合成醯胺鍵結苯并咪唑與香豆素之化合物並探討其構形; Synthesis of Benzimidazole–Coumarin Conjugates with Amide Linkers and Study on Their Conformation

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/43712

Title:	合成醯胺鍵結苯并咪唑與香豆素之化合物並探討其構形;Synthesis of Benzimidazole–Coumarin Conjugates with Amide Linkers and Study on Their Conformation
Authors:	邱柏銘;Bo-Ming Ciou
Contributors:	化學研究所
Keywords:	苯并咪唑;Benzimidazole
Date:	2010-07-16
Issue Date:	2010-12-08 14:16:46 (UTC+8)
Publisher:	國立中央大學
Abstract:	依據世界衛生組織(WHO)統計，全球約有1 億7 千萬人口感染C 型肝炎病毒(Hepatitis C Virus, HCV)，台灣亦有92 萬人口為C 型肝炎病患，HCV造成日益嚴重的肝臟疾病。故我們希望合成出具有抗C 型肝炎病毒潛力的化合物，並進一步討論其合成條件與立體結構。我們合成出化合物coumarin carboxylic acids 與benzoimidazol-2-amines 後利用耦合試劑進行醯胺鍵結的合成。使用不同的耦合試劑與活化試劑如：carbodiimide 類型的DCC 與EDCI（WSCI）和Aminium-base reagent 的HBTU 加上活化試劑1-Hydroxybenzotriazole（HOBt）與N-Hydroxysuccinimide（NHS or HOSu）合成所需的醯胺官能基。並藉由核磁共振之氫譜（1H NMR）、質譜儀（FAB Mass）與紅外線光譜（FTIR）判定我們所合成出化合物的結構。並使用核磁共振之氫譜（1H NMR）與分子模擬軟體討論其立體結構而得知化合物的構型。此結果可幫助我們討論結構與活性關係（SAR）時的參考依據。 According to the World Health Organization (WHO) statistics, about 170 million people infected with hepatitis C virus (HCV), and in Taiwan is also a population of 920,000 patients with hepatitis C, HCV causes more serious liver disease. So we hope that synthesis has the potential of anti-hepatitis C compounds, and further more discuss the synthesis conditions and stereo structure. First, we synthesized coumarin carboxylic acid and benzoimidazol-2-amine then using coupling reagents for amide bond formation. Using different coupling reagents and activation reagents, such as carbodiimide type of DCC and EDCI (WSCI) and Aminium-base reagent HBTU with activated reagents, 1-hydroxybenzotriazole (HOBt) and N-hydroxysuccinimide (NHS or HOSu) to prepare the required amide functional groups.We used nuclear magnetic resonance spectra of hydrogen (1H NMR), mass spectrometry (FAB Mass) and infrared spectroscopy (FTIR) to confirm our compounds. Then we used 1H NMR and molecular simulation to discuss the stereo structure and conformation. The results can help us to discuss the structure and activity relationship (SAR).
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

Files in This Item:

File	Description	Size	Format
index.html		0Kb	HTML	679	View/Open

社群 sharing

Loading...