鐘萼木枝葉之含硫生物鹼成分研究

Abstract

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.