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研究生:李依穎
研究生(外文):Yi-Ying Lee
論文名稱:鐘萼木枝葉之含硫生物鹼成分研究
論文名稱(外文):The Sulfur-Containing Alkaloid Constituents from the Twigs and Leaves of Bretschneidera sinensis Hemsley
指導教授:沈雅敬沈雅敬引用關係
指導教授(外文):Ya-Ching Shen
口試委員:張嘉銓周宏農
口試委員(外文):Chia-Chuan ChangHong-Nong Chou
口試日期:2014-07-30
學位類別:碩士
校院名稱:國立臺灣大學
系所名稱:藥學研究所
學門:醫藥衛生學門
學類:藥學學類
論文種類:學術論文
論文出版年:2014
畢業學年度:102
語文別:中文
論文頁數:74
中文關鍵詞:鐘萼木含硫之生物鹼3-methyl-13-benzothiazine-24-dione雜環化合物N-benzyl-S-methyl-thiocarbamate
外文關鍵詞:Bretschneidera sinensis Hemsleysulfur-containing alkaloids3-methyl-13-benzothiazine-24-dioneN-benzyl-S-methyl-thiocarbamateheterocyclic compounds
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本論文主要研究鍾萼木 (Bretshneidera sinensis Hemsley)的含硫生物鹼成分,先將其枝葉部分用酒精萃取後,得到的萃取物再利用各種管柱色層分離方法進行分離,最後再用儀器鑑定其所含的化學組成成分。實驗結果共分離了六個化合物,六個都為首次發現的含硫之生物鹼 (sulfur-containing alkaloids)。
分離得到的新化合物中,共有四個屬於3-methyl-1,3-benzothiazine-2,4-dione骨架的雜環化合物 (heterocyclic compounds, 1-4)及兩個骨架為 N-benzyl-S-methyl-thiocarbamate的含硫生物鹼 (5-6)
分離得到的化合物結構利用核磁共振圖譜1D NMR (1H NMR 和 13C NMR)及2D NMR (HSQC、HMBC)進行結構解析,再加上各種物理數據分析,包含熔點、紫外線吸收光普及高解析電灑式質譜儀,最後再利用化學結構資料庫 (Reaxys)進行相關文獻比對確認。
所分離得到的新化合物已送測抗發炎以及抗癌細胞的生物活性檢測。


In this thesis, the phytochemical investigation of Bretschneidera sinensis Hemsley was initiated. The leaves and twigs were extracted with ethanol and the crude extract was separated by using extensive column chromatography. As a result, six new sulfur-containing alkaloids were isolated and their structures determined.
Compounds 1-4 were identified as new heterocyclic compounds, which belong to the skeleton of 3-methyl-1,3-benzothiazine-2,4-dione, while compounds 5 and 6 were characterized as new sulfur-containing alkaloids, which belong to the skeleton of N-benzyl-S-methyl-thiocarbamate.
All of these structures were elucidated and established on the basis of spectroscopic analysis such as 1D NMR (1H and 13C NMR) and 2D NMR (HSQC, HMBC) techniques. We also applied the physical methods including melting point, ultraviolet spectroscopy (UV) and high resolution electrospray ionization mass spectroscopy (HRESIMS) to confirm the structures. In addition, all of the isolated compounds were further determined by comparing with the chemical databases, Reaxys.
Finally, all the isolated compounds were tested for the biological activities including anti-inflammatory and cytotoxic activities.


口試委員會審定書 i
誌謝 ii
中文摘要 iii
Abstract iv
圖目錄 viii
表目錄 xi
第一章 序論 1
第一節 前言 1
第二節 相關化合物之文獻回顧 2
第二章 材料及方法 10
第一節 材料介紹 10
第二節 分離流程 12
第三節 實驗儀器 14
第四節 實驗溶劑及矽膠 15
第五節 化合物之結構鑑定解析方法 17
第三章 實驗結果 18
第一節 化合物1之結構解析 18
第二節 化合物2之結構解析 27
第三節 化合物3之結構解析 36
第四節 化合物4之結構解析 44
第五節 化合物5之結構解析 52
第六節 化合物6之結構解析 60
第七節 生合成路徑推導 68
第四章 結論 70
參考文獻 71
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