Study on the Structure to Antiviral Activity Relationship of Dibenzocycloheptene– and Arene–Acyclovir Conjugates

碩士 === 國立中央大學 === 化學學系 === 101 === Up to 1,500,000 individuals worldwide are infected with enteroviruses annually. Of those enteroviruses, Enterovirus71 (EV71) has spread globally, as evidenced by its highly infectious and fatal nature. A dangerous outbreak of EV71 in Taiwan over the past two decad...

Full description

Bibliographic Details
Main Authors: Ching-Jui Hsu, 徐靖汭
Other Authors: Jih-Ru Hwu
Format: Others
Language:zh-TW
Published: 2013
Online Access:http://ndltd.ncl.edu.tw/handle/59872529506067398951
Description
Summary:碩士 === 國立中央大學 === 化學學系 === 101 === Up to 1,500,000 individuals worldwide are infected with enteroviruses annually. Of those enteroviruses, Enterovirus71 (EV71) has spread globally, as evidenced by its highly infectious and fatal nature. A dangerous outbreak of EV71 in Taiwan over the past two decades occurred in 1998, in which nearly 130,000 children were infected with hand-foot-and-mouth disease (HFMD); 405 experienced severe neurological complications; and 78 died. Unfortunately, no effective antiviral drug treat EV71 disease. The above situation highlights the urgency of developing antienteroviral agents. Given the above predicament, our laboratory commits itself to developing antiviral drugs, with our results demonstrating that nortriptyline–acyclovir conjugate have high replication activity, based on test results of the anti-virus "EV71." However, a similar compound, amantadine–acyclovir conjugate has no activity. Therefore, in this study, the molecular structure in which nortriptyline carbon chain length is reduced and nortriptyline is replaced by " arene " to increase the flatness of structure in order to examine the structure that describes the antiviral activity relationship. The synthesis involved reacting arene amines with triphosgene, allowing the functional group transfer from amine to isocyanate, then reacting with acyclovir analogous by addition reaction. The target structures were examined by nuclear magnetic resonance, FT–IR spectra, and high-resolution mass spectrometry.