CN103175924B - Novel method for simultaneously measuring contents of multiple active ingredients of dogwood - Google Patents
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- CN103175924B CN103175924B CN201310082669.5A CN201310082669A CN103175924B CN 103175924 B CN103175924 B CN 103175924B CN 201310082669 A CN201310082669 A CN 201310082669A CN 103175924 B CN103175924 B CN 103175924B
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Abstract
The invention discloses a novel method for simultaneously measuring contents of multiple active ingredients of dogwood. The method is used for simultaneously measuring the contents of seven ingredients, namely loganin, gallic acid, 5-HMF (hydroxymethyl furfural), protocatechuic acid, morroniside, sweroside and cor-nuside, in dogwood medicinal materials from four main producing areas by utilizing a high performance liquid diode array detection method. The method comprises the steps of: carrying out gradient elution at the flow speed of 1.0 mL.min-1 by utilizing a Phenoemenex C18 polar chromatographic column and taking acetonitrile and 0.1% methanoic acid solution as mobile phases, wherein the column temperature is 30 DEG C, the detection wavelengths are 220 nm, 240 nm, 260 nm, 265 nm and 280 nm. The contents of the loganin, the gallic acid, the 5-HMF, the protocatechuic acid, the morroniside, the sweroside and the cor-nuside in each sample are respectively 0.22-0.800 mg/g, 0.002-0.024 mg/g, 0.069-3.775 mg/g, 8.192-28.111 mg/g, 0.048-0.598 mg/g, 1.228-9.311 mg/g and 1.450-8.381 mg/g. The method is simple and accurate, is good in reproducibility and is capable of providing bases for comprehensively evaluating and controlling the quality of dogwood decoction pieces.
Description
Technical field
The invention belongs to technical field of chemistry, relate to a kind of new method of Simultaneously test fruit of medicinal cornel plurality of active ingredients content.
Background technology
The fruit of medicinal cornel is the drying and ripening pulp of the Cornaceae plant fruit of medicinal cornel (Cornus officinalis Sieb.Et Zucc.).Fruit of medicinal cornel main product is in provinces such as the Shaanxi of China, Henan, Zhejiang, and Sichuan, also there is cultivation in Anhui, Shandong.Existing 2000 of the medicinal history of the fruit of medicinal cornel, begins to be loaded in Shennong's Herbal, is listed in middle product." Chinese Pharmacopoeia one " (version in 2010) is recorded it and is tonified the liver and kidney, arresting collape syndrome by astringents, and for dizzy tinnitus, soreness of waist and knee joint, impotence and seminal emission, enuresis frequent micturition, under uterine bleeding band, profuse sweating is collapsed, and interior heat is quenched one's thirst.Modern study proves that the fruit of medicinal cornel mainly has immunological regulation, the effect such as hypoglycemic, anti-oxidant and anticancer.From fruit of medicinal cornel pulp, be separated the principal ingredient with medical value obtained can be divided into organic acid and ester class, pentacyclic triterpene and ester class thereof, iridoids, tannin class, vitamin, amino acid and mineral matter etc.At present, quality control for Fructus Corni in the pharmacopeia of 2010 editions is fairly simple, the only content of single investigation loganin, comprehensively can not evaluate the quality of Fructus Corni more numerous and diverse now, therefore, if plurality of active ingredients in the energy Simultaneously test fruit of medicinal cornel, as the content of effective constituent in gallic acid, 5 hydroxymethyl furfural (5-HMF), protocatechuic acid, morroniside, sweroside, loganin and the new glycosides of the fruit of medicinal cornel etc. 7, the quality of the fruit of medicinal cornel just can be evaluated more comprehensively and accurately.
Summary of the invention
The object of the invention is to overcome above-mentioned technological deficiency, a kind of institute's method of Simultaneously test fruit of medicinal cornel plurality of active ingredients content be provided, the method is simple, accurately, favorable reproducibility, can be thoroughly evaluating and controlling fruit of medicinal cornel prepared slice quality provides foundation.
Its technical scheme is:
A new method for Simultaneously test fruit of medicinal cornel plurality of active ingredients content, comprises the following steps: acetonitrile-0.1% formic acid solution gradient elution, and gradient is 0 ~ 15min, 2% acetonitrile; 15 ~ 50min, 4% ~ 16% acetonitrile; 50 ~ 57min, 16% ~ 18% acetonitrile; 57 ~ 67min, 18% ~ 25% acetonitrile; 67 ~ 87min, 25% ~ 90% acetonitrile, adopt RP-HPLC-DAD detecting device to carry out full wavelength scanner to 7 kinds of mark product gallic acids, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides of the fruit of medicinal cornel within the scope of 190-800nm, show that the absorbing wavelength of 7 kinds of effective constituents is: the new glycosides 220nm of gallic acid 265nm, 5-HMF280nm, protocatechuic acid 260nm, morroniside 240nm, sweroside 240nm, loganin 240nm and the fruit of medicinal cornel.
Compared with prior art beneficial effect of the present invention is:
The method of the invention is simple, accurately, reappearance and good stability, can be thoroughly evaluating and control fruit of medicinal cornel prepared slice quality and provide fundamental basis and scientific basis.
This experiment adopts high-efficient liquid diode phase array detection, in conjunction with 0.1% formic acid solution-acetonitrile mobile phase gradient elution, realizes the content of 7 kinds of effective constituents in the Simultaneously test fruit of medicinal cornel.Test the Diode array detection adopted, achieve single injected sampling, detect the optimal absorption value under the different wave length of inhomogeneity material simultaneously.The chromatographic process set up of this experiment can the content of 7 kinds of effective constituents in the separation determination fruit of medicinal cornel preferably, and chromatographic peak peak shape is good, and degree of separation is higher, can measure the content of 7 kinds of effective constituents in Fructus Corni exactly.This method is simple to operate, precision, reappearance and have good stability, for theoretical foundation and scientific basis have been established in the further research of the quality control of fruit of medicinal cornel effective constituent and evaluating drug effect.
Accompanying drawing explanation
Fig. 1 is reference substance chromatogram, wherein: 1-gallic acid; 2-5-HMF; 3-protocatechuic acid; 4-morroniside; 5-sweroside; 6-loganin; The new glycosides of the 7-fruit of medicinal cornel.
Embodiment
Below in conjunction with accompanying drawing and embodiment, technical scheme of the present invention is described in more detail.
The present invention adopts 7 compositions in the Fructus Corni in high-efficient liquid diode phase array detection Simultaneously test 7 main places of production: the content of the new glycosides of gallic acid, 5 hydroxymethyl furfural, protocatechuic acid, morroniside, sweroside, loganin and the fruit of medicinal cornel.Utilize Phenoemenex C
18polarity chromatographic column, with acetonitrile and 0.1% formic acid solution for mobile phase, flow velocity 1.0mLmin
-1gradient elution, column temperature 30 DEG C, determined wavelength 220,240,260,265 and 280nm.In each sample, the new glycosides content of gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the fruit of medicinal cornel is respectively 0.022 ~ 0.800mg/g, 0.002 ~ 0.024mg/g, 0.069 ~ 3.775mg/g, 8.192 ~ 28.111mg/g, 0.048 ~ 0.598mg/g, 1.228 ~ 9.311mg/g, 1.450 ~ 8.381mg/g.The method is simple, accurate, favorable reproducibility, can be thoroughly evaluating and control fruit of medicinal cornel prepared slice quality to provide fundamental basis and scientific basis.
1. the selection of mobile phase
Multiple flow phase system is have selected: 1. methanol-water gradient elution in experimentation; 2. acetonitrile-water gradient; 3. acetonitrile-0.1% formic acid solution gradient elution.Result shows that acetonitrile-0.1% formic acid solution is relatively better, and have good chromatographic peak to be separated, it is mobile phase that historical facts or anecdotes tests 3. number system of choosing.
2. the selection of gradient
Set different gradient, according to peak shape and the degree of separation of the chromatographic peak under its gradient, finally determine that best gradient is 0 ~ 15min, 2% acetonitrile; 15 ~ 50min, 4% ~ 16% acetonitrile; 50 ~ 57min, 16% ~ 18% acetonitrile; 57 ~ 67min, 18% ~ 25% acetonitrile; 67 ~ 87min, 25% ~ 90% acetonitrile.
3. quantitatively this experiment of selection of determined wavelength adopts RP-HPLC-DAD detecting device to carry out full wavelength scanner to 7 kinds of mark product within the scope of 190-800nm, to obtain the absorption maximum of each standard items, determines optimum absorb wavelength.The optimum absorb wavelength of result gallic acid is 265nm, the optimum absorb wavelength of 5-HMF is 280nm, the optimal wavelength of protocatechuic acid is 260nm, and the optimum absorb wavelength of morroniside, sweroside, loganin is 240nm, and the optimum absorb wavelength of the new glycosides of the fruit of medicinal cornel is 220nm.
Instrument and reagent
Instrument LC-2010A HT type high performance liquid chromatograph (Japanese SHIMADZU), ultrapure water instrument (Milipore company of the U.S.), precise micro pipettor (German Eppendorf company), the freezing desk centrifuge of Centrifuge5804R (German Eppendorf company), FA2004N type electronic analytical balance (Shanghai balance equipment head factory), KQ5200 type ultrasonic cleaner (Kunshan Ultrasonic Instruments Co., Ltd.), the portable comminutor of DFT-50 (Lin great Machinery Co., Ltd. of Wenling city).
Reagent controls product: gallic acid (Nat'l Pharmaceutical & Biological Products Control Institute, lot number: 110831-200302, purity: >=90.1%); 5-HMF (Nat'l Pharmaceutical & Biological Products Control Institute, lot number: 111626-200503, purity: >=98%); Protocatechuic acid (woods bio tech ltd, Shanghai one, lot number: 0424121, purity: >=98%); (Chengdu Man Site is biological, lot number: MUST-11052813, purity: >=98%) for loganin; Sweroside (lot number 0785-20023: purity: >=99.5%); Morroniside (side bio tech ltd, Tianjin one, lot number: 0424121, purity: >=98%); The new glycosides of the fruit of medicinal cornel (woods bio tech ltd, Shanghai one, lot number: YLS0044, purity: >=96%)
Methyl alcohol is for analyzing pure (Hebei Tian Li reagent company limited); Acetonitrile is chromatographically pure (Fisher company); Water is ultrapure water: formic acid is chromatogram alcohol (Tianjin Kermel Chemical Reagent Co., Ltd.).
The medicinal material fruit of medicinal cornel gathers the ground such as Shaanxi, Henan, Zhejiang and Anhui Province in October, 2011, the mature sarcocarp of the Cornaceae fruit of medicinal cornel (Cornus officinalis Sieb.Et Zucc.) is accredited as through botany teaching and research room of Shaanxi Normal University, 50 DEG C of oven dry, 40 mesh sieves are crossed after pulverizing, for subsequent use.
Method and result
The preparation of reference substance solution respectively precision takes gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the fruit of medicinal cornel new glycosides reference substance 1.0mg, put in 1mL volumetric flask, add chromatogram methyl alcohol to dissolve and constant volume, above-mentioned solution is diluted 100,1000,20,0,50,2,10 times respectively, and namely 0.22 μm of filtering with microporous membrane obtains 0.01mg/ml gallic acid, 0.001mg/ml5-HMF, 0.05mg/ml protocatechuic acid, morroniside 1.0mg/ml, sweroside 0.02mg/ml, 0.5mg/ml loganin and the fruit of medicinal cornel new glycosides 0.1mg/ml reference substance solution.
The preparation precision of need testing solution took the Asiatic Cornelian Cherry Fruit 1.00g of 40 mesh sieves, put in 25mL tool plug conical flask, add volume fraction 80% methanol solution and be settled to scale, weigh, ultrasonic extraction (power 600W, frequency 40kHz) 45min, take out, weigh again, supply the weight of less loss with volume fraction 80% methanol solution, 8000rmin
-1the centrifugal 10min of normal temperature, gets supernatant and crosses 0.22 μm of miillpore filter and make test liquid.
Chromatographic condition chromatographic column is Phenoemenex C
18chromatographic column (250mm × 4.6mm, 5 μm); Mobile phase: A is 0.1% formic acid solution, and B is acetonitrile solution; Gradient elution: 0 ~ 15min, 2%B; 15 ~ 50min, 4% ~ 16%B; 50 ~ 57min, 16% ~ 18%B; 57 ~ 67min, 18% ~ 25%B; 67 ~ 87min, 25% ~ 90%B.Column temperature: 30 DEG C; Flow velocity: 1.0mlmin
-1; Determined wavelength is 220,240,260,265,280nm; Sample size is 10 μ L.Fig. 1 is shown in by reference substance.
Methodological study
Linear relationship is investigated
Entering each reference substance solution 1 μ L, 4 μ L, 10 μ L, 20 μ L, 30 μ L successively, take peak area value as ordinate, and sample size is that horizontal ordinate carries out linear regression, obtains regression equation.Test findings refers to table 1.
Table 1: linear relationship test findings (n=3)
Tab.1Linear?relation?between?peak?area?and?concentra?tion.n＝3
Precision test
Need testing solution 10 μ L under accurate absorption " 2.2 " item, according to aforementioned chromatographic condition, continuous sample introduction 6 times, measuring the new glycosides peak area value of gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the fruit of medicinal cornel and calculating its RSD is 1.97% respectively, 1.25%, 0.59%, 0.93%, 1.57%, 1.02%.Result shows that precision is good.
Reappearance is tested
Take 6 parts, 1.00g fruit of medicinal cornel sample, need testing solution is prepared into by method in " 2.2 ", measuring the new glycosides peak area value of gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the fruit of medicinal cornel according to chromatographic condition under " 2.3 " item and calculate its RSD is 0.79% respectively, 1.23%, 0.89%, 0.97%, 1.03%, 1.33%, 0.75%.Result shows that reappearance is good.
Stability test
Get need testing solution respectively at 0h, 2h, 4h, 8h, 12h, 24h sample introduction 10 μ L, measuring the new glycosides peak area value of gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the fruit of medicinal cornel according to chromatographic condition under " 2.3 " item and calculate its RSD is 1.22% respectively, 1.15%, 0.65%, 1.15%, 0.83%, 0.73%, 0.71%.Result shows that the new glycosides of gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the fruit of medicinal cornel is good at 24h internal stability.
Average recovery is tested
Accurately take the Asiatic Cornelian Cherry Fruit 6 parts of known content, add 7 reference substances respectively in right amount, prepare need testing solution by " 2.2 " item and analyze, obtaining mean value and the RSD of 7 components recoveries, the results are shown in Table 2.
Table 2: average recovery test findings (n=3)
Tab.2Result?of?recovery?test.n＝3
Recovery test result shows, loganin, gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside and the average recovery rate by the new glycosides of the fruit of medicinal cornel are 98.24%, 99.67%, 98.01%, 99.29%, 100.36%, 100.93%, 99.80% respectively; RSD is 1.10%, 1.52%, 0.46%, 1.04%, 0.69%, 1.66%, 1.00% respectively.Result shows that the recovery is good.
Assay prepares sample solution by " 2.2 " item, and sample introduction 10 μ L, measures each Component peak area value, calculation sample content.The results are shown in Table 3.
Table 3: 7 component content measurement result .mg/g, n=3, x ± s in Different sources sample
Tab.3Content?of?the?effective?components?in?Fructus?Corni?from?different?regions.mg/g，n＝3.x±s
The investigation of extraction process and the existing bibliographical information of selection, adopt the loganin in the ultrasonic method extraction fruit of medicinal cornel, linear long system is good, the recovery is high, and compared with the content of circumfluence method extraction and determination no significant difference, moreover, ultrasonic extraction is more convenient and a kind of extracting method in timesaving, therefore, can be used as the one sample pretreating method comparatively easily and efficiently of determination of loganin content in Fructus Corni, so sample preparation does not adopt standards of pharmacopoeia, but have employed ultrasonic method extraction.Further with the extraction ratio of 7 target components such as gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides of the fruit of medicinal cornel for index, the impact of the factors on test results such as integrated survey Extraction solvent, solvent strength, ultrasonic time, the optimum extraction process optimized is: solid-liquid ratio 1: 25, Extraction solvent 80% methyl alcohol, ultrasonic time 45min.
The selection of mobile phase
Multiple flow phase system is have selected: 1. methanol-water gradient elution in experimentation; 2. acetonitrile-water gradient; 3. acetonitrile-0.1% formic acid solution gradient elution.Result shows that acetonitrile-0.1% formic acid solution is relatively better, and have good chromatographic peak to be separated, it is mobile phase that historical facts or anecdotes tests 3. number system of choosing.
The selection of quantitative wavelength
In order to ensure that organic acid and iridoid glycosides obtain absorption maximum and minimum interference, improve the accuracy and precision analyzed, it is important for therefore choosing suitable determined wavelength.This experiment adopts survey device in RP-HPLC-DAD danger within the scope of 190-800nm, to carry out full wavelength scanner to 7 kinds of mark product, to obtain suitable absorbing wavelength.The optimal absorption peak of 7 kinds of effective constituents is respectively as a result: gallic acid 265nm; 5-HMF280nm; Protocatechuic acid 260nm; Morroniside 240nm; Sweroside 240nm; Loganin 240nm; The new glycosides 220nm of the fruit of medicinal cornel.
The comparison of Different sources fruit of medicinal cornel active constituent content
In the fruit of medicinal cornel of Different sources, loganin, gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside and the fruit of medicinal cornel new glycosides content is different, and content difference in four places of production is all very large.Wherein there is the Determination of Loganin of a sample in Zhejiang Province apparently higher than other, so, the seed selection of improved seeds can be done.The content of each composition of the fruit of medicinal cornel of Different sources also has very large difference, and visible place of production factor has considerable influence for the quality of fruit of medicinal cornel quality, should strengthen fruit of medicinal cornel quality control, focuses on plantation and the exploitation of the genuine fruit of medicinal cornel.Therefore, the seed selection of kind will be carried out in conjunction with place of production factor and quality.
The above; be only the present invention's preferably embodiment; protection scope of the present invention is not limited thereto; anyly be familiar with those skilled in the art in the technical scope that the present invention discloses, the simple change of the technical scheme that can obtain apparently or equivalence are replaced and are all fallen within the scope of protection of the present invention.
Claims (1)
1. a new method for Simultaneously test fruit of medicinal cornel plurality of active ingredients content, is characterized in that, comprise the following steps:
Acetonitrile-0.1% formic acid solution gradient elution, gradient is 0 ~ 15min, 2% acetonitrile; 15 ~ 50min, 4% ~ 16% acetonitrile; 50 ~ 57min, 16% ~ 18% acetonitrile; 57 ~ 67min, 18% ~ 25% acetonitrile; 67 ~ 87min, 25% ~ 90% acetonitrile, adopt RP-HPLC-DAD detecting device to carry out full wavelength scanner to 7 kinds of mark product gallic acids, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides of the fruit of medicinal cornel within the scope of 190-800nm, show that the absorbing wavelength of 7 kinds of effective constituents is: the new glycosides 220nm of gallic acid 265nm, 5-HMF280nm, protocatechuic acid 260nm, morroniside 240nm, sweroside 240nm, loganin 240nm and the fruit of medicinal cornel.
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| CN104586919A (en) * | 2015-02-04 | 2015-05-06 | 安徽省万生中药饮片有限公司 | Method for processing dogwood with wine |
| CN105136965B (en) * | 2015-06-04 | 2017-06-20 | 南京中医药大学 | The method of quality control of Fructus Corni and its extract with preparation and application |
| CN106680399B (en) * | 2017-01-20 | 2019-01-22 | 天津市第一中心医院 | Method that is a kind of while measuring the new glycosides of morroniside, loganin, Fructus Corni, oleanolic acid and ursolic acid content |
| CN111175416B (en) * | 2020-01-17 | 2022-07-29 | 陕西师范大学 | Method for simultaneously detecting 7 components in dogwood |
| CN115166081B (en) * | 2022-06-28 | 2023-11-14 | 鲁南厚普制药有限公司 | Method for measuring multicomponent content of spring oral liquid |
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