研究生: |
黃郁文 Yu-Wen Huang |
---|---|
論文名稱: |
結合一鍋化保護以及一鍋化醣鏈結合成與流感病毒作用的三醣體 A Combination of One-pot Protection and One-pot Glycosylation to Synthesize The Influenza Virus Binding Trisaccharides |
指導教授: | 洪上程 |
口試委員: | |
學位類別: |
碩士 Master |
系所名稱: |
理學院 - 化學系 Department of Chemistry |
論文出版年: | 2007 |
畢業學年度: | 95 |
語文別: | 中文 |
論文頁數: | 123 |
中文關鍵詞: | 一鍋化保護 、一鍋化醣鏈結 、流感病毒 |
外文關鍵詞: | one-pot protection, one-pot glycosylaiotn, influenza virus |
相關次數: | 點閱:2 下載:0 |
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第一章節緒論中我們提及,目前世界面臨流感病毒威脅日趨嚴重,其中最令人擔憂的為禽流感病毒(avian influenza) H5N1。科學家發現流感病毒感染細胞的第一個步驟,即為流感病毒鞘膜醣蛋白(envelope glycoprotein) 的血球凝集素(haemagglutinin, H),先和宿主細胞(host cell)表面的三醣體化合物透過電荷作用(charge interaction)而靠近,進而進入宿主細胞內進行一連串的生物機制:複製核醣核酸(RNA)和病毒所需要的蛋白質,最後病毒穿出宿主細胞導致細胞破裂死亡。因此科學家目前正致力於研發出更有效率的藥物,以對抗流感病毒。
接著,我們將在第二以及第三章節中,分別探討三醣體三個單醣的保護化學以及醣鏈結反應。而第四章節則是整理目前文獻中所提及的一鍋化醣鏈結反應。
最後說明實驗目標以及結果。我們希望能夠透過一鍋化選擇性保護的方式,快速的合成各種不同的單醣建構單元,在結合一鍋化醣鏈結的反應,快速的合成出三醣體化合物42。接著再利用試劑做葡萄胺醣(glucosamine)上二號位置氮的官能基轉換,以合成不同的三醣體化合物38、39、40和41,最後進一步做生物活性的探討,期許這樣的成果在未來能夠有助於藥物的開發。
In the introduction section we mentioned the influenza virus which has become a serious threat for humans all over the world, especially the avian influenza virus (H5N1). Scientists discovered that the first step of infection pathway is initiated through the binding between the viral envelope protein hemagglutinin and the trisaccharide on the cell surface. After invasion into the host cell, a series of bio-functions was expressed subsequently, including the replication of virus and the death of the host cell. Scientists are devoted to the pathology studies and trying to find more efficient drugs.
In the second and the third sections, we discussed about the protections and glycosylations of the three monosaccharides which belongs to the trisaccharide mentioned before. In the fourth section, we summarized the one-pot glycosylation strategy.
And the specific aim of this thesis are the synthesis of different kinds of monosaccharide building blocks via “one-pot protection strategy” and the synthesis of fully protected trisaccharide 42 using “one-pot glycosylation strategy.” After deprotection and further functional groups transformation, we could get the trisaccharides 38、39、40 and 41. Biological functions can be further studied. And we hope the results can be helpful for the drug design.
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