CN104897768A - Method for rapidly determining morphine, codeine, thebaine, papaverine and narcotine in hot-pot food - Google Patents
Method for rapidly determining morphine, codeine, thebaine, papaverine and narcotine in hot-pot food Download PDFInfo
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- CN104897768A CN104897768A CN201510353193.3A CN201510353193A CN104897768A CN 104897768 A CN104897768 A CN 104897768A CN 201510353193 A CN201510353193 A CN 201510353193A CN 104897768 A CN104897768 A CN 104897768A
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- XQYZDYMELSJDRZ-UHFFFAOYSA-N papaverine Chemical compound C1=C(OC)C(OC)=CC=C1CC1=NC=CC2=CC(OC)=C(OC)C=C12 XQYZDYMELSJDRZ-UHFFFAOYSA-N 0.000 title claims abstract description 44
- OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 title claims abstract description 40
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 title claims abstract description 38
- AKNNEGZIBPJZJG-MSOLQXFVSA-N (-)-noscapine Chemical compound CN1CCC2=CC=3OCOC=3C(OC)=C2[C@@H]1[C@@H]1C2=CC=C(OC)C(OC)=C2C(=O)O1 AKNNEGZIBPJZJG-MSOLQXFVSA-N 0.000 title claims abstract description 22
- 229930008281 A03AD01 - Papaverine Natural products 0.000 title claims abstract description 22
- FQXXSQDCDRQNQE-UHFFFAOYSA-N markiertes Thebain Natural products COC1=CC=C2C(N(CC3)C)CC4=CC=C(OC)C5=C4C23C1O5 FQXXSQDCDRQNQE-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 229960001789 papaverine Drugs 0.000 title claims abstract description 22
- 229930003945 thebaine Natural products 0.000 title claims abstract description 22
- FQXXSQDCDRQNQE-VMDGZTHMSA-N thebaine Chemical compound C([C@@H](N(CC1)C)C2=CC=C3OC)C4=CC=C(OC)C5=C4[C@@]21[C@H]3O5 FQXXSQDCDRQNQE-VMDGZTHMSA-N 0.000 title claims abstract description 22
- 229960004126 codeine Drugs 0.000 title claims abstract description 20
- 235000013305 food Nutrition 0.000 title claims abstract description 20
- OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 229960005181 morphine Drugs 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 17
- AKNNEGZIBPJZJG-UHFFFAOYSA-N alpha-noscapine Natural products CN1CCC2=CC=3OCOC=3C(OC)=C2C1C1C2=CC=C(OC)C(OC)=C2C(=O)O1 AKNNEGZIBPJZJG-UHFFFAOYSA-N 0.000 title abstract 5
- PLPRGLOFPNJOTN-UHFFFAOYSA-N narcotine Natural products COc1ccc2C(OC(=O)c2c1OC)C3Cc4c(CN3C)cc5OCOc5c4OC PLPRGLOFPNJOTN-UHFFFAOYSA-N 0.000 title abstract 5
- 150000002500 ions Chemical class 0.000 claims abstract description 55
- 238000000375 direct analysis in real time Methods 0.000 claims abstract description 13
- 238000001819 mass spectrum Methods 0.000 claims abstract description 13
- 238000012063 dual-affinity re-targeting Methods 0.000 claims abstract description 7
- PBCJIPOGFJYBJE-UHFFFAOYSA-N acetonitrile;hydrate Chemical compound O.CC#N PBCJIPOGFJYBJE-UHFFFAOYSA-N 0.000 claims abstract description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000001097 direct analysis in real time mass spectrometry Methods 0.000 claims abstract description 3
- 238000010813 internal standard method Methods 0.000 claims abstract description 3
- 238000010200 validation analysis Methods 0.000 claims abstract description 3
- 239000004519 grease Substances 0.000 claims description 6
- 238000005259 measurement Methods 0.000 claims description 5
- 238000003556 assay Methods 0.000 claims description 3
- 239000000284 extract Substances 0.000 claims description 3
- 238000004445 quantitative analysis Methods 0.000 claims description 3
- 238000004451 qualitative analysis Methods 0.000 claims description 2
- 238000004364 calculation method Methods 0.000 abstract 1
- 240000001090 Papaver somniferum Species 0.000 description 3
- 229930013930 alkaloid Natural products 0.000 description 3
- 230000033228 biological regulation Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 150000003797 alkaloid derivatives Chemical class 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 238000000589 high-performance liquid chromatography-mass spectrometry Methods 0.000 description 2
- 239000003547 immunosorbent Substances 0.000 description 2
- 235000006502 papoula Nutrition 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 206010052804 Drug tolerance Diseases 0.000 description 1
- 235000008753 Papaver somniferum Nutrition 0.000 description 1
- 206010041349 Somnolence Diseases 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 210000002249 digestive system Anatomy 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 208000030172 endocrine system disease Diseases 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000026781 habituation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000007726 management method Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007334 memory performance Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000013439 planning Methods 0.000 description 1
- 238000003969 polarography Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 239000004089 psychotropic agent Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010223 real-time analysis Methods 0.000 description 1
- 238000012764 semi-quantitative analysis Methods 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
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- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
Abstract
The invention discloses a method for rapidly determining morphine, codeine, thebaine, papaverine and narcotine in hot-pot food and belongs to the field of food safety. The method includes extracting the morphine, the codeine, the thebaine, the papaverine and the narcotine in the hot-pot food by water-acetonitrile (V-V, 1:1), removing oil and fat (food containing oil and fat) by normal hexane, qualitatively and quantitatively analyzing by DART-MS/MS (direct analysis in real time ion source-mass spectrum/mass spectrum), and performing quantitative calculation and methodology validation according to an internal standard method. Conditions of a mass spectrometer include that an ionization mode is a positive ion mode, the DART ion source temperature is 350 DEG C, grid-electrode voltage is 350V, voltage of a mass spectrum-mass analyzer is 4,000V, ion strength of parent ions/quantitative ions/qualitative ions is that the morphine 286/181/165, the morphine -D3 289/165/152, the codeine 300-215-165, the codeine -D303/215/165, the thebaine 312/58/249, the papaverine 340/202/171 and the narcotine 414/220/353 (wherein the thebaine, the papaverine and the narcotine take the codeine -D3 as an internal standard), and secondary scanning serves as a scanning mode.
Description
Technical field
The invention belongs to field of food safety, be specifically related to a kind of method of morphine, codeine, thebaine, papaverine and coscopin in Fast Measurement chafing dish food.
Background technology
Morphine, codeine, thebaine, the alkaloid such as papaverine and coscopin is the principal ingredient in opium poppy shell, suck opium poppy shell and goods thereof for a long time, there will be and feel cold, cold perspiration, weak, lean and haggard, the symptom such as to feel sleepy, people's notice can be caused, the phenomenon of the decline of thinking and memory performance, may to nervous system time serious, digestive system causes damage, there is the symptoms such as endocrinopathy, even can cause breath stopped and dead, also can cause smoker on psychology physiological, produce very strong dependence, cause serious toxicomania, the health of serious harm consumer.
China forbids that pappy shell is as food additives, but because poppy capsule alkaloid makes people's habituation can to people's pleasant sensation, some illegal businessmans and restaurant, in order to seek exorbitant profit, add the violated raw material such as pappy shell and soaking object thereof in chafing dish food, make taste of food delicious, attract a more person sponging on an aristocrat.Therefore, international treaties are forbidden for food about regulation morphine, codeine, thebaine, papaverine and coscopin 5 kinds of alkaloids in arcotic and psychotropic agent management guidance principle, and country defends planning commission, the Ministry of Public Security, National Drug Administration relevant laws and regulations regulation are forbidden in food, use pappy shell (seed).
At present, the detection method that morphine, codeine, thebaine, papaverine and coscopin are common has: HPLC method, HPLC-MS/MS method, GC method, GC-MS method, euzymelinked immunosorbent assay (ELISA), polarography, thin-layered chromatography etc.Wherein HPLC method, HPLC-MS/MS method, GC method, GC-MS method precision is high, and sensitivity is good, but all needs to carry out complicated pre-treatment and chromatographic resolution to sample, length consuming time and cost is high.Euzymelinked immunosorbent assay (ELISA) is easy and simple to handle, fast, but poor specificity, precision is low, larger by surrounding environment influence.
Direct real-time analysis mass spectrum (direct analysis in real time, DART) is a kind of new mass spectrum ionization technique.Its principle is directly under atmospheric conditions, neutral or inert gas (as nitrogen or helium) produces excited atom through electric discharge, Fast Heating and electric field acceleration are carried out to this excited atom, make it resolve and moment the significant compound on ionization testing sample surface or testing compound after carry out mass spectrum or tandem mass spectrum detects.The sample of DART is without the need to the sample preparation of complexity and preparation, can in seconds analyze the compound being present in gas, liquid, solid or material surface, thus decrease sample loss, quantitative and semi-quantitative analysis can be carried out fast, and then realize the Direct Analysis in Real Time of sample.
Summary of the invention
The object of this invention is to provide a kind of method of morphine, codeine, thebaine, papaverine and coscopin in Fast Measurement chafing dish food.
For achieving the above object, the present invention adopts following technical scheme:
Morphine, codeine, thebaine, papaverine and coscopin use water-acetonitrile (V/V in chafing dish food, 1: 1) extract, grease (food containing grease) removed by normal hexane, use Direct Analysis in Real Time ion gun tandem mass spectrum (DART-MS/MS) to carry out qualitative and quantitative analysis, and quantitatively calculate and Method validation by internal standard method.Mass spectrometer condition: ionize as positive ion mode, DART ion source temperature 350 DEG C, grid step voltage 350V, mass spectrum mass analyzer voltage 4000V, parent ion/quota ion/qualitative ion: morphine 286/181/165, morphine-D3 289/165/152, codeine 300/215/165, codeine-D3 303/215/165, thebaine 312/58/249, papaverine 340/202/171, coscopin 414/220/353 are (wherein, thebaine, papaverine and coscopin are all interior mark with codeine-D3), scan pattern: secondary scans.
Embodiment
Mode below by embodiment further illustrates the present invention, but does not therefore limit the present invention among described scope of embodiments.
Accurately take 5g chafing dish food sample in 50mL centrifuge tube, add interior mark (morphine-D3 and codeine-D3) the 100 μ L that concentration is 1mg/kg, water-acetonitrile (the V/V of 5mL, 1: 1), grease (food containing grease) removed by 10mL normal hexane, vortex mixes, the centrifugal 5min of 10000rpm, draws extract 2 μ L loading in centrifuge tube.Measure the ionic strength of secondary ion morphine m/z181, morphine-D3m/z165, codeine m/z215, codeine-D3m/z215, thebaine m/z58, papaverine m/z202, coscopin m/z220 with DART ion gun tandem mass spectrum, adopt Internal standard curve method quantitative.
Mass spectrometer condition: ionize as positive ion mode, DART ion source temperature 350 DEG C, grid step voltage 350V, mass spectrum mass analyzer voltage 4000V, parent ion/quota ion/qualitative ion: morphine 286/181/165, morphine-D3 289/165/152, codeine 300/215/165, codeine-D3 303/215/165, thebaine 312/58/249, papaverine 340/202/171, coscopin 414/220/353 are (wherein, thebaine, papaverine and coscopin are all interior mark with codeine-D3), scan pattern: secondary scans.
Experimental result shows, the inventive method measurement result is consistent with National Standard Method.
It is finally noted that the object publicizing and implementing mode is to help to understand the present invention further.But it will be appreciated by those skilled in the art that: not departing from the spirit and scope of the claims in the present invention, various substitutions and modifications are all possible.Therefore, the present invention should not be limited to the content disclosed in embodiment.The scope that the scope of protection of present invention defines with claims is as the criterion.
Claims (3)
1. the method for morphine, codeine, thebaine, papaverine and coscopin in a Fast Measurement chafing dish food, it is characterized in that: morphine, codeine, thebaine, papaverine and coscopin water-acetonitrile (V/V in chafing dish food, 1: 1) extract, grease (food containing grease) removed by normal hexane, use Direct Analysis in Real Time ion gun tandem mass spectrum (DART-MS/MS) to carry out qualitative and quantitative analysis, quantitatively calculate and Method validation with internal standard method.
2. the Direct Analysis in Real Time ion gun tandem mass spectrum rapid assay methods in claim 1, is characterized in that: mass spectrometer condition: ionize as positive ion mode, DART ion source temperature 350 DEG C, grid step voltage 350V, mass spectrum mass analyzer voltage 4000V; Parent ion/quota ion/qualitative ion: morphine 286/181/165, morphine-D3 289/165/152, codeine 300/215/165, codeine-D3 303/215/165, thebaine 312/58/249, papaverine 340/202/171, coscopin 414/220/353 (wherein, thebaine, papaverine and coscopin be all interior mark with codeine-D3); Scan pattern: secondary scans.
3. the secondary scan pattern in claim 2, is characterized in that: it is quota ion that morphine selects specific charge under the collision energy of 39eV to be the daughter ion of m/z181, and under the collision energy of 38eV, specific charge is the daughter ion of m/z165 is auxiliary qualitative ion; It is quota ion that morphine-D3 selects specific charge under the collision energy of 41eV to be the daughter ion of m/z165, and under the collision energy of 53eV, specific charge is the daughter ion of m/z152 is auxiliary qualitative ion; It is quota ion that codeine selects specific charge under the collision energy of 23eV to be the daughter ion of m/z215, and under the collision energy of 37eV, specific charge is the daughter ion of m/z165 is auxiliary qualitative ion; It is quota ion that codeine-D3 selects specific charge under the collision energy of 20eV to be the daughter ion of m/z215, and under the collision energy of 46eV, specific charge is the daughter ion of m/z165 is auxiliary qualitative ion; It is quota ion that thebaine selects specific charge under the collision energy of 14eV to be the daughter ion of m/z58, and under the collision energy of 11eV, specific charge is the daughter ion of m/z249 is auxiliary qualitative ion; It is quota ion that papaverine selects specific charge under the collision energy of 24eV to be the daughter ion of m/z202, and under the collision energy of 37eV, specific charge is the daughter ion of m/z171 is auxiliary qualitative ion; It is quota ion that coscopin selects specific charge under the collision energy of 21eV to be the daughter ion of m/z220, and under the collision energy of 22eV, specific charge is the daughter ion of m/z353 is auxiliary qualitative ion.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106468690A (en) * | 2016-09-05 | 2017-03-01 | 山东世通检测评价技术服务有限公司 | A kind of method measuring papaverine and narcotine in prepared food meat productss |
| CN106814154A (en) * | 2016-04-06 | 2017-06-09 | 中国计量科学研究院 | The quick screening method of sulfa antibiotics in a kind of honey matrix |
| CN107102075A (en) * | 2017-04-20 | 2017-08-29 | 广东产品质量监督检验研究院 | A kind of method of illegal addition pappy shell in quick discriminating herbal tea |
| CN108717089A (en) * | 2018-05-25 | 2018-10-30 | 三明出入境检验检疫局综合技术服务中心 | A kind of rapid detection method of papaverine, coscopin and thebaine |
| CN109839422A (en) * | 2017-11-27 | 2019-06-04 | 中国科学院大连化学物理研究所 | A kind of method of Quick narcotics appraising and constituent analysis |
| CN113970608A (en) * | 2021-10-25 | 2022-01-25 | 西安市食品药品检验所(西安市药品不良反应监测中心) | Method for detecting 7 stimulants in spices |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106814154A (en) * | 2016-04-06 | 2017-06-09 | 中国计量科学研究院 | The quick screening method of sulfa antibiotics in a kind of honey matrix |
| CN106468690A (en) * | 2016-09-05 | 2017-03-01 | 山东世通检测评价技术服务有限公司 | A kind of method measuring papaverine and narcotine in prepared food meat productss |
| CN107102075A (en) * | 2017-04-20 | 2017-08-29 | 广东产品质量监督检验研究院 | A kind of method of illegal addition pappy shell in quick discriminating herbal tea |
| CN107102075B (en) * | 2017-04-20 | 2020-02-04 | 广东产品质量监督检验研究院 | Method for rapidly identifying illegally added poppy shells in herbal tea |
| CN109839422A (en) * | 2017-11-27 | 2019-06-04 | 中国科学院大连化学物理研究所 | A kind of method of Quick narcotics appraising and constituent analysis |
| CN108717089A (en) * | 2018-05-25 | 2018-10-30 | 三明出入境检验检疫局综合技术服务中心 | A kind of rapid detection method of papaverine, coscopin and thebaine |
| CN113970608A (en) * | 2021-10-25 | 2022-01-25 | 西安市食品药品检验所(西安市药品不良反应监测中心) | Method for detecting 7 stimulants in spices |
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| CI02 | Correction of invention patent application |
Correction item: Inventor Correct: Li Yi|Wang Weixia|Xiong Xiaohui False: Xiong Xiaohui|Wang Weixia|Li Yi Number: 36 Page: The title page Volume: 31 |
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| ERR | Gazette correction | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20150909 |