CN103808828A - HPLC (High Performance Liquid Chromatography) method for measuring content of main alkaloid in peruvian bark - Google Patents
HPLC (High Performance Liquid Chromatography) method for measuring content of main alkaloid in peruvian bark Download PDFInfo
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- CN103808828A CN103808828A CN201410071152.0A CN201410071152A CN103808828A CN 103808828 A CN103808828 A CN 103808828A CN 201410071152 A CN201410071152 A CN 201410071152A CN 103808828 A CN103808828 A CN 103808828A
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Abstract
The invention discloses a HPLC (High Performance Liquid Chromatography) method for measuring the content of main alkaloid in peruvian bark. The flowing phase is acetonitrile-phosphoric acid buffer salt solution (the pH value is 3.5), the flow velocity is 1.0ml/min, the chromatographic column is C18 (4.6*250mm 5 micrometers), the column temperature is 25 DEG C, the feeding amount is 10 microliters, and the detection wavelength of an ultraviolet detector is 250nm. The high performance liquid chromatography method for measuring the content of the main alkaloid in the peruvian bark has the advantages of short sample analysis time, low detection cost, high accuracy and precision, wide effective detection range and the like.
Description
Technical field
The present invention relates to Chinese medicinal material field, be specifically related to a kind of HPLC method of measuring main alkaloid content in ledger bark.
Background technology
Peruvian bark tree has another name called Ji Na tree, cinchona, golden pheasant and strangles, and its bark and seed, contain multiple alkaloid, is generically and collectively referred to as golden pheasant and strangles alkaloid, is antimalarial good medicine.In ledger bark, content at most and pharmaceutically the most important thing is quinine, is secondly cinchonine, cinchonidine, quinindium etc., very low containing rate in bark of all the other compositions.
Quinine (Quinine), molecular formula C
20h
24n
2o
2, molecular weight 324.42, is one of the most ancient antimalarial, the ledger bark that contains quinine as far back as the 15th century has just become the specific drug that is widely used in treatment malaria, by disturbing the synthetic Antimalarial that plays of DNA.Can suppress various plasmodial erythrocyte stages, malaria control paresthesia epilepsy.
Quinindium (Quinidine), is the d-isomer of quinine, and the two has similar pharmacological properties, but quinindium is stronger 5~10 times than quinine to action of the heart, is commonly used for antiarrhymic.
Cinchonine (Cinchonine), molecular formula C
19h
22n
2o, molecular weight 294.39, its pharmacological action and quinine are similar, are used for the treatment of clinically malaria.
Cinchonidine (Cinchonidine) is the steric isomer of cinchonine.
About the relevant report of quinine assay a lot, " Chinese Pharmacopoeia " 2010 editions second content that adopts perchloric acid titration method to measure quinine sulfate and quinidine sulfate, dissolve the colour developing of crystal violet indicator, the aobvious green titration end-point that indicates of perchloric acid titration with acetic anhydride; Shiseido (China) Investment Co., Ltd, the standard of announcing with reference to CDFA, adopts HPLC method to measure the content of quinine in cosmetics: methyl alcohol extracts, and whirlpool concussion, is used C
18chromatographic column take methyl alcohol and ammonium dibasic phosphate solution as mobile phase, detects under 328nm wavelength; Gong Shanchu, Wang Qianzhou, Zhan Yuannian etc., by setting up reversed-phased high performace liquid chromatographic, use C18 post (4.6 mm × 250 mm), mobile phase is methanol-water-glacial acetic acid-triethylamine (62.3:37.7:0.034:0.068), pH 6.02, and ultraviolet 220 nm detect quinindium content.The people such as Feng Tingting, use phosphorimetry, at ambient temperature cinchonine and cinchonidine are detected.
Summary of the invention
The object of this invention is to provide a kind of HPLC method of measuring main alkaloid content in ledger bark, described assay method adopts HPLC method to measure quinine, quinindium, cinchonine and 4 kinds of quinolines compositions of cinchonidine in Peruvian bark tree bark extract simultaneously, and method is simple and efficient to handle, good separating effect.For reaching above-mentioned purpose, the present invention has adopted following technical scheme:
In Peruvian bark tree bark extract, a HPLC method for main alkaloid assay, is characterized in that comprising the steps: 1) the present invention pulverizes ledger bark, soaks ultrasonication cell by crossing the bark fines that 60 mesh sieves obtain with 3% highly basic;
2), using industrial methanol as solvent, from upper step gained ledger bark powder, extract principal ingredient;
3) prepare respectively quinine reference substance (Chinese medicine inspecting institute) solution, quinindium reference substance (Chinese medicine inspecting institute) solution, cinchonine reference substance (Chinese medicine inspecting institute) solution, cinchonidine reference substance (Chinese medicine inspecting institute) solution and preparation Peruvian bark tree bark extract need testing solution;
4) utilize HPLC method to detect the content of quinine, quinindium, cinchonine and cinchonidine in Peruvian bark tree bark extract;
Chromatographic condition is: take octadecylsilane chemically bonded silica as filling material, take acetonitrile as mobile phase A, phosphate buffered saline(PBS) (pH=3.5) is Mobile phase B, and gradient elution program is: time 0 → 5min → 20min → 40min → 55min; Solution A: 45% → 45% → 20% → 10% → 45%; Solution B: 55% → 55% → 80% → 90% → 55%; 25 ℃ ~ 40 ℃ of column temperatures; Volumetric flow rate 0.8 ~ 1.5ml/min; Detection wavelength is 250nm, sample size 10 μ l; Theoretical cam curve must not calculate lower than 3000 by quinine peak;
5) according to the content of quinine, quinindium, cinchonine and cinchonidine in efficient liquid phase chromatographic analysis result calculating Peruvian bark tree bark extract.
Further, in HPLC analytical approach of the present invention, quinine reference substance, quinindium reference substance, cinchonine reference substance and cinchonidine reference substance solution preparation method comprise: get respectively quinine reference substance, quinindium reference substance, cinchonine reference substance and cinchonidine reference substance appropriate, accurately weighed, add methyl alcohol appropriate, be configured to respectively concentration and be 10,5,1 and the reference substance solution of 0.5mg/ml.
Further, in HPLC analytical approach of the present invention, Peruvian bark tree bark extract need testing solution is preparation method comprise: get the about 10g of ledger bark, pulverized 60 mesh sieves, accurately weighed, put in 100ml tool plug conical flask, 3% highly basic soaks, ultrasonication cell, and precision measures 95% industrial methanol 50ml, close plug, weigh, shake up, ultrasound wave extracts 30 ~ 40min, let cool, filter, collect filtrate, with method operation 2 times, merging filtrate, put in 100ml volumetric flask, then use 95% industrial methanol constant volume, shake up, (0.45 μ m) filters miillpore filter, to obtain final product.
Accompanying drawing explanation
Fig. 1 is the structural formula of quinine, quinindium, cinchonine and cinchonidine.
Fig. 2 is that the HPLC of main alkaloid assay in Peruvian bark tree bark extract of the present invention detects collection of illustrative plates (1-quinine, 2-quinindium, 3-cinchonine, 4-cinchonidine).
Embodiment
Further illustrate in the following embodiments labor method of the present invention, but the present invention is not limited to following labor method.
Embodiment 1
The preparation of Peruvian bark tree bark extract
Get the about 10g of ledger bark, pulverized 60 mesh sieves, accurately weighed, put in 100ml tool plug conical flask, 3% highly basic soaks, ultrasonication cell, and precision measures 95% industrial methanol 50ml, close plug, weigh, shake up, ultrasound wave extracts 30 ~ 40min, lets cool, filter, collect filtrate, with method operation 2 times, merging filtrate, puts in 100ml volumetric flask, then uses 95% industrial methanol constant volume, shake up, (0.45 μ m) filters miillpore filter, to obtain final product.
The condition of quinine, quinindium, cinchonine and cinchonidine assay in screening Peruvian bark tree bark extract.
The preparation of Peruvian bark tree bark extract: according to the method preparation described in embodiment 1
The screening of chromatographic condition: adopt U.S. Agilent-1260 high performance liquid chromatograph, Chemstation Edition chromatographic work station
The selection of chromatographic column: investigate successively Thermo C
18post, Kromasil C
18post, Phenomenex Luna C
18post, Agilent C
18post, result compares through test, Agilent C
18(4.6 × 250mm, 5 μ are separating effect the best m).
Mobile phase: investigated respectively the flow phase system such as acetonitrile-water, acetonitrile-0.1% aqueous acetic acid, Methanol-water, acetonitrile-phosphate buffer (pH=3.5), methyl alcohol-acetonitrile-phosphate solution, result through test relatively, preferably acetonitrile-phosphate buffer (pH=3.5) gradient elution completes the assay of above four kinds of compositions, the results are shown in accompanying drawing 2.
Detected temperatures: investigated 25 ℃, 35 ℃, 40 ℃ different column temperatures, and 0.8,1.0,1.2, the impact of 1.5ml/min different in flow rate on each component separating effect, through overtesting comparison, preferably 25 ℃ of column temperatures, separate best results when flow velocity 1.0ml/min.
Detecting device: select full wavelength scanner, to the long UV scanning of quinine, quinindium, cinchonine and cinchonidine reference substance solution all-wave (190 ~ 400nm), result records several compositions all has larger absorption at 250nm place, and it is detected under this wavelength.
Vacuum pump: SHB-Ш circulating water type vacuum pump
Electronic balance: Mettler-Toledo Instrument (Shanghai) Co., Ltd. provides, specification is 100,000/.
Embodiment 3
Chromatographic condition and the system flexibility of quinine, quinindium, cinchonine and cinchonidine assay in Peruvian bark tree bark extract.
Chromatographic condition: adopt U.S. Agilent-1260 high performance liquid chromatograph, Chemstation Edition chromatographic work station
Chromatographic column: Agilent C18(4.6 × 250mm, 5 μ m)
Mobile phase: (B), gradient elution program is acetonitrile (A)-phosphate buffered saline(PBS) (pH=3.5): time 0 → 5min → 20min → 40min → 55min; Solution A: 45% → 45% → 20% → 10% → 45%; Solution B: 55% → 55% → 80% → 90% → 55%; Volumetric flow rate 1.0ml/min; Sample size 10 μ l.
Detected temperatures: 25 ℃.
Detecting device: UV-detector.
Detect wavelength: 250nm.
Vacuum pump: SHB-Ш circulating water type vacuum pump.
Electronic balance: Mettler-Toledo Instrument (Shanghai) Co., Ltd. provides, specification is 100,000/.
The preparation of mobile phase: mobile phase (B) configures according to acetonitrile (A)-phosphate buffered saline(PBS) (pH=3.5), 0.2 μ m aperture filtrator filters, and SCQ-250W ultrasonic echography is degassed.
The preparation of reference substance solution: get respectively quinine reference substance, quinindium reference substance, cinchonine reference substance and cinchonidine reference substance appropriate, accurately weighed, add methyl alcohol appropriate, be configured to respectively concentration and be 10,5,1 and the reference substance solution of 0.5mg/ml.
The preparation of need testing solution:
Get the about 10g of ledger bark, pulverized 60 mesh sieves, accurately weighed, put in 100ml tool plug conical flask, 3% highly basic soaks, ultrasonication cell, and precision measures 95% industrial methanol 50ml, close plug, weigh, shake up, ultrasound wave extracts 30 ~ 40min, lets cool, filter, collect filtrate, with method operation 2 times, merging filtrate, puts in 100ml volumetric flask, then uses 95% industrial methanol constant volume, shake up, (0.45 μ m) filters miillpore filter, to obtain final product.
Precision measures reference substance solution and the each 10 μ l of need testing solution, difference injection liquid chromatography under above-mentioned chromatographic condition, record chromatogram, in results sample, the degree of separation of each component to be measured and adjacent peak is all greater than 1.5, and theoretical cam curve is calculated and is greater than 5000 according to quinine.
Embodiment 4
The preparation of the assay Peruvian bark tree bark extract of quinine, quinindium, cinchonine and cinchonidine in Peruvian bark tree bark extract: get 3 batches of ledger barks, make according to method described in embodiment 1, lot number is respectively 1,2,3.
Chromatographic condition and system flexibility:
Chromatographic condition: adopt U.S. Agilent-1260 high performance liquid chromatograph, Chemstation Edition chromatographic work station
Chromatographic column: Agilent C
18(4.6 × 250mm, 5 μ m)
Mobile phase: (B), gradient elution program is acetonitrile (A)-phosphate buffered saline(PBS) (pH=3.5): time 0 → 5min → 20min → 40min → 55min; Solution A: 45% → 45% → 20% → 10% → 45%; Solution B: 55% → 55% → 80% → 90% → 55%; Detected temperatures: 25 ℃; Volumetric flow rate 1.0ml/min; Sample size 10 μ l, detect wavelength: 250nm.
The preparation of reference substance solution: get respectively quinine reference substance, quinindium reference substance, cinchonine reference substance and cinchonidine reference substance appropriate, accurately weighed, add methyl alcohol appropriate, be configured to respectively concentration and be 10,5,1 and the reference substance solution of 0.5mg/ml.
The preparation of need testing solution: get the about 10g of ledger bark, pulverized 60 mesh sieves, accurately weighed, put in 100ml tool plug conical flask, 3% highly basic soaks, ultrasonication cell, and precision measures 95% industrial methanol 50ml, close plug, weigh, shake up, ultrasound wave extracts 30 ~ 40min, lets cool, filter, collect filtrate, with method operation 2 times, merging filtrate, puts in 100ml volumetric flask, then uses 95% industrial methanol constant volume, shake up, (0.45 μ m) filters miillpore filter, to obtain final product.
Sample determination: get Peruvian bark tree bark extract (lot number 1,2,3) by above-mentioned need testing solution preparation below legal system available test sample solution, analyze by above-mentioned chromatographic condition, record chromatogram, calculate the percentage composition of quinine, quinindium, cinchonine and cinchonidine, the results are shown in Table 1.
3 batches of ledger bark extractive contents of table 1 are measured table:
methodological study of the present invention:
(1) linear relationship is investigated
Precision measures quinine, quinindium, cinchonine, cinchonidine reference substance stock solution is appropriate, put in 10ml volumetric flask, add methyl alcohol dilution constant volume, shake up, obtain mixing reference substance solution, again mixing reference substance solution is diluted to the reference substance solution of variable concentrations with methyl alcohol, be prepared into the mixing reference substance solution of six required concentration of typical curve, shake up, centrifugal, get centrifuged supernatant, measure by the chromatographic condition under above-mentioned chromatographic condition and system flexibility item, record chromatogram, take peak area A as horizontal ordinate, concentration C is that ordinate carries out linear regression, result shows, each composition is good linear relationship within the scope of respective concentration, the range of linearity, regression equation, related coefficient is in table 2.
Table 2 range of linearity, regression equation, related coefficient
(2) instrument precision test
Precision measures reference substance mixed solution, measures by the chromatographic condition under above-mentioned chromatographic condition and system flexibility item, repeats sample introduction 6 times, records peak area, calculates RSD.The RSD of the peak area of result quinine, quinindium, cinchonine and cinchonidine is respectively: 0.97%, 2.0%, 2.23%, 1.75%, show that instrument precision is good
(3) replica test
Get same batch of Peruvian bark tree bark extract by parallel six parts of the need testing solutions of preparing of method under above-mentioned need testing solution preparation, measure by chromatographic condition sample introduction under above-mentioned chromatographic condition and system flexibility item, record chromatogram, the RSD that calculates quinine, quinindium, cinchonine and cinchonidine content is respectively 1.7%, 2.3%, 1.9% and 2.2%, result shows, this method repeatability is good.
(4) stability test
Get ledger bark need testing solution, at ambient temperature, respectively at 0,2,4,6,8,12h measures according to chromatographic condition under above-mentioned chromatographic condition and system flexibility item, records chromatogram, and the RSD that calculates quinine, quinindium, cinchonine and cinchonidine content is respectively 1.02%, 2.16%, 2.65% and 1.90%, result shows, need testing solution is good at 12 hours internal stabilities.
(5) average recovery test
Precision takes totally 6 parts, the ledger bark sample of known content, it is appropriate that precision adds quinine, quinindium, cinchonine and cinchonidine reference substance stock solution respectively, 6 parts of accurately weighed quinine reference substances again, add respectively in sample, constant volume after dissolving with 95% industrial methanol, measures by chromatographic condition sample introduction under above-mentioned chromatographic condition and system flexibility item, records chromatogram, the average recovery that calculates quinine, quinindium, cinchonine and cinchonidine, the results are shown in Table 3.
Table 3 determination of recovery rates (n=6)
Claims (5)
1. the HPLC method of main alkaloid assay in a ledger bark: it is characterized in that using industrial methanol as solvent, from ledger bark, extract main alkaloid composition, prepare respectively quinine reference substance solution, quinindium reference substance solution, cinchonine reference substance solution, cinchonidine reference substance solution and preparation Peruvian bark tree bark extract need testing solution; Utilize HPLC method under 250nm wavelength, to detect the content of quinine, quinindium, cinchonine and cinchonidine in Peruvian bark tree bark extract simultaneously; Chromatographic condition is: take octadecylsilane chemically bonded silica as filling material, take acetonitrile as mobile phase A, phosphate buffered saline(PBS) (pH=3.5) is Mobile phase B, and gradient elution program is: time 0 → 5min → 20min → 40min → 55min; Solution A: 45% → 45% → 20% → 10% → 45%; Solution B: 55% → 55% → 80% → 90% → 55%; 25 ℃ ~ 40 ℃ of column temperatures; Flow velocity 0.8 ~ 1.5ml/min; Detection wavelength is 250nm, sample size 10 μ l; Theoretical cam curve must not calculate lower than 3000 by quinine peak; The preparation of reference substance solution: get respectively quinine reference substance, quinindium reference substance, cinchonine reference substance and cinchonidine reference substance appropriate, accurately weighed, add methyl alcohol appropriate, be configured to respectively concentration and be 10,5,1, the reference substance solution of 0.5mg/ml; The preparation of need testing solution: get the about 10g of ledger bark, pulverized 60 mesh sieves, accurately weighed, put in 100ml tool plug conical flask, 3% highly basic soaks, ultrasonication cell, and precision measures 95% industrial methanol 50ml, close plug, weigh, shake up, ultrasound wave extracts 30 ~ 40min, lets cool, filter, collect filtrate, with method operation 2 times, merging filtrate, puts in 100ml volumetric flask, then uses 95% industrial methanol constant volume, shake up, (0.45 μ m) filters miillpore filter, to obtain final product; Determination method: precision measures reference substance solution and the each 10 μ l of need testing solution respectively, and injection liquid chromatography, records chromatogram, measures, and to obtain final product.
2. the method for claim 1, is characterized in that preparing Peruvian bark tree bark extract take 95% industrial methanol as solvent.
3. the method for claim 1, is characterized in that described chromatographic condition: chromatographic column is Agilent-C
18(4.6 × 250mm, 5 μ m), mobile phase be acetonitrile (A)-phosphate buffered saline(PBS) (pH=3.5) (B), gradient elution program is: time 0 → 5min → 20min → 40min → 55min; Solution A: 45% → 45% → 20% → 10% → 45%; Solution B: 55% → 55% → 80% → 90% → 55%; 25 ℃ ~ 40 ℃ of column temperatures; Volumetric flow rate 0.8 ~ 1.5ml/min; Detection wavelength is 250nm, sample size 10 μ l.
4. the method for claim 1, it is characterized in that described quinine reference substance, quinindium reference substance, cinchonine reference substance and cinchonidine reference substance solution preparation method comprise: get respectively quinine reference substance, quinindium reference substance, cinchonine reference substance and cinchonidine reference substance appropriate, accurately weighed, add methyl alcohol appropriate, be configured to respectively concentration and be 10,5,1 and the reference substance solution of 0.5mg/ml.
5. the method for claim 1, the about 10g of ledger bark, pulverized 60 mesh sieves, accurately weighed, put in 100ml tool plug conical flask, 3% highly basic soaks, ultrasonication cell, and precision measures 95% industrial methanol 50ml, close plug, weighs, and shakes up, and ultrasound wave extracts 30 ~ 40min, let cool, filter, collect filtrate, with method operation 2 times, merging filtrate, puts in 100ml volumetric flask, then uses 95% industrial methanol constant volume, shake up, (0.45 μ m) filters miillpore filter, to obtain final product.
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006058623A1 (en) * | 2004-12-04 | 2006-06-08 | Merck Patent Gmbh | Mixed-modal anion-exchange type separation material |
CN102558169A (en) * | 2010-12-10 | 2012-07-11 | 江苏斯威森生物医药工程研究中心有限公司 | Industrialized production method for efficiently extracting, separating and purifying serial cinchona alkaloid from cinchona bark |
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2014
- 2014-03-01 CN CN201410071152.0A patent/CN103808828A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006058623A1 (en) * | 2004-12-04 | 2006-06-08 | Merck Patent Gmbh | Mixed-modal anion-exchange type separation material |
CN102558169A (en) * | 2010-12-10 | 2012-07-11 | 江苏斯威森生物医药工程研究中心有限公司 | Industrialized production method for efficiently extracting, separating and purifying serial cinchona alkaloid from cinchona bark |
Non-Patent Citations (4)
Title |
---|
ALISON T. KEENE 等: "INVESTIGATION OF CZNCHONA LEAF ALKALOIDS BY HIGH-PERFORMANCE liquid chromatography", 《JOURNAL OF CHROMATOGRAPHY》, vol. 260, 31 December 1983 (1983-12-31), XP026508675, DOI: doi:10.1016/0021-9673(83)80014-4 * |
DAVID V. MCCALLEY: "Analysis of the Cinchona alkaloids by high-performance liquid chromatography and other separation techniques", 《JOURNAL OF CHROMATOGRAPHY A》, vol. 967, 31 December 2002 (2002-12-31) * |
DAVID V. MCCALLEY: "Quantitative Analysis of Alkaloids From Cinchona Bark by High-performance Liquid Chromatography", 《ANALYST》, vol. 115, 31 October 1990 (1990-10-31), pages 1355 - 1358 * |
DAVID VICTOR MCCALLEY: "Analysis of the cinchona alkaloids by high-performance liquid chromatography", 《JOURNAL OF CHROMATOGRAPHY》, vol. 357, 31 December 1986 (1986-12-31) * |
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Application publication date: 20140521 |