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Antivir Chem Chemother. 2003 May;14(3):153-64.

Are the 2-isomers of the drug rimantadine active anti-influenza A agents?

Author information

1
Department of Pharmacy, Division of Pharmaceutical Chemistry, University of Athens, Athens, Greece.

Abstract

There is a lack of information in the medical chemistry literature concerning the anti-influenza A activity of the drug rimantadine's 2-isomer (2-rimantadine). We now present results showing that, although 2-adamantanamine (2-amantadine) 3 is only moderately active, some 2-rimantadine analogues are effective anti-influenza A virus agents in vitro. The 2-rimantadine analogues and their spirocyclobutane and spirocyclopentane congeners were synthesized through interesting routes. The 2-rimantadine analogues were 2-4 times more potent than rimantadine 2 against influenza virus A H2N2 strain; their spirocyclobutane congeners proved equally active to rimantadine 2. Two compounds exhibited a similar activity and one of the compounds was was fourfold more potent than rimantadine 2 against H3N2 strain.

PMID:
14521332
DOI:
10.1177/095632020301400305
[Indexed for MEDLINE]

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