JP2021110738A - ピロリジジンアルカロイドの分析方法 - Google Patents
ピロリジジンアルカロイドの分析方法 Download PDFInfo
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- JP2021110738A JP2021110738A JP2020212915A JP2020212915A JP2021110738A JP 2021110738 A JP2021110738 A JP 2021110738A JP 2020212915 A JP2020212915 A JP 2020212915A JP 2020212915 A JP2020212915 A JP 2020212915A JP 2021110738 A JP2021110738 A JP 2021110738A
- Authority
- JP
- Japan
- Prior art keywords
- sample
- analysis method
- carboxylic acid
- senecionine
- pyrrolizidine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 65
- 229930002356 pyrrolizidine alkaloid Natural products 0.000 title claims abstract description 65
- ADRDEXBBJTUCND-UHFFFAOYSA-N pyrrolizidine Chemical class C1CCN2CCCC21 ADRDEXBBJTUCND-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 239000000523 sample Substances 0.000 claims abstract description 99
- 238000004458 analytical method Methods 0.000 claims abstract description 55
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 31
- 238000010790 dilution Methods 0.000 claims abstract description 21
- 239000012895 dilution Substances 0.000 claims abstract description 21
- 239000007853 buffer solution Substances 0.000 claims abstract description 20
- 238000000132 electrospray ionisation Methods 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims abstract description 11
- 238000010494 dissociation reaction Methods 0.000 claims abstract description 11
- 230000005593 dissociations Effects 0.000 claims abstract description 11
- 150000003863 ammonium salts Chemical class 0.000 claims abstract description 9
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 claims abstract description 5
- 238000004949 mass spectrometry Methods 0.000 claims description 27
- 238000000605 extraction Methods 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- HKODIGSRFALUTA-ZJQCNOOHSA-N Integerrimine Natural products CC=C1C[C@H](C)[C@@](C)(O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@H]23 HKODIGSRFALUTA-ZJQCNOOHSA-N 0.000 claims description 22
- BTHCJHQOYFUIMG-UHFFFAOYSA-N platyphylline Natural products O1C(=O)C(=CC)CC(C)C(C)(O)C(=O)OCC2CCN3C2C1CC3 BTHCJHQOYFUIMG-UHFFFAOYSA-N 0.000 claims description 22
- OZPMZVHQAUHYCP-UHFFFAOYSA-N senecionine Natural products CC=C/1CC(C)C(C)(O)C(=O)OC2=CCN3CCC(OC1=O)C23 OZPMZVHQAUHYCP-UHFFFAOYSA-N 0.000 claims description 22
- HKODIGSRFALUTA-JTLQZVBZSA-N senecionine Chemical compound O1C(=O)C(=C/C)\C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN3[C@H]2[C@H]1CC3 HKODIGSRFALUTA-JTLQZVBZSA-N 0.000 claims description 21
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 20
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- 239000000284 extract Substances 0.000 claims description 18
- PLGBHVNNYDZWGZ-GPUZEBNTSA-N senecionine N-oxide Chemical compound O1C(=O)C(=C/C)\C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CC[N+]3([O-])[C@H]2[C@H]1CC3 PLGBHVNNYDZWGZ-GPUZEBNTSA-N 0.000 claims description 17
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- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 10
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 10
- 235000019253 formic acid Nutrition 0.000 claims description 10
- 238000002552 multiple reaction monitoring Methods 0.000 claims description 9
- 150000001204 N-oxides Chemical class 0.000 claims description 8
- QHOZSLCIKHUPSU-PNFBIMPKSA-N lasiocarpine Chemical compound C1C[C@H](OC(=O)C(\C)=C/C)[C@H]2C(COC(=O)[C@](O)([C@H](C)OC)C(C)(C)O)=CCN21 QHOZSLCIKHUPSU-PNFBIMPKSA-N 0.000 claims description 8
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- HPDHKHMHQGCNPE-UHFFFAOYSA-N crotaverrine Natural products O1C(=O)C(=CC)CC(C)C(C)(O)C(=O)OCC2=CCN(C)CCC1C2=O HPDHKHMHQGCNPE-UHFFFAOYSA-N 0.000 claims description 7
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- 150000001298 alcohols Chemical class 0.000 description 2
- 150000003797 alkaloid derivatives Chemical class 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/62—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating the ionisation of gases, e.g. aerosols; by investigating electric discharges, e.g. emission of cathode
- G01N27/68—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating the ionisation of gases, e.g. aerosols; by investigating electric discharges, e.g. emission of cathode using electric discharge to ionise a gas
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010013660.9 | 2020-01-07 | ||
| CN202010013660.9A CN113155944B (zh) | 2020-01-07 | 2020-01-07 | 吡咯里西啶类生物碱的分析方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2021110738A true JP2021110738A (ja) | 2021-08-02 |
| JP2021110738A5 JP2021110738A5 (zh) | 2023-07-20 |
| JP7533875B2 JP7533875B2 (ja) | 2024-08-14 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020212915A Active JP7533875B2 (ja) | 2020-01-07 | 2020-12-22 | ピロリジジンアルカロイドの分析方法 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP7533875B2 (zh) |
| CN (1) | CN113155944B (zh) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114778725A (zh) * | 2022-04-18 | 2022-07-22 | 安徽农业大学 | 一种基于QuEChERS法结合UPLC-MS/MS的吡咯里西啶碱检测方法及应用 |
| CN114894927A (zh) * | 2022-04-28 | 2022-08-12 | 广西壮族自治区食品药品检验所 | 瑶药白背三七中吡咯里西啶生物碱的含量测定方法 |
| CN115561298A (zh) * | 2022-09-21 | 2023-01-03 | 广西农业职业技术大学 | 一种检测肿节风中稀土元素含量的方法 |
| JP7508682B1 (ja) | 2023-08-16 | 2024-07-01 | アグリカルチュラル ケミカルズ リサーチ インスティテュート，ミニストリー オブ アグリカルチャー | 農産物に適用する残留農薬抽出溶液及び残留農薬抽出溶液を用いた農産物試料原液の迅速抽出方法及び農産物残留農薬検査方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2393726A1 (en) * | 2002-07-16 | 2004-01-16 | Steven J. Locke | Quantitative proteomics via isotopically differentiated derivatization |
| JP4636623B2 (ja) | 2007-02-16 | 2011-02-23 | 国立大学法人 岡山大学 | Ｎ−アセチルグルコサミニダーゼ阻害活性を有する化合物 |
| US8110797B2 (en) * | 2009-02-06 | 2012-02-07 | Florida State University Research Foundation, Inc. | Electrospray ionization mass spectrometry methodology |
| JP2011027429A (ja) * | 2009-07-21 | 2011-02-10 | Kirin Holdings Co Ltd | 液体クロマトグラフィーを用いたグリコアルカロイド類の精製および分析法 |
| CN103792278B (zh) * | 2014-01-26 | 2017-01-11 | 南昌大学 | 莲子中生物碱的电喷雾萃取电离质谱快速检测方法 |
| EP3107114A4 (en) * | 2014-02-10 | 2017-02-22 | Shimadzu Corporation | Mass spectrometer and mass spectrometry method |
| CN104134606B (zh) * | 2014-07-30 | 2017-04-19 | 中山大学 | 一种微萃取探针电喷雾离子源及其制备方法和应用 |
| GB2556994B (en) * | 2015-03-06 | 2021-05-12 | Micromass Ltd | Identification of bacterial strains in biological samples using mass spectrometry |
| CN105259273B (zh) * | 2015-11-01 | 2017-05-24 | 中国科学院成都生物研究所 | 耐盐液相色谱电喷雾质谱联用接口装置及其使用方法 |
| KR20170142673A (ko) * | 2016-06-20 | 2017-12-28 | 한국과학기술연구원 | 종이분무이온화 및 질량분석기를 이용한 생체 뇨 시료 내 에페드린류의 직접 정량 분석 방법 |
| CN106404945A (zh) * | 2016-08-30 | 2017-02-15 | 中山大学 | 一种段塞流微萃取‑纸基电喷雾质谱联用技术 |
| CN108169387A (zh) * | 2016-12-07 | 2018-06-15 | 中国科学院大连化学物理研究所 | 一种中药制剂中吡咯里西啶生物碱的液/质分析样品前处理法 |
| KR20190087900A (ko) * | 2018-01-17 | 2019-07-25 | 한미약품 주식회사 | 도네페질 및 메만틴의 동시 분석방법 |
| CN109169387B (zh) | 2018-09-10 | 2023-10-13 | 南宁利腾农业科技有限公司 | 乳鸽垫 |
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| CN110208358A (zh) * | 2019-05-21 | 2019-09-06 | 暨南大学 | 一种高频振动雾化电离探针装置及方法 |
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2020
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| CN114778725A (zh) * | 2022-04-18 | 2022-07-22 | 安徽农业大学 | 一种基于QuEChERS法结合UPLC-MS/MS的吡咯里西啶碱检测方法及应用 |
| CN114778725B (zh) * | 2022-04-18 | 2023-08-25 | 安徽农业大学 | 一种基于QuEChERS法结合UPLC-MS/MS的吡咯里西啶碱检测方法及应用 |
| CN114894927A (zh) * | 2022-04-28 | 2022-08-12 | 广西壮族自治区食品药品检验所 | 瑶药白背三七中吡咯里西啶生物碱的含量测定方法 |
| CN114894927B (zh) * | 2022-04-28 | 2023-11-21 | 广西壮族自治区食品药品检验所 | 瑶药白背三七中吡咯里西啶生物碱的含量测定方法 |
| CN115561298A (zh) * | 2022-09-21 | 2023-01-03 | 广西农业职业技术大学 | 一种检测肿节风中稀土元素含量的方法 |
| JP7508682B1 (ja) | 2023-08-16 | 2024-07-01 | アグリカルチュラル ケミカルズ リサーチ インスティテュート，ミニストリー オブ アグリカルチャー | 農産物に適用する残留農薬抽出溶液及び残留農薬抽出溶液を用いた農産物試料原液の迅速抽出方法及び農産物残留農薬検査方法 |
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| CN113155944B (zh) | 2023-07-21 |
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| JP7533875B2 (ja) | 2024-08-14 |
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