4'-Fluorinated carbocyclic nucleosides: synthesis and inhibitory activity against S-adenosyl-L-homocysteine hydrolase |
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Authors: | Kitade Yukio Ando Takayuki Yamaguchi Tsuyoshi Hori Ayumi Nakanishi Masayuki Ueno Yoshihito |
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Institution: | Department of Biomolecular Science, Faculty of Engineering, Gifu University, Japan. kitade@biomol.gifu-u.ac.jp |
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Abstract: | 4'-Fluorinated analogue of 9-(1'R,2'S,3'R)-2',3'-dihydroxy-cyclopentan-1'-yl]adenine (DHCaA) and their related analogues were systematically synthesized under the Mitsunobu and palladium(0) coupling conditions followed by fluorination with inversion of the configuration by using diethylaminosulfur trifluoride, respectively. 4'-beta-Fluoro DHCaA and 2-amino-4'-alpha-fluoro DHCaA demonstrated slight inhibitory activity against human and Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase, respectively. |
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