4′-Fluorinated carbocyclic nucleosides: Synthesis and inhibitory activity against S-adenosyl-l-homocysteine hydrolase

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′-β-Fluoro DHCaA and 2-amino-4′-α-fluoro DHCaA demonstrated slight inhibitory activity against human and Plasmodium falciparum S-adenosyl-l-homocysteine hydrolase, respectively.

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