Conjugation of Adenosine with Coumarins:Synthesis and Study on their Conformation

碩士 === 國立中央大學 === 化學研究所 === 99 ===   According to the World Health Organization (WHO) statistics, about 170 million people infected with hepatitis C virus (HCV) worldwide, and in Taiwan is also a population of 920,000 patients with hepatitis C virus. However, the symptoms are latent early, so patien...

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Bibliographic Details
Main Authors: Pei-chi Wu, 吳佩琪
Other Authors: Jih Ru Hwu
Format: Others
Language:zh-TW
Published: 2011
Online Access:http://ndltd.ncl.edu.tw/handle/33385678799896459283
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Summary:碩士 === 國立中央大學 === 化學研究所 === 99 ===   According to the World Health Organization (WHO) statistics, about 170 million people infected with hepatitis C virus (HCV) worldwide, and in Taiwan is also a population of 920,000 patients with hepatitis C virus. However, the symptoms are latent early, so patients often do not know they have risk of hepatitis C, resulting in more serious liver disease. Our aim is to synthesis the novel compounds which can inhibit the hepatitis C virus. We successfully synthesized the compounds in which adenosine bound together with coumarin moiety, and these compounds can be easily synthesized by using addition-elimination reaction. We used different techniques like 1H NMR, mass spectroscopy, IR spectroscopy and molecular modeling to study the structure and conformation of the compounds. By comparing all the we conclude that the conformation with the thermodynamically most stable form contain intramolecular hydrogen bondings between the NH proton in amide bond and the carbonyl group in coumarin. The angle between puriune and coumarin planes were 0.37°–38.25°. In the future, we will discuss the structure–activity relationship of anti-HCV, the results of these compounds shall help us to understand the mechanism for the inhibition of hepatitis C virus.