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研究生:蕭瑤
研究生(外文):Yao Shiao
論文名稱:液相層析/紫外光吸收法及液相層析/質譜法對十八種苯乙胺及色胺類衍生化合物的分離與分析
論文名稱(外文):Simultaneous Separation and Detection of 18 Phenethylamine/Tryptamine Derivatives by Liquid Chromatography-UV Absorption and -Electrospray Ionization Mass Spectrometry
指導教授:林震煌
指導教授(外文):Cheng-Huang Lin
學位類別:碩士
校院名稱:國立臺灣師範大學
系所名稱:化學系
學門:自然科學學門
學類:化學學類
論文種類:學術論文
畢業學年度:97
語文別:中文
論文頁數:83
中文關鍵詞:色胺類苯乙胺類液相層析質譜法
外文關鍵詞:TryptamineLC/MS
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本實驗以液相層析/紫外光吸收法及液相層析/電灑游離質譜法對十八種苯乙胺類及色胺類濫用藥物進行分離及偵測。整體的分析時間約 25 分鐘,液相層析所使用的沖提液為 0.1 % 甲酸水溶液 (pH=2.5) 和乙腈。液相層析/紫外光吸收法 (波長為 280 nm) 的偵測極限 (S/N = 3) 為 0.3~3 μg/mL。液相層析/電灑游離質譜法對十八種濫用藥物中一級胺、二級胺及三級胺分析樣品的偵測極限分別為 0.1 ~3.0、0.1~0.2 及 0.05~1.8 μg/mL。三級胺結構的分析物由於在電灑的過程中離子化效果較佳,故偵測極限較低。為了提升一級胺及二級胺分析物在液相層析質譜儀中的偵測極限,我們以醋酸酐作為衍生試劑將分析物進行衍生。在本研究中建立了十八種濫用藥物及經衍生後產物在電灑游離下的特徵斷裂譜峰。真實樣品的部分,取一健康者的尿液加入十八種混合的濫用藥物,以液液萃取及衍生作樣品前處理,並以液相層析/紫外光吸收法及液相層析/電灑游離質譜法進行分析,而實驗中的分離條件及偵測方法已最佳化。
he optimal conditions for the separation and detection of a mixture of 18 phenethylamine/tryptamine derivatives were determined, using liquid chromatography/UV-absorption (LC/UV) and liquid chromatography/electrospray ionization mass spectrometry (LC/ESI-MS) methods, respectively. Complete separation could be achieved within ~25 min using gradient elution (A, 0.1% formic acid aqueous solution/pH, 2.5; B, acetonitrile). The limit of detection (LOD at S/N = 3) obtained by LC/UV-absorption (absorption wavelength, 280 nm) was in the range from 0.3 to 3 μg/mL. In contrast, when the LC/ESI MS method was used, the LODs for primary, secondary and tertiary amines were in the ranges 0.1-3.0, 0.1-0.2 and 0.05-1.8 μg/mL, respectively. The lower LOD obtained for a tertiary amine can be attributed to the fact that its ionization efficiency (during the ESI process) is better than the others. In order to improve the LOD of a primary/secondary amine, a derivatization procedure was used in which the chemical structure was altered to a secondary/tertiary amine, via a reaction with acetic anhydride. As a result, the LODs for primary/secondary amines could be significantly improved. The characteristic mass fragmentations of the 18 phenethylamine /tryptamine derivatives, as well as the products of the reaction with acetic anhydride, were investigated, and the data were reported. A urine sample was obtained by spiking urine from a volunteer with the 18 derivatives, and after liquid-liquid extraction the sample was examined by LC/UV and LC/ESI-MS, respectively. The extraction procedures used for the urine sample and the experimental conditions for the separation and detection were optimized.
中文摘要……………………………………………………………………………I
英文摘要……………………………………………………………………………II
目錄………………………………………………………………………………III
圖目錄………………………………………………………………………………V
表目錄………………………………………………………………………………VI

第一章 緒論……………………………………………………………………………………1
1-1 濫用藥物………………………………………………………………………1
1-1-1 中樞神經抑制劑………………………………………………………1
1-1-2 中樞神經興奮劑………………………………………………………2
1-1-3 幻覺劑…………………………………………………………………3
1-2 研究目的………………………………………………………………………4
1-3 分析物簡介……………………………………………………………………7
1-3-1 色胺類 (Tryptamines) 濫用藥物………………………………7
1-3-2 苯乙胺類 (Phenethylamines) 安非他命系列濫用藥物.……10
1-3-3 苯乙胺類 (β-Phenethylamines) 2C 系列濫用藥物………12

第二章 分析方法及原理…………………………………………………………15
2-1 高效能液相層析法簡介……………………………………………………15
2-2 液相層析電灑游離法 (LC/ESI-MS) ……………………………………17
2-2-1 液相層析質譜儀簡介………………………………………………17
2-2-2 電灑游離質譜法 (electrospray ionization mass spectrometry, ESI/MS)………………………………………………………18
2-2-3 離子阱 (ion trap) 質量分析器簡介…………………………22
2-3 液液萃取法…………………………………………………………………23


第三章 儀器與藥品………………………………………………………………26
3-1 儀器…………………………………………………………………………26
3-2 儀器及週邊設備列表………………………………………………………27
3-3 藥品列表……………………………………………………………………29
3-4 質量校正液配置與質量校正………………………………………………32
3-4-1 質量校正液的配製…………………………………………………32
3-4-2 質量校正……………………………………………………………32

第四章 結果與討論……………………………………………………………35
Part I HPLC-UV 與 LC-ESI/MS對十八種濫用藥物之分離鑑定
4-1 HPLC-UV對濫用藥物的鑑定………………………………………………35
 4-1-1 分析物吸收光譜之量測 …………………………………………35
 4-1-2 最佳化分離條件確立………………………………………………38
 4-1-3 分析結果討論………………………………………………………40
4-2 LC-ESI/MS 對濫用藥物的鑑定…………………………………………44
 4-2-1 濫用藥物在ESI模式下之斷裂途徑………………………………44
4-2-2 LC-ESI/MS分析條件……………………………………………………57
 4-2-3 分析結果討論………………………………………………………59

Part II 十八種濫用藥物經液液萃取與衍生後產物之分離鑑定
4-3 液液萃取與衍生反應………………………………………………………62
4-4 ESI/MS對衍生物的鑑定……………………………………………………63
4-5 HPLC-UV 與 LC-ESI/MS 對衍生物之分離鑑定………………………67
 4-5-1 最佳化分離條件確立………………………………………………67
 4-5-2 分析結果討論………………………………………………………70

Part III 真實樣品之應用………………………………………………………72
4-6 尿液中濫用藥物的偵測……………………………………………………72
4-6-1 樣品前處理………………………………………………………………72
4-6-2 尿液中濫用藥物的偵測……………………………………73

第五章 結論………………………………………………………………………76

參考文獻……………………………………………………………………………77

論文發表……………………………………………………………………………83

附錄
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