CN105486766A - Method for determining content of three antioxidation active compositions in honeysuckle flower and plant thereof by employing HPLC - Google Patents
Method for determining content of three antioxidation active compositions in honeysuckle flower and plant thereof by employing HPLC Download PDFInfo
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Abstract
The invention discloses a method for determining content of three antioxidation active compositions in honeysuckle flower and plant thereof by employing HPLC. The method comprises getting 0.5-2.0 g of dry honeysuckle flower and plant leaf and stem of honeysuckle flower, chopping up and pulverizing, putting in a container, adding ethanol, and performing ultrasonic processing, so as to obtain a test sample solution; getting the test sample solution, applying to an ODS chromatographic column, and performing gradient elution, wherein the eluent is a mixed solution of acetonitrile and a phosphoric acid aqueous solution, and the concentration gradient of acetonitrile in the mobile phase is changed along with time; employing the detection wave length of 320-340 nm in the stage from initial time t0 to time t5, and then transforming the wave length to be 345-365 nm for detecting, wherein t5=10-18 min; and successively determining the content of three effective compositions chlorogenic acid, luteolin and luteoloside in honeysuckle flower. The provided method for simultaneously determining content of the three antioxidation active compositions in honeysuckle flower and plant thereof by employing HPLC is high in sensitivity and precision and simple in work flow.
Description
Technical field
The present invention relates to the industry fields such as biological medicine, food, health products, specifically a kind of Simultaneously test has the HPLC method of bioactive natural products, particularly relate to a kind of wavelength conversion technology be applied in HPLC, for detecting Chlorogenic Acid of Flos Lonicerae simultaneously, cyanidenon, galuteolin 3 kinds of oxidation-resistant active ingredients.
Background technology
Honeysuckle is China's traditional Chinese medicine, the flower that the dry flower or treat for Caprifoliaceae woodbine honeysuckle is just opened.Its taste is sweet, cold in nature, has clearing heat and detoxicating, dispelling wind and heat from the body, dredge the effect of throat, relieving restlessness of relieving summer heat, summer fever can be treated, rush down dysentery, influenza, sore furuncle poison, acute and chronic tonsillitis, the disease such as periodontitis.Honeysuckle is mainly containing bioactive ingredients such as volatile oil, organic acid, flavonoids, triterpene saponin, iridoid glycosideses.Wherein, the flavone compound being representative with galuteolin and metabolic precursor thereof cyanidenon thereof, has anti-inflammatory, the multiple pharmacological effect such as antibacterial, antiviral, anticancer.
The detection method of current natural products has a lot, mainly contains: the coupling of ultraviolet spectrophotometry, visible spectrophotometry, Second derivative spectroscopy, K ratio method thin layer chromatography (TLC) scanning (TLC method), high performance liquid chromatography (HPLC method), reversed-phased high performace liquid chromatographic (RP-HPLC method), derivative polarography and HPLC method and other method.At present, along with the fast development of analysis and detection technology, traditional detection method such as thin-layer chromatography, spectrophotometric method etc. little by little replace by accurate detection method.High performance liquid chromatography, vapor-phase chromatography etc. have become the detection method of main flow.These methods, relative to classic method, can detect the content of natural products monomeric compound, and the test figure obtained is more accurate.
Chlorogenic acid and galuteolin are the representative effective components in medicinal material honeysuckle, Chinese Pharmacopoeia version in 2000 discloses the method using Syrups by HPLC Chlorogenic Acid of Flos Lonicerae content, within 2005, version increases newly and establishes the standard method measuring galuteolin content by high performance liquid chromatography (HPLC method), but because chlorogenic acid and galuteolin molecular structure differ greatly, different HPLC analytical approachs is adopted to measure respectively two kinds of content of material, need to use two kinds of different chromatographic columns and testing conditions, workload is large, minute is long, be unfavorable for the needs of express-analysis and batch samples quality control.
Chinese invention patent 201110031466.4 proposes a kind of HPLC wavelength and switches 9 kinds of component content methods in the Simultaneously test root of herbaceous peony and processed product, the method that the method utilizes same testing conditions and wavelength to switch, both the object increasing quality coverage rate can have been reached, can ensure that again often kind of composition is detected in maximum absorption wave strong point, improve detection sensitivity.Chinese invention patent 201210079072.0 propose a kind of HPLC wavelength handoff technique Simultaneously test moutan bark, Dahuang Mudan skin medicine to and containing the method for Multiple components content in the right preparation of Dahuang Mudan skin medicine, the method utilizes the different condition of gradient elution of many different time sections and different determined wavelength, can in sequentially determining sample 1 ?the content of 6 kinds of compositions.
Summary of the invention
For the current blank of the existence for plurality of active ingredients Simultaneous Detection in honeysuckle disappearance, and the application present situation of HPLC detection method in several kinds of Chinese medicinal materials composition detection, the invention provides a kind of sensitivity and degree of accuracy high, the method for 3 kinds of oxidation-resistant active ingredient content in the employing HPLC Simultaneously test honeysuckle that workflow is easy and plant thereof.
The present invention sets up a kind of detection method based on HPLC, proposes first to be applied to based on HPLC Wavelength-converting technology and gradient elution technique the method simultaneously detecting 3 kinds of significant active ingredient chlorogenic acids, cyanidenon and galuteolins in honeysuckle.The inventive method, according to the difference of 3 kinds of effective constituent molecular properties in honeysuckle, uses HPLC gradient elution technique to control its elution time, and according to its molecular structure and Spectroscopic Properties difference, uses wavelength conversion technology, reach the object simultaneously detected; Adopt gradient elution and detecting device wavelength conversion technology, by regulating chromatographic condition (mobile phase, column temperature, flow velocity, wavelength etc.), the simultaneous quantitative realizing Chlorogenic Acid of Flos Lonicerae, cyanidenon and galuteolin 3 kinds of oxidation-resistant active ingredients detects.
The object of the invention is achieved through the following technical solutions:
Adopt the method for 3 kinds of oxidation-resistant active ingredient content in HPLC Simultaneously test honeysuckle and plant thereof, comprise the steps:
1) preparation of test specimens solution: get dry honeysuckle or its plant base of leaf 0.5 ~ 2.0g, chop up and blend in rear placing container, adding mass concentration is 50 ~ 80% ethanol 5 ~ 20ml, ultrasonic process, cross the filter membrane of 0.45 μm, add ethanol constant volume, obtain test specimens solution;
2) measure the content of 3 kinds of active ingredient chlorogenic acids, cyanidenon and galuteolins in honeysuckle: get step 1) test specimens solution, upper ODS chromatographic column, gradient elution: eluent is the mixed liquor of acetonitrile and phosphoric acid water, the mass concentration of acetonitrile in described mixed liquor is 0.1 ~ 1.0%; In mobile phase, the concentration gradient of acetonitrile is as follows with the situation of change in moment:
(1) first gradient, from initial time 0min to moment t
1, mass percent, acetonitrile is by initial C
a0rise to C
a1; t
1=5 ~ 13min; C
a0=0.1 ~ 10%; C
a1=13 ~ 18%;
(2) second gradients, from initial time t
1to moment t
2, acetonitrile A is by C
a1rise to C
a2; t
2=15 ~ 22min; C
a2=20 ~ 26%;
(3) the 3rd gradients, from moment t
2to moment t
3, acetonitrile A is by C
a2rise to C
a3; t
3=23 ~ 30min; C
a3=28 ~ 35%;
(4) the 4th gradients, from t
3to moment t
4, acetonitrile A is by C
a3drop to C
a0; t
4=35 ~ 45min;
Control eluent flow rate is 0.5 ~ 1.0mL/min, and column temperature is 20 ~ 40 DEG C, and determined wavelength is at initial time t
0to moment t
5period adopts 320 ~ 340nm, and then Wavelength-converting is that 345 ~ 365nm detects; t
5=10 ~ 18min; Sequentially determining, calculates the content of 3 kinds of active ingredient chlorogenic acids, cyanidenon and galuteolins in honeysuckle.
Preferably, the time of described ultrasonic process is 10 ~ 50 minutes.
Preferably, described ultrasonic process repetition 2 times, merges the extract of 2 ultrasonic process.
Relative to prior art, tool of the present invention has the following advantages and beneficial effect:
1) the present invention proposes based on HPLC Wavelength-converting technology and gradient elution technique first, be applied to the method for the 3 kinds of significant active ingredient chlorogenic acids simultaneously detected in honeysuckle, cyanidenon, galuteolin, the feature that the method has simply compared with traditional detection means, accurate, quick, precision is high, reproducible, has higher using value to the quality control of traditional Chinese medicine honeysuckle and Related product.
2) workflow is reduced.Compared with institute's recording method in Chinese Pharmacopoeia (version in 2010), the inventive method uses wavelength conversion technology, can under same chromatographic column, same chromatographic condition on complete the detection of 3 kinds of significant effective constituents, the testing flow process reduced by more than half;
3) sensitivity detected and degree of accuracy is improved.The inventive method adopts gradient elution, adjusts the blending ratio of mobile phase acetonitrile and phosphoric acid water in elution process, and the component making polarity little is accelerated wash-out and flowed out, and three component appearance times are got and comparatively opens, peak shape is good, substantially increases sensitivity and the degree of accuracy of detection.
4) honeysuckle sample quality coverage rate is increased.Chinese Pharmacopoeia (version in 2010) is using the Testing index of the content of chlorogenic acid and galuteolin as honeysuckle, and in fact cyanidenon as the metabolic precursor thereof of galuteolin or metabolic product, same existence is in plant, and galuteolin plays its biologically active after entering human body after being metabolized to cyanidenon.Therefore Simultaneously test chlorogenic acid, cyanidenon, galuteolin 3 kinds of effective constituents are conducive to the Testing index increasing honeysuckle sample quality, expand the coverage rate of its effective substance.
Embodiment
For understanding the present invention better, below in conjunction with embodiment, the present invention is further illustrated, but embodiments of the present invention are not limit so.
Embodiment 1
Adopt the method for 3 kinds of oxidation-resistant active ingredient content in HPLC Simultaneously test honeysuckle and plant thereof, comprise the steps:
1. the preparation of test specimens solution: get dry honeysuckle 0.5g, accurately weighed, chop up in juxtaposition tool plug conical flask, adding 10m mass concentration is 60% ethanol, ultrasonic process 20min, pour out supernatant, then to add 10ml mass concentration be 60% ethanol, repeat ultrasonic extraction 20min, merge extract, cross the filter membrane of 0.45 μm, add ethanol and be settled to 50ml, obtain honeysuckle test specimens solution.
2. the preparation of control sample solution: accurately take a certain amount of chlorogenic acid, cyanidenon, galuteolin reference substance respectively, fully dissolve in three beakers, make respectively containing the control sample solution of chlorogenic acid 20 μ g/mL, cyanidenon 15 μ g/mL, galuteolin 15 μ g/mL with ethanol.
3. measure 3 kinds of active ingredient chlorogenic acids in honeysuckle, cyanidenon, the content of galuteolin, adopt high performance liquid chromatography, application wavelength convert and gradient elution technique: get the test specimens solution that a step 1 prepares, upper ODS chromatographic column (150 × 4.6mm, 2 μm), gradient elution, by percentage to the quality, eluent be Yi Jing ?0.2% phosphoric acid water mixed liquor; First gradient elution, acetonitrile 13% (0.2% phosphoric acid water accounts for 87%) when rising to 9min by initial 0min moment acetonitrile 3% (0.2% phosphoric acid water accounts for 97%); Between the second gradient elution, acetonitrile 22% (0.2% phosphoric acid water accounts for 78%) when rising to 18min by 9min acetonitrile 13%; When 3rd gradient elution rises to 27min by acetonitrile during 18min 22%, acetonitrile accounts for 32% (0.2% phosphoric acid water 68%); When 4th gradient elution drops to 42min by acetonitrile during 27min 32%, acetonitrile accounts for 3% (0.2% phosphoric acid water 97%).Eluent flow rate controls as 0.5mL/min, and column temperature is 25 DEG C, and determined wavelength is initially 325nm, is converted to 350nm after 12min; Theoretical cam curve is not less than 3000.
4. three reference substance mixed solutions of pair step 2 shake up respectively, cross the filter membrane of 0.45 μm, and accurate absorption mixing reference substance solution is appropriate respectively, and under the chromatographic condition of step 3, sample introduction measures respectively; With sample size (X, μ g) for horizontal ordinate, peak area (Y) is ordinate, drawing standard curve, calculates regression equation.
5. the typical curve that test result step 3 recorded and step 4 obtain contrasts.
Precision is investigated
Accurate draw test specimens solution 10 μ L, continuous sample introduction 5 times, record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Study on the stability
Get test specimens solution, respectively sample introduction 10 μ L in 12 hours, record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Repeatability is investigated
5 parts, extracting honeysuckle sample, every part of 0.5 ~ 2.0g, accurately weighed, by the parallel preparation of step 1 method 5 parts of test specimens solution, sample introduction 10 μ L measures respectively.Result record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Average recovery is investigated
Get the honeysuckle 5 parts of known chlorogenic acid, cyanidenon, galuteolin content, every part of 0.5 ~ 2.0g, accurately weighed, be placed in round-bottomed flask respectively, precision adds chlorogenic acid, cyanidenon, galuteolin control sample solution are appropriate.Operate by technical scheme steps 1 method and measure with step 3 method, calculating the recovery after measuring under above-mentioned chromatographic condition 95% ~ 105%.
The present embodiment adopts gradient elution, adjusts the blending ratio of mobile phase acetonitrile and phosphoric acid water in elution process, and the component making polarity little is accelerated wash-out and flowed out, and three component appearance times are got and comparatively opens, peak shape is good, substantially increases sensitivity and the degree of accuracy of detection.
Embodiment 2
Adopt the method for 3 kinds of oxidation-resistant active ingredient content in HPLC Simultaneously test honeysuckle and plant thereof, comprise the steps:
1. get dry honeysuckle-leaf 1.0g, chop up and putting in tool plug conical flask after blending, adding mass concentration is 70% ethanol 15ml, ultrasonic process 40 minutes, repeats 2 ultrasonic extractions, merges extract, cross the filter membrane of 0.45 μm, add ethanol and be settled to 50ml, obtain honeysuckle test specimens solution.
2. the preparation of control sample solution: accurately take respectively and get chlorogenic acid 5.0mg, cyanidenon 6.0mg, galuteolin 6.0mg reference substance, fully dissolve in three beakers, make respectively containing the control sample solution of chlorogenic acid 50 μ g/mL, cyanidenon 30 μ g/mL, galuteolin 30 μ g/mL with ethanol.
3. measure 3 kinds of active ingredient chlorogenic acids in honeysuckle-leaf, cyanidenon, the content of galuteolin, adopt high performance liquid chromatography, application wavelength convert and gradient elution technique: get the test specimens solution that portion prepares, upper ODS chromatographic column (150 × 4.6mm, 2 μm), gradient elution, by percentage to the quality, eluent be Yi Jing ?0.5% phosphoric acid water mixed liquor; First gradient elution, acetonitrile 16% (0.5% phosphoric acid water accounts for 84%) when rising to 12min by initial 0min moment acetonitrile 11% (0.5% phosphoric acid water accounts for 89%); Between the second gradient elution, acetonitrile 24% (0.5% phosphoric acid water accounts for 76%) when rising to 20min by 12min acetonitrile 16%; When 3rd gradient elution rises to 25min by acetonitrile during 20min 24%, acetonitrile accounts for 34% (0.5% phosphoric acid water 66%); When 4th gradient elution drops to 38min by acetonitrile during 25min 34%, acetonitrile accounts for 11% (0.5% phosphoric acid water 89%).Elution flow rate is 1.0mL/min, and column temperature is 30 DEG C, and determined wavelength is initially 330nm, after 10min, be converted to 360nm.Theoretical cam curve is not less than 3000.
4. three reference substance mixed solutions of pair step 2 shake up respectively, cross the filter membrane of 0.45 μm, and accurate absorption mixing reference substance solution is appropriate respectively, and under the chromatographic condition of step 3, sample introduction measures respectively; With sample size (X, μ g) for horizontal ordinate, peak area (Y) is ordinate, drawing standard curve, calculates regression equation.
5. the typical curve that test result step 3 recorded and step 4 obtain contrasts.
Precision is investigated
Accurate draw test specimens solution 10 μ L, continuous sample introduction 5 times, record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Study on the stability
Get test specimens solution, respectively sample introduction 10 μ L in 12 hours, record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Repeatability is investigated
5 parts, extracting honeysuckle sample, every part of 0.5 ~ 2.0g, accurately weighed, by the parallel preparation of step 1 method 5 parts of test specimens solution, sample introduction 10 μ L measures respectively.Result record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Average recovery is investigated
Get the honeysuckle 5 parts of known chlorogenic acid, cyanidenon, galuteolin content, every part of 0.5 ~ 2.0g, accurately weighed, be placed in round-bottomed flask respectively, precision adds chlorogenic acid, cyanidenon, galuteolin control sample solution are appropriate.Operate by technical scheme steps 1 method and measure with step 3 method, calculating the recovery after measuring under above-mentioned chromatographic condition 95% ~ 105%.
Embodiment 3
Adopt the method for 3 kinds of oxidation-resistant active ingredient content in HPLC Simultaneously test honeysuckle and plant thereof, comprise the steps:
1. get dry honeysuckle-leaf 1.5g, chop up and putting in tool plug conical flask after blending, adding mass concentration is 80% ethanol 20ml, ultrasonic process 30 minutes, repeats 2 ultrasonic extractions, merges extract, cross the filter membrane of 0.45 μm, add ethanol and be settled to 50ml, obtain honeysuckle test specimens solution.
2. the preparation of control sample solution: accurately take respectively and get chlorogenic acid 5.0mg, cyanidenon 6.0mg, galuteolin 6.0mg reference substance, fully dissolve in three beakers, make respectively containing the control sample solution of chlorogenic acid 50 μ g/mL, cyanidenon 30 μ g/mL, galuteolin 30 μ g/mL with ethanol.
3. measure 3 kinds of active ingredient chlorogenic acids in honeysuckle-leaf, cyanidenon, the content of galuteolin, adopt high performance liquid chromatography, application wavelength convert and gradient elution technique: get the test specimens solution that portion prepares, upper ODS chromatographic column (150 × 4.6mm, 2 μm), gradient elution, by percentage to the quality, eluent be Yi Jing ?0.4% phosphoric acid water mixed liquor; First gradient elution, acetonitrile 15% (0.4% phosphoric acid water accounts for 85%) when rising to 11min by initial 0min moment acetonitrile 10% (0.4% phosphoric acid water accounts for 90%); Between the second gradient elution, acetonitrile 26% (0.4% phosphoric acid water accounts for 74%) when rising to 21min by 11min acetonitrile 15%; When 3rd gradient elution rises to 26min by acetonitrile during 21min 26%, acetonitrile accounts for 35% (0.4% phosphoric acid water 65%); When 4th gradient elution drops to 40min by acetonitrile during 26min 35%, acetonitrile accounts for 10% (0.4% phosphoric acid water 90%).Elution flow rate is 0.8mL/min, and column temperature is 35 DEG C, and determined wavelength is initially 335nm, after 14min, be converted to 355nm.Theoretical cam curve is not less than 3000.
4. three reference substance mixed solutions of pair step 2 shake up respectively, cross the filter membrane of 0.45 μm, and accurate absorption mixing reference substance solution is appropriate respectively, and under the chromatographic condition of step 3, sample introduction measures respectively; With sample size (X, μ g) for horizontal ordinate, peak area (Y) is ordinate, drawing standard curve, calculates regression equation.
5. the typical curve that test result step 3 recorded and step 4 obtain contrasts.
Precision is investigated
Accurate draw test specimens solution 10 μ L, continuous sample introduction 5 times, record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Study on the stability
Get test specimens solution, respectively sample introduction 10 μ L in 12 hours, record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Repeatability is investigated
5 parts, extracting honeysuckle sample, every part of 0.5 ~ 2.0g, accurately weighed, by the parallel preparation of step 1 method 5 parts of test specimens solution, sample introduction 10 μ L measures respectively.Result record chlorogenic acid, cyanidenon, galuteolin peak area RSD be all less than 3%.
Average recovery is investigated
Get the honeysuckle 5 parts of known chlorogenic acid, cyanidenon, galuteolin content, every part of 0.5 ~ 2.0g, accurately weighed, be placed in round-bottomed flask respectively, precision adds chlorogenic acid, cyanidenon, galuteolin control sample solution are appropriate.Operate by technical scheme steps 1 method and measure with step 3 method, calculating the recovery after measuring under above-mentioned chromatographic condition 95% ~ 105%.
Claims (3)
1. adopt the method for 3 kinds of oxidation-resistant active ingredient content in HPLC Simultaneously test honeysuckle and plant thereof, it is characterized in that comprising the steps:
1) preparation of test specimens solution: get dry honeysuckle or its plant base of leaf 0.5 ~ 2.0g, chop up and blend in rear placing container, adding mass concentration is 50 ~ 80% ethanol 5 ~ 20ml, ultrasonic process, cross the filter membrane of 0.45 μm, add ethanol constant volume, obtain test specimens solution;
2) measure the content of 3 kinds of active ingredient chlorogenic acids, cyanidenon and galuteolins in honeysuckle: get step 1) test specimens solution, upper ODS chromatographic column, gradient elution: eluent is the mixed liquor of acetonitrile and phosphoric acid water, the mass concentration of acetonitrile in described mixed liquor is 0.1 ~ 1.0%; In mobile phase, the concentration gradient of acetonitrile is as follows with the situation of change in moment:
(1) first gradient, from initial time 0min to moment t
1, mass percent, acetonitrile is by initial C
a0rise to C
a1; t
1=5 ~ 13min; C
a0=0.1 ~ 10%; C
a1=13 ~ 18%;
(2) second gradients, from initial time t
1to moment t
2, acetonitrile A is by C
a1rise to C
a2; t
2=15 ~ 22min; C
a2=20 ~ 26%;
(3) the 3rd gradients, from moment t
2to moment t
3, acetonitrile A is by C
a2rise to C
a3; t
3=23 ~ 30min; C
a3=28 ~ 35%;
(4) the 4th gradients, from t
3to moment t
4, acetonitrile A is by C
a3drop to C
a0; t
4=35 ~ 45min;
Control eluent flow rate is 0.5 ~ 1.0mL/min, and column temperature is 20 ~ 40 DEG C, and determined wavelength is at initial time t
0to moment t
5period adopts 320 ~ 340nm, and then Wavelength-converting is that 345 ~ 365nm detects; t
5=10 ~ 18min; Sequentially determining, calculates the content of 3 kinds of active ingredient chlorogenic acids, cyanidenon and galuteolins in honeysuckle.
2. the method adopting 3 kinds of oxidation-resistant active ingredient content in HPLC Simultaneously test honeysuckle and plant thereof according to claim 1, it is characterized in that, the time of described ultrasonic process is 10 ~ 50 minutes.
3. the method adopting 3 kinds of oxidation-resistant active ingredient content in HPLC Simultaneously test honeysuckle and plant thereof according to claim 1, is characterized in that, described ultrasonic process repetition 2 times, merges the extract of 2 ultrasonic process.
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| CN110146617A (en) * | 2019-06-05 | 2019-08-20 | 山东省分析测试中心 | A kind of recognition methods of honeysuckle interior metabolism product |
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| CN110133152A (en) * | 2019-06-12 | 2019-08-16 | 山东省分析测试中心 | The screening technique of antioxidant content in a kind of honeysuckle |
| CN110133152B (en) * | 2019-06-12 | 2022-03-18 | 山东省分析测试中心 | Method for screening antioxidant components in honeysuckle |
| CN117310050A (en) * | 2023-11-28 | 2023-12-29 | 中国中医科学院中医药健康产业研究所 | Screening method of honeysuckle antioxidation quality markers |
| CN117310050B (en) * | 2023-11-28 | 2024-02-09 | 中国中医科学院中医药健康产业研究所 | Screening method of honeysuckle antioxidation quality markers |
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