarb. The dragon blood is an important south medicine, is always imported historically, is one of medicinal materials in short supply in China, and is extremely similar to the dragon blood in appearance characteristics such as color, texture and the like, so that the dragon blood is frequently used as the dragon blood or doped in the market, and certain difficulties are brought to the correct use, daily inspection and supervision of the drug administration product. The research shows that the chemical components of the dragon blood and the dragon blood are different to a certain extent, wherein the dracorhodin A and the dracorhodin B mainly exist in the dragon blood, the dracorhodin B is the effective component of the dragon blood, and the dragon blood mainly contains components such as dracorhodin and the like and does not contain the dracorhodin B, so the dracorhodin B can be used as the characteristic component for distinguishing the dragon blood and the dragon blood. The frankincense, the myrrh and the dragon's blood are all resin medicinal materials, China mainly depends on import to meet the domestic medicine demand, due to the increase of the medicine dosage, the source is limited, the price is high, pseudo inferior products often appear on the market, and market investigation shows that the rosin is used as a main raw material to be processed into pseudo products or adulterated products with different specifications so as to gain violence. Rosin is a transparent solid obtained after distillation of pine resin and is used as an industrial raw material, the main component is organic acid, wherein the content of rosin acid is very high and is about 35-60%, the rosin acid belongs to terpenoid and is low in toxicity and has great harm to human health, and due to large price difference, rosin adulteration phenomenon exists in frankincense, myrrh and dragon blood, and the rosin acid can be used as a detection index for identifying whether rosin is adulterated. The frankincense acid in the frankincense is a main effective component for resisting inflammation, easing pain and resisting immunity, particularly the 11-carbonyl-beta-acetyl frankincense acid is a main component for the frankincense to play a role of activating blood and relieving pain, and as the frankincense medicinal materials are high in market price, in order to save cost, the situation that the frankincense is fed out according to requirements frequently occurs in production, and the feeding situation of the frankincense can be effectively monitored by taking the 11-carbonyl-beta-acetyl frankincense acid as a detection index.
The Da Qili preparation has the effects of removing blood stasis, relieving swelling, relieving pain and stopping bleeding, and is mainly used for treating traumatic injury, blood stasis and pain, traumatic bleeding stopping and other diseases. Although the existing standards of the four dosage forms of the big Qili powder, the big Qili tablet, the big Qili capsule and the big Qili pill are different, the quality control of the frankincense is not carried out, and the existing standard detection items have defects. Reports related to the quality research of the large seven centimetre preparation are few, and particularly, the research on the adulteration and non-standard feeding of the large seven centimetre preparation is not reported in documents. At present, for a sample adulterated with adulteration, the quality of the sample cannot be completely controlled and the condition of irregular feeding cannot be distinguished only according to the inspection item of the current standard of a big seven centi preparation. Therefore, it is necessary to research and establish a method for simultaneously detecting rhaponticin, loureirin B, abietic acid and 11-carbonyl-beta-acetyl boswellic acid by using an HPLC method as a technical means for controlling the adulteration and non-standard feeding of the rheum officinale formulation.
Disclosure of Invention
The invention aims to provide a brand new method for simultaneously detecting multiple components in a large seven centimetre preparation, the invention successfully establishes an HPLC method capable of simultaneously detecting abietic acid, rhapontin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid in the large seven centimetre preparation, the method can distinguish the nonstandard feeding condition of the sample in a forward and reverse combined mode by simultaneously detecting the adulterated product and the effective components in the sample, and check whether the sample is doped with rosin, the forged rhubarb, dragon's blood and frankincense, the method can save time and has low cost, and the high efficiency and the practicability of one-method multiple detection are reflected. The detection method can effectively make up the defects of the existing standard detection project of the large seven centi preparation, solve the problem of quality control blind spots, prevent the non-standard feeding behavior of adulteration and adulteration, and provide a new detection means for striking the non-standard feeding behavior of adulteration and adulteration.
The invention provides a brand-new method for simultaneously detecting multiple components in a large seven centimetre preparation, which adopts an HPLC method to respectively carry out content determination and result judgment on a mixed reference substance solution and a test substance solution, uses octadecylsilane chemically bonded silica as a chromatographic column filler, uses acetonitrile as a mobile phase A, uses a 0.1% formic acid solution as a mobile phase B, and carries out gradient elution, wherein the number of theoretical plates is not less than 4000 according to the calculation of a rhaponticin peak; the reference solution contains abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid.
The technical scheme successfully establishes a method for simultaneously detecting abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid in the large seven centimetre preparation by optimizing HPLC chromatographic conditions, the chromatographic peak separation of the method is good, the peak shapes are symmetrical, the raw material feeding of the large seven centimetre preparation is strictly controlled in a forward and reverse combined mode, the method is accurate and efficient, the method can effectively prevent the irregular feeding behavior of adulteration and adulteration, and makes up the defects of the existing standard detection project of the large seven centimetre preparation.
Further, in the above technical solution, in the gradient elution, the volume ratio of each time period and mobile phase is:
when the time is 0-10min, the volume ratio of the mobile phase A is increased from 15% to 35%, and the volume ratio of the mobile phase B is decreased from 85% to 65%;
when the time is 10-30min, the volume ratio of the mobile phase A is increased from 35% to 50%, and the volume ratio of the mobile phase B is decreased from 65% to 50%;
when the time is 30-55min, the volume ratio of the mobile phase A is increased from 50% to 90%, and the volume ratio of the mobile phase B is decreased from 50% to 10%;
when the time is 55-70min, the volume ratio of the mobile phase A is 90%, and the volume ratio of the mobile phase B is 10%.
Further, in the above technical solution, the detection wavelength of the HPLC is a segment wavelength, and the conversion manner of the segment wavelength is as follows: at 0-25min, the wavelength is 328 nm; the wavelength is 280nm when the time is 25-45 min; the wavelength is 241nm at 45-70 min.
In the technical scheme, due to the fact that ultraviolet absorption wavelengths of the abietic acid, the rhapontin, the loureirin B and the 11-carbonyl-beta-acetyl boswellic acid are different, in order to enable response values of all peaks to reach larger values, a detection wavelength conversion mode is adopted for detection.
Preferably, the column temperature in the HPLC method is 30 ℃ and the flow rate is 1.0 mL/min.
Further, in the above technical solution, the method for determining the result includes: (1) in the chromatogram of the test solution, the same chromatographic peak is not obtained at the position corresponding to the retention time of the chromatographic peak of the reference solution of abietic acid, rhapontin and lourerin B, and when the chromatographic peak with the same retention time is obtained, a diode array detector is adopted to compare the ultraviolet-visible absorption spectra of the corresponding chromatographic peak, and the absorption spectra are different; when the absorption spectra are the same, the detection result is regarded as positive detection; (2) the content of 11-carbonyl-beta-acetyl boswellic acid in the test solution is not less than 2.0mg/g, and when the detection result is less than 2.0mg/g, the boswellia is regarded as being not fed according to the prescription amount.
Further, in the above technical scheme, the preparation method of the mixed reference solution comprises precisely weighing appropriate amounts of the reference products abietic acid, rhapontin, loureirin B and 11-carbonyl- β -acetyl boswellic acid, placing into a volumetric flask, and adding methanol to prepare a mixed solution containing abietic acid, rhapontin, loureirin B and 11-carbonyl- β -acetyl boswellic acid, namely the mixed reference solution.
Further, in the above technical scheme, the preparation method of the test solution comprises precisely weighing a proper amount of the comminuted and uniformly mixed large seven centimetre preparation sample, placing the sample in a conical flask with a plug, precisely adding a methanol solution, sealing the plug, weighing, carrying out ultrasonic treatment for 30min, taking out, cooling, weighing again, complementing the lost weight with the methanol solution, shaking up, and filtering to obtain a subsequent filtrate, namely the test solution.
Further, in the above technical solution, the power of the ultrasonic treatment is 500W, and the frequency is 40 kHz.
Further, in the above technical scheme, the abietic acid, rhapontin and lourerin B are derived from non-standard feeding materials, and the 11-carbonyl-beta-acetyl boswellic acid is a prescription component of the big seven centi preparation. In the technical scheme, the rosin acid can be derived from rosin; the rhaponticin may be derived from pseudorheum officinale including radix et rhizoma Rhei Franzenbachii and radix et rhizoma Rhei Tianshan; the loureirin B may be from dragon's blood, but the above-mentioned materials are not the prescription components of big seven li preparation, after adding it, not only can reduce the dose of prescription components, but also can affect medicinal effect, and can bring about side effect. The 11-carbonyl-beta-acetyl boswellic acid is a prescription component of a large seven-centimeter preparation, namely an effective component of the boswellia, and if the boswellia is not fed according to the prescription amount, the efficacy of the boswellia is inevitably influenced. Therefore, the invention can be used for monitoring whether the rosin, the counterfeit rhubarb, the dragon's blood and the frankincense are mixed in the sample by simultaneously detecting the four components, and effectively preventing the phenomenon that the adulteration and the non-standard feeding are carried out.
Further, in the above technical scheme, the big qili preparation is any one of big qili tablets, big qili pills, big qili capsules and big qili powder.
The invention also provides an application of the method for simultaneously detecting the multiple components in the large seven-centimeter preparation in quality detection of the large seven-centimeter preparation.
Compared with the prior art, the method has the beneficial effects that:
1. the invention successfully establishes a method for simultaneously detecting abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid in the large seven centi preparation by optimizing HPLC chromatographic conditions, and the adopted chromatographic conditions have good separation effect, symmetrical peak shape, small interference, good repeatability of detection results and low detection limit.
2. The detection method can strictly control the raw material feeding of the large seven centimetre preparation in a forward and reverse combined mode, and can effectively prevent the phenomena of adulteration, less feeding and other irregular feeding.
3. The detection method is rapid, accurate, simple, convenient, efficient and low in cost, realizes one-method multi-detection, can effectively make up for the defects of the existing standard detection project of the large Qili preparation, solves the problem of the quality control blind spot of the large Qili preparation, and provides a new detection means for striking the non-standard feeding behavior of adulteration.
Drawings
FIG. 1 is a graph of the rhaponticin absorption spectrum of the present invention;
FIG. 2 is a diagram of the absorption spectrum of loureirin B according to the present invention;
FIG. 3 is a diagram showing an absorption spectrum of abietic acid according to the present invention;
FIG. 4 is an absorption spectrum of 11-carbonyl- β -acetyl boswellic acid according to the present invention;
FIG. 5 is an HPLC chromatogram of a mixed control according to the present invention;
FIG. 6 is an HPLC chromatogram of a rhaponticin reference substance of the present invention;
FIG. 7 is an HPLC chromatogram of a reference of loureirin B of the present invention;
FIG. 8 is an HPLC chromatogram of a rosin acid control reagent of the present invention;
FIG. 9 is an HPLC chromatogram of 11-carbonyl- β -acetyl boswellic acid control of the present invention;
FIG. 10 is an HPLC chromatogram of a large heptad sample (batch No. 200602) according to the present invention;
FIG. 11 is an HPLC chromatogram of a large Qili pill sample (lot: 20190601) according to the present invention;
FIG. 12 is an HPLC chromatogram of a large Qilisan sample (lot: 191101) according to the present invention;
FIG. 13 is an HPLC chromatogram of a large seven centimetre capsule sample (batch number: 01-200302) of the present invention.
Detailed Description
The technical features of the present invention described above and those described in detail below (as an embodiment) can be combined with each other to form a new or preferred technical solution, but the present invention is not limited to these embodiments, and the embodiments also do not limit the present invention in any way.
The experimental procedures in the following examples are conventional unless otherwise specified. The formulations according to the following examples are all commercially available products and are commercially available, unless otherwise specified.
The invention is described in further detail below with reference to the figures and examples:
experimental instruments and materials:
1. instrument for measuring the position of a moving object
Agilent model 1260 high performance liquid chromatograph (with DAD detector), Agilent chemStation for LC Systems chromatography workstation; CAPCELL PAK C18(250 mm. times.4.60 mm,5 μm) chromatography column.
A BT25S model sialus electronic balance, a ML204 model mettlerlitolpoly electronic balance, and a KQ-500E model ultrasonic cleaner.
2. Material
The abietic acid reference reagent (batch No. 111938-201902), the rhaponticin reference substance (batch No. 110794-201909), the loureirin B reference substance (batch No. 111558-200303) and the 11-carbonyl-beta-acetyl boswellic acid reference substance (batch No. 111760-201502) are purchased from China food and drug testing institute; acetonitrile is chromatographically pure, and other reagents are analytically pure.
Example 1: determination of chromatographic conditions and detection wavelengths
1. Preparation of the solution
1.1 preparation of Mixed control solutions
Accurately weighing appropriate amount of reference substances including abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid, placing into a volumetric flask, and adding methanol to obtain mixed solutions containing abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid of 3.8 μ g/mL, 10.06 μ g/mL, 10.0 μ g/mL and 3.972 μ g/mL respectively, to obtain mixed reference substance solution.
1.2 preparation of test solutions
Precisely weighing a proper amount of the grinded and uniformly mixed large seven centi preparation sample, placing the large seven centi preparation sample into a conical flask with a plug, precisely adding 25mL of methanol solution, sealing the plug, weighing, carrying out ultrasonic treatment for 30min, taking out, cooling, weighing again, complementing the lost weight with the methanol solution, shaking up, and filtering to obtain a subsequent filtrate, namely the test solution. Wherein 20 large Qili tablets are taken and ground into fine powder, and about 0.6g of the fine powder is taken; or grinding appropriate amount of DAQILI pill to obtain about 0.7 g; or grinding the content of DAQILI Capsule, collecting about 0.5g, or mixing with the content of DAQILI powder, collecting about 1g, precisely weighing, placing into conical flask with plug, precisely adding 25mL methanol, sealing, weighing, ultrasonic treating for 30min, taking out, cooling, weighing, supplementing the weight loss with methanol, shaking, filtering, and collecting the filtrate.
1.3 preparation of Single Standard reference solutions
Accurately weighing appropriate amount of reference substances including abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid, respectively placing into different volumetric flasks, and adding methanol to obtain single-standard reference substance solutions containing abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid of 3.8 μ g/mL, 18.95 μ g/mL, 68.9 μ g/mL and 8.04 μ g/mL respectively.
2. Chromatographic conditions
Octadecylsilane chemically bonded silica gel as filler, and CAPCELL PAK C as chromatographic column18(250 mm. times.4.60 mm,5 μm); acetonitrile is taken as a mobile phase A, and 0.1% formic acid solution is taken as a mobile phase B; performing gradient elution; detecting wavelength segments and carrying out wavelength conversion; the column temperature is 30 ℃, and the number of theoretical plates is not lower than 4000 according to the rhaponticin peak.
The gradient elution procedure was: when the time is 0-10min, the volume ratio of the mobile phase A is increased from 15% to 35%, and the volume ratio of the mobile phase B is decreased from 85% to 65%;
when the time is 10-30min, the volume ratio of the mobile phase A is increased from 35% to 50%, and the volume ratio of the mobile phase B is decreased from 65% to 50%;
when the time is 30-55min, the volume ratio of the mobile phase A is increased from 50% to 90%, and the volume ratio of the mobile phase B is decreased from 50% to 10%;
when the time is 55-70min, the volume ratio of the mobile phase A is 90%, and the volume ratio of the mobile phase B is 10%.
The detection wavelength is wavelength conversion in the following manner: at 0-25min, the wavelength is 328 nm; the wavelength is 280nm when the time is 25-45 min; the wavelength is 241nm at 45-70 min.
The sample injection amount is 10 mu L; the flow rate was 1.0 mL/min.
3. Condition optimization
3.1 selection of detection wavelength
Due to the complexity and diversity of the ingredients of traditional Chinese medicine, the ultraviolet absorption wavelengths of different chemical ingredients are different. Scanning ultraviolet absorption spectra of 4 component reference substances at 200-400 nm on a visible-ultraviolet spectrophotometer, wherein the maximum absorption wavelength of rhaponticin is 328nm, the maximum absorption wavelength of loureirin B is 280nm, the maximum absorption wavelength of abietic acid and 11-carbonyl-beta-acetyl boswellic acid is 241nm, and the absorption spectra are respectively shown in figures 1-4, which are basically consistent with the maximum absorption wavelength of the corresponding reference substances collected in the standards of Chinese pharmacopoeia and the like. When a certain fixed wavelength is adopted for detection on a high performance liquid chromatograph, other 3 components are not located at the maximum absorption wavelength, and accurate quantification cannot be carried out. On the basis of earlier research, parameters are set by combining peak separation of each component in sequence at different time periods by using a wavelength switching method, and a wavelength conversion mode that the measurement wavelength is 328nm at 0-25min, 280nm at 25-45min and 241nm at 45-70min is respectively selected for detection, so that 4 components can be detected at the maximum absorption wavelength, and the accuracy of simultaneous detection is improved.
3.2 selection of the Mobile phase
When the mobile phases are inspected, the separation effects of methanol-water, acetonitrile-water, methanol-0.1% formic acid solution and acetonitrile-0.1% formic acid solution systems are compared, and the components to be detected cannot be effectively separated by any of the four mobile phases under the condition of constant proportion. When gradient elution is carried out by adopting the elution procedure in the '2. chromatographic condition', a system using methanol-water and methanol-0.1% formic acid solution as a mobile phase has poor separation effect of 4 components and more impurity peaks; in a system using acetonitrile-water as a mobile phase, although the separation effect of abietic acid and 11-carbonyl beta-acetyl boswellic acid is relatively good, the separation effect of rhaponticin and loureirin B is relatively poor; and the system using acetonitrile-0.1% formic acid solution as mobile phase can better separate rhaponticin, loureirin B, abietic acid and 11-carbonyl-beta-acetyl boswellic acid from adjacent impurity peaks, and the separation effect is obviously better than the three mobile phases. Therefore, it was finally confirmed that gradient elution was carried out using acetonitrile-0.1% formic acid solution as a mobile phase, and under the chromatographic conditions, the chromatographic peaks were well separated and the peak shapes were good, and the chromatograms thereof were as shown in fig. 5 to 9.
3.3 optimization of extraction conditions
The kind, extraction time and solvent dosage of the extraction solvent in the method for measuring the content of the sample are optimized.
Taking 20 large Qili tablets (batch number: 200905), grinding, and taking about 0.6 g; precisely weighing, respectively and precisely adding 25mL of ethanol, methanol and 50% methanol into a conical flask, preparing the other materials according to the method of 1.2, measuring according to the chromatographic condition 2, and investigating the influence of an extraction solvent on the measurement.
Taking large seven-centimeter tablet (batch number: 200905) powder, each about 0.6g, precisely weighing, placing into a conical flask, precisely adding 10mL, 25mL and 50mL of methanol respectively, and preparing the rest according to the method of '1.2', measuring according to '2-chromatographic conditions', further examining the influence of the extraction time and the solvent dosage on the measurement, and the result shows that when the extraction time exceeds 30min and the solvent volume is more than 25mL, the content of the measured component is not increased any more. Therefore, the extraction condition for determining the content of the test sample is finally determined to be 25mL of methanol, and ultrasonic extraction is carried out for 30 min.
Example 2: method verification
1. Preparation of the Standard Curve
1.1 Rhein Standard Curve
Precisely weighing a proper amount of rhaponticin reference substance, precisely weighing, adding methanol to prepare a series of solutions containing 4.02, 8.05, 10.06, 20.12 and 33.53 mu g of rhaponticin per 1mL respectively, precisely sucking 10 mu L of the solutions respectively, injecting the solutions into a liquid chromatograph, analyzing according to the chromatographic conditions of example 1 '2', and respectively measuring the respective peak areas, wherein the sample injection amount (mu g) is used as a horizontal coordinate (X) and the peak area is used as a vertical coordinate (Y); calculating regression equation, Y =3775.5X +14.371, r2=0.9993, and the measurement results are shown in table 1.
TABLE 1 Rheum emodin Linear relationship determination results
Figure 607920DEST_PATH_IMAGE001
The result shows that rhaponticin has a good linear relationship between 0.04024 and 0.3353 mu g.
1.2 Longxuejin B Standard Curve
Precisely weighing a proper amount of loureirin B reference substance, precisely weighing, adding methanol to prepare a series of solutions containing loureirin B4, 8, 10, 20 and 33.33 mu g per 1mL respectively, precisely sucking 10 mu L respectively, injecting into a liquid chromatograph, analyzing according to the 2-chromatographic condition in example 1, and respectively measuring the respective peak areas, wherein the sample injection amount (mu g) is used as a horizontal coordinate (X) and the peak area is used as a vertical coordinate (Y); calculating regression equation, Y =2571.1X +6.2706, r2=0.9993, and the measurement results are shown in table 2.
TABLE 2 determination of the Linear relationship of loureirin B
Figure 478924DEST_PATH_IMAGE002
The result shows that the loureirin B has a good linear relation between 0.04 and 0.3333 mu g.
1.3 rosin acid Standard Curve
Accurately weighing a proper amount of abietic acid reference substances, accurately weighing, adding methanol to prepare 1.52, 3.04, 3.8, 7.6 and 12.67 mu g of series solutions containing abietic acid per 1mL respectively, accurately sucking 10 mu L of the solutions respectively, injecting the solutions into a liquid chromatograph, analyzing according to the chromatographic condition 2 in example 1, and respectively measuring the peak areas of the solutions, wherein the sample injection amount (mu g) is used as a horizontal coordinate (X) and the peak area is used as a vertical coordinate (Y); calculating regression equation, Y =5053.6X +3.8340, r2=0.9993, and the measurement results are shown in table 3.
TABLE 3 measurement of rosin acid linearity
Figure 616645DEST_PATH_IMAGE003
The result shows that the abietic acid has a good linear relationship between 0.0152 and 0.1267 mu g.
1.411-carbonyl-beta-acetyl boswellic acid standard curve
Precisely weighing a proper amount of 11-carbonyl-beta-acetyl boswellic acid reference substances, precisely weighing, adding methanol to prepare a series of solutions containing 1.589, 3.178, 3.972, 7.944 and 13.24 mu g of 11-carbonyl-beta-acetyl boswellic acid in each 1mL respectively, precisely sucking 10 mu L of the solutions respectively, injecting the solutions into a liquid chromatograph, analyzing according to the chromatographic conditions of example 1 and 2, and respectively measuring the respective peak areas by taking the sample injection amount (mu g) as a horizontal coordinate (X) and the peak area as a vertical coordinate (Y); calculating regression equation, Y =1160.1X +0.1136, r2=0.9995, and the measurement results are shown in table 4.
TABLE 411-carbonyl-beta-acetyl boswellic acid Linear relationship assay results
Figure 577385DEST_PATH_IMAGE004
The result shows that 11-carbonyl-beta-acetyl boswellic acid has good linear relation between 0.01589 and 0.1324 mu g.
2. Precision test
A mixed control solution containing 10.06. mu.g of rhaponticin, 10.0. mu.g of loureirin B, 3.8. mu.g of abietic acid and 3.972. mu.g of 11-carbonyl-beta-acetyl boswellic acid per 1mL was analyzed according to the determination method in example 1, and the sample injection was repeated 6 times, and the results are shown in Table 5.
TABLE 5 results of precision test
Figure 800556DEST_PATH_IMAGE005
The result shows that the method has good precision for measuring each component in the reference substance.
3. Repeatability test
5 portions of large seven-centimeter tablets (lot No. 200905) were taken and analyzed by the method described in example 1, and the measurement was repeated 5 times, and the results are shown in Table 6.
TABLE 6 results of the repeatability tests
Figure 6409DEST_PATH_IMAGE006
The result shows that the method has good repeatability for measuring each component of the sample.
4. Stability test
A mixed control solution containing 10.06. mu.g of rhaponticin, 10.0. mu.g of loureirin B, 3.8. mu.g of abietic acid and 3.972. mu.g of 11-carbonyl-beta-acetyl boswellic acid per 1mL was analyzed according to the determination method of example 1, and samples were injected at regular intervals, respectively, and the results are shown in Table 7.
TABLE 7 stability test results
Figure 998636DEST_PATH_IMAGE007
The result shows that the peak areas of the four components have no obvious change within 49h, which indicates that the determination method has good stability.
5. Recovery test
By adopting a sample-adding recovery test, a large seven-centimeter tablet (batch number: 200905, rhaponticin content: 0.05613mg/g, loureirin B content: 0mg/g, abietic acid content: 0.1473mg/g, 11-carbonyl-beta-acetyl boswellic acid content: 2.3141 mg/g) with known content is precisely measured, ground, and taken 6 parts, each part is about 0.3g, and 25mL of mixed reference substance solution containing rhaponticin 0.944 mu g, loureirin B4.52 mu g, abietic acid 1.804 mu g and 11-carbonyl-beta-acetyl boswellic acid 3.388 mu g is precisely added into each 1mL, the test is carried out according to the determination method of the example 1, and the recovery rate is calculated, and the results are shown in tables 8-11.
TABLE 8 Rheum officinale recovery test results
Figure 897322DEST_PATH_IMAGE008
TABLE 9 experimental results on the recovery of loureirin B
Figure 404527DEST_PATH_IMAGE009
TABLE 10 rosin acid recovery test results
Figure 148492DEST_PATH_IMAGE010
TABLE 1111-carbonyl-beta-acetyl boswellic acid recovery test results
Figure 995225DEST_PATH_IMAGE011
The results show that the recovery rate of each component is between 98.83 and 101.69 percent, which indicates that the method has good accuracy.
6. Method detection limit
The mixed control solution prepared in example 1 was diluted to different concentrations and measured with the signal to noise ratio of 3:1 as the detection limit. The detection limits of rhaponticin, loureirin B, abietic acid and 11-carbonyl-beta-acetyl boswellic acid are respectively 0.034mg/g, 0.042mg/g, 0.026mg/g and 0.028 mg/g. Therefore, the method can detect the components with low content, has low detection limit and good effect.
Example 4: sample assay
1. Chromatographic conditions and preparation of test solution
The chromatographic conditions and the test solution preparation method are the same as those in example 1.
2. Determination of sample content
Taking 22 batches of the large seven centi preparation sample solution, performing HPLC (high performance liquid chromatography) determination, recording peak areas, and calculating the content of each component to be detected, wherein the content detection result is shown in Table 12. Wherein, the HPLC chromatogram of the sample with the batch number of 200602 is shown in figure 10, the HPLC chromatogram of the sample with the batch number of 20190601 is shown in figure 11, the HPLC chromatogram of the sample with the batch number of 191101 is shown in figure 12, and the HPLC chromatogram of the sample with the batch number of 01-200302 is shown in figure 13.
3. Result judgment
(1) In the chromatogram of the test sample, the same chromatographic peak is not obtained at the position corresponding to the retention time of the chromatographic peak of the reference solution of abietic acid, rhapontin and loureirin B. If chromatographic peaks with the same retention time appear, comparing the ultraviolet-visible absorption spectra of the corresponding chromatographic peaks by using a diode array detector, wherein the absorption spectra are different; if the absorption spectra are the same, the detection is considered positive.
(2) The content of 11-carbonyl- β -acetyl boswellic acid in the test sample should not be less than 2.0mg/g, and if less than 2.0mg/g, it is determined that the boswellic acid is not dosed according to the prescribed amount, wherein the determination results are shown in table 12.
TABLE 1222 determination of sample content and judgment (mg/g)
Figure 799233DEST_PATH_IMAGE012
As can be seen from the sample detection results, the large Qili pills with the batch number of 20190601 and the large Qili loose rumex gmelin with the batch numbers of 191101, 191102 and 191104 indicate that the sample is doped with counterfeit rhubarb; detecting loureirin B from big seven li pills with the batch numbers of 20190601, 20181005 and 20190307, which indicates that the sample is mixed with dragon's blood; detecting rosin acid from large Qili pills with the batch number of 20181003 and large Qili tablets with the batch numbers of 200602 and 200905, and indicating that the samples are doped with rosin; no 11-carbonyl-beta-acetyl boswellic acid was detected in the large seven li capsules with lot numbers 01-200302, 01-200303, 01-191001, 01-191002, 01-191102 and 01-191201, indicating that no boswellic acid was added in the prescription; the 11-carbonyl-beta-acetyl boswellic acid content in the large Qili tablets with the batch number of 200602 is low, which indicates that the boswellic acid is not fed according to the prescription amount and the situation of less feeding exists. Similarly, as can be seen from FIGS. 10-13, the large Ju pian with lot number 200602 contains abietic acid, but the peak area of 11-carbonyl- β -acetyl boswellic acid is significantly smaller; the large seven li pills with the batch number of 20190601 contain rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid; the large Qili powder with the batch number of 191101 contains rhapontin and 11-carbonyl-beta-acetyl boswellic acid; the large seven li capsules with the batch number of 01-20032 do not contain rhaponticin, loureirin B, abietic acid and 11-carbonyl-beta-acetyl boswellic acid.
As for the adulterated and adulterated sample, the quality of the sample can not be completely controlled only according to the existing standard test items of the Daqili preparation, therefore, the HPLC method for simultaneously detecting abietic acid, rhapontin, lourerin B and 11-carbonyl-beta-acetyl boswellic acid in the Daqili preparation can effectively make up the defects of the existing standard test items of the Daqili preparation, solve the problem of blind spots of quality control of the Daqili preparation and provide a new detection means for powerfully striking the irregular feeding behavior of adulterated and adulterated; the detection method has the advantages of good separation effect, good repeatability of detection results, low detection limit, rapidness, accuracy, simplicity, high efficiency and low cost, and can be used as a technical means for controlling irregular feeding of the pseudo-adulteration and adulteration of the large seven centi preparations.
Finally, it should be emphasized that the above-described preferred embodiments of the present invention are merely examples of implementations, rather than limitations, and that many variations and modifications of the invention are possible to those skilled in the art, without departing from the spirit and scope of the invention.

Claims (10)

1. A method for detecting multiple components in a large seven centimetre preparation simultaneously is characterized in that an HPLC method is adopted to respectively carry out content determination and result judgment on a mixed reference solution and a test solution, octadecylsilane chemically bonded silica is used as a chromatographic column filler, acetonitrile is used as a mobile phase A, a 0.1% formic acid solution is used as a mobile phase B, gradient elution is carried out, and the number of theoretical plates is not less than 4000 according to the calculation of a rhaponticin peak; the reference solution contains abietic acid, rhaponticin, loureirin B and 11-carbonyl-beta-acetyl boswellic acid.
2. The method for simultaneously detecting multiple components in a large seven-centimeter preparation according to claim 1, wherein in the gradient elution, the volume ratio of each time period to each mobile phase is as follows:
when the time is 0-10min, the volume ratio of the mobile phase A is increased from 15% to 35%, and the volume ratio of the mobile phase B is decreased from 85% to 65%;
when the time is 10-30min, the volume ratio of the mobile phase A is increased from 35% to 50%, and the volume ratio of the mobile phase B is decreased from 65% to 50%;
when the time is 30-55min, the volume ratio of the mobile phase A is increased from 50% to 90%, and the volume ratio of the mobile phase B is decreased from 50% to 10%;
when the time is 55-70min, the volume ratio of the mobile phase A is 90%, and the volume ratio of the mobile phase B is 10%.
3. The method for simultaneously detecting multiple components in a large seven-centimeter preparation according to claim 1, wherein the detection wavelength of HPLC is a segment wavelength, and the segment wavelength is converted by: at 0-25min, the wavelength is 328 nm; the wavelength is 280nm when the time is 25-45 min; the wavelength is 241nm at 45-70 min.
4. The method for simultaneously detecting multiple components in a large seven centimetre formulation according to claim 1, wherein the method for determining the result comprises: (1) in the chromatogram of the test solution, the same chromatographic peak is not obtained at the position corresponding to the retention time of the chromatographic peak of the reference solution of abietic acid, rhapontin and lourerin B, and when the chromatographic peak with the same retention time is obtained, a diode array detector is adopted to compare the ultraviolet-visible absorption spectra of the corresponding chromatographic peak, and the absorption spectra are different; when the absorption spectra are the same, the detection result is regarded as positive detection; (2) the content of 11-carbonyl-beta-acetyl boswellic acid in the test solution is not less than 2.0mg/g, and when the detection result is less than 2.0mg/g, the boswellia is regarded as being not fed according to the prescription amount.
5. The method as claimed in claim 1, wherein the method for preparing the mixed reference solution comprises precisely weighing appropriate amounts of abietic acid, rhapontin, loureirin B and 11-carbonyl- β -acetyl boswellic acid, adding methanol into a volumetric flask, and making into a mixed solution containing abietic acid, rhapontin, loureirin B and 11-carbonyl- β -acetyl boswellic acid.
6. The method as claimed in claim 1, wherein the preparation method of the test solution comprises precisely weighing appropriate amount of pulverized and mixed large QILI preparation sample, placing in conical flask with plug, adding methanol solution, sealing, weighing, ultrasonically treating for 30min, taking out, cooling, weighing again, adding methanol solution to make up for the lost weight, shaking, and filtering to obtain filtrate as test solution.
7. The method for simultaneously detecting multiple components in a seven centimeter formulation according to claim 6, wherein the sonication power is 500W and the frequency is 40 kHz.
8. The method for simultaneously detecting multiple components in a large seven centimetre formulation according to claim 1, wherein the abietic acid, rhapontin and loureirin B are derived from non-standardized feeds, and the 11-carbonyl- β -acetyl boswellic acid is the prescribed component in the large seven centimetre formulation.
9. The method for simultaneously detecting multiple components in a large seven li preparation according to claim 1, wherein the large seven li preparation is any one of a large seven li tablet, a large seven li pill, a large seven li capsule and a large seven li powder.
10. Use of the method for simultaneous detection of multiple components in a large seven-centimeter preparation according to any one of claims 1 to 9 in the quality detection of large seven-centimeter preparations.
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