CN103175924A - Novel method for simultaneously measuring contents of multiple active ingredients of dogwood - Google Patents
Novel method for simultaneously measuring contents of multiple active ingredients of dogwood Download PDFInfo
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- CN103175924A CN103175924A CN2013100826695A CN201310082669A CN103175924A CN 103175924 A CN103175924 A CN 103175924A CN 2013100826695 A CN2013100826695 A CN 2013100826695A CN 201310082669 A CN201310082669 A CN 201310082669A CN 103175924 A CN103175924 A CN 103175924A
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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 measuring simultaneously 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 in Shaanxi of China, the province such as Henan, Zhejiang, Sichuan, also there is cultivation in Anhui, Shandong.Existing 2000 of the medicinal history of the fruit of medicinal cornel begins to be stated from Shennong's Herbal, is listed in middle product." one one of Chinese Pharmacopoeia " (version in 2010) recorded it and tonified the liver and kidney, and arresting collape syndrome by astringents is used for dizzy tinnitus, soreness of waist and knee joint, and impotence and seminal emission, enuresis frequent micturition, under the uterine bleeding band, the profuse sweating collapse, interior heat is quenched one's thirst.The modern study proof fruit of medicinal cornel mainly has immunological regulation, the effect such as hypoglycemic, anti-oxidant and anticancer.Separate the principal ingredient with medical value that obtains and to be divided into organic acid and ester class, pentacyclic triterpene and ester class thereof, iridoids, tannin class, vitamin, amino acid and mineral matter etc. from fruit of medicinal cornel pulp.At present, quality control for Fructus Corni in the pharmacopeia of 2010 editions is fairly simple, the content of single investigation loganin only, can not comprehensively estimate the quality of more numerous and diverse now Fructus Corni, therefore, if can measure simultaneously plurality of active ingredients in the 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, just can estimate more comprehensively and accurately the quality of the fruit of medicinal cornel.
Summary of the invention
The object of the invention is to overcome above-mentioned technological deficiency, a kind of institute's method of measuring simultaneously fruit of medicinal cornel plurality of active ingredients content is provided, the method is simple, accurate, favorable reproducibility, and can be thoroughly evaluating and controlling fruit of medicinal cornel prepared slice quality provides foundation.
Its technical scheme is:
A kind of new method of measuring simultaneously 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 the RP-HPLC-DAD detecting device in the 190-800nm scope, 7 kinds of mark product gallic acids, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides of the fruit of medicinal cornel to be carried out full wavelength scanner, the absorbing wavelength that draws 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.
The high efficiency liquid phase Diode array detection is adopted in this experiment, in conjunction with 0.1% formic acid solution-acetonitrile eluent gradient wash-out, realizes measuring simultaneously the content of 7 kinds of effective constituents in the fruit of medicinal cornel.The Diode array detection that adopts of experiment has been realized single injected sampling, detects simultaneously the optimal absorption value under the different wave length of inhomogeneity material.The chromatographic process that this experiment is set up is the content of 7 kinds of effective constituents in the separation determination fruit of medicinal cornel preferably, and the chromatographic peak peak shape is good, and degree of separation is higher, can measure exactly the content of 7 kinds of effective constituents in Fructus Corni.This method is simple to operate, and precision, reappearance and have good stability are 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.
Description of drawings
Fig. 1 is the reference substance chromatogram, wherein: the 1-gallic acid; 2-5-HMF; The 3-protocatechuic acid; The 4-morroniside; The 5-sweroside; The 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 the high efficiency liquid phase Diode array detection to measure simultaneously 7 compositions in the Fructus Corni in 7 main places of production: the content of gallic acid, 5 hydroxymethyl furfural, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides of the fruit of medicinal cornel.Utilize Phenoemenex C
18The polarity chromatographic column, take acetonitrile and 0.1% formic acid solution as mobile phase, flow velocity 1.0mLmin
-1Gradient elution, 30 ℃ of column temperatures detect 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 controls fruit of medicinal cornel prepared slice quality and provide fundamental basis and scientific basis.
1. the selection of mobile phase
Selected multiple flow phase system in experimentation: 1. methanol-water gradient elution; 2. acetonitrile-water gradient elution; 3. acetonitrile-0.1% formic acid solution gradient elution.Result shows that acetonitrile-0.1% formic acid solution is relatively better, has preferably chromatographic peak separate, and historical facts or anecdotes is tested and chosen 3. that number system is mobile phase.
2. the selection of gradient
Set different gradient, according to peak shape and the degree of separation of the chromatographic peak under its gradient, determine that finally 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 detect this experiment of selection of wavelength and adopt the RP-HPLC-DAD detecting device in the 190-800nm scope, 7 kinds of mark product to be carried out full wavelength scanner, to obtain the absorption maximum of each standard items, determine optimum absorb wavelength.The optimum absorb wavelength of gallic acid is 265nm as a result, 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 (U.S. Milipore company), 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 (the large mechanical company limited of Wenling city woods).
Reagent reference substance: 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 (Shanghai one woods bio tech ltd, 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 (Tianjin one side's bio tech ltd, lot number: 0424121, purity: 〉=98%); The new glycosides of the fruit of medicinal cornel (Shanghai one woods bio tech ltd, lot number: YLS0044, purity: 〉=96%)
Methyl alcohol is for analyzing pure (sky, Hebei power 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, be accredited as the mature sarcocarp of the Cornaceae fruit of medicinal cornel (Cornus officinalis Sieb.Et Zucc.) through botany teaching and research room of Shaanxi Normal University, 50 ℃ of oven dry, cross 40 mesh sieves after pulverizing, standby.
Method and result
The preparation of reference substance solution precision respectively takes the new glycosides reference substance of gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and fruit of medicinal cornel 1.0mg, put in the 1mL volumetric flask, add the dissolving of chromatogram methyl alcohol and constant volume, mentioned solution is diluted respectively 100,1000,20,0,50,2,10 times, and 0.22 μ m filtering with microporous membrane namely gets 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 new glycosides 0.1mg/ml of fruit of medicinal cornel 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 μ m miillpore filter and make test liquid.
The chromatographic condition chromatographic column is Phenoemenex C
18Chromatographic column (250mm * 4.6mm, 5 μ m); 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 ℃; Flow velocity: 1.0mlmin
-1The detection wavelength is 220,240,260,265,280nm; Sample size is 10 μ L.Reference substance is seen Fig. 1.
Methodological study
Linear relationship is investigated
Advance successively each reference substance solution 1 μ L, 4 μ L, 10 μ L, 20 μ L, 30 μ L, take peak area value as ordinate, sample size is that horizontal ordinate carries out linear regression, gets regression equation.Test findings sees table 1 for details.
Table 1: linear relationship test findings (n=3)
Tab.1Linear?relation?between?peak?area?and?concentra?tion.n＝3
Precision test
Accurate " 2.2 " the lower need testing solution 10 μ L that draw, according to aforementioned chromatographic condition, continuous sample introduction 6 times, measuring gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides peak area value of the fruit of medicinal cornel and calculating its RSD is respectively 1.97%, 1.25%, 0.59%, 0.93%, 1.57%, 1.02%.Result shows that precision is good.
The reappearance test
Take 6 parts, 1.00g fruit of medicinal cornel sample, be prepared into need testing solution by method in " 2.2 ", measuring gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides peak area value of the fruit of medicinal cornel and calculate its RSD according to " 2.3 " lower chromatographic condition is respectively 0.79%, 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 gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides peak area value of the fruit of medicinal cornel and calculate its RSD according to " 2.3 " lower chromatographic condition is respectively 1.22%, 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 the 24h internal stability.
The average recovery experiment
Accurately take 6 parts of the Asiatic Cornelian Cherry Fruits of known content, add respectively 7 reference substances appropriate, by " 2.2 " preparation need testing solution and analyze, get mean value and the RSD of 7 composition recovery, the results are shown in Table 2.
Table 2: average recovery test findings (n=3)
Tab.2Result?of?recovery?test.n＝3
The recovery test result shows, loganin, gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside and be respectively 98.24%, 99.67%, 98.01%, 99.29%, 100.36%, 100.93%, 99.80% by the average recovery rate of the new glycosides of the fruit of medicinal cornel; RSD is respectively 1.10%, 1.52%, 0.46%, 1.04%, 0.69%, 1.66%, 1.00%.Result shows that the recovery is good.
Assay is by " a 2.2 " preparation sample solution, and sample introduction 10 μ L measure each composition peak area value, calculation sample content.The results are shown in Table 3.
Table 3: 7 component content measurement result .mg/g in the sample of the different places of production, n=3, x ± s
Tab.3Content?of?the?effective?components?in?Fructus?Corni?from?different?regions.mg/g，n＝3.x±s
The existing bibliographical information of the investigation of extraction process and selection, adopt the loganin in the ultrasonic method extraction fruit of medicinal cornel, linear long system is good, the recovery is high, and compare the difference not statistically significant with the content of circumfluence method extraction and determination, moreover, ultrasonic extraction is more convenient and a kind of extracting method in timesaving, therefore, can be used as a kind of 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 adopted the ultrasonic method extraction.Further take 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 as index, integrated survey is extracted the factors such as solvent, solvent strength, ultrasonic time to the impact of test findings, the optimum extraction process that optimizes is: solid-liquid ratio 1: 25, extract solvent 80% methyl alcohol, ultrasonic time 45min.
The selection of mobile phase
Selected multiple flow phase system in experimentation: 1. methanol-water gradient elution; 2. acetonitrile-water gradient elution; 3. acetonitrile-0.1% formic acid solution gradient elution.Result shows that acetonitrile-0.1% formic acid solution is relatively better, has preferably chromatographic peak separate, and historical facts or anecdotes is tested and chosen 3. that number system is mobile phase.
The quantitatively selection of wavelength
In order to guarantee that organic acid and iridoid glycosides obtain absorption maximum and minimum interference, improve accuracy and the precision analyzed, it is important therefore choosing suitable detection wavelength.This experiment adopts RP-HPLC-DAD danger survey device in the 190-800nm scope, 7 kinds of mark product to be carried out full wavelength scanner, 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 places of production fruit of medicinal cornel active constituent content
In the fruit of medicinal cornel in the different places of production, loganin, gallic acid, 5-HMF, protocatechuic acid, morroniside, sweroside and the new glycosides content of the fruit of medicinal cornel are different, and four places of production in content difference all very large.Wherein Zhejiang Province a sample is arranged Determination of Loganin apparently higher than other, so, can do the seed selection of improved seeds.The content of each composition of the fruit of medicinal cornel in the different places of production 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, pays attention to plantation and the exploitation of the genuine fruit of medicinal cornel.Therefore, carry out the seed selection of kind in conjunction with place of production factor and quality.
The above; only be the better embodiment of the present invention; protection scope of the present invention is not limited to this; 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 of measuring simultaneously fruit of medicinal cornel plurality of active ingredients content, is characterized in that, comprises 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 the RP-HPLC-DAD detecting device in the 190-800nm scope, 7 kinds of mark product gallic acids, 5-HMF, protocatechuic acid, morroniside, sweroside, loganin and the new glycosides of the fruit of medicinal cornel to be carried out full wavelength scanner, the absorbing wavelength that draws 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 |
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| CN106680399A (en) * | 2017-01-20 | 2017-05-17 | 天津市第中心医院 | Method for simultaneously determining content of morroniside, loganin, cor-nuside, oleanolic acid and ursolic acid |
| CN111175416A (en) * | 2020-01-17 | 2020-05-19 | 陕西师范大学 | Method for simultaneously detecting 7 components in dogwood |
| CN115166081A (en) * | 2022-06-28 | 2022-10-11 | 鲁南厚普制药有限公司 | Method for measuring multi-component content of Yangchun oral liquid |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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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 |
| CN105136965A (en) * | 2015-06-04 | 2015-12-09 | 南京中医药大学 | Quality control method of cornus officinalis medicinal material and extract and preparation thereof and application of method |
| 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 |
| CN106680399A (en) * | 2017-01-20 | 2017-05-17 | 天津市第中心医院 | Method for simultaneously determining content of morroniside, loganin, cor-nuside, oleanolic acid and ursolic acid |
| 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 |
| CN111175416A (en) * | 2020-01-17 | 2020-05-19 | 陕西师范大学 | Method for simultaneously detecting 7 components in dogwood |
| CN111175416B (en) * | 2020-01-17 | 2022-07-29 | 陕西师范大学 | Method for simultaneously detecting 7 components in dogwood |
| CN115166081A (en) * | 2022-06-28 | 2022-10-11 | 鲁南厚普制药有限公司 | Method for measuring multi-component content of Yangchun oral liquid |
| 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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