CN108845050A - A kind of discrimination method of Prunella vulgaris honey - Google Patents
A kind of discrimination method of Prunella vulgaris honey Download PDFInfo
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Abstract
The present invention relates to a kind of discrimination method of Prunella vulgaris honey, main improvements are that object is identified using Rosmarinic acid as feature, are detected using liquid phase-level four bars-flight time mass spectrum to it.Rosmarinic acid content in Prunella vulgaris plant and honey is very high, and standard sample is easily obtained, and feature identification object is suitable as, and the quick analysis of Rosmarinic acid may be implemented in method of the invention, for the Variety identification important in inhibiting of Prunella vulgaris honey.
Description
Technical field
The present invention relates to the authentication technique fields of honey, more particularly to Prunella vulgaris bee is identified using Rosmarinic acid as characteristic body
Honey.
Background technique
Prunella vulgaris is common Chinese medicinal material, and polysaccharide rich in, phenolic acid class, flavonoids isoreactivity ingredient have and relieve inflammation or internal heat
Improving eyesight, mass dissipating and swelling eliminating and other effects have apparent pharmacological action in terms of antitumor, anti-inflammatory, antibacterial, adjusting.Prunella vulgaris bee
Natural sweet taste substance made of honey is the nectar of honeybee acquisition Prunella vulgaris plant and is sufficiently made after mixing with itself secretion.
Since the active constituent of honey and pharmacological action mostly derive from its plant source, Prunella vulgaris honey has very big exploitation valence
Value and commodity value.The application establishes a kind of method for identifying Prunella vulgaris honey by characteristic body, for Prunella vulgaris honey types
Identification is of great significance, and provides reference for the control of the quality of Prunella vulgaris honey and true and false identification.
Summary of the invention
The object of the present invention is to provide a kind of discrimination method of Prunella vulgaris honey, main contributions are to be made with Rosmarinic acid
Identification object is characterized to be identified.
Preferably, Prunella vulgaris honey sample to be measured is detected using liquid phase-level four bars-flight time mass spectrum, if institute
In flight time mass spectrum figure when the corresponding time having included the corresponding characteristic peak of the Rosmarinic acid, then determine to contain in honey
Prunella vulgaris honey;When without containing the characteristic peak, determine not containing Prunella vulgaris honey in honey.
Preferably, the characteristic peak is 359.0772 (tolerance ± 5ppm) mass number quasi-molecular ion peaks.
It preferably, include following one or more mass number quasi-molecular ion peaks in flight time mass spectrum figure,
137.0249 (tolerance ± 5ppm), 179.0352 (tolerance ± 5ppm), 187.0984 (tolerance ± 5ppm),
359.0772 (tolerance ± 5ppm), 723.5048 (tolerance ± 5ppm), 582.2619 (tolerance ± 5ppm).
Preferably, the Prunella vulgaris honey is pre-processed as follows before detection:
1) Prunella vulgaris honey is pressed into mass volume ratio 1:4~6 are substantially soluble in the acetum that pH is 1.8~2.2, are formed
Honey solution;
2) macroreticular resin after activation is added in the honey solution, 0.8~1.5h of stirring and adsorbing is adsorbed with
The macroreticular resin of effective component;
3) macroreticular resin for being adsorbed with effective component for obtaining step 2) be loaded into elution column in, first with pH be 1.8~
2.2 aqueous acetic acid elution, then is eluted with pure water, finally with anhydrous ethanol elution and collects eluent;
4) eluent is subjected to low temperature concentration, is used at solid content by solid content redissolution in water after removing ethyl alcohol
Ethyl acetate extracts it, collect ethyl acetate layer, solvent flashing to get.
Preferably, the condition of liquid chromatographic detection is:
Chromatographic column is C18 chromatographic column;Mobile phase A is pure water, and Mobile phase B is methanol;The program of gradient elution is:0-2min
The volume fraction that the volume fraction of Mobile phase B increases to 15%, 2-10min Mobile phase B increases to 30%, 10-25min by 15%
The volume fraction of Mobile phase B increases to 90%, 25-30min by 30%, and the volume fraction of Mobile phase B maintains 90%, 30-
The volume fraction of 31min, Mobile phase B drop to 15%.The precision of detection can be improved in the above method.
It is further preferred that the chromatographic column be 120 SB-C18 chromatographic column of proshell, specification be 2.1mm ×
100mm, 2.7 μm;
Preferably, the flow velocity of mobile phase is 0.2mL/min;Sample volume is 2 μ L;Column temperature is 30 DEG C.Pass through above-mentioned liquid phase
Chromatographic detection method can preferably be separated the Rosmarinic acid in Prunella vulgaris honey, be laid the foundation for accurate detection.
Preferably, the testing conditions of the level four bars-flight time mass spectrum are:ESI anion, gas temperature:350℃;
Gas flow rate:11L/min;Spray pressure power:40psig;Capillary voltage:3500V;Sheath temperature degree:350℃;Sheath gas:
10L/min.The sensitivity of detection and the response of object ion can be improved in the above method.
As a preferred option, the method for the present invention includes following steps:
(1) preparation of Prunella vulgaris Mel extract:
1) Prunella vulgaris honey is pressed into mass volume ratio 1:4~6 are substantially soluble in the acetum that pH is 1.8~2.2, are formed
Honey solution;
2) macroreticular resin after activation is added in the honey solution, 0.8~1.5h of stirring and adsorbing is adsorbed with
The macroreticular resin of effective component;
3) macroreticular resin for being adsorbed with effective component for obtaining step 2) be loaded into elution column in, first with pH be 1.8~
2.2 aqueous acetic acid elution, then is eluted with pure water, finally with anhydrous ethanol elution and collects eluent;
4) eluent is subjected to low temperature concentration, is used at solid content by the redissolution of institute's art solid content in water after removing ethyl alcohol
Ethyl acetate extracts it, collect ethyl acetate layer, solvent flashing to get;
(2) honey sample to be measured is detected using liquid phase-level four bars-flight time mass spectrum;
The condition of liquid chromatographic detection is:
Chromatographic column is C18 chromatographic column;Mobile phase A is pure water, and Mobile phase B is methanol;The program of gradient elution is:0-2min
The volume fraction that the volume fraction of Mobile phase B increases to 15%, 2-10min Mobile phase B increases to 30%, 10-25min by 15%
The volume fraction of Mobile phase B increases to 90%, 25-30min by 30%, and the volume fraction of Mobile phase B maintains 90%, 30-
The volume fraction of 31min, Mobile phase B drop to 15%;
Level four bars-flight time mass spectrum testing conditions are:
ESI anion, gas temperature:350℃;Gas flow rate:11L/min;Spray pressure power:40psig;Capillary electricity
Pressure:3500V;Sheath temperature degree:350℃;Sheath gas:10L/min;And judge in flight time mass spectrum figure whether include
359.0772 (tolerance ± 5ppm) mass number quasi-molecular ion peaks, and following one or more mass number quasi-molecular ions
Peak, 137.0249 (tolerance ± 5ppm), 179.0352 (tolerance ± 5ppm), 187.0984 (tolerance ±
5ppm), 359.0772 (tolerance ± 5ppm), 723.5048 (tolerance ± 5ppm) and 582.2619 (tolerance ±
5ppm)。
Method of the invention has the advantages that:
(1) present invention determine that Rosmarinic acid can be used as the feature identification object for identifying Prunella vulgaris honey, Rosmarinic acid exists
Prunella vulgaris plant and honey kind content are very high, and standard sample is easily obtained, and are suitable as feature identification object.
(2) present invention establishes the detection method of Rosmarinic acid in honey by LC-Q-TOF, and the method may be implemented to be confused
The repeatedly quick analysis of fragrant acid, for the identification important in inhibiting of Prunella vulgaris honey.
Detailed description of the invention
Figure 1A is that Prunella vulgaris plant extracts Q-TOF analyzes total ion figure;
Figure 1B is that Prunella vulgaris plant extracts Q-TOF analyzes characteristic ion 359.0772 (Rosmarinic acid) extraction chromatography figure;
Fig. 1 C is that the Prunella vulgaris Mel extract Q-TOF of acquisition analyzes total ion figure;
Fig. 1 D is that Prunella vulgaris Mel extract Q-TOF analyzes characteristic ion 359.0772 (Rosmarinic acid) extraction chromatography figure;
Fig. 2A is that Prunella vulgaris extract Q-TOF analyzes characteristic ion exact mass number mass spectrogram,
Fig. 2 B is that Prunella vulgaris Mel extract Q-TOF analyzes characteristic ion exact mass number mass spectrogram;
Fig. 3 A is that Rosmarinic acid standard items Q-TOF analyzes 259.0772 extraction chromatography figure of characteristic ion;
Fig. 3 B is that Rosmarinic acid standard items Q-TOF analyzes characteristic ion exact mass number mass spectrogram;
Fig. 4 A is rape honey total ion current figure
Fig. 4 B is rape honey characteristic ion 359.0772 (Rosmarinic acid) extraction chromatography figure;
Fig. 5 A is lime tree honey total ion current figure
Fig. 5 B is rape honey characteristic ion 359.0772 (Rosmarinic acid) extraction chromatography figure
Fig. 6 A is jujube flower honey total ion current figure
Fig. 6 B is rape honey characteristic ion 359.0772 (Rosmarinic acid) extraction chromatography figure
Fig. 7 A is acacia honey total ion current figure
Fig. 7 B is characteristic ion 359.0772 (Rosmarinic acid) extraction chromatography figure of acacia honey
Specific embodiment
The following examples are used to illustrate the present invention, but are not intended to limit the scope of the present invention..
Embodiment 1
The present embodiment is related to including the following steps the detection of Prunella vulgaris honey Rosmarinic acid:
(1) honey sample prepare liquid is prepared
1) Prunella vulgaris honey 50g is weighed, honey is put into 500mL beaker, the pure water of 250mL pH=2, ultrasound is added
30min is dissolved, the aqueous solution of honey is obtained;
2) the 50g macroreticular resin good through Ethanol activation, stirring and adsorbing 1h are added into beaker, standing discards supernatant liquid, obtains
It is adsorbed with the macroreticular resin of effective component;
3) macroreticular resin is inserted in glass column, it is rear to add respectively with the sour water of 100mL pH=2 and the elution of 300mL pure water
Enter 400mL ethanol elution, collects eluent;
4) eluent is concentrated into solid content with Rotary Evaporators.Solid content through 10mL pure water dissolution move to 50mL from
In heart pipe, the concussion extraction of 10mL ethyl acetate is added.Coextraction 4 times, 10min/ times.It collects ethyl acetate layer to be dried with nitrogen, use
2mL methanol solution redissolves, and after mixing, with 0.2 μm of membrane filtration, obtains prepare liquid;
(2) Prunella vulgaris honey is detected using LC-Q-TOF
The condition of liquid chromatogram is:
Chromatographic column:120 SB-C18 chromatographic column of proshell (2.1mm × 100mm, 2.7 μm);
Flow velocity:0.2mL/min;
Mobile phase:Pure water (A), methanol (B);Gradient elution:0-2min 15%B, 2-10min15%-30%B, 10-
25min 30%-90%B, 25-30min 90%B;30-31min, 15%B
2 μ L of sample volume;
Column temperature:30℃;
Q-TOF condition is:
ESI anion, gas temperature (Gas Temp):350℃;Gas flow rate (Gas Flow):11L/min;Spraying gas
Pressure (Nebulizer):40psig;Capillary voltage:3500V;Sheath temperature degree (Sheath Temp):350℃;Sheath gas
(Sheath Gas Flow):10L/min;
Scanning mode:MS scan full scan, mass number range 100-2000, reference real time correction.
(3) testing result
Fig. 1 C is that Prunella vulgaris Mel extract Q-TOF analyzes total ion figure, then does second level matter using Target MS mode
Spectrum, have found some accurate molecular masses (M-H) be 137.0249,179.0352,187.0984,359.0772,723.5048,
582.2619 this 6 alternative substances are generated molecular formula, and combine the related compound data of Prunella vulgaris plant report, most
Determine that mass number is 359.0772 eventually, molecular formula C18H16O8It is selected, further determine that it for Rosmarinic acid.
Experimental example 1
It can be used as plant source marker in Prunella vulgaris honey, this experimental example pair to further clarify and verifying Rosmarinic acid
Prunella vulgaris plant component is detected.
(1) Prunella vulgaris plant extraction liquid is prepared:
Prunella vulgaris is crushed, is sieved.50g Prunella vulgaris powder is weighed, by solid-to-liquid ratio 1:30 are added 75% ethyl alcohol, impregnate
30min, ultrasonic 1h (55 DEG C of temperature, power 200W, supersonic frequency 53kHz).Collected by suction extracting solution, filter residue are pressed under above-mentioned condition
It extracts again once, merges filtrate twice, 40 DEG C of rotary evaporations to solid content, ethyl alcohol redissolves, with 0.2 μm of membrane filtration.
Can be seen that Prunella vulgaris plant extracts and Prunella vulgaris Mel extract from Figure 1A and 1C has some overlap peaks, uses
Characterization of molecules software forms molecular formula, and does second order ms using Target MS mode, also looks in Prunella vulgaris plant extracts
Arrived accurate molecular masses (M-H) be 137.0249,179.0352,187.0984,359.0772,723.5048,582.2619 this 6
A alternative substance is generated molecular formula, and combines the related compound data of Prunella vulgaris plant report, finally determines mass number
Be 359.0772, it can be seen that in Prunella vulgaris plant extracts and Prunella vulgaris Mel extract containing both substances (referring to
Figure 1B and D, Fig. 2A and Fig. 2 B).It is compared by purchase standard items with the substance extracted in sample, retention time and exact mass number
Unanimously, confirm in Prunella vulgaris plant be also Rosmarinic acid (see Fig. 3 A and Fig. 3 B, retention time 22.210min, molecular ion peak
For 359.0779).
Comparative example 1~4
Rape honey, lime tree honey, jujube flower honey and acacia honey are detected using method same as Example 1
(Fig. 4-Fig. 7) extracts exact mass number 359.0772 (Rosmarinic acid), does not detect Rosmarinic acid in corresponding retention time
Characteristic ion.Further illustrate that Rosmarinic acid can be used as the feature identification object of Prunella vulgaris honey.As a result, it has been found that above 4 kinds of bees
Without Rosmarinic acid in honey.
Although above having used general explanation, specific embodiment and test, the present invention is made to retouch in detail
It states, but on the basis of the present invention, it can be made some modifications or improvements, this is apparent to those skilled in the art
's.Therefore, these modifications or improvements without departing from theon the basis of the spirit of the present invention, belong to claimed
Range.
Claims (9)
1. a kind of discrimination method of Prunella vulgaris honey, which is characterized in that identify that object is identified using Rosmarinic acid as feature.
2. the method according to claim 1, wherein using liquid phase-level four bars-flight time mass spectrum to bee to be measured
Sweet sample is detected.
3. method according to claim 1 or 2, which is characterized in that the characteristic peak of the flight time mass spectrum is
359.0772 (tolerance ± 5ppm) mass number quasi-molecular ion peaks.
4. according to the method in claim 2 or 3, which is characterized in that in flight time mass spectrum figure include with next or
Multiple mass number quasi-molecular ion peaks, 137.0249 (tolerance ± 5ppm), 179.0352 (tolerance ± 5ppm),
187.0984 (tolerance ± 5ppm), 359.0772 (tolerance ± 5ppm), 723.5048 (tolerance ± 5ppm) or
(582.2619 tolerance ± 5ppm).
5. method according to any one of claims 1 to 4, which is characterized in that carried out to the honey sample to be measured as follows
Pretreatment:
1) Prunella vulgaris honey is pressed into mass volume ratio 1:4~6 are substantially soluble in the acetum that pH is 1.8~2.2, form honey
Solution;
2) macroreticular resin after activation is added in the honey solution, 0.8~1.5h of stirring and adsorbing, obtains being adsorbed with effectively
The macroreticular resin of ingredient;
3) macroreticular resin for being adsorbed with effective component for obtaining step 2) is loaded into elution column, is first 1.8~2.2 with pH
Aqueous acetic acid elution, then is eluted with pure water, finally with anhydrous ethanol elution and collects eluent;
4) eluent is subjected to low temperature concentration, removes after ethyl alcohol into solid content, institute's art solid content is redissolved in water, acetic acid is used
Ethyl ester extracts it, collect ethyl acetate layer, solvent flashing to get.
6. method according to claim 2 or 5, which is characterized in that the condition of liquid chromatographic detection is:
Chromatographic column is C18 chromatographic column;Mobile phase A is pure water, and Mobile phase B is methanol;The program of gradient elution is:0-2min flowing
The volume fraction that the volume fraction of phase B increases to 15%, 2-10min Mobile phase B increases to 30%, 10-25min flowing by 15%
The volume fraction of phase B increases to 90%, 25-30min by 30%, and the volume fraction of Mobile phase B maintains 90%, 30-31min,
The volume fraction of Mobile phase B drops to 15%.
7. according to the method described in claim 6, it is characterized in that, the chromatographic column is 120 SB-C18 chromatography of proshell
Column, specification are 2.1mm × 100mm, 2.7 μm, and/or, the flow velocity of mobile phase is 0.2mL/min;Sample volume is 2 μ L;Column temperature
It is 30 DEG C.
8. according to method described in claim 2,6 or 7, which is characterized in that the detector bar of the level four bars-flight time mass spectrum
Part is:
ESI anion, gas temperature:350℃;Gas flow rate:11L/min;Spray pressure power:40psig;Capillary voltage:
3500V;Sheath temperature degree:350℃;Sheath gas:10L/min.
9. according to the described in any item methods of claim 2~8, which is characterized in that include the following steps:
(1) preparation of Prunella vulgaris Mel extract:
1) Prunella vulgaris honey is pressed into mass volume ratio 1:4~6 are substantially soluble in the acetum that pH is 1.8~2.2, form honey
Solution;
2) macroreticular resin after activation is added in the honey solution, 0.8~1.5h of stirring and adsorbing, obtains being adsorbed with effectively
The macroreticular resin of ingredient;
3) macroreticular resin for being adsorbed with effective component for obtaining step 2) is loaded into elution column, is first 1.8~2.2 with pH
Aqueous acetic acid elution, then is eluted with pure water, finally with anhydrous ethanol elution and collects eluent;
4) eluent is subjected to low temperature concentration, removes after ethyl alcohol into solid content, institute's art solid content is redissolved in water, acetic acid is used
Ethyl ester extracts it, collect ethyl acetate layer, solvent flashing to get;
(2) honey sample to be measured is detected using liquid phase-level four bars-flight time mass spectrum;
The condition of liquid chromatographic detection is:
Chromatographic column is C18 chromatographic column;Mobile phase A is pure water, and Mobile phase B is methanol;The program of gradient elution is:0-2min flowing
The volume fraction that the volume fraction of phase B increases to 15%, 2-10min Mobile phase B increases to 30%, 10-25min flowing by 15%
The volume fraction of phase B increases to 90%, 25-30min by 30%, and the volume fraction of Mobile phase B maintains 90%, 30-31min,
The volume fraction of Mobile phase B drops to 15%;
Level four bars-flight time mass spectrum testing conditions are:
ESI anion, gas temperature:350℃;Gas flow rate:11L/min;Spray pressure power:40psig;Capillary voltage:
3500V;Sheath temperature degree:350℃;Sheath gas:10L/min, and judge in flight time mass spectrum figure whether include
359.0772 (tolerance ± 5ppm) mass number quasi-molecular ion peaks, and following one or more mass number quasi-molecular ions
Peak, 137.0249 (tolerance ± 5ppm), 179.0352 (tolerance ± 5ppm), 187.0984 (tolerance ±
5ppm), 359.0772 (tolerance ± 5ppm), 723.5048 (tolerance ± 5ppm) and 582.2619 (tolerance ±
5ppm)。
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CN110849997A (en) * | 2019-11-29 | 2020-02-28 | 中国农业科学院蜜蜂研究所 | Detection method of safflower honey and product containing safflower honey |
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CN111458421A (en) * | 2020-03-13 | 2020-07-28 | 中国农业科学院蜜蜂研究所 | Identification method of mature rape honey |
CN111458422A (en) * | 2020-03-13 | 2020-07-28 | 中国农业科学院蜜蜂研究所 | Identification method of mature rape honey |
CN112098530A (en) * | 2020-07-30 | 2020-12-18 | 中国农业科学院蜜蜂研究所 | Application of alpha-linolenic acid and linoleic acid combined as feature identifier in identification of samara oil honey |
CN112098530B (en) * | 2020-07-30 | 2022-07-08 | 中国农业科学院蜜蜂研究所 | Application of alpha-linolenic acid and linoleic acid combination as characteristic identifier in identification of samara oil honey |
CN112461959A (en) * | 2020-11-16 | 2021-03-09 | 河南汇泉堂中药饮片科技有限公司 | Method for identifying selfheal honey and application thereof |
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