Heterocyclic rimantadine analogues with antiviral activity

G Zoidis, C Fytas, I Papanastasiou, GB Foscolos…

Index: Zoidis, Grigoris; Fytas, Christos; Papanastasiou, Ioannis; Foscolos, George B.; Fytas, George; Padalko, Elizaveta; De Clercq, Erik; Naesens, Lieve; Neyts, Johan; Kolocouris, Nicolas Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 10 p. 3341 - 3348

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Citation Number: 97

Abstract

2-(1-Adamantyl)-2-methyl-pyrrolidines 3 and 4, 2-(1-adamantyl)-2-methyl-azetidines 5 and 6, and 2-(1-adamantyl)-2-methyl-aziridines 7 and 8 were synthesized and tested for their antiviral activity against influenza A. Parent molecules 3, 5, and 7 contain the α-methyl-1- adamantan-methanamine 2 pharmacophoric moiety (rimantadine). The ring size effect on anti-influenza A activity was investigated. Pyrrolidine 3 was the most potent anti-influenza ...