CN104914191A - Method for simultaneously determining content of three effective components in turmeric products - Google Patents
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Abstract
The invention relates to a method for simultaneously determining the content of three effective components in turmeric products and belongs to the technical field of a medicine quality determination method. The method comprises the following steps of: (1) preparing a comparison product stock solution; (2) preparing the comparison product solution; (3) preparing a test sample solution; (4) determining by a high performance liquid chromatography; and (5) calculating the content of a sample to be detected. According to the method, the high performance liquid chromatography is used for simultaneously determining the content of the three effective components including curcumin, demethoxycurcumin and di-demethoxycurcumin in the turmeric products; compared with the single determination on the content of the curcumin in the prior art, the quality and the medicine effect of turmeric medicinal materials and the products can be accurately controlled; and the method has the characteristics of simplicity, rapidness, high efficiency, economical efficiency, comprehensiveness and the like. The method is verified through a precision experiment, a repeatability experiment, a stability experiment and a sample adding recycling rate experiment, and has very good reliability and accuracy.
Description
Technical field
The invention belongs to drug quality assay method technical field, be specially the method for three kinds of active constituent contents in a kind of Simultaneously test turmeric product.
Background technology
Chinese medicine has the feature of multicomponent, Mutiple Targets, multi-level, mass action, but be at present evaluation index for its quality control mainly with the content of index components single in medicinal material, be difficult to reflect its quality accurately, all sidedly, more can not react its function and effect all sidedly.Turmeric is the dry rhizome of zingiberaceous plant turmeric Curcuma longa L., is a kind of traditional medicine of medicine-food two-purpose, has broken blood gas, inducing meastruation to relieve menalgia, and clinically for the shouting pain of the chest side of body, chest impediment and cardialgia, dysmenorrhoea is through closing, and Disorder lump in the abdomen, rheumatism takes on arm pain, tumbling and swelling etc.At present, for the mensuration of turmeric medicinal material and products thereof component content all using curcumin as single index, be difficult to reflect its total quality and drug effect all sidedly.
Summary of the invention
In turmeric medicinal material and product, principal ingredient is except curcumin, also comprise Demethoxycurcumin and Bisdemethoxycurcumin, it occupies certain deal in turmeric medicinal material and turmeric product, in order to turmeric medicinal material and product composition content can be measured more comprehensively, carry out more fully control to medicinal material and product efficacy, the invention provides a kind of method of curcumin, Demethoxycurcumin and Bisdemethoxycurcumin content in Simultaneously test turmeric product, the present invention can be used for the mensuration to active constituent content in turmeric medicinal material, medicine materical crude slice, extract and granule.
The present invention realizes mainly through following technical scheme:
A method for three kinds of active constituent contents in Simultaneously test turmeric product, comprises the following steps:
(1) reference substance storing solution preparation: accurately take curcumin, Demethoxycurcumin, Bisdemethoxycurcumin, and mixed, adds reagent solution and is prepared into mixing reference substance storing solution;
(2) reference substance solution preparation: precision measures above-mentioned storing solution, and is diluted to variable concentrations with reagent solution, and the solution after dilution is reference substance mixed solution;
(3) preparation of need testing solution: get testing sample, uses reagent solution dissolution filter, and gained filtrate is need testing solution;
(4) high-performance liquid chromatogram determination: draw above-mentioned reference substance solution and need testing solution respectively, injects high performance liquid chromatograph, carries out data determination;
(5) testing sample cubage: the equation of linear regression drawing each component content and peak area relation according to the peak area of reference substance solution, and the peak area of need testing solution is substituted into the content that namely equation of linear regression obtains three kinds of compositions in sample.
As more of the present invention preferably, described reagent solution is one or both in methyl alcohol, ethanol.
Preferred as more of the present invention, the preparation of described need testing solution can realize in the following manner: get testing sample, add methyl alcohol to dissolve, weighed quality, ultrasonic process, lets cool, weighed quality again, supply the quality of less loss with methyl alcohol, shake up, filter, get filtrate, use filtering with microporous membrane again, obtain need testing solution.
Preferred as one of the present invention, the condition of described ultrasonic process is: power 250W, frequency 40kHz, time 30min.
Preferred as one of the present invention, the pore size of described miillpore filter is 0.45 μm.
Preferred as one of the present invention, described high-performance liquid chromatogram determination is: chromatographic condition: chromatographic column is Chromstar
tMc
18(specification is 4.6mm × 250mm, 5 μm), mobile phase is the mixed liquor of acetonitrile and 4% glacial acetic acid, determined wavelength is 422nm, flow velocity is 1.0mL/min, and column temperature is 30 DEG C, draws above-mentioned reference substance solution and each 10 μ L of need testing solution respectively, inject high performance liquid chromatograph, carry out data determination.
Preferred as one of the present invention, the mass ratio of described acetonitrile and 4% glacial acetic acid solution is 48:52.
Preferred as one of the present invention, the theoretical cam curve of described performance liquid chromatographic column is all greater than 4000.
Preferred as one of the present invention, a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product, comprises the following steps:
(1) reference substance storing solution preparation: accurately take curcumin, Demethoxycurcumin, Bisdemethoxycurcumin, and mixed, add methanol solution and be prepared into the mixing reference substance storing solution that concentration is respectively 98.88,44.40,25.92 μ g/mL.
(2) reference substance solution preparation: precision measures above-mentioned storing solution 0.3mL, 0.6mL, 1.2mL, 2.5mL, is diluted to 5mL respectively with methanol solution, obtains the reference substance mixed solution of variable concentrations.
(3) preparation of need testing solution: get testing sample 0.2g, add methyl alcohol 25mL to dissolve, weighed quality, ultrasonic process (power 250W, frequency 40kHz, time 30min), let cool, more weighed quality, the quality of less loss is supplied with methyl alcohol, shake up, filter, get filtrate, be the filtering with microporous membrane of 0.45 μm with pore size again, obtain need testing solution.
(4) high-performance liquid chromatogram determination: chromatographic condition: chromatographic column is Chromstar
tMc
18(specification is 4.6mm × 250mm, 5 μm), mobile phase is the mixed liquor (mass ratio is 48:52) of acetonitrile and 4% glacial acetic acid, determined wavelength is 422nm, flow velocity is 1.0mL/min, and column temperature is 30 DEG C, draws above-mentioned reference substance solution and each 10 μ L of need testing solution respectively, inject high performance liquid chromatograph, carry out data determination.
(5) testing sample cubage: the equation of linear regression drawing each component content and peak area relation according to the peak area of reference substance solution, and the peak area of need testing solution is substituted into the content that namely equation of linear regression obtains three kinds of compositions in sample.
Preferred as one of the present invention, described equation of linear regression is as follows:
Curcumin: Y
1=9159.46X
1-19.16
Demethoxycurcumin: Y
2=8154.79X
2-15.07
Bisdemethoxycurcumin: Y
3=9867.85X
3-9.27
Wherein, Y
1represent curcumin chromatographic peak peak area, X
1represent curcumin content; Y
1represent Demethoxycurcumin chromatographic peak peak area, X
2represent Demethoxycurcumin content; Y
3represent Bisdemethoxycurcumin chromatographic peak peak area, X
3represent Bisdemethoxycurcumin content.
In reference substance solution preparation process of the present invention, adopt and first prepare reference substance storing solution, again storing solution is diluted to desired concn and is prepared into reference substance mixed solution, compared to the disposable reference substance solution being directly prepared into desired concn, the number of times making to weigh with scale can be reduced, reduce the waste of sample, reach cost-saving and the object of work efficiency is provided.The amount of reference substance storing solution and reference substance solution and concentration should be prepared according to the component of testing sample and experimental design demand, can be a or many parts, and adopt the method for again diluting to prepare the reference substance solution of variable concentrations, method is simple, easily operates.
When carrying out high-performance liquid chromatogram determination step, the uptake of reference substance solution and need testing solution can experimentally need to regulate, and both sample introduction product can be the same or different, and should formulate according to chromatograph test specification and experiment needs.
In above-mentioned need testing solution preparation process, adopt ultrasonic process can accelerate the rate of dissolution of test sample material in methanol solution, strengthen methanol solution to the extraction of the materials such as curcumin, and ultrasonic process has conveniently, simply, effect fast.
Adopt pore size to be that the miillpore filter of 0.45 μm filters filtrate, the fine impurities in filtrate can be removed better, prevent from follow-uply in high performance liquid chromatography test, blocking instrument.
The present invention is under identical experiment condition, the chromatographic peak peak area recorded by reference substance solution and the high performance liquid chromatograph of concentration known content draws the chromatographic peak peak area of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin and the linear relationship of sample size, and then per sample in curcumin, Demethoxycurcumin, Bisdemethoxycurcumin peak area extrapolate the content of each composition in sample.The present invention utilizes the disposable chromatographic peak area drawing each effective constituent of high performance liquid chromatograph, realize measuring while three kinds of active constituent contents, different from the past utilizes single curcumin component content to measure the control method of turmeric product content, more effectively can embody drug effect and the value of turmeric product.
Beneficial effect of the present invention: the present invention adopts high performance liquid chromatography to measure curcumin, Demethoxycurcumin, Bisdemethoxycurcumin three kinds of active constituent contents in turmeric product simultaneously, be different from conventional art and merely curcumin content measured, can the more accurate quality to turmeric medicinal material and product and drug effect control.Experimental technique of the present invention realizes the preparation to three kinds of composition reference substance solution simultaneously, and carries out chromatogram test simultaneously, can disposable realization to the mensuration of three kinds of component contents, there is the features such as simple, quick, efficient, economic, comprehensive.And by the experiment of Precision Experiment, repeated experiment, stability experiment and average recovery, the inventive method is verified, show that the present invention has good reliability and accuracy.
Accompanying drawing explanation
Fig. 1 is the mixing reference substance solution of the inventive method mensuration and the high-efficient liquid phase chromatogram of need testing solution, and wherein A is mixing reference substance solution, and B is need testing solution, and 1 is Bisdemethoxycurcumin, and 2 is Demethoxycurcumin, and 3 is curcumin.
Fig. 2 be draw according to reference substance storing solution of the present invention and reference substance solution curcumin, Demethoxycurcumin, Bisdemethoxycurcumin detection method typical curve, wherein (a) is curcumin, b () is Demethoxycurcumin, (c) is Bisdemethoxycurcumin.
Embodiment
The object of inventing to make this reality, technical scheme and advantage are clearly understood, are further elaborated to the present invention below in conjunction with embodiment, and specific embodiment described herein only in order to explain the present invention, is not intended to limit the present invention.
Embodiment 1:
Carry out the preparation of reference substance solution and need testing solution according to step of the present invention, and measure.
(1), reference substance storing solution preparation: accurately take curcumin, Demethoxycurcumin, Bisdemethoxycurcumin, and mixed, add methanol solution and be prepared into the mixing reference substance storing solution that concentration is respectively 98.88,44.40,25.92 μ g/mL.
(2), reference substance solution preparation: precision measures above-mentioned storing solution 0.3mL, 0.6mL, 1.2mL, 2.5mL, is diluted to 5mL respectively with methanol solution, obtains the reference substance mixed solution of variable concentrations.
(3), the preparation of need testing solution: get testing sample 0.2g, add methyl alcohol 25mL to dissolve, weighed quality, sonication treatment time 30min under the condition of 250W, frequency 40kHz, let cool, more weighed quality, the quality of less loss is supplied with methyl alcohol, shake up, filter, get filtrate, be the filtering with microporous membrane of 0.45 μm with aperture again, obtain need testing solution.
(4), measure: chromatographic condition: chromatographic column is Chromstar
tMc
18(specification is 4.6mm × 250mm, 5 μm), mobile phase is the mixed liquor (mass ratio is 48:52) of acetonitrile and 4% glacial acetic acid, determined wavelength is 422nm, flow velocity is 1.0mL/min, and column temperature is 30 DEG C, draws above-mentioned reference substance solution and each 10 μ L of need testing solution respectively, inject high performance liquid chromatograph, carry out data determination.
(5), testing sample cubage: the equation of linear regression drawing each component content and peak area relation according to the high performance liquid chromatography peak-to-peak area of reference substance solution, and the content namely peak area of need testing solution substitution equation of linear regression being obtained three kinds of compositions in sample.
Fig. 1 is the mixing reference substance solution of the inventive method mensuration and the high-efficient liquid phase chromatogram of need testing solution, and wherein A is mixing reference substance solution, and B is need testing solution.Fig. 1 shows that in the chromatographic peak of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin and sample, other component chromatographic peak reaches baseline separation, the mensuration that can realize these three kinds of component contents by chromatographic peak peak area.
1. linear relationship is investigated:
The mixing reference substance solution of accurate absorption above-mentioned steps (2) four kinds of concentration and the reference substance storing solution of step (1).Sample introduction 10 μ L, measures each chromatogram peak-to-peak area respectively.Reference substance sample size and the chromatographic peak peak area of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin are as shown in table 1 below:
Table 1 three kinds of composition reference substance sample sizes and chromatographic peak area test result
With above-mentioned table 1 reference substance sample size (μ g) for horizontal ordinate, chromatographic peak peak area is ordinate, drawing standard curve, calculate regression equation, its linear feature and regression equation as shown in table 2 below, the typical curve of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin is as shown in Figure 2.
Table 2 three kinds of characteristic chemical constituent ranges of linearity are investigated
Compound title | Regression equation | The range of linearity (μ g) | r |
Curcumin | Y=9159.46X-19.16 | 0.0618~0.9888 | 0.9999 |
Demethoxycurcumin | Y=8154.79X-15.07 | 0.0278~0.4440 | 0.9999 |
Bisdemethoxycurcumin | Y=9867.85X-9.27 | 0.0162~0.2592 | 0.9999 |
Table 2 and Fig. 2 show, curcumin is good in 0.0618 ~ 0.9888 μ g scope internal linear relation, and Demethoxycurcumin is good in 0.0278 ~ 0.4440 μ g scope internal linear relation, and Bisdemethoxycurcumin is good in 0.0162 ~ 0.2592 linear relationship.
2. turmeric medicine materical crude slice assay
Get the turmeric medicine materical crude slice of Different sources, the preparation of need testing solution is carried out according to the preparation method of above-mentioned need testing solution, and with high performance liquid chromatograph, the need testing solution prepared is measured, record the peak area of each need testing solution, and bring in the above-mentioned equation of linear regression drawn by reference substance solution, the content of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin in each turmeric medicine materical crude slice is drawn according to peak area.Different regions curcumin medicine materical crude slice assay result is as shown in table 3 below:
Table 3 turmeric medicine materical crude slice assay result
3. turmeric granule assay
Get the turmeric medicine materical crude slice of different batches, the preparation of need testing solution is carried out according to the preparation method of above-mentioned need testing solution, and with high performance liquid chromatograph, the need testing solution prepared is measured, record the peak area of each need testing solution, and bring in the above-mentioned equation of linear regression drawn by reference substance solution, the content of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin in each turmeric medicine materical crude slice is drawn according to peak area.Different batches curcumin granule assay is as shown in table 4 below:
Table 4 turmeric granule assay result
Embodiment 2
In order to detect the reliability of above-mentioned experiment and the accuracy of equation of linear regression, set the experiment of following Precision Experiment, repeated experiment, stability experiment and average recovery, by the RSD value of each experiment, the stability of experimental technique and reliability are detected, but should declare, following experiment does not affect method of testing of the present invention and result.
1. precision test
The above-mentioned mixing reference substance storing solution 10 μ L of accurate absorption, repeats sample introduction 6 times, measures curcumin, Demethoxycurcumin, Bisdemethoxycurcumin peak area, and calculates the RSD value of repetition 6 sample introduction product.Precision test result is as shown in table 5:
Table 5 Precision test result
As can be seen from Table 5, when repeating 6 sample introductions, in sample introduction product, the RSD value of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin is respectively 0.76%, 0.85%, 0.52%, shows that the precision of testing tool is good.
2. replica test
Get same batch sample 6 parts, press preparation method's preparation of need testing solution respectively, sample introduction 10 μ L, measures peak area, calculates the RSD value of same batch sample curcumin, Demethoxycurcumin, Bisdemethoxycurcumin.Repeated experiment result is as shown in table 6 below:
Table 6 repeated experiment result
As can be seen from Table 6, when entering sample size and being different, the RSD of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin three kinds of characteristic components is respectively 0.76%, 1.36%, 0.98%, shows that the repeatability of experimental technique of the present invention is good.
3. stability test
Get same need testing solution, respectively at 0,1,2,4,8,16,24h sample introduction 10 μ L, measure peak area, calculate curcumin, Demethoxycurcumin, the RSD value of Bisdemethoxycurcumin under different time.Stability experiment result is as shown in table 7 below:
Table 7 stability experiment result
As can be seen from Table 7, the RSD of same sample introduction product its curcumin, Demethoxycurcumin, Bisdemethoxycurcumin three kinds of characteristic components under different time is respectively 1.10%, 0.79%, 1.00%, shows that need testing solution is good at 24h internal stability.
4. average recovery test
Get the sample 0.10g of 6 parts of known content, accurately weighed, add mixing reference substance solution 1mL (bisdemethoxycurcumin .002mg/mL, Demethoxycurcumin 2.252mg/mL, Bisdemethoxycurcumin 1.204mg/mL) respectively.Prepare by the preparation method of need testing solution, sample introduction 10 μ L, measure peak area, calculate the recovery.Three kinds of curcumin composition average recovery results are as shown in table 8 below:
Table 8 three kinds of curcumin composition average recovery results
As can be seen from Table 8, the average recovery of curcumin, Demethoxycurcumin, Bisdemethoxycurcumin, all at 95-105%, illustrates that average recovery is good.
According to the RSD result of above-mentioned Precision Experiment, repeated experiment, stability experiment and average recovery value can find out experimental technique of the present invention can to detect curcumin, Demethoxycurcumin, Bisdemethoxycurcumin content have good stability and accuracy, the effective mensuration to three kinds of component contents in turmeric product can be realized.
The foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, all any amendments done within the spirit and principles in the present invention, equivalent replacement and improvement etc., all should be included within protection scope of the present invention.
Claims (10)
1. the method for three kinds of active constituent contents in Simultaneously test turmeric product, is characterized in that, comprise the following steps:
(1) reference substance storing solution preparation: accurately take curcumin, Demethoxycurcumin, Bisdemethoxycurcumin, and mixed, adds reagent solution and is prepared into mixing reference substance storing solution;
(2) reference substance solution preparation: precision measures above-mentioned storing solution, and is diluted to variable concentrations with reagent solution, and the solution after dilution is reference substance mixed solution;
(3) preparation of need testing solution: get testing sample, uses reagent solution dissolution filter, and gained filtrate is need testing solution;
(4) high-performance liquid chromatogram determination: draw above-mentioned reference substance solution and need testing solution respectively, injects high performance liquid chromatograph, carries out data determination;
(5) testing sample cubage: the equation of linear regression drawing each component content and peak area relation according to the peak area of reference substance solution, and the peak area of need testing solution is substituted into the content that namely equation of linear regression obtains three kinds of compositions in sample.
2. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 1, is characterized in that, described reagent solution is one or both in methyl alcohol, ethanol.
3. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 1, it is characterized in that, the preparation of described need testing solution can realize in the following manner: get testing sample, adds methyl alcohol and dissolves, weighed quality, ultrasonic process, let cool, more weighed quality, the quality of less loss is supplied with methyl alcohol, shake up, filter, get filtrate, use filtering with microporous membrane again, obtain need testing solution.
4. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 3, it is characterized in that, the condition of described ultrasonic process is: power 250W, frequency 40kHz, time 30min.
5. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 3, it is characterized in that, the pore size of described miillpore filter is 0.45 μm.
6. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 1, it is characterized in that, described high-performance liquid chromatogram determination is: chromatographic condition: chromatographic column is Chromstar
tMc
18(specification is 4.6mm × 250mm, 5 μm), mobile phase is the mixed liquor of acetonitrile and 4% glacial acetic acid, determined wavelength is 422nm, flow velocity is 1.0mL/min, and column temperature is 30 DEG C, draws above-mentioned reference substance solution and each 10 μ L of need testing solution respectively, inject high performance liquid chromatograph, carry out data determination.
7. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 6, it is characterized in that, the mass ratio of described acetonitrile and 4% glacial acetic acid solution is 48:52.
8. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 6, it is characterized in that, the theoretical cam curve of described performance liquid chromatographic column is all greater than 4000.
9. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 1, is characterized in that, comprise the following steps:
(1) reference substance storing solution preparation: accurately take curcumin, Demethoxycurcumin, Bisdemethoxycurcumin, and mixed, add methanol solution and be prepared into the mixing reference substance storing solution that concentration is respectively 98.88,44.40,25.92 μ g/mL;
(2) reference substance solution preparation: precision measures above-mentioned storing solution 0.3mL, 0.6mL, 1.2mL, 2.5mL, is diluted to 5mL respectively with methanol solution, obtains the reference substance mixed solution of variable concentrations;
(3) preparation of need testing solution: get testing sample 0.2g, add methyl alcohol 25mL to dissolve, weighed quality, ultrasonic process (power 250W, frequency 40kHz, time 30min), let cool, more weighed quality, the quality of less loss is supplied with methyl alcohol, shake up, filter, get filtrate, be the filtering with microporous membrane of 0.45 μm with pore size again, obtain need testing solution;
(4) high-performance liquid chromatogram determination: chromatographic condition: chromatographic column is Chromstar
tMc
18(specification is 4.6mm × 250mm, 5 μm), mobile phase is the mixed liquor (mass ratio is 48:52) of acetonitrile and 4% glacial acetic acid, determined wavelength is 422nm, flow velocity is 1.0mL/min, and column temperature is 30 DEG C, draws above-mentioned reference substance solution and each 10 μ L of need testing solution respectively, inject high performance liquid chromatograph, carry out data determination;
(5) testing sample cubage: the equation of linear regression drawing each component content and peak area relation according to the peak area of reference substance solution, and the peak area of need testing solution is substituted into the content that namely equation of linear regression obtains three kinds of compositions in sample.
10. a kind of method of three kinds of active constituent contents in Simultaneously test turmeric product as claimed in claim 9, it is characterized in that, described equation of linear regression is as follows:
Curcumin: Y
1=9159.46X
1-19.16
Demethoxycurcumin: Y
2=8154.79X
2-15.07
Bisdemethoxycurcumin: Y
3=9867.85X
3-9.27
Wherein, Y
1represent curcumin chromatographic peak peak area, X
1represent curcumin content; Y
1represent Demethoxycurcumin chromatographic peak peak area, X
2represent Demethoxycurcumin content; Y
3represent Bisdemethoxycurcumin chromatographic peak peak area, X
3represent Bisdemethoxycurcumin content.
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