CN107957453A - The extracting method of Teadenols in fermented tea - Google Patents
The extracting method of Teadenols in fermented tea Download PDFInfo
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- CN107957453A CN107957453A CN201610905179.4A CN201610905179A CN107957453A CN 107957453 A CN107957453 A CN 107957453A CN 201610905179 A CN201610905179 A CN 201610905179A CN 107957453 A CN107957453 A CN 107957453A
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- teadenols
- fermented tea
- teadenol
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
- G01N30/06—Preparation
Abstract
The present invention provides the extracting method of Teadenols in fermented tea a kind of, belongs to technical field of analysis and detection, it can solve the problems, such as that the extracting cycle of the Teadenols in existing extraction fermented tea is long and extraction is incomplete.The extracting method of Teadenols in the fermented tea of the present invention, including：Step 1, once extract；Step 2, second extraction；Step 3, sample to be tested detects.The extracting method of Teadenols can quickly, effectively detect in fermented tea whether contain Teadenols in the fermented tea of the present invention, it can be applied to the quality control during tea leaf fermentation, the fermented tea containing Teadenol A and Teadenol B is obtained, carries out the research and development of functional deep-processing rice.
Description
Technical field
The invention belongs to technical field of analysis and detection, and in particular to the extracting method of Teadenols in a kind of fermented tea.
Background technology
Fermented tea refers to using tealeaves as raw material, by microorganism controlling fermentation, is formed and is changed into rich in tea component, tealeaves
Divide a kind of tea with microbial metabolism component.
Teadenols is the polyphenol derivatives for being isolated from microbial fermentation tea, by ester catechin --- epigallocatechin gallate
Catechin gallate (EGCG) is obtained through microorganism conversion, has higher beneficial organism activity, is such as reduced interior fat, is promoted
Isoreactivity is secreted into adiponectin.Bioactivity based on Teadenols, the extract containing Teadenols can be used for a variety of diseases
The improvement and prevention of disease, such as diabetes, metabolic syndrome, hypertension, artery sclerosis, obesity, and anticancer, food, seasoning
The field development and application such as material, healthy replenishers, animal feed, cosmetics.
Teadenols include Teadenol A and Teadenol B, Teadenol A (molecular structure is as shown in Figure 1) and
Teadenol B (molecular structure is as shown in Figure 2) chipal compounds each other.At present, obtain Teadenol A and Teadenol B's
When pretreatment mode is predominantly using ethanol water immersion tealeaves or small tea powder 12, but there is processing week in this pre-treating method
Phase is long, extracts incomplete shortcoming.
The content of the invention
It is contemplated that at least solve one of technical problem existing in the prior art, it is proposed that one kind can be to fermented tea
In Teadenols carry out the extracting method of Teadenols in fermented tea that is quick, extracting completely.
Technical solution is the extracting method of Teadenols in fermented tea a kind of used by solution present invention problem,
Including：
Step 1, once extract：By predetermined solid-liquid ratio, the first extracting solution is added into fermented tea powder, through ultrasonic extraction and
After centrifugation, supernatant is taken；The first extracting solution is added into lower sediment, after through ultrasonic extraction and centrifuging, takes supernatant
Liquid；The first extracting solution is added into lower sediment again, after through ultrasonic extraction and centrifuging, takes supernatant；To supernatant three times
Liquid merges into the first sample to be tested；
Step 2, second extraction：By predetermined solid-liquid ratio, second is added in the lower sediment after being centrifuged into step 1
Extracting solution, after through ultrasonic extraction and centrifuging, it is the second sample to be tested to take supernatant concentration drying；
Step 3, sample to be tested detects：Using the first sample to be tested of High Performance Liquid Chromatography-Mass Spectrometry technology for detection and
Teadenols in two samples to be tested.
Wherein, first extracting solution is methanol aqueous solution, in the methanol aqueous solution volume ratio of methanol for 50%~
80%；Second extracting solution is boiling water, and the boiling water is more than 90 DEG C in the temperature that 1 normal atmosphere is depressed.
Wherein, the predetermined solid-liquid ratio is 1:(5~30).
Wherein, in the step 1, time of ultrasonic extraction is 10~30 minutes, the rotating speed of centrifugation for 9000 turns/
Minute, the time of centrifugation is 10~20 minutes.
Wherein, in the step 2, the time of ultrasonic extraction is 10 minutes, and the rotating speed of centrifugation is 9000 revs/min
Clock, the time of centrifugation is 20 minutes.
Wherein, the High Performance Liquid Chromatography-Mass Spectrometry technology uses AB sciex5600 type High Performance Liquid Chromatography/Mass Spectrometries
Combined instrument；
The detection parameters of high performance liquid chromatography include：Chromatographic column uses Megres C18 columns, 5 μm of particle diameter, and column length 4.6 ×
250mm, 40 DEG C of column temperature；Mobile phase A is 0.1% aqueous formic acid of the ammonium acetate containing 2mM, and Mobile phase B is methanol；Gradient elution bar
Part is：0~10min, Mobile phase B keep 30%, and 10~13min, Mobile phase B rises to 50%, and 13~24min, Mobile phase B rises to
100%；The flow velocity of mobile phase is 1mL/min, and sample size is 10 μ L；
Mass spectrographic analytical parameters include：Using negative ion mode, ion spray voltage is -4500V, go cluster voltage for -
80V, collision energy are -35eV, and ion source temperature is 600 DEG C, and purge gass air pressure is 40psi, and atomizer air pressure is 55psi, auxiliary
It is 55psi to help gas air pressure, and ion scan scope is 100~2000AMU.
In the fermented tea of the present invention in the extracting method of Teadenols, including once extract, second extraction and sample to be tested
Detection,, can be by fermented tea by liquid feeding, ultrasonic extraction and step with centrifugal separation in once extraction and second extraction
Teadenol A and Teadenol B are quick, completely extract, and effectively shorten the pre-treating method of existing fermented tea
Cycle, meanwhile, improve the recovery rate of Teadenol A and Teadenol B.
Whether the extracting method of Teadenols quickly, can be detected effectively in fermented tea in the fermented tea of the present invention contains
Teadenols, can be applied to the quality control during tea leaf fermentation, obtain the hair containing Teadenol A and Teadenol B
Ferment tea, carries out the research and development of functional deep-processing rice.
Brief description of the drawings
Fig. 1 is the molecular structure of Teadenol A；
Fig. 2 is the molecular structure of Teadenol B；
Fig. 3 be the embodiment of the present invention 1 fermented tea in Teadenols extracting method flow diagram；
Fig. 4 is the liquid chromatogram of Teadenol A；
Fig. 5 is the total ion current figure of Teadenol A；
Fig. 6 is the liquid chromatogram of Teadenol B；
Fig. 7 is the total ion current figure of Teadenol B；
Fig. 8 is the testing result of the High Performance Liquid Chromatography-Mass Spectrometry of the first sample to be tested；
Fig. 9 is the testing result of the High Performance Liquid Chromatography-Mass Spectrometry of the second sample to be tested.
Embodiment
To make those skilled in the art more fully understand technical scheme, below in conjunction with the accompanying drawings and specific embodiment party
Formula is described in further detail the present invention.
Embodiment 1：
Fig. 3 to Fig. 9 is refer to, the present embodiment provides the extracting method of Teadenols in fermented tea a kind of, including：
Step 1, once extract：By predetermined solid-liquid ratio, the first extracting solution is added into fermented tea powder, through ultrasonic extraction and
After centrifugation, supernatant is taken；The first extracting solution is added into lower sediment, after through ultrasonic extraction and centrifuging, takes supernatant
Liquid；The first extracting solution is added into lower sediment again, after through ultrasonic extraction and centrifuging, takes supernatant；To supernatant three times
Liquid merges into the first sample to be tested.
Step 2, second extraction：By predetermined solid-liquid ratio, second is added in the lower sediment after being centrifuged into step 1
Extracting solution, after through ultrasonic extraction and centrifuging, it is the second sample to be tested to take supernatant concentration drying.
Step 3, sample to be tested detects：Using the first sample to be tested of High Performance Liquid Chromatography-Mass Spectrometry technology for detection and
Teadenols in two samples to be tested.
Wherein, the first extracting solution is methanol aqueous solution, and the volume ratio of methanol is 50%~80% in methanol aqueous solution；Second
Extracting solution is boiling water, and boiling water is more than 90 DEG C in the temperature that 1 normal atmosphere is depressed.
It should be noted that boiling water is water-soluble to the recovery rate ratio methanol of Teadenol A and the Teadenol B in fermented tea
The recovery rate of liquid, but why in once extracting use methanol aqueous solution is due to boiling water extraction Teadenol A with
While Teadenol B, substantial amounts of polysaccharide material can also be extracted, be unfavorable for sample detection；Used in second extraction
Boiling water, first, the process made tea of simulation, second, can be to once extracting when the Teadenol A and the Teadenol B that do not extract
Extracted, to avoid residual.It is understood that if second extraction is extracted using boiling water, in the second sample to be tested
Teadenol A and Teadenol B are not detected, then can be explained when once extracting, methanol aqueous solution is by fermented tea
Whole Teadenol A and Teadenol B are extracted.
Wherein, predetermined solid-liquid ratio is 1:(5~30).It should be noted that solid-liquid ratio predetermined in the present embodiment refers both to
The mass ratio of thing to be extracted and the extracting solution added.
Wherein, in step 1, the time of ultrasonic extraction is 10~30 minutes, and the rotating speed of centrifugation is 9000 revs/min
Clock, the time of centrifugation is 10~20 minutes.
Wherein, in step 2, the time of ultrasonic extraction is 10 minutes, and the rotating speed of centrifugation is 9000 revs/min, from
The heart separated time is 20 minutes.
Certainly, in the present embodiment, the solid-liquid ratio in step 1 and step 2, ultrasonic extraction time, centrifuge when
Between and the parameter such as rotating speed that centrifuges be not limited thereto, can be set according to actual conditions, to the greatest extent may be used as long as can reach
The purpose of Teadenol A and Teadenol B can be completely extracted, details are not described herein.
Wherein, High Performance Liquid Chromatography-Mass Spectrometry technology uses AB sciex5600 type High Performance Liquid Chromatography-Mass Spectrometry
Instrument.
The detection parameters of high performance liquid chromatography include：Chromatographic column uses Megres C18 columns, 5 μm of particle diameter, and column length 4.6 ×
250mm, 40 DEG C of column temperature；Mobile phase A is 0.1% aqueous formic acid of the ammonium acetate containing 2mM, and Mobile phase B is methanol；Gradient elution bar
Part is：0~10min, Mobile phase B keep 30%, and 10~13min, Mobile phase B rises to 50%, and 13~24min, Mobile phase B rises to
100%；The flow velocity of mobile phase is 1mL/min, and sample size is 10 μ L.
Mass spectrographic analytical parameters include：Using negative ion mode, ion spray voltage is -4500V, go cluster voltage for -
80V, collision energy are -35eV, and ion source temperature is 600 DEG C, and purge gass air pressure is 40psi, and atomizer air pressure is 55psi, auxiliary
It is 55psi to help gas air pressure, and ion scan scope is 100~2000AMU.
It should be noted that High Performance Liquid Chromatography-Mass Spectrometry technology is being utilized in the extracting solution of fermented tea
, it is necessary to first determine Teadenol A and Teadenol B in above-mentioned detection before Teadenol A and Teadenol B are detected
Under the conditions of Chromatographic information, to be detected according to the Chromatographic information to Teadenol A and the Teadenol B in fermented tea and
Component identification.It is understood that the methanol used in the present embodiment is chromatographically pure, formic acid is chromatographic grade, and experimental water is steaming
Distilled water.
Hereinafter, the extracting method of Teadenols in the fermented tea of the present embodiment is illustrated with instantiation.
Example one：
Step 1, titer is prepared.
It is accurate to weigh that Teadenol A and Teadenol B monomers are appropriate, it is water-soluble with the methanol that methanol volume content is 50%
Liquid dissolves, and obtains the titer of 1mg/mL, now with the current.
Step 2, once extract.
0.4g fermented tea powders accurately are weighed, by solid-liquid ratio 1:5, the methanol aqueous solution that methanol volume content is 50% is added,
Ultrasonic extraction 10, rotating speed centrifuge 10 for 9000r/min, take supernatant；By solid-liquid ratio 1:5, first is added into lower sediment
Alcohol volume content is 50% methanol aqueous solution, and ultrasonic extraction 10min, rotating speed is 9000r/min centrifugation 10min, is taken
Clear liquid；The methanol aqueous solution that methanol volume content is 50%, ultrasonic extraction 10min are added into lower sediment again, rotating speed is
9000r/min centrifuges 10min, takes supernatant；The first sample to be tested will be merged into for supernatant three times.
Step 3, second extraction.
By solid-liquid ratio 1:5, into step 2 centrifuge after lower sediment in add about 10mL boiling water, ultrasonic extraction
10min, rotating speed centrifuge 20min for 9000r/min, and it is the second sample to be tested to take supernatant concentration drying.
Step 4, AB sciex5600 High Performance Liquid Chromatography-Mass Spectrometry instrument is opened, sets high performance liquid chromatography and mass spectrum
Analysis condition.
The detection parameters of high performance liquid chromatography include：Chromatographic column uses Megres C18 columns, 5 μm of particle diameter, and column length 4.6 ×
250mm, 40 DEG C of column temperature；Mobile phase A is 0.1% aqueous formic acid of the ammonium acetate containing 2mM, and Mobile phase B is methanol；Gradient elution bar
Part is：0~10min, Mobile phase B keep 30%, and 10~13min, Mobile phase B rises to 50%, and 13~24min, Mobile phase B rises to
100%；The flow velocity of mobile phase is 1mL/min, and sample size is 10 μ L.
Mass spectrographic analytical parameters include：Using negative ion mode, ion spray voltage is -4500V, go cluster voltage for -
80V, collision energy are -35eV, and ion source temperature is 600 DEG C, and purge gass air pressure is 40psi, and atomizer air pressure is 55psi, auxiliary
It is 55psi to help gas air pressure, and ion scan scope is 100~2000AMU.
Step 5, the detection of titer.
With above-mentioned high performance liquid chromatography and the titer of mass spectral analysis condition detection Teadenol A and Teadenol B, note
Mass spectrum total ion current figure is recorded, determines retention time, the molecular ion peak [M-H] of Teadenol A and Teadenol B-1Mass-to-charge ratio
[2M-H]-1Mass-to-charge ratio.
As can be seen that the retention time of Teadenol A is 15.6min from Fig. 4 and Fig. 5, molecular ion peak [M-H]-1Matter
Lotus ratio is 275.05, [2M-H]-1Mass-to-charge ratio is 551.12；As can be seen that the retention time of Teadenol B is from Fig. 6 and 7
18.8min, molecular ion peak [M-H]-1Mass-to-charge ratio is also 275.05, [2M-H]-1Mass-to-charge ratio is also 551.12.
It should be noted that in order to assess the stability of the detection method, detection 3 times is repeated.
Step 6, by the first sample to be tested and the second sample to be tested (about 10 μ g/mL) dissolved with methanol with 0.22 μm of micropore
Membrane filtration, and be detected with above-mentioned high performance liquid chromatography and mass spectral analysis condition, mass spectrum total ion current figure is recorded, with examination
Whether sample to be tested contains Teadenol A and Teadenol B.
Using PEAKVIEW software processing experimental datas, the upper figure in Fig. 8 is the liquid chromatogram of the first sample to be tested, figure
Figure below in 8 is the characteristic ion flow graph obtained according to the mass-to-charge ratio of Teadenol A and Teadenol B characteristic ions, can be with
Find out, in the characteristic ion flow graph of the first sample to be tested, the chromatographic peak of 15.6min is the quasi-molecular ions of Teadenol A, 18.8min
Chromatographic peak be Teadenol B quasi-molecular ions, it is possible thereby to illustrate, Teadenol A and Teadenol B are contained in fermented tea.
Using PEAKVIEW software processing experimental datas, the upper figure in Fig. 9 is the liquid chromatogram of the first sample to be tested, figure
Figure below in 9 is the characteristic ion flow graph obtained according to the mass-to-charge ratio of Teadenol A and Teadenol B characteristic ions, can be with
Find out, in the characteristic ion flow graph of the second sample to be tested, examination is less than [M-H]-1The molecular ion peak of mass-to-charge ratio 275.05, explanation
After once extracting, Teadenol A and the Teadenol B in fermented tea are fully extracted out.
Example two：
The extraction step of this example is similar to example one, difference lies in：The solid-liquid ratio used in extraction is 1:30；Once carry
In taking, the ultrasonic extraction time is 30min, and the centrifugation time is 20min, and the first extracting solution is methanol aqueous solution, and methanol is water-soluble
The volume ratio of methanol is 80% in liquid.
The method that can be seen that the present embodiment by above-mentioned example is fast and effective, and first obtained by single treatment is treated
Contained Teadenol A and Teadenol B recovery rates increase in sample, and the second sample to be tested substantially without
Teadenol A and Teadenol B are remained.
The extracting method of Teadenols in the fermented tea of the present embodiment, including once extract, second extraction and sample to be tested
Detection,, can be by fermented tea by liquid feeding, ultrasonic extraction and step with centrifugal separation in once extraction and second extraction
Teadenol A and Teadenol B are quick, completely extract, and effectively shorten the pre-treating method of existing fermented tea
Cycle, meanwhile, improve the recovery rate of Teadenol A and Teadenol B.
It is understood that the principle that embodiment of above is intended to be merely illustrative of the present and the exemplary implementation that uses
Mode, but the present invention is not limited thereto.For those skilled in the art, the essence of the present invention is not being departed from
In the case of refreshing and essence, various changes and modifications can be made therein, these variations and modifications are also considered as protection scope of the present invention.
Claims (6)
- A kind of 1. extracting method of Teadenols in fermented tea, it is characterised in that including：Step 1, once extract：By predetermined solid-liquid ratio, the first extracting solution is added into fermented tea powder, through ultrasonic extraction and centrifugation After separation, supernatant is taken；The first extracting solution is added into lower sediment, after through ultrasonic extraction and centrifuging, takes supernatant；Again It is secondary that the first extracting solution is added into lower sediment, after through ultrasonic extraction and centrifuging, take supernatant；Supernatant it will merge three times For the first sample to be tested.Step 2, second extraction：By predetermined solid-liquid ratio, the second extraction is added in the lower sediment after being centrifuged into step 1 Liquid, after through ultrasonic extraction and centrifuging, it is the second sample to be tested to take supernatant concentration drying；Step 3, sample to be tested detects：Treated using the first sample to be tested of High Performance Liquid Chromatography-Mass Spectrometry technology for detection and second Teadenols in sample.
- 2. the extracting method of Teadenols in fermented tea according to claim 1, it is characterised in that first extraction Liquid is methanol aqueous solution, and the volume ratio of methanol is 50%~80% in the methanol aqueous solution；Second extracting solution is boiling water, The boiling water is more than 90 DEG C in the temperature that 1 normal atmosphere is depressed.
- 3. the extracting method of Teadenols in fermented tea according to claim 1, it is characterised in that the predetermined material Liquor ratio is 1:(5~30).
- 4. the extracting method of Teadenols in fermented tea according to claim 1, it is characterised in that in the step 1 In, the time of ultrasonic extraction is 10~30 minutes, and the rotating speed of centrifugation is 9000 revs/min, and the time of centrifugation is 10 ~20 minutes.
- 5. the extracting method of Teadenols in fermented tea according to claim 1, it is characterised in that in the step 2 In, the time of ultrasonic extraction is 10 minutes, and the rotating speed of centrifugation is 9000 revs/min, and the time of centrifugation is 20 minutes.
- 6. the extracting method of Teadenols in fermented tea according to claim 1, it is characterised in that the efficient liquid phase Chromatograph-mass spectrometer coupling technology uses AB sciex5600 type High Performance Liquid Chromatography-Mass Spectrometry instrument；The detection parameters of high performance liquid chromatography include：Chromatographic column uses Megres C18 columns, 5 μm, 4.6 × 250mm of column length of particle diameter, 40 DEG C of column temperature；Mobile phase A is 0.1% aqueous formic acid of the ammonium acetate containing 2mM, and Mobile phase B is methanol；Condition of gradient elution is：0 ~10min, Mobile phase B keep 30%, and 10~13min, Mobile phase B rises to 50%, and 13~24min, Mobile phase B rises to 100%； The flow velocity of mobile phase is 1mL/min, and sample size is 10 μ L；Mass spectrographic analytical parameters include：Using negative ion mode, ion spray voltage is -4500V, and it is -80V to remove cluster voltage, is touched It is -35eV to hit energy, and ion source temperature is 600 DEG C, and purge gass air pressure is 40psi, and atomizer air pressure is 55psi, aids in gas gas It is 100~2000AMU to press as 55psi, ion scan scope.
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| CN102630142A (en) * | 2009-09-18 | 2012-08-08 | 株式会社里维松 | Functional microbial-fermented tea extract containing polyphenol derivative, and process for production thereof |
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Effective date of registration: 20200429 Address after: 666200 Yunnan Province, Xishuangbanna Dai Autonomous Prefecture of Menghai Menghai County town of Tea Road No. 9 Applicant after: MENGHAI TEA INDUSTRY Co.,Ltd. Applicant after: Yunnan Dayi Microbial Technology Co., Ltd Address before: 666200 Yunnan Province, Xishuangbanna Dai Autonomous Prefecture of Menghai Menghai County town of Tea Road No. 9 Applicant before: MENGHAI TEA INDUSTRY Co.,Ltd. |
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Application publication date: 20180424 |