CN113820420B - Method for measuring chemical components in intelligence-developing wine by using UPLC-Q-TOF-MS - Google Patents
Method for measuring chemical components in intelligence-developing wine by using UPLC-Q-TOF-MS Download PDFInfo
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Abstract
The invention relates to a method for measuring chemical components in intelligence-developing wine by using UPLC-Q-TOF-MS, which adopts a liquid chromatography-mass spectrometer to measure and comprises the following steps: ultra-high performance liquid chromatography conditions: taking a formic acid aqueous solution with the volume concentration of 0.08-0.12% as a mobile phase A and a formic acid acetonitrile solution with the volume concentration of 0.008-0.012% as a mobile phase B to carry out gradient elution; mass spectrum conditions: electrospray ionization (ESI) was used for the measurements in positive and negative ion mode, respectively. The invention adopts UPLC-Q-TOF-MS technology to separate and identify the effective components of the intelligence-improving wine, identifies 20 compounds in total, mainly comprises phenolic acid compounds, and also comprises chemical components such as diarylheptanoids, flavonoids and glycosides, and can provide important basis for the health care mechanism of the effective components in the intelligence-improving wine.
Description
Technical Field
The invention relates to the technical field of chemical component analysis, in particular to a method for determining chemical components in intelligence-improving wine by using UPLC-Q-TOF-MS.
Background
Alpinia oxyphylla (Latin name: alpinia oxyphylla Miq.), alias: alpinia oxyphylla, zingiberaceae, alpinia genus perennial herb. The fruit with intelligence improving effect can be used as medicine, and has effects of invigorating spleen and stomach, regulating primordial qi, invigorating kidney, and relieving edema. The intelligence-improving wine is prepared by soaking or scientifically blending medicinal and edible medicinal materials (sharpleaf galangal fruit, morinda officinalis, astragalus, glossy privet fruit, barbary wolfberry fruit, liquorice and the like) which are approved by the national ministry of health in base wine.
In Hong Jian, li Heyu, in coma et al (UPLC-Q-TOF-MS analysis of red wine puree composition [ J ] food research and development, 2017,38 (03)), the main components of red wine puree were measured and analyzed by an ultra high performance liquid chromatography quadrupole tandem time of flight mass spectrometer (UPLC-Q-TOF-MS), and 23 chemical components were identified in total; chinese patent CN103926330 adopts UPLC-Q-TOF-MS to detect siegesbeckia orientalis crude product and wine roasted siegesbeckia orientalis crude product respectively, which shows that main active ingredients of the siegesbeckia orientalis crude product, such as kirenol, siegesbeckic acid, siegesbeckia orientalis ketone and quercetin are all increased after the siegesbeckia orientalis crude product is roasted with wine. The UPLC-Q-TOF-MS is not adopted to detect and identify the chemical components in the fructus alpiniae oxyphyllae wine in the prior art, so that a method capable of effectively determining and identifying the chemical components in the fructus alpiniae oxyphyllae wine is urgently needed, and a certain research basis is provided for pharmacological research and quantitative detection and analysis of the effective components in the fructus alpiniae oxyphyllae wine.
Disclosure of Invention
In view of this, the invention aims to provide a method for measuring chemical components in the intelligence-improving wine by using UPLC-Q-TOF-MS, which is used for rapidly identifying 20 chemical components in the intelligence-improving wine, mainly comprising phenolic acid compounds, and also comprising diaryl heptanes, flavonoids, glycosides and other chemical components, so that the separation and identification of the effective components in the intelligence-improving wine are realized, and an important basis is provided for a health mechanism of the traditional Chinese medicine effective substances in the intelligence-improving wine.
The technical scheme of the invention is realized as follows:
a method for measuring chemical components in intelligence-developing wine by using UPLC-Q-TOF-MS adopts a liquid chromatography-mass spectrometer for measurement, and comprises the following steps:
conditions of ultra high performance liquid chromatography: the chromatographic column is Waters ACQUITY UPLC HSS T3; the column temperature is 33-37 ℃; the sample injection amount is 1.8-2.2 mu L;
mobile phase: the mobile phase A is formic acid aqueous solution with the volume concentration of 0.08-0.12%, and the mobile phase B is formic acid acetonitrile solution with the volume concentration of 0.008-0.012%; the flow rate is 0.38-0.42mL/min;
elution procedure: 0min,99.0% of mobile phase A;2.00min,90.0% mobile phase A;5.00min,85.0% mobile phase A;8.00min,80.0% mobile phase A;10.00min,75.0% mobile phase A;11.00min,65.0% mobile phase A;15.00min,1.0% mobile phase a;17.00min,1.0% mobile phase A;20.00min,99.0% mobile phase A.
Further, the column temperature was 35 ℃, the amount of sample was 2.0. Mu.L, and the flow rate was 0.4mL/min.
Preferably, the concentration by volume of the formic acid aqueous solution is 0.1%, and the concentration by volume of the formic acid acetonitrile solution is 0.01%.
Further illustrating, mass spectrometry conditions are: the ion source is an electrospray ion source (ESI) and adopts a positive ion mode and a negative ion mode for detection; the ion source temperature is 100 ℃; scanning is set to be in a scanning range of m/z 50-1200Da, scanning time is 0.2s, and detection time is 20min; the desolventizing temperature is 450 ℃, the gas flow rate of the taper hole is 60L/hr, and the nitrogen flow rate of the desolventizing is 550L/hr.
Further explaining, the positive ion mode detection conditions: the capillary voltage is 3.0kv, the taper hole voltage is 40V, the low-energy collision voltage is 6V, and the high-energy collision voltage is 80V; detection conditions in the negative ion mode: the capillary voltage is 2.0kv, the taper hole voltage is 40V, the low-energy collision voltage is 6V, and the high-energy collision voltage is 80V.
Compared with the prior art, the invention has the beneficial effects that:
the invention adopts UPLC-Q-TOF-MS technology to rapidly identify the main chemical components in the intelligence-improving wine, identifies 20 compounds in total, mainly comprises phenolic acid compounds, and also comprises chemical components such as diarylheptanoid, flavonoid and glycosides, and can provide important basis and quantitative analysis technical basis for the health care mechanism of the effective components in the intelligence-improving wine.
Drawings
FIG. 1 is a mass spectrometry total ion flow chart (TIC) and original Base Peak Ion (BPI) chromatograms of example 1 in negative ion mode
FIG. 2 is a peak position of the mass spectrometry total ion flow graph of example 1 in negative ion mode
FIG. 3 is a structural formula of the chemical composition of example 1 detected by UPLC-Q-TOF-MS
FIG. 4 is a mass spectrum total ion flow chart (TIC) and original Base Peak Ion (BPI) chromatograms of example 4 in negative ion mode
FIG. 5 is a peak position of the mass spectrometry total ion flux plot of example 4 in negative ion mode
FIG. 6 is a structural formula of the chemical composition of example 4 detected by UPLC-Q-TOF-MS
Detailed Description
In order to better understand the technical content of the invention, specific examples are provided below to further illustrate the invention.
The experimental methods used in the examples of the present invention are all conventional methods unless otherwise specified.
The materials, reagents and the like used in the examples of the present invention can be obtained commercially without specific description.
Example 1
A method for measuring chemical components in intelligence-improving wine by UPLC-Q-TOF-MS, the method comprises the following steps:
(1) Sample preparation: centrifuging fructus Alpinae Oxyphyllae at 12000rpm and 4 deg.C for 10min, standing for 1-2min, and filtering the supernatant with 0.2 μm microporous membrane to obtain sample to be tested;
(2) Conditions of ultra-high performance liquid chromatography: the chromatographic column is Waters ACQUITY UPLC HSS T3; the column temperature was 35 ℃; the sample injection amount is 2.0 mu L;
mobile phase: the mobile phase A is a formic acid aqueous solution with the volume concentration of 0.1 percent, and the mobile phase B is a formic acid acetonitrile solution with the volume concentration of 0.01 percent; the flow rate is 0.4mL/min;
elution procedure: 0min,99.0% of mobile phase A;2.00min,90.0% mobile phase A;5.00min,85.0% mobile phase A;8.00min,80.0% mobile phase A;10.00min,75.0% mobile phase A;11.00min,65.0% mobile phase A;15.00min,1.0% mobile phase a;17.00min,1.0% mobile phase A;20.00min,99.0% mobile phase A;
(3) Mass spectrum conditions: the ion source is an electrospray ion source (ESI); the ion source temperature is 100 ℃; scanning is set to be in a scanning range of m/z 50-1200Da, scanning time is 0.2s, and detection time is 20min; the desolventizing temperature is 450 ℃, the flow rate of the taper hole gas is 60L/hr, and the flow rate of the desolventizing nitrogen is 550L/hr;
positive ion mode: the capillary voltage is 3.0kv, the taper hole voltage is 40V, the low-energy collision voltage is 6V, and the high-energy collision voltage is 80V;
negative ion mode: the capillary voltage is 2.0kv, the taper hole voltage is 40V, the low energy collision voltage is 6V, and the high energy collision voltage is 80V.
Data processing: the obtained mass spectrum data is collated and analyzed through a Masslynx V4.1 data processing system, according to literature data and a UNIFI system and according to TCM Chiese [ UNIFI1.7] and ChemSepider online databases, compound names, molecular formulas and secondary fragment information are collected, compound components are obtained through comparison, identification and separation, and identification results are shown in a table 1:
as can be seen from the table above, the UPLC-Q-TOF-MS technology is adopted to separate and identify the effective components of the intelligence-improving wine, so that 20 compounds are identified, mainly phenolic acid compounds, and in addition, the health-care wine also contains chemical components such as diarylheptanoids, flavonoids and glycosides, and can provide important basis for the health-care mechanism of the effective components in the intelligence-improving wine.
Example 2
The present example differs from example 1 in that: different in step (2), the conditions of the ultra-high performance liquid chromatography are as follows: the chromatographic column is Waters ACQUITY UPLC HSS T3; the column temperature was 33 ℃; the sample injection amount is 1.8 mu L; mobile phase: the mobile phase A is a formic acid aqueous solution with the volume concentration of 0.08 percent, and the mobile phase B is a formic acid acetonitrile solution with the volume concentration of 0.008 percent; the flow rate is 0.38mL/min; the rest of the procedure was the same as in example 1.
Example 3
The present example differs from example 1 in that: different in step (2), the conditions of the ultra-high performance liquid chromatography are as follows: the chromatographic column is Waters ACQUITY UPLC HSS T3; the column temperature was 37 ℃; the sample injection amount is 2.2 mu L; mobile phase: the mobile phase A is formic acid aqueous solution with volume concentration of 0.12%, and the mobile phase B is formic acid acetonitrile solution with volume concentration of 0.012%; the flow rate is 0.42mL/min; the rest of the procedure was the same as in example 1.
Example 4
This example differs from example 1 in that: replacing the intelligence-developing liquor with 53-degree Luzhou-flavor liquor, and preparing a liquor to be tested from 53-degree Luzhou-flavor liquor: centrifuging at 12000rpm and 4 deg.C for 10min, standing for 1-2min, and filtering the supernatant with 0.2 μm microporous membrane to obtain 53 degree strong aromatic Chinese liquor solution to be tested; the rest of the procedure was the same as in example 1.
The experimental detection and identification results are shown in the following table 2:
the above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that fall within the spirit and principle of the present invention are intended to be included therein.
Claims (6)
1. A method for measuring chemical components in fructus alpiniae oxyphyllae wine by using UPLC-Q-TOF-MS is characterized in that a liquid chromatography-mass spectrometer is used for measuring, and the method comprises the following steps:
conditions of ultra-high performance liquid chromatography: the chromatographic column is Waters ACQUITY UPLC HSS T3; the column temperature is 33-37 ℃; the sample injection amount is 1.8-2.2 mu L;
mobile phase: the mobile phase A is formic acid aqueous solution with the volume concentration of 0.08-0.12%, and the mobile phase B is formic acid acetonitrile solution with the volume concentration of 0.008-0.012%; the flow rate is 0.38-0.42mL/min;
elution procedure: 0min,99.0% mobile phase a;2.00min,90.0% mobile phase a;5.00min,85.0% mobile phase a;8.00min,80.0% mobile phase a;10.00min,75.0% mobile phase a;11.00min,65.0% mobile phase a;15.00min,1.0% mobile phase a;17.00min,1.0% mobile phase a;20.00min,99.0% mobile phase a;
the mass spectrum conditions are as follows: the ion source is an electrospray ion source and adopts positive ion and negative ion modes for detection; ion source temperatureThe temperature is 100 ℃; scan settings are scan rangesm/z50-1200Da, the scanning time is 0.2s, and the detection time is 20min; the desolventizing temperature is 450 ℃, the gas flow rate of the taper hole is 60L/hr, and the flow rate of the desolventizing nitrogen is 550L/hr;
the positive ion mode detection condition is as follows: the capillary voltage is 3.0kv, the taper hole voltage is 40V, the low energy impact voltage is 6V, and the high energy impact voltage is 80V; the negative ion mode detection condition is as follows: the capillary voltage is 2.0kv, the taper hole voltage is 40V, the low energy impact voltage is 6V, and the high energy impact voltage is 80V;
the 20 compounds were determined and identified as D-gluconic acid, (5S) -5-acetyl-beta-xylopyranose, malic acid, isocitric acid, 4-O-beta-glucopyranosyloxy- (1-6) -glucopyranosyloxy) -benzoic acid, (-) -shikimic acid, 4- (O-beta-glucopyranosyloxy) -3,5-dimethoxybenzoic acid, 4-methoxyphenyl-4-O-beta-galactosyl- (1-6) -beta-D-glucopyranoside, beta-gastrodin, phenyl-4-O-beta-D-glucopyranosyl- (1-6) -beta-D-glucopyranoside, 4-hydroxy-salicylioside A, 6' -O- (3,4,5-trimethylbenzoyl) -beta-D-glucopyranoside-2,4-dihydroxybenzylethanol, salicylioside A, paeoniflorin, 2,5-dimethoxy-1-O- (4-hydroxy-4-methoxybenzoyl) -beta-D-glucopyranoside-benzoic acid, 6' -coumarine-1 ' -O- [2- (3,4-dihydroxyphenylphenylphenyl) ethyl ] -beta-D-D-glucopyranoside, aspartame, 4 "-methoxy-ampicoside, chrysin and nootropic A.
2. The method for measuring according to claim 1, wherein: the column temperature was 35 ℃.
3. The method for measuring according to claim 1, wherein: the sample size was 2.0. Mu.L.
4. The method for measuring according to claim 1, wherein: the flow rate was 0.4mL/min.
5. The method for measuring according to claim 1, wherein: the volume concentration of the formic acid aqueous solution is 0.1%.
6. The method for measuring according to claim 1, wherein: the volume concentration of the formic acid acetonitrile solution is 0.01 percent.
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| CN110585385A (en) * | 2019-10-17 | 2019-12-20 | 郑州大学第一附属医院 | Extraction method and qualitative analysis method of alpinia oxyphylla sesquiterpenoids |
| CN111521724A (en) * | 2020-06-13 | 2020-08-11 | 劲牌有限公司 | Method for screening anti-fatigue components of health wine |
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| CN110585385A (en) * | 2019-10-17 | 2019-12-20 | 郑州大学第一附属医院 | Extraction method and qualitative analysis method of alpinia oxyphylla sesquiterpenoids |
| CN111521724A (en) * | 2020-06-13 | 2020-08-11 | 劲牌有限公司 | Method for screening anti-fatigue components of health wine |
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