CN106855549B - It is a kind of fire sesame oil in tetrahydrocannabinol detection pre-treating method - Google Patents
It is a kind of fire sesame oil in tetrahydrocannabinol detection pre-treating method Download PDFInfo
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Abstract
The invention discloses a kind of pre-treating methods of tetrahydrocannabinol detection in fiery sesame oil, belong to analysis determining technology field.Method of the invention is extracted using acetonitrile, and the method for freezing processing and dispersive solid-phase extraction agent purifies extracting solution, is analyzed after filtering for instrument.The present invention compensates for pre-treating method matrix in existing safety standard and is total to the excessively high deficiency of extractive content, it is easy to operate, favorable reproducibility, the content that extracting solution mesostroma is total to extract is down to 1.90mg/mL, matrix is total to extract removal rate up to 81.5%, and the relative standard deviation of tetrahydrocannabinol is 1.8%~4.7%, and the rate of recovery of tetrahydrocannabinol has been effectively ensured, purification has effectively removed the impurity in sample extracting solution simultaneously, reduces the pollution to detecting instrument.
Description
Technical field
The present invention relates to a kind of pre-treating methods of tetrahydrocannabinol detection in fiery sesame oil, belong to analysis determining technology neck
Domain.
Background technique
Fiery fiber crops also known as hemp, Chinese fiber crops, are a kind of annual herb plants, be distributed widely in China Guangxi, Yunnan, Gansu,
The ground such as Heilungkiang, great edible and medical value.Fiery fiber crops seed containing 20~25% albumen, 20~30% carbohydrate, 25~
35% lipid, 10~15% fibers and minerals abundant.Content of polyunsaturated fatty acid is up to nearly 80% in fiery sesame oil,
Linoleic acid and linolenic proportional balancing method, reach 3:1 or so, meet the best less than or equal to 4:1 of International Health Organization recommendation
The characteristics of ratio, is beneficial to health.Fiery sesame oil has effects that delay artery sclerosis, prevention cardiovascular and cerebrovascular disease, is value
The long-lived oil plant that must recommend.Gamma-Linolenic acid abundant also imparts the very high industrial value of fiery sesame oil, such as prepares skin care item
Deng.
Although fiery sesame oil has high nutritive value, also contain some substances for being unfavorable for human health, wherein δ 9-
Tetrahydrocannabinol is a kind of toxic component, acts on cardiovascular system and central nervous system, causes people to generate relaxation glad
Illusion or stupor of being sunk into sleep, long-term intake can lead to spiritual degeneration or even disablement.In existing detection technique, ginseng
The detection method in social public security standard GA/T 206-99 is examined, fiery sesame oil sample passes through direct injected after n-hexane dissolution
In chromatographic apparatus, the process for not extracting and cleaning forms the positions such as serious matrix interference and pollution chromatographic column, detector.
And existing some other detection methods generally use method of the solid phase extraction column as decontamination substrate, when pre-treatment operates
Between long (time needed for usual dedoping step be up to 1~2h), and (generate 50 there are at high cost, elution solvent for use amount is big
The discard solution of~150mL) the disadvantages of.Therefore, optimize to the pretreatment process of tetrahydrocannabinol detection in fiery sesame oil for obtaining
Obtaining more accurate testing result is necessary.
Summary of the invention
In order to make up for the deficiencies of the prior art, the present invention provides a kind of pre-treatment side of tetrahydrocannabinol detection in fiery sesame oil
Method, the method includes extraction, adsorption-edulcoration, nitrogen to blow, redissolves and filters；It is described absorption be using aluminium oxide as cleaner, according to
Aluminium oxide is added into fiery sesame oil for 20~30mg aluminium oxide/g fire sesame oil amount, shakes 50~70s.
In one embodiment of the invention, the extraction is using acetonitrile as extractant, by the ratio of 1g:8~12mL
Acetonitrile is added into fiery sesame oil in example, is extracted at 20~25 DEG C, then at -10~30 DEG C of 60~240min of freezing.
In one embodiment of the invention, the extraction conditions are as follows: accurately weigh 1.00g fire sesame oil, it is added 8~
12mL acetonitrile solution, 50~70s of vortex oscillation.
In one embodiment of the invention, it is described absorption be by liquid extracted by 2.5~3.5mL:20~
Aluminium oxide is added in the ratio of 30mg, is centrifuged 2~4min after shaking 50~70s.
In one embodiment of the invention, it is to use N that the nitrogen, which is blown,2Liquid is dried up.
In one embodiment of the invention, the redissolution is after addition tribenzylamine-hexane mixture blows nitrogen
Substance is redissolved.
In one embodiment of the invention, the tribenzylamine-hexane mixture concentration be 30 μ g tribenzylamines/mL just
Hexane.
In one embodiment of the invention, the filtering is filtered with 0.22 μm of organic filter membrane.
In one embodiment of the invention, the pre-treatment the following steps are included:
(1) 1.0g fire sesame oil is weighed in 50mL centrifuge tube, and 8~12mL acetonitrile solution is added and is extracted, vortex oscillation
It mixes, stands；
(2) the centrifuge tube level equipped with fiery sesame oil and acetonitrile solution in step (1) stands to 110 in -30~-10 DEG C~
130min；
(3) upper solution after stratification in step (2) is moved into the centrifuge tube equipped with 20~30mg neutral alumina
In, 50~70s, centrifugation are shaken at 20~25 DEG C；
(4) supernatant after centrifugation in step (3) is transferred in centrifuge tube, in N2Lower drying is residual to no acetonitrile solution
It stays, 0.5mL inner mark solution (30 μ g tribenzylamines/mL n-hexane) dissolution is added；
(5) sample liquid obtained in step (4) is transferred in sample injection bottle through 0.22 μm of organic filter membrane.
A second object of the present invention is to provide a kind of detection method of tetrahydrocannabinol in fiery sesame oil, the method includes
Following steps: (1) the application pre-treating method carries out pre-treatment to fiery sesame oil；(2) it is dried up by every 2.5~3.5mL extract liquor
Inner mark solution is added in the ratio that 0.5mL is added afterwards；(3), gas chromatographic detection.
In one embodiment of the invention, the testing conditions are as follows: using the HP-5 (μ of 30m × 0.32mm × 0.25
M) chromatographic column: temperature program: 80 DEG C of holding 1min rise to 230 DEG C with 30 DEG C/min rate, then rise to the rate of 5 DEG C/min
280 DEG C, keep 10min；Injector temperature: 250 DEG C, detector temperature: 300 DEG C；Carrier gas is nitrogen, flow velocity 1.2mL/min；Into
Sample amount: 1 μ L；Split ratio: 10:1.
The present invention also provides the pre-treating method answering in terms of the product testing containing tetrahydrocannabinol and its derivative
With.
The utility model has the advantages that the present invention pre-treating method that tetrahydrocannabinol detects in fiery sesame oil simplifies pre-treatment step,
And the interference components such as triglycerides and pigment in fiery sesame oil can be effectively removed, the content that extracting solution mesostroma is total to extract is down to
1.90mg/mL, matrix are total to extract removal rate up to 81.5%, and the relative standard deviation of tetrahydrocannabinol is 1.8%~4.7%,
Having many advantages, such as easy to operate, saving solvent, energy conservation and environmental protection simultaneously, the discard solution of generation is short less than 10mL, pre-treatment used time,
Sample after pre-treatment meets the requirement of detection.
Specific embodiment
2014 gas chromatographs, Japanese Shimadzu Corporation；Neutral alumina, 100~200 mesh, the big fine jade in Wuhan win star biology section
Skill Co., Ltd.
Reagent: tribenzylamine, lark prestige Science and Technology Ltd.；Acetonitrile analyzes pure, Sinopharm Chemical Reagent Co., Ltd.；
Standard substance: the methanol standard solution of tetrahydrocannabinol is 1mg/mL, Sigma Co., USA.
Embodiment 1
(1) pre-treatment: accurately weighing the fiery sesame oil of 1.0g (being accurate to 0.01g) in 50mL centrifuge tube, 10mL acetonitrile be added,
Vortex oscillation mixes 60s, stands.After centrifuge tube is horizontally arranged 120min in -20 DEG C of refrigerators, 3mL upper solution is moved to
In 15mL centrifuge tube containing 30mg neutral alumina, 60s is shaken, 3.0min is centrifuged under conditions of 4000rpm, takes on 2mL
Clear liquid is in N2Lower drying is dissolved with 0.5mL internal standard (30 μ g tribenzylamines/mL n-hexane) solution.Acquired solution is analytical solution,
After the membrane filtration of 0.22 μm of polytetrafluoroethylene (PTFE), sample liquid is to be determined, measures sample liquid mesostroma and is total to extract quality and is
1.90mg/mL, repeated RSD are 1.25%.
(2) detection of sample: the standard solution of different gradients is injected separately into gas-chromatography, is quantified with internal standard method
Analysis carries out regression analysis with the tetrahydrocannabinol concentration that compares of the chromatographic peak area of tetrahydrocannabinol and internal standard substance, obtains
To standard curve.Sample extracting solution injection gas-chromatography is measured at identical conditions, it is big to measure tetrahydro in sample liquid
The ratio between numb phenol and the chromatographic peak area of internal standard compound, bring standard curve into, obtain tetrahydrocannabinol content in sample liquid, then basis
The Mass Calculation of sample representated by sample liquid obtains the content of tetrahydrocannabinol in sample.
Wherein chromatographic condition are as follows: chromatographic column: HP-5 (30m × 0.32mm × 0.25 μm)；Temperature program: 80 DEG C of holdings
1min rises to 230 DEG C with 30 DEG C/min rate, then rises to 280 DEG C with the rate of 5 DEG C/min, keeps 10min；Injector temperature:
250 DEG C, detector temperature: 300 DEG C；Carrier gas is nitrogen, flow velocity 1.2mL/min；Sample volume: 1 μ L；Split ratio: 10:1.
Regression analysis is carried out with the tetrahydrocannabinol concentration that compares of the chromatographic peak area of tetrahydrocannabinol and internal standard substance, is obtained
To standard curve: y=(0.0225 ± 7.51e-5.0) x+ (0.0089 ± 0.0094), related coefficient 0.9975.
Fiery sesame oil sample is chosen, adds the tetrahydrocannabinol standard solution of 30,60,90 μ g/g concentration levels respectively, and is pressed
The determination of residual amount is carried out according to above-mentioned processing step, measurement concentration is compared with tetrahydrocannabinol theory addition concentration, is obtained
Tetrahydrocannabinol TIANZHU XINGNAO Capsul, each pitch-based sphere are measured in parallel 6 times, obtain its relative standard deviation.Tetrahydrocannabinol recycling
Rate 92.3%~94.9%, relative standard deviation are 1.8%~4.7%.
It is right with 10 times of signal-to-noise ratio (S/N) as detection limit using target concentration in the corresponding sample of 3 times of signal-to-noise ratio (S/N)
For target concentration as quantitative limit, the detection of tetrahydrocannabinol is limited to 0.72 μ g/mL in the sample answered.
Embodiment 2
The fiery sesame oil of 1.0g (being accurate to 0.01g) is accurately weighed in 50mL centrifuge tube, 10mL acetonitrile is added, vortex oscillation is mixed
Even 60s is stood.After centrifuge tube is horizontally arranged 120min in -30 DEG C of refrigerators, 3mL upper solution is moved to containing in 20mg
Property aluminium oxide 15mL centrifuge tube in, shake 60s, 3.0min is centrifuged under conditions of 4000rpm, takes 2mL supernatant in N2Under
Drying is dissolved with 0.5mL internal standard (30 μ g tribenzylamines/mL n-hexane) solution.Acquired solution is analytical solution, poly- through 0.22 μm
After the membrane filtration of tetrafluoroethene, sample liquid is to be determined, and measuring sample liquid mesostroma and being total to extract quality is 2.03mg/mL, weight
Renaturation RSD is 1.92%.
Embodiment 3
The fiery sesame oil of 1.0g (being accurate to 0.01g) is accurately weighed in 50mL centrifuge tube, 10mL acetonitrile is added, vortex oscillation is mixed
Even 60s is stood.After centrifuge tube is horizontally arranged 120min in -20 DEG C of refrigerators, 3mL upper solution is moved to containing in 25mg
Property aluminium oxide 15mL centrifuge tube in, shake 50s, 3.0min is centrifuged under conditions of 4000rpm, takes 2mL supernatant in N2Under
Drying is dissolved with 0.5mL internal standard (30 μ g tribenzylamines/mL n-hexane) solution.Acquired solution is analytical solution, poly- through 0.22 μm
After the membrane filtration of tetrafluoroethene, sample liquid is to be determined, and measuring sample liquid mesostroma and being total to extract quality is 1.99mg/mL, weight
Renaturation RSD is 1.48%.
Embodiment 4
The fiery sesame oil of 1.0g (being accurate to 0.01g) is accurately weighed in 50mL centrifuge tube, 10mL acetonitrile is added, vortex oscillation is mixed
Even 60s is stood.After centrifuge tube is horizontally arranged 120min in -10 DEG C of refrigerators, 3mL upper solution is moved to containing in 30mg
Property aluminium oxide 15mL centrifuge tube in, shake 60s, 3.0min is centrifuged under conditions of 4000rpm, takes 2mL supernatant in N2Under
Drying is dissolved with 0.5mL internal standard (30 μ g tribenzylamines/mL n-hexane) solution.Acquired solution is analytical solution, poly- through 0.22 μm
After the membrane filtration of tetrafluoroethene, sample liquid is to be determined, and measuring sample liquid mesostroma and being total to extract quality is 2.06mg/mL, weight
Renaturation RSD is 2.15%.
Reference examples 1
The fiery sesame oil of 1.0g (being accurate to 0.01g) is accurately weighed in 50mL centrifuge tube, 10mL acetonitrile is added, vortex oscillation is mixed
Even 60s is stood.Take 2mL supernatant in N2Lower drying is dissolved with 0.5mL internal standard (30 μ g tribenzylamines/mL n-hexane) solution.Institute
Obtaining solution is analytical solution, and after the membrane filtration of 0.22 μm of polytetrafluoroethylene (PTFE), sample liquid is to be determined, measures base in sample liquid
It is 10.49mg/mL that matter, which is total to extract quality, and repeated RSD is 5.61%.
Reference examples 2
The fiery sesame oil of 1.0g (being accurate to 0.01g) is accurately weighed in 50mL centrifuge tube, 10mL acetonitrile is added, vortex oscillation is mixed
Even 60s is stood.After centrifuge tube is horizontally arranged 120min in -20 DEG C of refrigerators, take 2mL supernatant in N2Lower drying is used
The dissolution of 0.5mL internal standard (30 μ g tribenzylamines/mL n-hexane) solution.Acquired solution is analytical solution, through 0.22 μm of polytetrafluoroethyl-ne
After the membrane filtration of alkene, sample liquid is to be determined, and measuring sample liquid mesostroma and being total to extract quality is 5.17mg/mL, repeated RSD
It is 4.82%.
Reference examples 3
Pre-treatment: the fiery sesame oil of 1.0g (being accurate to 0.01g) is accurately weighed in 50mL centrifuge tube, 10mL acetonitrile, whirlpool is added
Rotation oscillation mixes 60s, stands.3mL upper solution is moved in the 15mL centrifuge tube containing 25mg neutral alumina, 60s is shaken,
It is centrifuged 3.0min under conditions of 4000rpm, takes 2mL supernatant in N2Lower drying, with 0.5mL internal standard, (30 μ g tribenzylamines/mL is just
Hexane) solution dissolution.Acquired solution is analytical solution, and after the membrane filtration of 0.22 μm of polytetrafluoroethylene (PTFE), sample liquid is to be measured
Fixed, measuring sample liquid mesostroma and being total to extract quality is 5.98mg/mL, and repeated RSD is 4.29%.
Reference examples 4
Sample pre-treatments are carried out in the same manner as shown in Example 1, and difference is, using florisil silica as adsorbent
Instead of aluminium oxide.Measuring sample liquid mesostroma and being total to extract quality is 3.00mg/mL, and repeated RSD is 2.58%.
Reference examples 5
Sample pre-treatments are carried out in the same manner as shown in Example 1, and difference is, using multi-walled carbon nanotube as absorption
Agent replaces aluminium oxide.Measuring sample liquid mesostroma and being total to extract quality is 4.35mg/mL, and repeated RSD is 4.16%.
Although the present invention has been described by way of example and in terms of the preferred embodiments, it is not intended to limit the invention, any to be familiar with this skill
The people of art can do various change and modification, therefore protection model of the invention without departing from the spirit and scope of the present invention
Enclosing subject to the definition of the claims.
Claims (9)
1. the pre-treating method of tetrahydrocannabinol detection in a kind of fire sesame oil, which is characterized in that in turn include the following steps: extraction
It takes, freezing processing, adsorption-edulcoration, nitrogen blow, redissolve and filters；The extraction is with acetonitrile extraction, by 1g fire sesame oil: 8~12mL
Acetonitrile, 50~70s of vortex oscillation under the conditions of 20~25 DEG C is added in the ratio of acetonitrile；The freezing processing is at -30~-10 DEG C
Freeze 60~240min；The adsorption-edulcoration is using aluminium oxide as cleaner, according to 20~30mg aluminium oxide/g fire sesame oil amount
Aluminium oxide is added into fiery sesame oil and carries out removal of impurities absorption.
2. the method according to claim 1, wherein aluminium oxide is added into liquid extracted, concussion 50~
70s。
3. according to the method described in claim 2, it is characterized in that, using N2By the liquid drying after adsorption-edulcoration.
4. method according to claim 1 or 3, which is characterized in that after addition tribenzylamine-hexane mixture blows nitrogen
Substance redissolves.
5. according to the method described in claim 4, it is characterized in that, the tribenzylamine-hexane mixture concentration is 20~30 μ
G tribenzylamine/mL n-hexane.
6. the method according to claim 1, wherein being filtered with 0.22 μm of organic filter membrane.
7. the method according to claim 1, wherein the pre-treatment is successively as follows:
(1) 1.0g fire sesame oil is weighed, 8~12mL acetonitrile solution is added and is extracted, vortex oscillation mixes, and stands；
(2) solution finished will be extracted in step (1) in -30~-10 DEG C of 110~130min of standing；
(3) 20~30mg neutral alumina is added into the upper solution after step (2) stratification, shakes 50 at 20~25 DEG C
~70s, centrifugation；
(4) supernatant in collection step (3) after centrifugation, uses N2Drying to no acetonitrile solution remains, and addition 0.5mL concentration is 30 μ
The dissolution of g tribenzylamine/mL n-hexane solution；
(5) solution after redissolving step (4) is through 0.22 μm of organic membrane filtration.
8. the detection method of tetrahydrocannabinol in a kind of fire sesame oil, described method includes following steps: (1) applying claim 1
The pre-treating method carries out pre-treatment to fiery sesame oil；(2) gas chromatographic detection.
9. application of the method described in claim 1 in product of the detection containing tetrahydrocannabinol.
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| CN109917031A (en) * | 2019-02-28 | 2019-06-21 | 西藏育宁生物科技有限责任公司 | A method of cannabinoids content in measurement cannabidiol crude product |
| CN109796311A (en) * | 2019-03-25 | 2019-05-24 | 黑龙江阳光工业大麻研究院 | A method of purifying cannabidiol from abandoned reagents |
| CN112285233B (en) * | 2020-10-22 | 2022-05-13 | 三明海关综合技术服务中心 | Pretreatment method for detecting cannabinoids new psychoactive substances in grease |
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| CN105738534A (en) * | 2014-12-08 | 2016-07-06 | 中粮集团有限公司 | Method for fast detection of butylated hydroxyanisole (BHA), 2, 6-ditertbutyl-4 methylphenol (BHT) and tert-butylhydroquinone (TBHQ) of plant oil sample and pre-treatment method |
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