Synthesis and anti-HIV activity of 4'-cyano-2',3'-didehydro-3'-deoxythymidine |
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Authors: | Haraguchi Kazuhiro Itoh Yoshiharu Takeda Shingo Honma Yosuke Tanaka Hiromichi Nitanda Takao Baba Masanori Dutschman Ginger E Cheng Yung-Chi |
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Institution: | School of Pharmaceutical Sciences, Showa University, Shinagawa-ku, Tokyo, Japan. harakazu@pharm.showa-u.ac.jp |
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Abstract: | A new anti-HIV agent 4'-cyano-2',3'-didehydro-3'-deoxythymidine (9) was synthesized by allylic substitution of the 3',4'-unsaturated nucleoside 14, having a leaving group at the 2'-position, with cyanotrimethylsilane in the presence of SnCl4. Evaluation of the anti-HIV activity of 9 showed that this compound is much less potent than the recently reported 2',3'-didehydro-3'-deoxy-4'-(ethynyl)thymidine (1). |
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