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Synthesis and Anti-influenza A Virus Activity of 2,2-Dialkylamantadines and Related Compounds.

ABSTRACT: The synthesis of several 2,2-dialkyladamantyl-1-amines through the combination of a Ritter reaction with a Wagner-Meerwein rearrangement from noradamantane alcohols is reported. Several of the novel amines displayed low micromolar activities against several H1N1 influenza virus strains, including the amantadine-resistant A/PuertoRico/8/34 strain. Most of the compounds did not show cytotoxicity for MDCK cells.

SUBMITTER: Torres E 

PROVIDER: S-EPMC4025864 | biostudies-other | 2012 Dec

REPOSITORIES: biostudies-other

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Synthesis and Anti-influenza A Virus Activity of 2,2-Dialkylamantadines and Related Compounds.

Torres Eva E   Fernández Roser R   Miquet Stéphanie S   Font-Bardia Mercè M   Vanderlinden Evelien E   Naesens Lieve L   Vázquez Santiago S  

ACS medicinal chemistry letters 20121022 12

The synthesis of several 2,2-dialkyladamantyl-1-amines through the combination of a Ritter reaction with a Wagner-Meerwein rearrangement from noradamantane alcohols is reported. Several of the novel amines displayed low micromolar activities against several H1N1 influenza virus strains, including the amantadine-resistant A/PuertoRico/8/34 strain. Most of the compounds did not show cytotoxicity for MDCK cells. ...[more]