CN107462649A - Method that is a kind of while determining 12 kinds of alkaloids in electronics smoke sol - Google Patents
Method that is a kind of while determining 12 kinds of alkaloids in electronics smoke sol Download PDFInfo
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
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Abstract
The present invention relates to method that is a kind of while determining 12 kinds of alkaloids in electronics smoke sol, belong to physico-chemical analysis technical field.This method comprises the following steps:(1)Sodium hydrate aqueous solution using 1% will trap the alkaloid separate out having in the cambridge filter of electronics smoke sol;(2)Use VDichloromethane/VMethanol=4:1 mixed solvent carries out liquid liquid oscillation extraction as extractant;(3)After being stored at room temperature, remove after a layer organic phase crosses 0.22 μm of organic phase filter membrane and be transferred to progress GC MS analyses in chromatography bottle.In the present invention 12 grow tobacco alkaloid average recovery of standard addition between 96.90% ~ 105.20%, precision is not higher than 3.6%, and method detection limit has the advantages that easy to operate, flux is high, high sensitivity, the rate of recovery and reproducible in 1.30 ~ 44.80 ng/g.
Description
Technical field
The invention belongs to physico-chemical analysis technical field, and in particular to a kind of to determine 12 kinds of biologies in electronics smoke sol simultaneously
The method of alkali, 12 kinds of alkaloids are respectively:Nicotine, N- methylanabasines, nornicotine, myosmine, anabasine, β-two
Alkene nicotine, anatabine, 2,3 '-bipyridyl, β-diene nornicotine, cotinine, harmine, nicotelline.
Background technology
Electronic cigarette, also known as electronics nicotine transmission system, the tobacco juice in cigarette bullet can be atomized simultaneously by it by built-in atomizer
Atomization gas is delivered to oral cavity and lung, and often containing the horizontal nicotine of various concentrations in atomization gas.For cost consideration, electricity
The nicotine added in sub- cigarette tobacco juice is all derived from tobacco extraction.In addition to nicotine, other secondary alkaloids are also contained in tobacco,
Content is more in tobacco, people study more alkaloid mainly nornicotine, anatabine, anabasine, myosmine etc., this
A little secondary alkaloids also have certain bioactivity, and are important carcinogenic substances in tobacco and tobacco product --- the peculiar Asia of tobacco
Nitramine(TSNAs)Direct precursor material.These secondary alkaloids with nicotine structure due to having certain similarity, so in electricity
The nicotine added in sub- cigarette tobacco juice often contains a certain amount of secondary alkaloid.Nicotine in electronics smoke sol has potential
Addiction feature and certain harmfulness, the secondary alkaloid outside nicotine can also have certain addiction feature enhancement effect to nicotine.
But the research of secondary alkaloid is concentrated mainly on nornicotine, anatabine, anabasine, wheat in electronics smoke sol at present
This is bright etc., and the research to other secondary alkaloids is less.For example, Trehy etc. utilizes high performance liquid chromatography(HPLC)Measure
In electronics smoke sol 6 in alkaloid(Nicotine, nornicotine, anatabine, anabasine, myosmine, β-nicotyrine,
J. Liq. Chromatogr. Relat. Technol. 2011, 34 (14), 1442-1458.).FDA is surveyed using HPLC
The nicotine and cotinine in electronics smoke sol are determined(http://www.fda.gov/downloads/drugs/
scienceresearch/ucm173250.pdf).
So in order to realize more high-throughout analysis of alkaloids requirement, we refer to according to literature survey to secondary alkaloid
Mark is extended, and 12 kinds of alkaloids are finally determined as research object, and is established GC-MS first while determined electronics flue gas
12 method for growing tobacco alkaloid, specifically includes nicotine, N- methylanabasines, nornicotine, myosmine, false scouring rush in colloidal sol
Alkali, β-nicotyrine, anatabine, 2,3 '-bipyridyl, β-diene nornicotine, cotinine, harmine, nicotelline etc..
The content of the invention
The purpose of the present invention is based on prior art deficiency, establishes a kind of while determines in electronics smoke sol 12 kinds
The method of alkaloid.This method can determine 12 kinds of alkaloids in object, tool simultaneously by a sample pretreatment process
Have the advantages that easy to operate, flux is high, high sensitivity, the rate of recovery and reproducible.
The purpose of the present invention is achieved through the following technical solutions:
Method that is a kind of while determining 12 kinds of alkaloids in electronics smoke sol, has electricity using 1% sodium hydroxide solution by trapping
Alkaloid separate out in the cambridge filter of sub- smoke sol, then use VDichloromethane/VMethanol=4:1 mixed solvent carries out liquid liquid extraction
Take, be measured with gas chromatography-mass spectrometry, inner mark method ration;Specifically include following steps:
1)The preparation of standard working solution
Nicotine standard working solution with 5 grades of concentration gradients is prepared respectively and other 11 kinds with 8 grades of concentration gradients secondary
Alkaloid standard working solution;Wherein, the quantitative of nicotine uses nornicotine -2 using quinoline as internal standard, the quantitative of nornicotine,
4,5,6-d4As internal standard, the quantitative of other secondary alkaloids uses 2,2 '-bipyridyl-d8As internal standard;
2)Sample pre-treatments
The cambridge filter that trapping has electronics smoke sol is put into 50 mL conical flasks, then is separately added into 100 μ L inner mark solutions
With the 5.0 mL1% NaOH aqueous solution, after concussion mixes, about 10 min are stood.Then 20.0 mL V are addedDichloromethane/VMethanol=4:1,
The tool plug min of oscillation extraction 40, stands 30 min, removes after a layer organic phase crosses 0.22 μm of organic phase filter membrane and be transferred to chromatography
GC-MS analyses are carried out in bottle;
3)Gas chromatography-mass spectrometry analysis
Mass detector is equipped with using gas chromatograph to analyze made testing sample solution and standard working solution, is obtained
Related chromatogram;Wherein, two kinds of different analytical procedures are respectively adopted in nicotine and 11 kinds of secondary analysis of alkaloids;
4)Specification Curve of Increasing and result calculate.
In the present invention, electronic cigarette suction mode can be standard aspiration pattern(ISO), Canadian depth suction mode
(HCI)Or other suction modes.
In particular the present invention includes herein below:
The preparation of 1 standard liquid
The preparation of 1.1 inner mark solutions
About 5.0 g quinoline, 100.0 mg nornicotines -2,4,5,6-d are accurately weighed respectively4, 100.0 2,2 '-bipyridyls of mg-d8
In 50 mL brown volumetric flasks, with methanol constant volume, internal standard storing solution is produced.Quinoline is as nicotine internal standard, nornicotine -2,4, and 5,
6-d4As nornicotine internal standard, and 2,2 '-bipyridyl-d8As other 10 kinds secondary alkaloid internal standards.By internal standard storing solution with first
Alcohol dilutes 5 times, that is, obtains inner mark solution.
The preparation of 1.2 primary standard storing solutions
1.2.1 the preparation of one-level nicotine standard storing solution
About 1000.0 mg nicotine accurately are weighed, is placed in 10 mL brown volumetric flask, scale is settled to methanol dilution.This is molten
Liquid should be kept in dark place under the conditions of 4 DEG C~8 DEG C.
1.2.2 the preparation of the secondary alkaloid standard reserving solution of 11 kinds of one-level
The about 20.0 secondary alkaloids of mg are accurately weighed respectively, are placed in 10 mL brown volumetric flask, are settled to methanol dilution
Scale.The solution should be kept in dark place under the conditions of 4 DEG C~8 DEG C.
The preparation of 1.3 secondary standard storing solutions
1.3.1 the preparation of two level nicotine standard storing solution
About 1.0 mL one-level nicotine standard storing solutions accurately are pipetted, are placed in 10 mL brown volumetric flask, with methanol dilution constant volume
To scale.The solution should be kept in dark place under the conditions of 4 DEG C~8 DEG C.
1.3.2 the preparation of the secondary alkaloid standard reserving solution of 11 kinds of two level
The secondary alkaloid standard reserving solution of 11 kinds of about 0.1 mL one-levels accurately is pipetted, is placed in 10 mL brown volumetric flask, uses first
Alcohol dilution is settled to scale.The solution should be kept in dark place under the conditions of 4 DEG C~8 DEG C.
The preparation of 1.4 standard working solutions
1.4.1 the preparation of nicotine standard working solution
20 μ L, 40 μ L, 100 μ L, 200 μ L, 400 μ L two level nicotine standard storing solution are accurately pipetted respectively in different
In 10 mL brown volumetric flasks, then 50 μ L inner mark solutions of accurate addition respectively(Quinoline), scale is settled to dchloromethane,
Obtain the series standard solution of 5 various concentrations.
1.4.2 the preparation of 11 kinds of secondary alkaloid standard working solutions
10 μ L, 20 μ L, 50 μ L, 100 μ L, 200 μ L, 500 μ L, 1000 μ L, 2000 μ L two level are accurately pipetted respectively
11 kinds of secondary alkaloid standard reserving solutions are in 10 mL brown volumetric flasks, then 50 μ L inner mark solutions of accurate addition respectively(Cigarette drops
Alkali -2,4,5,6-d4With 2,2 '-bipyridyl-d8), scale is settled to dchloromethane, that is, obtain 8 various concentrations is
Row standard liquid.
2. instrumental conditions
The instrumental conditions of methods described are:
Chromatographic column:DB-35MS capillary chromatographic columns, stationary phase:(35%- phenyl)- methyl polysiloxane, specification:30 m ×
0.25 mm × 0.25 μm。
Injector temperature:250 ℃;Sample size:1 μL;Carrier gas:Helium(Purity >=99.999%), constant current mode, flow velocity:
1.0 mL/min。
Using two pin sample introductions, run respectively according to two groups of heating schedules:
Nicotine post heating schedule:Split sampling(Split ratio:100:1);Solvent delay:5 min;Heating schedule:Initial temperature 80
DEG C, 1 min is kept, with 20 DEG C/min speed to 200 DEG C, then with 40 DEG C/min speed to 250 DEG C, keeps 5 min.
Operation total time is 13.25 min.
Secondary alkaloid alkali post heating schedule:Splitless injecting samples;Solvent delay:12 min;Heating schedule:Initial temperature 80
DEG C, 1 min is kept, with 8 DEG C/min speed to 250 DEG C, keeps 1 min, then with 40 DEG C/min speed to 280 DEG C,
Keep 5 min.Operation total time is 29 min.
Ionization mode:Electron bombardment ionization source(EI);Ionizing energy:70 eV;Transmission line temperature:280 ℃;Ion source temperature:
250 ℃;Scan ion range:80~250 amu;Scanning of the mass spectrum mode:Select ion surveillance style(SIM)Scanning, object
And interior target retention time, it is quantitative and it is qualitative selection ion parameters it is as shown in table 1.
3. sample pre-treatments
The selection of 3.1 extractants
Five kinds of n-hexane, methyl tertiary butyl ether(MTBE), ethyl acetate, dichloromethane, chloroform solvents are selected to carry out extraction efficiency
Compare.As a result find, n-hexane and methyl tertiary butyl ether(MTBE) are all poor to the extraction efficiency of most of secondary alkaloid, ethyl acetate
It is poor to the effect of extracting of cotinine, nicotelline etc., and when chloroform makees extractant, nornicotine, anabasine and new tobacco
The extraction efficiency extreme difference of alkali etc., it may be possible to which target compound is decomposed, synthesis of the dichloromethane to all target compounds
Extraction efficiency highest(Fig. 4).According to literature survey, addition methanol can improve extraction of the dichloromethane to alkaloid in dichloromethane
Efficiency is taken, so, research compares dichloromethane and VDichloromethane/VMethanol=4:The extraction efficiency difference of 1 pair of alkaloid, as a result finds,
VDichloromethane/VMethanol=4:The synthesis extraction efficiency of 1 pair of alkaloid is slightly good(Fig. 5), therefore select VDichloromethane/VMethanol=4:1 is final extraction
Solvent.
The selection of 3.2 alkaline solutions
The secondary alkaloid of cambridge filter trapping needs to add a certain amount of basic solvent, can be by which part reference state
Alkaloid separate out.5 mL 5% ammonia spirit, 10% K are separately added into experiment2CO3The aqueous solution and 4 kinds of various concentrations
The NaOH aqueous solution(0.5%、1%、2%、5%)It is compared, the results showed that, the NaOH aqueous solution final results difference of 4 kinds of concentration is not
Greatly, but 5% ammonia spirit and 10% K2CO3Extraction with aqueous solution effect is relatively poor, so the NaOH aqueous solution of final choice 1%.
Therefore, it is ultimately determined to by the optimization of pre-treating method, Pretreatment:
The cambridge filter that trapping has electronics smoke sol is put into 50 mL conical flasks, then is separately added into 100 μ L inner mark solutions
With the 5.0 mL1% NaOH aqueous solution, after concussion mixes, about 10 min are stood.Then 20.0 mL V are addedDichloromethane/VMethanol=4:1,
The tool plug min of oscillation extraction 40, stands 30 min, removes after a layer organic phase crosses 0.22 μm of organic phase filter membrane and be transferred to chromatography
GC-MS analyses are carried out in bottle.
4. recovery of standard addition and precision
Respectively according to basic, normal, high 3 kinds it is horizontal add 12 kinds of alkaloid standard items, each pitch-based sphere replication 5 times, experiment
It the results are shown in Table 2.As seen from table, for the average recovery of standard addition of 12 kinds of alkaloids between 96.90% ~ 105.20%, precision is not high
In 3.6%.
5. detection limit and quantitative limit
This research is quantified using internal standard method, using the concentration of each target compound as abscissa, the peak of analyte and internal standard compound
Area ratio is that ordinate establishes standard curve.With optimal conditions, it is contemplated that the concentration of target compound in electronics smoke sol
Scope, it is determined that the range of linearity of method, and according to object signal to noise ratio be 3 when corresponding concentration as detection limit, such as the institute of table 3
Show.As seen from table, the coefficient correlation of standard curve is not less than 0.997, and method detection limit is in 1.30 ~ 44.80 ng/g(Represent sword
Bridge filter disc traps the detection limit of alkaloid in every gram of aerosol granule phase substance).
In a word, GC-MS high-flux detection methods that are a kind of while determining 12 kinds of alkaloids in electronics smoke sol are established,
The Pretreatments such as extractant are optimized this method, and instrument parameter is also optimized and determined, such as chromatogram
Separation condition, Mass Spectrometry Conditions(Quantitative and qualitative ion etc.), can be same by a sample pretreatment process after this method optimization
When electronics smoke sol in 12 kinds of alkaloids, have that pretreatment process is easy to operate, analysis method flux is high, the rate of recovery and again
The advantages that renaturation is good.
Brief description of the drawings
Fig. 1 is that nicotine standard working solution selects ion flow graph;
Fig. 2 is that 11 kinds of secondary alkaloid standard working solutions select ion flow graph, wherein:1:N- methylanabasines;2:Cigarette drops
Alkali and nornicotine -2,4,5,6-d4;3:Myosmine;4:2,2 '-bipyridyl-d8;5:Anabasine;6:β-nicotyrine;7:New cigarette
Potash;8:2,3 '-bipyridyl;9:β-diene nornicotine;10:Cotinine;11:Harmine;12:Nicotelline.
Fig. 3 is 12 kinds of alkaloids and its structural formula;
Fig. 4 is extraction efficiency schematic diagram of the different extractants to target compound(Through normalization);
Fig. 5 is dichloromethane and methylene chloride/methanol mixed solution(VDichloromethane/VMethanol=4:1)To the extraction efficiency of target compound
Schematic diagram(Through normalization).
Embodiment
The present invention is further described by specific examples below, but does not limit the present invention.
Embodiment 1:
1st, instrument and reagent
Instrument:Gas chromatograph-mass spectrometer (GC-MS)(U.S.'s Agilent 7890B-5977A types);AE163 electronic balances(Sensibility reciprocal:
0.0001 g, Mettler companies of Switzerland);HY-8 velocity-modulated oscillators (Changzhou Guohua Electric Appliance Co., Ltd..
Reagent consumptive material:Nornicotine is bought by alfa, and other 11 alkaloids that grow tobacco are bought by TRC, nornicotine -2,4, and 5,
6-d4(CDN Isotopes), 2,2 '-bipyridyl-d8(CDN Isotopes), methanol(DUKSAN, chromatographically pure), dichloromethane
(DUKSAN, chromatographically pure), sodium hydroxide(Traditional Chinese medicines, analysis are pure), water used is by Milli-Q systems(Milford, MA, USA)System
.
2nd, sample pre-treatments
The cambridge filter that trapping has electronics smoke sol is put into 50 mL conical flasks, then is separately added into 100 μ L inner mark solutions
With the 5.0 mL1% NaOH aqueous solution, after concussion mixes, about 10 min are stood.Then 20.0 mL V are addedDichloromethane/VMethanol=4:1
Mixed solution, the tool plug min of oscillation extraction 40, after being stored at room temperature 30 min, removes a layer organic phase and crosses 0.22 μm of organic phase filter membrane
After be transferred in chromatography bottle progress GC-MS analyses.
3rd, instrumental conditions
The instrumental conditions of methods described are:
Chromatographic column:DB-35MS capillary chromatographic columns, stationary phase:(35%- phenyl)- methyl polysiloxane, specification:30 m ×
0.25 mm × 0.25 μm。
Injector temperature:250 ℃;Sample size:1 μL;Carrier gas:Helium(Purity >=99.999%), constant current mode, flow velocity:
1.0 mL/min。
Using two pin sample introductions, run respectively according to two groups of heating schedules:
Nicotine post heating schedule:Split sampling(Split ratio:100:1);Solvent delay:5 min;Heating schedule:Initial temperature 80
DEG C, 1 min is kept, with 20 DEG C/min speed to 200 DEG C, then with 40 DEG C/min speed to 250 DEG C, keeps 5 min.
Operation total time is 13.25 min.
Secondary alkaloid alkali post heating schedule:Splitless injecting samples;Solvent delay:12 min;Heating schedule:Initial temperature 80
DEG C, 1 min is kept, with 8 DEG C/min speed to 250 DEG C, keeps 1 min, then with 40 DEG C/min speed to 280 DEG C,
Keep 5 min.Operation total time is 29 min.
Ionization mode:Electron bombardment ionization source(EI);Ionizing energy:70 eV;Transmission line temperature:280 ℃;Ion source temperature:
250 ℃;Scan ion range:80~250 amu;Scanning of the mass spectrum mode:Select ion surveillance style(SIM)Scanning, object
And interior target retention time, it is quantitative and it is qualitative selection ion parameters it is as shown in table 1.
According to said determination method, in the case where CORESTA recommends suction mode, 12 kinds of lifes in two kinds of electronics smoke sols are measured
Alkaloids content is as shown in the table(Unit:Nicotine is mg/50 mouths, and related alkaloids are μ g/50 mouths):
Claims (2)
1. method that is a kind of while determining 12 kinds of alkaloids in electronics smoke sol, 12 kinds of alkaloids are respectively:Nicotine, N-
Methylanabasine, nornicotine, myosmine, anabasine, β-nicotyrine, anatabine, 2,3 '-bipyridyl, β-diene drop
Nicotine, cotinine, harmine, nicotelline, it is characterised in that:Trapping there is into electronics smoke sol using 1% sodium hydroxide solution
Cambridge filter in alkaloid separate out, then use VDichloromethane/VMethanol=4:1 mixed solvent carries out liquid-liquid extraction, with gas phase color
Spectrum-MS is measured, inner mark method ration;Specifically include following steps:
1)The preparation of standard working solution
Nicotine standard working solution with 5 grades of concentration gradients is prepared respectively and other 11 kinds with 8 grades of concentration gradients secondary
Alkaloid standard working solution;Wherein, the quantitative of nicotine uses nornicotine -2 using quinoline as internal standard, the quantitative of nornicotine,
4,5,6-d4As internal standard, the quantitative of other secondary alkaloids uses 2,2 '-bipyridyl-d8As internal standard;
2)Sample pre-treatments
The cambridge filter that trapping has electronics smoke sol is put into 50 mL conical flasks, then is separately added into 100 μ L inner mark solutions
With the 5.0 mL1% NaOH aqueous solution, after concussion mixes, about 10 min are stood;Then 20.0 mL V are addedDichloromethane/VMethanol=4:1
Mixed solvent, the tool plug min of oscillation extraction 40, stand 30 min, remove a layer organic phase and cross after 0.22 μm of organic phase filter membrane and turn
Move on to progress GC-MS analyses in chromatography bottle;
3)Gas chromatography-mass spectrometry analysis
Mass detector is equipped with using gas chromatograph to analyze made testing sample solution and standard working solution, is obtained
Related chromatogram;Wherein, two kinds of different analytical procedures, its analysis condition is respectively adopted in nicotine and 11 kinds of secondary analysis of alkaloids
For:
Chromatographic column is DB-35MS capillary chromatographic columns, specification:30 m × 0.25 mm × 0.25 μm;Injector temperature:
250 ℃;Sample size:1 μL;Carrier gas:Helium(Purity >=99.999%), constant current mode, flow velocity:1.0 mL/min;
Using two pin sample introductions, run respectively according to two groups of heating schedules:
Nicotine post heating schedule:Split sampling(Split ratio:100:1);Solvent delay:5 min;Heating schedule:Initial temperature 80
DEG C, 1 min is kept, with 20 DEG C/min speed to 200 DEG C, then with 40 DEG C/min speed to 250 DEG C, keeps 5 min,
Operation total time is 13.25 min;
Secondary alkaloid alkali post heating schedule:Split sampling(Split ratio:10:1);Solvent delay:12 min;Heating schedule:Just
80 DEG C of beginning temperature, 1 min is kept, with 8 DEG C/min speed to 250 DEG C, keep 1 min, then the speed with 40 DEG C/min
To 280 DEG C, 5 min are kept, operation total time is 29 min;
Ionization mode:Electron bombardment ionization source(EI);Ionizing energy:70 eV;Transmission line temperature:280 ℃;Ion source temperature:250
℃;Scan ion range:80~250 amu;Scanning of the mass spectrum mode:Select ion surveillance style(SIM)Scanning, object and interior
Target retention time, it is quantitative and it is qualitative selection ion parameters it is as shown in table 1 below;
4)Specification Curve of Increasing and result calculate.
2. according to the method for claim 1, it is characterised in that:The capture method of electronics smoke sol is to use cigarette smoking
Pattern carries out suction trapping to electronic cigarette, and electronic cigarette suction mode can be standard aspiration pattern(ISO), Canadian depth suction mould
Formula(HCI)Or other suction modes.
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