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 diethylaminosulf...
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Veröffentlicht in: | Bioorganic & medicinal chemistry 2006-08, Vol.14 (16), p.5578-5583 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
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Zusammenfassung: | 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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ISSN: | 0968-0896 1464-3391 |
DOI: | 10.1016/j.bmc.2006.04.023 |